VX-148

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C23H25N5O4
Molecular Weight	435.4757
Optical Activity	UNSPECIFIED
Defined Stereocenters	2 / 2
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC[C@H](CC#N)OC(=O)N[C@@H](C)C1=CC(NC(=O)NC2=CC=C(C#N)C(OC)=C2)=CC=C1

InChI

InChIKey=PJFQWSNOXLEDDZ-MGPUTAFESA-N

InChI=1S/C23H25N5O4/c1-4-20(10-11-24)32-23(30)26-15(2)16-6-5-7-18(12-16)27-22(29)28-19-9-8-17(14-25)21(13-19)31-3/h5-9,12-13,15,20H,4,10H2,1-3H3,(H,26,30)(H2,27,28,29)/t15-,20+/m0/s1

HIDE SMILES / InChI

Molecular Formula	C23H25N5O4
Molecular Weight	435.4757
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	2 / 2
E/Z Centers	0
Optical Activity	UNSPECIFIED

Approval Year

Substance Class	Chemical Created by `admin` on `Mon Mar 31 23:21:51 GMT 2025` Edited by `admin` on `Mon Mar 31 23:21:51 GMT 2025`
Record UNII	NH18RV17NU
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

VX-148

Code

English

VX148

Preferred Name

English

((1R)-1-(CYANOMETHYL)PROPYL) N-((1S)-1-(3-((4-CYANO-3-METHOXY-PHENYL)CARBAMOYLAMINO)PHENYL)ETHYL)CARBAMATE

Systematic Name

English

CARBAMIC ACID, N-((1S)-1-(3-((((4-CYANO-3-METHOXYPHENYL)AMINO)CARBONYL)AMINO)PHENYL)ETHYL)-, (1R)-1-(CYANOMETHYL)PROPYL ESTER

Systematic Name

English

Code System Code Type Description

DRUG BANK

DB06103

Created by admin on Mon Mar 31 23:21:51 GMT 2025 , Edited by admin on Mon Mar 31 23:21:51 GMT 2025

PRIMARY

CAS

297730-05-3

Created by admin on Mon Mar 31 23:21:51 GMT 2025 , Edited by admin on Mon Mar 31 23:21:51 GMT 2025

PRIMARY

FDA UNII

NH18RV17NU

Created by admin on Mon Mar 31 23:21:51 GMT 2025 , Edited by admin on Mon Mar 31 23:21:51 GMT 2025

PRIMARY

PUBCHEM

9845837

Created by admin on Mon Mar 31 23:21:51 GMT 2025 , Edited by admin on Mon Mar 31 23:21:51 GMT 2025

PRIMARY

Related Record Type Details


					NH18RV17NU

VX-148

ACTIVE MOIETY

Comments:

VX-148 is a novel, uncompetitive IMPDH inhibitor with a Ki value of 6 nM against IMPDH type II enzyme. VX-148 is orally bioavailable in rats and mice; oral administration of VX-148 inhibits primary antibody response in mice in a dose-dependent manner with an ED50 value of 38 mg/kg b.i.d. VX-148 significantly prolongs skin graft survival at 100 mg/kg b.i.d. in mice.


					NH18RV17NU

VX-148

ACTIVE MOIETY

Comments:

VX-148 is a potent inhibitor of inosine monophosphate dehydrogenase (IMPDH), a cellular enzyme that is essential for production of guanine nucleotides, one of the building blocks of RNA and DNA. Blocking IMPDH may be an effective strategy for blocking the proliferation (growth) of certain cell types, such as lymphocytes, and the replication of viruses, since both lymphocytes and viruses depend on nucleotide synthesis for replication.