5-methylurapidil   Click here for help

GtoPdb Ligand ID: 489

Synonyms: 5 methylurapidil | 5-methyl-urapidil
Compound class: Synthetic organic
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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 71.74
Molecular weight 401.24
XLogP 3.88
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES COc1ccccc1N1CCN(CC1)CCCNc1c(C)c(=O)n(c(=O)n1C)C
Isomeric SMILES COc1ccccc1N1CCN(CC1)CCCNc1c(C)c(=O)n(c(=O)n1C)C
InChI InChI=1S/C21H31N5O3/c1-16-19(23(2)21(28)24(3)20(16)27)22-10-7-11-25-12-14-26(15-13-25)17-8-5-6-9-18(17)29-4/h5-6,8-9,22H,7,10-15H2,1-4H3
InChI Key HIHZDNKKIUQQSC-UHFFFAOYSA-N
Selectivity at GPCRs
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
α1A-adrenoceptor Hs Antagonist Antagonist 8.9 – 9.2 pKi - 1-4,6
pKi 8.9 – 9.2 [1-4,6]
α1A-adrenoceptor Rn Antagonist Antagonist 9.0 pKi - 5
pKi 9.0 [5]
α1D-adrenoceptor Hs Antagonist Antagonist 7.1 – 8.0 pKi - 2,4,6
pKi 7.1 – 8.0 [2,4,6]
α1B-adrenoceptor Hs Antagonist Antagonist 7.2 – 7.7 pKi - 2,4,6
pKi 7.2 – 7.7 [2,4,6]