KEGG   DRUG: Levobupivacaine hydrochloride
Entry
D01287                      Drug                                   
Name
Levobupivacaine hydrochloride (JAN/USAN);
Chirocaine (TN)
Formula
C18H28N2O. HCl
Exact mass
324.1968
Mol weight
324.8887
Structure
Simcomp
Class
Neuropsychiatric agent
 DG02030  Anesthetics
  DG01675  Local anesthetic
   DG01673  Amide type local anesthetic
Metabolizing enzyme substrate
 DG01892  CYP1A2 substrate
 DG01633  CYP3A/CYP3A4 substrate
  DG02913  CYP3A4 substrate
Remark
Therapeutic category: 1214
ATC code: N01BB10
Chemical structure group: DG00807
Product (DG00807): D01287<JP>
Efficacy
Anesthetic (local), Analgesic
Target
SCN1A [HSA:6323] [KO:K04833]
SCN2A [HSA:6326] [KO:K04834]
SCN3A [HSA:6328] [KO:K04836]
SCN4A [HSA:6329] [KO:K04837]
SCN5A [HSA:6331] [KO:K04838]
SCN8A [HSA:6334] [KO:K04840]
SCN9A [HSA:6335] [KO:K04841]
SCN10A [HSA:6336] [KO:K04842]
SCN11A [HSA:11280] [KO:K04843]
  Pathway
hsa04728  Dopaminergic synapse
Metabolism
Enzyme: CYP3A4 [HSA:1576], CYP1A2 [HSA:1544]
Interaction
Structure map
map07231  Sodium channel blocking drugs
Brite
Anatomical Therapeutic Chemical (ATC) classification [BR:br08303]
 N NERVOUS SYSTEM
  N01 ANESTHETICS
   N01B ANESTHETICS, LOCAL
    N01BB Amides
     N01BB10 Levobupivacaine
      D01287  Levobupivacaine hydrochloride (JAN/USAN) <JP>
Therapeutic category of drugs in Japan [BR:br08301]
 1  Agents affecting nervous system and sensory organs
  12  Agents affecting peripheral nervous system
   121  Local anesthetics
    1214  Xylidines
     D01287  Levobupivacaine hydrochloride (JAN/USAN)
Drug groups [BR:br08330]
 Neuropsychiatric agent
  DG02030  Anesthetics
   DG01675  Local anesthetic
    DG01673  Amide type local anesthetic
     DG00807  Levobupivacaine
      D01287  Levobupivacaine hydrochloride
 Metabolizing enzyme substrate
  DG01892  CYP1A2 substrate
   DG00807  Levobupivacaine
    D01287  Levobupivacaine hydrochloride
  DG01633  CYP3A/CYP3A4 substrate
   DG02913  CYP3A4 substrate
    DG00807  Levobupivacaine
     D01287  Levobupivacaine hydrochloride
Target-based classification of drugs [BR:br08310]
 Ion channels
  Voltage-gated ion channels
   Sodium channels
    SCN1A
     D01287  Levobupivacaine hydrochloride (JAN/USAN) <JP>
    SCN2A
     D01287  Levobupivacaine hydrochloride (JAN/USAN) <JP>
    SCN3A
     D01287  Levobupivacaine hydrochloride (JAN/USAN) <JP>
    SCN4A
     D01287  Levobupivacaine hydrochloride (JAN/USAN) <JP>
    SCN5A
     D01287  Levobupivacaine hydrochloride (JAN/USAN) <JP>
    SCN8A
     D01287  Levobupivacaine hydrochloride (JAN/USAN) <JP>
    SCN9A
     D01287  Levobupivacaine hydrochloride (JAN/USAN) <JP>
    SCN10A
     D01287  Levobupivacaine hydrochloride (JAN/USAN) <JP>
    SCN11A
     D01287  Levobupivacaine hydrochloride (JAN/USAN) <JP>
New drug approvals in Japan [br08318.html]
 Drugs with new active ingredients
  D01287
Drug metabolizing enzymes and transporters [br08309.html]
 Drug metabolizing enzymes
  D01287
Drug groups [BR:br08330]
 Neuropsychiatric agent
  DG02030  Anesthetics
   DG01675  Local anesthetic
    DG01673  Amide type local anesthetic
     DG00807  Levobupivacaine
 Metabolizing enzyme substrate
  DG01892  CYP1A2 substrate
   DG00807  Levobupivacaine
  DG01633  CYP3A/CYP3A4 substrate
   DG02913  CYP3A4 substrate
    DG00807  Levobupivacaine
Other DBs
CAS: 27262-48-2
PubChem: 7848350
ChEBI: 31772
LigandBox: D01287
KCF data

ATOM        22
            1   C1y C    26.0358  -18.8835
            2   N1y N    26.0184  -20.2817
            3   C5a C    24.8241  -18.1727
            4   C1x C    27.2477  -18.1843
            5   C1x C    27.2301  -20.9866
            6   C1b C    24.8008  -20.9692
            7   N1b N    23.6122  -18.8661
            8   O5a O    24.8357  -16.7687
            9   C1x C    28.4535  -18.8951
            10  C1x C    28.4478  -20.2991
            11  C1b C    23.6005  -20.2701
            12  C8y C    22.4004  -18.1553
            13  C1b C    22.3888  -20.9633
            14  C8y C    21.1828  -18.8485
            15  C8y C    22.4121  -16.7511
            16  C1a C    22.3888  -22.3558
            17  C8x C    19.9768  -18.1377
            18  C1a C    21.1828  -20.2409
            19  C8x C    21.2002  -16.0462
            20  C1a C    23.3966  -15.7433
            21  C8x C    19.9768  -16.7395
            22  X   Cl   31.4327  -19.6720
BOND        22
            1     1   2 1
            2     1   3 1 #Down
            3     1   4 1
            4     2   5 1
            5     2   6 1
            6     3   7 1
            7     3   8 2
            8     4   9 1
            9     5  10 1
            10    6  11 1
            11    7  12 1
            12   11  13 1
            13   12  14 1
            14   12  15 2
            15   13  16 1
            16   14  17 2
            17   14  18 1
            18   15  19 1
            19   15  20 1
            20   17  21 1
            21    9  10 1
            22   19  21 2

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