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

ID: ALA2441158

PubChem CID: 3340329

Max Phase: Preclinical

Molecular Formula: C15H10BrN3OS

Molecular Weight: 360.24

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Nc1nc(-c2ccccn2)cs1)c1ccc(Br)cc1

Standard InChI:  InChI=1S/C15H10BrN3OS/c16-11-6-4-10(5-7-11)14(20)19-15-18-13(9-21-15)12-3-1-2-8-17-12/h1-9H,(H,18,19,20)

Standard InChI Key:  BYQSQNOHXNUOLZ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   20.0825  -20.4217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0772  -21.2456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7870  -21.6604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5025  -21.2524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5038  -20.4253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7935  -20.0142    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.1772  -19.9533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9588  -20.2195    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.4536  -19.5584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9777  -18.8836    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   22.1890  -19.1277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2792  -19.5701    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.6819  -20.2910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5075  -20.3027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2589  -21.0002    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.9054  -21.0254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7303  -21.0374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1541  -20.3277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7470  -19.6044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9235  -19.5959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9797  -20.3383    0.0000 Br  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
 18 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2441158

   4-bromo-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: 360.24

Molecular Weight (Monoisotopic): 358.9728

AlogP: 4.22

#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: 11.35

CX Basic pKa: 1.15

CX LogP: 4.38

CX LogD: 4.38

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.76

Np Likeness Score: -2.14

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]

2. Mjambili F, Njoroge M, Naran K, De Kock C, Smith PJ, Mizrahi V, Warner D, Chibale K..  (2014)  Synthesis and biological evaluation of 2-aminothiazole derivatives as antimycobacterial and antiplasmodial agents.,  24  (2): [PMID:24373723] [10.1016/j.bmcl.2013.12.022]

Source

Source(1):

• Scientific Literature