NAV

1-(O-Carboxy-Phenylamino)-1-Deoxy-D-Ribulose-5-Phosphate

Identification

Generic Name
1-(O-Carboxy-Phenylamino)-1-Deoxy-D-Ribulose-5-Phosphate
DrugBank Accession Number
DB03543
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 351.2464
Monoisotopic: 351.071917691
Chemical Formula
C12H18NO9P
Synonyms
Not Available
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Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UN-(5'-phosphoribosyl)anthranilate isomeraseNot AvailableThermotoga maritima (strain ATCC 43589 / MSB8 / DSM 3109 / JCM 10099)
UTryptophan biosynthesis protein TrpCFNot AvailableEscherichia coli (strain K12)
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 aminobenzoic acids. These are benzoic acids containing an amine group attached to the benzene moiety.
Kingdom
Organic compounds
Super Class
Benzenoids
Class
Benzene and substituted derivatives
Sub Class
Benzoic acids and derivatives
Direct Parent
Aminobenzoic acids
Alternative Parents
Monosaccharide phosphates / Benzoic acids / Aniline and substituted anilines / Benzoyl derivatives / Phenylalkylamines / Secondary alkylarylamines / Monoalkyl phosphates / 1,3-aminoalcohols / Vinylogous amides / 1,2-aminoalcohols
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Substituents
1,2-aminoalcohol / 1,3-aminoalcohol / Alcohol / Alkyl phosphate / Amine / Amino acid / Amino acid or derivatives / Aminobenzoic acid / Aniline or substituted anilines / Aromatic homomonocyclic compound
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Molecular Framework
Aromatic homomonocyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
Not Available
InChI Key
AULMJMUNCOBRHC-MXWKQRLJSA-N
InChI
InChI=1S/C12H18NO9P/c14-9(11(16)10(15)6-22-23(19,20)21)5-13-8-4-2-1-3-7(8)12(17)18/h1-4,9-11,13-16H,5-6H2,(H,17,18)(H2,19,20,21)/t9-,10-,11+/m1/s1
IUPAC Name
2-{[(2R,3S,4R)-2,3,4-trihydroxy-5-(phosphonooxy)pentyl]amino}benzoic acid
SMILES
[H][C@@](O)(CNC1=CC=CC=C1C(O)=O)[C@]([H])(O)[C@]([H])(O)COP(O)(O)=O

References

General References
Not Available
PubChem Compound
446446
PubChem Substance
46507680
ChemSpider
393796
ZINC
ZINC000002047810
PDBe Ligand
137
PDB Entries
1jcm / 1lbf / 1lbl / 1lbm / 2y85 / 6y88 / 7ety

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 Solubility2.29 mg/mLALOGPS
logP-1.2ALOGPS
logP-1.6Chemaxon
logS-2.2ALOGPS
pKa (Strongest Acidic)1.75Chemaxon
pKa (Strongest Basic)1.14Chemaxon
Physiological Charge-3Chemaxon
Hydrogen Acceptor Count9Chemaxon
Hydrogen Donor Count7Chemaxon
Polar Surface Area176.78 Å2Chemaxon
Rotatable Bond Count9Chemaxon
Refractivity78.56 m3·mol-1Chemaxon
Polarizability31.12 Å3Chemaxon
Number of Rings1Chemaxon
Bioavailability1Chemaxon
Rule of FiveNoChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption-0.9781
Blood Brain Barrier-0.6977
Caco-2 permeable-0.675
P-glycoprotein substrateNon-substrate0.6494
P-glycoprotein inhibitor INon-inhibitor0.6135
P-glycoprotein inhibitor IINon-inhibitor0.7959
Renal organic cation transporterNon-inhibitor0.9404
CYP450 2C9 substrateNon-substrate0.7795
CYP450 2D6 substrateNon-substrate0.8253
CYP450 3A4 substrateNon-substrate0.7064
CYP450 1A2 substrateNon-inhibitor0.7772
CYP450 2C9 inhibitorNon-inhibitor0.855
CYP450 2D6 inhibitorNon-inhibitor0.8944
CYP450 2C19 inhibitorNon-inhibitor0.818
CYP450 3A4 inhibitorNon-inhibitor0.9743
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9661
Ames testNon AMES toxic0.6862
CarcinogenicityNon-carcinogens0.8581
BiodegradationNot ready biodegradable0.6279
Rat acute toxicity2.2281 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.883
hERG inhibition (predictor II)Non-inhibitor0.8025
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-MSsplash10-01pk-6943000000-5a042991ba06febff90a
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-0f89-0009000000-a995d4712c96b0942223
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-004j-9004000000-77965d61f5834869b428
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0159-1695000000-e23f71b410257e682381
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-004i-9000000000-a3ddbffe59a79724cf9e
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-004i-9300000000-dfa5e02dbf7f67320fde
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-01q9-0900000000-1fffe830a4976b404ce9
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]-167.44206
predicted
DeepCCS 1.0 (2019)
[M+H]+170.59254
predicted
DeepCCS 1.0 (2019)
[M+Na]+178.51952
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. N-(5'-phosphoribosyl)anthranilate isomerase
Kind
Protein
Organism
Thermotoga maritima (strain ATCC 43589 / MSB8 / DSM 3109 / JCM 10099)
Pharmacological action
Unknown
General Function
Phosphoribosylanthranilate isomerase activity
Specific Function
Not Available
Gene Name
trpF
Uniprot ID
Q56320
Uniprot Name
N-(5'-phosphoribosyl)anthranilate isomerase
Molecular Weight
23040.34 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]
Details2. Tryptophan biosynthesis protein TrpCF
Kind
Protein
Organism
Escherichia coli (strain K12)
Pharmacological action
Unknown
General Function
Phosphoribosylanthranilate isomerase activity
Specific Function
Bifunctional enzyme that catalyzes two sequential steps of tryptophan biosynthetic pathway. The first reaction is catalyzed by the isomerase, coded by the TrpF domain; the second reaction is cataly...
Gene Name
trpC
Uniprot ID
P00909
Uniprot Name
Tryptophan biosynthesis protein TrpCF
Molecular Weight
49491.84 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