rac-4'-(1-(2-Phenylpiperidine-1-carbonyl)-1H-1,2,3-triazol-4-yl)-[1,1'-biphenyl]-3-carboxylic acid

ID: ALA3263583

Chembl Id: CHEMBL3263583

PubChem CID: 53364522

Max Phase: Preclinical

Molecular Formula: C27H24N4O3

Molecular Weight: 452.51

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)c1cccc(-c2ccc(-c3cn(C(=O)N4CCCCC4c4ccccc4)nn3)cc2)c1

Standard InChI:  InChI=1S/C27H24N4O3/c32-26(33)23-10-6-9-22(17-23)19-12-14-20(15-13-19)24-18-31(29-28-24)27(34)30-16-5-4-11-25(30)21-7-2-1-3-8-21/h1-3,6-10,12-15,17-18,25H,4-5,11,16H2,(H,32,33)

Standard InChI Key:  PJYZQMOYVVPXBV-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3263583

   3-[4-[1-(2-Phenylpiperidine-1-carbonyl)triazol-4-yl]phenyl]benzoic 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: 452.51

Molecular Weight (Monoisotopic): 452.1848

AlogP: 5.51

#Rotatable Bonds: 4

Polar Surface Area: 88.32

Molecular Species: ACID

HBA: 5

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 4.00

CX Basic pKa: ┄

CX LogP: 5.30

CX LogD: 2.14

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.44

Np Likeness Score: -0.75

References

1. Hsu KL, Tsuboi K, Chang JW, Whitby LR, Speers AE, Pugh H, Cravatt BF..  (2013)  Discovery and optimization of piperidyl-1,2,3-triazole ureas as potent, selective, and in vivo-active inhibitors of α/β-hydrolase domain containing 6 (ABHD6).,  56  (21): [PMID:24152295] [10.1021/jm400899c]

Source

Source(1):

• Scientific Literature