rac-(2-Benzylpiperidin-1-yl)(4-(3'-(hydroxymethyl)-[1,1'-biphenyl]-4-yl)-1H-1,2,3-triazol-1-yl)methanone

ID: ALA3263573

Chembl Id: CHEMBL3263573

PubChem CID: 53364521

Max Phase: Preclinical

Molecular Formula: C28H28N4O2

Molecular Weight: 452.56

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(N1CCCCC1Cc1ccccc1)n1cc(-c2ccc(-c3cccc(CO)c3)cc2)nn1

Standard InChI:  InChI=1S/C28H28N4O2/c33-20-22-9-6-10-25(17-22)23-12-14-24(15-13-23)27-19-32(30-29-27)28(34)31-16-5-4-11-26(31)18-21-7-2-1-3-8-21/h1-3,6-10,12-15,17,19,26,33H,4-5,11,16,18,20H2

Standard InChI Key:  WLEYHCXRJSYPPC-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3263573

   (2-Benzylpiperidin-1-yl)-[4-[4-[3-(hydroxymethyl)phenyl]phenyl]triazol-1-yl]methanone

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: 452.56

Molecular Weight (Monoisotopic): 452.2212

AlogP: 5.17

#Rotatable Bonds: 5

Polar Surface Area: 71.25

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.17

CX LogD: 5.17

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.45

Np Likeness Score: -0.60

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