S(+)-niguldipine   Click here for help

GtoPdb Ligand ID: 487

Synonyms: (+)-niguldipine
Compound class: Synthetic organic
Comment: The following stereoisomers and enantiomers of niguldipine exist: R(-)-niguldipine (dexniguldipine, INN), and S(+)-niguldipine.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 6
Hydrogen bond donors 1
Rotatable bonds 12
Topological polar surface area 111.01
Molecular weight 609.28
XLogP 7.67
No. Lipinski's rules broken 2
SMILES / InChI / InChIKey
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Canonical SMILES COC(=O)C1=C(C)NC(=C(C1c1cccc(c1)[N+](=O)[O-])C(=O)OCCCN1CCC(CC1)(c1ccccc1)c1ccccc1)C
Isomeric SMILES COC(=O)C1=C(C)NC(=C([C@H]1c1cccc(c1)[N+](=O)[O-])C(=O)OCCCN1CCC(CC1)(c1ccccc1)c1ccccc1)C
InChI InChI=1S/C36H39N3O6/c1-25-31(34(40)44-3)33(27-12-10-17-30(24-27)39(42)43)32(26(2)37-25)35(41)45-23-11-20-38-21-18-36(19-22-38,28-13-6-4-7-14-28)29-15-8-5-9-16-29/h4-10,12-17,24,33,37H,11,18-23H2,1-3H3/t33-/m0/s1
InChI Key SVJMLYUFVDMUHP-XIFFEERXSA-N
Selectivity at GPCRs
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
α1A-adrenoceptor Hs Antagonist Antagonist 9.1 – 10.0 pKi - 1-2
pKi 9.1 – 10.0 [1-2]
α1A-adrenoceptor Rn Antagonist Antagonist 9.3 pKi - 3
pKi 9.3 [3]
α1D-adrenoceptor Hs Antagonist Antagonist 7.4 pKi - 1-2
pKi 7.4 [1-2]
α1B-adrenoceptor Hs Antagonist Antagonist 6.7 – 7.7 pKi - 1-2
pKi 6.7 – 7.7 [1-2]
Ligand mentioned in the following text fields