dimethyl furan-2-carbonylphosphonate

ID: ALA2289469

PubChem CID: 24806975

Max Phase: Preclinical

Molecular Formula: C7H9O5P

Molecular Weight: 204.12

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COP(=O)(OC)C(=O)c1ccco1

Standard InChI:  InChI=1S/C7H9O5P/c1-10-13(9,11-2)7(8)6-4-3-5-12-6/h3-5H,1-2H3

Standard InChI Key:  BBHVGPZHALKGLR-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 13 13  0  0  0  0  0  0  0  0999 V2000
    3.5342  -27.7514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5479  -26.9318    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    3.5628  -26.1082    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3675  -26.9455    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7294  -26.9141    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9795  -27.9787    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1987  -28.2305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1982  -29.0529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9764  -29.3078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4591  -28.6444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8402  -28.1830    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8597  -25.6888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7909  -26.2437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  2  4  1  0
  2  5  2  0
  1  2  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  6 10  1  0
  1  7  1  0
  1 11  2  0
  3 12  1  0
  4 13  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2289469

   Dimethoxyphosphoryl(furan-2-yl)methanone

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: 204.12

Molecular Weight (Monoisotopic): 204.0188

AlogP: 1.91

#Rotatable Bonds: 4

Polar Surface Area: 65.74

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 0.53

CX LogD: 0.53

Aromatic Rings: 1

Heavy Atoms: 13

QED Weighted: 0.70

Np Likeness Score: -0.52

References

1. 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