NAV

[4-(4-Hydroxy-Benzyl)-2-(2-Hydroxy-1-Methyl-Ethyl)-5-Oxo-Imidazolidin-1-Yl]-Acetic Acid

Identification

Generic Name
[4-(4-Hydroxy-Benzyl)-2-(2-Hydroxy-1-Methyl-Ethyl)-5-Oxo-Imidazolidin-1-Yl]-Acetic Acid
DrugBank Accession Number
DB03537
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
Similar Structures
Weight
Average: 305.286
Monoisotopic: 305.101170605
Chemical Formula
C14H15N3O5
Synonyms
Not Available
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Pharmacology

Indication

Not Available

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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

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
XSUILVORURXWDH-QIMWGGGBSA-N
InChI
InChI=1S/C14H15N3O5/c15-10(7-18)13-16-11(14(22)17(13)6-12(20)21)5-8-1-3-9(19)4-2-8/h1-5,10,18-19H,6-7,15H2,(H,20,21)/b11-5-/t10-/m0/s1
IUPAC Name
2-[(4Z)-2-[(1R)-1-amino-2-hydroxyethyl]-4-[(4-hydroxyphenyl)methylidene]-5-oxo-4,5-dihydro-1H-imidazol-1-yl]acetic acid
SMILES
[H]\C(=C1\N=C(N(CC(O)=O)C1=O)[C@@]([H])(N)CO)C1=CC=C(O)C=C1

References

General References
Not Available
PubChem Compound
49867069
PubChem Substance
46505470
ChemSpider
25056720
ZINC
ZINC000058627013
PDBe Ligand
GYS
PDB Entries
1emc / 1eme / 1eml / 1emm / 1hcj / 1kp5 / 1w7s / 1w7t / 1w7u / 2ah8 …
show 34 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 Solubility0.457 mg/mLALOGPS
logP-1.3ALOGPS
logP-3.2Chemaxon
logS-2.8ALOGPS
pKa (Strongest Acidic)3.28Chemaxon
pKa (Strongest Basic)7.49Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count7Chemaxon
Hydrogen Donor Count4Chemaxon
Polar Surface Area136.45 Å2Chemaxon
Rotatable Bond Count5Chemaxon
Refractivity77.47 m3·mol-1Chemaxon
Polarizability30.33 Å3Chemaxon
Number of Rings2Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.5574
Blood Brain Barrier-0.8208
Caco-2 permeable-0.8349
P-glycoprotein substrateSubstrate0.5794
P-glycoprotein inhibitor INon-inhibitor0.98
P-glycoprotein inhibitor IINon-inhibitor0.9743
Renal organic cation transporterNon-inhibitor0.8777
CYP450 2C9 substrateNon-substrate0.8589
CYP450 2D6 substrateNon-substrate0.8357
CYP450 3A4 substrateNon-substrate0.6836
CYP450 1A2 substrateNon-inhibitor0.9422
CYP450 2C9 inhibitorNon-inhibitor0.9413
CYP450 2D6 inhibitorNon-inhibitor0.9138
CYP450 2C19 inhibitorNon-inhibitor0.8664
CYP450 3A4 inhibitorNon-inhibitor0.9886
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9677
Ames testNon AMES toxic0.8322
CarcinogenicityNon-carcinogens0.9006
BiodegradationReady biodegradable0.7324
Rat acute toxicity2.1852 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9598
hERG inhibition (predictor II)Non-inhibitor0.8453
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-MSsplash10-03di-9260000000-276357595dcde1b2fec2
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-0a4i-0039000000-a9a9eeda80ebcb10aab5
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-0udi-1049000000-a33318ca729c44bfa773
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0f9l-0390000000-768b37b75ff7855989a0
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-052r-0091000000-441c9e50976db50b38f0
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0nmr-1890000000-dca18bfb6c3483aab2fa
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-002r-4970000000-2f4118a886d3b2d4271b
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]-175.47224
predicted
DeepCCS 1.0 (2019)
[M+H]+177.86778
predicted
DeepCCS 1.0 (2019)
[M+Na]+183.78032
predicted
DeepCCS 1.0 (2019)

Drug created at June 13, 2005 13:24 / Updated at June 12, 2020 16:52