4-((2,6-Difluorophenyl)ethynyl)quinoline

ID: ALA4291689

PubChem CID: 137366918

Max Phase: Preclinical

Molecular Formula: C17H9F2N

Molecular Weight: 265.26

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Fc1cccc(F)c1C#Cc1ccnc2ccccc12

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

Standard InChI Key:  WHKMTVYHWVHVKO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
    8.6407  -26.8637    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.2280  -27.5728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4066  -27.5728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9939  -26.8637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4066  -26.1505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9939  -25.4414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4066  -24.7323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2280  -24.7323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6407  -25.4414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2280  -26.1505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1726  -26.8637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3513  -26.8637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5300  -26.8637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1214  -27.5728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000  -27.5728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8873  -26.8637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000  -26.1505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1214  -26.1505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5300  -25.4414    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.5300  -28.2860    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
  4 11  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4291689

   ---

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: 3.92

CX LogP: 4.54

CX LogD: 4.54

Aromatic Rings: 3

Heavy Atoms: 20

QED Weighted: 0.56

Np Likeness Score: -0.87

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