12-O-(2-O-alpha-D-mannopyranosyl)-alpha-D-mannopyranosyl-oxystearate

ID: ALA4522148

Chembl Id: CHEMBL4522148

PubChem CID: 155542886

Max Phase: Preclinical

Molecular Formula: C31H58O13

Molecular Weight: 638.79

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCCCCC(CCCCCCCCCCC(=O)OC)O[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]1O[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]1O

Standard InChI:  InChI=1S/C31H58O13/c1-3-4-5-12-15-20(16-13-10-8-6-7-9-11-14-17-23(34)40-2)41-31-29(27(38)25(36)22(19-33)43-31)44-30-28(39)26(37)24(35)21(18-32)42-30/h20-22,24-33,35-39H,3-19H2,1-2H3/t20?,21-,22-,24-,25-,26+,27+,28+,29+,30-,31+/m1/s1

Standard InChI Key:  WSWDDTFYKJHJKG-UNEQZNFYSA-N

Alternative Forms

1. Parent:

   

   ALA4522148

   ---

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: 638.79

Molecular Weight (Monoisotopic): 638.3877

AlogP: 1.04

#Rotatable Bonds: 22

Polar Surface Area: 204.83

Molecular Species: NEUTRAL

HBA: 13

HBD: 7

#RO5 Violations: 3

HBA (Lipinski): 13

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 12.09

CX Basic pKa: ┄

CX LogP: 2.36

CX LogD: 2.36

Aromatic Rings: ┄

Heavy Atoms: 44

QED Weighted: 0.07

Np Likeness Score: 1.28

References

1. Van Huy L, Tanaka C, Imai T, Yamasaki S, Miyamoto T..  (2019)  Synthesis of 12-O-Mono- and Diglycosyl-oxystearates, a New Class of Agonists for the C-type Lectin Receptor Mincle.,  10  (1): [PMID:30655945] [10.1021/acsmedchemlett.8b00413]

Source

Source(1):

• Scientific Literature