4-(2-Phenylimidazo[1,2-a]pyridin-6-yl)benzonitrile

ID: ALA4579414

PubChem CID: 155565160

Max Phase: Preclinical

Molecular Formula: C20H13N3

Molecular Weight: 295.35

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  N#Cc1ccc(-c2ccc3nc(-c4ccccc4)cn3c2)cc1

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

Standard InChI Key:  BNOQGKASCBAQDX-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 26  0  0  0  0  0  0  0  0999 V2000
    3.0321  -13.9335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0310  -14.7530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7390  -15.1620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4487  -14.7525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4458  -13.9299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7372  -13.5246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1535  -15.1593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1534  -15.9776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8610  -16.3850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8570  -14.7501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5651  -15.1538    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5721  -15.9723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3527  -16.2186    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8282  -15.5523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3414  -14.8943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6441  -15.5435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0581  -16.2493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8745  -16.2427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2778  -15.5309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8588  -14.8245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0438  -14.8346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3248  -13.5255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6170  -13.1171    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
  1 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4579414

   ---

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: -1.73

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