Table 3.

P450 model predictions for terbinafine N-dealkylation and competing oxidation pathways.

Pathway	Step	Metabolites	Cytochrome P450 isozymes
			1A2	2A6	2B6	2C8	2C9	2C19	2D6	2E1	3A4
1	1.1	TBF-A, N-methyl-1-naphthyl methylamine	0.25	0.27	0.19	0.25	0.12	0.13	0.056	0.069	0.16
2	2.1	desmethyl-terbinafine, formaldehyde	0.66	0.38	0.74	0.80	0.46	0.56	0.086	0.15	0.73
	2.2a	TBF-A, 1-naphthyl methylamine	0.29	0.39	0.25	0.31	0.14	0.16	0.057	0.081	0.18
	2.2b	1-napthaldehyde, 6,6-dimethyl-2-hepten-4-yn-1-amine	0.63	0.51	0.72	0.75	0.61	0.49	0.14	0.42	0.72
3	3.1	1-napthaldehyde, N-methyl-6,6-dimethyl-2-hepten-4-yn-1-amine	0.61	0.40	0.68	0.71	0.60	0.56	0.10	0.36	0.70
	3.2a	TBF-A, methyl amine	0.59	0.85	0.77	0.82	0.82	0.60	0.70	0.69	0.56
	3.2b	6,6-dimethyl-2-hepten-4-yn-1-amine, formaldehyde	0.90	0.85	0.92	0.96	0.93	0.90	0.81	0.86	0.90
terminal hydroxylation		hydroxyterbinafine	0.71	0.22	0.73	0.81	0.76	0.72	0.16	0.27	0.073
		desmethyl hydroxyterbinafine	0.73	0.33	0.75	0.84	0.79	0.75	0.17	0.32	0.082
naphthyl oxidationb		terbinafine dihydrodiol	0.48	0.062	0.49	0.21	0.57	0.070	0.18	0.11	0.14
		desmethyl-terbinafine dihydrodiol	0.51	0.098	0.53	0.28	0.63	0.097	0.23	0.15	0.17

^aModel output range and corresponding color: 0 – 0.24, light gray; 0.25 – 0.49, dark gray; 0.50 – 0.74, black; 0.75 – 1.0, bold black

^bAverage prediction score for four carbon atoms on naphthyl group with highest likelihood for dihydrodiol formation.