General Information of Drug (ID: DM4W8RE)

Drug Name
MELAGATRAN Drug Info
Synonyms
Melagatran; 159776-70-2; UNII-2A9QP32MD4; Melagatran [INN]; 2A9QP32MD4; CHEBI:43966; MELAGATRAN (ASTRA-ZENECA); C22H31N5O4; Melagatran (INN); N-((R)-(((2S)-2-((-p-Amidobenzyl)carbamoyl)-1-azetidinyl)carbonyl)cyclohexylmethyl)glycine; [((1R)-2-{(2S)-2-[({4-[AMINO(IMINO)METHYL]BENZYL}AMINO)CARBONYL]AZETIDINYL}-1-CYCLOHEXYL-2-OXOETHYL)AMINO]ACETIC ACID; MEL; H-319/68; N-((R)-(((2S)-2-((p-Amidinobenzyl)carbamoyl)-1-azetidinyl)carbonyl)cyclohexylmethyl)glycine
Cross-matching ID
PubChem CID
183797
ChEBI ID
CHEBI:43966
CAS Number
CAS 159776-70-2
TTD Drug ID
DM4W8RE
VARIDT Drug ID
DR00946

Molecule-Related Drug Atlas

Molecule-Related Drug Atlas
Molecule Type:
DTT
DTP
Drug Status:
Approved Drug(s)
Clinical Trial Drug(s)
Discontinued Drug(s)
Investigative Drug(s)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Bortezomib DMNO38U Leukemia Approved [4]
Ulinastatin DMIQCFG Premature labour JB00 Phase 3 [5]
Alpha-1 antitrypsin DM5EFXZ Coagulation defect 3B10.0 Phase 2 [6]
Dermolastin DM6WSU2 Atopic dermatitis EA80 Discontinued in Phase 2 [7]
RWJ-56423 DM6BIHE Asthma CA23 Discontinued in Phase 1 [8]
Patamostat DM6HBQJ Hypotension BA20-BA21 Terminated [6]
BMY-44621 DM8R3N0 N. A. N. A. Terminated [9]
Grassystatin a DM1PWX2 Discovery agent N.A. Investigative [10]
2-(2-Hydroxy-phenyl)-1H-indole-5-carboxamidine DM3UMYD Discovery agent N.A. Investigative [11]
4-(4-Benzyloxy-3-methoxy-benzylamino)-benzamidine DME3PUT Discovery agent N.A. Investigative [12]
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Drug(s) Targeting Coagulation factor Xa (F10)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Apixaban DM89JLN Thrombosis DB61-GB90 Approved [13]
Rivaroxaban DMQMBZ1 Deep vein thrombosis BD71 Approved [14]
DU-176b DMCIJBH Atrial fibrillation BC81.3 Approved [15]
Emicizumab DM0AQ83 Factor VIII deficiency 3B10 Approved [16]
BETRIXABAN DM2C4RF Venous thromboembolism BD72 Approved [17]
Lmw heparin DMJPD06 Coagulation defect 3B10.0 Approved [18]
Nadroparin calcium DMBNKST Coagulation defect 3B10.0 Approved [19]
Fondaparinux sodium DMWS3FH Deep vein thrombosis BD71 Approved [20]
Danaparoid DM6CLBN Deep venous clot BD71 Approved [21]
Coagulation Factor IX DM8HBJI Haemophilia B 3B11.0 Approved [22]
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Drug(s) Targeting Plasminogen (PLG)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Ranolazine DM0C9IL Acute coronary syndrome BA41 Approved [23]
Aminocaproic Acid DMFGND4 Bleeding disorder GA20-GA21 Approved [24]
Streptokinase DM5JQ0D Pulmonary embolism BB00 Approved [25]
Tranexamic Acid DMFI8A7 Excessive bleeding GA30.02 Approved [26]
Alteplase DMRJ3YX Acute myocardial infarction BA41 Approved [27]
Tenecteplase DMJYN25 Acute myocardial infarction BA41 Approved [27]
Anistreplase DM6Q4B0 Acute coronary syndrome BA41 Approved [28]
Reteplase DML0D1P Heart attack BA41 Approved [29]
Desmoteplase DMDLU4Z Ischemic stroke 8B11.5Z Phase 3 [30]
Plasminogen DM0EFQS Alzheimer disease 8A20 Phase 2/3 [31]
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Drug(s) Targeting Coagulation factor IIa (F2)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Argatroban DMFI46A Thrombosis DB61-GB90 Approved [32]
Pyridoxal Phosphate DMO2K0J Malnutrition 5B50-5B71 Approved [33]
Bivalirudin DMECRX1 Thrombocytopenia 3B64 Approved [34]
Ximelegatran DMU8ANS Myocardial infarction BA41-BA43 Approved [35]
Dabigatran DMDI6R4 Stroke 8B20 Approved [36]
Desirudin Recombinant DM2BTFN Coagulation defect 3B10.0 Approved [37]
Human prothrombin complex concentrate DMPHVQ1 Bleeding disorder GA20-GA21 Approved [38]
Lepirudin DM1I3D5 Thrombocytopenia 3B64 Approved [39]
Anisindione DM2C48U Coagulation defect 3B10.0 Approved [40]
ATryn antithrombin DM79Y2T Multiple sclerosis 8A40 Approved [41]
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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 [3]
Doxorubicin DMVP5YE Acute myelogenous leukaemia 2A41 Approved [42]
Methotrexate DM2TEOL Anterior urethra cancer Approved [43]
Folic Acid DMEMBJC Colorectal carcinoma Approved [44]
Fluorouracil DMUM7HZ Adenocarcinoma 2D40 Approved [43]
Cisplatin DMRHGI9 Adenocarcinoma 2D40 Approved [43]
Progesterone DMUY35B Amenorrhea GA20.0 Approved [45]
Tamoxifen DMLB0EZ Breast cancer 2C60-2C65 Approved [43]
Estradiol DMUNTE3 Acne vulgaris ED80 Approved [46]
Imatinib DM7RJXL Acute lymphoblastic leukaemia 2A85 Approved [47]
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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
Cationic trypsinogen (PRSS1) TT2WR1T TRY1_HUMAN Inhibitor [1]
Coagulation factor IIa (F2) TT6L509 THRB_HUMAN Inhibitor [2]
Coagulation factor Xa (F10) TTCIHJA FA10_HUMAN Inhibitor [1]
Plasminogen (PLG) TTP86E2 PLMN_HUMAN Inhibitor [1]

Drug Transporter (DTP)
DTP Name DTP ID UniProt ID MOA REF
P-glycoprotein 1 (ABCB1) DTUGYRD MDR1_HUMAN Substrate [3]

References

1 Orally active thrombin inhibitors. Part 1: optimization of the P1-moiety. Bioorg Med Chem Lett. 2006 May 15;16(10):2641-7.
2 Orally active thrombin inhibitors. Part 2: optimization of the P2-moiety. Bioorg Med Chem Lett. 2006 May 15;16(10):2648-53.
3 Human intestinal transporter database: QSAR modeling and virtual profiling of drug uptake, efflux and interactions. Pharm Res. 2013 Apr;30(4):996-1007.
4 Characterization of a class of peptide boronates with neutral P1 side chains as highly selective inhibitors of thrombin. J Med Chem. 1995 Apr 28;38(9):1511-22.
5 Intravenous administration of ulinastatin (human urinary trypsin inhibitor) in severe sepsis: a multicenter randomized controlled study. Intensive Care Med. 2014 Jun;40(6):830-8.
6 US patent application no. 2012,0251,516, PHARMACEUTICAL COMPOSITION FOR TREATING CANCER COMPRISING TRYPSINOGEN AND/OR CHYMOTRYPSINOGEN AND AN ACTIVE AGENT SELECTED FROM A SELENIUM COMPOUND, A VANILLOID COMPOUND AND A CYTOPLASMIC GLYCOLYSIS REDUCTION AGENT.
7 Arriva-ProMetic recombinant alpha 1-antitrypsin (rAAT) moves into the clinic for dermatology applications. ProMetic Life Sciences. 2009.
8 Inhibitors of serine proteases as potential therapeutic agents: the road from thrombin to tryptase to cathepsin G. J Med Chem. 2004 Feb 12;47(4):769-87.
9 Design and synthesis of conformationally constrained arginal thrombin inhibitors, Bioorg. Med. Chem. Lett. 7(17):2205-2210 (1997).
10 Grassystatins A-C from marine cyanobacteria, potent cathepsin E inhibitors that reduce antigen presentation. J Med Chem. 2009 Sep 24;52(18):5732-47.
11 Development of serine protease inhibitors displaying a multicentered short (<2.3 A) hydrogen bond binding mode: inhibitors of urokinase-type plasmi... J Med Chem. 2001 Aug 16;44(17):2753-71.
12 Design of selective phenylglycine amide tissue factor/factor VIIa inhibitors. Bioorg Med Chem Lett. 2005 Feb 1;15(3):817-22.
13 Pfizer. Product Development Pipeline. March 31 2009.
14 Drugs@FDA. U.S. Food and Drug Administration. U.S. Department of Health & Human Services. 2015
15 URL: http://www.guidetopharmacology.org Nucleic Acids Res. 2015 Oct 12. pii: gkv1037. The IUPHAR/BPS Guide to PHARMACOLOGY in 2016: towards curated quantitative interactions between 1300 protein targets and 6000 ligands. (Target id: 2359).
16 2017 FDA drug approvals.Nat Rev Drug Discov. 2018 Feb;17(2):81-85.
17 Company report (Portola)
18 Natural products as sources of new drugs over the last 25 years. J Nat Prod. 2007 Mar;70(3):461-77.
19 Serum zinc concentrations: contamination from laboratory equipment. JPEN J Parenter Enteral Nutr. 1979 May-Jun;3(3):179-81.
20 Biochemistry and clinical pharmacology of new anticoagulant agents. Pathophysiol Haemost Thromb. 2002 Sep-Dec;32(5-6):218-24.
21 Effect of factor X inhibition on coagulation activation and cytokine induction in human systemic inflammation. J Infect Dis. 2002 Nov 1;186(9):1270-6.
22 Haemophilia B: Christmas disease. Expert Opin Pharmacother. 2005 Aug;6(9):1517-24.
23 Tranexamic acid in trauma: how should we use it. J Trauma Acute Care Surg. 2013 Jun;74(6):1575-86.
24 The blockage of the high-affinity lysine binding sites of plasminogen by EACA significantly inhibits prourokinase-induced plasminogen activation. Biochim Biophys Acta. 2002 Apr 29;1596(2):182-92.
25 Acute anuric renal failure with streptokinase therapy in a patient with acute venous thromboembolic disease and the review of renal side effects of streptokinase. Tuberk Toraks. 2008;56(4):456-61.
26 Evaluation of aprotinin and tranexamic acid in different in vitro and in vivo models of fibrinolysis, coagulation and thrombus formation. J Thromb Haemost. 2007 Oct;5(10):2113-8.
27 Thrombolytic therapies: the current state of affairs. J Endovasc Ther. 2005 Apr;12(2):224-32.
28 Evaluation of thrombolytic agents. Drugs. 1997;54 Suppl 3:11-6; discussion 16-7.
29 Fibrin binding and the regulation of plasminogen activators during thrombolytic therapy. Cardiovasc Hematol Agents Med Chem. 2008 Jul;6(3):212-23.
30 Vampire bat salivary plasminogen activator (desmoteplase): a unique fibrinolytic enzyme that does not promote neurodegeneration. Stroke. 2003 Feb;34(2):537-43.
31 Structure and function of the plasminogen/plasmin system. Thromb Haemost. 2005 Apr;93(4):647-54.
32 Studies on the different modes of action of the anticoagulant protease inhibitors DX-9065a and Argatroban. I. Effects on thrombin generation. J Biol Chem. 2002 Dec 27;277(52):50439-44.
33 New antithrombotic drugs (excluding plasminogen activators. Arch Mal Coeur Vaiss. 2001 Nov;94(11 Suppl):1225-32.
34 New anticoagulants. Am Heart J. 2001 Aug;142(2 Suppl):S3-8.
35 Emerging drugs in peripheral arterial disease. Expert Opin Emerg Drugs. 2006 Mar;11(1):75-90.
36 Mullard A: 2010 FDA drug approvals. Nat Rev Drug Discov. 2011 Feb;10(2):82-5.
37 Drugs@FDA. U.S. Food and Drug Administration. U.S. Department of Health & Human Services.
38 URL: http://www.guidetopharmacology.org Nucleic Acids Res. 2015 Oct 12. pii: gkv1037. The IUPHAR/BPS Guide to PHARMACOLOGY in 2016: towards curated quantitative interactions between 1300 protein targets and 6000 ligands. (Target id: 2362).
39 Recombinant hirudin (lepirudin) as anticoagulant in intensive care patients treated with continuous hemodialysis. Kidney Int Suppl. 1999 Nov;(72):S46-50.
40 Anticoagulation with anisindione in a patient with a warfarin-induced skin eruption. Pharmacotherapy. 2003 Apr;23(4):533-6.
41 Antithrombin III Utilization in a Large Teaching Hospital. P T. 2013 December; 38(12): 764-767, 779.
42 MDR1 (ABCB1) G1199A (Ser400Asn) polymorphism alters transepithelial permeability and sensitivity to anticancer agents. Cancer Chemother Pharmacol. 2009 Jun;64(1):183-8.
43 Mammalian drug efflux transporters of the ATP binding cassette (ABC) family in multidrug resistance: A review of the past decade. Cancer Lett. 2016 Jan 1;370(1):153-64.
44 Folate transporter expression decreases in the human placenta throughout pregnancy and in pre-eclampsia. Pregnancy Hypertens. 2012 Apr;2(2):123-31.
45 Comparative studies on in vitro methods for evaluating in vivo function of MDR1 P-glycoprotein. Pharm Res. 2001 Dec;18(12):1660-8.
46 Antiestrogens and steroid hormones: substrates of the human P-glycoprotein. Biochem Pharmacol. 1994 Jul 19;48(2):287-92.
47 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.