N'-(4-Bromobenzylidene)-2-methylbenzo[d]imidazo[2,1-b]thiazole-3-carbohydrazide

ID: ALA3763769

PubChem CID: 127042291

Max Phase: Preclinical

Molecular Formula: C18H13BrN4OS

Molecular Weight: 413.30

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1nc2sc3ccccc3n2c1C(=O)N/N=C/c1ccc(Br)cc1

Standard InChI:  InChI=1S/C18H13BrN4OS/c1-11-16(17(24)22-20-10-12-6-8-13(19)9-7-12)23-14-4-2-3-5-15(14)25-18(23)21-11/h2-10H,1H3,(H,22,24)/b20-10+

Standard InChI Key:  SJGICQOINYBGGP-KEBDBYFISA-N

Molfile:  

     RDKit          2D

 25 28  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
    2.7854    5.0296    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
    4.0809    5.7874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0734    7.2882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3672    8.0474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3566    9.5474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0523   10.2882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7586    9.5291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7691    8.0291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0439   11.4882    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
 15 16  1  0
 13 14  2  0
 13 15  1  0
  8 13  1  0
  7 17  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 19 24  2  0
 22 25  1  0
 16 18  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA3763769

   ---

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: 413.30

Molecular Weight (Monoisotopic): 411.9993

AlogP: 4.38

#Rotatable Bonds: 3

Polar Surface Area: 58.76

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.67

CX Basic pKa: 2.48

CX LogP: 3.73

CX LogD: 3.73

Aromatic Rings: 4

Heavy Atoms: 25

QED Weighted: 0.40

Np Likeness Score: -2.14

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