1-phospho-2-tetradecanamido-2-deoxy-3,4-di-O-tetradecanoyl-alpha-D-glucopyranose sodium salt

ID: ALA5084731

Chembl Id: CHEMBL5084731

PubChem CID: 166635880

Max Phase: Preclinical

Molecular Formula: C48H90NNa2O11P

Molecular Weight: 890.23

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCCCCCCCCCCCC(=O)N[C@H]1[C@@H](OP(=O)([O-])[O-])O[C@H](CO)[C@@H](OC(=O)CCCCCCCCCCCCC)[C@@H]1OC(=O)CCCCCCCCCCCCC.[Na+].[Na+]

Standard InChI:  InChI=1S/C48H92NO11P.2Na/c1-4-7-10-13-16-19-22-25-28-31-34-37-42(51)49-45-47(59-44(53)39-36-33-30-27-24-21-18-15-12-9-6-3)46(41(40-50)57-48(45)60-61(54,55)56)58-43(52)38-35-32-29-26-23-20-17-14-11-8-5-2;;/h41,45-48,50H,4-40H2,1-3H3,(H,49,51)(H2,54,55,56);;/q;2*+1/p-2/t41-,45-,46-,47-,48-;;/m1../s1

Standard InChI Key:  RYSSPGUWDXDQRK-ILJGVBHZSA-L

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 890.23

Molecular Weight (Monoisotopic): 889.6408

AlogP: 12.22

#Rotatable Bonds: 42

Polar Surface Area: 177.92

Molecular Species: ACID

HBA: 9

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 1.18

CX Basic pKa: ┄

CX LogP: 14.31

CX LogD: 10.77

Aromatic Rings: ┄

Heavy Atoms: 61

QED Weighted: 0.03

Np Likeness Score: 0.51

References

1. Facchini FA, Minotti A, Luraghi A, Romerio A, Gotri N, Matamoros-Recio A, Iannucci A, Palmer C, Wang G, Ingram R, Martin-Santamaria S, Pirianov G, De Andrea M, Valvano MA, Peri F..  (2021)  Synthetic Glycolipids as Molecular Vaccine Adjuvants: Mechanism of Action in Human Cells and In Vivo Activity.,  64  (16.0): [PMID:34382796] [10.1021/acs.jmedchem.1c00896]

Source

Source(1):

• Scientific Literature