(+)-SKF-82526   Click here for help

GtoPdb Ligand ID: 933

Compound class: Synthetic organic
Comment: This isomer is component of the approved drug Fenoldopam, which is used to treat severe hypertension. (+)-SKF-82526 is the more active isomer. 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-/m0/s1
InChI Key TVURRHSHRRELCG-ZDUSSCGKSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
(1S)-6-chloro-1-(4-hydroxyphenyl)-2,3,4,5-tetrahydro-1H-3-benzazepine-7,8-diol
International Nonproprietary Names Click here for help
INN number INN
4673 fenoldopam
Database Links Click here for help
Specialist databases
GPCRdb Ligand (+)-SKF-82526
Other databases
CAS Registry No. 67227-57-0 (source: DrugBank)
ChEMBL Ligand CHEMBL1161520
DrugBank Ligand DB00800
GtoPdb PubChem SID 135651053
PubChem CID 6603851
Search Google for chemical match using the InChIKey TVURRHSHRRELCG-ZDUSSCGKSA-N
Search Google for chemicals with the same backbone TVURRHSHRRELCG
Search PubMed clinical trials fenoldopam
Search PubMed titles fenoldopam
Search PubMed titles/abstracts fenoldopam
UniChem Compound Search for chemical match using the InChIKey TVURRHSHRRELCG-ZDUSSCGKSA-N
UniChem Connectivity Search for chemical match using the InChIKey TVURRHSHRRELCG-ZDUSSCGKSA-N
Wikipedia Fenoldopam