(-)-SKF-82526   Click here for help

GtoPdb Ligand ID: 985

Compound class: Synthetic organic
Comment: This isomer is a component of the approved drug fenoldopam, which is used to treat severe hypertension. (-)-SKF-82526 is less active than (+)-SKF-82526. See our ligand entry for fenoldopam for more details.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 1
Hydrogen bond donors 4
Rotatable bonds 1
Topological polar surface area 72.72
Molecular weight 305.08
XLogP 2.59
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES Oc1ccc(cc1)C1CNCCc2c1cc(O)c(c2Cl)O
Isomeric SMILES Oc1ccc(cc1)[C@H]1CNCCc2c1cc(O)c(c2Cl)O
InChI InChI=1S/C16H16ClNO3/c17-15-11-5-6-18-8-13(9-1-3-10(19)4-2-9)12(11)7-14(20)16(15)21/h1-4,7,13,18-21H,5-6,8H2/t13-/m1/s1
InChI Key TVURRHSHRRELCG-CYBMUJFWSA-N
Selectivity at GPCRs
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
D5 receptor Hs Agonist Full agonist 6.1 pKi - 1
pKi 6.1 [1]
D1 receptor Hs Agonist Partial agonist 5.7 pKi - 1
pKi 5.7 (Ki 1.818x10-6 M) [1]