N-(4-Bromophenyl)-2-methylbenzo[d]imidazo[2,1-b]thiazole-3-carboxamide

ID: ALA3765483

PubChem CID: 127042959

Max Phase: Preclinical

Molecular Formula: C17H12BrN3OS

Molecular Weight: 386.27

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1nc2sc3ccccc3n2c1C(=O)Nc1ccc(Br)cc1

Standard InChI:  InChI=1S/C17H12BrN3OS/c1-10-15(16(22)20-12-8-6-11(18)7-9-12)21-13-4-2-3-5-14(13)23-17(21)19-10/h2-9H,1H3,(H,20,22)

Standard InChI Key:  AWFWOTUNFYYICK-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 26  0  0  0  0  0  0  0  0999 V2000
   -0.4399   -1.9215    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.7408   -1.0186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3010    0.3704    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2039    0.3704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6669   -1.0186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2688   -1.0186    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7318    0.3704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5048    1.2733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1485   -1.3659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1672    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6810    1.1807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2225    1.5280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4974    2.7711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4550    3.3656    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7929    3.5288    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8756    0.7334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7854    5.0296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0791    5.7889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0686    7.2888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7643    8.0297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4706    7.2706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4811    5.7706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7559    9.2296    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  1  5  1  0
  6  7  1  0
  7  8  2  0
  2  6  2  0
  3  8  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
  4 12  2  0
  5  9  2  0
 13 14  2  0
 13 15  1  0
  8 13  1  0
  7 16  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 17 22  2  0
 20 23  1  0
 15 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3765483

   ---

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: 386.27

Molecular Weight (Monoisotopic): 384.9884

AlogP: 4.87

#Rotatable Bonds: 2

Polar Surface Area: 46.40

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.37

CX LogP: 3.83

CX LogD: 3.83

Aromatic Rings: 4

Heavy Atoms: 23

QED Weighted: 0.53

Np Likeness Score: -2.03

References

1. Samala G, Devi PB, Saxena S, Meda N, Yogeeswari P, Sriram D..  (2016)  Design, synthesis and biological evaluation of imidazo[2,1-b]thiazole and benzo[d]imidazo[2,1-b]thiazole derivatives as Mycobacterium tuberculosis pantothenate synthetase inhibitors.,  24  (6): [PMID:26867485] [10.1016/j.bmc.2016.01.059]

Source

Source(1):

• Scientific Literature