O,O-Dimethyl(2,4-Dichlorophenoxyacetoxy)(furan-2-yl)-methylphosphonate

ID: ALA2253447

Chembl Id: CHEMBL2253447

PubChem CID: 76330028

Max Phase: Preclinical

Molecular Formula: C15H15Cl2O7P

Molecular Weight: 409.16

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COP(=O)(OC)C(OC(=O)COc1ccc(Cl)cc1Cl)c1ccco1

Standard InChI:  InChI=1S/C15H15Cl2O7P/c1-20-25(19,21-2)15(13-4-3-7-22-13)24-14(18)9-23-12-6-5-10(16)8-11(12)17/h3-8,15H,9H2,1-2H3

Standard InChI Key:  IEQFSNFNURWUPF-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA2253447

   O,O-dimethyl 1-(2,4-dichlorophenoxyacetoxy)-1-(furan-2-yl)methylphosphonate

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: 409.16

Molecular Weight (Monoisotopic): 407.9932

AlogP: 4.69

#Rotatable Bonds: 8

Polar Surface Area: 84.20

Molecular Species: NEUTRAL

HBA: 7

HBD: 0

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa:

CX LogP: 3.36

CX LogD: 3.36

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.46

Np Likeness Score: -1.14

References

1. Peng H, Wang T, Xie P, Chen T, He HW, Wan J..  (2007)  Molecular docking and three-dimensional quantitative structure-activity relationship studies on the binding modes of herbicidal 1-(substituted phenoxyacetoxy)alkylphosphonates to the E1 component of pyruvate dehydrogenase.,  55  (5): [PMID:17288442] [10.1021/jf062730h]

2. He HW, Peng H, Wang T, Wang C, Yuan JL, Chen T, He J, Tan X..  (2013)  α-(Substituted-phenoxyacetoxy)-α-heterocyclylmethylphosphonates: synthesis, herbicidal activity, inhibition on pyruvate dehydrogenase complex (PDHc), and application as postemergent herbicide against broadleaf weeds.,  61  (10): [PMID:23398199] [10.1021/jf305153h]

Source

Source(1):

• Scientific Literature