4-((2,6-Difluorophenyl)ethynyl)isoquinolin-1-amine

ID: ALA4288696

PubChem CID: 137366955

Max Phase: Preclinical

Molecular Formula: C17H10F2N2

Molecular Weight: 280.28

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1ncc(C#Cc2c(F)cccc2F)c2ccccc12

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

Standard InChI Key:  KVDVSMGIXZBJTD-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   37.1152  -20.3675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.7025  -21.0766    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.8812  -21.0766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4726  -20.3675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8812  -19.6543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4726  -18.9452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8812  -18.2361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.7025  -18.2361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1152  -18.9452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.7025  -19.6543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.9365  -20.3675    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.6512  -20.3675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8299  -20.3675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0086  -20.3675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5959  -21.0766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7746  -21.0766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3660  -20.3675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7746  -19.6543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5959  -19.6543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0086  -18.9452    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   33.0086  -21.7898    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  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
  1 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
  4 12  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4288696

   ---

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: 4.86

CX LogP: 3.92

CX LogD: 3.92

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.64

Np Likeness Score: -0.72

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