nitrendipine   Click here for help

GtoPdb Ligand ID: 2334

Approved drug
nitrendipine is an approved drug
Compound class: Synthetic organic
Comment: The approved drug nitrendipine is a racemic mixture of two enantiomers; (R)-nitrendipine and (S)-nitrendipine. The structure shown here does not specify stereochemistry and represents the mixture.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 5
Hydrogen bond donors 1
Rotatable bonds 7
Topological polar surface area 107.77
Molecular weight 360.13
XLogP 3.73
No. Lipinski's rules broken 0
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Canonical SMILES CCOC(=O)C1=C(C)NC(=C(C1c1cccc(c1)[N+](=O)[O-])C(=O)OC)C
Isomeric SMILES CCOC(=O)C1=C(C)NC(=C(C1c1cccc(c1)[N+](=O)[O-])C(=O)OC)C
InChI InChI=1S/C18H20N2O6/c1-5-26-18(22)15-11(3)19-10(2)14(17(21)25-4)16(15)12-7-6-8-13(9-12)20(23)24/h6-9,16,19H,5H2,1-4H3
Selectivity at ion channels
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
KCa3.1 Hs Channel blocker Inhibition 6.1 pKd - 5
pKd 6.1 [5]
Cav1.2 Clf Gating inhibitor Antagonist 9.4 pIC50 - 2
pIC50 9.4 [2]
Voltage: -80.0 – 30.0 mV
Cav1.3 Primary target of this compound Hs Gating inhibitor Inhibition 8.4 pIC50 - 4
pIC50 8.4 (IC50 3.59x10-9 M) [4]
Description: Recombinant Cav1.3 calcium channel complexes expressed in tsA-cells
KCa3.1 Hs Channel blocker Inhibition 7.6 pIC50 - 3
pIC50 7.6 [3]
Cav1.1 Rn Gating inhibitor Antagonist 6.0 pIC50 - 1
pIC50 6.0 [1]
Voltage: -80.0 mV
Cav1.4 Hs Gating inhibitor Antagonist ~6.0 pIC50 -
pIC50 ~6.0 (IC50 ~1x10-6 M)
Voltage: -70.0 mV