KEGG   DRUG: Terbinafine
Entry
D02375                      Drug                                   

Name
Terbinafine (USAN/INN);
Lamasil (TN)
Formula
C21H25N
Exact mass
291.1987
Mol weight
291.4299
Structure
Simcomp
Class
Metabolizing enzyme substrate
 DG01892  CYP1A2 substrate
 DG02918  CYP2C8 substrate
 DG01642  CYP2C9 substrate
 DG01639  CYP2C19 substrate
 DG01633  CYP3A/CYP3A4 substrate
  DG02913  CYP3A4 substrate
Metabolizing enzyme inhibitor
 DG01645  CYP2D6 inhibitor
Remark
Same as: C08079
ATC code: D01AE15 D01BA02
Chemical structure group: DG00375
Product (DG00375): D02219<JP/US>
Efficacy
Antifungal, Ergosterol biosynthesis inhibitor
Comment
Allylamine derivative
Target
squalene epoxidase [KO:K00511]
  Pathway
ko00100  Steroid biosynthesis
Metabolism
Enzyme: CYP2C9 [HSA:1559], CYP1A2 [HSA:1544], CYP3A4 [HSA:1576], CYP2C8 [HSA:1558], CYP2C19 [HSA:1557]
Interaction
CYP inhibition: CYP2D6 [HSA:1565]
Structure map
map07026  Antifungal agents
map07114  Naphthalene family
Brite
Anatomical Therapeutic Chemical (ATC) classification [BR:br08303]
 D DERMATOLOGICALS
  D01 ANTIFUNGALS FOR DERMATOLOGICAL USE
   D01A ANTIFUNGALS FOR TOPICAL USE
    D01AE Other antifungals for topical use
     D01AE15 Terbinafine
      D02375  Terbinafine (USAN/INN)
   D01B ANTIFUNGALS FOR SYSTEMIC USE
    D01BA Antifungals for systemic use
     D01BA02 Terbinafine
      D02375  Terbinafine (USAN/INN)
Risk category of Japanese OTC drugs [BR:br08312]
 Designated second-class OTC drugs
  Inorganic and organic chemicals
   Terbinafine
    D02375  Terbinafine (USAN/INN)
 Second-class OTC drugs
  Inorganic and organic chemicals
   Terbinafine
    D02375  Terbinafine (USAN/INN)
Antimicrobials [BR:br08307]
 Antifungals
  Ergosterol biosynthesis inhibitor
   Other ergosterol biosynthesis inhibitor
    D02375  Terbinafine (USAN/INN)
Drug metabolizing enzymes and transporters [br08309.html]
 Drug metabolizing enzymes
  D02375
Antimicrobials abbreviations [BR:br08327]
 Antifungals
  Ergosterol biosynthesis inhibitor
   Other ergosterol biosynthesis inhibitor
    DG00375  Terbinafine
Other DBs
CAS: 91161-71-6
PubChem: 7849434
ChEBI: 9448
ChEMBL: CHEMBL822
DrugBank: DB00857
LigandBox: D02375
NIKKAJI: J126.310B
LinkDB
KCF data

ATOM        22
            1   C8x C     5.7400  -17.9200
            2   C8x C     5.7400  -19.3200
            3   C8x C     6.9524  -20.0200
            4   C8y C     8.1649  -19.3200
            5   C8y C     8.1649  -17.9200
            6   C8x C     6.9524  -17.2200
            7   C8x C     9.3773  -20.0200
            8   C8x C    10.5897  -19.3200
            9   C8x C    10.5897  -17.9200
            10  C8y C     9.3773  -17.2200
            11  C1b C     9.3773  -15.8200
            12  N1c N    10.5918  -15.1188
            13  C1b C    11.7883  -15.8098
            14  C1a C    10.5918  -13.7202
            15  C2b C    12.9751  -15.1246
            16  C2b C    14.1666  -15.8128
            17  C3b C    15.3560  -15.1261
            18  C3b C    16.5684  -14.4261
            19  C1d C    17.7808  -13.7261
            20  C1a C    18.9933  -13.0261
            21  C1a C    17.0780  -12.5087
            22  C1a C    18.4780  -14.9336
BOND        23
            1     1   2 2
            2     2   3 1
            3     3   4 2
            4     4   5 1
            5     5   6 2
            6     1   6 1
            7     4   7 1
            8     7   8 2
            9     8   9 1
            10    9  10 2
            11    5  10 1
            12   10  11 1
            13   11  12 1
            14   12  13 1
            15   12  14 1
            16   13  15 1
            17   15  16 2
            18   16  17 1
            19   17  18 3
            20   18  19 1
            21   19  20 1
            22   19  21 1
            23   19  22 1

» Japanese version   » Back

DBGET integrated database retrieval system