Methyl 4-(2-phenylimidazo[1,2-a]pyridin-6-yl)benzoate

ID: ALA4564832

PubChem CID: 155559723

Max Phase: Preclinical

Molecular Formula: C21H16N2O2

Molecular Weight: 328.37

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COC(=O)c1ccc(-c2ccc3nc(-c4ccccc4)cn3c2)cc1

Standard InChI:  InChI=1S/C21H16N2O2/c1-25-21(24)17-9-7-15(8-10-17)18-11-12-20-22-19(14-23(20)13-18)16-5-3-2-4-6-16/h2-14H,1H3

Standard InChI Key:  DOWBWDFYBJXHFI-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 28  0  0  0  0  0  0  0  0999 V2000
   16.4002   -8.4278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3990   -9.2473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1071   -9.6563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8168   -9.2468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8139   -8.4242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1053   -8.0189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5216   -9.6536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5215  -10.4719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2290  -10.8793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2251   -9.2444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9332   -9.6481    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.9402  -10.4666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7208  -10.7129    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.1963  -10.0466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7095   -9.3886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0121  -10.0378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4262  -10.7436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2426  -10.7370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6459  -10.0252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2269   -9.3187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4118   -9.3289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6924   -8.0193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6922   -7.2021    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.9848   -8.4281    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.2770   -8.0197    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  2  0
 22 24  1  0
 24 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4564832

   ---

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: 328.37

Molecular Weight (Monoisotopic): 328.1212

AlogP: 4.45

#Rotatable Bonds: 3

Polar Surface Area: 43.60

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.36

CX LogP: 4.44

CX LogD: 4.44

Aromatic Rings: 4

Heavy Atoms: 25

QED Weighted: 0.52

Np Likeness Score: -1.25

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