(E)-Octadec-9-enoic acid (R)-4-fluoro-2-hydroxy-4-phosphono-butyl ester

ID: ALA370500

PubChem CID: 44400430

Max Phase: Preclinical

Molecular Formula: C22H42FO6P

Molecular Weight: 452.54

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCCC/C=C/CCCCCCCC(=O)OC[C@H](O)CC(F)P(=O)(O)O

Standard InChI:  InChI=1S/C22H42FO6P/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)/b10-9+/t20-,21?/m1/s1

Standard InChI Key:  YRZFDGAGYVFBGZ-QGTYTXRNSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA370500

   [(3R)-1-fluoro-3-hydroxy-4-[(E)-octadec-9-enoyl]oxybutyl]phosphonic acid

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: 452.54

Molecular Weight (Monoisotopic): 452.2703

AlogP: 5.79

#Rotatable Bonds: 20

Polar Surface Area: 104.06

Molecular Species: ACID

HBA: 4

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 1.20

CX Basic pKa: ┄

CX LogP: 5.21

CX LogD: 2.75

Aromatic Rings: ┄

Heavy Atoms: 30

QED Weighted: 0.09

Np Likeness Score: 0.68

References

1. Xu Y, Aoki J, Shimizu K, Umezu-Goto M, Hama K, Takanezawa Y, Yu S, Mills GB, Arai H, Qian L, Prestwich GD..  (2005)  Structure-activity relationships of fluorinated lysophosphatidic acid analogues.,  48  (9): [PMID:15857137] [10.1021/jm049186t]

Source

Source(1):

• Scientific Literature