octadecanoic acid 2-hydroxy-2-oxo-2lambda*5*-[1,2]oxaphospholan-5-ylmethyl ester

ID: ALA215854

PubChem CID: 44415020

Max Phase: Preclinical

Molecular Formula: C22H43O5P

Molecular Weight: 418.56

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCCCCCCCCCCCCC(=O)OCC1CCP(=O)(O)O1

Standard InChI:  InChI=1S/C22H43O5P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-22(23)26-20-21-18-19-28(24,25)27-21/h21H,2-20H2,1H3,(H,24,25)

Standard InChI Key:  RECPERJVACZKAR-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 28 28  0  0  0  0  0  0  0  0999 V2000
   -2.2505    0.6554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4255    0.6554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1698    1.4406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8380    1.9250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5054    1.4400    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9241    2.1587    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1844    0.9703    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4417    1.8283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2583    1.3916    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9864    1.7795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6863    1.3428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0146    2.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4145    1.7305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1144    1.2938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8426    1.6816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5426    1.2449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2708    1.6326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9707    1.1959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6988    1.5838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3987    1.1471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1269    1.5348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8268    1.0981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5550    1.4859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2550    1.0492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9832    1.4369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6831    1.0002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4113    1.3881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1112    0.9513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  5  7  1  0
 13 14  1  0
  2  3  1  0
 14 15  1  0
 15 16  1  0
  3  4  1  0
 16 17  1  0
  3  8  1  0
 17 18  1  0
  4  5  1  0
 18 19  1  0
  8  9  1  0
 19 20  1  0
  5  1  1  0
 20 21  1  0
  9 10  1  0
 21 22  1  0
  1  2  1  0
 22 23  1  0
 10 11  1  0
 23 24  1  0
  5  6  2  0
 24 25  1  0
 10 12  2  0
 25 26  1  0
 26 27  1  0
 11 13  1  0
 27 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA215854

   (2-Hydroxy-2-oxo-1,2lambda5-oxaphospholan-5-yl)methyl octadecanoate

2. Alternative Forms:

   

   ALA215854

   Sodium;(2-oxido-2-oxo-1,2lambda5-oxaphospholan-5-yl)methyl octadecanoate

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: 418.56

Molecular Weight (Monoisotopic): 418.2848

AlogP: 6.77

#Rotatable Bonds: 18

Polar Surface Area: 72.83

Molecular Species: ACID

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 1.36

CX Basic pKa: ┄

CX LogP: 6.00

CX LogD: 3.69

Aromatic Rings: ┄

Heavy Atoms: 28

QED Weighted: 0.15

Np Likeness Score: 0.57

References

1. Xu Y, Jiang G, Tsukahara R, Fujiwara Y, Tigyi G, Prestwich GD..  (2006)  Phosphonothioate and fluoromethylene phosphonate analogues of cyclic phosphatidic acid: Novel antagonists of lysophosphatidic acid receptors.,  49  (17): [PMID:16913720] [10.1021/jm060351+]

Source

Source(1):

• Scientific Literature