5-Nitro-6-ribityl-amino-2,4(1H,3H)-pyrimidinedione

Identification

Generic Name
5-Nitro-6-ribityl-amino-2,4(1H,3H)-pyrimidinedione
DrugBank Accession Number
DB04162
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
Weight
Average: 306.2295
Monoisotopic: 306.081163444
Chemical Formula
C9H14N4O8
Synonyms
Not Available

Pharmacology

Indication

Not Available

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Contraindications & Blackbox Warnings
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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
U6,7-dimethyl-8-ribityllumazine synthase 2Not AvailableBrucella suis biovar 1 (strain 1330)
U6,7-dimethyl-8-ribityllumazine synthaseNot AvailableBacillus subtilis (strain 168)
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
Not Available
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as pentoses. These are monosaccharides in which the carbohydrate moiety contains five carbon atoms.
Kingdom
Organic compounds
Super Class
Organic oxygen compounds
Class
Organooxygen compounds
Sub Class
Carbohydrates and carbohydrate conjugates
Direct Parent
Pentoses
Alternative Parents
Nitroaromatic compounds / Secondary alkylarylamines / Pyrimidones / Aminopyrimidines and derivatives / Hydropyrimidines / Vinylogous amides / Heteroaromatic compounds / Ureas / Secondary alcohols / Lactams
show 9 more
Substituents
Alcohol / Allyl-type 1,3-dipolar organic compound / Amine / Aminopyrimidine / Aromatic heteromonocyclic compound / Azacycle / C-nitro compound / Heteroaromatic compound / Hydrocarbon derivative / Hydropyrimidine
show 22 more
Molecular Framework
Aromatic heteromonocyclic compounds
External Descriptors
aminouracil, nitropyrimidine (CHEBI:43549)
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
Not Available
InChI Key
KSKGHNZSCSCHEQ-RPDRRWSUSA-N
InChI
InChI=1S/C9H14N4O8/c14-2-4(16)6(17)3(15)1-10-7-5(13(20)21)8(18)12-9(19)11-7/h3-4,6,14-17H,1-2H2,(H3,10,11,12,18,19)/t3-,4+,6-/m0/s1
IUPAC Name
5-nitro-6-{[(2S,3S,4R)-2,3,4,5-tetrahydroxypentyl]amino}-1,2,3,4-tetrahydropyrimidine-2,4-dione
SMILES
[H]N(C[C@H](O)[C@H](O)[C@H](O)CO)C1=C(C(=O)N([H])C(=O)N1[H])[N+]([O-])=O

References

General References
Not Available
PubChem Compound
446835
PubChem Substance
46509104
ChemSpider
394088
PDBe Ligand
INI
PDB Entries
1kyy / 1rvv / 1t13 / 1zis / 2f59 / 2o6h / 2obx / 4gqn

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 Solubility7.49 mg/mLALOGPS
logP-1.9ALOGPS
logP-3.7Chemaxon
logS-1.6ALOGPS
pKa (Strongest Acidic)5.9Chemaxon
pKa (Strongest Basic)-3Chemaxon
Physiological Charge-1Chemaxon
Hydrogen Acceptor Count9Chemaxon
Hydrogen Donor Count7Chemaxon
Polar Surface Area194.29 Å2Chemaxon
Rotatable Bond Count7Chemaxon
Refractivity73.15 m3·mol-1Chemaxon
Polarizability26.74 Å3Chemaxon
Number of Rings1Chemaxon
Bioavailability1Chemaxon
Rule of FiveNoChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.5052
Blood Brain Barrier-0.5311
Caco-2 permeable-0.6454
P-glycoprotein substrateSubstrate0.5313
P-glycoprotein inhibitor INon-inhibitor0.8939
P-glycoprotein inhibitor IINon-inhibitor0.9852
Renal organic cation transporterNon-inhibitor0.9491
CYP450 2C9 substrateNon-substrate0.7759
CYP450 2D6 substrateNon-substrate0.8311
CYP450 3A4 substrateNon-substrate0.6125
CYP450 1A2 substrateNon-inhibitor0.7852
CYP450 2C9 inhibitorNon-inhibitor0.8465
CYP450 2D6 inhibitorNon-inhibitor0.9002
CYP450 2C19 inhibitorNon-inhibitor0.7766
CYP450 3A4 inhibitorNon-inhibitor0.9446
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9717
Ames testAMES toxic0.6834
CarcinogenicityNon-carcinogens0.8092
BiodegradationNot ready biodegradable0.8302
Rat acute toxicity2.4829 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.8136
hERG inhibition (predictor II)Non-inhibitor0.7802
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-MSsplash10-03ds-9270000000-4c99d95cb472875f0559
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]-162.17336
predicted
DeepCCS 1.0 (2019)
[M+H]+164.56894
predicted
DeepCCS 1.0 (2019)
[M+Na]+170.48143
predicted
DeepCCS 1.0 (2019)

Targets

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Kind
Protein
Organism
Brucella suis biovar 1 (strain 1330)
Pharmacological action
Unknown
General Function
Transferase activity
Specific Function
Catalyzes the formation of 6,7-dimethyl-8-ribityllumazine by condensation of 5-amino-6-(D-ribitylamino)uracil with 3,4-dihydroxy-2-butanone 4-phosphate. This is the penultimate step in the biosynth...
Gene Name
ribH2
Uniprot ID
P61713
Uniprot Name
6,7-dimethyl-8-ribityllumazine synthase 2
Molecular Weight
17355.785 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]
Kind
Protein
Organism
Bacillus subtilis (strain 168)
Pharmacological action
Unknown
General Function
Transferase activity
Specific Function
Catalyzes the formation of 6,7-dimethyl-8-ribityllumazine by condensation of 5-amino-6-(D-ribitylamino)uracil with 3,4-dihydroxy-2-butanone 4-phosphate. This is the penultimate step in the biosynth...
Gene Name
ribH
Uniprot ID
P11998
Uniprot Name
6,7-dimethyl-8-ribityllumazine synthase
Molecular Weight
16286.485 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]

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