NAV

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

Identification

Generic Name
5-Nitroso-6-ribityl-amino-2,4(1H,3H)-pyrimidinedione
DrugBank Accession Number
DB04128
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 290.2301
Monoisotopic: 290.086248822
Chemical Formula
C9H14N4O7
Synonyms
  • 1-Deoxy-1-[(5-nitroso-2,6-dioxo-1,2,3,6-tetrahydro-4-pyrimidinyl)amino]-D-ribitol
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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 synthaseNot AvailableAquifex aeolicus (strain VF5)
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
Aminopyrimidines and derivatives / Pyrimidones / Hydropyrimidines / Vinylogous amides / Heteroaromatic compounds / Lactams / Ureas / Secondary alcohols / Polyols / C-nitroso compounds
show 6 more
Substituents
Alcohol / Amine / Aminopyrimidine / Aromatic heteromonocyclic compound / Azacycle / C-nitroso compound / Heteroaromatic compound / Hydrocarbon derivative / Hydropyrimidine / Lactam
show 15 more
Molecular Framework
Aromatic heteromonocyclic compounds
External Descriptors
aminouracil, nitrosopyrimidine (CHEBI:43691)
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
Not Available
InChI Key
YMWIHKCBRFEJMH-RPDRRWSUSA-N
InChI
InChI=1S/C9H14N4O7/c14-2-4(16)6(17)3(15)1-10-7-5(13-20)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-nitroso-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(N=O)C(=O)N([H])C(=O)N1[H]

References

General References
Not Available
PubChem Compound
6323394
PubChem Substance
46508377
ChemSpider
4883399
ZINC
ZINC000003871157
PDBe Ligand
LMZ
PDB Entries
1c2y / 1c41 / 1nqv / 2a59

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 Solubility5.52 mg/mLALOGPS
logP-1.6ALOGPS
logP-3.8Chemaxon
logS-1.7ALOGPS
pKa (Strongest Acidic)8.13Chemaxon
pKa (Strongest Basic)-3Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count8Chemaxon
Hydrogen Donor Count7Chemaxon
Polar Surface Area180.58 Å2Chemaxon
Rotatable Bond Count7Chemaxon
Refractivity71.41 m3·mol-1Chemaxon
Polarizability25.95 Å3Chemaxon
Number of Rings1Chemaxon
Bioavailability1Chemaxon
Rule of FiveNoChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.8701
Blood Brain Barrier+0.5
Caco-2 permeable-0.6846
P-glycoprotein substrateSubstrate0.5357
P-glycoprotein inhibitor INon-inhibitor0.897
P-glycoprotein inhibitor IINon-inhibitor0.9807
Renal organic cation transporterNon-inhibitor0.9359
CYP450 2C9 substrateNon-substrate0.8496
CYP450 2D6 substrateNon-substrate0.8276
CYP450 3A4 substrateNon-substrate0.6463
CYP450 1A2 substrateNon-inhibitor0.8464
CYP450 2C9 inhibitorNon-inhibitor0.8923
CYP450 2D6 inhibitorNon-inhibitor0.9307
CYP450 2C19 inhibitorNon-inhibitor0.8611
CYP450 3A4 inhibitorNon-inhibitor0.9235
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9922
Ames testAMES toxic0.5541
CarcinogenicityNon-carcinogens0.7818
BiodegradationNot ready biodegradable0.6901
Rat acute toxicity2.3301 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9088
hERG inhibition (predictor II)Non-inhibitor0.8316
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-MSsplash10-024l-9450000000-3f49e02b891cd7c48219
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-0006-0290000000-d65caabe2c33e900c8b6
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-00ej-2690000000-cd5f0141f503c6aa2eaa
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0ab9-0190000000-138817ff79566440bdaf
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-053r-0910000000-38f5922fbadf8490b63e
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-082j-8930000000-d29184c35506be2cfd1b
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0006-9800000000-3e5ff3b3604d34294bc8
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]-160.25111
predicted
DeepCCS 1.0 (2019)
[M+H]+162.64668
predicted
DeepCCS 1.0 (2019)
[M+Na]+168.67213
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. 6,7-dimethyl-8-ribityllumazine synthase
Kind
Protein
Organism
Aquifex aeolicus (strain VF5)
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
O66529
Uniprot Name
6,7-dimethyl-8-ribityllumazine synthase
Molecular Weight
16705.035 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