NAV

2-Amino-3-(Cystein-S-Yl)-Isoxazolidin-5-Yl-Acetic Acid

Identification

Generic Name
2-Amino-3-(Cystein-S-Yl)-Isoxazolidin-5-Yl-Acetic Acid
DrugBank Accession Number
DB04323
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 265.287
Monoisotopic: 265.073241295
Chemical Formula
C8H15N3O5S
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
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as l-cysteine-s-conjugates. These are compounds containing L-cysteine where the thio-group is conjugated.
Kingdom
Organic compounds
Super Class
Organic acids and derivatives
Class
Carboxylic acids and derivatives
Sub Class
Amino acids, peptides, and analogues
Direct Parent
L-cysteine-S-conjugates
Alternative Parents
L-alpha-amino acids / Dicarboxylic acids and derivatives / Isoxazolidines / Amino acids / Sulfenyl compounds / Oxacyclic compounds / N-organohydroxylamines / Dialkylthioethers / Carboxylic acids / Azacyclic compounds
show 4 more
Substituents
Aliphatic heteromonocyclic compound / Alpha-amino acid / Amine / Amino acid / Azacycle / Carbonyl group / Carboxylic acid / Dialkylthioether / Dicarboxylic acid or derivatives / Hydrocarbon derivative
show 16 more
Molecular Framework
Aliphatic heteromonocyclic compounds
External Descriptors
L-cysteine derivative, oxazolidines (CHEBI:40173)
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
Not Available
InChI Key
YLODKYYPRFTBNK-KCDKBNATSA-N
InChI
InChI=1S/C8H15N3O5S/c9-3(7(12)13)2-17-5-1-4(16-11-5)6(10)8(14)15/h3-6,11H,1-2,9-10H2,(H,12,13)(H,14,15)/t3-,4+,5+,6-/m0/s1
IUPAC Name
(2R)-2-amino-3-{[(3R,5R)-5-[(S)-amino(carboxy)methyl]-1,2-oxazolidin-3-yl]sulfanyl}propanoic acid
SMILES
[H][C@](N)(CS[C@]1([H])C[C@@]([H])(ON1)[C@]([H])(N)C(O)=O)C(O)=O

References

General References
Not Available
PubChem Compound
17753793
PubChem Substance
46506139
ChemSpider
16743791
ZINC
ZINC000006361516
PDBe Ligand
5CS
PDB Entries
1ox5 / 2w7t / 7d95

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 Solubility18.5 mg/mLALOGPS
logP-4.1ALOGPS
logP-6Chemaxon
logS-1.2ALOGPS
pKa (Strongest Acidic)1.1Chemaxon
pKa (Strongest Basic)9.21Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count8Chemaxon
Hydrogen Donor Count5Chemaxon
Polar Surface Area147.9 Å2Chemaxon
Rotatable Bond Count6Chemaxon
Refractivity68.48 m3·mol-1Chemaxon
Polarizability24.88 Å3Chemaxon
Number of Rings1Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption-0.8529
Blood Brain Barrier+0.6087
Caco-2 permeable-0.6602
P-glycoprotein substrateNon-substrate0.7136
P-glycoprotein inhibitor INon-inhibitor0.9456
P-glycoprotein inhibitor IINon-inhibitor1.0
Renal organic cation transporterNon-inhibitor0.9332
CYP450 2C9 substrateNon-substrate0.9152
CYP450 2D6 substrateNon-substrate0.8109
CYP450 3A4 substrateNon-substrate0.677
CYP450 1A2 substrateNon-inhibitor0.8185
CYP450 2C9 inhibitorNon-inhibitor0.8285
CYP450 2D6 inhibitorNon-inhibitor0.8902
CYP450 2C19 inhibitorNon-inhibitor0.7838
CYP450 3A4 inhibitorNon-inhibitor0.924
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9776
Ames testNon AMES toxic0.6095
CarcinogenicityNon-carcinogens0.8629
BiodegradationNot ready biodegradable0.5566
Rat acute toxicity2.4565 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9907
hERG inhibition (predictor II)Non-inhibitor0.9096
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-MSsplash10-0005-6940000000-23c2ad5d3fdcec25618b
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-014i-0190000000-a578debc35d078d51307
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-0ufs-3910000000-74a18c0810bc53748c1e
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0f89-1950000000-30b4254ae64929386b62
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0udi-3900000000-52a0f9ef0f76320b3e8d
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-00b9-9310000000-cf0544a9d417ed4129d1
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0udi-9800000000-0a5b882096ef046e48c6
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]-154.55724
predicted
DeepCCS 1.0 (2019)
[M+H]+156.9528
predicted
DeepCCS 1.0 (2019)
[M+Na]+163.30165
predicted
DeepCCS 1.0 (2019)

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