N-(4-(2-aminothiazol-4-yl)phenyl)benzamide

ID: ALA2298309

Cas Number: 299441-52-4

PubChem CID: 3572363

Product Number: N387023, Order Now?

Max Phase: Preclinical

Molecular Formula: C16H13N3OS

Molecular Weight: 295.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1nc(-c2ccc(NC(=O)c3ccccc3)cc2)cs1

Standard InChI:  InChI=1S/C16H13N3OS/c17-16-19-14(10-21-16)11-6-8-13(9-7-11)18-15(20)12-4-2-1-3-5-12/h1-10H,(H2,17,19)(H,18,20)

Standard InChI Key:  WNMRWBLANCRRGL-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
    0.7374   -4.4739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7362   -5.2934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4443   -5.7024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1539   -5.2929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1511   -4.4703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4425   -4.0650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8573   -4.0590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5665   -4.4649    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8542   -3.2418    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2727   -4.0537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9803   -4.4630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6860   -4.0524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6838   -3.2343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9692   -2.8286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2664   -3.2415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3177   -2.7200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1074   -2.9302    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5514   -2.2441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0361   -1.6098    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.2737   -1.9040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3674   -2.2001    0.0000 N   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
M  END

Alternative Forms

1. Parent:

   

   ALA2298309

   N-[4-(2-amino-1,3-thiazol-4-yl)phenyl]benzamide

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: 295.37

Molecular Weight (Monoisotopic): 295.0779

AlogP: 3.64

#Rotatable Bonds: 3

Polar Surface Area: 68.01

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.07

CX LogP: 3.61

CX LogD: 3.61

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.77

Np Likeness Score: -1.69

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]

2. Cordeiro R,Kachroo M.  (2020)  Synthesis and biological evaluation of anti-tubercular activity of Schiff bases of 2-Amino thiazoles.,  30  (24): [PMID:33130292] [10.1016/j.bmcl.2020.127655]

Source

Source(1):

• Scientific Literature