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

ID: ALA4526691

PubChem CID: 155544102

Max Phase: Preclinical

Molecular Formula: C20H16N2S

Molecular Weight: 316.43

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CSc1ccc(-c2ccc3nc(-c4ccccc4)cn3c2)cc1

Standard InChI:  InChI=1S/C20H16N2S/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:  QNHYYRIWHXMPCR-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 26  0  0  0  0  0  0  0  0999 V2000
   32.2570   -2.0182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2559   -2.8377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9639   -3.2467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6736   -2.8372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6707   -2.0146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9621   -1.6093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3784   -3.2440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3783   -4.0623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0859   -4.4697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0819   -2.8348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7900   -3.2385    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.7970   -4.0570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.5776   -4.3033    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.0531   -3.6370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.5663   -2.9790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8690   -3.6282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.2830   -4.3340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.0994   -4.3274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.5027   -3.6156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.0837   -2.9092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.2687   -2.9193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5492   -1.6098    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   31.5490   -0.7926    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:

   

   ALA4526691

   ---

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: 316.43

Molecular Weight (Monoisotopic): 316.1034

AlogP: 5.39

#Rotatable Bonds: 3

Polar Surface Area: 17.30

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 2

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 5.40

CX LogP: 5.07

CX LogD: 5.06

Aromatic Rings: 4

Heavy Atoms: 23

QED Weighted: 0.47

Np Likeness Score: -1.66

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