(E)-diethyl 4-chlorostyrylphosphonate

ID: ALA4089924

PubChem CID: 11778123

Max Phase: Preclinical

Molecular Formula: C12H16ClO3P

Molecular Weight: 274.68

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOP(=O)(/C=C/c1ccc(Cl)cc1)OCC

Standard InChI:  InChI=1S/C12H16ClO3P/c1-3-15-17(14,16-4-2)10-9-11-5-7-12(13)8-6-11/h5-10H,3-4H2,1-2H3/b10-9+

Standard InChI Key:  SWYVCFGKNSHNDR-MDZDMXLPSA-N

Molfile:  

     RDKit          2D

 17 17  0  0  0  0  0  0  0  0999 V2000
   20.6626  -11.4001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3771  -10.9876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0915  -11.4001    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   22.8061  -10.9876    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.0915  -12.2251    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.0835  -10.5709    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.9481  -10.9876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3650  -10.1654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3570   -9.3405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5206  -11.4001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2350  -10.9876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9531  -10.1614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2395   -9.7490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5240  -10.1616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5267  -10.9909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2409  -11.3996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8090   -9.7500    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  3  5  2  0
  3  6  1  0
  1  7  1  0
  6  8  1  0
  8  9  1  0
  4 10  1  0
 10 11  1  0
  7 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16  7  1  0
 14 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4089924

   diethyl (E)-(4-chlorostyryl)phosphonate

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: 274.68

Molecular Weight (Monoisotopic): 274.0526

AlogP: 4.58

#Rotatable Bonds: 6

Polar Surface Area: 35.53

Molecular Species: ┄

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.40

CX LogD: 3.40

Aromatic Rings: 1

Heavy Atoms: 17

QED Weighted: 0.71

Np Likeness Score: -0.17

References

1.  (2016)  7  (10): [10.1039/C6MD00300A]

Source

Source(1):

• Scientific Literature