fenoldopam   Click here for help

GtoPdb Ligand ID: 939

Synonyms: Corlopam® | SK&F-82526J | SK-82526-J
Approved drug
fenoldopam is an approved drug (FDA (1997))
Compound class: Synthetic organic
Comment: The approved drug fenoldopam is a racemic mixture of (+)-SKF-82526 and (-)-SKF-82526 stereoisomers. We show the non-isomeric structure to represent this mixture. Marketed formulations may contain fenoldopam mesylate (PubChem CID 49659).
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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)C1CNCCc2c1cc(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
InChI Key TVURRHSHRRELCG-UHFFFAOYSA-N
References
1. Tiberi M, Caron MG. (1994)
High agonist-independent activity is a distinguishing feature of the dopamine D1B receptor subtype.
J Biol Chem, 269 (45): 27925-31. [PMID:7525564]
2. Van Tol HH, Bunzow JR, Guan HC, Sunahara RK, Seeman P, Niznik HB, Civelli O. (1991)
Cloning of the gene for a human dopamine D4 receptor with high affinity for the antipsychotic clozapine.
Nature, 350 (6319): 610-4. [PMID:1840645]