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

ID: ALA3263577

Cas Number: 1402612-62-7

PubChem CID: 53364491

Product Number: K649966, Order Now?

Max Phase: Preclinical

Molecular Formula: C27H26N4O2

Molecular Weight: 438.53

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(N1CCCCC1c1ccccc1)n1cc(-c2ccc(-c3cccc(CO)c3)cc2)nn1

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

Standard InChI Key:  GICNKPZHUCVFNM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   15.4119   -6.0918    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   16.8408   -6.0954    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.1301   -4.8564    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.0748   -6.8831    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.8995   -6.9041    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   22.4729   -3.6891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7561   -3.2720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0425   -3.6815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6999   -4.8501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4165   -4.4390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4168   -3.6148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7018   -3.2015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9849   -3.6184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   21.7587   -2.4470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4745   -2.0366    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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  6 26  1  0
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 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 26  1  0
 24 32  1  0
 32 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3263577

   KT182

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: -0.61

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