(Z)-Octadec-9-enoic acid 4-[((S)-2-amino-2-carboxy-ethoxy)-hydroxy-phosphoryloxy]-butyl ester

ID: ALA4741744

PubChem CID: 162646889

Max Phase: Preclinical

Molecular Formula: C25H48NO8P

Molecular Weight: 521.63

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCCCCCC/C=C\CCCCCCCC(=O)OCCCCOP(=O)(O)OC[C@H](N)C(=O)O

Standard InChI:  InChI=1S/C25H48NO8P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-19-24(27)32-20-17-18-21-33-35(30,31)34-22-23(26)25(28)29/h9-10,23H,2-8,11-22,26H2,1H3,(H,28,29)(H,30,31)/b10-9-/t23-/m0/s1

Standard InChI Key:  IFPSMPWJVBKVTN-AXKWSIDASA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4741744

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 521.63

Molecular Weight (Monoisotopic): 521.3118

AlogP: 5.89

#Rotatable Bonds: 25

Polar Surface Area: 145.38

Molecular Species: ZWITTERION

HBA: 7

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 9

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 1.62

CX Basic pKa: 9.38

CX LogP: 4.44

CX LogD: 1.33

Aromatic Rings: ┄

Heavy Atoms: 35

QED Weighted: 0.06

Np Likeness Score: 0.90

References

1. Nakamura S,Sayama M,Uwamizu A,Jung S,Ikubo M,Otani Y,Kano K,Omi J,Inoue A,Aoki J,Ohwada T.  (2020)  Non-naturally Occurring Regio Isomer of Lysophosphatidylserine Exhibits Potent Agonistic Activity toward G Protein-Coupled Receptors.,  63  (17): [PMID:32787112] [10.1021/acs.jmedchem.0c01126]

Source

Source(1):

• Scientific Literature