N-(4-Hydroxyphenyl)biphenyl-4-sulfonamide

ID: ALA3360259

PubChem CID: 894213

Max Phase: Preclinical

Molecular Formula: C18H15NO3S

Molecular Weight: 325.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=S(=O)(Nc1ccc(O)cc1)c1ccc(-c2ccccc2)cc1

Standard InChI:  InChI=1S/C18H15NO3S/c20-17-10-8-16(9-11-17)19-23(21,22)18-12-6-15(7-13-18)14-4-2-1-3-5-14/h1-13,19-20H

Standard InChI Key:  SZOPCHOOHZIDKC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
    9.0221   -7.5528    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4348   -8.2627    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.8433   -7.5503    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7291   -8.6754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1445   -8.6754    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.8522   -8.2668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0192   -8.2677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3139   -8.6797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3181   -9.4982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0333   -9.9028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7357   -9.4884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5586   -8.6798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2658   -8.2719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2663   -7.4539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5536   -7.0454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8493   -7.4557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6132   -9.9116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9056   -9.5049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2012   -9.9176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2064  -10.7357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9219  -11.1392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6234  -10.7241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9734   -7.0443    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  2  1  0
  2  5  1  0
  5  6  1  0
  4  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11  4  1  0
  6 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16  6  1  0
  9 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 17  1  0
 14 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3360259

   Benzene sulfonamide derivative 8

2. Alternative Forms:

   

   ALA3360259

   ---

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: 325.39

Molecular Weight (Monoisotopic): 325.0773

AlogP: 3.86

#Rotatable Bonds: 4

Polar Surface Area: 66.40

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.07

CX Basic pKa: ┄

CX LogP: 3.80

CX LogD: 3.73

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.72

Np Likeness Score: -0.93

References

1. Jung HJ, Cho M, Kim Y, Han G, Kwon HJ..  (2014)  Development of a novel class of mitochondrial ubiquinol-cytochrome c reductase binding protein (UQCRB) modulators as promising antiangiogenic leads.,  57  (19): [PMID:25244355] [10.1021/jm500863j]

Source

Source(1):

• Scientific Literature