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

ID: ALA3263578

Chembl Id: CHEMBL3263578

PubChem CID: 53364481

Max Phase: Preclinical

Molecular Formula: C27H26N4O2

Molecular Weight: 438.53

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(N1CCCCC1c1ccccc1)n1cc(-c2ccc(-c3ccc(CO)cc3)cc2)nn1

Standard InChI:  InChI=1S/C27H26N4O2/c32-19-20-9-11-21(12-10-20)22-13-15-23(16-14-22)25-18-31(29-28-25)27(33)30-17-5-4-8-26(30)24-6-2-1-3-7-24/h1-3,6-7,9-16,18,26,32H,4-5,8,17,19H2

Standard InChI Key:  HNKSRPGXIWERQX-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3263578

   [4-[4-[4-(Hydroxymethyl)phenyl]phenyl]triazol-1-yl]-(2-phenylpiperidin-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: 438.53

Molecular Weight (Monoisotopic): 438.2056

AlogP: 5.30

#Rotatable Bonds: 4

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: 4.88

CX LogD: 4.88

Aromatic Rings: 4

Heavy Atoms: 33

QED Weighted: 0.47

Np Likeness Score: -0.59

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