2-acetamidoethyl((R)-2-hydroxy-3-(3-(3-(undecyloxy)phenyl)propanamido)propyl)hydrogen phosphate

ID: ALA5189128

PubChem CID: 168279747

Max Phase: Preclinical

Molecular Formula: C27H47N2O8P

Molecular Weight: 558.65

Names and Identifiers

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

Standard InChI:  InChI=1S/C27H47N2O8P/c1-3-4-5-6-7-8-9-10-11-18-35-26-14-12-13-24(20-26)15-16-27(32)29-21-25(31)22-37-38(33,34)36-19-17-28-23(2)30/h12-14,20,25,31H,3-11,15-19,21-22H2,1-2H3,(H,28,30)(H,29,32)(H,33,34)/t25-/m1/s1

Standard InChI Key:  SBIPNZHRIGJIEI-RUZDIDTESA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA5189128

   ---

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: 558.65

Molecular Weight (Monoisotopic): 558.3070

AlogP: 4.28

#Rotatable Bonds: 23

Polar Surface Area: 143.42

Molecular Species: ACID

HBA: 7

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 1.90

CX Basic pKa: ┄

CX LogP: 3.71

CX LogD: 1.33

Aromatic Rings: 1

Heavy Atoms: 38

QED Weighted: 0.12

Np Likeness Score: -0.12

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