(S)-2-Amino-3-(hydroxy-{3-[3-(2-nonyloxy-phenyl)-propionyloxy]-propoxy}-phosphoryloxy)-propionic acid

ID: ALA3577178

PubChem CID: 122177524

Max Phase: Preclinical

Molecular Formula: C24H40NO9P

Molecular Weight: 517.56

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCCCCOc1ccccc1CCC(=O)OCCCOP(=O)(O)OC[C@H](N)C(=O)O

Standard InChI:  InChI=1S/C24H40NO9P/c1-2-3-4-5-6-7-10-16-31-22-13-9-8-12-20(22)14-15-23(26)32-17-11-18-33-35(29,30)34-19-21(25)24(27)28/h8-9,12-13,21H,2-7,10-11,14-19,25H2,1H3,(H,27,28)(H,29,30)/t21-/m0/s1

Standard InChI Key:  OXBAEVIAVYNLMH-NRFANRHFSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA3577178

   ---

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: 517.56

Molecular Weight (Monoisotopic): 517.2441

AlogP: 4.23

#Rotatable Bonds: 21

Polar Surface Area: 154.61

Molecular Species: ZWITTERION

HBA: 8

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 1.58

CX Basic pKa: 9.38

CX LogP: 2.55

CX LogD: -0.53

Aromatic Rings: 1

Heavy Atoms: 35

QED Weighted: 0.12

Np Likeness Score: 0.40

References

1. Ikubo M, Inoue A, Nakamura S, Jung S, Sayama M, Otani Y, Uwamizu A, Suzuki K, Kishi T, Shuto A, Ishiguro J, Okudaira M, Kano K, Makide K, Aoki J, Ohwada T..  (2015)  Structure-activity relationships of lysophosphatidylserine analogs as agonists of G-protein-coupled receptors GPR34, P2Y10, and GPR174.,  58  (10): [PMID:25970039] [10.1021/jm5020082]

Source

Source(1):

• Scientific Literature