NAV

delta-(L-alpha-Aminoadipoyl)-L-cysteinyl-D-vinylglycine

Identification

Generic Name
delta-(L-alpha-Aminoadipoyl)-L-cysteinyl-D-vinylglycine
DrugBank Accession Number
DB03427
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 347.387
Monoisotopic: 347.115106109
Chemical Formula
C13H21N3O6S
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 dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond.
Kingdom
Organic compounds
Super Class
Organic acids and derivatives
Class
Carboxylic acids and derivatives
Sub Class
Amino acids, peptides, and analogues
Direct Parent
Dipeptides
Alternative Parents
N-acyl-alpha amino acids / Alpha amino acid amides / Cysteine and derivatives / L-alpha-amino acids / Medium-chain fatty acids / N-acyl amines / Dicarboxylic acids and derivatives / Unsaturated fatty acids / Secondary carboxylic acid amides / Amino acids
show 6 more
Substituents
Aliphatic acyclic compound / Alkylthiol / Alpha-amino acid / Alpha-amino acid amide / Alpha-amino acid or derivatives / Alpha-dipeptide / Amine / Amino acid / Amino acid or derivatives / Carbonyl group
show 24 more
Molecular Framework
Aliphatic acyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
Not Available
InChI Key
JJJCGQKXGIRXKN-YIZRAAEISA-N
InChI
InChI=1S/C13H21N3O6S/c1-2-8(13(21)22)16-11(18)9(6-23)15-10(17)5-3-4-7(14)12(19)20/h2,7-9,23H,1,3-6,14H2,(H,15,17)(H,16,18)(H,19,20)(H,21,22)/t7-,8+,9-/m0/s1
IUPAC Name
(2S)-2-amino-5-{[(1R)-1-{[(1R)-1-carboxyprop-2-en-1-yl]carbamoyl}-2-sulfanylethyl]carbamoyl}pentanoic acid
SMILES
[H]N([H])[C@@H](CCCC(=O)N([H])[C@@H](CS)C(=O)N([H])[C@H](C=C)C(O)=O)C(O)=O

References

General References
Not Available
PubChem Compound
6398414
PubChem Substance
46508704
ChemSpider
4911105
ZINC
ZINC000006363128
PDBe Ligand
ASV
PDB Entries
1obn / 1oc1 / 1odm / 2wo7

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 Solubility0.905 mg/mLALOGPS
logP-1.9ALOGPS
logP-3.5Chemaxon
logS-2.6ALOGPS
pKa (Strongest Acidic)1.94Chemaxon
pKa (Strongest Basic)9.15Chemaxon
Physiological Charge-1Chemaxon
Hydrogen Acceptor Count7Chemaxon
Hydrogen Donor Count6Chemaxon
Polar Surface Area158.82 Å2Chemaxon
Rotatable Bond Count11Chemaxon
Refractivity82.62 m3·mol-1Chemaxon
Polarizability33.47 Å3Chemaxon
Number of Rings0Chemaxon
Bioavailability0Chemaxon
Rule of FiveNoChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption-0.7341
Blood Brain Barrier+0.8251
Caco-2 permeable-0.8015
P-glycoprotein substrateNon-substrate0.6471
P-glycoprotein inhibitor INon-inhibitor0.8777
P-glycoprotein inhibitor IINon-inhibitor0.9911
Renal organic cation transporterNon-inhibitor0.9557
CYP450 2C9 substrateNon-substrate0.8674
CYP450 2D6 substrateNon-substrate0.8247
CYP450 3A4 substrateNon-substrate0.7155
CYP450 1A2 substrateNon-inhibitor0.9384
CYP450 2C9 inhibitorNon-inhibitor0.8859
CYP450 2D6 inhibitorNon-inhibitor0.9108
CYP450 2C19 inhibitorNon-inhibitor0.906
CYP450 3A4 inhibitorNon-inhibitor0.75
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9872
Ames testAMES toxic0.7611
CarcinogenicityNon-carcinogens0.9196
BiodegradationNot ready biodegradable0.6989
Rat acute toxicity1.9995 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9917
hERG inhibition (predictor II)Non-inhibitor0.9716
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-MSsplash10-00kf-7395000000-bd07ba907b5556c8ac13
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-0uea-4389000000-41238165ba8f66d8e9b4
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-0udi-1944000000-3017b90db03274671575
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0uxr-2980000000-102c248ebaadf8922ba9
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0zpi-7975000000-af41d1fa573e3f1c9dee
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0f6x-9740000000-96a36ee833e75851ca5a
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-00kf-3910000000-eec481c85227310610e0
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]-180.49959
predicted
DeepCCS 1.0 (2019)
[M+H]+182.85759
predicted
DeepCCS 1.0 (2019)
[M+Na]+189.73174
predicted
DeepCCS 1.0 (2019)

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