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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
Synthesis and antiviral activity of (Z)- and (E)-2,2-[bis(hydroxymethyl)cyclopropylidene]methylpurines and -pyrimidines: second-generation methylenecyclopropane analogues of nucleosides.
2004 Jan 29
Nucleotides and pronucleotides of 2,2-bis(hydroxymethyl)methylenecyclopropane analogues of purine nucleosides: synthesis and antiviral activity.
2005 Jan 13
Novel indazole non-nucleoside reverse transcriptase inhibitors using molecular hybridization based on crystallographic overlays.
2009 Feb 26
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 Thu Jul 06 08:25:59 UTC 2023
Edited
by admin
on Thu Jul 06 08:25:59 UTC 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 Thu Jul 06 08:26:00 UTC 2023 , Edited by admin on Thu Jul 06 08:26:00 UTC 2023
Code System Code Type Description
FDA UNII
EAO0TD9B13
Created by admin on Thu Jul 06 08:26:00 UTC 2023 , Edited by admin on Thu Jul 06 08:26:00 UTC 2023
PRIMARY
CAS
632325-71-4
Created by admin on Thu Jul 06 08:26:00 UTC 2023 , Edited by admin on Thu Jul 06 08:26:00 UTC 2023
PRIMARY
DRUG BANK
DB12438
Created by admin on Thu Jul 06 08:26:00 UTC 2023 , Edited by admin on Thu Jul 06 08:26:00 UTC 2023
PRIMARY
INN
9905
Created by admin on Thu Jul 06 08:26:00 UTC 2023 , Edited by admin on Thu Jul 06 08:26:00 UTC 2023
PRIMARY
MESH
C495219
Created by admin on Thu Jul 06 08:26:00 UTC 2023 , Edited by admin on Thu Jul 06 08:26:00 UTC 2023
PRIMARY
NCI_THESAURUS
C169979
Created by admin on Thu Jul 06 08:26:00 UTC 2023 , Edited by admin on Thu Jul 06 08:26:00 UTC 2023
PRIMARY
SMS_ID
300000034191
Created by admin on Thu Jul 06 08:26:00 UTC 2023 , Edited by admin on Thu Jul 06 08:26:00 UTC 2023
PRIMARY
WIKIPEDIA
Filociclovir
Created by admin on Thu Jul 06 08:26:00 UTC 2023 , Edited by admin on Thu Jul 06 08:26:00 UTC 2023
PRIMARY
PUBCHEM
135409256
Created by admin on Thu Jul 06 08:26:00 UTC 2023 , Edited by admin on Thu Jul 06 08:26:00 UTC 2023
PRIMARY
ChEMBL
CHEMBL265948
Created by admin on Thu Jul 06 08:26:00 UTC 2023 , Edited by admin on Thu Jul 06 08:26:00 UTC 2023
PRIMARY
EPA CompTox
DTXSID10212612
Created by admin on Thu Jul 06 08:26:00 UTC 2023 , Edited by admin on Thu Jul 06 08:26:00 UTC 2023
PRIMARY
USAN
ZZ-46
Created by admin on Thu Jul 06 08:26:00 UTC 2023 , Edited by admin on Thu Jul 06 08:26:00 UTC 2023
PRIMARY
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