Identification

Generic Name
Dihydrouracil
DrugBank Accession Number
DB01849
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
Weight
Average: 114.1026
Monoisotopic: 114.042927446
Chemical Formula
C4H6N2O2
Synonyms
  • 2,4-Dioxotetrahydropyrimidine
  • 5,6-Dihydro-2,4-dihydroxypyrimidine
  • 5,6-dihydrouracil
  • Dihydro-2,4(1H,3H)-pyrimidinedione
  • Dihydrouracile
  • Hydrouracil
External IDs
  • NSC-11867

Pharmacology

Indication

Not Available

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Contraindications & Blackbox Warnings
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Pharmacodynamics

Not Available

Mechanism of action
Not Available
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
PathwayCategory
Carnosinuria, CarnosinemiaDisease
Pyrimidine MetabolismMetabolic
MNGIE (Mitochondrial Neurogastrointestinal Encephalopathy)Disease
beta-Alanine MetabolismMetabolic
beta-Ureidopropionase DeficiencyDisease
Dihydropyrimidinase DeficiencyDisease
UMP Synthase Deficiency (Orotic Aciduria)Disease
GABA-Transaminase DeficiencyDisease
Ureidopropionase DeficiencyDisease
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
N-acyl ureas / Diazinanes / Dicarboximides / Azacyclic compounds / Organopnictogen compounds / Organonitrogen compounds / Organic oxides / Hydrocarbon derivatives / Carbonyl compounds
Substituents
1,3-diazinane / Aliphatic heteromonocyclic compound / Azacycle / Carbonic acid derivative / Carbonyl group / Carboxylic acid derivative / Dicarboximide / Hydrocarbon derivative / N-acyl urea / Organic nitrogen compound
Molecular Framework
Aliphatic heteromonocyclic compounds
External Descriptors
pyrimidone (CHEBI:15901) / a base derivative, a pyrimidine-related compound (DI-H-URACIL)
Affected organisms
Not Available

Chemical Identifiers

UNII
016FR52RU5
CAS number
504-07-4
InChI Key
OIVLITBTBDPEFK-UHFFFAOYSA-N
InChI
InChI=1S/C4H6N2O2/c7-3-1-2-5-4(8)6-3/h1-2H2,(H2,5,6,7,8)
IUPAC Name
1,3-diazinane-2,4-dione
SMILES
O=C1CCNC(=O)N1

References

General References
Not Available
Human Metabolome Database
HMDB0000076
KEGG Compound
C00429
PubChem Compound
649
PubChem Substance
46504633
ChemSpider
629
ChEBI
15901
ZINC
ZINC000000895228
PDBe Ligand
DUC
Wikipedia
Dihydrouracil
PDB Entries
1uaq / 2fvk / 4xk4

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 Solubility25.9 mg/mLALOGPS
logP-1.3ALOGPS
logP-1.2ChemAxon
logS-0.64ALOGPS
pKa (Strongest Acidic)11.73ChemAxon
pKa (Strongest Basic)-7.6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area58.2 Å2ChemAxon
Rotatable Bond Count0ChemAxon
Refractivity25.75 m3·mol-1ChemAxon
Polarizability10.13 Å3ChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.9077
Blood Brain Barrier+0.9829
Caco-2 permeable-0.6171
P-glycoprotein substrateNon-substrate0.6037
P-glycoprotein inhibitor INon-inhibitor0.859
P-glycoprotein inhibitor IINon-inhibitor0.9949
Renal organic cation transporterNon-inhibitor0.7653
CYP450 2C9 substrateNon-substrate0.7854
CYP450 2D6 substrateNon-substrate0.7988
CYP450 3A4 substrateNon-substrate0.7025
CYP450 1A2 substrateNon-inhibitor0.8819
CYP450 2C9 inhibitorNon-inhibitor0.9474
CYP450 2D6 inhibitorNon-inhibitor0.9526
CYP450 2C19 inhibitorNon-inhibitor0.9568
CYP450 3A4 inhibitorNon-inhibitor0.9936
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9915
Ames testNon AMES toxic0.5594
CarcinogenicityNon-carcinogens0.956
BiodegradationReady biodegradable0.8906
Rat acute toxicity1.6985 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9387
hERG inhibition (predictor II)Non-inhibitor0.9304
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
GC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (2 TMS)GC-MSsplash10-00di-9700000000-4adeeb2f4f5a1111afb7
GC-MS Spectrum - GC-MS (1 TMS)GC-MSsplash10-00di-5900000000-8af1b81502646fa5b417
GC-MS Spectrum - GC-MS (2 TMS)GC-MSsplash10-0fdo-9750000000-d2aaeeba1cf962175f84
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSNot Available
GC-MS Spectrum - GC-EI-TOFGC-MSsplash10-00di-9700000000-4adeeb2f4f5a1111afb7
GC-MS Spectrum - GC-MSGC-MSsplash10-00di-5900000000-8af1b81502646fa5b417
GC-MS Spectrum - GC-MSGC-MSsplash10-0fdo-9750000000-d2aaeeba1cf962175f84
GC-MS Spectrum - GC-EI-TOFGC-MSsplash10-0f6w-2940000000-3430a0e2d1819021af1d
GC-MS Spectrum - GC-EI-TOFGC-MSsplash10-00di-3900000000-79f2d90a419b7469cb61
Mass Spectrum (Electron Ionization)MSsplash10-03fu-9400000000-5b9edda3479e7d0a0d28
MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)LC-MS/MSsplash10-03k9-9800000000-da772cea603c785c1df4
MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)LC-MS/MSsplash10-0a4i-9100000000-94a5f543e8c6be7b3204
MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)LC-MS/MSsplash10-0btc-9200000000-e9bf2ae82714a2a3a737
LC-MS/MS Spectrum - LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , PositiveLC-MS/MSsplash10-014i-5900000000-0fe83e63f6e5d1347894
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-014i-2900000000-ad7f91d5265e53403dd6
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0603-9200000000-4b30a83fb454e5bbffb8
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0006-9000000000-ce54e3c860a95b0af401
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-03di-9800000000-d705e188f6700a76ef72
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0006-9000000000-a26409d69a4259731004
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0006-9000000000-f00c4df547660023bee4
MS/MS Spectrum - , negativeLC-MS/MSsplash10-03xr-6900000000-08aca1bc7f27b0e7cb08
LC-MS/MS Spectrum - LC-ESI-QTOF , positiveLC-MS/MSsplash10-014i-5900000000-53ea361c86b4f9fa284b
MS/MS Spectrum - , positiveLC-MS/MSsplash10-00di-9300000000-a8599c09cd21e2f84329
1H NMR Spectrum1D NMRNot Applicable
1H NMR Spectrum1D NMRNot Applicable
13C NMR Spectrum1D NMRNot Applicable
[1H,13C] 2D NMR Spectrum2D NMRNot Applicable

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