5-((2,6-Difluorophenyl)ethynyl)-1-methyl-1H-indole

ID: ALA4293880

PubChem CID: 137366956

Max Phase: Preclinical

Molecular Formula: C17H11F2N

Molecular Weight: 267.28

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cn1ccc2cc(C#Cc3c(F)cccc3F)ccc21

Standard InChI:  InChI=1S/C17H11F2N/c1-20-10-9-13-11-12(6-8-17(13)20)5-7-14-15(18)3-2-4-16(14)19/h2-4,6,8-11H,1H3

Standard InChI Key:  SPPDIZMJRZTHGD-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
   37.3659  -11.7796    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.4609  -12.5923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.7130  -12.9334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.1590  -12.3288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3440  -12.3378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9287  -11.6310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3285  -10.9194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.1477  -10.9105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.5630  -11.6172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.9704  -11.2298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1095  -11.6399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2902  -11.6448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4710  -11.6537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0671  -12.3653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2479  -12.3742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8326  -11.6675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2365  -10.9559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0557  -10.9469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4597  -10.2353    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   32.4824  -13.0721    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  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  1  9  1  0
  4  9  2  0
  1 10  1  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
  6 11  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4293880

   ---

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: 267.28

Molecular Weight (Monoisotopic): 267.0860

AlogP: 3.86

#Rotatable Bonds: ┄

Polar Surface Area: 4.93

Molecular Species: ┄

HBA: 1

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 1

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.70

CX LogD: 4.70

Aromatic Rings: 3

Heavy Atoms: 20

QED Weighted: 0.55

Np Likeness Score: -1.17

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