N-acetyl-O-(hydroxy((R)-2-hydroxy-3-(3-(3-(undecyloxy)phenyl)propanamido)propoxy)phosphoryl)-L-allothreonine

ID: ALA5178904

PubChem CID: 168277432

Max Phase: Preclinical

Molecular Formula: C29H49N2O10P

Molecular Weight: 616.69

Names and Identifiers

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

Standard InChI:  InChI=1S/C29H49N2O10P/c1-4-5-6-7-8-9-10-11-12-18-39-26-15-13-14-24(19-26)16-17-27(34)30-20-25(33)21-40-42(37,38)41-22(2)28(29(35)36)31-23(3)32/h13-15,19,22,25,28,33H,4-12,16-18,20-21H2,1-3H3,(H,30,34)(H,31,32)(H,35,36)(H,37,38)/t22-,25+,28-/m0/s1

Standard InChI Key:  KEKICUYOVLIQQT-DLNIMUOOSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA5178904

   ---

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: 616.69

Molecular Weight (Monoisotopic): 616.3125

AlogP: 4.12

#Rotatable Bonds: 24

Polar Surface Area: 180.72

Molecular Species: ACID

HBA: 8

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 12

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 1.86

CX Basic pKa: ┄

CX LogP: 3.81

CX LogD: -1.87

Aromatic Rings: 1

Heavy Atoms: 42

QED Weighted: 0.08

Np Likeness Score: -0.04

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