(O-(Hydroxy(2-((3-(2-((3-phenoxybenzyl)oxy)-phenyl)propanoyl)oxy)ethoxy)phosphoryl)-L-serine

ID: ALA4756147

PubChem CID: 162655340

Max Phase: Preclinical

Molecular Formula: C27H30NO10P

Molecular Weight: 559.51

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  N[C@@H](COP(=O)(O)OCCOC(=O)CCc1ccccc1OCc1cccc(Oc2ccccc2)c1)C(=O)O

Standard InChI:  InChI=1S/C27H30NO10P/c28-24(27(30)31)19-37-39(32,33)36-16-15-34-26(29)14-13-21-8-4-5-12-25(21)35-18-20-7-6-11-23(17-20)38-22-9-2-1-3-10-22/h1-12,17,24H,13-16,18-19,28H2,(H,30,31)(H,32,33)/t24-/m0/s1

Standard InChI Key:  ZZXYRMGFBJERKK-DEOSSOPVSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4756147

   ---

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: 559.51

Molecular Weight (Monoisotopic): 559.1607

AlogP: 4.08

#Rotatable Bonds: 16

Polar Surface Area: 163.84

Molecular Species: ZWITTERION

HBA: 9

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 1.52

CX Basic pKa: 9.38

CX LogP: 2.12

CX LogD: -0.91

Aromatic Rings: 3

Heavy Atoms: 39

QED Weighted: 0.13

Np Likeness Score: 0.06

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