paricalcitol   Click here for help

GtoPdb Ligand ID: 2791

Synonyms: Zemplar®
Approved drug
paricalcitol is an approved drug (FDA (1998))
Comment: Vitamin D receptor agonist
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 3
Hydrogen bond donors 3
Rotatable bonds 5
Topological polar surface area 60.69
Molecular weight 416.33
XLogP 6.14
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
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Canonical SMILES OC1CC(O)CC(=CC=C2CCCC3(C2CCC3C(C=CC(C(O)(C)C)C)C)C)C1
Isomeric SMILES O[C@H]1C[C@H](O)CC(=C/C=C/2\CCC[C@]3([C@H]2CC[C@@H]3[C@@H](/C=C/[C@@H](C(O)(C)C)C)C)C)C1
InChI InChI=1S/C27H44O3/c1-18(8-9-19(2)26(3,4)30)24-12-13-25-21(7-6-14-27(24,25)5)11-10-20-15-22(28)17-23(29)16-20/h8-11,18-19,22-25,28-30H,6-7,12-17H2,1-5H3/b9-8+,21-11+/t18-,19+,22-,23-,24-,25+,27-/m1/s1
InChI Key BPKAHTKRCLCHEA-UBFJEZKGSA-N
Classification Click here for help
Compound class Metabolite or derivative
Approved drug? Yes (FDA (1998))
IUPAC Name Click here for help
(1R,3R)-5-[(2E)-2-[(1R,3aS,7aR)-1-[(E,2R,5S)-6-hydroxy-5,6-dimethylhept-3-en-2-yl]-7a-methyl-2,3,3a,5,6,7-hexahydro-1H-inden-4-ylidene]ethylidene]cyclohexane-1,3-diol
International Nonproprietary Names Click here for help
INN number INN
7688 paricalcitol
Synonyms Click here for help
Zemplar®
Database Links Click here for help
CAS Registry No. 131918-61-1 (source: Scifinder)
ChEMBL Ligand CHEMBL1200622
DrugBank Ligand DB00910
DrugCentral Ligand 2066
GtoPdb PubChem SID 135651536
PubChem CID 5281104
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Wikipedia Paricalcitol

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Tocris
Paricalcitol
Cat. No. 4161