5-Aminouracil

Identification

Generic Name
5-Aminouracil
DrugBank Accession Number
DB03792
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
Weight
Average: 127.1014
Monoisotopic: 127.038176419
Chemical Formula
C4H5N3O2
Synonyms
  • 5-Amino-2,4-dihydroxypyrimidine
  • 5-aminopyrimidine-2,4(1H,3H)-dione
External IDs
  • NSC-22474

Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
URibonuclease pancreaticNot AvailableHumans
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
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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 pyrimidones. These are compounds that contain a pyrimidine ring, which bears a ketone. Pyrimidine is a 6-membered ring consisting of four carbon atoms and two nitrogen centers at the 1- and 3- ring positions.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Diazines
Sub Class
Pyrimidines and pyrimidine derivatives
Direct Parent
Pyrimidones
Alternative Parents
Aminopyrimidines and derivatives / Hydropyrimidines / Vinylogous amides / Heteroaromatic compounds / Ureas / Lactams / Azacyclic compounds / Primary amines / Organopnictogen compounds / Organooxygen compounds
show 2 more
Substituents
Amine / Aminopyrimidine / Aromatic heteromonocyclic compound / Azacycle / Heteroaromatic compound / Hydrocarbon derivative / Hydropyrimidine / Lactam / Organic nitrogen compound / Organic oxide
show 8 more
Molecular Framework
Aromatic heteromonocyclic compounds
External Descriptors
aminouracil (CHEBI:46348)
Affected organisms
Not Available

Chemical Identifiers

UNII
R2O7EKY9G9
CAS number
932-52-5
InChI Key
BISHACNKZIBDFM-UHFFFAOYSA-N
InChI
InChI=1S/C4H5N3O2/c5-2-1-6-4(9)7-3(2)8/h1H,5H2,(H2,6,7,8,9)
IUPAC Name
5-amino-1,2,3,4-tetrahydropyrimidine-2,4-dione
SMILES
NC1=CNC(=O)NC1=O

References

General References
Not Available
PubChem Compound
13611
PubChem Substance
46507741
ChemSpider
13022
ChEMBL
CHEMBL1236704
ZINC
ZINC000001236370
PDBe Ligand
WBU
PDB Entries
1wbu / 4ws6 / 6l0f / 7e3u

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount

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
PropertyValueSource
Water Solubility11.3 mg/mLALOGPS
logP-1.6ALOGPS
logP-1.7Chemaxon
logS-1ALOGPS
pKa (Strongest Acidic)8.57Chemaxon
pKa (Strongest Basic)-5.8Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count3Chemaxon
Hydrogen Donor Count3Chemaxon
Polar Surface Area84.22 Å2Chemaxon
Rotatable Bond Count0Chemaxon
Refractivity29.59 m3·mol-1Chemaxon
Polarizability10.74 Å3Chemaxon
Number of Rings1Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.7323
Blood Brain Barrier+0.9155
Caco-2 permeable-0.6379
P-glycoprotein substrateNon-substrate0.7099
P-glycoprotein inhibitor INon-inhibitor0.9595
P-glycoprotein inhibitor IINon-inhibitor1.0
Renal organic cation transporterNon-inhibitor0.9463
CYP450 2C9 substrateNon-substrate0.8085
CYP450 2D6 substrateNon-substrate0.8282
CYP450 3A4 substrateNon-substrate0.7851
CYP450 1A2 substrateNon-inhibitor0.8218
CYP450 2C9 inhibitorNon-inhibitor0.9673
CYP450 2D6 inhibitorNon-inhibitor0.9772
CYP450 2C19 inhibitorNon-inhibitor0.9544
CYP450 3A4 inhibitorNon-inhibitor0.9624
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9933
Ames testNon AMES toxic0.7736
CarcinogenicityNon-carcinogens0.9462
BiodegradationNot ready biodegradable0.8683
Rat acute toxicity1.9430 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9518
hERG inhibition (predictor II)Non-inhibitor0.9123
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSsplash10-056r-9600000000-b1022ae76f7cad74fad7
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-004i-1900000000-705c85120aa4c73cda06
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-000x-9100000000-508b58b14a1f38db21dd
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-056r-9600000000-91efdcaf60c0743f8e2a
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0006-9000000000-5be97ec9834ad782bdbb
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-052f-9000000000-045ca5f551e019595502
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0006-9000000000-8bff950db7d84ba46108
Predicted 1H NMR Spectrum1D NMRNot Applicable
Predicted 13C NMR Spectrum1D NMRNot Applicable
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-120.5181038
predicted
DarkChem Lite v0.1.0
[M-H]-117.905945
predicted
DeepCCS 1.0 (2019)
[M+H]+121.5137038
predicted
DarkChem Lite v0.1.0
[M+H]+120.96346
predicted
DeepCCS 1.0 (2019)
[M+Na]+121.0440038
predicted
DarkChem Lite v0.1.0
[M+Na]+129.52052
predicted
DeepCCS 1.0 (2019)

Targets

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Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Ribonuclease a activity
Specific Function
Endonuclease that catalyzes the cleavage of RNA on the 3' side of pyrimidine nucleotides. Acts on single-stranded and double-stranded RNA.
Gene Name
RNASE1
Uniprot ID
P07998
Uniprot Name
Ribonuclease pancreatic
Molecular Weight
17644.125 Da
References
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [Article]
  2. 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]
  3. 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]

Drug created at June 13, 2005 13:24 / Updated at June 12, 2020 16:52