Identification
- Generic Name
- Phosphonoacetic Acid
- DrugBank Accession Number
- DB02823
- Background
A simple organophosphorus compound that inhibits DNA polymerase, especially in viruses and is used as an antiviral agent. [PubChem]
- Type
- Small Molecule
- Groups
- Experimental
- Structure
Structure for Phosphonoacetic Acid (DB02823)
- Weight
- Average: 140.0319
Monoisotopic: 139.987459782 - Chemical Formula
- C2H5O5P
- 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 UAlkaline phosphatase 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 Browse all" title="About SNP Mediated Effects/ADRs" id="snp-actions-info" class="drug-info-popup" href="javascript:void(0);">
- Not Available
Interactions
- Drug Interactions Learn More" title="About Drug Interactions" id="structured-interactions-info" class="drug-info-popup" href="javascript:void(0);">
- 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
- Chemical TaxonomyProvided by Classyfire
- Description
- This compound belongs to the class of organic compounds known as organic phosphonic acids. These are organic compounds containing phosphonic acid.
- Kingdom
- Organic compounds
- Super Class
- Organic acids and derivatives
- Class
- Organic phosphonic acids and derivatives
- Sub Class
- Organic phosphonic acids
- Direct Parent
- Organic phosphonic acids
- Alternative Parents
- Monocarboxylic acids and derivatives / Carboxylic acids / Organopnictogen compounds / Organophosphorus compounds / Organic oxides / Hydrocarbon derivatives / Carbonyl compounds
- Substituents
- Aliphatic acyclic compound / Carbonyl group / Carboxylic acid / Carboxylic acid derivative / Hydrocarbon derivative / Monocarboxylic acid or derivatives / Organic oxide / Organic oxygen compound / Organooxygen compound / Organophosphonic acid
- Molecular Framework
- Aliphatic acyclic compounds
- External Descriptors
- monocarboxylic acid, phosphonic acids (CHEBI:15732)
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- N919E46723
- CAS number
- 4408-78-0
- InChI Key
- XUYJLQHKOGNDPB-UHFFFAOYSA-N
- InChI
- InChI=1S/C2H5O5P/c3-2(4)1-8(5,6)7/h1H2,(H,3,4)(H2,5,6,7)
- IUPAC Name
- 2-phosphonoacetic acid
- SMILES
- OC(=O)CP(O)(O)=O
References
- General References
- Not Available
- External Links
- Human Metabolome Database
- HMDB0004110
- KEGG Compound
- C05682
- PubChem Compound
- 546
- PubChem Substance
- 46506487
- ChemSpider
- 531
- BindingDB
- 50008089
- ChEBI
- 15732
- ChEMBL
- CHEMBL50300
- ZINC
- ZINC000003869741
- PDBe Ligand
- PAE
- PDB Entries
- 1ew8 / 1vq7 / 3t02 / 3tw6 / 4i3x / 8e7r / 8i8j / 8i8k / 8i8l / 8i8m
Clinical Trials
- Clinical Trials Learn More" title="About Clinical Trials" id="clinical-trials-info" class="drug-info-popup" href="javascript:void(0);">
Phase Status Purpose Conditions Count
Pharmacoeconomics
- Manufacturers
- Not Available
- Packagers
- Not Available
- Dosage Forms
- Not Available
- Prices
- Not Available
- Patents
- Not Available
Properties
- State
- Solid
- Experimental Properties
Property Value Source melting point (°C) 143-146 °C PhysProp water solubility 3.92E+005 mg/L (at 0 °C) STEPHEN,H & STEPHEN,T (1963) - Predicted Properties
Property Value Source Water Solubility 25.1 mg/mL ALOGPS logP -2.6 ALOGPS logP -1.6 Chemaxon logS -0.75 ALOGPS pKa (Strongest Acidic) 1.64 Chemaxon Physiological Charge -2 Chemaxon Hydrogen Acceptor Count 5 Chemaxon Hydrogen Donor Count 3 Chemaxon Polar Surface Area 94.83 Å2 Chemaxon Rotatable Bond Count 2 Chemaxon Refractivity 23.63 m3·mol-1 Chemaxon Polarizability 9.63 Å3 Chemaxon Number of Rings 0 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 - 0.9131 Blood Brain Barrier + 0.9391 Caco-2 permeable - 0.7795 P-glycoprotein substrate Non-substrate 0.8043 P-glycoprotein inhibitor I Non-inhibitor 0.9741 P-glycoprotein inhibitor II Non-inhibitor 0.9948 Renal organic cation transporter Non-inhibitor 0.9625 CYP450 2C9 substrate Non-substrate 0.7976 CYP450 2D6 substrate Non-substrate 0.858 CYP450 3A4 substrate Non-substrate 0.7198 CYP450 1A2 substrate Non-inhibitor 0.9396 CYP450 2C9 inhibitor Non-inhibitor 0.9416 CYP450 2D6 inhibitor Non-inhibitor 0.9231 CYP450 2C19 inhibitor Non-inhibitor 0.9388 CYP450 3A4 inhibitor Non-inhibitor 0.9434 CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.9943 Ames test Non AMES toxic 0.9093 Carcinogenicity Non-carcinogens 0.533 Biodegradation Ready biodegradable 0.5985 Rat acute toxicity 1.8913 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.9512 hERG inhibition (predictor II) Non-inhibitor 0.9688
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
- Chromatographic Properties
Collision Cross Sections (CCS)
Adduct CCS Value (Å2) Source type Source [M-H]- 122.2655475 predictedDarkChem Lite v0.1.0 [M-H]- 122.7669475 predictedDarkChem Lite v0.1.0 [M-H]- 122.2083475 predictedDarkChem Lite v0.1.0 [M-H]- 116.133156 predictedDeepCCS 1.0 (2019) [M+H]+ 118.934006 predictedDeepCCS 1.0 (2019) [M+Na]+ 127.3431 predictedDeepCCS 1.0 (2019)
Targets
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- Kind
- Protein
- Organism
- Escherichia coli (strain K12)
- Pharmacological action
- Unknown
- General Function
- Zinc ion binding
- Specific Function
- Not Available
- Gene Name
- phoA
- Uniprot ID
- P00634
- Uniprot Name
- Alkaline phosphatase
- Molecular Weight
- 49438.17 Da
References
Drug created at June 13, 2005 13:24 / Updated at June 12, 2020 16:52