dimethyl furan-2-yl(hydroxy)methylphosphonate

ID: ALA2289468

Cas Number: 1883-27-8

PubChem CID: 15356828

Max Phase: Preclinical

Molecular Formula: C7H11O5P

Molecular Weight: 206.13

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C7H11O5P/c1-10-13(9,11-2)7(8)6-4-3-5-12-6/h3-5,7-8H,1-2H3

Standard InChI Key:  IWDMNJORIIZYBM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 13 13  0  0  0  0  0  0  0  0999 V2000
   17.7484  -22.7038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7621  -21.8842    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   17.7769  -21.0606    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.5817  -21.8979    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.9436  -21.8665    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.1937  -22.9311    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.4129  -23.1829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4124  -24.0053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1906  -24.2602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6733  -23.5968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0543  -23.1354    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.0739  -20.6412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0051  -21.1961    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  1  0
  3 12  1  0
  4 13  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2289468

   Dimethyl [(furan-2-yl)(hydroxy)methyl]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: 206.13

Molecular Weight (Monoisotopic): 206.0344

AlogP: 1.76

#Rotatable Bonds: 4

Polar Surface Area: 68.90

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.84

CX Basic pKa: ┄

CX LogP: 0.33

CX LogD: 0.33

Aromatic Rings: 1

Heavy Atoms: 13

QED Weighted: 0.76

Np Likeness Score: -0.54

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