1-phospho 2-dodecanamido-2-deoxy 3,4-di-O-dodecanoyl-alpha-D-glucopyranose sodium salt

ID: ALA5076109

Chembl Id: CHEMBL5076109

PubChem CID: 166626446

Max Phase: Preclinical

Molecular Formula: C42H78NNa2O11P

Molecular Weight: 806.07

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C42H80NO11P.2Na/c1-4-7-10-13-16-19-22-25-28-31-36(45)43-39-41(53-38(47)33-30-27-24-21-18-15-12-9-6-3)40(35(34-44)51-42(39)54-55(48,49)50)52-37(46)32-29-26-23-20-17-14-11-8-5-2;;/h35,39-42,44H,4-34H2,1-3H3,(H,43,45)(H2,48,49,50);;/q;2*+1/p-2/t35-,39-,40-,41-,42-;;/m1../s1

Standard InChI Key:  FIZILAFFYNWNJL-YOQSVJHZSA-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: 806.07

Molecular Weight (Monoisotopic): 805.5469

AlogP: 9.88

#Rotatable Bonds: 36

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: 11.64

CX LogD: 8.10

Aromatic Rings: ┄

Heavy Atoms: 55

QED Weighted: 0.03

Np Likeness Score: 0.57

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