N-acetyl-O-(hydroxy((R)-2-hydroxy-3-(3-(3-(undecyloxy)phenyl)propanamido)propoxy)phosphoryl)-D-serine

ID: ALA5183032

PubChem CID: 168284112

Max Phase: Preclinical

Molecular Formula: C28H47N2O10P

Molecular Weight: 602.66

Names and Identifiers

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

Standard InChI:  InChI=1S/C28H47N2O10P/c1-3-4-5-6-7-8-9-10-11-17-38-25-14-12-13-23(18-25)15-16-27(33)29-19-24(32)20-39-41(36,37)40-21-26(28(34)35)30-22(2)31/h12-14,18,24,26,32H,3-11,15-17,19-21H2,1-2H3,(H,29,33)(H,30,31)(H,34,35)(H,36,37)/t24-,26-/m1/s1

Standard InChI Key:  JKWADKHSHHOHDF-AOYPEHQESA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA5183032

   ---

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: 602.66

Molecular Weight (Monoisotopic): 602.2968

AlogP: 3.73

#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: 1.89

CX Basic pKa: ┄

CX LogP: 3.40

CX LogD: -2.32

Aromatic Rings: 1

Heavy Atoms: 41

QED Weighted: 0.09

Np Likeness Score: 0.00

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