Structure-Based Design, Synthesis, and Biological Evaluation of the Cage–Amide Derived Orthopox Virus Replication Inhibitors

Despite the fact that the variola virus is considered eradicated, the search for new small molecules with activity against orthopoxviruses remains an important task, especially in the context of recent outbreaks of monkeypox. As a result of this work, a number of amides of benzoic acids containing a...

Full description

Saved in:
Bibliographic Details
Published inViruses Vol. 15; no. 1; p. 29
Main Authors Mozhaitsev, Evgenii S., Suslov, Evgeniy V., Rastrepaeva, Daria A., Yarovaya, Olga I., Borisevich, Sophia S., Khamitov, Edward M., Kolybalov, Dmitry S., Arkhipov, Sergey G., Bormotov, Nikolai I., Shishkina, Larisa N., Serova, Olga A., Brunilin, Roman V., Vernigora, Andrey A., Nawrozkij, Maxim B., Agafonov, Alexander P., Maksyutov, Rinat A., Volcho, Konstantin P., Salakhutdinov, Nariman F.
Format Journal Article
LanguageEnglish
Published Switzerland MDPI AG 21.12.2022
MDPI
Subjects
adamantane
Amides
Amides - pharmacology
Animals
antipox activity
Benzoic acid
Binding sites
Biological activity
biological assessment
Cell culture
Communicable Diseases
Coronaviruses
COVID-19
Cowpox
energy
Epidemics
Investigations
Mice
Mpox
Orthopoxvirus
p37
Proteins
Smallpox
Vaccinia virus
Variola virus
Virus Replication
Viruses
United States > US
adamantane
amides
antipox activity
p37
Online AccessGet full text

Cover

Abstract Despite the fact that the variola virus is considered eradicated, the search for new small molecules with activity against orthopoxviruses remains an important task, especially in the context of recent outbreaks of monkeypox. As a result of this work, a number of amides of benzoic acids containing an adamantane fragment were obtained. Most of the compounds demonstrated activity against vaccinia virus, with a selectivity index SI = 18,214 for the leader compound 18a. The obtained derivatives also demonstrated activity against murine pox (250 ≤ SI ≤ 6071) and cowpox (125 ≤ SI ≤ 3036). A correlation was obtained between the IC50 meanings and the binding energy to the assumed biological target, the p37 viral protein with R2 = 0.60.
AbstractList Despite the fact that the variola virus is considered eradicated, the search for new small molecules with activity against orthopoxviruses remains an important task, especially in the context of recent outbreaks of monkeypox. As a result of this work, a number of amides of benzoic acids containing an adamantane fragment were obtained. Most of the compounds demonstrated activity against vaccinia virus, with a selectivity index SI = 18,214 for the leader compound 18a. The obtained derivatives also demonstrated activity against murine pox (250 ≤ SI ≤ 6071) and cowpox (125 ≤ SI ≤ 3036). A correlation was obtained between the IC50 meanings and the binding energy to the assumed biological target, the p37 viral protein with R2 = 0.60.Despite the fact that the variola virus is considered eradicated, the search for new small molecules with activity against orthopoxviruses remains an important task, especially in the context of recent outbreaks of monkeypox. As a result of this work, a number of amides of benzoic acids containing an adamantane fragment were obtained. Most of the compounds demonstrated activity against vaccinia virus, with a selectivity index SI = 18,214 for the leader compound 18a. The obtained derivatives also demonstrated activity against murine pox (250 ≤ SI ≤ 6071) and cowpox (125 ≤ SI ≤ 3036). A correlation was obtained between the IC50 meanings and the binding energy to the assumed biological target, the p37 viral protein with R2 = 0.60.
Despite the fact that the variola virus is considered eradicated, the search for new small molecules with activity against orthopoxviruses remains an important task, especially in the context of recent outbreaks of monkeypox. As a result of this work, a number of amides of benzoic acids containing an adamantane fragment were obtained. Most of the compounds demonstrated activity against vaccinia virus, with a selectivity index SI = 18,214 for the leader compound 18a. The obtained derivatives also demonstrated activity against murine pox (250 ≤ SI ≤ 6071) and cowpox (125 ≤ SI ≤ 3036). A correlation was obtained between the IC50 meanings and the binding energy to the assumed biological target, the p37 viral protein with R2 = 0.60.
Despite the fact that the variola virus is considered eradicated, the search for new small molecules with activity against orthopoxviruses remains an important task, especially in the context of recent outbreaks of monkeypox. As a result of this work, a number of amides of benzoic acids containing an adamantane fragment were obtained. Most of the compounds demonstrated activity against vaccinia virus, with a selectivity index SI = 18,214 for the leader compound 18a . The obtained derivatives also demonstrated activity against murine pox (250 ≤ SI ≤ 6071) and cowpox (125 ≤ SI ≤ 3036). A correlation was obtained between the IC 50 meanings and the binding energy to the assumed biological target, the p37 viral protein with R 2 = 0.60.
Despite the fact that the variola virus is considered eradicated, the search for new small molecules with activity against orthopoxviruses remains an important task, especially in the context of recent outbreaks of monkeypox. As a result of this work, a number of amides of benzoic acids containing an adamantane fragment were obtained. Most of the compounds demonstrated activity against vaccinia virus, with a selectivity index SI = 18,214 for the leader compound 18a. The obtained derivatives also demonstrated activity against murine pox (250 ≤ SI ≤ 6071) and cowpox (125 ≤ SI ≤ 3036). A correlation was obtained between the IC₅₀ meanings and the binding energy to the assumed biological target, the p37 viral protein with R² = 0.60.
Despite the fact that the variola virus is considered eradicated, the search for new small molecules with activity against orthopoxviruses remains an important task, especially in the context of recent outbreaks of monkeypox. As a result of this work, a number of amides of benzoic acids containing an adamantane fragment were obtained. Most of the compounds demonstrated activity against vaccinia virus, with a selectivity index SI = 18,214 for the leader compound . The obtained derivatives also demonstrated activity against murine pox (250 ≤ SI ≤ 6071) and cowpox (125 ≤ SI ≤ 3036). A correlation was obtained between the IC meanings and the binding energy to the assumed biological target, the p37 viral protein with R = 0.60.
Author Vernigora, Andrey A.
Bormotov, Nikolai I.
Khamitov, Edward M.
Kolybalov, Dmitry S.
Shishkina, Larisa N.
Mozhaitsev, Evgenii S.
Nawrozkij, Maxim B.
Salakhutdinov, Nariman F.
Yarovaya, Olga I.
Rastrepaeva, Daria A.
Suslov, Evgeniy V.
Serova, Olga A.
Arkhipov, Sergey G.
Maksyutov, Rinat A.
Volcho, Konstantin P.
Agafonov, Alexander P.
Brunilin, Roman V.
Borisevich, Sophia S.
AuthorAffiliation 3 Synchrotron Radiation Facility SKIF, G.K. Boreskov Institute of Catalysis SB RAS, 630559 Koltsovo, Russia
6 Department of Analytical, Physical Chemistry and Polymer Chemistry and Physics, Department of Organic Chemistry, Volgograd State Technical University Lenina, Avenue 28, 400005 Volgograd, Russia
2 Laboratory of Chemical Physics, Laboratory of Physical and Chemical Methods of Analysis, Ufa Institute of Chemistry Ufa Federal Research Center, 71 Pr. Oktyabrya, 450078 Ufa, Russia
4 Scientific Educational Center “Institute of Chemical Technology”, Novosibirsk State University, 630090 Novosibirsk, Russia
5 State Research Center of Virology and Biotechnology VECTOR, Rospotrebnadzor, 630559 Koltsovo, Russia
7 Center of Translational Medicine, Sirius University of Science and Technology, Olympic Avenue 1, Krasnodar Krai, 354340 Sirius, Russia
1 Department of Medicinal Chemistry, N.N. Vorozhtsov Novosibirsk Institute of Organic Chemistry SB RAS, Lavrentyev Ave. 9, 630090 Novosibirsk, Russia
AuthorAffiliation_xml – name: 5 State Research Center of Virology and Biotechnology VECTOR, Rospotrebnadzor, 630559 Koltsovo, Russia
– name: 7 Center of Translational Medicine, Sirius University of Science and Technology, Olympic Avenue 1, Krasnodar Krai, 354340 Sirius, Russia
– name: 1 Department of Medicinal Chemistry, N.N. Vorozhtsov Novosibirsk Institute of Organic Chemistry SB RAS, Lavrentyev Ave. 9, 630090 Novosibirsk, Russia
– name: 3 Synchrotron Radiation Facility SKIF, G.K. Boreskov Institute of Catalysis SB RAS, 630559 Koltsovo, Russia
– name: 6 Department of Analytical, Physical Chemistry and Polymer Chemistry and Physics, Department of Organic Chemistry, Volgograd State Technical University Lenina, Avenue 28, 400005 Volgograd, Russia
– name: 4 Scientific Educational Center “Institute of Chemical Technology”, Novosibirsk State University, 630090 Novosibirsk, Russia
– name: 2 Laboratory of Chemical Physics, Laboratory of Physical and Chemical Methods of Analysis, Ufa Institute of Chemistry Ufa Federal Research Center, 71 Pr. Oktyabrya, 450078 Ufa, Russia
Author_xml – sequence: 1
  givenname: Evgenii S.
  orcidid: 0000-0002-5344-9499
  surname: Mozhaitsev
  fullname: Mozhaitsev, Evgenii S.
– sequence: 2
  givenname: Evgeniy V.
  orcidid: 0000-0003-0988-0502
  surname: Suslov
  fullname: Suslov, Evgeniy V.
– sequence: 3
  givenname: Daria A.
  surname: Rastrepaeva
  fullname: Rastrepaeva, Daria A.
– sequence: 4
  givenname: Olga I.
  orcidid: 0000-0002-2333-4893
  surname: Yarovaya
  fullname: Yarovaya, Olga I.
– sequence: 5
  givenname: Sophia S.
  orcidid: 0000-0001-8481-0470
  surname: Borisevich
  fullname: Borisevich, Sophia S.
– sequence: 6
  givenname: Edward M.
  orcidid: 0000-0001-8987-4254
  surname: Khamitov
  fullname: Khamitov, Edward M.
– sequence: 7
  givenname: Dmitry S.
  orcidid: 0000-0001-8988-5703
  surname: Kolybalov
  fullname: Kolybalov, Dmitry S.
– sequence: 8
  givenname: Sergey G.
  orcidid: 0000-0003-4812-3037
  surname: Arkhipov
  fullname: Arkhipov, Sergey G.
– sequence: 9
  givenname: Nikolai I.
  surname: Bormotov
  fullname: Bormotov, Nikolai I.
– sequence: 10
  givenname: Larisa N.
  orcidid: 0000-0002-8264-0217
  surname: Shishkina
  fullname: Shishkina, Larisa N.
– sequence: 11
  givenname: Olga A.
  surname: Serova
  fullname: Serova, Olga A.
– sequence: 12
  givenname: Roman V.
  orcidid: 0000-0003-4678-4181
  surname: Brunilin
  fullname: Brunilin, Roman V.
– sequence: 13
  givenname: Andrey A.
  orcidid: 0000-0001-6456-0910
  surname: Vernigora
  fullname: Vernigora, Andrey A.
– sequence: 14
  givenname: Maxim B.
  surname: Nawrozkij
  fullname: Nawrozkij, Maxim B.
– sequence: 15
  givenname: Alexander P.
  orcidid: 0000-0003-2577-0434
  surname: Agafonov
  fullname: Agafonov, Alexander P.
– sequence: 16
  givenname: Rinat A.
  surname: Maksyutov
  fullname: Maksyutov, Rinat A.
– sequence: 17
  givenname: Konstantin P.
  orcidid: 0000-0002-4083-9324
  surname: Volcho
  fullname: Volcho, Konstantin P.
– sequence: 18
  givenname: Nariman F.
  surname: Salakhutdinov
  fullname: Salakhutdinov, Nariman F.
BackLink https://www.ncbi.nlm.nih.gov/pubmed/36680072$$D View this record in MEDLINE/PubMed
BookMark eNqFks1uEzEQgFeoiP7AgRdAK3EBqaFje22vL0htWiBSpUoUuFperzdxtLGD7Y3oBfUdeEOeBCcpUVshcfLI_ubzjD2HxZ7zzhTFSwTvCBFwskIUEAAWT4oDJIQYVQLRvXvxfnEY4xyAMQH8WbFPGKsBOD4ofl6nMOg0BDM6U9G05bmJduqOy-sbl2Y5jselcm15Zn3vp1arvrxYqX5QyXpX-q7MUDlWU_P79tfpwrYmC4JdZdFVSDO_9D_KbzYMsfxsln1O36RN3Mw2NvkQnxdPO9VH8-JuPSq-frj4Mv40urz6OBmfXo40BZxGJnfX1sAbRqmqFDTYKKxFK5jgjTIEaqg56RjXVHfQAO0E4pjXXVcZoQHIUTHZeluv5nIZ7EKFG-mVlZsNH6ZShWR1b2QjMG6Bg0Kmq5ju8p2c1EC5wKjWiGbX-61rOTQL02rjUlD9A-nDE2dncupXUtSMIiKy4M2dIPjvg4lJLmzUpu-VM36IkkAFFatwTf6LYs5qTDCt1i2-foTO_RBcftU1xbGo8udn6tX94ndV_52IDLzdAjr4GIPpdggCuZ42uZu2zJ48YrVNmy_Ofdv-Hxl_ADEV1lI
CitedBy_id crossref_primary_10_29235_1561_8331_2023_59_3_211_224
crossref_primary_10_3390_biotech13040057
crossref_primary_10_3390_v16121926
crossref_primary_10_1134_S1070428023120023
crossref_primary_10_1016_j_eng_2024_06_015
crossref_primary_10_1134_S1070428024080013
crossref_primary_10_1134_S0022476624040139
crossref_primary_10_1016_j_jcat_2025_116042
crossref_primary_10_31857_S0514749223120029
crossref_primary_10_31857_S0514749224020058
crossref_primary_10_3390_chemistry7020034
crossref_primary_10_1039_D3OB01452E
Cites_doi 10.1128/JVI.01114-16
10.1021/cr100264t
10.1002/cmdc.202100771
10.1371/journal.pone.0188453
10.1107/S0021889808042726
10.1007/s00214-007-0310-x
10.1128/JVI.79.20.13139-13149.2005
10.1099/jgv.0.000422
10.1074/jbc.272.3.1956
10.1107/S2053229614024218
10.1039/D0MD00108B
10.1021/jm061484y
10.1002/ardp.19743071007
10.1021/jm050540c
10.1002/jcc.22885
10.1016/S1473-3099(03)00856-9
10.3390/v14102155
10.1056/NEJMoa1705688
10.1021/acs.jctc.5b00864
10.1128/JVI.00034-07
10.3390/molecules23071678
10.1039/C7OB01510K
10.1016/S0042-6822(03)00063-1
10.1063/1.3382344
10.1016/j.ijid.2018.11.008
10.1023/B:RUJO.0000036069.44467.04
10.1016/j.molstruc.2022.132783
10.1107/S0108767307043930
10.1016/j.bmc.2005.12.032
10.1074/jbc.272.51.32042
10.1021/acs.orglett.8b01654
10.1016/S0040-4039(96)02245-9
10.1134/S1070428018080031
10.1002/ardp.19843170907
10.1016/j.ejmech.2021.113485
10.1063/1.438955
10.1016/j.antiviral.2012.02.005
10.1007/s11094-017-1531-5
10.1007/s40265-018-0967-6
ContentType Journal Article
Copyright 2022 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/). Notwithstanding the ProQuest Terms and Conditions, you may use this content in accordance with the terms of the License.
2022 by the authors. 2022
Copyright_xml – notice: 2022 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/). Notwithstanding the ProQuest Terms and Conditions, you may use this content in accordance with the terms of the License.
– notice: 2022 by the authors. 2022
DBID AAYXX
CITATION
CGR
CUY
CVF
ECM
EIF
NPM
3V.
7U9
7X7
7XB
88E
8FE
8FH
8FI
8FJ
8FK
ABUWG
AFKRA
AZQEC
BBNVY
BENPR
BHPHI
CCPQU
COVID
DWQXO
FYUFA
GHDGH
GNUQQ
H94
HCIFZ
K9.
LK8
M0S
M1P
M7P
PHGZM
PHGZT
PIMPY
PJZUB
PKEHL
PPXIY
PQEST
PQGLB
PQQKQ
PQUKI
PRINS
7X8
7S9
L.6
5PM
DOA
DOI 10.3390/v15010029
DatabaseName CrossRef
Medline
MEDLINE
MEDLINE (Ovid)
MEDLINE
MEDLINE
PubMed
ProQuest Central (Corporate)
Virology and AIDS Abstracts
Health & Medical Collection
ProQuest Central (purchase pre-March 2016)
Medical Database (Alumni Edition)
ProQuest SciTech Collection
ProQuest Natural Science Collection
ProQuest Hospital Collection
Hospital Premium Collection (Alumni Edition)
ProQuest Central (Alumni) (purchase pre-March 2016)
ProQuest Central (Alumni)
ProQuest Central UK/Ireland
ProQuest Central Essentials
Biological Science Collection
ProQuest Central
Natural Science Collection
ProQuest One Community College
Coronavirus Research Database
ProQuest Central Korea
Health Research Premium Collection
Health Research Premium Collection (Alumni)
ProQuest Central Student
AIDS and Cancer Research Abstracts
SciTech Premium Collection
ProQuest Health & Medical Complete (Alumni)
Biological Sciences
ProQuest Health & Medical Collection
PML(ProQuest Medical Library)
Biological Science Database
ProQuest Central Premium
ProQuest One Academic
Publicly Available Content Database
ProQuest Health & Medical Research Collection
ProQuest One Academic Middle East (New)
ProQuest One Health & Nursing
ProQuest One Academic Eastern Edition (DO NOT USE)
ProQuest One Applied & Life Sciences
ProQuest One Academic
ProQuest One Academic UKI Edition
ProQuest Central China
MEDLINE - Academic
AGRICOLA
AGRICOLA - Academic
PubMed Central (Full Participant titles)
DOAJ Directory of Open Access Journals
DatabaseTitle CrossRef
MEDLINE
Medline Complete
MEDLINE with Full Text
PubMed
MEDLINE (Ovid)
Publicly Available Content Database
ProQuest Central Student
ProQuest One Academic Middle East (New)
ProQuest Central Essentials
ProQuest Health & Medical Complete (Alumni)
ProQuest Central (Alumni Edition)
SciTech Premium Collection
ProQuest One Community College
ProQuest One Health & Nursing
ProQuest Natural Science Collection
ProQuest Central China
ProQuest Central
ProQuest One Applied & Life Sciences
ProQuest Health & Medical Research Collection
Health Research Premium Collection
Health and Medicine Complete (Alumni Edition)
Natural Science Collection
ProQuest Central Korea
Health & Medical Research Collection
Biological Science Collection
AIDS and Cancer Research Abstracts
ProQuest Central (New)
ProQuest Medical Library (Alumni)
Virology and AIDS Abstracts
ProQuest Biological Science Collection
ProQuest One Academic Eastern Edition
Coronavirus Research Database
ProQuest Hospital Collection
Health Research Premium Collection (Alumni)
Biological Science Database
ProQuest SciTech Collection
ProQuest Hospital Collection (Alumni)
ProQuest Health & Medical Complete
ProQuest Medical Library
ProQuest One Academic UKI Edition
ProQuest One Academic
ProQuest One Academic (New)
ProQuest Central (Alumni)
MEDLINE - Academic
AGRICOLA
AGRICOLA - Academic
DatabaseTitleList MEDLINE - Academic
Publicly Available Content Database

CrossRef

AGRICOLA
MEDLINE
Database_xml – sequence: 1
  dbid: DOA
  name: DOAJ Directory of Open Access Journals
  url: https://www.doaj.org/
  sourceTypes: Open Website
– sequence: 2
  dbid: NPM
  name: PubMed
  url: https://proxy.k.utb.cz/login?url=http://www.ncbi.nlm.nih.gov/entrez/query.fcgi?db=PubMed
  sourceTypes: Index Database
– sequence: 3
  dbid: EIF
  name: MEDLINE
  url: https://proxy.k.utb.cz/login?url=https://www.webofscience.com/wos/medline/basic-search
  sourceTypes: Index Database
– sequence: 4
  dbid: BENPR
  name: ProQuest Central
  url: https://www.proquest.com/central
  sourceTypes: Aggregation Database
DeliveryMethod fulltext_linktorsrc
Discipline Biology
EISSN 1999-4915
ExternalDocumentID oai_doaj_org_article_b922d070a1ef46cfb657380579218c15
PMC9865139
36680072
10_3390_v15010029
Genre Journal Article
GeographicLocations United States--US
GeographicLocations_xml – name: United States--US
GrantInformation_xml – fundername: Russian Ministry of Education and Science
  grantid: 1021052605829-1-1.4.1
– fundername: Ministry of Science and Higher Education of the Russian Federation
  grantid: 075-15-2021-1355
GroupedDBID ---
2WC
53G
5VS
7X7
88E
8FE
8FH
8FI
8FJ
A8Z
AADQD
AAFWJ
AAHBH
AAYXX
ABDBF
ABUWG
ACUHS
AFKRA
AFPKN
AFZYC
ALIPV
ALMA_UNASSIGNED_HOLDINGS
BBNVY
BENPR
BHPHI
BPHCQ
BVXVI
CCPQU
CITATION
DIK
E3Z
EBD
ESX
FYUFA
GROUPED_DOAJ
GX1
HCIFZ
HMCUK
HYE
IAO
IHR
ITC
KQ8
LK8
M1P
M48
M7P
MODMG
M~E
O5R
O5S
OK1
PGMZT
PHGZM
PHGZT
PIMPY
PQQKQ
PROAC
PSQYO
RPM
TR2
TUS
UKHRP
3V.
CGR
CUY
CVF
ECM
EIF
ISR
NPM
7U9
7XB
8FK
AZQEC
COVID
DWQXO
GNUQQ
H94
K9.
PJZUB
PKEHL
PPXIY
PQEST
PQGLB
PQUKI
PRINS
7X8
7S9
L.6
5PM
PUEGO
ID FETCH-LOGICAL-c502t-e100d807b655a4a0b2ea2c9d9697bae3080873f67c5cf0b05f917278ff4e9c003
IEDL.DBID M48
ISSN 1999-4915
IngestDate Wed Aug 27 01:29:31 EDT 2025
Thu Aug 21 18:38:45 EDT 2025
Fri Jul 11 13:31:08 EDT 2025
Mon Jul 21 09:51:48 EDT 2025
Fri Jul 25 11:56:23 EDT 2025
Wed Feb 19 02:26:17 EST 2025
Tue Jul 01 02:48:44 EDT 2025
Thu Apr 24 23:02:21 EDT 2025
IsDoiOpenAccess true
IsOpenAccess true
IsPeerReviewed true
IsScholarly true
Issue 1
Keywords adamantane
amides
antipox activity
p37
Language English
License https://creativecommons.org/licenses/by/4.0
Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/).
LinkModel DirectLink
MergedId FETCHMERGED-LOGICAL-c502t-e100d807b655a4a0b2ea2c9d9697bae3080873f67c5cf0b05f917278ff4e9c003
Notes ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 14
content type line 23
ORCID 0000-0001-6456-0910
0000-0003-4812-3037
0000-0002-4083-9324
0000-0001-8987-4254
0000-0001-8988-5703
0000-0003-4678-4181
0000-0002-5344-9499
0000-0003-0988-0502
0000-0001-8481-0470
0000-0002-2333-4893
0000-0002-8264-0217
0000-0003-2577-0434
OpenAccessLink http://journals.scholarsportal.info/openUrl.xqy?doi=10.3390/v15010029
PMID 36680072
PQID 2767294690
PQPubID 2032319
ParticipantIDs doaj_primary_oai_doaj_org_article_b922d070a1ef46cfb657380579218c15
pubmedcentral_primary_oai_pubmedcentral_nih_gov_9865139
proquest_miscellaneous_3040464283
proquest_miscellaneous_2768232540
proquest_journals_2767294690
pubmed_primary_36680072
crossref_primary_10_3390_v15010029
crossref_citationtrail_10_3390_v15010029
ProviderPackageCode CITATION
AAYXX
PublicationCentury 2000
PublicationDate 20221221
PublicationDateYYYYMMDD 2022-12-21
PublicationDate_xml – month: 12
  year: 2022
  text: 20221221
  day: 21
PublicationDecade 2020
PublicationPlace Switzerland
PublicationPlace_xml – name: Switzerland
– name: Basel
PublicationTitle Viruses
PublicationTitleAlternate Viruses
PublicationYear 2022
Publisher MDPI AG
MDPI
Publisher_xml – name: MDPI AG
– name: MDPI
References Suslov (ref_18) 2020; 11
ref_12
ref_10
Zhdankin (ref_35) 1997; 38
Krishnan (ref_44) 1980; 72
Sheldrick (ref_28) 2008; 64
ref_17
Mazurkov (ref_7) 2016; 97
Harder (ref_41) 2016; 12
Parker (ref_11) 2012; 94
Kreutzberger (ref_16) 1974; 307
Averina (ref_32) 2004; 40
Lu (ref_45) 2012; 33
Babushkin (ref_50) 2017; 50
Bailey (ref_52) 2007; 50
Dolomanov (ref_30) 2009; 42
Shiryaev (ref_19) 2021; 221
ref_27
Grimme (ref_43) 2010; 132
Grosenbach (ref_46) 2018; 379
Sherman (ref_48) 2006; 49
Zhao (ref_42) 2008; 120
Petersen (ref_4) 2019; 78
Bayguzina (ref_37) 2018; 54
Honeychurch (ref_23) 2007; 81
ref_36
Mescheryakova (ref_51) 2022; 1261
Farid (ref_49) 2006; 14
Grosenbach (ref_24) 1997; 272
ref_34
May (ref_15) 1973; 23
Husain (ref_21) 2003; 308
ref_31
Eckburg (ref_5) 2004; 4
Sherman (ref_47) 2006; 67
Mampuys (ref_33) 2018; 20
Selivanov (ref_39) 2017; 51
Baek (ref_25) 1997; 272
ref_40
ref_1
Sivan (ref_22) 2016; 90
Yang (ref_26) 2005; 79
ref_3
ref_2
Hoy (ref_8) 2018; 78
Wanka (ref_13) 2013; 113
Sokolova (ref_20) 2022; 17
ref_9
Sheldrick (ref_29) 2015; 71
Hamstra (ref_38) 2017; 15
Kreutzberger (ref_14) 1984; 317
ref_6
References_xml – volume: 90
  start-page: 8891
  year: 2016
  ident: ref_22
  article-title: Retrograde Transport from Early Endosomes to the Trans -Golgi Network Enables Membrane Wrapping and Egress of Vaccinia Virus Virions
  publication-title: J. Virol.
  doi: 10.1128/JVI.01114-16
– ident: ref_9
– volume: 113
  start-page: 3516
  year: 2013
  ident: ref_13
  article-title: The Lipophilic Bullet Hits the Targets: Medicinal Chemistry of Adamantane Derivatives
  publication-title: Chem. Rev.
  doi: 10.1021/cr100264t
– volume: 17
  start-page: e2021007
  year: 2022
  ident: ref_20
  article-title: Design, Synthesis, and Biological Evaluation of (+)-Camphor- and (−)-Fenchone-Based Derivatives as Potent Orthopoxvirus Inhibitors
  publication-title: ChemMedChem
  doi: 10.1002/cmdc.202100771
– ident: ref_2
  doi: 10.1371/journal.pone.0188453
– volume: 42
  start-page: 339
  year: 2009
  ident: ref_30
  article-title: OLEX2: A Complete Structure Solution, Refinement and Analysis Program
  publication-title: J. Appl. Crystallogr.
  doi: 10.1107/S0021889808042726
– volume: 120
  start-page: 215
  year: 2008
  ident: ref_42
  article-title: The M06 Suite of Density Functionals for Main Group Thermochemistry, Thermochemical Kinetics, Noncovalent Interactions, Excited States, and Transition Elements: Two New Functionals and Systematic Testing of Four M06-Class Functionals and 12 Other Function
  publication-title: Theor. Chem. Acc.
  doi: 10.1007/s00214-007-0310-x
– volume: 79
  start-page: 13139
  year: 2005
  ident: ref_26
  article-title: An Orally Bioavailable Antipoxvirus Compound (ST-246) Inhibits Extracellular Virus Formation and Protects Mice from Lethal Orthopoxvirus Challenge
  publication-title: J. Virol.
  doi: 10.1128/JVI.79.20.13139-13149.2005
– volume: 97
  start-page: 1229
  year: 2016
  ident: ref_7
  article-title: New Effective Chemically Synthesized Anti-Smallpox Compound NIOCH-14
  publication-title: J. Gen. Virol.
  doi: 10.1099/jgv.0.000422
– volume: 51
  start-page: 13
  year: 2017
  ident: ref_39
  article-title: Synthesis and Antiviral Activity of 1-Aryl-3-{3,5-Dioxo-4- Azatetracyclo[5.3.2.02,6.08,10]-Dodec-11-En-4-Yl}ureas
  publication-title: Khimiko Farmatsevticheskii Zhurnal
– volume: 272
  start-page: 1956
  year: 1997
  ident: ref_24
  article-title: Palmitylation of the Vaccinia Virus 37-KDa Major Envelope Antigen
  publication-title: J. Biol. Chem.
  doi: 10.1074/jbc.272.3.1956
– volume: 71
  start-page: 3
  year: 2015
  ident: ref_29
  article-title: Crystal Structure Refinement with SHELXL
  publication-title: Acta Crystallogr. Sect. C Struct. Chem.
  doi: 10.1107/S2053229614024218
– volume: 11
  start-page: 1185
  year: 2020
  ident: ref_18
  article-title: New Chemical Agents Based on Adamantane–Monoterpene Conjugates against Orthopoxvirus Infections
  publication-title: RSC Med. Chem.
  doi: 10.1039/D0MD00108B
– volume: 50
  start-page: 1442
  year: 2007
  ident: ref_52
  article-title: N-(3,3a,4,4a,5,5a,6,6a-Octahydro-1,3-Dioxo-4,6-Ethenocycloprop[f]Isoindol-2-(1H)-Yl)Carboxamides: Identification of Novel Orthopoxvirus Egress Inhibitors
  publication-title: J. Med. Chem.
  doi: 10.1021/jm061484y
– ident: ref_1
– volume: 307
  start-page: 766
  year: 1974
  ident: ref_16
  article-title: Die Aliphatische Säureamidgruppierung Als Partialstruktur in Virustatika 3. Mitt. Antivirale Wirkstoffe
  publication-title: Arch. Pharm.
  doi: 10.1002/ardp.19743071007
– volume: 49
  start-page: 534
  year: 2006
  ident: ref_48
  article-title: Novel Procedure for Modeling Ligand/Receptor Induced Fit Effects
  publication-title: J. Med. Chem.
  doi: 10.1021/jm050540c
– ident: ref_27
– volume: 33
  start-page: 580
  year: 2012
  ident: ref_45
  article-title: Multiwfn: A Multifunctional Wavefunction Analyzer
  publication-title: J. Comput. Chem.
  doi: 10.1002/jcc.22885
– volume: 23
  start-page: 718
  year: 1973
  ident: ref_15
  article-title: Synthesis and Antiviral Effects of Adamantan Derivatives
  publication-title: Arzneimittelforschung
– ident: ref_10
– volume: 4
  start-page: 15
  year: 2004
  ident: ref_5
  article-title: Human Monkeypox: An Emerging Zoonosis
  publication-title: Lancet Infect. Dis.
  doi: 10.1016/S1473-3099(03)00856-9
– ident: ref_3
  doi: 10.3390/v14102155
– volume: 379
  start-page: 44
  year: 2018
  ident: ref_46
  article-title: Oral Tecovirimat for the Treatment of Smallpox
  publication-title: N. Engl. J. Med.
  doi: 10.1056/NEJMoa1705688
– volume: 12
  start-page: 281
  year: 2016
  ident: ref_41
  article-title: OPLS3: A Force Field Providing Broad Coverage of Drug-like Small Molecules and Proteins
  publication-title: J. Chem. Theory Comput.
  doi: 10.1021/acs.jctc.5b00864
– ident: ref_17
– volume: 81
  start-page: 7310
  year: 2007
  ident: ref_23
  article-title: The Vaccinia Virus F13L YPPL Motif Is Required for Efficient Release of Extracellular Enveloped Virus
  publication-title: J. Virol.
  doi: 10.1128/JVI.00034-07
– ident: ref_31
  doi: 10.3390/molecules23071678
– volume: 15
  start-page: 6426
  year: 2017
  ident: ref_38
  article-title: Poly(Methylhydrosiloxane) as a Green Reducing Agent in Organophosphorus-Catalysed Amide Bond Formation
  publication-title: Org. Biomol. Chem.
  doi: 10.1039/C7OB01510K
– volume: 308
  start-page: 233
  year: 2003
  ident: ref_21
  article-title: Topology of Epitope-Tagged F13L Protein, a Major Membrane Component of Extracellular Vaccinia Virions
  publication-title: Virology
  doi: 10.1016/S0042-6822(03)00063-1
– volume: 132
  start-page: 154104
  year: 2010
  ident: ref_43
  article-title: A Consistent and Accurate Ab Initio Parametrization of Density Functional Dispersion Correction (DFT-D) for the 94 Elements H-Pu
  publication-title: J. Chem. Phys.
  doi: 10.1063/1.3382344
– volume: 78
  start-page: 78
  year: 2019
  ident: ref_4
  article-title: Monkeypox—Enhancing Public Health Preparedness for an Emerging Lethal Human Zoonotic Epidemic Threat in the Wake of the Smallpox Post-Eradication Era
  publication-title: Int. J. Infect. Dis.
  doi: 10.1016/j.ijid.2018.11.008
– volume: 40
  start-page: 497
  year: 2004
  ident: ref_32
  article-title: Synthetic Approaches to Physiologically Active Polycyclic Compounds: III. Ritter Reaction with Ketones of the Adamantane and Oxahomoadamantane Series
  publication-title: Russ. J. Org. Chem.
  doi: 10.1023/B:RUJO.0000036069.44467.04
– ident: ref_34
– volume: 1261
  start-page: 132783
  year: 2022
  ident: ref_51
  article-title: X-Ray Diffraction and Theoretical Study of Molecular and Crystal Structure of New Crystalline Aryl- and Alkyl-Substituted N-(Adamantan-1-Yl)Amides: Similarities and Differences
  publication-title: J. Mol. Struct.
  doi: 10.1016/j.molstruc.2022.132783
– volume: 64
  start-page: 112
  year: 2008
  ident: ref_28
  article-title: A Short History of SHELX
  publication-title: Acta Crystallogr. Sect. A Found. Crystallogr.
  doi: 10.1107/S0108767307043930
– volume: 14
  start-page: 3160
  year: 2006
  ident: ref_49
  article-title: New Insights about HERG Blockade Obtained from Protein Modeling, Potential Energy Mapping, and Docking Studies
  publication-title: Bioorg. Med. Chem.
  doi: 10.1016/j.bmc.2005.12.032
– ident: ref_40
– volume: 272
  start-page: 32042
  year: 1997
  ident: ref_25
  article-title: Lipase Activities of P37, the Major Envelope Protein of Vaccinia Virus
  publication-title: J. Biol. Chem.
  doi: 10.1074/jbc.272.51.32042
– volume: 20
  start-page: 4235
  year: 2018
  ident: ref_33
  article-title: Synthesis of Secondary Amides from Thiocarbamates
  publication-title: Org. Lett.
  doi: 10.1021/acs.orglett.8b01654
– volume: 38
  start-page: 21
  year: 1997
  ident: ref_35
  article-title: 1-Amido-3-(1H)-1,2-Benziodoxoles: Stable Amidoiodanes and Reagents for Direct Amidation of Organic Substrates
  publication-title: Tetrahedron Lett.
  doi: 10.1016/S0040-4039(96)02245-9
– volume: 54
  start-page: 1127
  year: 2018
  ident: ref_37
  article-title: Synthesis of N-(Adamantan-1-Yl)Carbamides by Ritter Reaction from Adamantan-1-Ol and Nitriles in the Presence of Cu-Catalysts
  publication-title: Russ. J. Org. Chem.
  doi: 10.1134/S1070428018080031
– ident: ref_6
– ident: ref_12
– volume: 317
  start-page: 767
  year: 1984
  ident: ref_14
  article-title: 4-(2-Adamantyl)Thiosemicarbazone
  publication-title: Arch. Pharm.
  doi: 10.1002/ardp.19843170907
– volume: 221
  start-page: 113485
  year: 2021
  ident: ref_19
  article-title: Adamantane Derivatives as Potential Inhibitors of P37 Major Envelope Protein and Poxvirus Reproduction. Design, Synthesis and Antiviral Activity
  publication-title: Eur. J. Med. Chem.
  doi: 10.1016/j.ejmech.2021.113485
– volume: 72
  start-page: 650
  year: 1980
  ident: ref_44
  article-title: Self-consistent Molecular Orbital Methods. XX. A Basis Set for Correlated Wave Functions
  publication-title: J. Chem. Phys.
  doi: 10.1063/1.438955
– volume: 94
  start-page: 44
  year: 2012
  ident: ref_11
  article-title: Evaluation of Disease and Viral Biomarkers as Triggers for Therapeutic Intervention in Respiratory Mousepox—An Animal Model of Smallpox
  publication-title: Antivir. Res.
  doi: 10.1016/j.antiviral.2012.02.005
– ident: ref_36
– volume: 67
  start-page: 83
  year: 2006
  ident: ref_47
  article-title: Use of an Induced Fit Receptor Structure in Virtual Screening
  publication-title: Chem. Biol.
– volume: 50
  start-page: 781
  year: 2017
  ident: ref_50
  article-title: Potential Synthetic Adaptogens. II. Synthesis and Pharmacological Activity of New Conformationally Labile Bromantane Analogs, N-[(Adamantan-1-YL)Methyl]-4-Bromoanilines
  publication-title: Pharm. Chem. J.
  doi: 10.1007/s11094-017-1531-5
– volume: 78
  start-page: 1377
  year: 2018
  ident: ref_8
  article-title: Tecovirimat: First Global Approval
  publication-title: Drugs
  doi: 10.1007/s40265-018-0967-6
SSID ssj0066907
Score 2.360524
Snippet Despite the fact that the variola virus is considered eradicated, the search for new small molecules with activity against orthopoxviruses remains an important...
SourceID doaj
pubmedcentral
proquest
pubmed
crossref
SourceType Open Website
Open Access Repository
Aggregation Database
Index Database
Enrichment Source
StartPage 29
SubjectTerms adamantane
Amides
Amides - pharmacology
Animals
antipox activity
Benzoic acid
Binding sites
Biological activity
biological assessment
Cell culture
Communicable Diseases
Coronaviruses
COVID-19
Cowpox
energy
Epidemics
Investigations
Mice
Mpox
Orthopoxvirus
p37
Proteins
Smallpox
Vaccinia virus
Variola virus
Virus Replication
Viruses
SummonAdditionalLinks – databaseName: DOAJ Directory of Open Access Journals
  dbid: DOA
  link: http://utb.summon.serialssolutions.com/2.0.0/link/0/eLvHCXMwrV3LbtUwELVQpUpsEJRXoCCDWLBo1Fy_vWxLq4IELEpRd5Ht2LqRSlLdB6IbxD_wh_2Sju3cqBcVsWEbTyxnZuw549hnEHpDSGO9j1eUqRUlg4hZWipYSbn0lWNG8sRb8PGTOD5lH8742Y1SX_FMWKYHzorbtRq6A780Ex-YcMEKLqmKVyghOLl0vZxAzFslU3kNFjHnyzxCFJL63e8AeyLXqF6LPomk_zZk-ecByRsR5-g-ujdARbyXh_gA3fHdFtrMxSMvH6KfJ4n6dTnz5T6Eoga_S4cxdvDJZQeobt7Od7DpGpxfiLbAhyO1N-4DBiF8AMvJ1a_fe9_axkMHM1j7Gvx5tpj2F_0P_LWdLecYMPpqZw-_76atbWOFnkfo9Ojwy8FxOVRTKB2vyKL0oIBGVRIUyA0zlSXeEKcbLbS0xlOAjkrSIKTjLlS24kFHcKNCYF47mPyP0UbXd_4pwoFoQAGNI1RUDDpRxmhLJ8ZYpbTjvEBvV1qu3UA1HitenNeQckSD1KNBCvR6FL3I_Bq3Ce1HU40CkRI7PQBHqQdHqf_lKAXaXhm6HubpvCZSQHYRtwgK9GpshhkWf5uYzvfLJKMAdwK0_bsMhbWQxVSOFuhJ9p1xtFQIFQnaCyTXvGrtc9ZbunaamL61Ehwg-rP_8f3P0V0Sr25MSEkm22gDfNS_AEC1sC_T3LkG2aUe0g
  priority: 102
  providerName: Directory of Open Access Journals
– databaseName: Health & Medical Collection
  dbid: 7X7
  link: http://utb.summon.serialssolutions.com/2.0.0/link/0/eLvHCXMwfV1Lb9QwELagCIkL4k2gIIM4cGjUxI5fJ9SWVgUJOJSivUW243QjQbIku4heEP-Bf8gvYSbJBhYVrvHEsj3j8Td-fEPIM8YKFwI-UeZOxhmsmLHjMou5UCHxmVWi5y1481Yen2avZ2I2brh147XKtU_sHXXReNwj32VKAg7EYO7F4nOMWaPwdHVMoXGZXEHqMrRqNZsCLomR38AmxCG03_0C4AcZR83GGtRT9V-EL_--JvnHunN0g1wfASPdGzR8k1wK9S1ydUgheX6bfDvpCWBXbYj3YUEq6Mv-SsYOPTmvAdt1VbdDbV3Q4QfUCD2cCL5pU1IQogfgVH5-_7H3qSoCVNCCByzou3Y5bxbNV_qhalcdBaS-3t-jr-p55SrM03OHnB4dvj84jsecCrEXCVvGAQag0IlyUgib2cSxYJk3hZFGORs4AEiteCmVF75MXCJKgxBHl2UWjAcXcJds1U0d7hNaMgNYoPCMyySDSrS1xvHUWqe18UJE5Pl6lHM_Eo5j3ouPOQQeqJB8UkhEnk6ii4Fl4yKhfVTVJIDE2P2Hpj3Lx3mWOwPWB27MpqHMpC-hn4prfHELWMan0KjttaLzcbZ2-W_bisiTqRjmGR6e2Do0q15GA_oEgPtvGQ4eMcOAjkfk3mA7U2u5lBpp2iOiNqxqozubJXU17_m-jZYCgPqD_zf9IbnG8GlGymKWbpMtsL7wCADT0j3uZ8UvYiUXcg
  priority: 102
  providerName: ProQuest
Title Structure-Based Design, Synthesis, and Biological Evaluation of the Cage–Amide Derived Orthopox Virus Replication Inhibitors
URI https://www.ncbi.nlm.nih.gov/pubmed/36680072
https://www.proquest.com/docview/2767294690
https://www.proquest.com/docview/2768232540
https://www.proquest.com/docview/3040464283
https://pubmed.ncbi.nlm.nih.gov/PMC9865139
https://doaj.org/article/b922d070a1ef46cfb657380579218c15
Volume 15
hasFullText 1
inHoldings 1
isFullTextHit
isPrint
link http://utb.summon.serialssolutions.com/2.0.0/link/0/eLvHCXMwjV1Lb9QwELb6EBIXxJtAWRnEgUMDiR3b8QGhbtlSkFoQZdHeIttx2EglKdld1L0g_gP_kF_COC8RtEhcckgmieMZz3xjx98g9ISQVFvrtihTzf0IIqavKY98yoQNTKQEq3kLTk758TR6O2OzLdTV2Gw7cLExtXP1pKbV-bPLr-uXMOBfuIwTUvbn3wDUOCZRuY12ISAJV8jgJOoXE7hLAOvFZekKqoWsIRga3joISzV7_ybI-fefk3-EoqPr6FqLIfFBo_QbaMsWN9GVpqrk-hb6flZzwq4q648hRqX4Vf2Xxj4-WxcA9xb5Yh-rIsXNDU5JeNJzfuMywyCED8HP_Prx8-BLnlp4QAVOMcXvquW8vCgv8ae8Wi0wgPduyg-_Kea5zl3pnttoejT5eHjst2UWfMMCsvQtdEAaB0JzxlSkAk2sIkamkkuhlaWAKWNBMy4MM1mgA5ZJh3riLIusNOAV7qCdoizsPYQzIgEepIZQHkTwkFgpqWmolI5jaRjz0NOulxPTcpC7UhjnCeQiTiFJrxAPPe5FLxrijU1CY6eqXsBxZdcnyupz0g69REswSPBsKrRZxE0G3ylo7DbhArwxITRqr1N00tlfQgSHtMPNHXjoUX8Zhp5bT1GFLVe1TAyAFDDvv2UoOMnI5XjUQ3cb2-lbSzmPHXO7h8TAqgafM7xS5POaAlzGnAF2v_8f732ArhK3ZSMkPgn30A6YoH0IQGqpR2hbzMQI7Y4np-8_jOrpCDi-noWjegD9BnYFIRE
linkProvider Scholars Portal
linkToHtml http://utb.summon.serialssolutions.com/2.0.0/link/0/eLvHCXMwtV3LbtQwFLVKEYIN4k2ggEEgsWhUx46deIFQn5qhDxZt0eyC7ThMJEiGZAaYDeIf-A8-ii_hOpkEBhV23SY3lpP7Otexz0XoKaWpttYdUWZa-CFkTF8zEfqMR5aYUEW84S04PBKD0_DViI9W0I_uLIzbVtnFxCZQp6Vxa-QbNBKAA10x93Ly0Xddo9zf1a6FRmsW-3b-GUq2-sVwB_T7jNK93ZPtgb_oKuAbTujUtwEhaUwiLThXoSKaWkWNTKWQkVaWAYSKI5aJyHCTEU14Jl2Sj7MstNKAE8C4F9BFSLzEFXvRqC_whKs0W_YixiTZ-ARgyzGcyqWc17QGOAvP_r0t8488t3cNXV0AVLzZWtR1tGKLG-hS27JyfhN9PW4IZ2eV9bcgAaZ4p9kCso6P5wVgyTqv17EqUtw-4CwA7_aE4rjMMAjhbQhiP7993_yQpxYGqCDipvh1NR2Xk_ILfpNXsxpDZdCtJ-JhMc517voC3UKn5_K1b6PVoizsXYQzKgF7pIYyQUIYJFZKahYopeNYGs499Lz7yolZEJy7PhvvEyh0nEKSXiEeetKLTlpWj7OEtpyqegFHxN1cKKt3ycKvEy3B2iFsqsBmoTAZvGfEYnfCF7CTCWBSa52ik0V0qJPftuyhx_1t8Gv3s0YVtpw1MjGgXQDU_5ZhEIFDV0AyD91pbaefLRMidrTwHoqWrGrpdZbvFPm44ReXseBQGNz7_9QfocuDk8OD5GB4tH8fXaHuWEhAfRqsoVWwRPsAwNpUP2w8BKO35-2SvwCjMFOn
linkToPdf http://utb.summon.serialssolutions.com/2.0.0/link/0/eLvHCXMwtV3LbtQwFLXKVCA2iDeBAgaBxKJREzt24gVCnc6MOhSGitKqu2A7TidSSYZ5ALNB_AN_w-fwJVznBYMKu26TG8vJfZ3r2Oci9ISQRBljjyhTxd0AMqarKA9cykLj6UCGrOQteD3iu4fBy2N2vIZ-NGdh7LbKJiaWgToptF0j3yIhBxxoi7mttN4Wsd8bvJh8dG0HKfuntWmnUZnInll-hvJt9nzYA10_JWTQf7ez69YdBlzNPDJ3je95SeSFijMmA-kpYiTRIhFchEoaCnAqCmnKQ8106imPpcIm_ChNAyM0OASMewGth7Yq6qD1bn-0_7bJA9zWnRWXEaUw608AvSzfqVjJgGWjgLPQ7d-bNP_IeoOr6EoNV_F2ZV_X0JrJr6OLVQPL5Q309aCkn11MjduFdJjgXrkhZBMfLHNAlrNstollnuDqAWsPuN_Si-MixSCEdyCk_fz2fftDlhgYYArxN8FvpvNxMSm-4KNsuphhqBOa1UU8zMeZymyXoJvo8Fy-9y3UyYvc3EE4JQKQSKIJ5V4Ag0RSCkV9KVUUCc2Yg541XznWNd257bpxGkPZYxUStwpx0ONWdFJxfJwl1LWqagUsLXd5oZiexLWXx0qA7UMQlb5JA65TeM-QRva8LyAp7cOkNhpFx3WsmMW_LdtBj9rb4OX2143MTbEoZSLAvgCv_y1DIR4HtpykDrpd2U47W8p5ZEniHRSuWNXK66zeybNxyTYuIs6gTLj7_6k_RJfAHeNXw9HePXSZ2DMiPnGJv4E6YIjmPiC3uXpQuwhG78_bK38BFrRZQg
openUrl ctx_ver=Z39.88-2004&ctx_enc=info%3Aofi%2Fenc%3AUTF-8&rfr_id=info%3Asid%2Fsummon.serialssolutions.com&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.atitle=Structure-Based+Design%2C+Synthesis%2C+and+Biological+Evaluation+of+the+Cage%E2%80%93Amide+Derived+Orthopox+Virus+Replication+Inhibitors&rft.jtitle=Viruses&rft.au=Mozhaitsev%2C+Evgenii+S&rft.au=Suslov%2C+Evgeniy+V&rft.au=Rastrepaeva%2C+Daria+A&rft.au=Yarovaya%2C+Olga+I&rft.date=2022-12-21&rft.issn=1999-4915&rft.eissn=1999-4915&rft.volume=15&rft.issue=1&rft_id=info:doi/10.3390%2Fv15010029&rft.externalDBID=NO_FULL_TEXT
thumbnail_l http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/lc.gif&issn=1999-4915&client=summon
thumbnail_m http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/mc.gif&issn=1999-4915&client=summon
thumbnail_s http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/sc.gif&issn=1999-4915&client=summon