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

WIN-55212-2 Drug Info

Win-55212-2; WIN 55212-2; UNII-5H31GI9502; 131543-22-1; CHEMBL188; WIN55212-2; WIN 55,212-2; CHEBI:73295; 5H31GI9502; (2,3-Dihydro-5-methyl-3-((4-morpholinyl)methyl)pyrrolo-(1,2,3-de)-1,4-benzoxazin-6-yl)(1-naphthalenyl)methanone monomethanesulfonate; [(3R)-5-methyl-3-(morpholin-4-ylmethyl)-2,3-dihydro[1,4]oxazino[2,3,4-hi]indol-6-yl](1-naphthyl)methanone; (r)-(+)-[2,3-dihydro-5-methyl-3-(4-morpholinylmethyl)pyrrolo[1,2,3-de]-1,4-benzoxazin-6-yl]-1-naphthalenylmethanone

Cross-matching ID

PubChem CID

5311501

ChEBI ID

CHEMBL188

CAS Number

CAS 131543-22-1

TTD Drug ID

DMACBIW

INTEDE Drug ID

DR1718

General Information of Drug (ID: DMACBIW)

Molecule-Related Drug Atlas

Molecule Type:

DTT

DME

DOT

Drug Status:

Approved Drug(s)

Clinical Trial Drug(s)

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Drug(s) Targeting Cannabinoid receptor 2 (CB2)

Drug Name	Drug ID	Indication	ICD 11	Highest Status	REF
Guanfacine extended release	DMB1CZ8	Attention deficit hyperactivity disorder	6A05.Z	Approved	[12]
NABILONE	DMVRYT2	Insomnia	7A00-7A0Z	Approved	[13]
GW-42004	DMY3KSU	Lipid metabolism disorder	5C52.Z	Phase 2	[14]
KHK-6188	DMF6CTI	Neuropathic pain	8E43.0	Phase 2	[15]
LY-2828360	DMO8IEZ	Pain	MG30-MG3Z	Phase 2	[15]
APD371	DM3XT5V	Crohn disease	DD70	Phase 2	[16]
S-777469	DMZGNOJ	Atopic dermatitis	EA80	Phase 2	[17]
842166X	DMOV0AP	Pain	MG30-MG3Z	Phase 2	[18]
Beta-caryophyllene	DM7583A	Pain	MG30-MG3Z	Phase 2	[19]
Vicasinabin	DMF16CU	Diabetic retinopathy	9B71.0	Phase 2	[20]
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Drug(s) Targeting Cannabinoid receptor 1 (CB1)

Drug Name	Drug ID	Indication	ICD 11	Highest Status	REF
Marinol	DM70IK5	Anorexia nervosa cachexia	6B80	Approved	[21]
NABILONE	DMVRYT2	Insomnia	7A00-7A0Z	Approved	[13]
Orlistat	DMRJSP8	Obesity	5B81	Approved	[22]
SR141716A	DMCO5JZ	Obesity	5B81	Approved	[23]
Tebipenem	DMVSX6O	Urinary tract infection	GC08	Phase 3	[24]
Conatumumab	DM2UOSN	Colorectal cancer	2B91.Z	Phase 2	[25]
GW-42004	DMY3KSU	Lipid metabolism disorder	5C52.Z	Phase 2	[14]
SR-147778	DMNAECP	Obesity	5B81	Phase 2	[26]
Nimacimab	DM21Z68	Diabetic nephropathy	GB61.Z	Phase 2	[27]
AEF0117	DMQ1GH4	Marijuana use disorder	6C41	Phase 2	[28]
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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	[29]
Progesterone	DMUY35B	Amenorrhea	GA20.0	Approved	[30]
Tamoxifen	DMLB0EZ	Breast cancer	2C60-2C65	Approved	[31]
Estradiol	DMUNTE3	Acne vulgaris	ED80	Approved	[32]
Acetaminophen	DMUIE76	Allergic rhinitis	CA08.0	Approved	[33]
Imatinib	DM7RJXL	Acute lymphoblastic leukaemia	2A85	Approved	[34]
Etoposide	DMNH3PG	Acute myelogenous leukaemia	2A41	Approved	[35]
Zidovudine	DM4KI7O	Human immunodeficiency virus infection	1C62	Approved	[36]
Prasterone	DM67VKL	Chronic obstructive pulmonary disease	CA22	Approved	[30]
Verapamil	DMA7PEW	Angina pectoris	BA40	Approved	[37]
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Drug(s) Affected By Apoptotic protease-activating factor 1 (APAF1)

Drug Name	Drug ID	Indication	ICD 11	Highest Status	REF
Cannabidiol	DM0659E	Dravet syndrome	8A61.11	Approved	[38]
Methotrexate	DM2TEOL	Anterior urethra cancer		Approved	[39]
Quercetin	DM3NC4M	Obesity	5B81	Approved	[40]
Tretinoin	DM49DUI	Acne vulgaris	ED80	Approved	[41]
Cyclophosphamide	DM4O2Z7	Advanced cancer	2A00-2F9Z	Approved	[42]
Arsenic trioxide	DM61TA4	Acute lymphoblastic leukaemia	2A85	Approved	[43]
Aspirin	DM672AH	Acute coronary syndrome	BA41	Approved	[44]
Acocantherin	DM7JT24	Atrial fibrillation	BC81.3	Approved	[45]
Valproate	DMCFE9I	Epilepsy	8A60-8A68	Approved	[46]
Ivermectin	DMDBX5F	Intestinal strongyloidiasis due to nematode parasite	1F6B	Approved	[47]
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Drug(s) Affected By A disintegrin and metalloproteinase with thrombospondin motifs 4 (ADAMTS4)

Drug Name	Drug ID	Indication	ICD 11	Highest Status	REF
Tretinoin	DM49DUI	Acne vulgaris	ED80	Approved	[48]
Valproate	DMCFE9I	Epilepsy	8A60-8A68	Approved	[49]
Acetaminophen	DMUIE76	Allergic rhinitis	CA08.0	Approved	[50]
Estradiol	DMUNTE3	Acne vulgaris	ED80	Approved	[51]
Doxorubicin	DMVP5YE	Acute myelogenous leukaemia	2A41	Approved	[52]
DTI-015	DMXZRW0	Brain cancer	2A00	Approved	[53]
Triclosan	DMZUR4N	Malaria	1F40-1F45	Approved	[54]
Urethane	DM7NSI0	N. A.	N. A.	Phase 4	[55]
Curcumin	DMQPH29	Solid tumour/cancer	2A00-2F9Z	Phase 3	[56]
Benzo(a)pyrene	DMN7J43	N. A.	N. A.	Phase 1	[57]
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Drug(s) Affected By Gamma-enolase (ENO2)

Drug Name	Drug ID	Indication	ICD 11	Highest Status	REF
Selenium	DM25CGV	N. A.	N. A.	Approved	[58]
Tretinoin	DM49DUI	Acne vulgaris	ED80	Approved	[59]
Estrone	DM5T6US	Acne vulgaris	ED80	Approved	[60]
Aluminium	DM6ECN9	Hyperhidrosis	EE00	Approved	[61]
LY2835219	DM93VBZ	Breast cancer	2C60-2C65	Approved	[62]
Leflunomide	DMR8ONJ	Arthritis	FA20	Approved	[63]
Clodronate	DM9Y6X7	Hypercalcaemia	5B91.0	Approved	[64]
Cidofovir	DMA13GD	Cytomegalovirus infection	1D82	Approved	[64]
Ciclosporin	DMAZJFX	Graft-versus-host disease	4B24	Approved	[65]
Valproate	DMCFE9I	Epilepsy	8A60-8A68	Approved	[66]
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Drug(s) Affected By Poly polymerase 1 (PARP1)

Drug Name	Drug ID	Indication	ICD 11	Highest Status	REF
Cannabidiol	DM0659E	Dravet syndrome	8A61.11	Approved	[67]
Gefitinib	DM15F0X	Colon adenocarcinoma		Approved	[68]
Hydrogen peroxide	DM1NG5W	Infectious disease	1A00-CA43.1	Approved	[69]
Nitric Oxide	DM1RBYG	Hypertension	BA00-BA04	Approved	[70]
Citalopram	DM2G9AE	Acute coronary syndrome	BA41	Approved	[71]
Ciprofloxacin XR	DM2NLS9	Acute gonococcal cervicitis		Approved	[72]
Imipramine	DM2NUH3	Depression	6A70-6A7Z	Approved	[71]
Colchicine	DM2POTE	Acute gout flare	FA25.0	Approved	[73]
Sulindac	DM2QHZU	Acute myelogenous leukaemia	2A41	Approved	[74]
Methotrexate	DM2TEOL	Anterior urethra cancer		Approved	[75]
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Drug(s) Affected By Mitogen-activated protein kinase 3 (MAPK3)

Drug Name	Drug ID	Indication	ICD 11	Highest Status	REF
Cisplatin	DMRHGI9	Adenocarcinoma	2D40	Approved	[76]
Progesterone	DMUY35B	Amenorrhea	GA20.0	Approved	[77]
Cannabidiol	DM0659E	Dravet syndrome	8A61.11	Approved	[78]
Sertraline	DM0FB1J	Coronary heart disease	BA80.Z	Approved	[79]
Beta-carotene	DM0RXBT	Vitamin deficiency	5B55-5B71	Approved	[80]
Fulvestrant	DM0YZC6	Breast cancer	2C60-2C65	Approved	[81]
Secobarbital	DM14RF5	Epilepsy	8A60-8A68	Approved	[82]
Gefitinib	DM15F0X	Colon adenocarcinoma		Approved	[83]
Fexofenadine	DM17ONX	Allergic rhinitis	CA08.0	Approved	[84]
Hydrogen peroxide	DM1NG5W	Infectious disease	1A00-CA43.1	Approved	[85]
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Drug(s) Affected By Mitogen-activated protein kinase 1 (MAPK1)

Drug Name	Drug ID	Indication	ICD 11	Highest Status	REF
Ethanol	DMDRQZU	Chronic pain	MG30	Approved	[86]
Progesterone	DMUY35B	Amenorrhea	GA20.0	Approved	[77]
Carvedilol	DMHTEAO	Chronic heart failure	BD1Z	Approved	[87]
Paclitaxel	DMLB81S	Breast carcinoma		Approved	[88]
Etoposide	DMNH3PG	Acute myelogenous leukaemia	2A41	Approved	[89]
Cisplatin	DMRHGI9	Adenocarcinoma	2D40	Approved	[76]
Urokinase	DM0GOUD	Myocardial infarction	BA41-BA43	Approved	[90]
Cannabidiol	DM0659E	Dravet syndrome	8A61.11	Approved	[38]
Sertraline	DM0FB1J	Coronary heart disease	BA80.Z	Approved	[79]
Beta-carotene	DM0RXBT	Vitamin deficiency	5B55-5B71	Approved	[80]
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Drug(s) Affected By DNA damage-inducible transcript 3 protein (DDIT3)

Drug Name	Drug ID	Indication	ICD 11	Highest Status	REF
Cannabidiol	DM0659E	Dravet syndrome	8A61.11	Approved	[91]
Triacetin	DM0AEPG	Onychomycosis	EE12.1	Approved	[92]
Sertraline	DM0FB1J	Coronary heart disease	BA80.Z	Approved	[93]
Bepridil	DM0RKS4	Chronic/stable angina	BA40.1	Approved	[94]
Indinavir	DM0T3YH	Human immunodeficiency virus infection	1C62	Approved	[95]
Hydrogen peroxide	DM1NG5W	Infectious disease	1A00-CA43.1	Approved	[96]
Colchicine	DM2POTE	Acute gout flare	FA25.0	Approved	[97]
Sulindac	DM2QHZU	Acute myelogenous leukaemia	2A41	Approved	[98]
Methotrexate	DM2TEOL	Anterior urethra cancer		Approved	[99]
Quercetin	DM3NC4M	Obesity	5B81	Approved	[100]
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Drug(s) Affected By Mitogen-activated protein kinase 8 (MAPK8)

Drug Name	Drug ID	Indication	ICD 11	Highest Status	REF
Cisplatin	DMRHGI9	Adenocarcinoma	2D40	Approved	[101]
Cannabidiol	DM0659E	Dravet syndrome	8A61.11	Approved	[102]
Gefitinib	DM15F0X	Colon adenocarcinoma		Approved	[103]
Hydrogen peroxide	DM1NG5W	Infectious disease	1A00-CA43.1	Approved	[104]
Colchicine	DM2POTE	Acute gout flare	FA25.0	Approved	[105]
Quercetin	DM3NC4M	Obesity	5B81	Approved	[106]
Zidovudine	DM4KI7O	Human immunodeficiency virus infection	1C62	Approved	[107]
Glucosamine	DM4ZLFD	Osteoarthritis	FA00-FA05	Approved	[108]
Vinblastine	DM5TVS3	Advanced cancer	2A00-2F9Z	Approved	[105]
Ethacrynic acid	DM60QMR	Edema	MG29	Approved	[109]
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Drug(s) Affected By Mitogen-activated protein kinase 9 (MAPK9)

Drug Name	Drug ID	Indication	ICD 11	Highest Status	REF
Cannabidiol	DM0659E	Dravet syndrome	8A61.11	Approved	[102]
Hydrogen peroxide	DM1NG5W	Infectious disease	1A00-CA43.1	Approved	[110]
Colchicine	DM2POTE	Acute gout flare	FA25.0	Approved	[105]
Methotrexate	DM2TEOL	Anterior urethra cancer		Approved	[111]
Quercetin	DM3NC4M	Obesity	5B81	Approved	[112]
Tretinoin	DM49DUI	Acne vulgaris	ED80	Approved	[41]
Vinblastine	DM5TVS3	Advanced cancer	2A00-2F9Z	Approved	[105]
Arsenic trioxide	DM61TA4	Acute lymphoblastic leukaemia	2A85	Approved	[113]
Sorbitol	DMAN0DE	Constipation	DD91.1	Approved	[114]
Ciclosporin	DMAZJFX	Graft-versus-host disease	4B24	Approved	[115]
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Drug(s) Affected By Actin, aortic smooth muscle (ACTA2)

Drug Name	Drug ID	Indication	ICD 11	Highest Status	REF
Methotrexate	DM2TEOL	Anterior urethra cancer		Approved	[116]
Quercetin	DM3NC4M	Obesity	5B81	Approved	[117]
Tretinoin	DM49DUI	Acne vulgaris	ED80	Approved	[41]
Panobinostat	DM58WKG	Chronic graft versus host disease		Approved	[118]
Arsenic trioxide	DM61TA4	Acute lymphoblastic leukaemia	2A85	Approved	[119]
Pirfenidone	DM6VZFQ	Idiopathic pulmonary fibrosis	CB03.4	Approved	[120]
Marinol	DM70IK5	Anorexia nervosa cachexia	6B80	Approved	[121]
Testosterone	DM7HUNW	Hot flushes	GA30	Approved	[122]
Acocantherin	DM7JT24	Atrial fibrillation	BC81.3	Approved	[123]
Calcitriol	DM8ZVJ7	Congenital alopecia	LC30	Approved	[122]
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Drug(s) Affected By Tribbles homolog 3 (TRIB3)

Drug Name	Drug ID	Indication	ICD 11	Highest Status	REF
Cannabidiol	DM0659E	Dravet syndrome	8A61.11	Approved	[91]
Troglitazone	DM3VFPD	Diabetic complication	5A2Y	Approved	[124]
Tretinoin	DM49DUI	Acne vulgaris	ED80	Approved	[125]
Cyclophosphamide	DM4O2Z7	Advanced cancer	2A00-2F9Z	Approved	[126]
Acetic Acid, Glacial	DM4SJ5Y	infection in the ear canal	AA0Y	Approved	[127]
Isoniazid	DM5JVS3	Latent tuberculosis infection		Approved	[128]
Arsenic trioxide	DM61TA4	Acute lymphoblastic leukaemia	2A85	Approved	[126]
Hydroquinone	DM6AVR4	Melasma	ED60.1	Approved	[129]
Thalidomide	DM70BU5	Adult T-cell leukemia/lymphoma		Approved	[130]
Marinol	DM70IK5	Anorexia nervosa cachexia	6B80	Approved	[121]
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Drug(s) Affected By Broad substrate specificity ATP-binding cassette transporter ABCG2 (ABCG2)

Drug Name	Drug ID	Indication	ICD 11	Highest Status	REF
Testosterone	DM7HUNW	Hot flushes	GA30	Approved	[131]
Progesterone	DMUY35B	Amenorrhea	GA20.0	Approved	[131]
Gefitinib	DM15F0X	Colon adenocarcinoma		Approved	[132]
Sunitinib	DMCBJSR	Acute undifferentiated leukemia		Approved	[90]
Rosuvastatin	DMMIQ7G	Arteriosclerosis	BD40	Approved	[133]
Ciprofloxacin XR	DM2NLS9	Acute gonococcal cervicitis		Approved	[134]
Methotrexate	DM2TEOL	Anterior urethra cancer		Approved	[135]
Quercetin	DM3NC4M	Obesity	5B81	Approved	[136]
Zidovudine	DM4KI7O	Human immunodeficiency virus infection	1C62	Approved	[137]
Imatinib	DM7RJXL	Acute lymphoblastic leukaemia	2A85	Approved	[138]
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Molecular Interaction Atlas of This Drug

Molecular Interaction Atlas

Download the Complete Interaction Atlas for Visualization in Cytoscape

Drug Therapeutic Target (DTT)

DTT Name	DTT ID	UniProt ID	MOA	REF
Cannabinoid receptor 1 (CB1)	TT6OEDT	CNR1_HUMAN	Inhibitor	[1]
Cannabinoid receptor 2 (CB2)	TTMSFAW	CNR2_HUMAN	Inhibitor	[2]

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Drug-Metabolizing Enzyme (DME)

DME Name	DME ID	UniProt ID	MOA	REF
Cytochrome P450 3A4 (CYP3A4)^{Main DME}	DE4LYSA	CP3A4_HUMAN	Substrate	[3]

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Drug Off-Target (DOT)

DOT Name	DOT ID	UniProt ID	Interaction	REF
A disintegrin and metalloproteinase with thrombospondin motifs 4 (ADAMTS4)	OT4CA13K	ATS4_HUMAN	Gene/Protein Processing	[4]
Actin, aortic smooth muscle (ACTA2)	OTEDLG8E	ACTA_HUMAN	Gene/Protein Processing	[5]
Apoptotic protease-activating factor 1 (APAF1)	OTJWIVY0	APAF_HUMAN	Gene/Protein Processing	[6]
Broad substrate specificity ATP-binding cassette transporter ABCG2 (ABCG2)	OTW8V2V1	ABCG2_HUMAN	Gene/Protein Processing	[7]
DNA damage-inducible transcript 3 protein (DDIT3)	OTI8YKKE	DDIT3_HUMAN	Gene/Protein Processing	[8]
E3 ubiquitin-protein ligase XIAP	OT24GP9B	XIAP_HUMAN	Gene/Protein Processing	[6]
Gamma-enolase (ENO2)	OTRODL0T	ENOG_HUMAN	Gene/Protein Processing	[9]
Mitogen-activated protein kinase 1 (MAPK1)	OTH85PI5	MK01_HUMAN	Gene/Protein Processing	[10]
Mitogen-activated protein kinase 3 (MAPK3)	OTCYKGKO	MK03_HUMAN	Gene/Protein Processing	[10]
Mitogen-activated protein kinase 8 (MAPK8)	OTEREYS5	MK08_HUMAN	Post-Translational Modifications	[11]

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4	Cannabinoid WIN?55,212?2 mesylate inhibits ADAMTS?4 activity in human osteoarthritic articular chondrocytes by inhibiting expression of syndecan?1. Mol Med Rep. 2016 Jun;13(6):4569-76. doi: 10.3892/mmr.2016.5137. Epub 2016 Apr 15.
5	Treatment with Cannabinoids as a Promising Approach for Impairing Fibroblast Activation and Prostate Cancer Progression. Int J Mol Sci. 2020 Jan 25;21(3):787. doi: 10.3390/ijms21030787.
6	WIN55,212-2 induces caspase-independent apoptosis on human glioblastoma cells by regulating HSP70, p53 and Cathepsin D. Toxicol In Vitro. 2019 Jun;57:233-243. doi: 10.1016/j.tiv.2019.02.009. Epub 2019 Feb 15.
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