General Information of Drug (ID: DMD6AJO)

Drug Name
N6-CYCLOPENTYLADENOSINE Drug Info
Synonyms
N6-Cyclopentyladenosine; 41552-82-3; n-cyclopentyladenosine; (2R,3R,4S,5R)-2-(6-(Cyclopentylamino)-9H-purin-9-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol; Cyclopentyladenosine; CHEMBL68738; MLS000028368; N(6)-Cyclopentyladenosine; SMR000058639; (2R,3R,4S,5R)-2-[6-(cyclopentylamino)purin-9-yl]-5-(hydroxymethyl)oxolane-3,4-diol; Adenosine, N-cyclopentyl-; UNII-7LG47VG1ID; 7LG47VG1ID; N6-CyclopentylAdo; n-cyclopentyl-adenosine; n6-cyclopentyl-adenosine; AC1LCWG1; Opera_ID_1056; GTPL380; MLS002153196; MLS001077332; SCHEMBL120481
Indication
Disease Entry ICD 11 Status REF
Discovery agent N.A. Investigative [1]
Cross-matching ID
PubChem CID
657378
CAS Number
CAS 41552-82-3
TTD Drug ID
DMD6AJO
VARIDT Drug ID
DR00860

Molecule-Related Drug Atlas

Molecule-Related Drug Atlas
Molecule Type:
DTT
Drug Status:
Approved Drug(s)
Investigative Drug(s)
Discontinued Drug(s)
Clinical Trial Drug(s)
Preclinical Drug(s)
Drug Name Drug ID Indication ICD 11 Highest Status REF
LIDOFLAZINE DMV23GL Angina pectoris BA40 Approved [8]
Dilazep DMOD5Y0 Discovery agent N.A. Investigative [9]
S6-nitrobenzyl mercaptopurine riboside DMIKJNL Discovery agent N.A. Investigative [10]
[3H]nitrobenzylmercaptopurine ribonucleoside DM5TDFQ Discovery agent N.A. Investigative [11]
KF24345 DMK6SMW Discovery agent N.A. Investigative [12]
NBTGR DMVF420 Discovery agent N.A. Investigative [11]
9-Benzyl-6-(4-nitro-benzylsulfanyl)-9H-purine DMNY5P1 Discovery agent N.A. Investigative [13]
Nitrobenzylthioinosine DM7F3RY Discovery agent N.A. Investigative [14]
6-(4-Nitro-benzylsulfanyl)-9-phenethyl-9H-purine DMPL5XV Discovery agent N.A. Investigative [13]
⏷ Show the Full List of 9 Drug(s)
Drug(s) Targeting Adenylate cyclase (ADCY)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Ad5-AC6 DMQNFZE Cardiac failure BD10-BD13 Terminated [15]
[3H]cAMP DMZRQU7 Discovery agent N.A. Investigative [16]
[3H]alphabeta-meATP DMWV5C3 Discovery agent N.A. Investigative [16]
NSC-88915 DM9WIHJ Solid tumour/cancer 2A00-2F9Z Investigative [17]
2-hydroxy-17beta-estradiol DMM9Z0B Discovery agent N.A. Investigative [17]
2,5-didesoxy-3-ATP DM5CWM0 Discovery agent N.A. Investigative [17]
N. A. N. A. [18]
N. A. N. A. [18]
N. A. N. A. [18]
N. A. N. A. [18]
⏷ Show the Full List of 10 Drug(s)
Drug Name Drug ID Indication ICD 11 Highest Status REF
IB-MECA DM9G5XD Psoriasis vulgaris EA90 Phase 3 [19]
Tonapofylline DMBH316 Acute and chronic heart failure BD1Z Phase 2 [3]
NITD609 DMQHBSX Malaria 1F40-1F45 Phase 2 [20]
CF102 DMP56WJ Hepatocellular carcinoma 2C12.02 Phase 2 [21]
SCH-442416 DMQ2K1V N. A. N. A. Phase 1 [22]
AST-004 DM5WMG7 Stroke 8B20 Phase 1 [23]
BEMESETRON DMSPJX9 N. A. N. A. Discontinued in Phase 3 [24]
BAY 60-6583 DMTEJV1 Myocardial ischemia BA6Z Preclinical [25]
CF602 DM0ULO2 Inflammation 1A00-CA43.1 Preclinical [21]
CF502 DMQSJ20 Inflammation 1A00-CA43.1 Preclinical [21]
⏷ Show the Full List of 10 Drug(s)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Caffeine DMKBJWP Allergic rhinitis CA08.0 Approved [26]
Istradefylline DM20VSK Parkinson disease 8A00.0 Approved [27]
Regadenoson DM76VHG Radionuclide imaging N.A. Approved [28]
Tozadenant DMATC14 Parkinson disease 8A00.0 Phase 3 [29]
Binodenoson DMVHF8G Hypertension BA00-BA04 Phase 3 [30]
Apadenoson DMD8QTC Coronary artery disease BA80 Phase 3 [31]
Tonapofylline DMBH316 Acute and chronic heart failure BD1Z Phase 2 [3]
Dexefaroxan DMTY4KN Parkinson disease 8A00.0 Phase 2 [32]
AMP-579 DMJ4GPR Hyperlipidaemia 5C80 Phase 2 [33]
BIIB014 DMH7RJ1 Parkinson disease 8A00.0 Phase 2 [34]
⏷ Show the Full List of 10 Drug(s)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Adenosine DMM2NSK Paroxysmal supraventricular tachycardia BC81.Z Approved [35]
Vidarabine DM0N85H Hepatosplenic T-cell lymphoma Approved [35]
A295 DM55GO2 Aggressive cancer 2A00-2F9Z IND submitted [36]
Tonapofylline DMBH316 Acute and chronic heart failure BD1Z Phase 2 [3]
YT-146 DM3YVKQ Hypertension BA00-BA04 Phase 2 [37]
AB928 DMDOXMN Metastatic colorectal cancer 2B91 Phase 1/2 [38]
KF-17837 DMQ6DLZ Parkinson disease 8A00.0 Phase 1 [39]
Xanthine DMFBOQ7 Apnea MD11.0 Phase 1 [40]
CVT-6883 DMY84TW Asthma CA23 Phase 1 [41]
PBF-1129 DMOPGXM Non-small-cell lung cancer 2C25.Y Phase 1 [38]
⏷ Show the Full List of 10 Drug(s)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Caffeine DMKBJWP Allergic rhinitis CA08.0 Approved [26]
Rolofylline DMSZPR3 Heart failure BD10-BD13 Phase 3 [42]
Tonapofylline DMBH316 Acute and chronic heart failure BD1Z Phase 2 [3]
AMP-579 DMJ4GPR Hyperlipidaemia 5C80 Phase 2 [33]
SELODENOSON DMQM3IX Cardiac arrhythmias BC9Z Phase 2 [43]
Apaxifylline DMQMV9F Cognitive impairment 6D71 Phase 2 [44]
SLV320 DM867BJ Heart failure BD10-BD13 Phase 2 [45]
DTI-0009 DMV84OK Atrial fibrillation BC81.3 Phase 2 [43]
Capadenoson DMYWO62 Atrial fibrillation BC81.3 Phase 2 [46]
BAY 1067197 DM4JGNH Heart failure BD10-BD13 Phase 2 [47]
⏷ Show the Full List of 10 Drug(s)

Molecular Interaction Atlas of This Drug

Molecular Interaction Atlas

Drug Therapeutic Target (DTT)
DTT Name DTT ID UniProt ID MOA REF
Adenosine A1 receptor (ADORA1) TTK25J1 AA1R_HUMAN Inhibitor [2]
Adenosine A2a receptor (ADORA2A) TTM2AOE AA2AR_HUMAN Inhibitor [3]
Adenosine A2b receptor (ADORA2B) TTNE7KG AA2BR_HUMAN Inhibitor [4]
Adenosine A3 receptor (ADORA3) TTJFY5U AA3R_HUMAN Inhibitor [5]
Adenylate cyclase (ADCY) TT2QM9D NOUNIPROTAC Inhibitor [6]
Solute carrier family 29 member 1 (SLC29A1) TTLXAKE S29A1_HUMAN Inhibitor [7]

References

1 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. (Ligand id: 380).
2 5'-Carbamoyl derivatives of 2'-C-methyl-purine nucleosides as selective A1 adenosine receptor agonists: affinity, efficacy, and selectivity for A1 ... Bioorg Med Chem. 2008 Jan 1;16(1):336-53.
3 2-Amino-5-benzoyl-4-phenylthiazoles: Development of potent and selective adenosine A1 receptor antagonists. Bioorg Med Chem. 2010 Mar 15;18(6):2195-2203.
4 Adenosine receptor agonists: synthesis and biological evaluation of 1-deaza analogues of adenosine derivatives. J Med Chem. 1988 Jun;31(6):1179-83.
5 Semi-rational design of (north)-methanocarba nucleosides as dual acting A(1) and A(3) adenosine receptor agonists: novel prototypes for cardioprote... J Med Chem. 2005 Dec 29;48(26):8103-7.
6 Activity of N6-substituted 2-chloroadenosines at A1 and A2 adenosine receptors. J Med Chem. 1991 Dec;34(12):3388-90.
7 Inhibition of nucleoside transport proteins by C8-alkylamine-substituted purines. J Med Chem. 2005 Jan 13;48(1):321-9.
8 Synthesis, flow cytometric evaluation, and identification of highly potent dipyridamole analogues as equilibrative nucleoside transporter 1 inhibit... J Med Chem. 2007 Aug 9;50(16):3906-20.
9 Residues Met89 and Ser160 in the human equilibrative nucleoside transporter 1 affect its affinity for adenosine, guanosine, S6-(4-nitrobenzyl)-merc... Mol Pharmacol. 2005 Mar;67(3):837-44.
10 Synthesis and biological evaluation of phloridzin analogs as human concentrative nucleoside transporter 3 (hCNT3) inhibitors. Bioorg Med Chem Lett. 2009 Feb 1;19(3):917-21.
11 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: 1117).
12 Interaction of the novel adenosine uptake inhibitor 3-[1-(6,7-diethoxy-2-morpholinoquinazolin-4-yl)piperidin-4-yl]-1,6-dimethyl-2,4(1H,3H)-quinazol... J Pharmacol Exp Ther. 2004 Mar;308(3):1083-93.
13 Inhibition of nucleoside transport by new analogues of 4-nitrobenzylthioinosine: replacement of the ribose moiety by substituted benzyl groups. J Med Chem. 2004 Oct 21;47(22):5441-50.
14 The role of human nucleoside transporters in uptake of 3'-deoxy-3'-fluorothymidine. Mol Pharmacol. 2008 Nov;74(5):1372-80.
15 Unanticipated Signaling Events Associated with Cardiac Adenylyl Cyclase Gene Transfer. J Mol Cell Cardiol. 2011 May; 50(5): 751-758.
16 How many drug targets are there Nat Rev Drug Discov. 2006 Dec;5(12):993-6.
17 Structure-based development of novel adenylyl cyclase inhibitors. J Med Chem. 2008 Aug 14;51(15):4456-64.
18 The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42.
19 A role for central A3-adenosine receptors. Mediation of behavioral depressant effects. FEBS Lett. 1993 Dec 20;336(1):57-60.
20 Spiroindolones, a potent compound class for the treatment of malaria. Science. 2010 Sep 3;329(5996):1175-80.
21 2011 Pipeline of Can-Fite BioPharm.
22 Synthesis and evaluation of 1,2,4-triazolo[1,5-c]pyrimidine derivatives as A2A receptor-selective antagonists. Bioorg Med Chem Lett. 2010 Oct 1;20(19):5690-4.
23 Adenosine A1R/A3R (Adenosine A1 and A3 Receptor) Agonist AST-004 Reduces Brain Infarction in a Nonhuman Primate Model of Stroke. Stroke. 2022 Jan;53(1):238-248.
24 2-n-Butyl-9-methyl-8-[1,2,3]triazol-2-yl-9H-purin-6-ylamine and analogues as A2A adenosine receptor antagonists. Design, synthesis, and pharmacolog... J Med Chem. 2005 Nov 3;48(22):6887-96.
25 Protein kinase C protects preconditioned rabbit hearts by increasing sensitivity of adenosine A2b-dependent signaling during early reperfusion. J Mol Cell Cardiol. 2007 Sep;43(3):262-71.
26 Caffeine as a psychomotor stimulant: mechanism of action. Cell Mol Life Sci. 2004 Apr;61(7-8):857-72.
27 Drugs@FDA. U.S. Food and Drug Administration. U.S. Department of Health Human Services. 2019
28 Drugs@FDA. U.S. Food and Drug Administration. U.S. Department of Health & Human Services. 2015
29 Tozadenant (SYN115) in patients with Parkinson's disease who have motor fluctuations on levodopa: a phase 2b, double-blind, randomised trial. Lancet Neurol. 2014 Aug;13(8):767-76.
30 Coronary circulation responses to binodenoson, a selective adenosine A2A receptor agonist. Am J Cardiol. 2007 Jun 1;99(11):1507-12.
31 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. (Ligand id: 3290).
32 The pipeline and future of drug development in schizophrenia. Mol Psychiatry. 2007 Oct;12(10):904-22.
33 Adenosine A1/A2a receptor agonist AMP-579 induces acute and delayed preconditioning against in vivo myocardial stunning. Am J Physiol Heart Circ Physiol. 2004 Dec;287(6):H2746-53.
34 Novel pharmacological targets for the treatment of Parkinson's disease. Nat Rev Drug Discov. 2006 Oct;5(10):845-54.
35 Drugs@FDA. U.S. Food and Drug Administration. U.S. Department of Health & Human Services.
36 Clinical pipeline report, company report or official report of Klus Pharma
37 Identification of adenosine A2 receptor-cAMP system in human aortic endothelial cells. Biochem Biophys Res Commun. 1994 Mar 15;199(2):905-10.
38 Clinical pipeline report, company report or official report of the Pharmaceutical Research and Manufacturers of America (PhRMA)
39 Photoisomerization of a potent and selective adenosine A2 antagonist, (E)-1,3-Dipropyl-8-(3,4-dimethoxystyryl)-7-methylxanthine. J Med Chem. 1993 Nov 12;36(23):3731-3.
40 Role of adenosine in asthma. Drug Dev Res. 1996;39:333-6.
41 GS-6201, a selective blocker of the A2B adenosine receptor, attenuates cardiac remodeling after acute myocardial infarction in the mouse. J Pharmacol Exp Ther. 2012 Dec;343(3):587-95.
42 Association between the PDE4D gene and ischaemic stroke in the Chinese Han population. Clin Sci (Lond). 2009 Aug 17;117(7):265-72.
43 Recent developments in adenosine receptor ligands and their potential as novel drugs. Biochim Biophys Acta. 2011 May;1808(5):1290-308.
44 Trusted, scientifically sound profiles of drug programs, clinical trials, safety reports, and company deals, written by scientists. Springer. 2015. Adis Insight (drug id 800004779)
45 Role of matrix metalloproteinases and their tissue inhibitors as potential biomarkers of left ventricular remodelling in the athlete's heart. Clin Sci (Lond). 2009 Jul 16;117(4):157-64.
46 A1 adenosine receptor agonists and their potential therapeutic applications. Expert Opin Investig Drugs. 2008 Dec;17(12):1901-10.
47 Separation of on-target efficacy from adverse effects through rational design of a bitopic adenosine receptor agonist. Current Issue vol. 111 no. 12 Celine Valant, 4614-4619.