NAV

5-Phosphoribosyl-1-(Beta-Methylene) Pyrophosphate

Identification

Generic Name
5-Phosphoribosyl-1-(Beta-Methylene) Pyrophosphate
DrugBank Accession Number
DB04294
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 388.0968
Monoisotopic: 387.972550102
Chemical Formula
C6H15O13P3
Synonyms
Not Available
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Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UNicotinate-nucleotide pyrophosphorylase [carboxylating]Not AvailableMycobacterium tuberculosis
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 / Bisphosphonates / Monoalkyl phosphates / Phosphonic acid esters / Tetrahydrofurans / Organic phosphonic acids / Secondary alcohols / 1,2-diols / Oxacyclic compounds / Organopnictogen compounds
show 3 more
Substituents
1,2-diol / Alcohol / Aliphatic heteromonocyclic compound / Alkyl phosphate / Bisphosphonate / Hydrocarbon derivative / Monoalkyl phosphate / Monosaccharide phosphate / Organic oxide / Organic phosphoric acid derivative
show 12 more
Molecular Framework
Aliphatic heteromonocyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
Not Available
InChI Key
JFMKBQDEISBIPL-KVTDHHQDSA-N
InChI
InChI=1S/C6H15O13P3/c7-4-3(1-17-22(14,15)16)18-6(5(4)8)19-21(12,13)2-20(9,10)11/h3-8H,1-2H2,(H,12,13)(H2,9,10,11)(H2,14,15,16)/t3-,4-,5-,6-/m1/s1
IUPAC Name
{[(2R,3S,4R,5R)-3,4-dihydroxy-5-{[hydroxy(phosphonomethyl)phosphoryl]oxy}oxolan-2-yl]methoxy}phosphonic acid
SMILES
[H][C@]1(O)[C@@]([H])(O)[C@@]([H])(OP(O)(=O)CP(O)(O)=O)O[C@]1([H])COP(O)(O)=O

References

General References
Not Available
PubChem Compound
448176
PubChem Substance
46507418
ChemSpider
395060
ZINC
ZINC000012504276
PDBe Ligand
PPC
PDB Entries
1qpr / 4wml

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 Solubility18.3 mg/mLALOGPS
logP-1.1ALOGPS
logP-3.8Chemaxon
logS-1.3ALOGPS
pKa (Strongest Acidic)0.74Chemaxon
pKa (Strongest Basic)-3.7Chemaxon
Physiological Charge-4Chemaxon
Hydrogen Acceptor Count11Chemaxon
Hydrogen Donor Count7Chemaxon
Polar Surface Area220.51 Å2Chemaxon
Rotatable Bond Count7Chemaxon
Refractivity64.93 m3·mol-1Chemaxon
Polarizability28.15 Å3Chemaxon
Number of Rings1Chemaxon
Bioavailability0Chemaxon
Rule of FiveNoChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption-0.9909
Blood Brain Barrier+0.867
Caco-2 permeable-0.7119
P-glycoprotein substrateNon-substrate0.6482
P-glycoprotein inhibitor INon-inhibitor0.778
P-glycoprotein inhibitor IINon-inhibitor0.9889
Renal organic cation transporterNon-inhibitor0.9175
CYP450 2C9 substrateNon-substrate0.8411
CYP450 2D6 substrateNon-substrate0.8295
CYP450 3A4 substrateNon-substrate0.5856
CYP450 1A2 substrateNon-inhibitor0.8764
CYP450 2C9 inhibitorNon-inhibitor0.869
CYP450 2D6 inhibitorNon-inhibitor0.9045
CYP450 2C19 inhibitorNon-inhibitor0.8456
CYP450 3A4 inhibitorNon-inhibitor0.9433
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9727
Ames testNon AMES toxic0.8045
CarcinogenicityNon-carcinogens0.8851
BiodegradationReady biodegradable0.6793
Rat acute toxicity2.1088 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9053
hERG inhibition (predictor II)Non-inhibitor0.8803
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-MSsplash10-006t-9712000000-1fd183bfeb1403dc0613
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-000f-0097000000-654d1182b81c81ec1c26
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-000i-1009000000-65eddcd6f394ee89ba2a
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0c2a-2595000000-ac6f6278e6bcb7ac8860
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0a4l-1900000000-dc579f8ccc1ba39d011f
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0a6u-9400000000-367a7d9b35d156e3ce22
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0002-5900000000-52da5af9e7e84c336104
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]-155.56914
predicted
DeepCCS 1.0 (2019)
[M+H]+157.9647
predicted
DeepCCS 1.0 (2019)
[M+Na]+163.87721
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. Nicotinate-nucleotide pyrophosphorylase [carboxylating]
Kind
Protein
Organism
Mycobacterium tuberculosis
Pharmacological action
Unknown
General Function
Involved in the catabolism of quinolinic acid (QA).
Specific Function
Nicotinate-nucleotide diphosphorylase (carboxylating) activity
Gene Name
nadC
Uniprot ID
P9WJJ7
Uniprot Name
Nicotinate-nucleotide pyrophosphorylase [carboxylating]
Molecular Weight
29950.79 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