3-(2-Phenylimidazo[1,2-a]pyridin-6-yl)benzonitrile

ID: ALA4566360

PubChem CID: 155561101

Max Phase: Preclinical

Molecular Formula: C20H13N3

Molecular Weight: 295.35

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  N#Cc1cccc(-c2ccc3nc(-c4ccccc4)cn3c2)c1

Standard InChI:  InChI=1S/C20H13N3/c21-12-15-5-4-8-17(11-15)18-9-10-20-22-19(14-23(20)13-18)16-6-2-1-3-7-16/h1-11,13-14H

Standard InChI Key:  ZIPMVBBAKJZVIG-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 26  0  0  0  0  0  0  0  0999 V2000
   30.0242   -7.8376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0230   -8.6571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7311   -9.0661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4407   -8.6566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4379   -7.8340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7293   -7.4287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1456   -9.0634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1455   -9.8817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8530  -10.2891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8491   -8.6542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5572   -9.0579    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.5642   -9.8764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3448  -10.1227    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.8203   -9.4564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3335   -8.7984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6361   -9.4476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0502  -10.1534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.8666  -10.1468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.2699   -9.4350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.8509   -8.7285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0358   -8.7387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3153   -9.0672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6072   -9.4752    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  7  8  1  0
  8  9  2  0
  9 12  1  0
 11 10  1  0
 10  7  2  0
  4  7  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 11  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
 14 16  1  0
 22 23  3  0
  2 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4566360

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 295.35

Molecular Weight (Monoisotopic): 295.1109

AlogP: 4.54

#Rotatable Bonds: 2

Polar Surface Area: 41.09

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.39

CX LogP: 4.30

CX LogD: 4.29

Aromatic Rings: 4

Heavy Atoms: 23

QED Weighted: 0.54

Np Likeness Score: -1.79

References

1. Quattrini L, Gelardi ELM, Coviello V, Sartini S, Ferraris DM, Mori M, Nakano I, Garavaglia S, La Motta C..  (2020)  Imidazo[1,2-a]pyridine Derivatives as Aldehyde Dehydrogenase Inhibitors: Novel Chemotypes to Target Glioblastoma Stem Cells.,  63  (9): [PMID:32223240] [10.1021/acs.jmedchem.9b01910]

Source

Source(1):

• Scientific Literature