(2S)-3-((hydroxy((R)-2-hydroxy-3-(3-(3-(undecyloxy)phenyl)propanamido)propoxy)phosphoryl)oxy)-2-methylpropanoic acid

ID: ALA5187227

PubChem CID: 168283110

Max Phase: Preclinical

Molecular Formula: C27H46NO9P

Molecular Weight: 559.64

Names and Identifiers

Canonical SMILES:  CCCCCCCCCCCOc1cccc(CCC(=O)NC[C@@H](O)COP(=O)(O)OC[C@H](C)C(=O)O)c1

Standard InChI:  InChI=1S/C27H46NO9P/c1-3-4-5-6-7-8-9-10-11-17-35-25-14-12-13-23(18-25)15-16-26(30)28-19-24(29)21-37-38(33,34)36-20-22(2)27(31)32/h12-14,18,22,24,29H,3-11,15-17,19-21H2,1-2H3,(H,28,30)(H,31,32)(H,33,34)/t22-,24+/m0/s1

Standard InChI Key:  VEKWMEWDMAYZSN-LADGPHEKSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA5187227

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 559.64

Molecular Weight (Monoisotopic): 559.2910

AlogP: 4.86

#Rotatable Bonds: 23

Polar Surface Area: 151.62

Molecular Species: ACID

HBA: 7

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 1.91

CX Basic pKa: ┄

CX LogP: 4.94

CX LogD: -0.48

Aromatic Rings: 1

Heavy Atoms: 38

QED Weighted: 0.11

Np Likeness Score: 0.05

References

1. Sayama M, Uwamizu A, Ikubo M, Chen L, Yan G, Otani Y, Inoue A, Aoki J, Ohwada T..  (2021)  Switching Lysophosphatidylserine G Protein-Coupled Receptor Agonists to Antagonists by Acylation of the Hydrophilic Serine Amine.,  64  (14.0): [PMID:34233115] [10.1021/acs.jmedchem.1c00347]

Source

Source(1):

• Scientific Literature