(S)-3-[3-[2-(4-chlorophenyl)-4-methylthiazole-5-carboxamido]piperidin-1-yl]benzoic acid

ID: ALA1934476

Chembl Id: CHEMBL1934476

Cas Number: 876145-69-6

PubChem CID: 11619439

Max Phase: Preclinical

Molecular Formula: C23H22ClN3O3S

Molecular Weight: 455.97

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1nc(-c2ccc(Cl)cc2)sc1C(=O)N[C@H]1CCCN(c2cccc(C(=O)O)c2)C1

Standard InChI:  InChI=1S/C23H22ClN3O3S/c1-14-20(31-22(25-14)15-7-9-17(24)10-8-15)21(28)26-18-5-3-11-27(13-18)19-6-2-4-16(12-19)23(29)30/h2,4,6-10,12,18H,3,5,11,13H2,1H3,(H,26,28)(H,29,30)/t18-/m0/s1

Standard InChI Key:  UEIFAMIUBPSKHA-SFHVURJKSA-N

Alternative Forms

1. Parent:

   

   ALA1934476

   CB5UF7Pnn7

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: 455.97

Molecular Weight (Monoisotopic): 455.1070

AlogP: 4.87

#Rotatable Bonds: 5

Polar Surface Area: 82.53

Molecular Species: ACID

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.85

CX Basic pKa: 3.57

CX LogP: 4.36

CX LogD: 2.04

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.57

Np Likeness Score: -1.94

References

1. Nomura M, Yumoto K, Shinozaki T, Isogai S, Takano Y, Murakami K..  (2012)  Discovery of cyclic amine-substituted benzoic acids as PPARα agonists.,  22  (1): [PMID:22133631] [10.1016/j.bmcl.2011.11.002]

2. Gangwal RP, Damre MV, Das NR, Sharma SS, Sangamwar AT..  (2015)  Biological evaluation and structural insights for design of subtype-selective peroxisome proliferator activated receptor-α (PPAR-α) agonists.,  25  (2): [PMID:25491112] [10.1016/j.bmcl.2014.11.052]

Source

Source(1):

• Scientific Literature