3-[5-(2-nitropent-1-en-1-yl)furan-2-yl]benzoic acid

Identification

Name
3-[5-(2-nitropent-1-en-1-yl)furan-2-yl]benzoic acid
Accession Number
DB08302
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: 301.294
Monoisotopic: 301.095022595
Chemical Formula
C16H15NO5
InChI Key
IRHZCQDCMUWUKV-RAXLEYEMSA-N
InChI
InChI=1S/C16H15NO5/c1-2-4-13(17(20)21)10-14-7-8-15(22-14)11-5-3-6-12(9-11)16(18)19/h3,5-10H,2,4H2,1H3,(H,18,19)/b13-10-
IUPAC Name
3-{5-[(1Z)-2-nitropent-1-en-1-yl]furan-2-yl}benzoic acid
SMILES
CCC\C(=C\C1=CC=C(O1)C1=CC(=CC=C1)C(O)=O)[N+]([O-])=O

Pharmacology

Indication
Not Available
Structured Indications
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UPeroxisome proliferator-activated receptor gammaNot 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
6006216
PubChem Substance
99444773
ChemSpider
25058543
HET
NRO
PDB Entries
2zk5 / 3adx

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 Solubility0.0195 mg/mLALOGPS
logP3.27ALOGPS
logP3.45ChemAxon
logS-4.2ALOGPS
pKa (Strongest Acidic)3.95ChemAxon
pKa (Strongest Basic)-3.3ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area96.26 Å2ChemAxon
Rotatable Bond Count6ChemAxon
Refractivity81.65 m3·mol-1ChemAxon
Polarizability31.02 Å3ChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9952
Blood Brain Barrier-0.6256
Caco-2 permeable-0.5269
P-glycoprotein substrateNon-substrate0.6389
P-glycoprotein inhibitor INon-inhibitor0.7454
P-glycoprotein inhibitor IINon-inhibitor0.8852
Renal organic cation transporterNon-inhibitor0.8678
CYP450 2C9 substrateNon-substrate0.638
CYP450 2D6 substrateNon-substrate0.816
CYP450 3A4 substrateSubstrate0.5076
CYP450 1A2 substrateInhibitor0.6011
CYP450 2C9 inhibitorNon-inhibitor0.6372
CYP450 2D6 inhibitorNon-inhibitor0.8895
CYP450 2C19 inhibitorNon-inhibitor0.5521
CYP450 3A4 inhibitorNon-inhibitor0.7914
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.5137
Ames testNon AMES toxic0.6011
CarcinogenicityNon-carcinogens0.6673
BiodegradationReady biodegradable0.6523
Rat acute toxicity2.5998 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.5925
hERG inhibition (predictor II)Non-inhibitor0.9539
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-MSNot Available
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 benzoic acids. These are organic Compounds containing a benzene ring which bears at least one carboxyl group.
Kingdom
Organic compounds
Super Class
Benzenoids
Class
Benzene and substituted derivatives
Sub Class
Benzoic acids and derivatives
Direct Parent
Benzoic acids
Alternative Parents
Benzoyl derivatives / Heteroaromatic compounds / Furans / C-nitro compounds / Propargyl-type 1,3-dipolar organic compounds / Oxacyclic compounds / Organic oxoazanium compounds / Monocarboxylic acids and derivatives / Carboxylic acids / Organopnictogen compounds
show 5 more
Substituents
Benzoic acid / Benzoyl / Furan / Heteroaromatic compound / C-nitro compound / Organic nitro compound / Carboxylic acid derivative / Carboxylic acid / Monocarboxylic acid or derivatives / Organic oxoazanium
show 14 more
Molecular Framework
Aromatic heteromonocyclic compounds
External Descriptors
Not Available

Targets

Kind
Protein
Organism
Human
Pharmacological action
Unknown
General Function
Zinc ion binding
Specific Function
Nuclear receptor that binds peroxisome proliferators such as hypolipidemic drugs and fatty acids. Once activated by a ligand, the nuclear receptor binds to DNA specific PPAR response elements (PPRE...
Gene Name
PPARG
Uniprot ID
P37231
Uniprot Name
Peroxisome proliferator-activated receptor gamma
Molecular Weight
57619.58 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 15, 2010 15:30 / Updated on December 01, 2017 16:03