Oxamic Acid
Star0
Identification
- Generic Name
- Oxamic Acid
- DrugBank Accession Number
- DB03940
- Background
Amino-substituted glyoxylic acid derivative. [PubChem]
- Type
- Small Molecule
- Groups
- Experimental
- Structure
- Weight
- Average: 89.0501
Monoisotopic: 89.011292967 - Chemical Formula
- C2H3NO3
- Synonyms
- Not Available
- External IDs
- NSC-47001
- NSC-49416
- NSC-53102
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 UL-lactate dehydrogenase Not Available Plasmodium falciparum (isolate CDC / Honduras) UL-lactate dehydrogenase Not Available Thermotoga maritima (strain ATCC 43589 / MSB8 / DSM 3109 / JCM 10099) UL-lactate dehydrogenase A chain Not Available Humans UL-lactate dehydrogenase B chain Not Available Humans UFormate acetyltransferase 1 Not Available Escherichia coli (strain K12) UD-lactate dehydrogenase Not Available Lactobacillus helveticus - 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
- Chemical TaxonomyProvided by Classyfire
- Description
- This compound belongs to the class of organic compounds known as alpha amino acids and derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon), or a derivative thereof.
- Kingdom
- Organic compounds
- Super Class
- Organic acids and derivatives
- Class
- Carboxylic acids and derivatives
- Sub Class
- Amino acids, peptides, and analogues
- Direct Parent
- Alpha amino acids and derivatives
- Alternative Parents
- Primary carboxylic acid amides / Monocarboxylic acids and derivatives / Carboxylic acids / Organopnictogen compounds / Organonitrogen compounds / Organic oxides / Hydrocarbon derivatives / Carbonyl compounds
- Substituents
- Aliphatic acyclic compound / Alpha-amino acid or derivatives / Carbonyl group / Carboxamide group / Carboxylic acid / Hydrocarbon derivative / Monocarboxylic acid or derivatives / Organic nitrogen compound / Organic oxide / Organic oxygen compound
- Molecular Framework
- Aliphatic acyclic compounds
- External Descriptors
- dicarboxylic acid monoamide (CHEBI:18058)
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- QU60N5OPLG
- CAS number
- 471-47-6
- InChI Key
- SOWBFZRMHSNYGE-UHFFFAOYSA-N
- InChI
- InChI=1S/C2H3NO3/c3-1(4)2(5)6/h(H2,3,4)(H,5,6)
- IUPAC Name
- carbamoylformic acid
- SMILES
- NC(=O)C(O)=O
References
- Synthesis Reference
Shinsuke Shirakawa, Kazunori Kanda, Mitsuo Yamada, Kei Aoki, Satoshi Urano, Nobuaki Tomita, "Compound containing an oxamic acid group, a process for producing the compound, and a resin composition containing the compound." U.S. Patent US5663262, issued August, 1987.
US5663262- General References
- Not Available
- External Links
- KEGG Compound
- C01444
- PubChem Compound
- 974
- PubChem Substance
- 46507735
- ChemSpider
- 949
- BindingDB
- 23222
- ChEBI
- 18058
- ChEMBL
- CHEMBL15976
- ZINC
- ZINC000004658565
- PDBe Ligand
- OXM
- PDB Entries
- 1a5z / 1h17 / 1i0z / 1i10 / 1ldg / 1ldm / 1ldn / 1lth / 1oc4 / 1t2e … show 53 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
Property Value Source melting point (°C) 210 dec °C PhysProp - Predicted Properties
Property Value Source Water Solubility 108.0 mg/mL ALOGPS logP -1.4 ALOGPS logP -1.1 Chemaxon logS 0.08 ALOGPS pKa (Strongest Acidic) 2.49 Chemaxon pKa (Strongest Basic) -6.2 Chemaxon Physiological Charge -1 Chemaxon Hydrogen Acceptor Count 3 Chemaxon Hydrogen Donor Count 2 Chemaxon Polar Surface Area 80.39 Å2 Chemaxon Rotatable Bond Count 1 Chemaxon Refractivity 16.26 m3·mol-1 Chemaxon Polarizability 6.65 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 + 0.8047 Blood Brain Barrier + 0.9244 Caco-2 permeable - 0.8392 P-glycoprotein substrate Non-substrate 0.8645 P-glycoprotein inhibitor I Non-inhibitor 0.9828 P-glycoprotein inhibitor II Non-inhibitor 0.99 Renal organic cation transporter Non-inhibitor 0.9803 CYP450 2C9 substrate Non-substrate 0.8713 CYP450 2D6 substrate Non-substrate 0.8657 CYP450 3A4 substrate Non-substrate 0.7818 CYP450 1A2 substrate Non-inhibitor 0.9675 CYP450 2C9 inhibitor Non-inhibitor 0.9667 CYP450 2D6 inhibitor Non-inhibitor 0.9565 CYP450 2C19 inhibitor Non-inhibitor 0.9694 CYP450 3A4 inhibitor Non-inhibitor 0.9764 CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.9972 Ames test Non AMES toxic 0.8384 Carcinogenicity Non-carcinogens 0.781 Biodegradation Ready biodegradable 0.8507 Rat acute toxicity 1.0426 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.999 hERG inhibition (predictor II) Non-inhibitor 0.9862
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
- Chromatographic Properties
Collision Cross Sections (CCS)
Adduct CCS Value (Å2) Source type Source [M-H]- 106.4065902 predictedDarkChem Lite v0.1.0 [M-H]- 120.13574 predictedDeepCCS 1.0 (2019) [M+H]+ 107.3789902 predictedDarkChem Lite v0.1.0 [M+H]+ 122.93347 predictedDeepCCS 1.0 (2019) [M+Na]+ 106.4729902 predictedDarkChem Lite v0.1.0 [M+Na]+ 131.06744 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.
1. DetailsL-lactate dehydrogenase
- Kind
- Protein
- Organism
- Plasmodium falciparum (isolate CDC / Honduras)
- Pharmacological action
- Unknown
- General Function
- L-lactate dehydrogenase activity
- Specific Function
- Not Available
- Gene Name
- Not Available
- Uniprot ID
- Q27743
- Uniprot Name
- L-lactate dehydrogenase
- Molecular Weight
- 34107.505 Da
References
2. DetailsL-lactate dehydrogenase
- Kind
- Protein
- Organism
- Thermotoga maritima (strain ATCC 43589 / MSB8 / DSM 3109 / JCM 10099)
- Pharmacological action
- Unknown
- General Function
- L-malate dehydrogenase activity
- Specific Function
- Not Available
- Gene Name
- ldh
- Uniprot ID
- P16115
- Uniprot Name
- L-lactate dehydrogenase
- Molecular Weight
- 34994.11 Da
References
3. DetailsL-lactate dehydrogenase A chain
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Nad binding
- Specific Function
- Not Available
- Gene Name
- LDHA
- Uniprot ID
- P00338
- Uniprot Name
- L-lactate dehydrogenase A chain
- Molecular Weight
- 36688.465 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]
4. DetailsL-lactate dehydrogenase B chain
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Nad binding
- Specific Function
- Not Available
- Gene Name
- LDHB
- Uniprot ID
- P07195
- Uniprot Name
- L-lactate dehydrogenase B chain
- Molecular Weight
- 36638.225 Da
References
5. DetailsFormate acetyltransferase 1
- Kind
- Protein
- Organism
- Escherichia coli (strain K12)
- Pharmacological action
- Unknown
- General Function
- Formate c-acetyltransferase activity
- Specific Function
- Not Available
- Gene Name
- pflB
- Uniprot ID
- P09373
- Uniprot Name
- Formate acetyltransferase 1
- Molecular Weight
- 85356.555 Da
References
6. DetailsD-lactate dehydrogenase
- Kind
- Protein
- Organism
- Lactobacillus helveticus
- Pharmacological action
- Unknown
- General Function
- Nad binding
- Specific Function
- Not Available
- Gene Name
- Not Available
- Uniprot ID
- P30901
- Uniprot Name
- D-lactate dehydrogenase
- Molecular Weight
- 37778.94 Da
References
Transporters
1. DetailsMonocarboxylate transporter 4
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- Actions
- Substrate
- General Function
- Symporter activity
- Specific Function
- Proton-linked monocarboxylate transporter. Catalyzes the rapid transport across the plasma membrane of many monocarboxylates such as lactate, pyruvate, branched-chain oxo acids derived from leucine...
- Gene Name
- SLC16A3
- Uniprot ID
- O15427
- Uniprot Name
- Monocarboxylate transporter 4
- Molecular Weight
- 49468.9 Da
References
- Manning Fox JE, Meredith D, Halestrap AP: Characterisation of human monocarboxylate transporter 4 substantiates its role in lactic acid efflux from skeletal muscle. J Physiol. 2000 Dec 1;529 Pt 2:285-93. [Article]
Drug created at June 13, 2005 13:24 / Updated at June 12, 2020 16:52