3'-Amino-biphenyl-4-sulfonic acid (2-phenyl-2H-pyrazol-3-yl)-amide

ID: ALA333108

PubChem CID: 10916150

Max Phase: Preclinical

Molecular Formula: C21H18N4O2S

Molecular Weight: 390.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1cccc(-c2ccc(S(=O)(=O)Nc3ccnn3-c3ccccc3)cc2)c1

Standard InChI:  InChI=1S/C21H18N4O2S/c22-18-6-4-5-17(15-18)16-9-11-20(12-10-16)28(26,27)24-21-13-14-23-25(21)19-7-2-1-3-8-19/h1-15,24H,22H2

Standard InChI Key:  HFOVGZDAQJHROY-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    0.4417   -1.6167    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2625   -0.9292    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4792   -1.8750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8542   -0.9792    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7583   -1.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1625   -2.2125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1625   -1.0125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.8583   -1.0917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4583   -1.0917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2417    0.1083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3500   -0.4292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7583   -1.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0417    0.0875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9250    0.6250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3292    0.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
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  6  4  1  0
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 18 13  2  0
 10  6  2  0
 27 28  2  0
 19 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA333108

   3''-Amino-biphenyl-4-sulfonic acid (2-phenyl-2H-pyrazol-3-yl)-amide

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: 390.47

Molecular Weight (Monoisotopic): 390.1150

AlogP: 3.92

#Rotatable Bonds: 5

Polar Surface Area: 90.01

Molecular Species: ACID

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 6.44

CX Basic pKa: 3.86

CX LogP: 3.45

CX LogD: 2.76

Aromatic Rings: 4

Heavy Atoms: 28

QED Weighted: 0.51

Np Likeness Score: -1.66

References

1. Ha-Duong NT, Dijols S, Marques-Soares C, Minoletti C, Dansette PM, Mansuy D..  (2001)  Synthesis of sulfaphenazole derivatives and their use as inhibitors and tools for comparing the active sites of human liver cytochromes P450 of the 2C subfamily.,  44  (22): [PMID:11606127] [10.1021/jm010861y]

Source

Source(1):

• Scientific Literature