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

ID: ALA3263584

Chembl Id: CHEMBL3263584

PubChem CID: 53364546

Max Phase: Preclinical

Molecular Formula: C29H28N4O3

Molecular Weight: 480.57

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)c1cccc(-c2ccc(-c3cn(C(=O)N4CCCCC4CCc4ccccc4)nn3)cc2)c1

Standard InChI:  InChI=1S/C29H28N4O3/c34-28(35)25-10-6-9-24(19-25)22-13-15-23(16-14-22)27-20-33(31-30-27)29(36)32-18-5-4-11-26(32)17-12-21-7-2-1-3-8-21/h1-3,6-10,13-16,19-20,26H,4-5,11-12,17-18H2,(H,34,35)

Standard InChI Key:  QYHWDEHHBFQZHO-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3263584

   3-[4-[1-[2-(2-Phenylethyl)piperidine-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: 480.57

Molecular Weight (Monoisotopic): 480.2161

AlogP: 5.77

#Rotatable Bonds: 6

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: 6.04

CX LogD: 2.88

Aromatic Rings: 4

Heavy Atoms: 36

QED Weighted: 0.38

Np Likeness Score: -0.70

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