O,O-Dimethyl(4-Chloro-2-methylphenoxyacetoxy)(furan-2-yl)methylphosphonate

ID: ALA2253450

Chembl Id: CHEMBL2253450

PubChem CID: 16109709

Max Phase: Preclinical

Molecular Formula: C16H18ClO7P

Molecular Weight: 388.74

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COP(=O)(OC)C(OC(=O)COc1ccc(Cl)cc1C)c1ccco1

Standard InChI:  InChI=1S/C16H18ClO7P/c1-11-9-12(17)6-7-13(11)23-10-15(18)24-16(14-5-4-8-22-14)25(19,20-2)21-3/h4-9,16H,10H2,1-3H3

Standard InChI Key:  MHIAGUHFKHVXBP-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA2253450

   [Dimethoxyphosphoryl(furan-2-yl)methyl] 2-(4-chloro-2-methylphenoxy)acetate

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: 388.74

Molecular Weight (Monoisotopic): 388.0479

AlogP: 4.35

#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: 3.29

CX LogD: 3.29

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.49

Np Likeness Score: -1.11

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