(R)-(2-benzylpiperidin-1-yl)(4-(biphenyl-4-yl)-1H-1,2,3-triazol-1-yl)methanone

ID: ALA3906477

Chembl Id: CHEMBL3906477

Cas Number: 2055172-60-4

PubChem CID: 97289145

Max Phase: Preclinical

Molecular Formula: C27H26N4O

Molecular Weight: 422.53

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(N1CCCC[C@@H]1Cc1ccccc1)n1cc(-c2ccc(-c3ccccc3)cc2)nn1

Standard InChI:  InChI=1S/C27H26N4O/c32-27(30-18-8-7-13-25(30)19-21-9-3-1-4-10-21)31-20-26(28-29-31)24-16-14-23(15-17-24)22-11-5-2-6-12-22/h1-6,9-12,14-17,20,25H,7-8,13,18-19H2/t25-/m1/s1

Standard InChI Key:  JKJMWHULJIOKPJ-RUZDIDTESA-N

Alternative Forms

1. Parent:

   

   ALA3906477

   (4-[1,1'-biphenyl]-4-yl-1H-1,2,3-triazol-1-yl)[(2R)-2-(phenylmethyl)-1-piperidinyl]-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: 422.53

Molecular Weight (Monoisotopic): 422.2107

AlogP: 5.68

#Rotatable Bonds: 4

Polar Surface Area: 51.02

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.93

CX LogD: 5.93

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.43

Np Likeness Score: -0.79

References

1. Deng H, Kooijman S, van den Nieuwendijk AM, Ogasawara D, van der Wel T, van Dalen F, Baggelaar MP, Janssen FJ, van den Berg RJ, den Dulk H, Cravatt BF, Overkleeft HS, Rensen PC, van der Stelt M..  (2017)  Triazole Ureas Act as Diacylglycerol Lipase Inhibitors and Prevent Fasting-Induced Refeeding.,  60  (1): [PMID:27992221] [10.1021/acs.jmedchem.6b01482]

2. Deng H, van der Wel T, van den Berg RJBHN, van den Nieuwendijk AMCH, Janssen FJ, Baggelaar MP, Overkleeft HS, van der Stelt M..  (2017)  Chiral disubstituted piperidinyl ureas: a class of dual diacylglycerol lipase-α and ABHD6 inhibitors.,  8  (5): [PMID:30108813] [10.1039/C7MD00029D]

3. Deng H, Li W..  (2020)  Therapeutic potential of targeting α/β-Hydrolase domain-containing 6 (ABHD6).,  198  [PMID:32371333] [10.1016/j.ejmech.2020.112353]

Source

Source(1):

• Scientific Literature