5-((2,6-Difluorophenyl)ethynyl)-1H-pyrrolo[2,3-b]pyridine

ID: ALA4292409

PubChem CID: 137366964

Max Phase: Preclinical

Molecular Formula: C15H8F2N2

Molecular Weight: 254.24

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Fc1cccc(F)c1C#Cc1cnc2[nH]ccc2c1

Standard InChI:  InChI=1S/C15H8F2N2/c16-13-2-1-3-14(17)12(13)5-4-10-8-11-6-7-18-15(11)19-9-10/h1-3,6-9H,(H,18,19)

Standard InChI Key:  UQGCOBGDTQODSV-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 21  0  0  0  0  0  0  0  0999 V2000
   17.3936  -21.4480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9850  -22.1571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1678  -22.1571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7592  -21.4480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1678  -20.7389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9850  -20.7389    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.1961  -21.6188    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.5329  -22.7636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2802  -22.4292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9420  -21.4480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1248  -21.4480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3077  -21.4480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8991  -22.1571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0819  -22.1571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6733  -21.4480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0819  -20.7389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8991  -20.7389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3077  -20.0340    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   13.3077  -22.8621    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  1  6  2  0
  8  9  2  0
  7  9  1  0
  1  7  1  0
  2  8  1  0
 10 11  3  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 12 17  2  0
 17 18  1  0
 13 19  1  0
 11 12  1  0
  4 10  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4292409

   ---

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: 254.24

Molecular Weight (Monoisotopic): 254.0656

AlogP: 3.24

#Rotatable Bonds: ┄

Polar Surface Area: 28.68

Molecular Species: NEUTRAL

HBA: 1

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.33

CX LogP: 3.63

CX LogD: 3.63

Aromatic Rings: 3

Heavy Atoms: 19

QED Weighted: 0.61

Np Likeness Score: -1.13

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