7-((2,6-Difluorophenyl)ethynyl)quinolin-4-amine

ID: ALA4293672

PubChem CID: 137366930

Max Phase: Preclinical

Molecular Formula: C17H10F2N2

Molecular Weight: 280.28

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1ccnc2cc(C#Cc3c(F)cccc3F)ccc12

Standard InChI:  InChI=1S/C17H10F2N2/c18-14-2-1-3-15(19)12(14)6-4-11-5-7-13-16(20)8-9-21-17(13)10-11/h1-3,5,7-10H,(H2,20,21)

Standard InChI Key:  CWUSFTYDLGGYKO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   35.9183  -10.0708    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.7355  -10.0708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1441  -10.7758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.7355  -11.4849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9183  -11.4849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5097  -12.1940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6925  -12.1940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2839  -11.4849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6925  -10.7758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5097  -10.7758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1441  -12.1940    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.4667  -11.4849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6495  -11.4849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8323  -11.4849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4238  -12.1940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6066  -12.1940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1980  -11.4849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6066  -10.7758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4238  -10.7758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8323  -10.0708    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   31.8323  -12.8989    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
  4 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
  8 12  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4293672

   ---

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: 280.28

Molecular Weight (Monoisotopic): 280.0812

AlogP: 3.50

#Rotatable Bonds: ┄

Polar Surface Area: 38.91

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.06

CX LogP: 3.71

CX LogD: 3.55

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.64

Np Likeness Score: -0.85

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