1-hydroperoxy-L-tryptophan

Identification

Generic Name
1-hydroperoxy-L-tryptophan
DrugBank Accession Number
DB08638
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
Weight
Average: 236.224
Monoisotopic: 236.079706882
Chemical Formula
C11H12N2O4
Synonyms
Not Available

Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UCatalase-peroxidaseNot AvailableBurkholderia pseudomallei (strain K96243)
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 indolyl carboxylic acids and derivatives. These are compounds containing a carboxylic acid chain (of at least 2 carbon atoms) linked to an indole ring.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Indoles and derivatives
Sub Class
Indolyl carboxylic acids and derivatives
Direct Parent
Indolyl carboxylic acids and derivatives
Alternative Parents
L-alpha-amino acids / 3-alkylindoles / Aralkylamines / Substituted pyrroles / Benzenoids / Heteroaromatic compounds / Amino acids / Monocarboxylic acids and derivatives / Carboxylic acids / Azacyclic compounds
show 5 more
Substituents
3-alkylindole / Alpha-amino acid / Alpha-amino acid or derivatives / Amine / Amino acid / Amino acid or derivatives / Aralkylamine / Aromatic heteropolycyclic compound / Azacycle / Benzenoid
show 19 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
Not Available
InChI Key
STOHYHPMXPRWTJ-VIFPVBQESA-N
InChI
InChI=1S/C11H12N2O4/c12-9(11(14)15)5-7-6-13(17-16)10-4-2-1-3-8(7)10/h1-4,6,9,16H,5,12H2,(H,14,15)/t9-/m0/s1
IUPAC Name
(2S)-2-amino-3-(1-hydroperoxy-1H-indol-3-yl)propanoic acid
SMILES
N[C@@H](CC1=CN(OO)C2=CC=CC=C12)C(O)=O

References

General References
Not Available
PubChem Compound
131704312
PubChem Substance
99445109
ChemSpider
59051656
ZINC
ZINC000098209458
PDBe Ligand
TOX
PDB Entries
3ut2 / 5kq0 / 5kq2 / 5kq3 / 5kq6 / 5kqh / 5kqi / 5kqk / 5kqn / 5kqq
show 26 more

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 Solubility2.25 mg/mLALOGPS
logP-1.3ALOGPS
logP-1.6Chemaxon
logS-2ALOGPS
pKa (Strongest Acidic)2.03Chemaxon
pKa (Strongest Basic)9.35Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count5Chemaxon
Hydrogen Donor Count3Chemaxon
Polar Surface Area97.71 Å2Chemaxon
Rotatable Bond Count4Chemaxon
Refractivity60.73 m3·mol-1Chemaxon
Polarizability22.81 Å3Chemaxon
Number of Rings2Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+1.0
Blood Brain Barrier+0.9641
Caco-2 permeable-0.6049
P-glycoprotein substrateNon-substrate0.6589
P-glycoprotein inhibitor INon-inhibitor0.9839
P-glycoprotein inhibitor IINon-inhibitor0.9895
Renal organic cation transporterNon-inhibitor0.8917
CYP450 2C9 substrateNon-substrate0.8378
CYP450 2D6 substrateNon-substrate0.7805
CYP450 3A4 substrateNon-substrate0.6363
CYP450 1A2 substrateNon-inhibitor0.5813
CYP450 2C9 inhibitorNon-inhibitor0.8166
CYP450 2D6 inhibitorNon-inhibitor0.8455
CYP450 2C19 inhibitorNon-inhibitor0.7623
CYP450 3A4 inhibitorNon-inhibitor0.8741
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.8636
Ames testAMES toxic0.5132
CarcinogenicityNon-carcinogens0.8719
BiodegradationNot ready biodegradable0.8128
Rat acute toxicity2.3655 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.938
hERG inhibition (predictor II)Non-inhibitor0.7089
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-MSsplash10-005c-3920000000-b629228e7bd4bfd9df65
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-0079-0190000000-7934738ab34497627fc0
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-05fr-9830000000-7e45f3035374f4631f96
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-05g3-1940000000-b3c40fb0fa00558ff481
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-00di-7910000000-d2d31f6a2c5904385cda
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0a5c-1900000000-3c0856cea7d24308b2e8
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-001i-0900000000-ebd52043ee033558c8c3
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]-149.11131
predicted
DeepCCS 1.0 (2019)
[M+H]+151.50688
predicted
DeepCCS 1.0 (2019)
[M+Na]+157.41942
predicted
DeepCCS 1.0 (2019)

Targets

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Kind
Protein
Organism
Burkholderia pseudomallei (strain K96243)
Pharmacological action
Unknown
General Function
Metal ion binding
Specific Function
Bifunctional enzyme with both catalase and broad-spectrum peroxidase activity. Displays also NADH oxidase, isoniazid hydrazine lyase and isonicotinoyl-NAD synthase activity.
Gene Name
katG
Uniprot ID
Q939D2
Uniprot Name
Catalase-peroxidase
Molecular Weight
79445.485 Da
References
  1. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [Article]

Drug created at September 15, 2010 21:33 / Updated at June 12, 2020 16:52