2-[N-(3-Methylbenzoyl)amino]-4-(pyridin-2-yl)thiazole

ID: ALA2441187

PubChem CID: 5065463

Max Phase: Preclinical

Molecular Formula: C16H13N3OS

Molecular Weight: 295.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cccc(C(=O)Nc2nc(-c3ccccn3)cs2)c1

Standard InChI:  InChI=1S/C16H13N3OS/c1-11-5-4-6-12(9-11)15(20)19-16-18-14(10-21-16)13-7-2-3-8-17-13/h2-10H,1H3,(H,18,19,20)

Standard InChI Key:  GICXUVCNMDILOG-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   19.5279   -2.3437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5225   -3.1676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2322   -3.5823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9478   -3.1742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9491   -2.3472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2388   -1.9362    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.6226   -1.8751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4042   -2.1414    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.8990   -1.4804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4230   -0.8055    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   21.6343   -1.0495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7246   -1.4921    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.1272   -2.2129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9528   -2.2247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7043   -2.9220    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.3508   -2.9472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1757   -2.9593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5994   -2.2496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1923   -1.5262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3688   -1.5178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6128   -0.8156    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
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11  7  2  0
  5  7  1  0
  9 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 14 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 14  1  0
 19 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2441187

   3-methyl-N-[4-(2-pyridyl)thiazol-2-yl]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: 3.77

#Rotatable Bonds: 3

Polar Surface Area: 54.88

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.83

CX Basic pKa: 1.15

CX LogP: 4.12

CX LogD: 4.12

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.80

Np Likeness Score: -2.31

References

1. Meissner A, Boshoff HI, Vasan M, Duckworth BP, Barry CE, Aldrich CC..  (2013)  Structure-activity relationships of 2-aminothiazoles effective against Mycobacterium tuberculosis.,  21  (21): [PMID:24075144] [10.1016/j.bmc.2013.08.048]

Source

Source(1):

• Scientific Literature