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

ID: ALA4437559

PubChem CID: 155512521

Max Phase: Preclinical

Molecular Formula: C20H16N2O

Molecular Weight: 300.36

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(-c2ccc3nc(-c4ccccc4)cn3c2)cc1

Standard InChI:  InChI=1S/C20H16N2O/c1-23-18-10-7-15(8-11-18)17-9-12-20-21-19(14-22(20)13-17)16-5-3-2-4-6-16/h2-14H,1H3

Standard InChI Key:  HKBLHFNEUUWGTB-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 26  0  0  0  0  0  0  0  0999 V2000
    2.1778   -7.6890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1766   -8.5085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8847   -8.9175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5943   -8.5081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5915   -7.6854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8829   -7.2801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2992   -8.9148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2991   -9.7331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0066  -10.1405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0027   -8.5056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7107   -8.9093    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7177   -9.7278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4984   -9.9741    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9739   -9.3078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4870   -8.6498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7897   -9.2990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2038  -10.0048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0202   -9.9982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4235   -9.2864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0044   -8.5800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1894   -8.5901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4700   -7.2806    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4698   -6.4634    0.0000 C   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
 22 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4437559

   ---

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: 300.36

Molecular Weight (Monoisotopic): 300.1263

AlogP: 4.68

#Rotatable Bonds: 3

Polar Surface Area: 26.53

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.42

CX LogP: 4.28

CX LogD: 4.28

Aromatic Rings: 4

Heavy Atoms: 23

QED Weighted: 0.55

Np Likeness Score: -1.32

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