4-(ethoxycarbonyl)phenyl diethoxyphosphinecarboxylate oxide

ID: ALA330012

PubChem CID: 13077902

Max Phase: Preclinical

Molecular Formula: C14H19O7P

Molecular Weight: 330.27

Molecule Type: Small molecule

Names and Identifiers

Synonyms: 4-(Ethoxycarbonyl)Phenyl Diethoxyphosphinecarboxylate Oxide | CHEMBL330012|4-(ethoxycarbonyl)phenyl diethoxyphosphinecarboxylate oxide|SCHEMBL10892183|HCCIYAQAHHSQLD-UHFFFAOYSA-N|BDBM50027558|Diethyl 4-(ethoxycarbonyl)phenoxycarbonylphosphonate

Canonical SMILES:  CCOC(=O)c1ccc(OC(=O)P(=O)(OCC)OCC)cc1

Standard InChI:  InChI=1S/C14H19O7P/c1-4-18-13(15)11-7-9-12(10-8-11)21-14(16)22(17,19-5-2)20-6-3/h7-10H,4-6H2,1-3H3

Standard InChI Key:  HCCIYAQAHHSQLD-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 22  0  0  0  0  0  0  0  0999 V2000
    1.8917   -3.7000    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    2.4917   -3.7000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1875   -4.2167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7917   -4.2167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8917   -3.1000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5875   -4.2167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7917   -3.1792    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4875   -3.6917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8917   -4.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2917   -3.7000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2875   -4.7375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2792   -3.6917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3917   -4.2167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4875   -4.7375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6875   -3.7000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6875   -4.7375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9917   -3.1792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3667   -4.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0875   -4.7292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3875   -5.2542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3917   -3.1792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3667   -5.2000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  6  1  0
  4  2  1  0
  5  1  2  0
  6 11  2  0
  7  2  2  0
  8  3  2  0
  9  1  1  0
 10  1  1  0
 11 16  1  0
 12 15  2  0
 13  4  1  0
 14  3  1  0
 15 13  1  0
 16 13  2  0
 17 10  1  0
 18  9  1  0
 19 14  1  0
 20 19  1  0
 21 17  1  0
 22 18  1  0
 12  6  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA330012

   4-(Ethoxycarbonyl)phenyl diethoxyphosphinecarboxylate oxide

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: 330.27

Molecular Weight (Monoisotopic): 330.0868

AlogP: 3.63

#Rotatable Bonds: 8

Polar Surface Area: 88.13

Molecular Species: ┄

HBA: 7

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.10

CX LogD: 3.10

Aromatic Rings: 1

Heavy Atoms: 22

QED Weighted: 0.53

Np Likeness Score: -0.29

References

1. Norén JO, Helgstrand E, Johansson NG, Misiorny A, Stening G..  (1983)  Synthesis of esters of phosphonoformic acid and their antiherpes activity.,  26  (2): [PMID:6298425] [10.1021/jm00356a028]

Source

Source(1):

• Scientific Literature