Identification
- Generic Name
- p1-(5'-adenosyl)p5-(5'-thymidyl)pentaphosphate
- DrugBank Accession Number
- DB03280
- Background
Not Available
- Type
- Small Molecule
- Groups
- Experimental
- Structure
Structure for p1-(5'-adenosyl)p5-(5'-thymidyl)pentaphosphate (DB03280)
- Weight
- Average: 891.3541
Monoisotopic: 891.008112861 - Chemical Formula
- C20H30N7O23P5
- Synonyms
- Not Available
Pharmacology
- Indication
Not Available
Reduce drug development failure ratesBuild, train, & validate machine-learning modelswith evidence-based and structured datasets.Build, train, & validate predictive machine-learning models with structured datasets.- Contraindications & Blackbox Warnings
Prevent Adverse Drug Events TodayTap into our Clinical API for life-saving information on contraindications & blackbox warnings, population restrictions, harmful risks, & more.Avoid life-threatening adverse drug events with our Clinical API- Pharmacodynamics
Not Available
- Mechanism of action
Target Actions Organism UThymidylate kinase ligandMycobacterium tuberculosis UThymidylate kinase ligandHumans UThymidylate kinase ligandShigella flexneri UThymidine kinase ligandEHV-4 UThymidine kinase ligandEscherichia coli (strain K12) - Absorption
Not Available
- Volume of distribution
Not Available
- Protein binding
Not Available
- Metabolism
- Not Available
- Route of elimination
Not Available
- Half-life
Not Available
- Clearance
Not Available
- Adverse Effects
Improve decision support & research outcomesWith structured adverse effects data, including: blackbox warnings, adverse reactions, warning & precautions, & incidence rates. View sample adverse effects data in our new Data Library!Improve decision support & research outcomes with our structured adverse effects data.- Toxicity
Not Available
- Pathways
- Not Available
- Pharmacogenomic Effects/ADRs
- Not Available
Interactions
- Drug Interactions
- This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.Not Available
- Food Interactions
- Not Available
Categories
- Drug Categories
- Not Available
- Chemical TaxonomyProvided by Classyfire
- Description
- This compound belongs to the class of organic compounds known as (5'->5')-dinucleotides. These are dinucleotides where the two bases are connected via a (5'->5')-phosphodiester linkage.
- Kingdom
- Organic compounds
- Super Class
- Nucleosides, nucleotides, and analogues
- Class
- (5'->5')-dinucleotides
- Sub Class
- Not Available
- Direct Parent
- (5'->5')-dinucleotides
- Alternative Parents
- Purine ribonucleoside polyphosphates / Pyrimidine 2'-deoxyribonucleoside polyphosphates / Purine nucleotide sugars / Purine ribonucleoside monophosphates / Pentose phosphates / Glycosylamines / 6-aminopurines / Monosaccharide phosphates / Aminopyrimidines and derivatives / Monoalkyl phosphates show 16 more
- Substituents
- (5'->5')-dinucleotide / 6-aminopurine / Alcohol / Alkyl phosphate / Amine / Aminopyrimidine / Aromatic heteropolycyclic compound / Azacycle / Azole / Glycosyl compound show 36 more
- Molecular Framework
- Aromatic heteropolycyclic compounds
- External Descriptors
- Not Available
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- Not Available
- CAS number
- Not Available
- InChI Key
- JCFDSPQTEMXXLO-SLFMBYJQSA-N
- InChI
- InChI=1S/C20H30N7O23P5/c1-8-3-26(20(32)25-18(8)31)12-2-9(28)10(45-12)4-43-51(33,34)47-53(37,38)49-55(41,42)50-54(39,40)48-52(35,36)44-5-11-14(29)15(30)19(46-11)27-7-24-13-16(21)22-6-23-17(13)27/h3,6-7,9-12,14-15,19,28-30H,2,4-5H2,1H3,(H,33,34)(H,35,36)(H,37,38)(H,39,40)(H,41,42)(H2,21,22,23)(H,25,31,32)/t9-,10+,11+,12+,14+,15+,19+/m0/s1
- IUPAC Name
- ({[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)({[hydroxy({[hydroxy({[(2R,3S,5R)-3-hydroxy-5-(5-methyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)oxolan-2-yl]methoxy})phosphoryl]oxy})phosphoryl]oxy})phosphinic acid
- SMILES
- [H]N([H])C1=C2N=CN([C@@H]3O[C@H](COP(O)(=O)OP(O)(=O)OP(O)(=O)OP(O)(=O)OP(O)(=O)OC[C@H]4O[C@H](C[C@@H]4O)N4C=C(C)C(=O)N([H])C4=O)[C@@H](O)[C@H]3O)C2=NC=N1
References
- General References
- Not Available
- External Links
- PubChem Compound
- 447202
- PubChem Substance
- 46505960
- ChemSpider
- 394363
- BindingDB
- 50366828
- ChEMBL
- CHEMBL1236157
- ZINC
- ZINC000169331553
- PDBe Ligand
- T5A
- PDB Entries
- 1mrn / 1p75 / 1p7c / 2wwh / 3tmk / 4tmk / 4uxh
Clinical Trials
Pharmacoeconomics
- Manufacturers
- Not Available
- Packagers
- Not Available
- Dosage Forms
- Not Available
- Prices
- Not Available
- Patents
- Not Available
Properties
- State
- Solid
- Experimental Properties
- Not Available
- Predicted Properties
Property Value Source logP -6.3 Chemaxon pKa (Strongest Acidic) 0.23 Chemaxon pKa (Strongest Basic) 4.93 Chemaxon Physiological Charge -5 Chemaxon Hydrogen Acceptor Count 21 Chemaxon Hydrogen Donor Count 10 Chemaxon Polar Surface Area 440.06 Å2 Chemaxon Rotatable Bond Count 16 Chemaxon Refractivity 169.19 m3·mol-1 Chemaxon Polarizability 68.3 Å3 Chemaxon Number of Rings 5 Chemaxon Bioavailability 0 Chemaxon Rule of Five No Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule Yes Chemaxon - Predicted ADMET Features
Property Value Probability Human Intestinal Absorption + 0.5164 Blood Brain Barrier - 0.566 Caco-2 permeable - 0.7013 P-glycoprotein substrate Substrate 0.6839 P-glycoprotein inhibitor I Non-inhibitor 0.7984 P-glycoprotein inhibitor II Non-inhibitor 0.9887 Renal organic cation transporter Non-inhibitor 0.9393 CYP450 2C9 substrate Non-substrate 0.7549 CYP450 2D6 substrate Non-substrate 0.8312 CYP450 3A4 substrate Substrate 0.5879 CYP450 1A2 substrate Non-inhibitor 0.8746 CYP450 2C9 inhibitor Non-inhibitor 0.8961 CYP450 2D6 inhibitor Non-inhibitor 0.8944 CYP450 2C19 inhibitor Non-inhibitor 0.9016 CYP450 3A4 inhibitor Non-inhibitor 0.7679 CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.9201 Ames test Non AMES toxic 0.7782 Carcinogenicity Non-carcinogens 0.8204 Biodegradation Not ready biodegradable 0.9941 Rat acute toxicity 2.4775 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.9149 hERG inhibition (predictor II) Inhibitor 0.5092
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
- Chromatographic Properties
Collision Cross Sections (CCS)
Adduct CCS Value (Å2) Source type Source [M-H]- 192.24216 predictedDeepCCS 1.0 (2019) [M+H]+ 194.07489 predictedDeepCCS 1.0 (2019) [M+Na]+ 200.04808 predictedDeepCCS 1.0 (2019)
Targets
Build, predict & validate machine-learning models
Use our structured and evidence-based datasets to unlock newinsights and accelerate drug research.
Use our structured and evidence-based datasets to unlock new insights and accelerate drug research.
- Kind
- Protein
- Organism
- Mycobacterium tuberculosis
- Pharmacological action
- Unknown
- Actions
- Ligand
- General Function
- Catalyzes the reversible phosphorylation of deoxythymidine monophosphate (dTMP) to deoxythymidine diphosphate (dTDP), using ATP as its preferred phosphoryl donor. Situated at the junction of both de novo and salvage pathways of deoxythymidine triphosphate (dTTP) synthesis, is essential for DNA synthesis and cellular growth. Has a broad specificity for nucleoside triphosphates, being highly active with ATP or dATP as phosphate donors, and less active with ITP, GTP, CTP and UTP.
- Specific Function
- Atp binding
- Gene Name
- tmk
- Uniprot ID
- P9WKE1
- Uniprot Name
- Thymidylate kinase
- Molecular Weight
- 22634.285 Da
References
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- Actions
- Ligand
- General Function
- Uridylate kinase activity
- Specific Function
- Catalyzes the conversion of dTMP to dTDP.
- Gene Name
- DTYMK
- Uniprot ID
- P23919
- Uniprot Name
- Thymidylate kinase
- Molecular Weight
- 23819.105 Da
References
- Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [Article]
- Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [Article]
- Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [Article]
- Kind
- Protein
- Organism
- Shigella flexneri
- Pharmacological action
- Unknown
- Actions
- Ligand
- General Function
- Thymidylate kinase activity
- Specific Function
- Catalyzes the reversible phosphorylation of deoxythymidine monophosphate (dTMP) to deoxythymidine diphosphate (dTDP), using ATP as its preferred phosphoryl donor. Situated at the junction of both d...
- Gene Name
- tmk
- Uniprot ID
- P0A721
- Uniprot Name
- Thymidylate kinase
- Molecular Weight
- 23782.93 Da
References
- Kind
- Protein
- Organism
- EHV-4
- Pharmacological action
- Unknown
- Actions
- Ligand
- General Function
- Thymidine kinase activity
- Specific Function
- In latent infection, may allow the virus to be reactivated and to grow in cells lacking a high concentration of phosphorylated nucleic acid precursors, such as nerve cells that do not replicate the...
- Gene Name
- TK
- Uniprot ID
- P24425
- Uniprot Name
- Thymidine kinase
- Molecular Weight
- 38784.035 Da
References
- Kind
- Protein
- Organism
- Escherichia coli (strain K12)
- Pharmacological action
- Unknown
- Actions
- Ligand
- General Function
- Phosphorylates both thymidine and deoxyuridine.
- Specific Function
- Atp binding
- Gene Name
- tdk
- Uniprot ID
- P23331
- Uniprot Name
- Thymidine kinase
- Molecular Weight
- 23456.39 Da
References
- Lavie A, Ostermann N, Brundiers R, Goody RS, Reinstein J, Konrad M, Schlichting I: Structural basis for efficient phosphorylation of 3'-azidothymidine monophosphate by Escherichia coli thymidylate kinase. Proc Natl Acad Sci U S A. 1998 Nov 24;95(24):14045-50. doi: 10.1073/pnas.95.24.14045. [Article]
Drug created at June 13, 2005 13:24 / Updated at April 30, 2023 10:33