CCPA   

GtoPdb Ligand ID: 374

Synonyms: 2-chloro-N(6)cyclopentyladenosine | 2-chloro-N6-cyclopentyladenosine (2-Cl-CPA)
Compound class: Synthetic organic
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 8
Hydrogen bond donors 4
Rotatable bonds 4
Topological polar surface area 125.55
Molecular weight 369.12
XLogP 1.02
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES OCC1OC(C(C1O)O)n1cnc2c1nc(Cl)nc2NC1CCCC1
Isomeric SMILES OC[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1cnc2c1nc(Cl)nc2NC1CCCC1
InChI InChI=1S/C15H20ClN5O4/c16-15-19-12(18-7-3-1-2-4-7)9-13(20-15)21(6-17-9)14-11(24)10(23)8(5-22)25-14/h6-8,10-11,14,22-24H,1-5H2,(H,18,19,20)/t8-,10-,11-,14-/m1/s1
InChI Key XSMYYYQVWPZWIZ-IDTAVKCVSA-N
Selectivity at GPCRs
Key to terms and symbols Click column headers to sort
Target Sp. Type Action Value Parameter Concentration range (M) Reference
A1 receptor Rn Agonist Agonist 8.9 pKi - 3
pKi 8.9 (Ki 1.3x10-9 M) [3]
A1 receptor Hs Agonist Full agonist 7.7 – 8.1 pKi - 1,5
pKi 7.7 – 8.1 [1,5]
A3 receptor Hs Agonist Full agonist 7.4 pKi - 1-2
pKi 7.4 [1-2]
A3 receptor Rn Agonist Agonist 6.6 pKi - 3
pKi 6.6 (Ki 2.37x10-7 M) [3]
A2A receptor Rn Agonist Agonist 6.0 pKi - 3
pKi 6.0 (Ki 9.5x10-7 M) [3]
A2A receptor Hs Agonist Full agonist 5.6 pKi - 1-2
pKi 5.6 [1-2]
A2B receptor Hs Agonist Full agonist 4.4 – 4.7 pKi - 1,4
pKi 4.4 – 4.7 [1,4]