L-2-Amino-4-[2-Aminophenyl]-4-Oxobutanoic Acid

Identification

Name
L-2-Amino-4-[2-Aminophenyl]-4-Oxobutanoic Acid
Accession Number
DB02070  (EXPT01985)
Type
Small Molecule
Groups
Experimental
Description
Not Available
Structure
Thumb
Synonyms
Not Available
Categories
Not Available
UNII
02JW4J5R44
CAS number
Not Available
Weight
Average: 208.2139
Monoisotopic: 208.08479226
Chemical Formula
C10H12N2O3
InChI Key
YGPSJZOEDVAXAB-QMMMGPOBSA-N
InChI
InChI=1S/C10H12N2O3/c11-7-4-2-1-3-6(7)9(13)5-8(12)10(14)15/h1-4,8H,5,11-12H2,(H,14,15)/t8-/m0/s1
IUPAC Name
(2S)-2-amino-4-(2-aminophenyl)-4-oxobutanoic acid
SMILES
N[C@@H](CC(=O)C1=CC=CC=C1N)C(O)=O

Pharmacology

Indication
Not Available
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
Toxicity
Not Available
Affected organisms
Not Available
Pathways
PathwayCategory
NAD MetabolismMetabolic
Tryptophan MetabolismMetabolic
Tryptophan MetabolismMetabolic
Tryptophan MetabolismMetabolic
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
Not Available
Food Interactions
Not Available

References

General References
Not Available
External Links
Human Metabolome Database
HMDB0000684
KEGG Compound
C00328
PubChem Compound
161166
PubChem Substance
46507622
ChemSpider
141580
BindingDB
31880
ChEBI
57959
ChEMBL
CHEMBL498416
HET
KYN
PDB Entries
1t5m / 1t5n / 1xt7 / 2r2n / 2vov / 2vox / 3av7 / 3e2z / 3pd6 / 4bz4
show 5 more

Clinical Trials

Clinical Trials
Not Available

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 Solubility1.67 mg/mLALOGPS
logP-1.9ALOGPS
logP-1.9ChemAxon
logS-2.1ALOGPS
pKa (Strongest Acidic)1.19ChemAxon
pKa (Strongest Basic)8.96ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area106.41 Å2ChemAxon
Rotatable Bond Count4ChemAxon
Refractivity55.05 m3·mol-1ChemAxon
Polarizability20.59 Å3ChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.64
Blood Brain Barrier-0.6044
Caco-2 permeable-0.6701
P-glycoprotein substrateNon-substrate0.6651
P-glycoprotein inhibitor INon-inhibitor0.9296
P-glycoprotein inhibitor IINon-inhibitor0.9811
Renal organic cation transporterNon-inhibitor0.9436
CYP450 2C9 substrateNon-substrate0.8208
CYP450 2D6 substrateNon-substrate0.8674
CYP450 3A4 substrateNon-substrate0.7961
CYP450 1A2 substrateNon-inhibitor0.9409
CYP450 2C9 inhibitorNon-inhibitor0.95
CYP450 2D6 inhibitorNon-inhibitor0.954
CYP450 2C19 inhibitorNon-inhibitor0.954
CYP450 3A4 inhibitorNon-inhibitor0.96
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9772
Ames testNon AMES toxic0.9132
CarcinogenicityNon-carcinogens0.8487
BiodegradationReady biodegradable0.5252
Rat acute toxicity1.8739 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9725
hERG inhibition (predictor II)Non-inhibitor0.9518
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
GC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies)GC-MSsplash10-014l-0931000000-29fa7c323b035cb399d3
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSNot Available
GC-MS Spectrum - GC-EI-TOFGC-MSsplash10-014l-0931000000-29fa7c323b035cb399d3
GC-MS Spectrum - GC-EI-TOFGC-MSsplash10-014l-0931000000-a43ae0acafac266101c4
GC-MS Spectrum - GC-EI-TOFGC-MSsplash10-0006-1910000000-fdc25d09b4da4b1d7657
MS/MS Spectrum - Quattro_QQQ 10V, PositiveLC-MS/MSsplash10-0006-2910000000-366ce08b5736d68dfad0
MS/MS Spectrum - Quattro_QQQ 25V, PositiveLC-MS/MSsplash10-01bd-5900000000-c18e10be7e029474cf03
MS/MS Spectrum - Quattro_QQQ 40V, PositiveLC-MS/MSsplash10-00kf-9300000000-0f8238d38819f6f30d12
LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, PositiveLC-MS/MSsplash10-0a4i-0790000000-3fa45266412288bf1c62
LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, PositiveLC-MS/MSsplash10-0007-3900000000-a66f45aff81960af7575
LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 30V, PositiveLC-MS/MSsplash10-00xv-5900000000-15442ec5aaef005401ae
LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 40V, PositiveLC-MS/MSsplash10-00r7-7900000000-0833fe9d2739d329f197
LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 50V, PositiveLC-MS/MSsplash10-0006-9400000000-d5d45364462a730de436
LC-MS/MS Spectrum - LC-ESI-IT (LC/MSD Trap XCT, Agilent Technologies) , PositiveLC-MS/MSsplash10-0006-0900000000-13929f0bde71b6326d3f
LC-MS/MS Spectrum - LC-ESI-IT (LC/MSD Trap XCT, Agilent Technologies) , PositiveLC-MS/MSsplash10-0f6w-2900000000-b2d4f361ffee9fd93bb7
LC-MS/MS Spectrum - LC-ESI-IT (LC/MSD Trap XCT, Agilent Technologies) , PositiveLC-MS/MSsplash10-004j-0900000000-96930a886f7bbcc44df3
LC-MS/MS Spectrum - LC-ESI-IT (LC/MSD Trap XCT, Agilent Technologies) , PositiveLC-MS/MSsplash10-000i-0900000000-2441a358973abdb063da
LC-MS/MS Spectrum - LC-ESI-IT (LC/MSD Trap XCT, Agilent Technologies) , PositiveLC-MS/MSsplash10-0udi-0900000000-dc4fee4751d629575157
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available
MS/MS Spectrum - Linear Ion Trap , negativeLC-MS/MSsplash10-0006-0900000000-4ec06cc06a3eab2625d6
MS/MS Spectrum - Linear Ion Trap , negativeLC-MS/MSsplash10-0006-0900000000-319acefac99779fa7552
MS/MS Spectrum - Linear Ion Trap , negativeLC-MS/MSsplash10-0059-0890000000-4280b92b875a6f754a91
MS/MS Spectrum - Linear Ion Trap , negativeLC-MS/MSsplash10-0059-0890000000-664e2c8904363418682e
MS/MS Spectrum - Linear Ion Trap , negativeLC-MS/MSsplash10-00dj-0139000000-aa6188977ba2f460f5bc
MS/MS Spectrum - Linear Ion Trap , negativeLC-MS/MSsplash10-00dj-0139000000-ee71a364df13bd095feb
LC-MS/MS Spectrum - LC-ESI-QTOF , positiveLC-MS/MSsplash10-0006-0920000000-607dee4a3efb718339b6
LC-MS/MS Spectrum - LC-ESI-QTOF , positiveLC-MS/MSsplash10-00ds-0900000000-19c838d5478f570ffb50
LC-MS/MS Spectrum - LC-ESI-QTOF , positiveLC-MS/MSsplash10-00r2-0900000000-275bef748b04de950909
LC-MS/MS Spectrum - LC-ESI-QTOF , positiveLC-MS/MSsplash10-01ba-1900000000-64ee050c4ce47392ea0e
LC-MS/MS Spectrum - LC-ESI-QTOF , positiveLC-MS/MSsplash10-01bd-2900000000-069fda767e994e9546a0
LC-MS/MS Spectrum - LC-ESI-QQ , positiveLC-MS/MSsplash10-0a4i-0790000000-3fa45266412288bf1c62
LC-MS/MS Spectrum - LC-ESI-QQ , positiveLC-MS/MSsplash10-0007-3900000000-a66f45aff81960af7575
LC-MS/MS Spectrum - LC-ESI-QQ , positiveLC-MS/MSsplash10-00xv-5900000000-37f1dd3063f8363f8d71
LC-MS/MS Spectrum - LC-ESI-QQ , positiveLC-MS/MSsplash10-00r7-7900000000-4f3a2d7ad57bfa7eeb24
LC-MS/MS Spectrum - LC-ESI-QQ , positiveLC-MS/MSsplash10-0006-9400000000-d5d45364462a730de436
LC-MS/MS Spectrum - LC-ESI-IT , positiveLC-MS/MSsplash10-0006-0900000000-35275991e526ffdfcaf6
LC-MS/MS Spectrum - LC-ESI-IT , positiveLC-MS/MSsplash10-0006-0900000000-18c5c7fabe5faeb6acfe
MS/MS Spectrum - Linear Ion Trap , positiveLC-MS/MSsplash10-0006-1900000000-8af401eac841ea498e90
MS/MS Spectrum - Linear Ion Trap , positiveLC-MS/MSsplash10-0006-1900000000-223f2a2cb57eefe67ffc
MS/MS Spectrum - Linear Ion Trap , positiveLC-MS/MSsplash10-053r-0193000000-7caaee57b13f2d541ba1
MS/MS Spectrum - Linear Ion Trap , positiveLC-MS/MSsplash10-0a4i-0291000000-77cdbde7a930024fafed
1H NMR Spectrum1D NMRNot Applicable
1H NMR Spectrum1D NMRNot Applicable
13C NMR Spectrum1D NMRNot Applicable
[1H,13C] 2D NMR Spectrum2D NMRNot Applicable

Taxonomy

Description
This compound belongs to the class of organic compounds known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group.
Kingdom
Organic compounds
Super Class
Organic oxygen compounds
Class
Organooxygen compounds
Sub Class
Carbonyl compounds
Direct Parent
Alkyl-phenylketones
Alternative Parents
Butyrophenones / L-alpha-amino acids / Gamma-keto acids and derivatives / Benzoyl derivatives / Aryl alkyl ketones / Aniline and substituted anilines / Beta-amino ketones / Vinylogous amides / Amino acids / Monocarboxylic acids and derivatives
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Substituents
Alkyl-phenylketone / Butyrophenone / Alpha-amino acid / Alpha-amino acid or derivatives / L-alpha-amino acid / Benzoyl / Gamma-keto acid / Aniline or substituted anilines / Aryl alkyl ketone / Monocyclic benzene moiety
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Molecular Framework
Aromatic homomonocyclic compounds
External Descriptors
non-proteinogenic L-alpha-amino acid, kynurenine (CHEBI:16946)

Drug created on June 13, 2005 07:24 / Updated on November 02, 2018 05:11