5-((2,6-Difluorophenyl)ethynyl)quinoline

ID: ALA4291268

PubChem CID: 137366915

Max Phase: Preclinical

Molecular Formula: C17H9F2N

Molecular Weight: 265.26

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Fc1cccc(F)c1C#Cc1cccc2ncccc12

Standard InChI:  InChI=1S/C17H9F2N/c18-15-6-2-7-16(19)14(15)10-9-12-4-1-8-17-13(12)5-3-11-20-17/h1-8,11H

Standard InChI Key:  BHSMZLZFHZFDLK-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
   33.1832   -3.5431    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.7696   -4.2558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9483   -4.2548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5365   -3.5453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9500   -2.8325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5382   -2.1229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9517   -1.4143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7731   -1.4153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1849   -2.1249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7714   -2.8335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7168   -2.1220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8955   -2.1251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0742   -2.1241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6648   -2.8286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8434   -2.8276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4316   -2.1221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8451   -1.4094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6665   -1.4104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0759   -0.6977    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   29.0725   -3.5423    0.0000 F   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  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  1 10  1  0
  5 10  1  0
 11 12  3  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 13 18  2  0
 18 19  1  0
 14 20  1  0
 12 13  1  0
  6 11  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4291268

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 265.26

Molecular Weight (Monoisotopic): 265.0703

AlogP: 3.91

#Rotatable Bonds: ┄

Polar Surface Area: 12.89

Molecular Species: NEUTRAL

HBA: 1

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 1

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.36

CX LogP: 4.54

CX LogD: 4.54

Aromatic Rings: 3

Heavy Atoms: 20

QED Weighted: 0.56

Np Likeness Score: -1.08

References

1. Sviripa VM, Kril LM, Zhang W, Xie Y, Wyrebek P, Ponomareva L, Liu X, Yuan Y, Zhan CG, Watt DS, Liu C..  (2018)  Phenylethynyl-substituted Heterocycles Inhibit Cyclin D1 and Induce the Expression of Cyclin-dependent Kinase Inhibitor p21Wif1/Cip1 in Colorectal Cancer Cells.,  9  (1): [PMID:29527286] [10.1039/C7MD00393E]

Source

Source(1):

• Scientific Literature