N-acetyl-O-(((R)-3-(3-(2-(heptyloxy)phenyl)propanamido)-2-methylpropoxy)(hydroxy)phosphoryl)-L-serine

ID: ALA5199515

PubChem CID: 168291465

Max Phase: Preclinical

Molecular Formula: C25H41N2O9P

Molecular Weight: 544.58

Names and Identifiers

Canonical SMILES:  CCCCCCCOc1ccccc1CCC(=O)NC[C@@H](C)COP(=O)(O)OC[C@H](NC(C)=O)C(=O)O

Standard InChI:  InChI=1S/C25H41N2O9P/c1-4-5-6-7-10-15-34-23-12-9-8-11-21(23)13-14-24(29)26-16-19(2)17-35-37(32,33)36-18-22(25(30)31)27-20(3)28/h8-9,11-12,19,22H,4-7,10,13-18H2,1-3H3,(H,26,29)(H,27,28)(H,30,31)(H,32,33)/t19-,22+/m1/s1

Standard InChI Key:  YDBAEHJGQNWXEY-KNQAVFIVSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA5199515

   ---

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: 544.58

Molecular Weight (Monoisotopic): 544.2550

AlogP: 3.44

#Rotatable Bonds: 20

Polar Surface Area: 160.49

Molecular Species: ACID

HBA: 7

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 1.91

CX Basic pKa: ┄

CX LogP: 2.79

CX LogD: -2.85

Aromatic Rings: 1

Heavy Atoms: 37

QED Weighted: 0.14

Np Likeness Score: -0.02

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