ropivacaine   Click here for help

GtoPdb Ligand ID: 7602

Synonyms: 1-propyl-2',6'-pipecoloxylidide | AL-381 | LEA-103 | Naropin® | ropivacaine hydrochloride
Approved drug
ropivacaine is an approved drug (FDA (1996))
Compound class: Synthetic organic
Comment: Ropivacaine is an amino amide local anaesthetic. We show the (S) enantiomer here, but the name can also be used to refer to the racemic mixture of optical isomers.
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View more information in the IUPHAR Pharmacology Education Project: ropivacaine

2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 3
Hydrogen bond donors 1
Rotatable bonds 5
Topological polar surface area 32.34
Molecular weight 274.2
XLogP 3
No. Lipinski's rules broken 0
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Canonical SMILES CCCN1CCCCC1C(=O)Nc1c(C)cccc1C
Isomeric SMILES CCCN1CCCC[C@H]1C(=O)Nc1c(C)cccc1C
InChI InChI=1S/C17H26N2O/c1-4-11-19-12-6-5-10-15(19)17(20)18-16-13(2)8-7-9-14(16)3/h7-9,15H,4-6,10-12H2,1-3H3,(H,18,20)/t15-/m0/s1
Bioactivity Comments
We have been unable to find publicly available affinity data for this drug at its proposed molecular target(s) to substantiate its MMOA, and have therefore not tagged a primary drug target.
Selectivity at ion channels
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
Nav1.5 Hs Channel blocker Pore blocker 3.5 – 4.6 pIC50 - 1
pIC50 4.6 (IC50 2.73x10-5 M) Blockade of inactivated channel [1]
pIC50 3.5 (IC50 3.222x10-4 M) Open-channel block [1]