tetraisopropyl-2-(3-methoxy-4-fluorophenyl)ethene-1,1-diyldiphosphonate

ID: ALA4065070

PubChem CID: 137631478

Max Phase: Preclinical

Molecular Formula: C21H35FO7P2

Molecular Weight: 480.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(C=C(P(=O)(OC(C)C)OC(C)C)P(=O)(OC(C)C)OC(C)C)ccc1F

Standard InChI:  InChI=1S/C21H35FO7P2/c1-14(2)26-30(23,27-15(3)4)21(31(24,28-16(5)6)29-17(7)8)13-18-10-11-19(22)20(12-18)25-9/h10-17H,1-9H3

Standard InChI Key:  RJLRSKUZAYSZNL-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 31 31  0  0  0  0  0  0  0  0999 V2000
   30.3304   -2.8706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0448   -2.4581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3304   -3.6955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6137   -4.1061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6134   -4.9302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3283   -5.3435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0451   -4.9267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0419   -4.1039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7592   -2.8706    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   31.0448   -1.6332    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   30.8262   -0.8291    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.8000   -1.1865    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.2430   -1.8415    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.7592   -3.6955    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.4260   -2.1832    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.5510   -3.0788    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.0286   -0.6185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8122    0.1808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4474   -1.2040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7908   -0.3092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5460    0.1376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0264    0.1285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3548   -2.4168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0216   -1.7295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6167   -3.3381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7681   -3.8747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5659   -4.0846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1875   -4.4607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3294   -6.1684    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   28.8987   -5.3424    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.8983   -6.1674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  1  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  3  1  0
  2  9  1  0
  2 10  1  0
 10 11  1  0
 10 12  1  0
 10 13  2  0
  9 14  2  0
  9 15  1  0
  9 16  1  0
 11 17  1  0
 17 18  1  0
 17 19  1  0
 12 20  1  0
 20 21  1  0
 20 22  1  0
 15 23  1  0
 23 24  1  0
 23 25  1  0
 16 26  1  0
 26 27  1  0
 26 28  1  0
  6 29  1  0
  5 30  1  0
 30 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4065070

   ---

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: 480.45

Molecular Weight (Monoisotopic): 480.1842

AlogP: 7.22

#Rotatable Bonds: 12

Polar Surface Area: 80.29

Molecular Species: NEUTRAL

HBA: 7

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.45

CX LogD: 5.45

Aromatic Rings: 1

Heavy Atoms: 31

QED Weighted: 0.29

Np Likeness Score: -0.41

References

1.  (2016)  7  (10): [10.1039/C6MD00300A]

Source

Source(1):

• Scientific Literature