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

General Information of Drug (ID: DM6HM5S)

• Drug Name: N1-(2-aminoethyl)ethane-1,2-diamine Drug Info
• Synonyms: DIETHYLENETRIAMINE; 111-40-0; Bis(2-aminoethyl)amine; 2,2'-Diaminodiethylamine; Diethylene triamine; Barsamide 115; Epicure T; Ancamine DETA; 1,4,7-Triazaheptane; 2,2'-Iminodiethylamine; N,N-Bis(2-aminoethyl)amine; Aminoethylethandiamine; 3-Azapentane-1,5-diamine; 1,2-Ethanediamine, N-(2-aminoethyl)-; Imino-bis-ethylamine; ChS-P 1; N-(2-Aminoethyl)-1,2-ethanediamine; N-(2-aminoethyl)ethane-1,2-diamine; 1,5-Diamino-3-azapentane; 2,2'-Iminobis(ethanamine); Bis(beta-aminoethyl)amine; 2-(2-Aminoethylamino)ethylamine; Epon 3223

Indication

Disease Entry	ICD 11	Status	REF
Discovery agent	N.A.	Investigative	[1]

• Cross-matching ID:
  PubChem CID: 8111
  ChEBI ID: CHEBI:30629
  CAS Number: CAS 111-40-0
  TTD Drug ID: DM6HM5S
  INTEDE Drug ID: DR2029

Molecule-Related Drug Atlas

Drug(s) Targeting Carbonic anhydrase VI (CA-VI)

Drug Name	Drug ID	Indication	ICD 11	Highest Status	REF
Salicyclic acid	DM2F8XZ	Acne vulgaris	ED80	Approved	[4]
Sulfamylon	DMIO1K0	Bacterial infection	1A00-1C4Z	Approved	[5]
Curcumin	DMQPH29	Solid tumour/cancer	2A00-2F9Z	Phase 3	[6]
PARABEN	DMEW5Z8	N. A.	N. A.	Phase 3	[7]
Coumate	DMVKW0N	Breast cancer	2C60-2C65	Phase 2	[8]
SAR566658	DM6Q295	Solid tumour/cancer	2A00-2F9Z	Phase 2	[9]
FERULIC ACID	DMJC7NF	Discovery agent	N.A.	Patented	[7]
SPERMINE	DMD4BFY	N. A.	N. A.	Terminated	[1]
ELLAGIC ACID	DMX8BS5	Discovery agent	N.A.	Investigative	[7]
COUMARIN	DM0N8ZM	Discovery agent	N.A.	Investigative	[10]

Drug(s) Targeting Carbonic anhydrase XII (CA-XII)

Drug Name	Drug ID	Indication	ICD 11	Highest Status	REF
Salicyclic acid	DM2F8XZ	Acne vulgaris	ED80	Approved	[4]
Sulfamylon	DMIO1K0	Bacterial infection	1A00-1C4Z	Approved	[11]
Curcumin	DMQPH29	Solid tumour/cancer	2A00-2F9Z	Phase 3	[6]
PARABEN	DMEW5Z8	N. A.	N. A.	Phase 3	[7]
PHENOL	DM1QSM3	N. A.	N. A.	Phase 2/3	[6]
Coumate	DMVKW0N	Breast cancer	2C60-2C65	Phase 2	[8]
FERULIC ACID	DMJC7NF	Discovery agent	N.A.	Patented	[7]
ELLAGIC ACID	DMX8BS5	Discovery agent	N.A.	Investigative	[7]
COUMARIN	DM0N8ZM	Discovery agent	N.A.	Investigative	[10]
CATECHIN	DMY38SB	Discovery agent	N.A.	Investigative	[6]

Drug(s) Targeting Carbonic anhydrase XIV (CA-XIV)

Drug Name	Drug ID	Indication	ICD 11	Highest Status	REF
Sulfamylon	DMIO1K0	Bacterial infection	1A00-1C4Z	Approved	[12]
TRIENTINE	DMD2WPG	Inborn error of metabolism	5C50-5C59	Approved	[1]
Curcumin	DMQPH29	Solid tumour/cancer	2A00-2F9Z	Phase 3	[6]
PARABEN	DMEW5Z8	N. A.	N. A.	Phase 3	[7]
PHENOL	DM1QSM3	N. A.	N. A.	Phase 2/3	[6]
Coumate	DMVKW0N	Breast cancer	2C60-2C65	Phase 2	[8]
FERULIC ACID	DMJC7NF	Discovery agent	N.A.	Patented	[7]
SPERMINE	DMD4BFY	N. A.	N. A.	Terminated	[1]
ELLAGIC ACID	DMX8BS5	Discovery agent	N.A.	Investigative	[7]
COUMARIN	DM0N8ZM	Discovery agent	N.A.	Investigative	[10]

Drug(s) Targeting Carbonic anhydrase (CA)

Drug Name	Drug ID	Indication	ICD 11	Highest Status	REF
Salicyclic acid	DM2F8XZ	Acne vulgaris	ED80	Approved	[13]
Sulfamylon	DMIO1K0	Bacterial infection	1A00-1C4Z	Approved	[5]
Quinethazone	DMWCOSR	Hypertension	BA00-BA04	Approved	[14]
Curcumin	DMQPH29	Solid tumour/cancer	2A00-2F9Z	Phase 3	[6]
PARABEN	DMEW5Z8	N. A.	N. A.	Phase 3	[7]
PHENOL	DM1QSM3	N. A.	N. A.	Phase 2/3	[6]
Coumate	DMVKW0N	Breast cancer	2C60-2C65	Phase 2	[8]
SULFAMIDE	DMMAS3K	N. A.	N. A.	Phase 1	[15]
FERULIC ACID	DMJC7NF	Discovery agent	N.A.	Patented	[7]
PMID30074415-Compound-21	DM3NPOU	N. A.	N. A.	Patented	[16]

Drug(s) Targeting Carbonic anhydrase IX (CA-IX)

Drug Name	Drug ID	Indication	ICD 11	Highest Status	REF
Curcumin	DMQPH29	Solid tumour/cancer	2A00-2F9Z	Phase 3	[6]
PARABEN	DMEW5Z8	N. A.	N. A.	Phase 3	[7]
PHENOL	DM1QSM3	N. A.	N. A.	Phase 2/3	[6]
Coumate	DMVKW0N	Breast cancer	2C60-2C65	Phase 2	[8]
INDISULAM	DM9SX6Y	Lymphoma	2A80-2A86	Phase 2	[17]
Girentuximab I-124	DMG3O2Z	Renal cell carcinoma	2C90	Phase 2	[18]
SULFAMIDE	DMMAS3K	N. A.	N. A.	Phase 1	[19]
BAY 79-4620	DM14XQN	Solid tumour/cancer	2A00-2F9Z	Phase 1	[20]
90Y-cG250	DMJR6TC	Solid tumour/cancer	2A00-2F9Z	Phase 1	[21]
FERULIC ACID	DMJC7NF	Discovery agent	N.A.	Patented	[7]

Drug(s) Metabolized By Putrescine acetyltransferase (SSAT1)

Drug Name	Drug ID	Indication	ICD 11	Highest Status	REF
Spermidine	DMVJNFI	Plaque psoriasis	EA90.0	Phase 3	[22]
SPERMINE	DMD4BFY	N. A.	N. A.	Terminated	[2]
Ethylene diamine	DMBULX4	Tuberculosis	1B10-1B1Z	Investigative	[2]
Propandiamine	DMQ9USH	N. A.	N. A.	Investigative	[2]

Drug(s) Affected By Cyclic AMP-dependent transcription factor ATF-3 (ATF3)

Drug Name	Drug ID	Indication	ICD 11	Highest Status	REF
Cannabidiol	DM0659E	Dravet syndrome	8A61.11	Approved	[23]
Hydrogen peroxide	DM1NG5W	Infectious disease	1A00-CA43.1	Approved	[24]
Sulindac	DM2QHZU	Acute myelogenous leukaemia	2A41	Approved	[25]
Methotrexate	DM2TEOL	Anterior urethra cancer		Approved	[26]
Simvastatin	DM30SGU	Arteriosclerosis	BD40	Approved	[27]
Deoxycholic acid	DM3GYAL	Subcutaneous fat disorder	EF02	Approved	[28]
Quercetin	DM3NC4M	Obesity	5B81	Approved	[29]
Troglitazone	DM3VFPD	Diabetic complication	5A2Y	Approved	[30]
Tretinoin	DM49DUI	Acne vulgaris	ED80	Approved	[31]
Acetic Acid, Glacial	DM4SJ5Y	infection in the ear canal	AA0Y	Approved	[32]

Molecular Interaction Atlas of This Drug

Drug Therapeutic Target (DTT)

DTT Name	DTT ID	UniProt ID	MOA	REF
Carbonic anhydrase (CA)	TTUNARX	NOUNIPROTAC	Inhibitor	[1]
Carbonic anhydrase IX (CA-IX)	TT2LVK8	CAH9_HUMAN	Inhibitor	[1]
Carbonic anhydrase VI (CA-VI)	TTCFSPE	CAH6_HUMAN	Inhibitor	[1]
Carbonic anhydrase XII (CA-XII)	TTSYM0R	CAH12_HUMAN	Inhibitor	[1]
Carbonic anhydrase XIV (CA-XIV)	TTEYTKG	CAH14_HUMAN	Inhibitor	[1]

Drug-Metabolizing Enzyme (DME)

DME Name	DME ID	UniProt ID	MOA	REF
Putrescine acetyltransferase (SSAT1) Main DME	DEMWO83	SAT1_HUMAN	Substrate	[2]

Drug Off-Target (DOT)

DOT Name	DOT ID	UniProt ID	Interaction	REF
Cyclic AMP-dependent transcription factor ATF-3 (ATF3)	OTC1UOHP	ATF3_HUMAN	Gene/Protein Processing	[3]

References

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• [2] Mechanistic and structural analysis of human spermidine/spermine N1-acetyltransferase. Biochemistry. 2007 Jun 19;46(24):7187-95.
• [3] An in vitro skin sensitization assay termed EpiSensA for broad sets of chemicals including lipophilic chemicals and pre/pro-haptens. Toxicol In Vitro. 2017 Apr;40:11-25. doi: 10.1016/j.tiv.2016.12.005. Epub 2016 Dec 10.
• [4] Carbonic anhydrase inhibitors: inhibition of mammalian isoforms I-XIV with a series of substituted phenols including paracetamol and salicylic acid. Bioorg Med Chem. 2008 Aug 1;16(15):7424-8.
• [5] Cloning, expression, post-translational modifications and inhibition studies on the latest mammalian carbonic anhydrase isoform, CA XV. J Med Chem. 2009 Feb 12;52(3):646-54.
• [6] Carbonic anhydrase inhibitors. Antioxidant polyphenols effectively inhibit mammalian isoforms I-XV. Bioorg Med Chem Lett. 2010 Sep 1;20(17):5050-3.
• [7] Carbonic anhydrase inhibitors. Inhibition of mammalian isoforms I-XIV with a series of natural product polyphenols and phenolic acids. Bioorg Med Chem. 2010 Mar 15;18(6):2159-2164.
• [8] Carbonic anhydrase inhibitors. Interaction of the antitumor sulfamate EMD 486019 with twelve mammalian carbonic anhydrase isoforms: Kinetic and X-r... Bioorg Med Chem Lett. 2008 Aug 1;18(15):4282-6.
• [9] An Antibody-Drug Conjugate Targeting MUC1-Associated Carbohydrate CA6 Shows Promising Antitumor Activities. Mol Cancer Ther. 2020 Aug;19(8):1660-1669.
• [10] Deciphering the mechanism of carbonic anhydrase inhibition with coumarins and thiocoumarins. J Med Chem. 2010 Jan 14;53(1):335-44.
• [11] Sulfonamide linked neoglycoconjugates--a new class of inhibitors for cancer-associated carbonic anhydrases. J Med Chem. 2010 Apr 8;53(7):2913-26.
• [12] Carbonic anhydrase inhibitors: inhibition of the transmembrane isozyme XIV with sulfonamides. Bioorg Med Chem Lett. 2005 Sep 1;15(17):3828-33.
• [13] Carbonic anhydrase inhibitors: Inhibition of the new membrane-associated isoform XV with phenols. Bioorg Med Chem Lett. 2008 Jun 15;18(12):3593-6.
• [14] Carbonic anhydrase inhibitors. Interaction of indapamide and related diuretics with 12 mammalian isozymes and X-ray crystallographic studies for th... Bioorg Med Chem Lett. 2008 Apr 15;18(8):2567-73.
• [15] Carbonic anhydrase inhibitors: crystallographic and solution binding studies for the interaction of a boron-containing aromatic sulfamide with mamm... Bioorg Med Chem Lett. 2010 Jun 15;20(12):3601-5.
• [16] Carbonic anhydrase inhibitors as antitumor/antimetastatic agents: a patent review (2008-2018).Expert Opin Ther Pat. 2018 Oct;28(10):729-740.
• [17] Carbonic anhydrase inhibitors: E7070, a sulfonamide anticancer agent, potently inhibits cytosolic isozymes I and II, and transmembrane, tumor-assoc... Bioorg Med Chem Lett. 2004 Jan 5;14(1):217-23.
• [18] Potential role of (124)I-girentuximab in the presurgical diagnosis of clear-cell renal cell cancer. Biologics. 2012;6:395-407.
• [19] Carbonic anhydrase inhibitors. Inhibition of isozymes I, II, IV, V, and IX with anions isosteric and isoelectronic with sulfate, nitrate, and carbo... Bioorg Med Chem Lett. 2005 Feb 1;15(3):567-71.
• [20] Therapeutic mechanism and efficacy of the antibody-drug conjugate BAY 79-4620 targeting human carbonic anhydrase 9. Mol Cancer Ther. 2012 Feb;11(2):340-9.
• [21] Application of monoclonal antibody G250 recognizing carbonic anhydrase IX in renal cell carcinoma. Int J Mol Sci. 2013 May 29;14(6):11402-23.
• [22] The use of novel C-methylated spermidine derivatives to investigate the regulation of polyamine metabolism. J Med Chem. 2011 Jul 14;54(13):4611-8.
• [23] Inhibiting Heat Shock Proteins Can Potentiate the Cytotoxic Effect of Cannabidiol in Human Glioma Cells. Anticancer Res. 2015 Nov;35(11):5827-37.
• [24] 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.
• [25] Expression profile analysis of colon cancer cells in response to sulindac or aspirin. Biochem Biophys Res Commun. 2002 Mar 29;292(2):498-512.
• [26] Development and validation of the TGx-HDACi transcriptomic biomarker to detect histone deacetylase inhibitors in human TK6 cells. Arch Toxicol. 2021 May;95(5):1631-1645. doi: 10.1007/s00204-021-03014-2. Epub 2021 Mar 26.
• [27] Simvastatin inactivates beta1-integrin and extracellular signal-related kinase signaling and inhibits cell proliferation in head and neck squamous cell carcinoma cells. Cancer Sci. 2007 Jun;98(6):890-9.
• [28] Identification of novel activators of the metal responsive transcription factor (MTF-1) using a gene expression biomarker in a microarray compendium. Metallomics. 2020 Sep 23;12(9):1400-1415. doi: 10.1039/d0mt00071j.
• [29] 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.
• [30] Transcriptomic analysis of untreated and drug-treated differentiated HepaRG cells over a 2-week period. Toxicol In Vitro. 2015 Dec 25;30(1 Pt A):27-35.
• [31] Transcriptional and Metabolic Dissection of ATRA-Induced Granulocytic Differentiation in NB4 Acute Promyelocytic Leukemia Cells. Cells. 2020 Nov 5;9(11):2423. doi: 10.3390/cells9112423.
• [32] Motexafin gadolinium and zinc induce oxidative stress responses and apoptosis in B-cell lymphoma lines. Cancer Res. 2005 Dec 15;65(24):11676-88.