NAV

(2E)-3-(3,4-DIHYDROXYPHENYL)-2-IMINOPROPANOIC ACID

Identification

Generic Name
(2E)-3-(3,4-DIHYDROXYPHENYL)-2-IMINOPROPANOIC ACID
DrugBank Accession Number
DB07979
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
Similar Structures
Weight
Average: 195.1721
Monoisotopic: 195.053157781
Chemical Formula
C9H9NO4
Synonyms
Not Available
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Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UD-amino-acid oxidaseNot AvailableHumans
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
Classification
Not classified
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
Not Available
InChI Key
VFINRVRRNHRWEQ-POHAHGRESA-N
InChI
InChI=1S/C9H9NO4/c10-6(9(13)14)3-5-1-2-7(11)8(12)4-5/h1-2,4,10-12H,3H2,(H,13,14)/b10-6-
IUPAC Name
3-(3,4-dihydroxyphenyl)-2-iminopropanoic acid
SMILES
[H]N=C(CC1=CC(O)=C(O)C=C1)C(O)=O

References

General References
Not Available
PubChem Compound
46937113
PubChem Substance
99444450
PDBe Ligand
IM3

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 Solubility0.533 mg/mLALOGPS
logP0.69ALOGPS
logP0.82Chemaxon
logS-2.6ALOGPS
pKa (Strongest Acidic)3.62Chemaxon
pKa (Strongest Basic)2.6Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count5Chemaxon
Hydrogen Donor Count4Chemaxon
Polar Surface Area101.61 Å2Chemaxon
Rotatable Bond Count3Chemaxon
Refractivity59.15 m3·mol-1Chemaxon
Polarizability18.07 Å3Chemaxon
Number of Rings1Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.8149
Blood Brain Barrier-0.8251
Caco-2 permeable-0.8353
P-glycoprotein substrateSubstrate0.5
P-glycoprotein inhibitor INon-inhibitor0.9831
P-glycoprotein inhibitor IINon-inhibitor0.9666
Renal organic cation transporterNon-inhibitor0.8666
CYP450 2C9 substrateNon-substrate0.7295
CYP450 2D6 substrateNon-substrate0.8408
CYP450 3A4 substrateNon-substrate0.6551
CYP450 1A2 substrateNon-inhibitor0.8879
CYP450 2C9 inhibitorNon-inhibitor0.9721
CYP450 2D6 inhibitorNon-inhibitor0.9118
CYP450 2C19 inhibitorNon-inhibitor0.9498
CYP450 3A4 inhibitorNon-inhibitor0.926
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9611
Ames testAMES toxic0.7647
CarcinogenicityNon-carcinogens0.9254
BiodegradationReady biodegradable0.6321
Rat acute toxicity2.3100 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.986
hERG inhibition (predictor II)Non-inhibitor0.9488
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-MSsplash10-0fft-2900000000-6715ff6e987d925ee61a
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-0fka-2900000000-91eb2a056247ee979efa
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-0uxv-2900000000-63875ebd35402ce57add
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-00di-1900000000-1ed904c3b597cb067cfd
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-00ea-5900000000-133de2d9db9811544567
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-05fu-7900000000-4cca94b51eceadd949c0
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-015d-9300000000-d81194212a536b2e6cc5
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]-139.36899
predicted
DeepCCS 1.0 (2019)
[M+H]+141.76454
predicted
DeepCCS 1.0 (2019)
[M+Na]+148.32469
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. D-amino-acid oxidase
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Receptor binding
Specific Function
Regulates the level of the neuromodulator D-serine in the brain. Has high activity towards D-DOPA and contributes to dopamine synthesis. Could act as a detoxifying agent which removes D-amino acids...
Gene Name
DAO
Uniprot ID
P14920
Uniprot Name
D-amino-acid oxidase
Molecular Weight
39473.75 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 21:27 / Updated at June 12, 2020 16:52