General Information of the Compound
Compound ID
CP0482782
Compound Name
BUPIVACAINE HYDROCHLORIDE
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Synonyms
(1)-1-Butyl-N-(2,6-dimethylphenyl)piperidine-2-carboxamide
(inverted exclamation markA)-bupivacaine
1-Butyl-2',6'-pipecoloxylidide
1-Butyl-N-(2,6-dimethylphenyl)-2-piperidinecarboxamide
1-butyl-N-(2,6-dimethylphenyl)piperidine-2-carboxamide
AH 250
Anekain
Bloqueina
Bucaine
Bucaine (TN)
Bupivacaina
Bupivacaina [INN-Spanish]
Bupivacaine
Bupivacaine (INN)
Bupivacaine Carbonate
Bupivacaine HCL
Bupivacaine HCL KIT
Bupivacaine Monohydrochloride, Monohydrate
Bupivacaine [INN:BAN]
Bupivacainum
Bupivacainum [INN-Latin]
Bupivan
CBupivacaine
Carbostesin
DL-Bupivacaine
DUR-843
DepoBupivacaine
Dl-1-Butyl-2',6'-pipecoloxylidide
Marcain (TN)
Marcaina
Marcaine
Marcaine (TN)
Marcaine HCL
Marcaine Spinal
Sensorcaine
Sensorcaine (TN)
Sensorcaine-MPF
Sensorcaine-MPFSpinal
Transdur-Bupivacaine
Vivacaine (TN)
Win 11318
Win 11318 HCl
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Structure
Formula
C18H28N2O
Molecular Weight
288.435
Canonical SMILES
CCCCN1CCCCC1C(=O)Nc1c(C)cccc1C
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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)
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InChIKey
LEBVLXFERQHONN-UHFFFAOYSA-N
CAS
15233-43-9
2180-92-9
38396-39-3
Physicochemical Property
logP
3.89654
Rotatable Bonds
5
Heavy Atom Count
21
Polar Areas
32.34
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
2
Complexity
21

"RO5" indicates the cutoff set by lipinski's rule of five:

(1) Molecular weight less than 500 Dalton;

(2) xlogp less than 5;

(3) No more than 5 hbonddonor (Hydrogen Bond Donor Count);

(4) No more than 10 hbondacc (Hydrogen Bond Acceptor Count);

(5) No more than 10 rotbonds (Rotatable Bond Count).

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PubChem ID
CID: 2474
SID: 14897927
ChEMBL ID
CHEMBL1098
DrugBank ID
DB00297
Clinical Information about the Compound
Drug 1 ( Bupivacaine )
Drug Name Bupivacaine
Company AstraZeneca
Indication
Anaesthesia
Approved
Pain
Phase 2
Target(s)
Voltage-gated sodium channel alpha Nav1.8 (SCN10A)
Modulator