(O-(hydroxy(((R)-1-((3-(2-((3-phenoxybenzyl)oxy)phenyl)-propanoyl)oxy)propan-2-yl)oxy)phosphoryl)-L-serine)

ID: ALA4759998

PubChem CID: 76900162

Max Phase: Preclinical

Molecular Formula: C28H32NO10P

Molecular Weight: 573.54

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C[C@H](COC(=O)CCc1ccccc1OCc1cccc(Oc2ccccc2)c1)OP(=O)(O)OC[C@H](N)C(=O)O

Standard InChI:  InChI=1S/C28H32NO10P/c1-20(39-40(33,34)37-19-25(29)28(31)32)17-36-27(30)15-14-22-9-5-6-13-26(22)35-18-21-8-7-12-24(16-21)38-23-10-3-2-4-11-23/h2-13,16,20,25H,14-15,17-19,29H2,1H3,(H,31,32)(H,33,34)/t20-,25+/m1/s1

Standard InChI Key:  IHGAJIYKOBUMEJ-NLFFAJNJSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4759998

   (2S)-2-amino-3-[hydroxy-[(2R)-1-[3-[2-[(3-phenoxyphenyl)methoxy]phenyl]propanoyloxy]propan-2-yl]oxyphosphoryl]oxypropanoic acid

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: 573.54

Molecular Weight (Monoisotopic): 573.1764

AlogP: 4.47

#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: 1.55

CX Basic pKa: 9.38

CX LogP: 2.59

CX LogD: -0.49

Aromatic Rings: 3

Heavy Atoms: 40

QED Weighted: 0.16

Np Likeness Score: 0.00

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