N-((2R,3S,4R,5S,6R)-2-((2R,3R,4R,5S)-4,5-dihydroxy-2-(hydroxymethyl)piperidin-3-yloxy)-4,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-3-yl)acetamide hydrochloride

ID: ALA1210904

Chembl Id: CHEMBL1210904

PubChem CID: 49863277

Max Phase: Preclinical

Molecular Formula: C14H27ClN2O9

Molecular Weight: 366.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)N[C@@H]1[C@H](O[C@H]2[C@H](O)[C@@H](O)CN[C@@H]2CO)O[C@H](CO)[C@@H](O)[C@@H]1O.Cl

Standard InChI:  InChI=1S/C14H26N2O9.ClH/c1-5(19)16-9-12(23)11(22)8(4-18)24-14(9)25-13-6(3-17)15-2-7(20)10(13)21;/h6-15,17-18,20-23H,2-4H2,1H3,(H,16,19);1H/t6-,7+,8-,9+,10-,11-,12-,13-,14+;/m1./s1

Standard InChI Key:  XMJAAWCCSYVPHR-XOXDSCPRSA-N

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: 366.37

Molecular Weight (Monoisotopic): 366.1638

AlogP: -5.00

#Rotatable Bonds: 5

Polar Surface Area: 180.97

Molecular Species: NEUTRAL

HBA: 10

HBD: 8

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.18

CX Basic pKa: 7.99

CX LogP: -4.94

CX LogD: -5.64

Aromatic Rings: ┄

Heavy Atoms: 25

QED Weighted: 0.23

Np Likeness Score: 1.81

References

1. Catelani G, D'Andrea F, Griselli A, Guazzelli L, Nemcová P, Bezouska K, Krenek K, Kren V..  (2010)  Deoxynojirimycin and its hexosaminyl derivatives bind to natural killer cell receptors rNKR-P1A and hCD69.,  20  (15): [PMID:20580553] [10.1016/j.bmcl.2010.05.109]

Source

Source(1):

• Scientific Literature