6-(4-Chlorophenyl)-2-phenylimidazo[1,2-a]pyridine

ID: ALA4519005

PubChem CID: 58880630

Max Phase: Preclinical

Molecular Formula: C19H13ClN2

Molecular Weight: 304.78

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Clc1ccc(-c2ccc3nc(-c4ccccc4)cn3c2)cc1

Standard InChI:  InChI=1S/C19H13ClN2/c20-17-9-6-14(7-10-17)16-8-11-19-21-18(13-22(19)12-16)15-4-2-1-3-5-15/h1-13H

Standard InChI Key:  KSTAYRGPKSHZDI-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 22 25  0  0  0  0  0  0  0  0999 V2000
   22.2815   -1.4940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2803   -2.3136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9884   -2.7225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6981   -2.3131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6952   -1.4904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9866   -1.0852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4029   -2.7198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4028   -3.5381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1103   -3.9455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1064   -2.3106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8145   -2.7143    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.8215   -3.5328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6021   -3.7792    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.0776   -3.1128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5908   -2.4548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8934   -3.1041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3075   -3.8099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1239   -3.8032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5272   -3.0915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1082   -2.3850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2931   -2.3951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5737   -1.0856    0.0000 Cl  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
  1 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4519005

   6-(4-Chlorophenyl)-2-phenylimidazo[1,2-a]pyridine

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: 304.78

Molecular Weight (Monoisotopic): 304.0767

AlogP: 5.32

#Rotatable Bonds: 2

Polar Surface Area: 17.30

Molecular Species: NEUTRAL

HBA: 2

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 2

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 5.40

CX LogP: 5.04

CX LogD: 5.04

Aromatic Rings: 4

Heavy Atoms: 22

QED Weighted: 0.49

Np Likeness Score: -1.62

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