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

ID: ALA3577179

PubChem CID: 122177525

Max Phase: Preclinical

Molecular Formula: C26H44NO9P

Molecular Weight: 545.61

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCCCCCCOc1ccccc1CCC(=O)OCCCOP(=O)(O)OC[C@H](N)C(=O)O

Standard InChI:  InChI=1S/C26H44NO9P/c1-2-3-4-5-6-7-8-9-12-18-33-24-15-11-10-14-22(24)16-17-25(28)34-19-13-20-35-37(31,32)36-21-23(27)26(29)30/h10-11,14-15,23H,2-9,12-13,16-21,27H2,1H3,(H,29,30)(H,31,32)/t23-/m0/s1

Standard InChI Key:  YBPJQSQZGMFTDC-QHCPKHFHSA-N

Molfile:  

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 36 37  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3577179

   ---

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: 545.61

Molecular Weight (Monoisotopic): 545.2754

AlogP: 5.01

#Rotatable Bonds: 23

Polar Surface Area: 154.61

Molecular Species: ZWITTERION

HBA: 8

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 10

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 1.58

CX Basic pKa: 9.38

CX LogP: 3.44

CX LogD: 0.36

Aromatic Rings: 1

Heavy Atoms: 37

QED Weighted: 0.10

Np Likeness Score: 0.38

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]

2. Sayama M, Inoue A, Nakamura S, Jung S, Ikubo M, Otani Y, Uwamizu A, Kishi T, Makide K, Aoki J, Hirokawa T, Ohwada T..  (2017)  Probing the Hydrophobic Binding Pocket of G-Protein-Coupled Lysophosphatidylserine Receptor GPR34/LPS1 by Docking-Aided Structure-Activity Analysis.,  60  (14): [PMID:28715213] [10.1021/acs.jmedchem.7b00693]

Source

Source(1):

• Scientific Literature