General Information of the Compound
Compound ID
CP0362925
Compound Name
(2R,3R,4S,5R)-2-[6-[[(1S,2S)-2-hydroxycyclopentyl]amino]purin-9-yl]-5-(hydroxymethyl)oxolane-3,4-diol
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Synonyms
124555-18-6
Adenosine, N-(2-hydroxycyclopentyl)-, (1S-trans)-
CHEBI:92714
CHEMBL2163568
DTXSID10154427
GR 79236
GR 79236X
GR-79236
GR79236
GTPL3288
GYWXTRVEUURNEW-TVDBPQCTSA-N
HMS3268O08
MFCD00884605
MolPort-023-276-288
N-((1S,2S)-2-Hydroxycyclopentyl)adenosine
N-((1S,trans)-2-Hydroxycyclopentyl)adenosine
N-[(1S, trans)-2-Hydroxycyclopentyl]adenosine
N-[(1S,2S)-2-Hydroxycyclopentyl]adenosine
N-[(1S,trans)-2-hydroxycyclopentyl]adenosine
Q4H682B2VZ
SCHEMBL2779184
UNII-Q4H682B2VZ
ZINC3794575
gr79236x
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Structure
Formula
C15H21N5O5
Molecular Weight
351.363
Canonical SMILES
OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)n1cnc2c(N[C@H]3CCC[C@@H]3O)ncnc12
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InChI
InChI=1S/C15H21N5O5/c21-4-9-11(23)12(24)15(25-9)20-6-18-10-13(16-5-17-14(10)20)19-7-2-1-3-8(7)22/h5-9,11-12,15,21-24H,1-4H2,(H,16,17,19)/t7-,8-,9+,11+,12+,15+/m0/s1
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InChIKey
GYWXTRVEUURNEW-TVDBPQCTSA-N
Physicochemical Property
logP
-1.2369
Rotatable Bonds
4
Heavy Atom Count
25
Polar Areas
145.78
Hydrogen Bond Donor Count
5
Hydrogen Bond Acceptor Count
10
Complexity
25

"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: 9884817
SID: 14851998
ChEMBL ID
CHEMBL2163568
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: PT00840, Adenosine receptor A1
 Protein Info 
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000314 HEK293T/17
 Cell Line Info 
Homo sapiens (Human)  1
1
EC50 = 5.9 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
CL000011 CHO
 Cell Line Info 
Cricetulus griseus (Chinese hamster)  1
1
Ki = 3.89 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
Protein ID: PT00862, Adenosine receptor A2a
 Protein Info 
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000006 HEK293
 Cell Line Info 
Homo sapiens (Human)  1
1
Ki = 1330 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
Clinical Information about the Compound
Drug 1 ( GR-79236 )
Drug Name GR-79236
Company Glaxo Group Research Ltd
Indication
Diabetic complication
Discontinued in Phase 1
Target(s)
Adenosine A1 receptor (ADORA1)
 Target Info 
Agonist