2-(4-Bromophenyl)-6-(4-chlorophenyl)imidazo[1,2-a]pyridine

ID: ALA4453661

PubChem CID: 155523187

Max Phase: Preclinical

Molecular Formula: C19H12BrClN2

Molecular Weight: 383.68

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Clc1ccc(-c2ccc3nc(-c4ccc(Br)cc4)cn3c2)cc1

Standard InChI:  InChI=1S/C19H12BrClN2/c20-16-6-1-14(2-7-16)18-12-23-11-15(5-10-19(23)22-18)13-3-8-17(21)9-4-13/h1-12H

Standard InChI Key:  NJLQATKXRCYIHF-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 26  0  0  0  0  0  0  0  0999 V2000
   29.2194  -14.0160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2182  -14.8356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9263  -15.2445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6359  -14.8351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6331  -14.0124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9245  -13.6072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3408  -15.2418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3407  -16.0601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0482  -16.4675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0443  -14.8326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7523  -15.2364    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.7593  -16.0549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5400  -16.3012    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.0155  -15.6348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5286  -14.9768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8313  -15.6261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2454  -16.3319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0618  -16.3252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4651  -15.6135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0460  -14.9070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2310  -14.9171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5116  -13.6076    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   37.2823  -15.6054    0.0000 Br  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
 19 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4453661

   ---

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: 383.68

Molecular Weight (Monoisotopic): 381.9872

AlogP: 6.08

#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: 5.81

CX LogD: 5.81

Aromatic Rings: 4

Heavy Atoms: 23

QED Weighted: 0.41

Np Likeness Score: -1.64

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