USISTAPIDE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C34H31F3N2O3
Molecular Weight	572.6167
Optical Activity	UNSPECIFIED
Defined Stereocenters	1 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[H][C@](N1CCC(CC1)C2=CC=C(NC(=O)C3=C(C=CC=C3)C4=CC=C(C=C4)C(F)(F)F)C=C2)(C(=O)OC)C5=CC=CC=C5

InChI

InChIKey=WSYALRNYQFNNGP-WJOKGBTCSA-N

InChI=1S/C34H31F3N2O3/c1-42-33(41)31(26-7-3-2-4-8-26)39-21-19-24(20-22-39)23-13-17-28(18-14-23)38-32(40)30-10-6-5-9-29(30)25-11-15-27(16-12-25)34(35,36)37/h2-18,24,31H,19-22H2,1H3,(H,38,40)/t31-/m1/s1

HIDE SMILES / InChI

Molecular Formula	C34H31F3N2O3
Molecular Weight	572.6167
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	1 / 1
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://adisinsight.springer.com/drugs/800031658 | https://www.drugbank.ca/drugs/DB12414

Johnson and Johnson was developing usistapide, a microsomal triglyceride transfer protein (MTTP) inhibitor, for the treatment of obesity and type 2 diabetes. Usistapide, also known as JNJ-16269110 and R256918, has been used in trials studying the treatment of obesity, overweight, metabolic diseases, nutrition disorders, and nutritional and metabolic diseases. Usistapide was removed from the company pipeline and appears to have been discontinued.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Microsomal triglyceride transfer protein 2 Target ID: CHEMBL2364681 Sources: https://adisinsight.springer.com/drugs/800031658\|http://drugprofiles.informa.com/drug_profiles/16972-jnj-16269110	Inhibitor 8297

PubMed

Title	Date	PubMed
American Society for Clinical Pharmacology and Therapeutics (ASCPT)-111th annual meeting. 17-20 March 2010, Atlanta, GA, USA.	2010 May	20432179

Patents

Substance Class	Chemical Created by `admin` on `Fri Dec 15 18:12:11 GMT 2023` Edited by `admin` on `Fri Dec 15 18:12:11 GMT 2023`
Record UNII	73YSY3U094
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

USISTAPIDE

Official Name

English

JNJ-16269110

Code

English

JNJ16269110

Code

English

METHYL (2S)-2-PHENYL-2-(4-(4-(((4'-(TRIFLUOROMETHYL)BIPHENYL-2-YL)CARBONYL)AMINO)PHENYL)PIPERIDIN-1-YL)ACETATE

Systematic Name

English

R-256918

Code

English

USISTAPIDE [USAN]

Common Name

English

R256918

Code

English

Usistapide [WHO-DD]

Common Name

English

1-PIPERIDINEACETIC ACID, .ALPHA.-PHENYL-4-(4-(((4'-(TRIFLUOROMETHYL)(1,1'-BIPHENYL)-2- YL)CARBONYL)AMINO)PHENYL)-, METHYL ESTER, (+)-

Common Name

English

usistapide [INN]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C29728