SID24823360

ID: ALA3194460

PubChem CID: 56642947

Max Phase: Preclinical

Molecular Formula: C22H18BrN3O3S

Molecular Weight: 484.38

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)c1cccc(NC(=S)N/N=C/c2ccccc2OCc2ccc(Br)cc2)c1

Standard InChI:  InChI=1S/C22H18BrN3O3S/c23-18-10-8-15(9-11-18)14-29-20-7-2-1-4-17(20)13-24-26-22(30)25-19-6-3-5-16(12-19)21(27)28/h1-13H,14H2,(H,27,28)(H2,25,26,30)/b24-13+

Standard InChI Key:  UIBGAZZSQZORDP-ZMOGYAJESA-N

Molfile:  

     RDKit          2D

 30 32  0  0  0  0  0  0  0  0999 V2000
  -14.0322   -5.4495    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -1.5548   -3.6021    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7875   -7.5231    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5956   -2.7031    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6375   -0.9049    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5972   -1.5031    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8912   -5.2578    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8933   -3.7570    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4836   -8.2663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1872   -7.5117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4784   -9.7663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8856   -8.2573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1894   -6.0109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3875   -7.5368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5951   -3.0039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5973   -1.5031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0836   -8.2799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1768  -10.5118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8804   -9.7573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6840   -8.2913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3928   -6.0367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.9909   -6.0458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.9856   -7.5458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6945   -5.2913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 28  1  0
  2 19  2  0
  3  9  1  0
  3 22  1  0
  4 21  2  0
  5 21  1  0
  6 11  1  0
  6 19  1  0
  7  8  1  0
  7 16  2  0
  8 19  1  0
  9 10  1  0
  9 14  2  0
 10 15  2  0
 10 16  1  0
 11 13  2  0
 11 18  1  0
 12 13  1  0
 12 20  2  0
 12 21  1  0
 14 24  1  0
 15 25  1  0
 17 22  1  0
 17 26  2  0
 17 27  1  0
 18 23  2  0
 20 23  1  0
 24 25  2  0
 26 29  1  0
 27 30  2  0
 28 29  2  0
 28 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3194460

   3-{[(2-{2-[(4-Bromobenzyl)oxy]benzylidene}hydrazino)carbonothioyl]amino}benzoic acid

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: 484.38

Molecular Weight (Monoisotopic): 483.0252

AlogP: 5.05

#Rotatable Bonds: 7

Polar Surface Area: 82.95

Molecular Species: ACID

HBA: 4

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.92

CX Basic pKa: 1.18

CX LogP: 5.90

CX LogD: 2.70

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.25

Np Likeness Score: -1.63

References

1. PubChem BioAssay data set, 

Source

Source(1):

• PubChem BioAssays