8-((2,6-Difluorophenyl)ethynyl)-N,N-dimethyl-1,6naphthyridin-5-amine

ID: ALA4290623

PubChem CID: 137366952

Max Phase: Preclinical

Molecular Formula: C18H13F2N3

Molecular Weight: 309.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(C)c1ncc(C#Cc2c(F)cccc2F)c2ncccc12

Standard InChI:  InChI=1S/C18H13F2N3/c1-23(2)18-14-5-4-10-21-17(14)12(11-22-18)8-9-13-15(19)6-3-7-16(13)20/h3-7,10-11H,1-2H3

Standard InChI Key:  QDPWNCOTFMIWSU-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
   34.3633  -24.2322    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.7760  -23.5231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5973  -23.5231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0059  -24.2322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5973  -24.9412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0059  -25.6545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5973  -26.3635    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.7760  -26.3635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3633  -25.6545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7760  -24.9412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.8273  -25.6545    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.2400  -24.9412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.2400  -26.3635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5420  -25.6545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7207  -25.6545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8993  -25.6545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4908  -26.3635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6694  -26.3635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2567  -25.6545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6694  -24.9412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4908  -24.9412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8993  -24.2321    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   31.8993  -27.0768    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
  6 11  1  0
 11 12  1  0
 11 13  1  0
 14 15  3  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 16 21  2  0
 21 22  1  0
 17 23  1  0
 15 16  1  0
  9 14  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4290623

   ---

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: 309.32

Molecular Weight (Monoisotopic): 309.1078

AlogP: 3.37

#Rotatable Bonds: 1

Polar Surface Area: 29.02

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.13

CX LogP: 4.02

CX LogD: 4.02

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.65

Np Likeness Score: -1.21

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