Aracytidine 5'-monophosphate
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Identification
- Generic Name
- Aracytidine 5'-monophosphate
- DrugBank Accession Number
- DB02456
- Background
Not Available
- Type
- Small Molecule
- Groups
- Experimental
- Structure
- Weight
- Average: 323.1965
Monoisotopic: 323.051850951 - Chemical Formula
- C9H14N3O8P
- Synonyms
- 1-beta-D-Arabinofuranosylcytosine 5'-phosphate
- Ara-5'-CMP
- Aracytidine 5'-phosphate
- Cytosine arabinose-5'-phosphate
- Cytosine arabinoside 5'MP
- Cytosine arabinoside monophosphate
Pharmacology
- Indication
Not Available
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- Pharmacodynamics
Not Available
- Mechanism of action
Target Actions Organism UCytidylate kinase Not Available Escherichia 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 pyrimidine ribonucleoside monophosphates. These are pyrimidine ribobucleotides with monophosphate group linked to the ribose moiety.
- Kingdom
- Organic compounds
- Super Class
- Nucleosides, nucleotides, and analogues
- Class
- Pyrimidine nucleotides
- Sub Class
- Pyrimidine ribonucleotides
- Direct Parent
- Pyrimidine ribonucleoside monophosphates
- Alternative Parents
- Pentose phosphates / Glycosylamines / Monosaccharide phosphates / Monoalkyl phosphates / Aminopyrimidines and derivatives / Pyrimidones / Imidolactams / Hydropyrimidines / Heteroaromatic compounds / Tetrahydrofurans show 8 more
- Substituents
- 1,2-diol / Alcohol / Alkyl phosphate / Amine / Aminopyrimidine / Aromatic heteromonocyclic compound / Azacycle / Glycosyl compound / Heteroaromatic compound / Hydrocarbon derivative show 25 more
- Molecular Framework
- Aromatic heteromonocyclic compounds
- External Descriptors
- Not Available
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- Y73692GHI4
- CAS number
- 7075-11-8
- InChI Key
- IERHLVCPSMICTF-CCXZUQQUSA-N
- InChI
- InChI=1S/C9H14N3O8P/c10-5-1-2-12(9(15)11-5)8-7(14)6(13)4(20-8)3-19-21(16,17)18/h1-2,4,6-8,13-14H,3H2,(H2,10,11,15)(H2,16,17,18)/t4-,6-,7+,8-/m1/s1
- IUPAC Name
- {[(2R,3S,4S,5R)-5-(4-amino-2-oxo-1,2-dihydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}phosphonic acid
- SMILES
- NC1=NC(=O)N(C=C1)[C@@H]1O[C@H](COP(O)(O)=O)[C@@H](O)[C@@H]1O
References
- General References
- Not Available
- External Links
- PubChem Compound
- 65177
- PubChem Substance
- 46507970
- ChemSpider
- 58677
- BindingDB
- 31913
- ChEMBL
- CHEMBL596186
- ZINC
- ZINC000001785780
- PDBe Ligand
- CAR
- PDB Entries
- 170d / 1ho6 / 1kdr / 1nh3 / 2kp3 / 3ern / 3mda / 6d0m / 6d0z / 6pz3 … show 1 more
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 Water Solubility 16.3 mg/mL ALOGPS logP -2 ALOGPS logP -2.9 Chemaxon logS -1.3 ALOGPS pKa (Strongest Acidic) 1.15 Chemaxon pKa (Strongest Basic) 4.19 Chemaxon Physiological Charge -2 Chemaxon Hydrogen Acceptor Count 9 Chemaxon Hydrogen Donor Count 5 Chemaxon Polar Surface Area 175.14 Å2 Chemaxon Rotatable Bond Count 4 Chemaxon Refractivity 65.42 m3·mol-1 Chemaxon Polarizability 27.22 Å3 Chemaxon Number of Rings 2 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon - Predicted ADMET Features
Property Value Probability Human Intestinal Absorption - 0.8074 Blood Brain Barrier + 0.9394 Caco-2 permeable - 0.7822 P-glycoprotein substrate Non-substrate 0.7718 P-glycoprotein inhibitor I Non-inhibitor 0.9243 P-glycoprotein inhibitor II Non-inhibitor 0.9838 Renal organic cation transporter Non-inhibitor 0.9561 CYP450 2C9 substrate Non-substrate 0.7624 CYP450 2D6 substrate Non-substrate 0.8482 CYP450 3A4 substrate Non-substrate 0.5967 CYP450 1A2 substrate Non-inhibitor 0.9282 CYP450 2C9 inhibitor Non-inhibitor 0.9229 CYP450 2D6 inhibitor Non-inhibitor 0.9231 CYP450 2C19 inhibitor Non-inhibitor 0.9049 CYP450 3A4 inhibitor Non-inhibitor 0.9429 CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.9761 Ames test Non AMES toxic 0.9132 Carcinogenicity Non-carcinogens 0.9013 Biodegradation Not ready biodegradable 0.821 Rat acute toxicity 2.1284 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.9829 hERG inhibition (predictor II) Non-inhibitor 0.8576
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
Spectrum Spectrum Type Splash Key Predicted GC-MS Spectrum - GC-MS Predicted GC-MS splash10-0002-9511000000-b038dcf334a34dfe4149 Predicted MS/MS Spectrum - 10V, Positive (Annotated) Predicted LC-MS/MS splash10-03di-0940000000-d192cf8fbb43c49c0aef Predicted MS/MS Spectrum - 10V, Negative (Annotated) Predicted LC-MS/MS splash10-00b9-9007000000-e51a73af169a744d68cd Predicted MS/MS Spectrum - 20V, Negative (Annotated) Predicted LC-MS/MS splash10-004i-9040000000-ef927ffa0813a9aed1d1 Predicted MS/MS Spectrum - 20V, Positive (Annotated) Predicted LC-MS/MS splash10-03di-0900000000-ff6273a2038453341fef Predicted MS/MS Spectrum - 40V, Negative (Annotated) Predicted LC-MS/MS splash10-004i-9200000000-246616352206a7540246 Predicted MS/MS Spectrum - 40V, Positive (Annotated) Predicted LC-MS/MS splash10-03di-3900000000-6f0f3a893b3dfdf470aa Predicted 1H NMR Spectrum 1D NMR Not Applicable Predicted 13C NMR Spectrum 1D NMR Not Applicable - Chromatographic Properties
Collision Cross Sections (CCS)
Adduct CCS Value (Å2) Source type Source [M-H]- 182.1815939 predictedDarkChem Lite v0.1.0 [M-H]- 153.56117 predictedDeepCCS 1.0 (2019) [M+H]+ 182.5221939 predictedDarkChem Lite v0.1.0 [M+H]+ 155.95674 predictedDeepCCS 1.0 (2019) [M+Na]+ 181.6822939 predictedDarkChem Lite v0.1.0 [M+Na]+ 161.86925 predictedDeepCCS 1.0 (2019)
Targets
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1. DetailsCytidylate kinase
- Kind
- Protein
- Organism
- Escherichia coli (strain K12)
- Pharmacological action
- Unknown
- General Function
- Cytidylate kinase activity
- Specific Function
- ATP, dATP, and GTP are equally effective as phosphate donors. CMP and dCMP are the best phosphate acceptors.
- Gene Name
- cmk
- Uniprot ID
- P0A6I0
- Uniprot Name
- Cytidylate kinase
- Molecular Weight
- 24746.03 Da
References
Drug created at June 13, 2005 13:24 / Updated at July 02, 2020 13:17