NAV

3-DIPHENOL-6-NITRO-3H-BENZO[DE]ISOCHROMEN-1-ONE

Identification

Generic Name
3-DIPHENOL-6-NITRO-3H-BENZO[DE]ISOCHROMEN-1-ONE
DrugBank Accession Number
DB08204
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 413.379
Monoisotopic: 413.089937217
Chemical Formula
C24H15NO6
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
UThymidylate synthaseNot AvailableLactobacillus casei
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 nitronaphthalenes. These are polycyclic aromatic compounds containing a naphthalene moiety substituted by one or more nitro groups.
Kingdom
Organic compounds
Super Class
Benzenoids
Class
Naphthalenes
Sub Class
Nitronaphthalenes
Direct Parent
Nitronaphthalenes
Alternative Parents
2-benzopyrans / Nitroaromatic compounds / 1-hydroxy-2-unsubstituted benzenoids / Benzene and substituted derivatives / Lactones / Carboxylic acid esters / Propargyl-type 1,3-dipolar organic compounds / Oxacyclic compounds / Organic oxoazanium compounds / Monocarboxylic acids and derivatives
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Substituents
1-hydroxy-2-unsubstituted benzenoid / 1-nitronaphthalene / 2-benzopyran / Allyl-type 1,3-dipolar organic compound / Aromatic heteropolycyclic compound / Benzopyran / C-nitro compound / Carboxylic acid derivative / Carboxylic acid ester / Hydrocarbon derivative
show 17 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
Not Available
InChI Key
FLWABCQDXUKNQY-UHFFFAOYSA-N
InChI
InChI=1S/C24H15NO6/c26-16-8-4-14(5-9-16)24(15-6-10-17(27)11-7-15)20-12-13-21(25(29)30)18-2-1-3-19(22(18)20)23(28)31-24/h1-13,26-27H
IUPAC Name
4,4-bis(4-hydroxyphenyl)-8-nitro-3-oxatricyclo[7.3.1.0^{5,13}]trideca-1(12),5(13),6,8,10-pentaen-2-one
SMILES
OC1=CC=C(C=C1)C1(OC(=O)C2=CC=CC3=C(C=CC1=C23)[N+]([O-])=O)C1=CC=C(O)C=C1

References

General References
Not Available
PubChem Compound
448781
PubChem Substance
99444675
ChemSpider
395476
BindingDB
50077849
ChEMBL
CHEMBL303950
ZINC
ZINC000006567585
PDBe Ligand
MR2
PDB Entries
1tsm

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 Solubility0.00373 mg/mLALOGPS
logP3.81ALOGPS
logP5.28Chemaxon
logS-5ALOGPS
pKa (Strongest Acidic)9.16Chemaxon
pKa (Strongest Basic)-6Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count5Chemaxon
Hydrogen Donor Count2Chemaxon
Polar Surface Area109.9 Å2Chemaxon
Rotatable Bond Count3Chemaxon
Refractivity113.81 m3·mol-1Chemaxon
Polarizability40.91 Å3Chemaxon
Number of Rings5Chemaxon
Bioavailability1Chemaxon
Rule of FiveNoChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.8521
Blood Brain Barrier-0.6044
Caco-2 permeable-0.5462
P-glycoprotein substrateNon-substrate0.6176
P-glycoprotein inhibitor INon-inhibitor0.8376
P-glycoprotein inhibitor IINon-inhibitor0.7196
Renal organic cation transporterNon-inhibitor0.9246
CYP450 2C9 substrateNon-substrate0.7588
CYP450 2D6 substrateNon-substrate0.8419
CYP450 3A4 substrateSubstrate0.5846
CYP450 1A2 substrateNon-inhibitor0.7074
CYP450 2C9 inhibitorNon-inhibitor0.6273
CYP450 2D6 inhibitorNon-inhibitor0.8945
CYP450 2C19 inhibitorNon-inhibitor0.6832
CYP450 3A4 inhibitorNon-inhibitor0.8189
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.7262
Ames testAMES toxic0.7604
CarcinogenicityNon-carcinogens0.6303
BiodegradationNot ready biodegradable0.9904
Rat acute toxicity2.7297 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9335
hERG inhibition (predictor II)Non-inhibitor0.8656
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-MSsplash10-01b9-4119200000-3c7442abcc256b34f6e6
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]-188.68614
predicted
DeepCCS 1.0 (2019)
[M+H]+191.98375
predicted
DeepCCS 1.0 (2019)
[M+Na]+199.3004
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. Thymidylate synthase
Kind
Protein
Organism
Lactobacillus casei
Pharmacological action
Unknown
General Function
Thymidylate synthase activity
Specific Function
Provides the sole de novo source of dTMP for DNA biosynthesis.
Gene Name
thyA
Uniprot ID
P00469
Uniprot Name
Thymidylate synthase
Molecular Weight
36579.235 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 21:29 / Updated at June 12, 2020 16:52