3-[5-(3-nitrophenyl)thiophen-2-yl]propanoic acid

Identification

Generic Name
3-[5-(3-nitrophenyl)thiophen-2-yl]propanoic acid
DrugBank Accession Number
DB07139
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
Weight
Average: 277.296
Monoisotopic: 277.040878535
Chemical Formula
C13H11NO4S
Synonyms
Not Available

Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UAldose reductaseNot 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 nitrobenzenes. These are compounds containing a nitrobenzene moiety, which consists of a benzene ring with a carbon bearing a nitro group.
Kingdom
Organic compounds
Super Class
Benzenoids
Class
Benzene and substituted derivatives
Sub Class
Nitrobenzenes
Direct Parent
Nitrobenzenes
Alternative Parents
Nitroaromatic compounds / 2,5-disubstituted thiophenes / Heteroaromatic compounds / Propargyl-type 1,3-dipolar organic compounds / Organic oxoazanium compounds / Monocarboxylic acids and derivatives / Carboxylic acids / Organopnictogen compounds / Organonitrogen compounds / Organic oxides
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Substituents
2,5-disubstituted thiophene / Allyl-type 1,3-dipolar organic compound / Aromatic heteromonocyclic compound / C-nitro compound / Carbonyl group / Carboxylic acid / Carboxylic acid derivative / Heteroaromatic compound / Hydrocarbon derivative / Monocarboxylic acid or derivatives
show 14 more
Molecular Framework
Aromatic heteromonocyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
Not Available
InChI Key
IHKCOKRMJRDWAL-UHFFFAOYSA-N
InChI
InChI=1S/C13H11NO4S/c15-13(16)7-5-11-4-6-12(19-11)9-2-1-3-10(8-9)14(17)18/h1-4,6,8H,5,7H2,(H,15,16)
IUPAC Name
3-[5-(3-nitrophenyl)thiophen-2-yl]propanoic acid
SMILES
OC(=O)CCC1=CC=C(S1)C1=CC(=CC=C1)[N+]([O-])=O

References

General References
Not Available
PubChem Compound
25210476
PubChem Substance
99443610
ChemSpider
25056818
ZINC
ZINC000039131891
PDBe Ligand
53N
PDB Entries
3dn5 / 4yu1

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 Solubility0.00483 mg/mLALOGPS
logP3.67ALOGPS
logP3.55Chemaxon
logS-4.8ALOGPS
pKa (Strongest Acidic)4.37Chemaxon
Physiological Charge-1Chemaxon
Hydrogen Acceptor Count4Chemaxon
Hydrogen Donor Count1Chemaxon
Polar Surface Area80.44 Å2Chemaxon
Rotatable Bond Count5Chemaxon
Refractivity70.25 m3·mol-1Chemaxon
Polarizability27.67 Å3Chemaxon
Number of Rings2Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.9063
Blood Brain Barrier+0.7933
Caco-2 permeable-0.5519
P-glycoprotein substrateNon-substrate0.8194
P-glycoprotein inhibitor INon-inhibitor0.9003
P-glycoprotein inhibitor IINon-inhibitor0.9255
Renal organic cation transporterNon-inhibitor0.9328
CYP450 2C9 substrateNon-substrate0.6519
CYP450 2D6 substrateNon-substrate0.8252
CYP450 3A4 substrateNon-substrate0.6006
CYP450 1A2 substrateInhibitor0.6377
CYP450 2C9 inhibitorNon-inhibitor0.7377
CYP450 2D6 inhibitorNon-inhibitor0.8981
CYP450 2C19 inhibitorNon-inhibitor0.7449
CYP450 3A4 inhibitorNon-inhibitor0.9615
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.7727
Ames testAMES toxic0.8595
CarcinogenicityNon-carcinogens0.7637
BiodegradationNot ready biodegradable0.6324
Rat acute toxicity2.5952 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9411
hERG inhibition (predictor II)Non-inhibitor0.9189
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-MSsplash10-001i-0190000000-b739583c5269a0787790
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]-151.40018
predicted
DeepCCS 1.0 (2019)
[M+H]+154.09181
predicted
DeepCCS 1.0 (2019)
[M+Na]+161.94766
predicted
DeepCCS 1.0 (2019)

Targets

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Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Glyceraldehyde oxidoreductase activity
Specific Function
Catalyzes the NADPH-dependent reduction of a wide variety of carbonyl-containing compounds to their corresponding alcohols with a broad range of catalytic efficiencies.
Gene Name
AKR1B1
Uniprot ID
P15121
Uniprot Name
Aldose reductase
Molecular Weight
35853.125 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 21:19 / Updated at June 12, 2020 16:52