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

ID: ALA3263582

Cas Number: 1402612-64-9

PubChem CID: 53364510

Product Number: K648961, Order Now?

Max Phase: Preclinical

Molecular Formula: C28H26N4O3

Molecular Weight: 466.54

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)c1cccc(-c2ccc(-c3cn(C(=O)N4CCCCC4Cc4ccccc4)nn3)cc2)c1

Standard InChI:  InChI=1S/C28H26N4O3/c33-27(34)24-10-6-9-23(18-24)21-12-14-22(15-13-21)26-19-32(30-29-26)28(35)31-16-5-4-11-25(31)17-20-7-2-1-3-8-20/h1-3,6-10,12-15,18-19,25H,4-5,11,16-17H2,(H,33,34)

Standard InChI Key:  SSSCOJOXPDDHOO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    2.7792   -7.1959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4912   -7.6042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2032   -7.1959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2032   -6.3708    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4912   -5.9542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.6321   -6.3745    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    6.6909   -7.1832    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9657   -6.4053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3108   -5.9036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   11.2582   -4.7941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2642   -3.9682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5474   -3.5511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8336   -3.9606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4912   -5.1292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   11.2657   -2.3158    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7767   -4.7167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7812   -3.8906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.3521   -3.8908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3547   -4.7200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0690   -5.1287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8367   -2.3114    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  6  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
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 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 20  1  0
  6 26  1  0
 24 27  1  0
 27 28  1  0
 26 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 32 33  1  0
 33 34  2  0
 34 29  1  0
 27 35  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA3263582

   KT203

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: 466.54

Molecular Weight (Monoisotopic): 466.2005

AlogP: 5.38

#Rotatable Bonds: 5

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: 5.59

CX LogD: 2.43

Aromatic Rings: 4

Heavy Atoms: 35

QED Weighted: 0.43

Np Likeness Score: -0.77

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