EcoDrugPlus


Synonyms	(-)-bupivacaine (s)-bupivacaine Bupivacaine (-)-form Bupivacaine, (-)- Bupivacaine, (s)- L-bupivacaine Levobupivacaine Novabupi
Status
Molecule Category	Free-form
ATC	N01BB10
UNII	A5H73K9U3W
EPA CompTox	DTXSID8048496


InChI Key	LEBVLXFERQHONN-INIZCTEOSA-N
Smiles	CCCCN1CCCC[C@H]1C(=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)/t16-/m0/s1

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

Resources	Reference
ChEBI	6149
ChEMBL	CHEMBL1201193
DrugBank	DB01002
DrugCentral	4
FDA SRS	A5H73K9U3W
Human Metabolome Database	HMDB0015137
Guide to Pharmacology	7211
KEGG	C07887
PharmGKB	PA164754741
PubChem	92253
SureChEMBL	SCHEMBL34537
ZINC	ZINC000001530812

EcoDrug+ was developed under the PREMIER Innovative Medicines Initiative 2 Joint Undertaking (JU) under grant agreement No 875508. The JU receives support from the EU’s Horizon 2020 research and innovation programme and the European Federation of Pharmaceutical Industries and Associations (EFPIA). The views reflect only the authors’ perspective and the JU is not responsible for any use that may be made of the information EcoDrug+ contains.

Elements of EcoDrug+ were developed under the Biocenter Finland Drug Discovery and Chemical Biology network. CSC-IT Center for Science Ltd is thanked for providing computational resources. Credit is given to Ensembl for collecting species images (provided under public domain licences such as Wikimedia and NHGRI).

Content of EcoDrug+ is provided without guarantee for correctness.

Cite Us:

Ashenafi Legehar, Siobhán Monaghan, Mael Briand, Akseli Niemelä, Leo Ghemtio, Ziaurrehman Tanoli, A Ross Brown, Charles R Tyler, Henri Xhaard, EcoDrug PLUS: an advanced database for drug target conservation analysis and environmental risk assessment, Nucleic Acids Research, 2025, gkaf1251 Read...

This work is licensed under Creative Commons Attribution-ShareAlike 4.0 International License

Last update: Monday, 3 November 2025

LEVOBUPIVACAINE

Structure

Physicochemical Descriptors

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