NAV

5-(6-D-ribitylamino-2,4-dihydroxypyrimidin-5-yl)-1-pentyl-phosphonic acid

Identification

Generic Name
5-(6-D-ribitylamino-2,4-dihydroxypyrimidin-5-yl)-1-pentyl-phosphonic acid
DrugBank Accession Number
DB04266
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 411.3447
Monoisotopic: 411.140665957
Chemical Formula
C14H26N3O9P
Synonyms
Not Available
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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
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
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 / Secondary alkylarylamines / Hydropyrimidines / Organic phosphonic acids / Vinylogous amides / Heteroaromatic compounds / Ureas / Lactams / Secondary alcohols
show 7 more
Substituents
Alcohol / Amine / Aminopyrimidine / Aromatic heteromonocyclic compound / Azacycle / Heteroaromatic compound / Hydrocarbon derivative / Hydropyrimidine / Lactam / Organic nitrogen compound
show 17 more
Molecular Framework
Aromatic heteromonocyclic compounds
External Descriptors
aminouracil (CHEBI:40193)
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
Not Available
InChI Key
BMATWAHJJFXMFA-AXFHLTTASA-N
InChI
InChI=1S/C14H26N3O9P/c18-7-10(20)11(21)9(19)6-15-12-8(13(22)17-14(23)16-12)4-2-1-3-5-27(24,25)26/h9-11,18-21H,1-7H2,(H2,24,25,26)(H3,15,16,17,22,23)/t9-,10+,11-/m0/s1
IUPAC Name
[5-(2,4-dioxo-6-{[(2S,3S,4R)-2,3,4,5-tetrahydroxypentyl]amino}-1,2,3,4-tetrahydropyrimidin-5-yl)pentyl]phosphonic acid
SMILES
[H]N(C[C@H](O)[C@H](O)[C@H](O)CO)C1=C(CCCCCP(O)(O)=O)C(=O)N([H])C(=O)N1[H]

References

General References
Not Available
PubChem Compound
445357
PubChem Substance
46506658
ChemSpider
393014
ZINC
ZINC000003871086
PDBe Ligand
INJ
PDB Entries
1ejb / 1nqw

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 Solubility1.75 mg/mLALOGPS
logP-1.6ALOGPS
logP-3.4Chemaxon
logS-2.4ALOGPS
pKa (Strongest Acidic)1.81Chemaxon
pKa (Strongest Basic)-3Chemaxon
Physiological Charge-1Chemaxon
Hydrogen Acceptor Count10Chemaxon
Hydrogen Donor Count9Chemaxon
Polar Surface Area208.68 Å2Chemaxon
Rotatable Bond Count12Chemaxon
Refractivity101.59 m3·mol-1Chemaxon
Polarizability39.34 Å3Chemaxon
Number of Rings1Chemaxon
Bioavailability0Chemaxon
Rule of FiveNoChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption-0.9542
Blood Brain Barrier+0.5542
Caco-2 permeable-0.6584
P-glycoprotein substrateNon-substrate0.5761
P-glycoprotein inhibitor INon-inhibitor0.9204
P-glycoprotein inhibitor IINon-inhibitor0.995
Renal organic cation transporterNon-inhibitor0.9421
CYP450 2C9 substrateNon-substrate0.7188
CYP450 2D6 substrateNon-substrate0.8068
CYP450 3A4 substrateNon-substrate0.6178
CYP450 1A2 substrateNon-inhibitor0.8374
CYP450 2C9 inhibitorNon-inhibitor0.8619
CYP450 2D6 inhibitorNon-inhibitor0.9017
CYP450 2C19 inhibitorNon-inhibitor0.8264
CYP450 3A4 inhibitorNon-inhibitor0.9364
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9681
Ames testNon AMES toxic0.5588
CarcinogenicityNon-carcinogens0.8965
BiodegradationNot ready biodegradable0.9042
Rat acute toxicity2.4101 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.7852
hERG inhibition (predictor II)Non-inhibitor0.719
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 MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-03fr-0083900000-f8f2c6bb87ddb66463d0
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-0296-3009300000-06f896088d183f47f97c
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-029x-2209000000-0e130f21cf75090642b9
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0096-7039000000-93c263336bfec662e074
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0ac3-1923000000-c1406d3a0ab5ef1f2c79
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-00kf-9851000000-34a9ae925627e00d437a
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]-181.8329
predicted
DeepCCS 1.0 (2019)
[M+H]+184.22847
predicted
DeepCCS 1.0 (2019)
[M+Na]+190.14098
predicted
DeepCCS 1.0 (2019)

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