N-(4-(2-amino-5-(p-tolyldiazenyl)thiazol-4-yl)phenyl)benzamide

ID: ALA2298312

PubChem CID: 136224152

Max Phase: Preclinical

Molecular Formula: C23H19N5OS

Molecular Weight: 413.51

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(/N=N/c2sc(N)nc2-c2ccc(NC(=O)c3ccccc3)cc2)cc1

Standard InChI:  InChI=1S/C23H19N5OS/c1-15-7-11-19(12-8-15)27-28-22-20(26-23(24)30-22)16-9-13-18(14-10-16)25-21(29)17-5-3-2-4-6-17/h2-14H,1H3,(H2,24,26)(H,25,29)/b28-27+

Standard InChI Key:  QHALQKSDMUYJOU-BYYHNAKLSA-N

Molfile:  

     RDKit          2D

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   24.2779   -7.1837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9860   -7.5927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6956   -7.1832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6928   -6.3605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9842   -5.9553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3990   -5.9493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1082   -6.3552    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.3959   -5.1321    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.8144   -5.9440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5220   -6.3533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   29.2255   -5.1246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5109   -4.7189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8081   -5.1318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8594   -4.6102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6491   -4.8205    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.0931   -4.1344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5778   -3.5001    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   29.8154   -3.7943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9091   -4.0904    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.1294   -3.3503    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.1708   -2.5342    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.4666   -2.1194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4750   -1.2989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7716   -0.8843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0595   -1.2869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0551   -2.1083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7591   -2.5192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3547   -0.8733    0.0000 C   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
  5  7  1  0
  7  8  1  0
  7  9  2  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 10  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 20 16  2  0
 13 16  1  0
 18 21  1  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 28  1  0
 28 29  2  0
 29 24  1  0
 27 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2298312

   ---

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: 413.51

Molecular Weight (Monoisotopic): 413.1310

AlogP: 6.37

#Rotatable Bonds: 5

Polar Surface Area: 92.73

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 2.04

CX LogP: 6.70

CX LogD: 6.70

Aromatic Rings: 4

Heavy Atoms: 30

QED Weighted: 0.37

Np Likeness Score: -1.39

References

1. Yadlapalli RK, Chourasia OP, Jogi MP, Podile AR, Perali RS.  (2013)  Design, synthesis and in vitro antimicrobial activity of novel phenylbenzamido-aminothiazole-based azasterol mimics,  22  (6): [10.1007/s00044-012-0314-5]

Source

Source(1):

• Scientific Literature