General Information of Drug (ID: DMVIRN3)

Drug Name
N-DESMETHYLCLOZAPINE Drug Info
Indication
Disease Entry ICD 11 Status REF
Schizoaffective disorder 6A21 Phase 2 [1]
Schizophrenia 6A20 Phase 2 [1]
Cross-matching ID
PubChem CID
135409468
ChEBI ID
CHEBI:64050
CAS Number
CAS 6104-71-8
TTD Drug ID
DMVIRN3

Molecule-Related Drug Atlas

Molecule-Related Drug Atlas
Molecule Type:
DTT
DOT
Drug Status:
Approved Drug(s)
Drug Name Drug ID Indication ICD 11 Highest Status REF
ACECLIDINE DMOLNCZ Glaucoma/ocular hypertension 9C61 Approved [5]
Fesoterodine fumarate DM13495 Overactive bladder GC50.0 Approved [6]
SMT-D002 DM1I93C Seborrhea ED91.2 Approved [7]
Clidinium DMUMQZ0 Abdominal stomach pain DD91.4 Approved [8]
Trihexyphenidyl DMB19L8 Dystonia 8A02 Approved [9]
Oxyphenonium DMMQHOZ Visceral spasms MD81.4 Approved [10]
Benztropine DMGZOVN Parkinson disease 8A00.0 Approved [11]
Glycopyrrolate DM2M3ZA Anaesthesia 9A78.6 Approved [12]
Pirenzepine DMP6M1N Peptic ulcer DA61 Approved [13]
Cycrimine DM8C43Q Parkinson disease 8A00.0 Approved [14]
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Drug Name Drug ID Indication ICD 11 Highest Status REF
Gabapentin DM6T924 Complex partial seizure 8A68.0 Approved [15]
Fluphenazine DMIT8LX Psychotic disorder 6A20-6A25 Approved [16]
Paliperidone DM7NPJS Psychotic disorder 6A20-6A25 Approved [17]
Haloperidol DM96SE0 Delirium Approved [17]
Valproate DMCFE9I Epilepsy 8A60-8A68 Approved [18]
Temozolomide DMKECZD Adenocarcinoma 2D40 Approved [19]
Olanzapine DMPFN6Y Bipolar depression Approved [20]
Cisplatin DMRHGI9 Adenocarcinoma 2D40 Approved [21]
Arsenic DMTL2Y1 N. A. N. A. Approved [22]
Progesterone DMUY35B Amenorrhea GA20.0 Approved [23]
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Drug(s) Affected By Cytochrome P450 1A1 (CYP1A1)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Amodiaquine DME4RA8 Malaria 1F40-1F45 Approved [24]
Riluzole DMECBWN Amyotrophic lateral sclerosis 8B60.0 Approved [25]
Flutamide DMK0O7U Prostate cancer 2C82.0 Approved [26]
Menadione DMSJDTY Vitamin K deficiency 5B59 Approved [27]
Estradiol DMUNTE3 Acne vulgaris ED80 Approved [28]
Troglitazone DM3VFPD Diabetic complication 5A2Y Approved [29]
Ethacrynic acid DM60QMR Edema MG29 Approved [30]
Marinol DM70IK5 Anorexia nervosa cachexia 6B80 Approved [31]
Ethinyl Estradiol DMODJ40 Acne vulgaris ED80 Approved [32]
Clofibrate DMPC1J7 Dysbetalipoproteinemia 5C80.2 Approved [33]
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Drug(s) Affected By Cytochrome P450 2C19 (CYP2C19)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Cannabidiol DM0659E Dravet syndrome 8A61.11 Approved [34]
Thioridazine DM35M8J Schizophrenia 6A20 Approved [35]
Voriconazole DMAOL2S Aspergillosis 1F20 Approved [36]
Chloramphenicol DMFXEWT Bacterial infection 1A00-1C4Z Approved [37]
Capsaicin DMGMF6V Back pain ME84.Z Approved [38]
Pentamidine DMHZJCG African trypanosomiasis 1F51 Approved [39]
Stiripentol DMMSDOY Dravet syndrome 8A61.11 Approved [40]
Quinine DMSWYF5 Malaria 1F40-1F45 Approved [39]
Desipramine DMT2FDC Attention deficit hyperactivity disorder 6A05.Z Approved [35]
Amitriptyline DMK7F9S Depression 6A70-6A7Z Approved [15]
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Drug(s) Affected By Cytochrome P450 2C9 (CYP2C9)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Cannabidiol DM0659E Dravet syndrome 8A61.11 Approved [34]
Troglitazone DM3VFPD Diabetic complication 5A2Y Approved [41]
Dapsone DM4LT8A Acne vulgaris ED80 Approved [39]
Voriconazole DMAOL2S Aspergillosis 1F20 Approved [36]
Capsaicin DMGMF6V Back pain ME84.Z Approved [38]
Zafirlukast DMHNQOG Asthma CA23 Approved [42]
Niclosamide DMJAGXQ Cestodes infection 1F70-1F76 Approved [39]
Eicosapentaenoic acid/docosa-hexaenoic acid DMMUCG4 Hypertriglyceridemia 5C80.1 Approved [43]
Fluconazole DMOWZ6B Cryptococcal meningitis Approved [36]
Quinine DMSWYF5 Malaria 1F40-1F45 Approved [39]
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Drug(s) Affected By Cytochrome P450 2C8 (CYP2C8)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Simvastatin DM30SGU Arteriosclerosis BD40 Approved [44]
Cyclophosphamide DM4O2Z7 Advanced cancer 2A00-2F9Z Approved [45]
Lovastatin DM9OZWQ Arteriosclerosis BD40 Approved [44]
Ifosfamide DMCT3I8 Adult central nervous system germ cell tumor Approved [45]
Sulfinpyrazone DMEV954 Gout FA25 Approved [46]
Loratadine DMF3AN7 Allergy 4A80-4A85 Approved [44]
Zafirlukast DMHNQOG Asthma CA23 Approved [44]
Ethinyl Estradiol DMODJ40 Acne vulgaris ED80 Approved [44]
Sorafenib DMS8IFC Adenocarcinoma 2D40 Approved [47]
Dabrafenib DMX6OE3 Melanoma 2C30 Approved [48]
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Drug(s) Affected By Cytochrome P450 2J2 (CYP2J2)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Nitrendipine DM21C09 Hypertension BA00-BA04 Approved [49]
Quercetin DM3NC4M Obesity 5B81 Approved [50]
Troglitazone DM3VFPD Diabetic complication 5A2Y Approved [51]
Tretinoin DM49DUI Acne vulgaris ED80 Approved [52]
Rifampicin DM5DSFZ Non-insulin dependent diabetes 5A11 Approved [53]
Nisoldipine DM7ISKJ Hypertension BA00-BA04 Approved [49]
Ciclosporin DMAZJFX Graft-versus-host disease 4B24 Approved [54]
Amlodipine DMBDAZV Angina pectoris BA40 Approved [49]
Valproate DMCFE9I Epilepsy 8A60-8A68 Approved [55]
Gemfibrozil DMD8Q3J Hyperlipidaemia 5C80 Approved [56]
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Drug(s) Affected By Cytochrome P450 1A2 (CYP1A2)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Zolmitriptan DM1IB4Q Migraine 8A80 Approved [57]
Rofecoxib DM3P5DA Osteoarthritis FA00-FA05 Approved [57]
Etoricoxib DM6A4NW Rheumatoid arthritis FA20 Approved [57]
Capsaicin DMGMF6V Back pain ME84.Z Approved [38]
Hesperetin DMKER83 High blood cholesterol level 5C80.00 Approved [58]
Stiripentol DMMSDOY Dravet syndrome 8A61.11 Approved [40]
Nifedipine DMSVOZT Angina pectoris BA40 Approved [59]
Zileuton DMVRIC2 Allergic asthma CA23.0 Approved [60]
Nicotine DMWX5CO Lung cancer 2C25.0 Approved [61]
Clonidine DM6RZ9Q Attention deficit hyperactivity disorder 6A05.Z Approved [15]
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Drug(s) Affected By Cytochrome P450 3A4 (CYP3A4)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Eplerenone DMF0NQR Heart failure BD10-BD13 Approved [62]
Cannabidiol DM0659E Dravet syndrome 8A61.11 Approved [34]
Isotretinoin DM4QTBN Acne vulgaris ED80 Approved [63]
Voriconazole DMAOL2S Aspergillosis 1F20 Approved [36]
Proguanil DMBL79I Malaria 1F40-1F45 Approved [39]
Ivermectin DMDBX5F Intestinal strongyloidiasis due to nematode parasite 1F6B Approved [39]
Loratadine DMF3AN7 Allergy 4A80-4A85 Approved [64]
Nelfinavir mesylate DMFX6G8 N. A. N. A. Approved [65]
Capsaicin DMGMF6V Back pain ME84.Z Approved [66]
Axitinib DMGVH6N Renal cell carcinoma 2C90 Approved [67]
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Drug(s) Affected By Cytochrome P450 3A5 (CYP3A5)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Eplerenone DMF0NQR Heart failure BD10-BD13 Approved [62]
Cannabidiol DM0659E Dravet syndrome 8A61.11 Approved [34]
Nelfinavir mesylate DMFX6G8 N. A. N. A. Approved [65]
Ritonavir DMU764S Human immunodeficiency virus infection 1C62 Approved [65]
Ifosfamide DMCT3I8 Adult central nervous system germ cell tumor Approved [68]
Omeprazole DM471KJ Cystic fibrosis CA25 Approved [69]
Thalidomide DM70BU5 Adult T-cell leukemia/lymphoma Approved [70]
Ciclosporin DMAZJFX Graft-versus-host disease 4B24 Approved [54]
Valproate DMCFE9I Epilepsy 8A60-8A68 Approved [18]
Hydrocortisone DMGEMB7 Acne vulgaris ED80 Approved [71]
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Drug(s) Affected By Cytochrome P450 1B1 (CYP1B1)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Flutamide DMK0O7U Prostate cancer 2C82.0 Approved [25]
Hydrogen peroxide DM1NG5W Infectious disease 1A00-CA43.1 Approved [72]
Estradiol DMUNTE3 Acne vulgaris ED80 Approved [73]
Progesterone DMUY35B Amenorrhea GA20.0 Approved [74]
Estrone DM5T6US Acne vulgaris ED80 Approved [75]
Melatonin DMKWFBT Depression 6A70-6A7Z Approved [76]
Vitamin A DMJ2AH4 Night blindness 9D45 Approved [77]
Amodiaquine DME4RA8 Malaria 1F40-1F45 Approved [78]
Daunorubicin DMQUSBT Acute monocytic leukemia Approved [79]
Pantothenic acid DM091H2 Vitamin deficiency 5B55-5B71 Approved [80]
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Drug(s) Affected By Cytochrome P450 2D6 (CYP2D6)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Hydrogen peroxide DM1NG5W Infectious disease 1A00-CA43.1 Approved [81]
Paliperidone DM7NPJS Psychotic disorder 6A20-6A25 Approved [82]
Dopamine DMPGUCF Acromegaly 5A60.0 Approved [83]
Cannabidiol DM0659E Dravet syndrome 8A61.11 Approved [84]
Oxatomide DM1F42Z Hay fever CA08.00 Approved [85]
Cinacalcet DMCX0K3 Hyperparathyroidism 5A51 Approved [86]
Capsaicin DMGMF6V Back pain ME84.Z Approved [38]
Pentamidine DMHZJCG African trypanosomiasis 1F51 Approved [39]
Quinidine DMLPICK N. A. N. A. Approved [87]
Buprenorphine DMPRI8G Opioid dependence 6C43.2Z Approved [88]
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Molecular Interaction Atlas of This Drug

Molecular Interaction Atlas

Drug Therapeutic Target (DTT)
DTT Name DTT ID UniProt ID MOA REF
Muscarinic acetylcholine receptor M1 (CHRM1) TTZ9SOR ACM1_HUMAN Modulator [2]

Drug Off-Target (DOT)
DOT Name DOT ID UniProt ID Interaction REF
5-hydroxytryptamine receptor 2A (HTR2A) OTWXJX0M 5HT2A_HUMAN Gene/Protein Processing [3]
Cytochrome P450 1A1 (CYP1A1) OTE4EFH8 CP1A1_HUMAN Biotransformations [4]
Cytochrome P450 1A2 (CYP1A2) OTLLBX48 CP1A2_HUMAN Biotransformations [4]
Cytochrome P450 1B1 (CYP1B1) OTYXFLSD CP1B1_HUMAN Biotransformations [4]
Cytochrome P450 2C19 (CYP2C19) OTFMJYYE CP2CJ_HUMAN Biotransformations [4]
Cytochrome P450 2C8 (CYP2C8) OTHCWT42 CP2C8_HUMAN Biotransformations [4]
Cytochrome P450 2C9 (CYP2C9) OTGLBN29 CP2C9_HUMAN Biotransformations [4]
Cytochrome P450 2D6 (CYP2D6) OTZJC802 CP2D6_HUMAN Biotransformations [4]
Cytochrome P450 2J2 (CYP2J2) OTJBTEH8 CP2J2_HUMAN Biotransformations [4]
Cytochrome P450 3A4 (CYP3A4) OTQGYY83 CP3A4_HUMAN Biotransformations [4]

References

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28 Effect of CYP1A1 gene polymorphisms on estrogen metabolism and bone density. J Bone Miner Res. 2005 Feb;20(2):232-9. doi: 10.1359/JBMR.041110. Epub 2004 Nov 16.
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35 Inhibition of cytochrome P450 enzymes participating in p-nitrophenol hydroxylation by drugs known as CYP2E1 inhibitors. Chem Biol Interact. 2004 Apr 15;147(3):331-40.
36 The novel azole R126638 is a selective inhibitor of ergosterol synthesis in Candida albicans, Trichophyton spp., and Microsporum canis. Antimicrob Agents Chemother. 2004 Sep;48(9):3272-8.
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38 Effects of capsaicin and dihydrocapsaicin on human and rat liver microsomal CYP450 enzyme activities in vitro and in vivo. J Asian Nat Prod Res. 2012;14(4):382-95.
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40 Stiripentol. Expert Opin Investig Drugs. 2005 Jul;14(7):905-11.
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44 Examination of 209 drugs for inhibition of cytochrome P450 2C8. J Clin Pharmacol. 2005 Jan;45(1):68-78.
45 Identification of the polymorphically expressed CYP2C19 and the wild-type CYP2C9-ILE359 allele as low-Km catalysts of cyclophosphamide and ifosfamide activation. Pharmacogenetics. 1997 Jun;7(3):211-21.
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47 Differential inhibition of human CYP2C8 and molecular docking interactions elicited by sorafenib and its major N-oxide metabolite. Chem Biol Interact. 2021 Apr 1;338:109401. doi: 10.1016/j.cbi.2021.109401. Epub 2021 Feb 5.
48 Dabrafenib inhibits ABCG2 and cytochrome P450 isoenzymes; potential implications for combination anticancer therapy. Toxicol Appl Pharmacol. 2022 Jan 1;434:115797. doi: 10.1016/j.taap.2021.115797. Epub 2021 Nov 13.
49 Inhibitory effects of antihypertensive drugs on human cytochrome P450 2J2 activity: Potent inhibition by azelnidipine and manidipine. Chem Biol Interact. 2019 Jun 1;306:1-9.
50 Comparison of phenotypic and transcriptomic effects of false-positive genotoxins, true genotoxins and non-genotoxins using HepG2 cells. Mutagenesis. 2011 Sep;26(5):593-604.
51 In vitro inhibition of human small intestinal and liver microsomal astemizole O-demethylation: different contribution of CYP2J2 in the small intestine and liver. Xenobiotica. 2003 Jun;33(6):615-23.
52 Differentiation-specific factors modulate epidermal CYP1-4 gene expression in human skin in response to retinoic acid and classic aryl hydrocarbon receptor ligands. J Pharmacol Exp Ther. 2006 Dec;319(3):1162-71.
53 Cytochrome P450 expression, induction and activity in human induced pluripotent stem cell-derived intestinal organoids and comparison with primary human intestinal epithelial cells and Caco-2 cells. Arch Toxicol. 2021 Mar;95(3):907-922. doi: 10.1007/s00204-020-02953-6. Epub 2020 Dec 2.
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55 Stem cell transcriptome responses and corresponding biomarkers that indicate the transition from adaptive responses to cytotoxicity. Chem Res Toxicol. 2017 Apr 17;30(4):905-922.
56 Expression of cytochrome P450 epoxygenases and soluble epoxide hydrolase is regulated by hypolipidemic drugs in dose-dependent manner. Toxicol Appl Pharmacol. 2018 Sep 15;355:156-163.
57 In vitro inhibition of CYP1A2 by model inhibitors, anti-inflammatory analgesics and female sex steroids: predictability of in vivo interactions. Basic Clin Pharmacol Toxicol. 2008 Aug;103(2):157-65.
58 Drug interaction study of flavonoids toward CYP3A4 and their quantitative structure activity relationship (QSAR) analysis for predicting potential effects. Toxicol Lett. 2018 Sep 15;294:27-36.
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60 Mechanism-based inhibition of human liver microsomal cytochrome P450 1A2 by zileuton, a 5-lipoxygenase inhibitor. Drug Metab Dispos. 2003 Nov;31(11):1352-60.
61 Predictive three-dimensional quantitative structure-activity relationship of cytochrome P450 1A2 inhibitors. J Med Chem. 2005 Jun 2;48(11):3808-15.
62 The relative role of CYP3A4 and CYP3A5 in eplerenone metabolism. Toxicol Lett. 2019 Oct 15;315:9-13.
63 Retinoids activate the RXR/SXR-mediated pathway and induce the endogenous CYP3A4 activity in Huh7 human hepatoma cells. Toxicol Sci. 2006 Jul;92(1):51-60.
64 Cetirizine and loratadine-based antihistamines with 5-lipoxygenase inhibitory activity. Bioorg Med Chem Lett. 2004 Nov 15;14(22):5591-4.
65 Mechanism-based inactivation of CYP3A by HIV protease inhibitors. J Pharmacol Exp Ther. 2005 Feb;312(2):583-91.
66 Studies of the toxicological potential of capsinoids, XIII: inhibitory effects of capsaicin and capsinoids on cytochrome P450 3A4 in human liver microsomes. Int J Toxicol. 2010 Mar;29(2 Suppl):22S-6S.
67 Investigation of the effects of axitinib on the pharmacokinetics of loperamide and its main metabolite N-demethylated loperamide in rats by UPLC-MS/MS. Chem Biol Interact. 2019 Sep 1;310:108744. doi: 10.1016/j.cbi.2019.108744. Epub 2019 Jul 9.
68 Contribution of CYP3A5 to hepatic and renal ifosfamide N-dechloroethylation. Drug Metab Dispos. 2005 Jul;33(7):1074-81. doi: 10.1124/dmd.104.002279. Epub 2005 Apr 8.
69 Use of mRNA expression to detect the induction of drug metabolising enzymes in rat and human hepatocytes. Toxicol Appl Pharmacol. 2009 Feb 15;235(1):86-96.
70 Induction of human cytochrome P450 3A enzymes in cultured placental cells by thalidomide and relevance to bioactivation and toxicity. J Toxicol Sci. 2017;42(3):343-348.
71 Induction of hepatic CYP3A enzymes by pregnancy-related hormones: studies in human hepatocytes and hepatic cell lines. Drug Metab Dispos. 2013 Feb;41(2):281-90.
72 Gene expression after treatment with hydrogen peroxide, menadione, or t-butyl hydroperoxide in breast cancer cells. Cancer Res. 2002 Nov 1;62(21):6246-54.
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75 In vitro aromatic bioactivation of the weak estrogen E(2)alpha and genesis of DNA adducts. Steroids. 2005 Mar;70(3):161-72. doi: 10.1016/j.steroids.2004.11.004.
76 Metabolism of melatonin by human cytochromes p450. Drug Metab Dispos. 2005 Apr;33(4):489-94.
77 Metabolism of retinoids and arachidonic acid by human and mouse cytochrome P450 1b1. Drug Metab Dispos. 2004 Aug;32(8):840-7.
78 Apoptosis contributes to the cytotoxicity induced by amodiaquine and its major metabolite N-desethylamodiaquine in hepatic cells. Toxicol In Vitro. 2020 Feb;62:104669. doi: 10.1016/j.tiv.2019.104669. Epub 2019 Oct 16.
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