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599164-57-5

599164-57-5 | (S)-3-CYCLOPENTYL-2-(4-METHANESULFONYL-PHENYL)-N-THIAZOL-2-YL-PROPIONAMIDE

CAS No: 599164-57-5 Catalog No: AG00EM0S MDL No:

Product Description

Catalog Number:
AG00EM0S
Chemical Name:
(S)-3-CYCLOPENTYL-2-(4-METHANESULFONYL-PHENYL)-N-THIAZOL-2-YL-PROPIONAMIDE
CAS Number:
599164-57-5
IUPAC Name:
(2R)-3-cyclopentyl-2-(4-methylsulfonylphenyl)-N-(1,3-thiazol-2-yl)propanamide
InChI:
InChI=1S/C18H22N2O3S2/c1-25(22,23)15-8-6-14(7-9-15)16(12-13-4-2-3-5-13)17(21)20-18-19-10-11-24-18/h6-11,13,16H,2-5,12H2,1H3,(H,19,20,21)/t16-/m1/s1
InChI Key:
NEQSWPCDHDQINX-MRXNPFEDSA-N

Properties

Complexity:
547  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
1  
Defined Bond Stereocenter Count:
0
Exact Mass:
378.107g/mol
Formal Charge:
0
Heavy Atom Count:
25  
Hydrogen Bond Acceptor Count:
5  
Hydrogen Bond Donor Count:
1  
Isotope Atom Count:
0
Molecular Weight:
378.505g/mol
Monoisotopic Mass:
378.107g/mol
Rotatable Bond Count:
6  
Topological Polar Surface Area:
113A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
3.9  

Literature

Title Journal
Discovery of piragliatin--first glucokinase activator studied in type 2 diabetic patients. Journal of medicinal chemistry 20120823
Discovery and hit-to-lead optimization of novel allosteric glucokinase activators. Bioorganic & medicinal chemistry letters 20110915
Glucokinase activation induces potent hypoglycemia without recruiting insulin and inhibits food intake in chicken. General and comparative endocrinology 20101201
2,3-Disubstituted acrylamides as potent glucokinase activators. Bioorganic & medicinal chemistry letters 20101001
Discovery, structure-activity relationships, pharmacokinetics, and efficacy of glucokinase activator (2R)-3-cyclopentyl-2-(4-methanesulfonylphenyl)-N-thiazol-2-yl-propionamide (RO0281675). Journal of medicinal chemistry 20100513
Pyridones as glucokinase activators: identification of a unique metabolic liability of the 4-sulfonyl-2-pyridone heterocycle. Bioorganic & medicinal chemistry letters 20090615
Medicinal chemistry approaches for glucokinase activation to treat type 2 diabetes. Current medicinal chemistry 20090101
[Advances in the study of glucokinase and small molecule glucokinase activators]. Yao xue xue bao = Acta pharmaceutica Sinica 20060501
Anglo-Swedish Medicinal Chemistry - second symposium. IDrugs : the investigational drugs journal 20050501
Allosteric activators of glucokinase: potential role in diabetes therapy. Science (New York, N.Y.) 20030718

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