4-Bromo-N-[2-[3-(3,4-dichlorophenyl)ureido]phenyl]benzenesulfonamide

ID: ALA4456441

PubChem CID: 89717800

Max Phase: Preclinical

Molecular Formula: C19H14BrCl2N3O3S

Molecular Weight: 515.22

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(Nc1ccc(Cl)c(Cl)c1)Nc1ccccc1NS(=O)(=O)c1ccc(Br)cc1

Standard InChI:  InChI=1S/C19H14BrCl2N3O3S/c20-12-5-8-14(9-6-12)29(27,28)25-18-4-2-1-3-17(18)24-19(26)23-13-7-10-15(21)16(22)11-13/h1-11,25H,(H2,23,24,26)

Standard InChI Key:  MLGWNWBDRNPYGS-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 29 31  0  0  0  0  0  0  0  0999 V2000
   40.7688   -5.3530    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.3643   -4.6473    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   39.9553   -5.3504    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.6556   -4.2447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.0710   -4.2394    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.7803   -4.6453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.6538   -3.4306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.9460   -3.0282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.2421   -3.4407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.2505   -4.2599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.9589   -4.6586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.5310   -3.0381    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   41.7803   -5.4614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.4887   -5.8673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.1958   -5.4559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.1901   -4.6345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.4811   -4.2324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.4744   -3.4152    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   43.1787   -3.0008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.8897   -3.4035    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   43.1719   -2.1836    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   44.5941   -2.9891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.3041   -3.3937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.0080   -2.9800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.0017   -2.1620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.2856   -1.7594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.5847   -2.1755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.2760   -0.9423    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   46.7054   -1.7466    0.0000 Cl  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
  9 12  1  0
  6 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17  6  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  2  0
 20 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 22  1  0
 26 28  1  0
 25 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4456441

   1-[2-[(4-Bromophenyl)sulfonylamino]phenyl]-3-(3,4-dichlorophenyl)urea

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 515.22

Molecular Weight (Monoisotopic): 512.9316

AlogP: 6.20

#Rotatable Bonds: 5

Polar Surface Area: 87.30

Molecular Species: NEUTRAL

HBA: 3

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 7.27

CX Basic pKa: ┄

CX LogP: 6.23

CX LogD: 5.92

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.38

Np Likeness Score: -1.99

References

1.  (2014)  Serine racemase inhibitor, 

Source

Source(1):

• Patent Bioactivity Data