N-(4-Bromophenyl)-2-methylimidazo[1,2-a]pyridine-3-carboxamide

ID: ALA3310316

PubChem CID: 84291073

Max Phase: Preclinical

Molecular Formula: C15H12BrN3O

Molecular Weight: 330.19

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1nc2ccccn2c1C(=O)Nc1ccc(Br)cc1

Standard InChI:  InChI=1S/C15H12BrN3O/c1-10-14(19-9-3-2-4-13(19)17-10)15(20)18-12-7-5-11(16)6-8-12/h2-9H,1H3,(H,18,20)

Standard InChI Key:  DJRFYKRGDWLFKX-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
    3.7778   -3.8518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0634   -4.2643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0634   -5.0893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7778   -5.5018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4923   -5.0893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4923   -4.2643    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9494   -3.0449    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7699   -2.9586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1054   -3.7123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9124   -3.8838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1673   -4.6685    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4957   -3.3005    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1824   -2.2442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2926   -3.5140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8760   -2.9306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6729   -3.1442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8864   -3.9410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3031   -4.5244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5062   -4.3109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6833   -4.1546    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  1  6  1  0
  7  8  1  0
  8  9  2  0
  6  9  1  0
  1  7  2  0
 10 11  2  0
 10 12  1  0
  9 10  1  0
  8 13  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 14 19  2  0
 17 20  1  0
 12 14  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3310316

   N-(4-bromophenyl)-2-methyl-imidazo[1,2-a]pyridine-3-carboxamide

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: 330.19

Molecular Weight (Monoisotopic): 329.0164

AlogP: 3.66

#Rotatable Bonds: 2

Polar Surface Area: 46.40

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.24

CX LogP: 2.67

CX LogD: 2.67

Aromatic Rings: 3

Heavy Atoms: 20

QED Weighted: 0.78

Np Likeness Score: -2.41

References

1. Samala G, Nallangi R, Devi PB, Saxena S, Yadav R, Sridevi JP, Yogeeswari P, Sriram D..  (2014)  Identification and development of 2-methylimidazo[1,2-a]pyridine-3-carboxamides as Mycobacterium tuberculosis pantothenate synthetase inhibitors.,  22  (15): [PMID:24953948] [10.1016/j.bmc.2014.05.038]

Source

Source(1):

• Scientific Literature