1,3,4,5-tetra-O-acetyl-2-deoxy-2-N-hexylamino-D-glucose

ID: ALA2272086

Chembl Id: CHEMBL2272086

PubChem CID: 76326988

Max Phase: Preclinical

Molecular Formula: C20H31NO9

Molecular Weight: 429.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)OC[C@H]1OC(OC(C)=O)[C@H](NC2CCCCC2)[C@@H](OC(C)=O)[C@@H]1OC(C)=O

Standard InChI:  InChI=1S/C20H31NO9/c1-11(22)26-10-16-18(27-12(2)23)19(28-13(3)24)17(20(30-16)29-14(4)25)21-15-8-6-5-7-9-15/h15-21H,5-10H2,1-4H3/t16-,17-,18-,19-,20?/m1/s1

Standard InChI Key:  IACNHQLYSARMKX-MGXUXCEGSA-N

Alternative Forms

1. Parent:

   

   ALA2272086

   [(2R,3S,4R,5R)-3,4,6-triacetyloxy-5-(cyclohexylamino)oxan-2-yl]methyl acetate

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 429.47

Molecular Weight (Monoisotopic): 429.1999

AlogP: 0.99

#Rotatable Bonds: 7

Polar Surface Area: 126.46

Molecular Species: NEUTRAL

HBA: 10

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.06

CX LogP: 0.96

CX LogD: 0.21

Aromatic Rings: ┄

Heavy Atoms: 30

QED Weighted: 0.46

Np Likeness Score: 1.04

References

1. Muhizi T, Coma V, Grelier S..  (2011)  Synthesis of D-glucosamine quaternary ammonium derivatives and evaluation of their antifungal activity together with aminodeoxyglucose derivatives against two wood fungi Coriolus versicolor and Poria placenta: structure-activity relationships.,  67  (3): [PMID:21308954] [10.1002/ps.2063]

Source

Source(1):

• Scientific Literature