1-Chloro-4-((2,6-difluorophenyl)ethynyl)isoquinoline

ID: ALA4292116

PubChem CID: 137366927

Max Phase: Preclinical

Molecular Formula: C17H8ClF2N

Molecular Weight: 299.71

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Fc1cccc(F)c1C#Cc1cnc(Cl)c2ccccc12

Standard InChI:  InChI=1S/C17H8ClF2N/c18-17-13-5-2-1-4-12(13)11(10-21-17)8-9-14-15(19)6-3-7-16(14)20/h1-7,10H

Standard InChI Key:  UOVQBSKTPBVSDW-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   19.1271  -21.3539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7143  -22.0630    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.8930  -22.0630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4844  -21.3539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8930  -20.6407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4844  -19.9316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8930  -19.2225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7143  -19.2225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1271  -19.9316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7143  -20.6407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6631  -21.3539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8418  -21.3539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0205  -21.3539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6077  -22.0630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7864  -22.0630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3778  -21.3539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7864  -20.6407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6077  -20.6407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0205  -19.9316    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   15.0205  -22.7762    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   19.9484  -21.3539    0.0000 Cl  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  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  1 10  1  0
  5 10  2  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
  1 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4292116

   ---

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: 299.71

Molecular Weight (Monoisotopic): 299.0313

AlogP: 4.57

#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: 4.98

CX LogD: 4.98

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.44

Np Likeness Score: -1.01

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