3-((2,6-Difluorophenyl)ethynyl)-8-fluoroquinoline

ID: ALA4292754

PubChem CID: 137366932

Max Phase: Preclinical

Molecular Formula: C17H8F3N

Molecular Weight: 283.25

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Fc1cccc(F)c1C#Cc1cnc2c(F)cccc2c1

Standard InChI:  InChI=1S/C17H8F3N/c18-14-4-2-5-15(19)13(14)8-7-11-9-12-3-1-6-16(20)17(12)21-10-11/h1-6,9-10H

Standard InChI Key:  HTRVWZUDUGERSS-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   15.9085   -3.5061    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.0913   -3.5061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6827   -2.7971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0913   -2.0880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9085   -2.0880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3171   -1.3830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1343   -1.3830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5428   -2.0880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1343   -2.7971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3171   -2.7971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5428   -3.5061    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   13.8655   -2.7971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0442   -2.7971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2270   -2.7971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8184   -3.5061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0012   -3.5061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5926   -2.7971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0012   -2.0880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8184   -2.0880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2270   -1.3830    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   12.2270   -4.2111    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
  9 11  1  0
 12 13  3  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 14 19  2  0
 19 20  1  0
 15 21  1  0
 13 14  1  0
  3 12  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4292754

   ---

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: 283.25

Molecular Weight (Monoisotopic): 283.0609

AlogP: 4.05

#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: ┄

CX LogP: 4.68

CX LogD: 4.68

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.57

Np Likeness Score: -1.07

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