(R)-4-((4-(2-Chlorophenyl)thiazol-2-yl)(methyl)amino)-3-(cyclopentylmethyl)-4-oxo butanoic acid

ID: ALA4173387

Chembl Id: CHEMBL4173387

PubChem CID: 67209218

Max Phase: Preclinical

Molecular Formula: C20H23ClN2O3S

Molecular Weight: 406.94

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(C(=O)[C@@H](CC(=O)O)CC1CCCC1)c1nc(-c2ccccc2Cl)cs1

Standard InChI:  InChI=1S/C20H23ClN2O3S/c1-23(19(26)14(11-18(24)25)10-13-6-2-3-7-13)20-22-17(12-27-20)15-8-4-5-9-16(15)21/h4-5,8-9,12-14H,2-3,6-7,10-11H2,1H3,(H,24,25)/t14-/m1/s1

Standard InChI Key:  ABCKFBCOWDNJJY-CQSZACIVSA-N

Alternative Forms

1. Parent:

   

   ALA4173387

   (3R)-4-[[4-(2-chlorophenyl)-1,3-thiazol-2-yl]-methylamino]-3-(cyclopentylmethyl)-4-oxobutanoic acid

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 406.94

Molecular Weight (Monoisotopic): 406.1118

AlogP: 5.10

#Rotatable Bonds: 7

Polar Surface Area: 70.50

Molecular Species: ACID

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 4.59

CX Basic pKa: ┄

CX LogP: 5.02

CX LogD: 2.29

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.69

Np Likeness Score: -0.94

References

1. Hoveyda HR, Fraser GL, Zoute L, Dutheuil G, Schils D, Brantis C, Lapin A, Parcq J, Guitard S, Lenoir F, Bousmaqui ME, Rorive S, Hospied S, Blanc S, Bernard J, Ooms F, McNelis JC, Olefsky JM..  (2018)  N-Thiazolylamide-based free fatty-acid 2 receptor agonists: Discovery, lead optimization and demonstration of off-target effect in a diabetes model.,  26  (18): [PMID:30253886] [10.1016/j.bmc.2018.09.015]

Source

Source(1):

• Scientific Literature