U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C10H12FN5O3
Molecular Weight 269.2324
Optical Activity UNSPECIFIED
Defined Stereocenters 3 / 3
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of LAGOCICLOVIR

SMILES

NC1=NC2=C(N=CN2[C@H]3C[C@H](F)[C@@H](CO)O3)C(=O)N1

InChI

InChIKey=RTJUXLYUUDBAJN-KVQBGUIXSA-N
InChI=1S/C10H12FN5O3/c11-4-1-6(19-5(4)2-17)16-3-13-7-8(16)14-10(12)15-9(7)18/h3-6,17H,1-2H2,(H3,12,14,15,18)/t4-,5+,6+/m0/s1

HIDE SMILES / InChI

Molecular Formula C10H12FN5O3
Molecular Weight 269.2324
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 3 / 3
E/Z Centers 0
Optical Activity UNSPECIFIED

LAGOCICLOVIR is a nucleoside reverse transcriptase inhibitor with activity against human immunodeficiency virus and hepatitis B virus.

Approval Year

PubMed

PubMed

TitleDatePubMed
Enhanced in vitro inhibition of HIV-1 replication by 3'-fluoro-3'-deoxythymidine compared to several other nucleoside analogs.
1988 Dec
Potent and selective activity of 3'-azido-2,6-diaminopurine-2',3'-dideoxyriboside, 3'-fluoro-2,6-diaminopurine-2',3'-dideoxyriboside, and 3'-fluoro-2',3'-dideoxyguanosine against human immunodeficiency virus.
1988 Mar
Inhibition of duck hepatitis B virus replication by 2',3'-dideoxy-3'-fluoroguanosine in vitro and in vivo.
1996 Mar
Ribavirin and mycophenolic acid potentiate the activity of guanine- and diaminopurine-based nucleoside analogues against hepatitis B virus.
2000 Nov
In vitro activity of structurally diverse nucleoside analogs against human immunodeficiency virus type 1 with the K65R mutation in reverse transcriptase.
2005 Mar
In vitro characterization of the anti-hepatitis B virus activity and cross-resistance profile of 2',3'-dideoxy-3'-fluoroguanosine.
2006 Mar
Profound antiviral effect of oral administration of MIV-210 on chronic hepadnaviral infection in a woodchuck model of hepatitis B.
2009 Sep
Patents
Substance Class Chemical
Created
by admin
on Sat Dec 16 17:37:54 GMT 2023
Edited
by admin
on Sat Dec 16 17:37:54 GMT 2023
Record UNII
UU109JJU0U
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
LAGOCICLOVIR
INN   WHO-DD  
INN  
Official Name English
lagociclovir [INN]
Common Name English
Lagociclovir [WHO-DD]
Common Name English
2-AMINO-9-(2,3-DIDEOXY-3-FLUORO-.BETA.-D-ERYTHRO-PENTOFURANOSYL)-1,9-DIHYDRO-6H-PURIN-6-ON
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C97452
Created by admin on Sat Dec 16 17:37:55 GMT 2023 , Edited by admin on Sat Dec 16 17:37:55 GMT 2023
Code System Code Type Description
INN
9105
Created by admin on Sat Dec 16 17:37:55 GMT 2023 , Edited by admin on Sat Dec 16 17:37:55 GMT 2023
PRIMARY
FDA UNII
UU109JJU0U
Created by admin on Sat Dec 16 17:37:55 GMT 2023 , Edited by admin on Sat Dec 16 17:37:55 GMT 2023
PRIMARY
NCI_THESAURUS
C90784
Created by admin on Sat Dec 16 17:37:55 GMT 2023 , Edited by admin on Sat Dec 16 17:37:55 GMT 2023
PRIMARY
PUBCHEM
135431817
Created by admin on Sat Dec 16 17:37:55 GMT 2023 , Edited by admin on Sat Dec 16 17:37:55 GMT 2023
PRIMARY
SMS_ID
300000036985
Created by admin on Sat Dec 16 17:37:55 GMT 2023 , Edited by admin on Sat Dec 16 17:37:55 GMT 2023
PRIMARY
CAS
92562-88-4
Created by admin on Sat Dec 16 17:37:55 GMT 2023 , Edited by admin on Sat Dec 16 17:37:55 GMT 2023
PRIMARY
EPA CompTox
DTXSID90239044
Created by admin on Sat Dec 16 17:37:55 GMT 2023 , Edited by admin on Sat Dec 16 17:37:55 GMT 2023
PRIMARY
Related Record Type Details
TARGET ORGANISM->INHIBITOR
Related Record Type Details
PRODRUG -> METABOLITE ACTIVE
Related Record Type Details
ACTIVE MOIETY