N-(2-chlorophenyl)imidazo[1,2-a]pyridine-3-carboxamide

ID: ALA1078738

PubChem CID: 46882706

Max Phase: Preclinical

Molecular Formula: C14H10ClN3O

Molecular Weight: 271.71

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Nc1ccccc1Cl)c1cnc2ccccn12

Standard InChI:  InChI=1S/C14H10ClN3O/c15-10-5-1-2-6-11(10)17-14(19)12-9-16-13-7-3-4-8-18(12)13/h1-9H,(H,17,19)

Standard InChI Key:  JSSQMMQMSYMBTO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 21  0  0  0  0  0  0  0  0999 V2000
   -5.6095  -20.8403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6106  -21.6677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8958  -22.0806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8976  -20.4277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1822  -20.8367    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1774  -21.6631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3900  -21.9140    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9081  -21.2425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3978  -20.5769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3808  -19.7538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6589  -19.3544    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0876  -19.3284    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0726  -18.5036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3462  -18.1076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3308  -17.2836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0360  -16.8645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7624  -17.2611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7742  -18.0838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4948  -18.4856    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  9  5  1  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
M  END

Alternative Forms

1. Parent:

   

   ALA1078738

   N-(2-chlorophenyl)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: 271.71

Molecular Weight (Monoisotopic): 271.0512

AlogP: 3.24

#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: 4.38

CX LogP: 2.38

CX LogD: 2.38

Aromatic Rings: 3

Heavy Atoms: 19

QED Weighted: 0.78

Np Likeness Score: -2.34

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