ChEMBL ligand: CHEMBL934 (Metopiron, Metopirone, Metyrapone, NSC-25265)
CYP11B1/Cytochrome P450 11B1 in Human [ChEMBL: CHEMBL1908] [GtoPdb: 1359] [UniProtKB: P15538] Cytochrome P450 11B1 in Bovine [ChEMBL: CHEMBL2927] [UniProtKB: P15150] CYP11B1/Cytochrome P450 11B1 in Rat [ChEMBL: CHEMBL4970] [GtoPdb: 1359] [UniProtKB: P15393] There should be some charts here, you may need to enable JavaScript!
CYP11B2/Cytochrome P450 11B2 in Human [ChEMBL: CHEMBL2722] [GtoPdb: 1360] [UniProtKB: P19099] There should be some charts here, you may need to enable JavaScript!
CYP17A1/Cytochrome P450 17A1 in Human [ChEMBL: CHEMBL3522] [GtoPdb: 1361] [UniProtKB: P05093] There should be some charts here, you may need to enable JavaScript!
CYP19A1/Cytochrome P450 19A1 in Human [ChEMBL: CHEMBL1978] [GtoPdb: 1362] [UniProtKB: P11511] There should be some charts here, you may need to enable JavaScript!
CYP3A4/Cytochrome P450 3A4 in Human [ChEMBL: CHEMBL340] [GtoPdb: 1337] [UniProtKB: P08684] There should be some charts here, you may need to enable JavaScript!

DB	Assay description	Assay Type	Standard value	Standard parameter	Original value	Original units	Original parameter	Reference
CYP11B1/Cytochrome P450 11B1 in Human (target type: SINGLE PROTEIN) [ChEMBL: CHEMBL1908] [GtoPdb: 1359] [UniProtKB: P15538]
ChEMBL	Inhibition of human CYP11B1 expressed in V79 MZ cells pretreated with compound for 1 hr followed by addition of 500 nM 11-deoxycorticosterone for 3 hrs by HPLC analysis	B	7.34	pIC50	46	nM	IC50	J Med Chem (2014) 57: 5011-5022 [PMID:24422519]
ChEMBL	Inhibition of human CYP11B1 expressed in hamster V79MZ cells using 11-deoxycorticosterone substrate	B	7.82	pIC50	15	nM	IC50	ACS Med Chem Lett (2011) 2: 2-6 [PMID:24900247]
ChEMBL	Inhibition of human CYP11B1 expressed in hamster V79 MZ cells using [3H] 11 deoxycorticosterone as substrate by HPLC radioflow detector	B	7.82	pIC50	15	nM	IC50	ACS Med Chem Lett (2011) 2: 559-564 [PMID:24900349]
ChEMBL	Inhibition of human CYP11B1 expressed in hamster V79MZh cells using [1,2-3H]-11-deoxycorticosterone as substrate	B	7.82	pIC50	15	nM	IC50	J Med Chem (2013) 56: 6022-6032 [PMID:23869452]
ChEMBL	Inhibition of human CYP11B1 expressed in hamster V79MZh11B1 cells using [1,2-3H]-11-deoxycorticosterone substrate incubated for 25 mins by HPLC method	B	7.82	pIC50	15	nM	IC50	Eur J Med Chem (2015) 89: 106-114 [PMID:25462231]
ChEMBL	Inhibition of human CYP11B1 expressed in hamster V79MZ cells using [1,2-3H]-11-deoxycorticosterone as substrate after 6 hrs by HPTLC analysis	B	7.82	pIC50	15	nM	IC50	Eur J Med Chem (2018) 143: 591-597 [PMID:29207342]
ChEMBL	Cellular Inhibition Assay: V79MZ cells expressing human CYP11B1 and human CYP11B2 genes, respectively, were grown on 24-well cell culture plates (8×10^5 cells per well) with 1.9 cm^2 culture area per well in 1 ml DMEM culture medium until confluence. Before testing, the DMEM culture medium was removed and 450 μl of fresh DMEM, containing the inhibitor in at least three different concentrations for determining the IC50 value, was added to each well. Every value was determined at least three times. After a pre-incubation step of 60 min at 37° C., the reaction was started by the addition of 50 μl of DMEM containing the substrate 11-deoxycorticosterone (containing 0.15 μCi of [1,2-3H] 11-deoxycorticosterone, dissolved in ethanol, final concentration 100 nM). The V79MZh11B1 cells were incubated for 25 min, the V79MZh11B2 cells were incubated for 50 min. Controls were treated in the same way without inhibitors. The maximum DMSO concentration in each well was 1%. Enzyme reactions were stopped by extracting the supernatant with 500 μl ethyl acetate. Samples were centrifuged (10000×g, 2 min), and the solvent was pipetted into fresh cups. The solvent was evaporated and the steroids were redissolved in 40 μl of methanol and analyzed by HPLC using radioflow detection (Ehmer et al. J. Steroid Biochem. Mol. Biol. 2002, 81, 173-179 and Denner et al. Endocr. Res. 1995, 21, 443-448).	B	7.82	pIC50	15	nM	IC50	US-9394290-B2. Selective CYP11B1 inhibitors for the treatment of cortisol dependent diseases (2016)
ChEMBL	Inhibition of human CYP11B1 expressed in hamster V79MZ cells using [1,2-3H]-11-deoxycorticosterone as substrate after 6 hrs by HPLC analysis	B	7.82	pIC50	15	nM	IC50	J Med Chem (2017) 60: 5086-5098 [PMID:28570067]
ChEMBL	Inhibition of human CYP11B1 expressed in hamster V79MZh cells using [1,2-3H]-11-deoxycorticosterone as substrate	B	7.82	pIC50	15	nM	IC50	J Med Chem (2014) 57: 7811-7817 [PMID:25176013]
ChEMBL	Inhibition of human CYP11B1 expressed in hamster fibroblast using 100 nM [3H]-11-deoxycorticosterone as substrate after 25 mins by HPLC analysis	B	7.82	pIC50	15	nM	IC50	Eur J Med Chem (2015) 96: 139-150 [PMID:25874338]
ChEMBL	Inhibition of CYP11B1 (unknown origin) expressed in Chinese hamster V79MZ cells using [1,2-3H]-11-deoxycorticosterone as substrate preincubated for 60 mins followed by substrate addition measured after 25 mins by HPLC analysis	B	7.84	pIC50	14.6	nM	IC50	Medchemcomm (2012) 3: 663-666
ChEMBL	Inhibition of human steroid-11beta-hydroxylase expressed in chinese hamster V79 cells using 11-deoxycorticosterone as substrate	B	7.84	pIC50	14.6	nM	IC50	Bioorg Med Chem Lett (2011) 21: 186-190 [PMID:21129965]
GtoPdb	-	-	7.84	pIC50	14.6	nM	IC50	Bioorg Med Chem Lett (2011) 21: 186-90 [PMID:21129965]
Cytochrome P450 11B1 in Bovine (target type: SINGLE PROTEIN) [ChEMBL: CHEMBL2927] [UniProtKB: P15150]
ChEMBL	Inhibition of bovine adrenal gland 11beta-hydroxylase assessed as inhibition of [14C]-deoxycorticosterone hydroxylation	B	6.24	pKi	580	nM	Ki	J Med Chem (1977) 20: 762-766 [PMID:874952]
ChEMBL	Evaluated for inhibition of bovine adrenal cortical mitochondrial 11 beta-hydroxylase	F	5.11	pIC50	7830	nM	IC50	J Med Chem (1984) 27: 15-19 [PMID:6606707]
CYP11B1/Cytochrome P450 11B1 in Rat (target type: SINGLE PROTEIN) [ChEMBL: CHEMBL4970] [GtoPdb: 1359] [UniProtKB: P15393]
ChEMBL	Inhibition of CYP11B1 in Sprague-Dawley rat adrenal tissue using 11-deoxycorticosterone as substrate after 4 hrs by SPA	B	5.3	pIC50	5000	nM	IC50	J Med Chem (2017) 60: 5086-5098 [PMID:28570067]
ChEMBL	Inhibition of rat CYP11B1 expressed in hamster fibroblast using 500 nM [3H]-11-deoxycorticosterone as substrate after 7 hrs by HPLC analysis	B	5.34	pIC50	4607	nM	IC50	Eur J Med Chem (2015) 96: 139-150 [PMID:25874338]
ChEMBL	Inhibition of rat CYP11B1 expressed in hamster V79MZ cells using [1,2-3H]-11-deoxycorticosterone as substrate after 6 hrs by HPLC analysis	B	5.34	pIC50	4600	nM	IC50	J Med Chem (2017) 60: 5086-5098 [PMID:28570067]
CYP11B2/Cytochrome P450 11B2 in Human (target type: SINGLE PROTEIN) [ChEMBL: CHEMBL2722] [GtoPdb: 1360] [UniProtKB: P19099]
ChEMBL	Inhibition of human aldosterone synthase expressed in V79 MZ cells pretreated with compound for 1 hr followed by addition of 500 nM 11-deoxycorticosterone for 1hr by HPLC analysis	B	6.68	pIC50	208	nM	IC50	J Med Chem (2014) 57: 5011-5022 [PMID:24422519]
GtoPdb	-	-	7.1	pIC50	-	-	-	Bioorg Med Chem Lett (2011) 21: 186-90 [PMID:21129965]
ChEMBL	Inhibition of human CYP11B2 expressed in hamster V79MZ cells using 11-deoxycorticosterone substrate	B	7.14	pIC50	72	nM	IC50	ACS Med Chem Lett (2011) 2: 2-6 [PMID:24900247]
ChEMBL	Inhibition of human CYP11B2 expressed in hamster V79 MZ cells using [3H] 11 deoxycorticosterone as substrate by HPLC radioflow detector	B	7.14	pIC50	72	nM	IC50	ACS Med Chem Lett (2011) 2: 559-564 [PMID:24900349]
ChEMBL	Cellular Inhibition Assay: V79MZ cells expressing human CYP11B1 and human CYP11B2 genes, respectively, were grown on 24-well cell culture plates (8×10^5 cells per well) with 1.9 cm^2 culture area per well in 1 ml DMEM culture medium until confluence. Before testing, the DMEM culture medium was removed and 450 μl of fresh DMEM, containing the inhibitor in at least three different concentrations for determining the IC50 value, was added to each well. Every value was determined at least three times. After a pre-incubation step of 60 min at 37° C., the reaction was started by the addition of 50 μl of DMEM containing the substrate 11-deoxycorticosterone (containing 0.15 μCi of [1,2-3H] 11-deoxycorticosterone, dissolved in ethanol, final concentration 100 nM). The V79MZh11B1 cells were incubated for 25 min, the V79MZh11B2 cells were incubated for 50 min. Controls were treated in the same way without inhibitors. The maximum DMSO concentration in each well was 1%. Enzyme reactions were stopped by extracting the supernatant with 500 μl ethyl acetate. Samples were centrifuged (10000×g, 2 min), and the solvent was pipetted into fresh cups. The solvent was evaporated and the steroids were redissolved in 40 μl of methanol and analyzed by HPLC using radioflow detection (Ehmer et al. J. Steroid Biochem. Mol. Biol. 2002, 81, 173-179 and Denner et al. Endocr. Res. 1995, 21, 443-448).	B	7.14	pIC50	72	nM	IC50	US-9394290-B2. Selective CYP11B1 inhibitors for the treatment of cortisol dependent diseases (2016)
ChEMBL	Inhibition of human CYP11B2 expressed in hamster fibroblast using 100 nM [3H]-11-deoxycorticosterone as substrate after 45 mins by HPLC analysis	B	7.14	pIC50	72	nM	IC50	Eur J Med Chem (2015) 96: 139-150 [PMID:25874338]
ChEMBL	Inhibition of human aldosterone synthase expressed in chinese hamster V79 cells using 11-deoxycorticosterone as substrate	B	7.14	pIC50	72	nM	IC50	Bioorg Med Chem Lett (2011) 21: 186-190 [PMID:21129965]
ChEMBL	Inhibition of human CYP11B2 expressed in hamster V79MZh11B2 cells using [1,2-3H]-11-deoxycorticosterone substrate incubated for 25 mins by HPLC method	B	7.14	pIC50	72	nM	IC50	Eur J Med Chem (2015) 89: 106-114 [PMID:25462231]
ChEMBL	Inhibition of human CYP11B2 expressed in hamster V79MZh cells using [1,2-3H]-11-deoxycorticosterone as substrate	B	7.14	pIC50	72	nM	IC50	J Med Chem (2014) 57: 7811-7817 [PMID:25176013]
ChEMBL	Inhibition of CYP11B2 (unknown origin) expressed in Chinese hamster V79MZ cells using [1,2-3H]-11-deoxycorticosterone as substrate preincubated for 60 mins followed by substrate addition measured after 50 mins by HPLC analysis	B	7.14	pIC50	71.8	nM	IC50	Medchemcomm (2012) 3: 663-666
ChEMBL	Inhibition of human CYP11B2 expressed in hamster V79MZh cells using [1,2-3H]-11-deoxycorticosterone as substrate	B	7.38	pIC50	42	nM	IC50	J Med Chem (2013) 56: 6022-6032 [PMID:23869452]
CYP17A1/Cytochrome P450 17A1 in Human (target type: SINGLE PROTEIN) [ChEMBL: CHEMBL3522] [GtoPdb: 1361] [UniProtKB: P05093]
ChEMBL	Inhibition of human CYP17 expressed in Escherichia coli	B	5	pIC50	>10000	nM	IC50	J Med Chem (2010) 53: 5749-5758 [PMID:20684610]
CYP19A1/Cytochrome P450 19A1 in Human (target type: SINGLE PROTEIN) [ChEMBL: CHEMBL1978] [GtoPdb: 1362] [UniProtKB: P11511]
ChEMBL	Inhibition of human CYP19 expressed in hamster fibroblast using 500 nM [1beta-3H] androstenedione as substrate by HPLC analysis	B	5.3	pIC50	>5000	nM	IC50	Eur J Med Chem (2015) 96: 139-150 [PMID:25874338]
CYP3A4/Cytochrome P450 3A4 in Human (target type: SINGLE PROTEIN) [ChEMBL: CHEMBL340] [GtoPdb: 1337] [UniProtKB: P08684]
ChEMBL	null: A commercially available P450-GLO Assay kit (Promega Corporation, Madison Wis.) is used to screen various compounds for CYP3A4A inhibition activity. CYP3A4A is thought to be one of the primary CYP isoforms responsible for retinoic acid metabolism in the skin. Three benchmark agents, liarozole, climbazole, and ketoconazole, were assessed for CYP3A4 inhibition to confirm that the inhibition activity (the IC50 for CYP3A4 inhibition) measured by the assay corresponds to the activity reported by the published literature. The results show that the substituted azole compounds having the specific structure set forth herein are CYP inhibitors, and thus function as RAMBAs.	B	5.52	pIC50	3000	nM	IC50	US-9138393-B2. Cosmetic compositions containing substituted azole and methods for improving the appearance of aging skin (2015)
ChEMBL	In vitro CYP3A4 Inhibition Assay: Cytochrome P450 is a large and diverse group of enzymes that catalyze the oxidation of organic substances. Some members of the CYP family contribute to the elimination of ATRA by catalyzing its 4-hydroxylation in the mammalian liver and skin, including that of humans as well as swine. Applicant evaluated the potential RAMBA activity of several azoles using pig liver microsomes, a rich source of CYP activity, comprising many different CYP 450 isoforms. Therefore, this approach, while a reasonable way to assess CYP inhibitors with broad activities may or may not be the best way to discover RAMBAs with selectivity for the skin, which has a much more narrow complement of CYP expression. As understanding in this area has progressed, a more specific CYP inhibition assay can be used to provide better predictivity of activity in human skin. Nevertheless, this assay may still be used as a general predictor of overall CYP activity.	B	5.52	pIC50	3000	nM	IC50	US-9144538-B2. Cosmetic compositions containing substituted azole and methods for alleviating the signs of photoaged skin (2015)
ChEMBL	DRUGMATRIX: CYP450, 3A4 enzyme inhibition (substrate: 7-Benzyloxy-4-(trifluoromethyl)-coumarin)	B	6.1	pIC50	800	nM	IC50	DrugMatrix in vitro pharmacology data

ChEMBL data shown on this page come from version 33:

Mendez D, Gaulton A, Bento AP, Chambers J, De Veij M, Félix E, Magariños MP, Mosquera JF, Mutowo P, Nowotka M, Gordillo-Marañón M, Hunter F, Junco L, Mugumbate G, Rodriguez-Lopez M, Atkinson F, Bosc N, Radoux CJ, Segura-Cabrera A, Hersey A, Leach AR. (2019) 'ChEMBL: towards direct deposition of bioassay data' Nucleic Acids Res., 47(D1). DOI: 10.1093/nar/gky1075. [EPMCID:30398643]
Davies M, Nowotka M, Papadatos G, Dedman N, Gaulton A, Atkinson F, Bellis L, Overington JP. (2015) 'ChEMBL web services: streamlining access to drug discovery data and utilities.' Nucleic Acids Res., 43(W1). DOI: 10.1093/nar/gkv352. [EPMCID:25883136]