General Information of the Compound
Compound ID
CP0082264
Compound Name
(1R,2S,3R,5R)-3-(6-amino-9H-purin-9-yl)-5-(hydroxymethyl)cyclopentane-1,2-diol
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Synonyms
1,2-Cyclopentanediol,5-(6-amino-9H-purin-9-yl)-3-(hydroxymethyl)-, (1S,2R,3R,5R)-
19186-33-5
3-(6-amino-9h-purin-9-yl)-5-(hydroxymethyl)cyclopentane-1,2-diol
3-(6-aminopurin-9-yl)-5-(hydroxymethyl)cyclopentane-1,2-diol
AC1L1D83
AC1Q4VH0
ARISTEROMYCIN
CTK4E0829
Carbocyclic Lyxo-A
Carbocyclic Xylo-A
Cyclaradine Carbocyclic Ara A
J-012404
NSC-103526
NSC-613806
NSC-613807
NSC-615828
NSC103526
NSC613806
NSC613807
NSC615828
SCHEMBL9820408
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Structure
Formula
C11H15N5O3
Molecular Weight
265.273
Canonical SMILES
Nc1ncnc2n(cnc12)[C@@H]1C[C@H](CO)[C@@H](O)[C@H]1O
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InChI
InChI=1S/C11H15N5O3/c12-10-7-11(14-3-13-10)16(4-15-7)6-1-5(2-17)8(18)9(6)19/h3-6,8-9,17-19H,1-2H2,(H2,12,13,14)/t5-,6-,8-,9+/m1/s1
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InChIKey
UGRNVLGKAGREKS-GCXDCGAKSA-N
CAS
19186-33-5
Physicochemical Property
logP
-1.3164
Rotatable Bonds
2
Heavy Atom Count
19
Polar Areas
130.31
Hydrogen Bond Donor Count
4
Hydrogen Bond Acceptor Count
8
Complexity
19

"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: 65269
SID: 16121203
ChEMBL ID
CHEMBL49935
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: PT01278, Adenosine receptor A2b
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000006 HEK293 Homo sapiens (Human)  1
1
Ki = 47300 nM
   TI
   LI
   LO
   TS
Protein ID: PT01827, Adenosine receptor A3
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000011 CHO Cricetulus griseus (Chinese hamster)  1
1
Ki = 20000 nM
   TI
   LI
   LO
   TS
Protein ID: PT00487, NS5
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000057 Vero Chlorocebus sabaeus (Green monkey)  1
1
EC50 = 640 nM
   TI
   LI
   LO
   TS
Cell Viability or Cytotoxicity Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000057 Vero Chlorocebus sabaeus (Green monkey)  1
1
CC50 = 2000 nM
   TI
   LI
   LO
   TS
Clinical Information about the Compound
Drug 1 ( ARISTEROMYCIN )
Drug Name ARISTEROMYCIN
Target(s)
Adenosine A2a receptor (ADORA2A)
Inhibitor
Adenosine A1 receptor (ADORA1)
Inhibitor
Adenosylhomocysteinase (AHCY)
Inhibitor