BUPIVACAINE

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Trade Names
Synonyms
Status
Molecule Category Free-form
ATC N01BB01
UNII Y8335394RO
EPA CompTox DTXSID2022703

Structure

InChI Key LEBVLXFERQHONN-UHFFFAOYSA-N
Smiles CCCCN1CCCCC1C(=O)Nc1c(C)cccc1C
InChI
InChI=1S/C18H28N2O/c1-4-5-12-20-13-7-6-11-16(20)18(21)19-17-14(2)9-8-10-15(17)3/h8-10,16H,4-7,11-13H2,1-3H3,(H,19,21)

Physicochemical Descriptors

Property Name Value
Molecular Formula C18H28N2O
Molecular Weight 288.44
AlogP 3.9
Hydrogen Bond Acceptor 2.0
Hydrogen Bond Donor 1.0
Number of Rotational Bond 5.0
Polar Surface Area 32.34
Molecular species NEUTRAL
Aromatic Rings 1.0
Heavy Atoms 21.0

Pharmacology

Mechanism of Action Action Reference
Sodium channel protein type IV alpha subunit blocker BLOCKER PubMed
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Ion channel Voltage-gated ion channel Potassium channels Two-pore domain potassium channel
- - - - 50.2-56
Ion channel Voltage-gated ion channel Voltage-gated sodium channel
- - - - 63.4
EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Cavia porcellus
- - - - 63.4
Homo sapiens
- - - - 50.2
Rattus norvegicus
- - - - 56

Target Conservation

Protein: Sodium channel protein type IV alpha subunit
Description: Sodium channel protein type 4 subunit alpha
Organism : Homo sapiens
P35499 ENSG00000007314

Related Entries

Cross References

Resources Reference
ChEBI 77431
ChEMBL CHEMBL1098
DrugBank DB00297
DrugCentral 432
FDA SRS Y8335394RO
Human Metabolome Database HMDB0014442
Guide to Pharmacology 2397
KEGG C07529
PharmGKB PA135057240
PubChem 2474
SureChEMBL SCHEMBL25438
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