FILOCICLOVIR

Investigational

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 Search

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

Description
Sources: https://www.microbiotix.com/programs | https://www.ncbi.nlm.nih.gov/pubmed/15561852

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.

Originator

Approval Year

PubMed

Title	Date	PubMed
Synthesis and antiviral activities of methylenecyclopropane analogs with 6-alkoxy and 6-alkylthio substitutions that exhibit broad-spectrum antiviral activity against human herpesviruses.	2013-08	23669381
Cytomegalovirus UL97 mutations affecting cyclopropavir and ganciclovir susceptibility.	2011-01	21041510
Phosphonate analogues of cyclopropavir phosphates and their E-isomers. Synthesis and antiviral activity.	2009-06-01	19410465
(Z)- and (E)-2-(1,2-dihydroxyethyl)methylenecyclopropane analogues of 2'-deoxyadenosine and 2'-deoxyguanosine. Synthesis of all stereoisomers, absolute configuration, and antiviral activity.	2009-05-28	19397271
Preclinical evaluation of GS-9160, a novel inhibitor of human immunodeficiency virus type 1 integrase.	2009-03	19104010
Novel indazole non-nucleoside reverse transcriptase inhibitors using molecular hybridization based on crystallographic overlays.	2009-02-26	19175319
Fluorinated methylenecyclopropane analogues of nucleosides. Synthesis and antiviral activity of (Z)- and (E)-9-{[(2-fluoromethyl-2-hydroxymethyl)-cyclopropylidene]methyl}adenine and -guanine.	2008-03-01	18082410
In vitro activity and mechanism of action of methylenecyclopropane analogs of nucleosides against herpesvirus replication.	2005-03	15728900
Nucleotides and pronucleotides of 2,2-bis(hydroxymethyl)methylenecyclopropane analogues of purine nucleosides: synthesis and antiviral activity.	2005-01-13	15634003
Oral activity of a methylenecyclopropane analog, cyclopropavir, in animal models for cytomegalovirus infections.	2004-12	15561852
Synthesis and antiviral activity of (Z)- and (E)-2,2-[bis(hydroxymethyl)cyclopropylidene]methylpurines and -pyrimidines: second-generation methylenecyclopropane analogues of nucleosides.	2004-01-29	14736238

Patents

Sample Use Guides

In Vitro Use Guide

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 `Mon Mar 31 21:09:53 GMT 2025` Edited by `admin` on `Mon Mar 31 21:09:53 GMT 2025`
Record UNII	EAO0TD9B13
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

filociclovir [INN]

Preferred Name

English

FILOCICLOVIR

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

(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