NAV

(Z)-3-BENZYL-5-(2-HYDROXY-3-NITROBENZYLIDENE)-2-THIOXOTHIAZOLIDIN-4-ONE

Identification

Generic Name
(Z)-3-BENZYL-5-(2-HYDROXY-3-NITROBENZYLIDENE)-2-THIOXOTHIAZOLIDIN-4-ONE
DrugBank Accession Number
DB07838
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 372.418
Monoisotopic: 372.023848262
Chemical Formula
C17H12N2O4S2
Synonyms
Not Available
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Pharmacology

Indication

Not Available

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Contraindications & Blackbox Warnings
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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UGlycylpeptide N-tetradecanoyltransferase 2Not 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
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as nitrophenols. These are compounds containing a nitrophenol moiety, which consists of a benzene ring bearing both a hydroxyl group and a nitro group on two different ring carbon atoms.
Kingdom
Organic compounds
Super Class
Benzenoids
Class
Phenols
Sub Class
Nitrophenols
Direct Parent
Nitrophenols
Alternative Parents
Nitrobenzenes / Nitroaromatic compounds / 1-hydroxy-4-unsubstituted benzenoids / Thiazolidinethiones / Cyclic dithiocarbamic acid esters / Propargyl-type 1,3-dipolar organic compounds / Azacyclic compounds / Carboxylic acids and derivatives / Organic oxoazanium compounds / Organic oxides
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Substituents
1-hydroxy-4-unsubstituted benzenoid / Allyl-type 1,3-dipolar organic compound / Aromatic heteromonocyclic compound / Azacycle / C-nitro compound / Carbonyl group / Carboxylic acid derivative / Cyclic dithiocarbamic acid ester / Dithiocarbamic acid ester / Hydrocarbon derivative
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Molecular Framework
Aromatic heteromonocyclic compounds
External Descriptors
C-nitro compound, thiazolidinone (CHEBI:42848)
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
Not Available
InChI Key
ZTWBCEZQPRYIGY-ZROIWOOFSA-N
InChI
InChI=1S/C17H12N2O4S2/c20-15-12(7-4-8-13(15)19(22)23)9-14-16(21)18(17(24)25-14)10-11-5-2-1-3-6-11/h1-9,20H,10H2/b14-9-
IUPAC Name
(5Z)-3-benzyl-5-[(2-hydroxy-3-nitrophenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
SMILES
OC1=C(\C=C2/SC(=S)N(CC3=CC=CC=C3)C2=O)C=CC=C1[N+]([O-])=O

References

General References
Not Available
PubChem Compound
5726921
PubChem Substance
99444309
ChemSpider
4661060
ZINC
ZINC000016479722
PDBe Ligand
GN8
PDB Entries
2p6f

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 Solubility0.00303 mg/mLALOGPS
logP3.64ALOGPS
logP4.32Chemaxon
logS-5.1ALOGPS
pKa (Strongest Acidic)6.49Chemaxon
pKa (Strongest Basic)-4.2Chemaxon
Physiological Charge-1Chemaxon
Hydrogen Acceptor Count4Chemaxon
Hydrogen Donor Count1Chemaxon
Polar Surface Area83.68 Å2Chemaxon
Rotatable Bond Count4Chemaxon
Refractivity102.02 m3·mol-1Chemaxon
Polarizability36.93 Å3Chemaxon
Number of Rings3Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.8249
Blood Brain Barrier+0.7675
Caco-2 permeable-0.5724
P-glycoprotein substrateNon-substrate0.6977
P-glycoprotein inhibitor INon-inhibitor0.8097
P-glycoprotein inhibitor IINon-inhibitor0.6823
Renal organic cation transporterNon-inhibitor0.8282
CYP450 2C9 substrateNon-substrate0.7812
CYP450 2D6 substrateNon-substrate0.8244
CYP450 3A4 substrateNon-substrate0.5377
CYP450 1A2 substrateNon-inhibitor0.6343
CYP450 2C9 inhibitorInhibitor0.6289
CYP450 2D6 inhibitorNon-inhibitor0.8717
CYP450 2C19 inhibitorInhibitor0.5763
CYP450 3A4 inhibitorInhibitor0.5203
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.759
Ames testAMES toxic0.6769
CarcinogenicityNon-carcinogens0.6492
BiodegradationNot ready biodegradable0.9409
Rat acute toxicity2.5714 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.836
hERG inhibition (predictor II)Non-inhibitor0.7735
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-MSsplash10-0006-9222000000-d1a03809c9b6503514ea
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]-182.72557
predicted
DeepCCS 1.0 (2019)
[M+H]+185.08357
predicted
DeepCCS 1.0 (2019)
[M+Na]+191.17671
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. Glycylpeptide N-tetradecanoyltransferase 2
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Glycylpeptide n-tetradecanoyltransferase activity
Specific Function
Adds a myristoyl group to the N-terminal glycine residue of certain cellular and viral proteins.
Gene Name
NMT2
Uniprot ID
O60551
Uniprot Name
Glycylpeptide N-tetradecanoyltransferase 2
Molecular Weight
56979.755 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 21:26 / Updated at June 12, 2020 16:52