General Information of the Compound
Compound ID
CP0045196
Compound Name
(2R,3R,4R,5S)-1-[5-(Adamantan-1-ylmethoxy)-pentyl]-2-hydroxymethyl-piperidine-3,4,5-triol
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Synonyms
(2R,3R,4R,5S)-1-[5-(1-adamantylmethoxy)pentyl]-2-(hydroxymethyl)piperidine-3,4,5-triol
1613AH
216758-20-2
3,4,5-PIPERIDINETRIOL, 2-(HYDROXYMETHYL)-1-[5-(TRICYCLO[3.3.1.13,7]DEC-1-YLMETHOXY)PENTYL]-, (2R,3R,4R,5S)-
AKOS030538164
AMP-DNM
AMP-Deoxynojirimycin
BDBM50299749
CHEMBL574645
CTK4E7471
J-014228
MolPort-044-562-021
N-(Adamantanemethyloxypentyl)-Deoxynojirimycin
N-adamantanemethyloxypentyl-1-deoxynojirimycin
RT-011277
SCHEMBL13777990
SCHEMBL17132950
ZINC33989734
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Structure
Formula
C22H39NO5
Molecular Weight
397.556
Canonical SMILES
OC[C@@H]1[C@@H](O)[C@H](O)[C@@H](O)CN1CCCCCOCC12CC3CC(CC(C3)C1)C2
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InChI
InChI=1S/C22H39NO5/c24-13-18-20(26)21(27)19(25)12-23(18)4-2-1-3-5-28-14-22-9-15-6-16(10-22)8-17(7-15)11-22/h15-21,24-27H,1-14H2/t15?,16?,17?,18-,19+,20-,21-,22?/m1/s1
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InChIKey
XVYLNHVEAOOEGI-FAIWKWDXSA-N
Physicochemical Property
logP
1.1489
Rotatable Bonds
9
Heavy Atom Count
28
Polar Areas
93.39
Hydrogen Bond Donor Count
4
Hydrogen Bond Acceptor Count
6
Complexity
28

"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: 9822159
SID: 14781136
ChEMBL ID
CHEMBL574645
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: PT05669, Ceramide glucosyltransferase
 Protein Info 
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000014 RAW 264.7
 Cell Line Info 
Mus musculus (Mouse)  1
1
IC50 = 200 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
Protein ID: PT02611, Ceramide glucosyltransferase
 Protein Info 
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000068 A-549
 Cell Line Info 
Homo sapiens (Human)  1
1
IC50 = 16500 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
Biochemical Assays
1 IC50 = 90 nM
2 IC50 = 200 nM
Protein ID: PT02448, Non-lysosomal glucosylceramidase
 Protein Info 
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000004 SH-SY5Y
 Cell Line Info 
Homo sapiens (Human)  1
1
IC50 = 3 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
Biochemical Assays
1 IC50 = 1 nM
2 IC50 = 2 nM
Clinical Information about the Compound
Drug 1 ( N-adamantanemethyloxypentyl-1-deoxynojirimycin )
Drug Name N-adamantanemethyloxypentyl-1-deoxynojirimycin
Target(s)
Lysosomal alpha-glucosidase (GAA)
 Target Info 
Inhibitor