vinpocetine   Click here for help

GtoPdb Ligand ID: 5285

Approved drug
vinpocetine is an approved drug
Compound class: Synthetic organic
Comment: Vinpocetine is a semisynthetic derivative of the vinca alkaloid vincamine [3].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 3
Hydrogen bond donors 0
Rotatable bonds 4
Topological polar surface area 34.47
Molecular weight 350.2
XLogP 4.9
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES CCOC(=O)C1=CC2(CC)CCCN3C2c2n1c1ccccc1c2CC3
Isomeric SMILES CCOC(=O)C1=C[C@]2(CC)CCCN3[C@@H]2c2n1c1ccccc1c2CC3
InChI InChI=1S/C22H26N2O2/c1-3-22-11-7-12-23-13-10-16-15-8-5-6-9-17(15)24(19(16)20(22)23)18(14-22)21(25)26-4-2/h5-6,8-9,14,20H,3-4,7,10-13H2,1-2H3/t20-,22+/m1/s1
InChI Key DDNCQMVWWZOMLN-IRLDBZIGSA-N
Selectivity at enzymes
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
phosphodiesterase 1A Hs Inhibitor Inhibition 5.1 pIC50 - 2
pIC50 5.1 (IC50 7.94x10-6 M) [2]
phosphodiesterase 1C Hs Inhibitor Inhibition 4.3 pIC50 - 2
pIC50 4.3 (IC50 5.01x10-5 M) [2]