U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C17H12F3NO4
Molecular Weight 351.2773
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of VU-0238429

SMILES

COc1ccc(cc1)CN2c3ccc(cc3C(=O)C2=O)OC(F)(F)F

InChI

InChIKey=CKLGZXFOLMHCMC-UHFFFAOYSA-N
InChI=1S/C17H12F3NO4/c1-24-11-4-2-10(3-5-11)9-21-14-7-6-12(25-17(18,19)20)8-13(14)15(22)16(21)23/h2-8H,9H2,1H3

HIDE SMILES / InChI

Molecular Formula C17H12F3NO4
Molecular Weight 351.2773
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Target ID: Q920H4
Gene ID: 213788.0
Gene Symbol: Chrm5
Target Organism: Mus musculus (Mouse)
1.16 µM [EC50]
PubMed

PubMed

TitleDatePubMed
Discovery of the first highly M5-preferring muscarinic acetylcholine receptor ligand, an M5 positive allosteric modulator derived from a series of 5-trifluoromethoxy N-benzyl isatins.
2009 Jun 11
Chemical lead optimization of a pan G(q) mAChR M(1), M(3), M(5) positive allosteric modulator (PAM) lead. Part I: Development of the first highly selective M(5) PAM.
2010 Jan 15
Heterobiaryl and heterobiaryl ether derived M5 positive allosteric modulators.
2010 Oct 1
Muscarinic receptor M3 mediates human gallbladder contraction through voltage-gated Ca2+ channels and Rho kinase.
2013 Feb
M5 receptor activation produces opposing physiological outcomes in dopamine neurons depending on the receptor's location.
2014 Feb 26
Simultaneous activation of muscarinic and GABA(B) receptors as a bidirectional target for novel antipsychotics.
2019 Feb 1
Simultaneous activation of mGlu(2) and muscarinic receptors reverses MK-801-induced cognitive decline in rodents.
2020 Sep 1
Substance Class Chemical
Created
by admin
on Sat Jun 26 14:58:33 UTC 2021
Edited
by admin
on Sat Jun 26 14:58:33 UTC 2021
Record UNII
ZH1ZWF5Q3P
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
VU-0238429
Code English
1-((4-METHOXYPHENYL)METHYL)-5-(TRIFLUOROMETHOXY)-1H-INDOLE-2,3-DIONE
Systematic Name English
1-(4-METHOXY-BENZYL)-5-TRIFLUOROMETHOXY-1H-INDOLE-2,3-DIONE
Systematic Name English
ML-129
Code English
1H-INDOLE-2,3-DIONE, 1-((4-METHOXYPHENYL)METHYL)-5-(TRIFLUOROMETHOXY)-
Systematic Name English
Code System Code Type Description
FDA UNII
ZH1ZWF5Q3P
Created by admin on Sat Jun 26 14:58:33 UTC 2021 , Edited by admin on Sat Jun 26 14:58:33 UTC 2021
PRIMARY
CAS
1160247-92-6
Created by admin on Sat Jun 26 14:58:33 UTC 2021 , Edited by admin on Sat Jun 26 14:58:33 UTC 2021
PRIMARY
PUBCHEM
42633508
Created by admin on Sat Jun 26 14:58:33 UTC 2021 , Edited by admin on Sat Jun 26 14:58:33 UTC 2021
PRIMARY
Related Record Type Details
TARGET -> ACTIVATOR
selective positive allosteric modulator
ALLOSTERIC ACTIVATOR
Related Record Type Details
ACTIVE MOIETY