KEGG   DRUG: Levobupivacaine
Entry
D08116                      Drug                                   
Name
Levobupivacaine (INN);
Novabupi (TN)
Formula
C18H28N2O
Exact mass
288.2202
Mol weight
288.4277
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
Same as: C07887
ATC code: N01BB10
Chemical structure group: DG00807
Product (DG00807): D01287<JP>
Efficacy
Anesthetic (local)
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
      D08116  Levobupivacaine (INN)
Drug groups [BR:br08330]
 Neuropsychiatric agent
  DG02030  Anesthetics
   DG01675  Local anesthetic
    DG01673  Amide type local anesthetic
     DG00807  Levobupivacaine
      D08116  Levobupivacaine
 Metabolizing enzyme substrate
  DG01892  CYP1A2 substrate
   DG00807  Levobupivacaine
    D08116  Levobupivacaine
  DG01633  CYP3A/CYP3A4 substrate
   DG02913  CYP3A4 substrate
    DG00807  Levobupivacaine
     D08116  Levobupivacaine
Target-based classification of drugs [BR:br08310]
 Ion channels
  Voltage-gated ion channels
   Sodium channels
    SCN1A
     D08116  Levobupivacaine (INN)
    SCN2A
     D08116  Levobupivacaine (INN)
    SCN3A
     D08116  Levobupivacaine (INN)
    SCN4A
     D08116  Levobupivacaine (INN)
    SCN5A
     D08116  Levobupivacaine (INN)
    SCN8A
     D08116  Levobupivacaine (INN)
    SCN9A
     D08116  Levobupivacaine (INN)
    SCN10A
     D08116  Levobupivacaine (INN)
    SCN11A
     D08116  Levobupivacaine (INN)
Drug metabolizing enzymes and transporters [br08309.html]
 Drug metabolizing enzymes
  D08116
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: 27262-47-1
PubChem: 96024806
ChEBI: 6149
PDB-CCD: OJ0[PDBj]
LigandBox: D08116
NIKKAJI: J153.469F
KCF data

ATOM        21
            1   C1y C    25.9700  -17.7800
            2   N1y N    25.9700  -19.1800
            3   C5a C    24.7800  -17.0800
            4   C1x C    27.2300  -17.0800
            5   C1x C    27.2300  -19.8800
            6   C1b C    24.7800  -19.8800
            7   N1b N    23.5900  -17.7800
            8   O5a O    24.7800  -15.6800
            9   C1x C    28.4200  -17.7800
            10  C1x C    28.4200  -19.1800
            11  C1b C    23.5900  -19.1800
            12  C8y C    22.4000  -17.0800
            13  C1b C    22.4000  -19.8800
            14  C8y C    21.1400  -17.7100
            15  C8y C    22.4000  -15.6800
            16  C1a C    22.4000  -21.2800
            17  C8x C    19.9500  -17.0100
            18  C1a C    21.1400  -19.1100
            19  C8x C    21.2100  -14.9100
            20  C1a C    23.3800  -14.6300
            21  C8x C    19.9500  -15.6100
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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