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Details

Stereochemistry ABSOLUTE
Molecular Formula C34H31N5O6
Molecular Weight 605.6398
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of GI-181771X

SMILES

CC(C)N(C(=O)CN1C2=CC=CC=C2N(C3=CC=CC=C3)C(=O)[C@@H](NC(=O)NC4=CC(=CC=C4)C(O)=O)C1=O)C5=CC=CC=C5

InChI

InChIKey=CABBMMXFOOZVMS-PMERELPUSA-N
InChI=1S/C34H31N5O6/c1-22(2)38(25-14-5-3-6-15-25)29(40)21-37-27-18-9-10-19-28(27)39(26-16-7-4-8-17-26)32(42)30(31(37)41)36-34(45)35-24-13-11-12-23(20-24)33(43)44/h3-20,22,30H,21H2,1-2H3,(H,43,44)(H2,35,36,45)/t30-/m0/s1

HIDE SMILES / InChI

Molecular Formula C34H31N5O6
Molecular Weight 605.6398
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

GI-181771X is part of a class of organic compounds known as benzodiazepines. It is a cholecystokinin 1 receptor agonist investigated by GlaxoSmithKline for the treatment of obesity. In one study, GI181771X did not reduce body weight and had no effect on waist circumference or other cardiometabolic risk markers. This negative result was later assigned to an inadequate trial design rather than compound activity. Gastrointestinal side effects were more common with GI181771X than with placebo treatment. Also, in rodents, morphological changes in the pancreas were observed after administration of GI-181771X, including necrotizing pancreatitis, acinar cell hypertrophy/atrophy, zymogen degranulation, focal acinar cell hyperplasia, and interstitial inflammation. In contrast however, pancreatic changes were not observed in monkeys or in human obese patients (in a clinical trial).

Approval Year

Substance Class Chemical
Created
by admin
on Sat Dec 16 01:26:57 GMT 2023
Edited
by admin
on Sat Dec 16 01:26:57 GMT 2023
Record UNII
6YF0SHR37T
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
GI-181771X
Common Name English
GI-181771
Code English
GI181771X
Common Name English
GI 181771
Code English
BENZOIC ACID, 3-(((((3S)-2,3,4,5-TETRAHYDRO-1-(2-((1-METHYLETHYL)PHENYLAMINO)-2-OXOETHYL)-2,4-DIOXO-5-PHENYL-1H-1,5-BENZODIAZEPIN-3-YL)AMINO)CARBONYL)AMINO)-
Common Name English
GSKI181771X
Common Name English
Code System Code Type Description
PUBCHEM
51353551
Created by admin on Sat Dec 16 01:26:57 GMT 2023 , Edited by admin on Sat Dec 16 01:26:57 GMT 2023
PRIMARY
EPA CompTox
DTXSID60184613
Created by admin on Sat Dec 16 01:26:57 GMT 2023 , Edited by admin on Sat Dec 16 01:26:57 GMT 2023
PRIMARY
FDA UNII
6YF0SHR37T
Created by admin on Sat Dec 16 01:26:57 GMT 2023 , Edited by admin on Sat Dec 16 01:26:57 GMT 2023
PRIMARY
DRUG BANK
DB12309
Created by admin on Sat Dec 16 01:26:57 GMT 2023 , Edited by admin on Sat Dec 16 01:26:57 GMT 2023
PRIMARY
CAS
305366-98-7
Created by admin on Sat Dec 16 01:26:57 GMT 2023 , Edited by admin on Sat Dec 16 01:26:57 GMT 2023
PRIMARY
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