General Information of the Compound
Compound ID
CP0053066
Compound Name
(1S,2S,3R,4S,5S)-5-(1,3-dihydroxypropan-2-ylamino)-1-(hydroxymethyl)cyclohexane-1,2,3,4-tetrol
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Synonyms
(1S,2S,3R,4S,5S)-5-(1,3-dihydroxypropan-2-ylamino)-1-(hydroxymethyl)cyclohexane-1,2,3,4-tetrol
(1S,2S,3R,4S,5S)-5-{[2-hydroxy-1-(hydroxymethyl)ethyl]amino}-1-(hydroxymethyl)cyclohexane-1,2,3,4-tetrol
3,4-Dideoxy-4-{[2-hydroxy-1-(hydroxymethyl)ethyl]amino]-2-D-epi-inositol
A-71100
AO-128
Basen
Basen (TN)
Basen (Takeda Chemical Industries)
Basen OD
Glustat
N-(1,3-Dihydroxyprop-2-yl)valiolamine
Vocarb
Voglibose
Volix (Ranbaxy labs);Voglibose (JP15/USAN/INN)
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Structure
Formula
C10H21NO7
Molecular Weight
267.278
Canonical SMILES
OCC(CO)N[C@H]1C[C@](O)(CO)[C@@H](O)[C@H](O)[C@H]1O
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InChI
InChI=1S/C10H21NO7/c12-2-5(3-13)11-6-1-10(18,4-14)9(17)8(16)7(6)15/h5-9,11-18H,1-4H2/t6-,7-,8+,9-,10-/m0/s1
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InChIKey
FZNCGRZWXLXZSZ-CIQUZCHMSA-N
CAS
83480-29-9
Physicochemical Property
logP
-4.4924
Rotatable Bonds
5
Heavy Atom Count
18
Polar Areas
153.64
Hydrogen Bond Donor Count
8
Hydrogen Bond Acceptor Count
8
Complexity
18

"RO5" indicates the cutoff set by lipinski's rule of five:

(1) Molecular weight less than 500 Dalton;

(2) xlogp less than 5;

(3) No more than 5 hbonddonor (Hydrogen Bond Donor Count);

(4) No more than 10 hbondacc (Hydrogen Bond Acceptor Count);

(5) No more than 10 rotbonds (Rotatable Bond Count).

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PubChem ID
CID: 444020
SID: 12013776
ChEMBL ID
CHEMBL476960
DrugBank ID
DB04878
Map of Molecular Bioactivity Related to the Compound
Map of Molecular Bioactivity Related to the Compound

Compound
Cell Line
Protein

Bioactivity Value:

<= 0.1 μM
> 0.1 μM and <= 10 μM
> 10 μM
Imprecise Activity
Table of Molecular Bioactivities Related to the Compound
Protein ID: PT01904, Lysosomal alpha-glucosidase
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000034 Caco-2 Homo sapiens (Human)  1
1
IC50 = 70 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 IC50 = 5600 nM
Clinical Information about the Compound
Drug 1 ( Voglibose )
Drug Name Voglibose
Company Takeda
Indication
Diabetic complication
Approved
Target(s)
Intestinal maltase-glucoamylase (MGAM)
Inhibitor