Entry |
|
Name |
Terbinafine (USAN/INN); Lamasil (TN) |
Formula |
C21H25N
|
Exact mass |
291.1987
|
Mol weight |
291.43
|
Structure |

|
Simcomp |
|
Class |
|
Remark |
Product (DG00375): | D02219<JP/US> |
|
Efficacy |
Antifungal, Ergosterol biosynthesis inhibitor |
Comment |
Allylamine derivative
|
Target |
squalene epoxidase [KO: K00511] |
Pathway |
|
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 |
|
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)
Drug groups [BR:br08330]
Metabolizing enzyme substrate
DG01892 CYP1A2 substrate
DG00375 Terbinafine
D02375 Terbinafine
DG02918 CYP2C8 substrate
DG00375 Terbinafine
D02375 Terbinafine
DG01642 CYP2C9 substrate
DG00375 Terbinafine
D02375 Terbinafine
DG01639 CYP2C19 substrate
DG00375 Terbinafine
D02375 Terbinafine
DG01633 CYP3A/CYP3A4 substrate
DG02913 CYP3A4 substrate
DG00375 Terbinafine
D02375 Terbinafine
Metabolizing enzyme inhibitor
DG01645 CYP2D6 inhibitor
DG00375 Terbinafine
D02375 Terbinafine
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
Drug groups [BR:br08330]
Metabolizing enzyme substrate
DG01892 CYP1A2 substrate
DG00375 Terbinafine
DG02918 CYP2C8 substrate
DG00375 Terbinafine
DG01642 CYP2C9 substrate
DG00375 Terbinafine
DG01639 CYP2C19 substrate
DG00375 Terbinafine
DG01633 CYP3A/CYP3A4 substrate
DG02913 CYP3A4 substrate
DG00375 Terbinafine
Metabolizing enzyme inhibitor
DG01645 CYP2D6 inhibitor
DG00375 Terbinafine
Antimicrobials abbreviations [BR:br08327]
Antifungals
Ergosterol biosynthesis inhibitor
Other ergosterol biosynthesis inhibitor
DG00375 Terbinafine
|
Other DBs |
|
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
|