(S)-3-Benzyl-4-((4-(2-chlorophenyl)thiazol-2-yl)(methyl)amino)-4-oxobutanoic acid

ID: ALA4170872

Chembl Id: CHEMBL4170872

PubChem CID: 145949794

Max Phase: Preclinical

Molecular Formula: C21H19ClN2O3S

Molecular Weight: 414.91

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(C(=O)[C@H](CC(=O)O)Cc1ccccc1)c1nc(-c2ccccc2Cl)cs1

Standard InChI:  InChI=1S/C21H19ClN2O3S/c1-24(21-23-18(13-28-21)16-9-5-6-10-17(16)22)20(27)15(12-19(25)26)11-14-7-3-2-4-8-14/h2-10,13,15H,11-12H2,1H3,(H,25,26)/t15-/m0/s1

Standard InChI Key:  OBDALOKUUNSYAK-HNNXBMFYSA-N

Alternative Forms

1. Parent:

   

   ALA4170872

   ---

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: 414.91

Molecular Weight (Monoisotopic): 414.0805

AlogP: 4.76

#Rotatable Bonds: 7

Polar Surface Area: 70.50

Molecular Species: ACID

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.53

CX Basic pKa: ┄

CX LogP: 5.00

CX LogD: 2.22

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.60

Np Likeness Score: -1.06

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