sodium ((4-methylpent-3-enyl)oxidophosphoryl)methylphosphonate

ID: ALA4099094

PubChem CID: 137659512

Max Phase: Preclinical

Molecular Formula: C7H13Na3O5P2

Molecular Weight: 242.15

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)=CCCP(=O)([O-])CP(=O)([O-])[O-].[Na+].[Na+].[Na+]

Standard InChI:  InChI=1S/C7H16O5P2.3Na/c1-7(2)4-3-5-13(8,9)6-14(10,11)12;;;/h4H,3,5-6H2,1-2H3,(H,8,9)(H2,10,11,12);;;/q;3*+1/p-3

Standard InChI Key:  MXZMASRDOPBGCI-UHFFFAOYSA-K

Molfile:  

     RDKit          2D

 17 13  0  0  0  0  0  0  0  0999 V2000
    7.6973  -25.0853    0.0000 Na  0  0  0  0  0 15  0  0  0  0  0  0
    6.3064  -23.8719    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    5.6006  -24.2805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8908  -23.8719    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    6.3064  -23.0547    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8866  -24.6850    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8908  -23.0547    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0595  -23.8719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7694  -24.2805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0163  -24.2805    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3023  -24.6850    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1850  -24.2805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4751  -23.8719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3537  -24.2805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0595  -23.0547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2911  -25.5434    0.0000 Na  0  0  0  0  0 15  0  0  0  0  0  0
    7.5735  -23.7233    0.0000 Na  0  0  0  0  0 15  0  0  0  0  0  0
  3  2  1  0
  4  3  1  0
  5  2  2  0
  6  4  1  0
  7  4  2  0
  8  9  2  0
  9 13  1  0
 10  2  1  0
 11  2  1  0
 12  4  1  0
 13 12  1  0
 14  8  1  0
 15  8  1  0
M  CHG  6   1   1   6  -1  10  -1  11  -1  16   1  17   1
M  END

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: 242.15

Molecular Weight (Monoisotopic): 242.0473

AlogP: 1.75

#Rotatable Bonds: 5

Polar Surface Area: 94.83

Molecular Species: ACID

HBA: 2

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 1.32

CX Basic pKa: ┄

CX LogP: -0.22

CX LogD: -4.88

Aromatic Rings: ┄

Heavy Atoms: 14

QED Weighted: 0.50

Np Likeness Score: 1.04

References

1. Shippy RR, Lin X, Agabiti SS, Li J, Zangari BM, Foust BJ, Poe MM, Hsiao CC, Vinogradova O, Wiemer DF, Wiemer AJ..  (2017)  Phosphinophosphonates and Their Tris-pivaloyloxymethyl Prodrugs Reveal a Negatively Cooperative Butyrophilin Activation Mechanism.,  60  (6): [PMID:28218845] [10.1021/acs.jmedchem.6b00965]

Source

Source(1):

• Scientific Literature