ACUMAPIMOD

Details

Stereochemistry	ACHIRAL
Molecular Formula	C22H19N5O2
Molecular Weight	385.4186
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC1=CC=C(C=C1N2N=CC(C(=O)C3=CC=CC(=C3)C#N)=C2N)C(=O)NC4CC4

InChI

InChIKey=VGUSQKZDZHAAEE-UHFFFAOYSA-N

InChI=1S/C22H19N5O2/c1-13-5-6-16(22(29)26-17-7-8-17)10-19(13)27-21(24)18(12-25-27)20(28)15-4-2-3-14(9-15)11-23/h2-6,9-10,12,17H,7-8,24H2,1H3,(H,26,29)

HIDE SMILES / InChI

Molecular Formula	C22H19N5O2
Molecular Weight	385.4186
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: https://adisinsight.springer.com/drugs/800034065 | https://www.ncbi.nlm.nih.gov/pubmed/25599809 | https://www.ncbi.nlm.nih.gov/pubmed/29354676

Acumapimod (BCT-197) is an oral p38 MAP kinase inhibitor and an anti-inflammatory agent developed by Mereo BioPharma that has completed Phase 2 development as first-line therapy for severe acute exacerbations of chronic obstructive pulmonary disease. Another study on acute kidney injury in patients undergoing cardiac surgery had been discontinued. Acumapimod is an inhibitor of p38a with an IC50 value < 1 uM. Previous studies undertaken by Novartis, showed the drug has the capacity to reduce the inflammatory marker TNFα and to increase FEV1.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
LPS‐induced TNFα secretion 1 Target ID: LPS‐induced TNFα secretion Sources: https://www.ncbi.nlm.nih.gov/pubmed/26904383	Inhibitor 8297		115.0 nM [IC50]
MAP kinase p38 alpha 35 Target ID: CHEMBL260 Sources: https://www.ncbi.nlm.nih.gov/pubmed/26904383	Inhibitor 8297		12.0 nM [IC50]

PubMed

Title	Date	PubMed

Patents

Sample Use Guides

In Vivo Use Guide

The effects of single doses of 20 and 75 mg acumapimod ± prednisone, were investigated in COPD patients

Route of Administration: Oral

In Vitro Use Guide

Acumapimod is an inhibitor of p38a with an IC50 value < 1 uM.

Substance Class	Chemical Created by `admin` on `Sat Dec 16 08:28:07 GMT 2023` Edited by `admin` on `Sat Dec 16 08:28:07 GMT 2023`
Record UNII	2F16KW647L
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

ACUMAPIMOD

Official Name

English

BENZAMIDE, 3-(5-AMINO-4-(3-CYANOBENZOYL)-1H-PYRAZOL-1-YL)-N-CYCLOPROPYL-4-METHYL-

Systematic Name

English

Acumapimod [WHO-DD]

Common Name

English

acumapimod [INN]

Common Name

English

3-(5-AMINO-4-(3-CYANOBENZOYL)PYRAZOL-1-YL)-N-CYCLOPROPYL-4-METHYLBENZAMIDE

Systematic Name

English

Code System Code Type Description

PUBCHEM

11338127