6-bromo-N-(2-chlorophenyl)-2-methylimidazo[1,2-a]pyridine-3-carboxamide

ID: ALA1077741

PubChem CID: 46882745

Max Phase: Preclinical

Molecular Formula: C15H11BrClN3O

Molecular Weight: 364.63

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1nc2ccc(Br)cn2c1C(=O)Nc1ccccc1Cl

Standard InChI:  InChI=1S/C15H11BrClN3O/c1-9-14(20-8-10(16)6-7-13(20)18-9)15(21)19-12-5-3-2-4-11(12)17/h2-8H,1H3,(H,19,21)

Standard InChI Key:  ZUSNVDFABMKMFR-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
    5.1194   -7.6791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1183   -8.5065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8331   -8.9194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8313   -7.2664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5467   -7.6755    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5515   -8.5019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3390   -8.7528    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8209   -8.0813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3312   -7.4156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3482   -6.5925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0701   -6.1931    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6414   -6.1671    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6564   -5.3422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3828   -4.9462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3982   -4.1221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6930   -3.7030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9665   -4.0996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9547   -4.9224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2341   -5.3242    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.4049   -7.2668    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    8.6459   -8.0764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  2  0
  9 10  1  0
  5  6  1  0
 10 11  2  0
 10 12  1  0
  2  3  2  0
 12 13  1  0
  3  6  1  0
 13 14  2  0
  1  2  1  0
 14 15  1  0
  5  4  1  0
 15 16  2  0
  6  7  2  0
 16 17  1  0
  7  8  1  0
 17 18  2  0
 18 13  1  0
  8  9  2  0
 18 19  1  0
  9  5  1  0
  1 20  1  0
  8 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1077741

   6-bromo-N-(2-chlorophenyl)-2-methylimidazo[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: 364.63

Molecular Weight (Monoisotopic): 362.9774

AlogP: 4.31

#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: 4.17

CX LogP: 3.28

CX LogD: 3.28

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.74

Np Likeness Score: -2.42

References

1. Qiao L, Choi S, Case A, Gainer TG, Seyb K, Glicksman MA, Lo DC, Stein RL, Cuny GD..  (2009)  Structure-activity relationship study of EphB3 receptor tyrosine kinase inhibitors.,  19  (21): [PMID:19783434] [10.1016/j.bmcl.2009.09.010]

Source

Source(1):

• Scientific Literature