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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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
SMILES / InChI / InChIKey
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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
InChI Key ZKMNUMMKYBVTFN-HNNXBMFYSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1996))
IUPAC Name Click here for help
(2S)-N-(2,6-dimethylphenyl)-1-propylpiperidine-2-carboxamide
International Nonproprietary Names Click here for help
INN number INN
5376 ropivacaine
Synonyms Click here for help
1-propyl-2',6'-pipecoloxylidide | AL-381 | LEA-103 | Naropin® | ropivacaine hydrochloride
Database Links Click here for help
CAS Registry No. 84057-95-4
ChEBI CHEBI:8890
ChEMBL Ligand CHEMBL1077896
DrugBank Ligand DB00296
DrugCentral Ligand 2403
GtoPdb PubChem SID 223365937
PubChem CID 175805
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Wikipedia Ropivacaine