7-O-b-D-Glucopyranosyl-a-homonojirimycin

ID: ALA478209

Chembl Id: CHEMBL478209

Cas Number: 104343-33-1

PubChem CID: 457676

Max Phase: Preclinical

Molecular Formula: C13H25NO10

Molecular Weight: 355.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  OC[C@H]1N[C@H](CO[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@H](O)[C@@H](O)[C@@H]1O

Standard InChI:  InChI=1S/C13H25NO10/c15-1-4-7(17)10(20)8(18)5(14-4)3-23-13-12(22)11(21)9(19)6(2-16)24-13/h4-22H,1-3H2/t4-,5-,6-,7-,8+,9-,10+,11+,12-,13-/m1/s1

Standard InChI Key:  VCIPQQCYKMORDY-KBYFLBCBSA-N

Alternative Forms

1. Parent:

   

   ALA478209

   (2R,3R,4S,5S,6R)-2-(hydroxymethyl)-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]piperidine-3,4,5-triol

Molecule Features

Natural Product: Yes

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: 355.34

Molecular Weight (Monoisotopic): 355.1478

AlogP: -5.78

#Rotatable Bonds: 5

Polar Surface Area: 192.33

Molecular Species: NEUTRAL

HBA: 11

HBD: 9

#RO5 Violations: 2

HBA (Lipinski): 11

HBD (Lipinski): 9

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.12

CX Basic pKa: 7.54

CX LogP: -5.29

CX LogD: -5.66

Aromatic Rings: 0

Heavy Atoms: 24

QED Weighted: 0.23

Np Likeness Score: 1.98

References

1. Kuriyama C, Kamiyama O, Ikeda K, Sanae F, Kato A, Adachi I, Imahori T, Takahata H, Okamoto T, Asano N..  (2008)  In vitro inhibition of glycogen-degrading enzymes and glycosidases by six-membered sugar mimics and their evaluation in cell cultures.,  16  (15): [PMID:18595718] [10.1016/j.bmc.2008.06.026]

2. Yan RY, Wang HQ, Liu C, Kang J, Chen RY..  (2013)  α-Glucosidase-inhibitory iminosugars from the leaves of Suregada glomerulata.,  21  (21): [PMID:23993676] [10.1016/j.bmc.2013.07.048]

Source

Source(1):

• Scientific Literature