(3AALPHA,4ALPHA,7ALPHA,7AALPHA)- 3A,4,7,7A-TETRAHYDRO-2-(4-NITRO-1-NAPHTHALENYL)-4,7-ETHANO-1H-ISOINDOLE-1,3(2H)-DIONE

Identification

Name
(3AALPHA,4ALPHA,7ALPHA,7AALPHA)- 3A,4,7,7A-TETRAHYDRO-2-(4-NITRO-1-NAPHTHALENYL)-4,7-ETHANO-1H-ISOINDOLE-1,3(2H)-DIONE
Accession Number
DB04709
Type
Small Molecule
Groups
Experimental
Description
Not Available
Structure
Thumb
Synonyms
Not Available
Categories
Not Available
UNII
Not Available
CAS number
Not Available
Weight
Average: 350.3679
Monoisotopic: 350.126657074
Chemical Formula
C20H18N2O4
InChI Key
DEJXHCDDTLTVNB-FRVJLOGJSA-N
InChI
InChI=1S/C20H18N2O4/c23-19-17-11-5-6-12(8-7-11)18(17)20(24)21(19)15-9-10-16(22(25)26)14-4-2-1-3-13(14)15/h1-4,9-12,17-18H,5-8H2/t11-,12+,17-,18+
IUPAC Name
(1R,2S,6R,7S)-4-(4-nitronaphthalen-1-yl)-4-azatricyclo[5.2.2.0²,⁶]undecane-3,5-dione
SMILES
[H][[email protected]]12C(=O)N(C(=O)[[email protected]@]1([H])[[email protected]]1([H])CC[[email protected]@]2([H])CC1)C1=CC=C(C2=CC=CC=C12)[N+]([O-])=O

Pharmacology

Indication
Not Available
Structured Indications
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UAndrogen receptorNot AvailableHuman
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
Toxicity
Not Available
Affected organisms
Not Available
Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
Not Available
Food Interactions
Not Available

References

General References
Not Available
External Links
PubChem Compound
5326911
PubChem Substance
46506034
HET
HYQ
PDB Entries
1xnn

Clinical Trials

Clinical Trials
Not Available

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 Solubility0.00903 mg/mLALOGPS
logP3.28ALOGPS
logP3.44ChemAxon
logS-4.6ALOGPS
pKa (Strongest Acidic)16.91ChemAxon
pKa (Strongest Basic)-1ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area83.2 Å2ChemAxon
Rotatable Bond Count2ChemAxon
Refractivity94.57 m3·mol-1ChemAxon
Polarizability35.67 Å3ChemAxon
Number of Rings5ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9945
Blood Brain Barrier+0.9811
Caco-2 permeable-0.5409
P-glycoprotein substrateNon-substrate0.7123
P-glycoprotein inhibitor INon-inhibitor0.801
P-glycoprotein inhibitor IIInhibitor0.62
Renal organic cation transporterNon-inhibitor0.8221
CYP450 2C9 substrateNon-substrate0.812
CYP450 2D6 substrateNon-substrate0.8283
CYP450 3A4 substrateSubstrate0.5722
CYP450 1A2 substrateNon-inhibitor0.694
CYP450 2C9 inhibitorNon-inhibitor0.6054
CYP450 2D6 inhibitorNon-inhibitor0.9195
CYP450 2C19 inhibitorInhibitor0.5145
CYP450 3A4 inhibitorInhibitor0.5096
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.5429
Ames testAMES toxic0.8308
CarcinogenicityNon-carcinogens0.753
BiodegradationNot ready biodegradable0.9333
Rat acute toxicity2.2289 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.8313
hERG inhibition (predictor II)Non-inhibitor0.8064
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 MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available

Taxonomy

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
Isoindolones / Nitroaromatic compounds / Pyrrolidine-2-ones / N-substituted carboxylic acid imides / Dicarboximides / Lactams / Propargyl-type 1,3-dipolar organic compounds / Organic oxoazanium compounds / Azacyclic compounds / Organopnictogen compounds
show 5 more
Substituents
1-nitronaphthalene / Isoindolone / Isoindoline / Isoindole or derivatives / Nitroaromatic compound / Carboxylic acid imide, n-substituted / Pyrrolidone / 2-pyrrolidone / Carboxylic acid imide / Dicarboximide
show 21 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
Not Available

Targets

Kind
Protein
Organism
Human
Pharmacological action
Unknown
General Function
Zinc ion binding
Specific Function
Steroid hormone receptors are ligand-activated transcription factors that regulate eukaryotic gene expression and affect cellular proliferation and differentiation in target tissues. Transcription ...
Gene Name
AR
Uniprot ID
P10275
Uniprot Name
Androgen receptor
Molecular Weight
98987.9 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. [PubMed:10592235]

Drug created on September 11, 2007 11:49 / Updated on December 01, 2017 15:31