NAV

beta-D-arabinofuranose 5-phosphate

Identification

Generic Name
beta-D-arabinofuranose 5-phosphate
DrugBank Accession Number
DB04127
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 230.1098
Monoisotopic: 230.01915384
Chemical Formula
C5H11O8P
Synonyms
  • 5-O-phosphono-β-D-arabinofuranose
  • β-D-arabinofuranose 5-phosphate
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Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
URibose-5-phosphate isomerase ANot AvailableShigella flexneri
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 pentose phosphates. These are carbohydrate derivatives containing a pentose substituted by one or more phosphate groups.
Kingdom
Organic compounds
Super Class
Organic oxygen compounds
Class
Organooxygen compounds
Sub Class
Carbohydrates and carbohydrate conjugates
Direct Parent
Pentose phosphates
Alternative Parents
Monosaccharide phosphates / Monoalkyl phosphates / Tetrahydrofurans / Secondary alcohols / Hemiacetals / 1,2-diols / Oxacyclic compounds / Organic oxides / Hydrocarbon derivatives
Substituents
1,2-diol / Alcohol / Aliphatic heteromonocyclic compound / Alkyl phosphate / Hemiacetal / Hydrocarbon derivative / Monoalkyl phosphate / Monosaccharide phosphate / Organic oxide / Organic phosphoric acid derivative
Molecular Framework
Aliphatic heteromonocyclic compounds
External Descriptors
D-arabinose 5-phosphate (CHEBI:40438)
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
Not Available
InChI Key
KTVPXOYAKDPRHY-SQOUGZDYSA-N
InChI
InChI=1S/C5H11O8P/c6-3-2(1-12-14(9,10)11)13-5(8)4(3)7/h2-8H,1H2,(H2,9,10,11)/t2-,3-,4+,5-/m1/s1
IUPAC Name
{[(2R,3S,4S,5R)-3,4,5-trihydroxyoxolan-2-yl]methoxy}phosphonic acid
SMILES
[H][C@@]1(O)O[C@]([H])(COP(O)(O)=O)[C@@]([H])(O)[C@]1([H])O

References

General References
Not Available
PubChem Compound
447568
PubChem Substance
46508239
ChemSpider
394621
ChEBI
40438
ChEMBL
CHEMBL1230787
ZINC
ZINC000004521831
PDBe Ligand
ABF
PDB Entries
1o8b / 3env

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 Solubility33.6 mg/mLALOGPS
logP-2.1ALOGPS
logP-2.4Chemaxon
logS-0.84ALOGPS
pKa (Strongest Acidic)1.22Chemaxon
pKa (Strongest Basic)-3.7Chemaxon
Physiological Charge-2Chemaxon
Hydrogen Acceptor Count7Chemaxon
Hydrogen Donor Count5Chemaxon
Polar Surface Area136.68 Å2Chemaxon
Rotatable Bond Count3Chemaxon
Refractivity40.83 m3·mol-1Chemaxon
Polarizability18.19 Å3Chemaxon
Number of Rings1Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption-0.974
Blood Brain Barrier+0.916
Caco-2 permeable-0.7185
P-glycoprotein substrateNon-substrate0.7286
P-glycoprotein inhibitor INon-inhibitor0.8379
P-glycoprotein inhibitor IINon-inhibitor0.9935
Renal organic cation transporterNon-inhibitor0.9035
CYP450 2C9 substrateNon-substrate0.7959
CYP450 2D6 substrateNon-substrate0.8326
CYP450 3A4 substrateNon-substrate0.5751
CYP450 1A2 substrateNon-inhibitor0.8839
CYP450 2C9 inhibitorNon-inhibitor0.8851
CYP450 2D6 inhibitorNon-inhibitor0.9169
CYP450 2C19 inhibitorNon-inhibitor0.8715
CYP450 3A4 inhibitorNon-inhibitor0.9687
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9471
Ames testNon AMES toxic0.773
CarcinogenicityNon-carcinogens0.9059
BiodegradationReady biodegradable0.6531
Rat acute toxicity2.0377 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.934
hERG inhibition (predictor II)Non-inhibitor0.8889
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-MSsplash10-0002-9320000000-9b5fdcbd0e9ea3ece549
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-014i-3900000000-ff50a09a57dc7ee34294
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-002b-9000000000-74655145d5098013d5a2
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-004i-9000000000-ea07a0e285fd945e21bb
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0002-9300000000-93dee88845c5628af91d
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-004i-9000000000-ea07a0e285fd945e21bb
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-000y-6900000000-af3fa9a7d14b3ea2b412
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]-136.14592
predicted
DeepCCS 1.0 (2019)
[M+H]+138.33882
predicted
DeepCCS 1.0 (2019)
[M+Na]+145.24046
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. Ribose-5-phosphate isomerase A
Kind
Protein
Organism
Shigella flexneri
Pharmacological action
Unknown
General Function
Ribose-5-phosphate isomerase activity
Specific Function
Catalyzes the reversible conversion of ribose-5-phosphate to ribulose 5-phosphate.
Gene Name
rpiA
Uniprot ID
P0A7Z3
Uniprot Name
Ribose-5-phosphate isomerase A
Molecular Weight
22860.24 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