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Details

Stereochemistry ACHIRAL
Molecular Formula C11H13N5O3
Molecular Weight 263.2526
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of FILOCICLOVIR

SMILES

NC1=NC2=C(N=CN2\C=C3\CC3(CO)CO)C(=O)N1

InChI

InChIKey=KMUNHOKTIVSFRA-KXFIGUGUSA-N
InChI=1S/C11H13N5O3/c12-10-14-8-7(9(19)15-10)13-5-16(8)2-6-1-11(6,3-17)4-18/h2,5,17-18H,1,3-4H2,(H3,12,14,15,19)/b6-2-

HIDE SMILES / InChI

Molecular Formula C11H13N5O3
Molecular Weight 263.2526
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 1
Optical Activity NONE

FILOCICLOVIR, also known as cyclopropavir, is a guanosine nucleoside analog. It is an antiviral drug ready for phase II clinical trials for the treatment of cytomegalovirus infection.

Approval Year

PubMed

PubMed

TitleDatePubMed
Oral activity of a methylenecyclopropane analog, cyclopropavir, in animal models for cytomegalovirus infections.
2004 Dec
Phosphonate analogues of cyclopropavir phosphates and their E-isomers. Synthesis and antiviral activity.
2009 Jun 1
Preclinical evaluation of GS-9160, a novel inhibitor of human immunodeficiency virus type 1 integrase.
2009 Mar
Cytomegalovirus UL97 mutations affecting cyclopropavir and ganciclovir susceptibility.
2011 Jan
Synthesis and antiviral activities of methylenecyclopropane analogs with 6-alkoxy and 6-alkylthio substitutions that exhibit broad-spectrum antiviral activity against human herpesviruses.
2013 Aug
Patents

Sample Use Guides

Filociclovir (cyclopropavir) is 10-fold more effective against human cytomegalovirus in vitro than ganciclovir (50% effective concentrations [EC50s]=0.46 and 4.1 uM, respectively) without any observed increase in cytotoxicity.
Substance Class Chemical
Created
by admin
on Sat Dec 16 02:11:03 GMT 2023
Edited
by admin
on Sat Dec 16 02:11:03 GMT 2023
Record UNII
EAO0TD9B13
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
FILOCICLOVIR
INN   USAN   WHO-DD  
USAN   INN  
Official Name English
CPV
Common Name English
ZSM-162
Code English
MBX-400
Code English
ZSM-I 62
Code English
ZSM-I62
Code English
CYCLOPROPAVIR
Common Name English
Filociclovir [WHO-DD]
Common Name English
filociclovir [INN]
Common Name English
(Z)-9-((2,2-BIS-(HYDROXYMETHYL)CYCLOPROPYLIDENE)METHYL)GUANINE
Systematic Name English
FILOCICLOVIR [USAN]
Common Name English
Classification Tree Code System Code
FDA ORPHAN DRUG 319010
Created by admin on Sat Dec 16 02:11:03 GMT 2023 , Edited by admin on Sat Dec 16 02:11:03 GMT 2023
Code System Code Type Description
FDA UNII
EAO0TD9B13
Created by admin on Sat Dec 16 02:11:03 GMT 2023 , Edited by admin on Sat Dec 16 02:11:03 GMT 2023
PRIMARY
CAS
632325-71-4
Created by admin on Sat Dec 16 02:11:03 GMT 2023 , Edited by admin on Sat Dec 16 02:11:03 GMT 2023
PRIMARY
DRUG BANK
DB12438
Created by admin on Sat Dec 16 02:11:03 GMT 2023 , Edited by admin on Sat Dec 16 02:11:03 GMT 2023
PRIMARY
INN
9905
Created by admin on Sat Dec 16 02:11:03 GMT 2023 , Edited by admin on Sat Dec 16 02:11:03 GMT 2023
PRIMARY
MESH
C495219
Created by admin on Sat Dec 16 02:11:03 GMT 2023 , Edited by admin on Sat Dec 16 02:11:03 GMT 2023
PRIMARY
NCI_THESAURUS
C169979
Created by admin on Sat Dec 16 02:11:03 GMT 2023 , Edited by admin on Sat Dec 16 02:11:03 GMT 2023
PRIMARY
SMS_ID
300000034191
Created by admin on Sat Dec 16 02:11:03 GMT 2023 , Edited by admin on Sat Dec 16 02:11:03 GMT 2023
PRIMARY
WIKIPEDIA
Filociclovir
Created by admin on Sat Dec 16 02:11:03 GMT 2023 , Edited by admin on Sat Dec 16 02:11:03 GMT 2023
PRIMARY
PUBCHEM
135409256
Created by admin on Sat Dec 16 02:11:03 GMT 2023 , Edited by admin on Sat Dec 16 02:11:03 GMT 2023
PRIMARY
ChEMBL
CHEMBL265948
Created by admin on Sat Dec 16 02:11:03 GMT 2023 , Edited by admin on Sat Dec 16 02:11:03 GMT 2023
PRIMARY
EPA CompTox
DTXSID10212612
Created by admin on Sat Dec 16 02:11:03 GMT 2023 , Edited by admin on Sat Dec 16 02:11:03 GMT 2023
PRIMARY
USAN
ZZ-46
Created by admin on Sat Dec 16 02:11:03 GMT 2023 , Edited by admin on Sat Dec 16 02:11:03 GMT 2023
PRIMARY
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