(dimethoxyphosphoryl)(thiophen-2-yl)methyl 2-(3-(trifluoromethyl)phenoxy)acetate

ID: ALA2289458

PubChem CID: 76331179

Max Phase: Preclinical

Molecular Formula: C16H16F3O6PS

Molecular Weight: 424.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COP(=O)(OC)C(OC(=O)COc1cccc(C(F)(F)F)c1)c1cccs1

Standard InChI:  InChI=1S/C16H16F3O6PS/c1-22-26(21,23-2)15(13-7-4-8-27-13)25-14(20)10-24-12-6-3-5-11(9-12)16(17,18)19/h3-9,15H,10H2,1-2H3

Standard InChI Key:  WNAFXLSYDCONJW-UHFFFAOYSA-N

Molfile:  

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    7.7541  -23.5763    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    7.7541  -22.7591    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5713  -23.5763    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9369  -23.5763    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4632  -24.8021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5472  -25.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3456  -25.7833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7542  -25.0742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2064  -24.4677    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.0450  -24.8021    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3359  -24.3935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6310  -24.8021    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3359  -23.5763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6310  -23.1677    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    3.5078  -23.5763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5078  -24.3935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2169  -24.8021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9219  -24.3935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4632  -22.3505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9799  -22.8672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8003  -23.1674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8006  -22.3502    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.0924  -23.5757    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.0884  -22.7575    0.0000 F   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  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  6 10  1  0
  1  6  1  0
 12 13  2  0
 12 14  1  0
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 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 16 21  2  0
 15 16  1  0
 14 15  1  0
  1 11  1  0
  3 22  1  0
  4 23  1  0
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 24 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2289458

   [Dimethoxyphosphoryl(thiophen-2-yl)methyl] 2-[3-(trifluoromethyl)phenoxy]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: 424.33

Molecular Weight (Monoisotopic): 424.0357

AlogP: 4.87

#Rotatable Bonds: 8

Polar Surface Area: 71.06

Molecular Species: NEUTRAL

HBA: 7

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.96

CX LogD: 3.96

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.44

Np Likeness Score: -1.37

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