(2S)-2-amino-3-(hydroxy(((2R,3S)-3-(oleoyloxy)tetrahydro-2H-pyran-2-yl)methoxy)phosphoryloxy)propanoic acid

ID: ALA3814124

PubChem CID: 127049019

Max Phase: Preclinical

Molecular Formula: C27H50NO9P

Molecular Weight: 563.67

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCCC/C=C\CCCCCCCC(=O)O[C@H]1CCCO[C@@H]1COP(=O)(O)OC[C@H](N)C(=O)O

Standard InChI:  InChI=1S/C27H50NO9P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-19-26(29)37-24-18-17-20-34-25(24)22-36-38(32,33)35-21-23(28)27(30)31/h9-10,23-25H,2-8,11-22,28H2,1H3,(H,30,31)(H,32,33)/b10-9-/t23-,24-,25+/m0/s1

Standard InChI Key:  RSSMNMOOWFOBSD-AUMIFUJISA-N

Molfile:  

     RDKit          2D

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M  END

Alternative Forms

1. Parent:

   

   ALA3814124

   ---

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: 563.67

Molecular Weight (Monoisotopic): 563.3223

AlogP: 5.66

#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: 1.38

CX Basic pKa: 9.38

CX LogP: 4.12

CX LogD: 1.23

Aromatic Rings: ┄

Heavy Atoms: 38

QED Weighted: 0.06

Np Likeness Score: 1.07

References

1. Jung S, Inoue A, Nakamura S, Kishi T, Uwamizu A, Sayama M, Ikubo M, Otani Y, Kano K, Makide K, Aoki J, Ohwada T..  (2016)  Conformational Constraint of the Glycerol Moiety of Lysophosphatidylserine Affords Compounds with Receptor Subtype Selectivity.,  59  (8): [PMID:27077565] [10.1021/acs.jmedchem.5b01925]

Source

Source(1):

• Scientific Literature