1-(4-((2,6-Difluorophenyl)ethynyl)phenyl)-4-methylpiperazine

ID: ALA4288335

PubChem CID: 137366917

Max Phase: Preclinical

Molecular Formula: C19H18F2N2

Molecular Weight: 312.36

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN1CCN(c2ccc(C#Cc3c(F)cccc3F)cc2)CC1

Standard InChI:  InChI=1S/C19H18F2N2/c1-22-11-13-23(14-12-22)16-8-5-15(6-9-16)7-10-17-18(20)3-2-4-19(17)21/h2-6,8-9H,11-14H2,1H3

Standard InChI Key:  OHENVUNDNBTBCQ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
   37.1812   -3.0751    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.5908   -2.3626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.4101   -2.3603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.8197   -3.0704    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.4142   -3.7787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.5949   -3.7811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.6389   -3.0680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.3619   -3.0774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9564   -3.7858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1372   -3.7881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7276   -3.0780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1331   -2.3697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9523   -2.3673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9083   -3.0804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0891   -3.0827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2698   -3.0851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8602   -3.7934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0409   -3.7958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6313   -3.0898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0409   -2.3774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8602   -2.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2657   -1.6667    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   32.2739   -4.5036    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  1  6  1  0
  4  7  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
  8 13  2  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
 11 14  1  0
  1  8  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4288335

   ---

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: 312.36

Molecular Weight (Monoisotopic): 312.1438

AlogP: 3.12

#Rotatable Bonds: 1

Polar Surface Area: 6.48

Molecular Species: NEUTRAL

HBA: 2

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.87

CX LogP: 4.33

CX LogD: 3.74

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.75

Np Likeness Score: -1.41

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