sodium hydrogen(3S)-1-bromo-3-hydroxy-4-(oleoyloxy)butylphosphonate

ID: ALA3621353

Chembl Id: CHEMBL3621353

PubChem CID: 122191108

Max Phase: Preclinical

Molecular Formula: C22H41BrNaO6P

Molecular Weight: 513.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCCC/C=C\CCCCCCCC(=O)OC[C@@H](O)CC(Br)P(=O)([O-])O.[Na+]

Standard InChI:  InChI=1S/C22H42BrO6P.Na/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-22(25)29-19-20(24)18-21(23)30(26,27)28;/h9-10,20-21,24H,2-8,11-19H2,1H3,(H2,26,27,28);/q;+1/p-1/b10-9-;/t20-,21?;/m0./s1

Standard InChI Key:  YSWFDTRXGWWOEH-ILEFDEQDSA-M

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: 513.45

Molecular Weight (Monoisotopic): 512.1902

AlogP: 6.22

#Rotatable Bonds: 20

Polar Surface Area: 104.06

Molecular Species: ACID

HBA: 4

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 1.57

CX Basic pKa: ┄

CX LogP: 5.81

CX LogD: 3.42

Aromatic Rings: ┄

Heavy Atoms: 30

QED Weighted: 0.06

Np Likeness Score: 0.82

References

1. Downey AM, Cairo CW.  (2014)  Synthesis of -brominated phosphonates and their application as phosphate bioisosteres,  5  (11): [10.1039/C4MD00255E]

Source

Source(1):

• Scientific Literature