4'-Bromo-N-(3-(hydroxymethyl)phenyl)biphenyl-4-sulfonamide

ID: ALA2322485

PubChem CID: 25097033

Max Phase: Preclinical

Molecular Formula: C19H16BrNO3S

Molecular Weight: 418.31

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=S(=O)(Nc1cccc(CO)c1)c1ccc(-c2ccc(Br)cc2)cc1

Standard InChI:  InChI=1S/C19H16BrNO3S/c20-17-8-4-15(5-9-17)16-6-10-19(11-7-16)25(23,24)21-18-3-1-2-14(12-18)13-22/h1-12,21-22H,13H2

Standard InChI Key:  YGXOEYQPJCYRSZ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   15.6256   -3.5921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4410   -3.5933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8480   -2.8888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4406   -2.1827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6220   -2.1855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2188   -2.8906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6614   -2.8865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0692   -3.5959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8856   -3.5964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2952   -2.8883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8824   -2.1781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0673   -2.1811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1124   -2.8874    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   20.5217   -3.5947    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.1079   -2.0677    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.8177   -2.4722    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.3389   -3.5938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7439   -4.3013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5603   -4.3007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9690   -3.5920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5552   -2.8824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7401   -2.8865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9605   -2.1728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7777   -2.1691    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.4016   -2.8930    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12  7  1  0
  3  7  1  0
 10 13  1  0
 13 14  1  0
 13 15  2  0
 13 16  2  0
 14 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
 21 23  1  0
 23 24  1  0
  6 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2322485

   4-(4-bromophenyl)-N-[3-(hydroxymethyl)phenyl]benzenesulfonamide

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: 418.31

Molecular Weight (Monoisotopic): 417.0034

AlogP: 4.41

#Rotatable Bonds: 5

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: 7.84

CX Basic pKa: ┄

CX LogP: 4.11

CX LogD: 3.99

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.65

Np Likeness Score: -1.03

References

1. Greig IR, Coste E, Ralston SH, van 't Hof RJ..  (2013)  Development of triarylsulfonamides as novel anti-inflammatory agents.,  23  (3): [PMID:23265887] [10.1016/j.bmcl.2012.11.067]

Source

Source(1):

• Scientific Literature