6-(4-Fluorophenyl)-2-(3-methoxyphenyl)imidazo[1,2-a]pyridine

ID: ALA4436671

PubChem CID: 155512006

Max Phase: Preclinical

Molecular Formula: C20H15FN2O

Molecular Weight: 318.35

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cccc(-c2cn3cc(-c4ccc(F)cc4)ccc3n2)c1

Standard InChI:  InChI=1S/C20H15FN2O/c1-24-18-4-2-3-15(11-18)19-13-23-12-16(7-10-20(23)22-19)14-5-8-17(21)9-6-14/h2-13H,1H3

Standard InChI Key:  QKDWKEBEXXTPKF-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
   15.6201  -27.2273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6190  -28.0468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3270  -28.4558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0367  -28.0464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0339  -27.2237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3253  -26.8184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7415  -28.4531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7415  -29.2714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4490  -29.6788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4450  -28.0439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1531  -28.4476    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.1601  -29.2661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9407  -29.5124    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.4163  -28.8461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9294  -28.1881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2321  -28.8373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6462  -29.5431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4626  -29.5365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8659  -28.8247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4468  -28.1183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6318  -28.1284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9123  -26.8189    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   22.8769  -30.2409    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.6940  -30.2342    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
 18 23  1  0
 23 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4436671

   ---

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: 318.35

Molecular Weight (Monoisotopic): 318.1168

AlogP: 4.82

#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: 5.40

CX LogP: 4.42

CX LogD: 4.42

Aromatic Rings: 4

Heavy Atoms: 24

QED Weighted: 0.54

Np Likeness Score: -1.67

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