adenosine 5\'-carboxamide



Compound IDCDAMM00098
Common nameadenosine 5\'-carboxamide
IUPAC name(2S,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolane-2-carboxamide
Molecular formulaC10H12N6O4

Experimental data

Retention time20.73
Adduct[M+H]+
Actual mz281.1
Theoretical mz281.099
Error1.52
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score4.8929

Identifiers and class information

Inchi keyBLMHAOGGJQDPLX-TXDDJGQJSA-N
SmilesC1=NC(=C2C(=N1)N(C=N2)C3C(C(C(O3)C(=O)N)O)O)N
SuperclassNucleosides, nucleotides, and analogues
ClassPurine nucleosides

Pharmacokinetic properties

Number of descriptor values(#stars)1
Number of non-conjugated amine groups (#amine)0
Number of amidine and guanidine groups (#amidine)0
Number of carboxylic acid groups (#acid)0
Number of non-conjugated amide groups (#amide)1
Number of rotatable bonds (#rotor)4
Number of reactive functional groups (#rtvFG)0
Predicted central nervous system activity (CNS)-2
Molecular weight (mol_MW)280.243
Computed dipole moment(dipole)5.534
Total solvent accessible surface area (SASA)461.622
Hydrophobic component of SASA (FOSA)54.375
Hydrophilic component of SASA (FISA)294.256
Pie component of the SASA (PISA)112.991
Weakly polar component of the SASA (WPSA)0
Total solvent accesible volume (volume)782.284
Number of hydrogen bond donors (donorHB)5
Number of hydrogen bond acceptors (accptHB)10.6
Free energy of solvation of dipole (dip^2/V)0.0391502
Index of cohesive interaction in solids (ACxDN^.5/SA)0.0513457
Globularity descriptor (glob)0.889449
Predicted polarizability in cubic angstroms (QPpolrz)23.664
Predicted hexadecane/gas partition coefficient (QPlogPC16)9.576
Predicted octanol/gas partition coefficient (QPlogPoct)21.708
Predicted water/gas partition coefficient (QPlogPw)22.182
Predicted octanol/water partition coefficient (QPlogPo/w)-2.515
Predicted aqueous solubility (QPlogS)-1.128
Conformation-independent predicted aqueous solubility (CIQPlogS)-1.092
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-2.485
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)10.534
Predicted brain/blood partition coefficient (QPlogBB)-2.157
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)5.684
Predicted skin permeability, log Kp (QPlogKp)-6.161
PM3 calculated ionization potential (IP(ev))8.265
PM3 calculated electron affinity (EA(eV))0.014
Number of likely metabolic reactions (#metab)6
Prediction of binding to human serum albumin (QPlogKhsa)-1.135
Predicted qualitative human oral absorption (HumanOralAbsorption)2
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)17.563
Solvent-accessible surface area of fluorine atoms (SAFluorine)0
Solvent-accessible surface area of amide oxygen atoms (SAamideO)22.973
Van der Waals surface area (PSA)168.919
Number of nitrogen and oxygen atoms (#NandO)10
Number of violations of Lipinski’s rule of five (RuleOfFive)1
Number of violations of Jorgensen’s rule of three (RuleOfThree)1

Compound-target network

Cytoscape Graph

Protein targets associated with phytocompound

Uniprot ID Gene name Target name TTD_ID Prediction source
P29274ADORA2AAdenosine A2a receptorT77365SEA
P30542ADORA1Adenosine A1 receptorT92072SEA
P07327ADH1AAlcohol dehydrogenase alpha chainT65570SEA
P0DMS8ADORA3Adenosine A3 receptorT36059SEA
P29275ADORA2BAdenosine A2b receptorT86679SEA
P26358DNMT1DNA (cytosine-5)-methyltransferase 1 (by homology)T88304SEA
P32320CDACytidine deaminase (by homology)T79027SEA
P00813ADAAdenosine deaminaseT03661SEA
P55263ADKAdenosine kinaseT91661SEA
P04406GAPDHGlyceraldehyde-3-phosphate dehydrogenase liverT39321SEA
Q99808SLC29A1Equilibrative nucleoside transporter 1T13491SEA
O43868SLC28A2Sodium/nucleoside cotransporter 2T94627SEA
P23526AHCYAdenosylhomocysteinaseT68698SEA
Q9Y243AKT3Serine/threonine-protein kinase AKTT71266SEA
P20839IMPDH1Inosine-5'-monophosphate dehydrogenase 1T40111SEA
P12268IMPDH2Inosine-5'-monophosphate dehydrogenase 2T89360SEA
Q9H244P2RY12Purinergic receptor P2Y12 (by homology)T46937SEA
P19971TYMPThymidine phosphorylaseT59929SEA
Q8TEK3DOT1LHistone-lysine N-methyltransferase, H3 lysine-79 specificT87686SEA
P17612PRKACAcAMP-dependent protein kinase alpha-catalytic subunitT12808SEA
P55786NPEPPSPuromycin-sensitive aminopeptidaseT15610SEA
P47900P2RY1Purinergic receptor P2Y1T67818SEA
P41231P2RY2Purinergic receptor P2Y2T93515SEA
P63000RAC1Ras-related C3 botulinum toxin substrate 1T88752SEA
Q15910EZH2EZH2/SUZ12/EED/RBBP7/RBBP4T25265SEA
Q99873PRMT1Protein-arginine N-methyltransferase 1T16808SEA
Q96KQ7EHMT2Histone-lysine N-methyltransferase, H3 lysine-9 specific 3T53251SEA
P16885PLCG2Phospholipase C-gamma-2T93922SEA
P23919DTYMKThymidylate kinaseT94400SEA
Q9NRG4SMYD2N-lysine methyltransferase SMYD2T15797SEA
Q9H9B1EHMT1Histone-lysine N-methyltransferase, H3 lysine-9 specific 5T39996SEA
Q9UBC3DNMT3BDNA (cytosine-5)-methyltransferase 3BT65501SEA
Q05823RNASELRNase LT25200SEA
P51575P2RX1P2X purinoceptor 1T69091SEA
P17707AMD1S-adenosylmethionine decarboxylase 1T55922SEA
Q8WTS6SETD7Histone-lysine N-methyltransferase SETD7T73184SEA
Q9NVM4PRMT7Protein arginine N-methyltransferase 7T79501SEA
O43463SUV39H1Histone-lysine N-methyltransferase SUV39H1T39519SEA
Q92800EZH1Histone-lysine N-methyltransferase EZH1T17986SEA
Q99571P2RX4P2X purinoceptor 4T60330SEA
Q13304GPR17Uracil nucleotide/cysteinyl leukotriene receptorT33902SEA
Q86Y97KMT5CHistone-lysine N-methyltransferase KMT5CT68490SEA
O95622ADCY5Adenylate cyclase type 5T19531SEA
Q9NZ70TAK1TGF-beta-activated kinase 1T04361SEA
Q9Y4W7PARGPoly(ADP-ribose) glycohydrolaseT66935SEA

Target associated diseases

TTD_ID Disease_ID Disease name ICD_11 Uniprot ID Gene names
T77365DI0319Orthostatic hypotension[ICD-11: BA21]P29274ADORA2A
T77365DI0331Parkinsonism[ICD-11: 8A00]P29274ADORA2A
T77365DI0359Radionuclide imaging[ICD-11: N.A.]P29274ADORA2A
T92072DI0319Orthostatic hypotension[ICD-11: BA21]P30542ADORA1
T65570DI0139Exposure to noxious substances harmful effect[ICD-11: NE61]P07327ADH1A
T36059DI0351Psoriasis[ICD-11: EA90]P0DMS8ADORA3
T36059DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P0DMS8ADORA3
T86679DI0180Herpes simplex infection[ICD-11: 1F00]P29275ADORA2B
T86679DI0397Supraventricular tachyarrhythmia[ICD-11: BC81]P29275ADORA2B
T88304DI0012Acute myeloid leukaemia[ICD-11: 2A60]P26358DNMT1
T88304DI0284Myelodysplastic syndrome[ICD-11: 2A37]P26358DNMT1
T88304DI0286Myeloproliferative neoplasm[ICD-11: 2A20]P26358DNMT1
T79027DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P32320CDA
T03661DI0016Adaptive immunity immunodeficiency[ICD-11: 4A01]P00813ADA
T03661DI0245Malignant haematopoietic neoplasm[ICD-11: 2B33]P00813ADA
T03661DI0249Mature B-cell leukaemia[ICD-11: 2A82]P00813ADA
T91661DI0134Epilepsy/seizure[ICD-11: 8A61-8A6Z]P55263ADK
T39321DI0279Muscular atrophy[ICD-11: 8B61]P04406GAPDH
T39321DI0280Muscular dystrophy[ICD-11: 8C70]P04406GAPDH
T13491DI0030Angina pectoris[ICD-11: BA40]Q99808SLC29A1
T71266DI0062Breast cancer[ICD-11: 2C60-2C6Y]Q9Y243AKT3
T40111DI0062Breast cancer[ICD-11: 2C60-2C6Y]P20839IMPDH1
T40111DI0179Hepatitis virus infection[ICD-11: 1E50-1E51]P20839IMPDH1
T40111DI0250Mature B-cell lymphoma[ICD-11: 2A85]P20839IMPDH1
T40111DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P20839IMPDH1
T40111DI0413Transplant rejection[ICD-11: NE84]P20839IMPDH1
T89360DI0413Transplant rejection[ICD-11: NE84]P12268IMPDH2
T46937DI0287Myocardial infarction[ICD-11: BA41-BA43]Q9H244P2RY12
T46937DI0405Thrombosis[ICD-11: DB61-GB90]Q9H244P2RY12
T59929DI0117Depression[ICD-11: 6A70-6A7Z]P19971TYMP
T87686DI0012Acute myeloid leukaemia[ICD-11: 2A60]Q8TEK3DOT1L
T87686DI0245Malignant haematopoietic neoplasm[ICD-11: 2B33]Q8TEK3DOT1L
T87686DI0250Mature B-cell lymphoma[ICD-11: 2A85]Q8TEK3DOT1L
T12808DI0279Muscular atrophy[ICD-11: 8B61]P17612PRKACA
T15610DI0012Acute myeloid leukaemia[ICD-11: 2A60]P55786NPEPPS
T15610DI0284Myelodysplastic syndrome[ICD-11: 2A37]P55786NPEPPS
T93515DI0436Visual system disease[ICD-11: 9E1Z]P41231P2RY2
T88752DI0025Alzheimer disease[ICD-11: 8A20]P63000RAC1
T25265DI0151Follicular lymphoma[ICD-11: 2A80]Q15910EZH2
T16808DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]Q99873PRMT1
T53251DI0062Breast cancer[ICD-11: 2C60-2C6Y]Q96KQ7EHMT2
T53251DI0339Postoperative inflammation[ICD-11: 1A00-CA43]Q96KQ7EHMT2
T53251DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]Q96KQ7EHMT2
T15797DI0238Lung cancer[ICD-11: 2C25]Q9NRG4SMYD2
T15797DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]Q9NRG4SMYD2
T39996DI0062Breast cancer[ICD-11: 2C60-2C6Y]Q9H9B1EHMT1
T39996DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]Q9H9B1EHMT1
T65501DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]Q9UBC3DNMT3B
T55922DI0004Acidosis[ICD-11: 5C73]P17707AMD1
T73184DI0062Breast cancer[ICD-11: 2C60-2C6Y]Q8WTS6SETD7
T17986DI0012Acute myeloid leukaemia[ICD-11: 2A60]Q92800EZH1
T17986DI0238Lung cancer[ICD-11: 2C25]Q92800EZH1
T17986DI0245Malignant haematopoietic neoplasm[ICD-11: 2B33]Q92800EZH1
T17986DI0250Mature B-cell lymphoma[ICD-11: 2A85]Q92800EZH1
T17986DI0251Mature T-cell lymphoma[ICD-11: 2A90]Q92800EZH1
T17986DI0361Renal cell carcinoma[ICD-11: 2C90]Q92800EZH1
T17986DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]Q92800EZH1
T17986DI0423Ureteral cancer[ICD-11: 2C92]Q92800EZH1
T04361DI0250Mature B-cell lymphoma[ICD-11: 2A85]Q9NZ70TAK1

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