Details of the Drug-Related molecule(s) Interaction Atlas

General Information of Drug (ID: DMCR1MV)

• Drug Name: Itraconazole Drug Info
• Synonyms: Canadiol; Hyphanox; ITCZ; ITZ; Intraconazole; Itraconazol; Itraconazolum; Itrizole; Oriconazole; Orungal; Prokanazol; Sempera; Spherazole; Sporal; Sporanos; Sporanox; Sporonox; Triasporn; Itraconazol [Spanish]; Itraconazole oral solution; Itraconazolum [Latin]; R 51211; Cis-Itraconazole; Itraconazole & Bovine Lactoferrin; Itraconazole & Nyotran; Itrizole (TN); R-51211; Sporanox (TN); Itraconazole & Nyotran(Liposomal Nystatin); Itraconazole (JAN/USAN); Oriconazole, R51211, Sporanox; Itraconazole [USAN:BAN:INN:JAN]; (+-)-1-sec-Butyl-4-(p-(4-(p-(((2R*,4S*)-2-(2,4-dichlorophenyl)-2-(1H-1,2,4-triazol-1-ylmethyl)-1,3-dioxolan-4-yl)methoxy)phenyl)-1-piperazinyl)phenyl)-delta(sup 2)-1,2,4-triazolin-5-one; (1)-cis-4-(4-(4-(4-((2-(2,4-Dichlorophenyl)-2-(1H-1,2,4-triazol-1-ylmethyl)-1,3-dioxolan-4-yl)methoxy)phenyl)piperazin-1-yl)phenyl)-2,4-dihydro-2-sec-butyl-3H-1,2,4-triazol-3-one; 2-(butan-2-yl)-4-{4-[4-(4-{[(2R,4S)-2-(2,4-dichlorophenyl)-2-(1H-1,2,4-triazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy}phenyl)piperazin-1-yl]phenyl}-2,4-dihydro-3H-1,2,4-triazol-3-one; 2-butan-2-yl-4-[4-[4-[4-[[(2R,4S)-2-(2,4-dichlorophenyl)-2-(1,2,4-triazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy]phenyl]piperazin-1-yl]phenyl]-1,2,4-triazol-3-one; 2-butan-2-yl-4-[4-[4-[4-[[(2S,4R)-2-(2,4-dichlorophenyl)-2-(1,2,4-triazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy]phenyl]piperazin-1-yl]phenyl]-1,2,4-triazol-3-one; 2-butan-2-yl-4-[4-[4-[4-[[2-(2,4-dichlorophenyl)-2-(1,2,4-triazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy]phenyl]piperazin-1-yl]phenyl]-1,2,4-triazol-3-one; 3H-1,2,4-Triazol-3-one, 4-[4-[4-[4-[[2-(2,4-dichlorophenyl)-2-(1H-1,2,4-triazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy]phenyl]-1-pipera-zinyl]phenyl]-2,4-dihydro-2-(1-methylpropyl); 4-(4-{4-[4-({[(2R,4S)-2-(2,4-dichlorophenyl)-2-(1H-1,2,4-triazol-1-ylmethyl)-1,3-dioxolan-4-yl]methyl}oxy)phenyl]piperazin-1-yl}phenyl)-2-(1-methylpropyl)-2,4-dihydro-3H-1,2,4-triazol-3-one

Indication

Disease Entry	ICD 11	Status	REF
Aspergillosis	1F20	Approved	[1]
Blastomycosis	1F22	Approved	[1]
Fungal infection	1F29-1F2F	Approved	[2]
Fusariosis		Approved	[1]
Histoplasmosis		Approved	[1]
Invasive candidiasis	1F23	Approved	[1]
Mycoses	1F2Z	Approved	[1]
Candidemia	1F23.3Y	Investigative	[1]
Esophageal candidiasis		Investigative	[1]

• Therapeutic Class: Antifungal Agents
• Cross-matching ID:
  PubChem CID: 55283
  ChEBI ID: CHEBI:6076
  CAS Number: CAS 84625-61-6
  TTD Drug ID: DMCR1MV
  VARIDT Drug ID: DR00687
  INTEDE Drug ID: DR0895
  ACDINA Drug ID: D00337

Molecule-Related Drug Atlas

Drug(s) Targeting Hedgehog signaling pathway (HS pathway)

Drug Name	Drug ID	Indication	ICD 11	Highest Status	REF
PF-04449913	DMSB068	Chronic myelomonocytic leukaemia	2A40	Approved	[17]
Patidegib	DM2NJYC	Basal cell carcinoma	2C32	Phase 2	[18]
ENV-101	DMFOI3T	Idiopathic pulmonary fibrosis	CB03.4	Phase 2	[19]

Drug(s) Targeting Candida Cytochrome P450 51 (Candi ERG11)

Drug Name	Drug ID	Indication	ICD 11	Highest Status	REF
Voriconazole	DMAOL2S	Aspergillosis	1F20	Approved	[3]
Posaconazole	DMUL5EW	Aspergillosis	1F20	Approved	[20]
Ketoconazole	DMPZI3Q	Blastomycosis	1F22	Approved	[21]
Miconazole	DMPMYE8	Cutaneous candidiasis	1F23.14	Approved	[3]
Oxiconazole	DME7KRM	Tinea corporis	1F28.Y	Approved	[22]
Fluconazole	DMOWZ6B	Cryptococcal meningitis		Approved	[3]
Terconazole	DMJ13KI	Candidiasis	1F23	Approved	[23]
Bifonazole	DM3KN7V	Fungal infection	1F29-1F2F	Approved	[24]
Tioconazole	DMNYPGS	Onychomycosis	EE12.1	Approved	[25]
Econazole	DMFSWGH	Cutaneous candidiasis	1F23.14	Approved	[15]

Drug(s) Transported By P-glycoprotein 1 (ABCB1)

Drug Name	Drug ID	Indication	ICD 11	Highest Status	REF
Amoxicillin	DMUYNEI	Acute otitis media	AB00	Approved	[26]
Doxorubicin	DMVP5YE	Acute myelogenous leukaemia	2A41	Approved	[27]
Methotrexate	DM2TEOL	Anterior urethra cancer		Approved	[5]
Folic Acid	DMEMBJC	Colorectal carcinoma		Approved	[28]
Fluorouracil	DMUM7HZ	Adenocarcinoma	2D40	Approved	[5]
Cisplatin	DMRHGI9	Adenocarcinoma	2D40	Approved	[5]
Progesterone	DMUY35B	Amenorrhea	GA20.0	Approved	[29]
Tamoxifen	DMLB0EZ	Breast cancer	2C60-2C65	Approved	[5]
Estradiol	DMUNTE3	Acne vulgaris	ED80	Approved	[30]
Imatinib	DM7RJXL	Acute lymphoblastic leukaemia	2A85	Approved	[31]

Drug(s) Metabolized By Cytochrome P450 3A4 (CYP3A4)

Drug Name	Drug ID	Indication	ICD 11	Highest Status	REF
Doxorubicin	DMVP5YE	Acute myelogenous leukaemia	2A41	Approved	[32]
Progesterone	DMUY35B	Amenorrhea	GA20.0	Approved	[33]
Tamoxifen	DMLB0EZ	Breast cancer	2C60-2C65	Approved	[34]
Estradiol	DMUNTE3	Acne vulgaris	ED80	Approved	[35]
Acetaminophen	DMUIE76	Allergic rhinitis	CA08.0	Approved	[36]
Imatinib	DM7RJXL	Acute lymphoblastic leukaemia	2A85	Approved	[37]
Etoposide	DMNH3PG	Acute myelogenous leukaemia	2A41	Approved	[38]
Zidovudine	DM4KI7O	Human immunodeficiency virus infection	1C62	Approved	[39]
Prasterone	DM67VKL	Chronic obstructive pulmonary disease	CA22	Approved	[33]
Verapamil	DMA7PEW	Angina pectoris	BA40	Approved	[40]
Eplerenone	DMF0NQR	Heart failure	BD10-BD13	Approved	[51]
Cannabidiol	DM0659E	Dravet syndrome	8A61.11	Approved	[52]
Isotretinoin	DM4QTBN	Acne vulgaris	ED80	Approved	[53]
Voriconazole	DMAOL2S	Aspergillosis	1F20	Approved	[8]
Proguanil	DMBL79I	Malaria	1F40-1F45	Approved	[54]
Ivermectin	DMDBX5F	Intestinal strongyloidiasis due to nematode parasite	1F6B	Approved	[54]
Loratadine	DMF3AN7	Allergy	4A80-4A85	Approved	[55]
Nelfinavir mesylate	DMFX6G8	N. A.	N. A.	Approved	[56]
Capsaicin	DMGMF6V	Back pain	ME84.Z	Approved	[57]
Axitinib	DMGVH6N	Renal cell carcinoma	2C90	Approved	[58]

Drug(s) Metabolized By UDP-glucuronosyltransferase 1A1 (UGT1A1)

Drug Name	Drug ID	Indication	ICD 11	Highest Status	REF
Tamoxifen	DMLB0EZ	Breast cancer	2C60-2C65	Approved	[41]
Estradiol	DMUNTE3	Acne vulgaris	ED80	Approved	[42]
Acetaminophen	DMUIE76	Allergic rhinitis	CA08.0	Approved	[43]
Etoposide	DMNH3PG	Acute myelogenous leukaemia	2A41	Approved	[44]
Zidovudine	DM4KI7O	Human immunodeficiency virus infection	1C62	Approved	[45]
Valproate	DMCFE9I	Epilepsy	8A60-8A68	Approved	[46]
Mycophenolate mofetil	DMPQAGE	Hepatosplenic T-cell lymphoma		Approved	[47]
Metronidazole	DMTIVEN	Abscess		Approved	[48]
Propofol	DMB4OLE	Anaesthesia	9A78.6	Approved	[49]
Ethanol	DMDRQZU	Chronic pain	MG30	Approved	[50]

Drug(s) Affected By ATP-dependent translocase ABCB1 (ABCB1)

Drug Name	Drug ID	Indication	ICD 11	Highest Status	REF
Flupentixol	DM0DJ9O	Schizophrenia	6A20	Approved	[59]
Sertraline	DM0FB1J	Coronary heart disease	BA80.Z	Approved	[60]
Crizotinib	DM4F29C	Non-small-cell lung cancer	2C25.Y	Approved	[61]
Lamotrigine	DM8SXYG	Bipolar disorder	6A60	Approved	[62]
Cepharanthine	DM9Y5JB	N. A.	N. A.	Approved	[63]
Clozapine	DMFC71L	Schizophrenia	6A20	Approved	[64]
Midostaurin	DMI6E0R	Acute myeloid leukaemia	2A60	Approved	[65]
Trifluoperazine	DMKBYWI	Anxiety		Approved	[66]
Olanzapine	DMPFN6Y	Bipolar depression		Approved	[64]
Levetiracetam	DMTGDN8	Epilepsy	8A60-8A68	Approved	[62]

Drug(s) Affected By 1,25-dihydroxyvitamin D(3) 24-hydroxylase, mitochondrial (CYP24A1)

Drug Name	Drug ID	Indication	ICD 11	Highest Status	REF
Calcitriol	DM8ZVJ7	Congenital alopecia	LC30	Approved	[67]
Calcidiol	DMN4CV5	Hypophosphatemia		Approved	[68]
Calcipotriol	DM03CP7	Psoriasis	EA90	Approved	[69]
Hydrogen peroxide	DM1NG5W	Infectious disease	1A00-CA43.1	Approved	[70]
Quercetin	DM3NC4M	Obesity	5B81	Approved	[71]
Tretinoin	DM49DUI	Acne vulgaris	ED80	Approved	[72]
Rifampicin	DM5DSFZ	Non-insulin dependent diabetes	5A11	Approved	[73]
Arsenic trioxide	DM61TA4	Acute lymphoblastic leukaemia	2A85	Approved	[74]
Liothyronine	DM6IR3P	Congenital hypothyroidism		Approved	[75]
Testosterone	DM7HUNW	Hot flushes	GA30	Approved	[76]

Drug(s) Affected By Cytochrome P450 1A1 (CYP1A1)

Drug Name	Drug ID	Indication	ICD 11	Highest Status	REF
Amodiaquine	DME4RA8	Malaria	1F40-1F45	Approved	[77]
Riluzole	DMECBWN	Amyotrophic lateral sclerosis	8B60.0	Approved	[78]
Flutamide	DMK0O7U	Prostate cancer	2C82.0	Approved	[79]
Menadione	DMSJDTY	Vitamin K deficiency	5B59	Approved	[80]
Estradiol	DMUNTE3	Acne vulgaris	ED80	Approved	[81]
Troglitazone	DM3VFPD	Diabetic complication	5A2Y	Approved	[82]
Ethacrynic acid	DM60QMR	Edema	MG29	Approved	[83]
Marinol	DM70IK5	Anorexia nervosa cachexia	6B80	Approved	[84]
Ethinyl Estradiol	DMODJ40	Acne vulgaris	ED80	Approved	[85]
Clofibrate	DMPC1J7	Dysbetalipoproteinemia	5C80.2	Approved	[86]

Drug(s) Affected By Nuclear receptor subfamily 1 group I member 2 (NR1I2)

Drug Name	Drug ID	Indication	ICD 11	Highest Status	REF
Verapamil	DMA7PEW	Angina pectoris	BA40	Approved	[87]
Vidarabine	DM0N85H	Hepatosplenic T-cell lymphoma		Approved	[87]
Beta-carotene	DM0RXBT	Vitamin deficiency	5B55-5B71	Approved	[88]
Fulvestrant	DM0YZC6	Breast cancer	2C60-2C65	Approved	[89]
Secobarbital	DM14RF5	Epilepsy	8A60-8A68	Approved	[90]
Etidronic acid	DM1XHYJ	Bone Paget disease		Approved	[87]
Tiaprofenic acid	DM23D7J	Osteoarthritis	FA00-FA05	Approved	[87]
Bromperidol	DM24XYQ	Schizophrenia	6A20	Approved	[87]
Simvastatin	DM30SGU	Arteriosclerosis	BD40	Approved	[91]
Deoxycholic acid	DM3GYAL	Subcutaneous fat disorder	EF02	Approved	[92]

Drug(s) Affected By Bile salt export pump (ABCB11)

Drug Name	Drug ID	Indication	ICD 11	Highest Status	REF
Glimepiride	DM5FSJA	Diabetic complication	5A2Y	Approved	[11]
Ezetimibe	DM7A8TW	Atherosclerosis	BD40	Approved	[93]
Glipizide	DMZA5PQ	Diabetic complication	5A2Y	Approved	[93]
Bosentan	DMIOGBU	Pulmonary arterial hypertension	BB01.0	Approved	[94]
Indinavir	DM0T3YH	Human immunodeficiency virus infection	1C62	Approved	[11]
Ofloxacin	DM0VQN3	Acute gonococcal cervicitis		Approved	[93]
Primidone	DM0WX6I	Epilepsy	8A60-8A68	Approved	[95]
Gefitinib	DM15F0X	Colon adenocarcinoma		Approved	[11]
Drospirenone	DM1A9W3	Acne vulgaris	ED80	Approved	[96]
Nitrendipine	DM21C09	Hypertension	BA00-BA04	Approved	[11]

Drug(s) Affected By Interleukin-4 (IL4)

Drug Name	Drug ID	Indication	ICD 11	Highest Status	REF
Dexamethasone	DMMWZET	Acute adrenal insufficiency		Approved	[97]
Imiquimod	DM1TMA3	Alopecia areata	ED70.2	Approved	[98]
Tolnaftate	DM28MU7	Dermatophytosis	1F28.2	Approved	[14]
Ribavirin	DMEYLH9	Hepatitis C virus infection	1E51.1	Approved	[99]
Salicyclic acid	DM2F8XZ	Acne vulgaris	ED80	Approved	[100]
Prednisone	DM2HG4X	Acute asthma	CA23	Approved	[101]
Ciprofloxacin XR	DM2NLS9	Acute gonococcal cervicitis		Approved	[102]
Methotrexate	DM2TEOL	Anterior urethra cancer		Approved	[103]
Simvastatin	DM30SGU	Arteriosclerosis	BD40	Approved	[104]
Cladribine	DM3JDRP	Hairy cell leukaemia	2A82.2	Approved	[105]

Drug(s) Affected By Interleukin-5 (IL5)

Drug Name	Drug ID	Indication	ICD 11	Highest Status	REF
Nitric Oxide	DM1RBYG	Hypertension	BA00-BA04	Approved	[106]
Tolnaftate	DM28MU7	Dermatophytosis	1F28.2	Approved	[14]
Ribavirin	DMEYLH9	Hepatitis C virus infection	1E51.1	Approved	[99]
Prednisone	DM2HG4X	Acute asthma	CA23	Approved	[107]
Troglitazone	DM3VFPD	Diabetic complication	5A2Y	Approved	[108]
Tretinoin	DM49DUI	Acne vulgaris	ED80	Approved	[109]
Glucosamine	DM4ZLFD	Osteoarthritis	FA00-FA05	Approved	[110]
Marinol	DM70IK5	Anorexia nervosa cachexia	6B80	Approved	[111]
Ciclosporin	DMAZJFX	Graft-versus-host disease	4B24	Approved	[112]
Lindane	DMB8CNL	Infestations of lice and scabies	1G00.Z	Approved	[113]

Drug(s) Affected By 11-beta-hydroxysteroid dehydrogenase type 2 (HSD11B2)

Drug Name	Drug ID	Indication	ICD 11	Highest Status	REF
Dexamethasone	DMMWZET	Acute adrenal insufficiency		Approved	[114]
Hydrogen peroxide	DM1NG5W	Infectious disease	1A00-CA43.1	Approved	[70]
Testosterone	DM7HUNW	Hot flushes	GA30	Approved	[76]
Calcitriol	DM8ZVJ7	Congenital alopecia	LC30	Approved	[76]
Ciclosporin	DMAZJFX	Graft-versus-host disease	4B24	Approved	[115]
Disulfiram	DMCL2OK	Alcohol dependence	6C40.2	Approved	[116]
Valproate	DMCFE9I	Epilepsy	8A60-8A68	Approved	[117]
Ethanol	DMDRQZU	Chronic pain	MG30	Approved	[118]
Oxymetholone	DMFXUT8	Aplastic anemia	3A70	Approved	[119]
Hydrocortisone	DMGEMB7	Acne vulgaris	ED80	Approved	[120]

Drug(s) Affected By Lanosterol 14-alpha demethylase (CYP51A1)

Drug Name	Drug ID	Indication	ICD 11	Highest Status	REF
Hydrogen peroxide	DM1NG5W	Infectious disease	1A00-CA43.1	Approved	[121]
FADROZOLE	DM3C5GZ	Breast cancer	2C60-2C65	Approved	[122]
Bifonazole	DM3KN7V	Fungal infection	1F29-1F2F	Approved	[122]
Quercetin	DM3NC4M	Obesity	5B81	Approved	[71]
obeticholic acid	DM3Q1SM	Primary biliary cholangitis	DB96.1	Approved	[123]
Tretinoin	DM49DUI	Acne vulgaris	ED80	Approved	[124]
Isotretinoin	DM4QTBN	Acne vulgaris	ED80	Approved	[125]
Marinol	DM70IK5	Anorexia nervosa cachexia	6B80	Approved	[126]
Testosterone	DM7HUNW	Hot flushes	GA30	Approved	[127]
Leflunomide	DMR8ONJ	Arthritis	FA20	Approved	[128]

Molecular Interaction Atlas of This Drug

Drug Therapeutic Target (DTT)

DTT Name	DTT ID	UniProt ID	MOA	REF
Candida Cytochrome P450 51 (Candi ERG11)	TTTSOUD	CP51_CANAL	Modulator	[3]
Hedgehog signaling pathway (HS pathway)	TT4LXBC	NOUNIPROTAC	Inhibitor	[4]

Drug Transporter (DTP)

DTP Name	DTP ID	UniProt ID	MOA	REF
P-glycoprotein 1 (ABCB1)	DTUGYRD	MDR1_HUMAN	Substrate	[5]

Drug-Metabolizing Enzyme (DME)

DME Name	DME ID	UniProt ID	MOA	REF
Cytochrome P450 3A4 (CYP3A4)	DE4LYSA	CP3A4_HUMAN	Substrate	[6]
UDP-glucuronosyltransferase 1A1 (UGT1A1)	DEYGVN4	UD11_HUMAN	Substrate	[7]

Drug Off-Target (DOT)

DOT Name	DOT ID	UniProt ID	Interaction	REF
1,25-dihydroxyvitamin D(3) 24-hydroxylase, mitochondrial (CYP24A1)	OTG2T749	CP24A_HUMAN	Gene/Protein Processing	[8]
11-beta-hydroxysteroid dehydrogenase type 2 (HSD11B2)	OTHF4H9U	DHI2_HUMAN	Gene/Protein Processing	[9]
ATP-dependent translocase ABCB1 (ABCB1)	OTEJROBO	MDR1_HUMAN	Gene/Protein Processing	[10]
Bile salt export pump (ABCB11)	OTRU7THO	ABCBB_HUMAN	Gene/Protein Processing	[11]
Cytochrome P450 1A1 (CYP1A1)	OTE4EFH8	CP1A1_HUMAN	Gene/Protein Processing	[12]
Cytochrome P450 3A4 (CYP3A4)	OTQGYY83	CP3A4_HUMAN	Gene/Protein Processing	[13]
Interleukin-4 (IL4)	OTOXBWAU	IL4_HUMAN	Gene/Protein Processing	[14]
Interleukin-5 (IL5)	OTAFPSCO	IL5_HUMAN	Gene/Protein Processing	[14]
Lanosterol 14-alpha demethylase (CYP51A1)	OTAYHG9C	CP51A_HUMAN	Drug Response	[15]
Nuclear receptor subfamily 1 group I member 2 (NR1I2)	OTC5U0N5	NR1I2_HUMAN	Gene/Protein Processing	[16]

References

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• [22] Antifungal agents: mechanisms of action. Trends Microbiol. 2003 Jun;11(6):272-9.
• [23] Mode of action of anti-Candida drugs: focus on terconazole and other ergosterol biosynthesis inhibitors. Am J Obstet Gynecol. 1991 Oct;165(4 Pt 2):1193-9.
• [24] Investigation of the role of cytochrome P450 2B4 active site residues in substrate metabolism based on crystal structures of the ligand-bound enzyme. Arch Biochem Biophys. 2006 Nov 1;455(1):61-7.
• [25] Biological spectra analysis: Linking biological activity profiles to molecular structure. Proc Natl Acad Sci U S A. 2005 Jan 11;102(2):261-6.
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• [27] MDR1 (ABCB1) G1199A (Ser400Asn) polymorphism alters transepithelial permeability and sensitivity to anticancer agents. Cancer Chemother Pharmacol. 2009 Jun;64(1):183-8.
• [28] Folate transporter expression decreases in the human placenta throughout pregnancy and in pre-eclampsia. Pregnancy Hypertens. 2012 Apr;2(2):123-31.
• [29] Comparative studies on in vitro methods for evaluating in vivo function of MDR1 P-glycoprotein. Pharm Res. 2001 Dec;18(12):1660-8.
• [30] Antiestrogens and steroid hormones: substrates of the human P-glycoprotein. Biochem Pharmacol. 1994 Jul 19;48(2):287-92.
• [31] Association of genetic polymorphisms in the influx transporter SLCO1B3 and the efflux transporter ABCB1 with imatinib pharmacokinetics in patients with chronic myeloid leukemia. Ther Drug Monit. 2011 Apr;33(2):244-50.
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