Thiocoumarin

Identification

Name
Thiocoumarin
Accession Number
DB02462  (EXPT01399)
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: 263.355
Monoisotopic: 263.097999483
Chemical Formula
C14H17NO2S
InChI Key
DIOZFKOOIBATNZ-UHFFFAOYSA-N
InChI
InChI=1S/C14H17NO2S/c1-15(2)8-5-9-17-12-10-14(16)18-13-7-4-3-6-11(12)13/h3-4,6-7,10H,5,8-9H2,1-2H3
IUPAC Name
4-[3-(dimethylamino)propoxy]-2H-thiochromen-2-one
SMILES
CN(C)CCCOC1=CC(=O)SC2=CC=CC=C12

Pharmacology

Indication
Not Available
Structured Indications
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UNitric oxide synthase, inducibleNot 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
657073
PubChem Substance
46508183
ChemSpider
571284
HET
FC1
PDB Entries
2bhj

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 Solubility0.295 mg/mLALOGPS
logP2.71ALOGPS
logP1.88ChemAxon
logS-3ALOGPS
pKa (Strongest Basic)9.46ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area29.54 Å2ChemAxon
Rotatable Bond Count5ChemAxon
Refractivity77.52 m3·mol-1ChemAxon
Polarizability28.9 Å3ChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9883
Blood Brain Barrier+0.9467
Caco-2 permeable+0.7074
P-glycoprotein substrateSubstrate0.7593
P-glycoprotein inhibitor IInhibitor0.6364
P-glycoprotein inhibitor IIInhibitor0.5521
Renal organic cation transporterInhibitor0.7436
CYP450 2C9 substrateNon-substrate0.7411
CYP450 2D6 substrateSubstrate0.5587
CYP450 3A4 substrateSubstrate0.7029
CYP450 1A2 substrateInhibitor0.8634
CYP450 2C9 inhibitorNon-inhibitor0.6447
CYP450 2D6 inhibitorInhibitor0.5185
CYP450 2C19 inhibitorNon-inhibitor0.7928
CYP450 3A4 inhibitorNon-inhibitor0.6975
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.7155
Ames testNon AMES toxic0.5658
CarcinogenicityNon-carcinogens0.8607
BiodegradationNot ready biodegradable0.9517
Rat acute toxicity2.6619 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.7072
hERG inhibition (predictor II)Inhibitor0.5869
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 thiochromenes. These are organosulfur compounds that are analogues to chromene, with the difference that a sulfur atom replaces the oxygen atom.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Thiochromenes
Sub Class
Not Available
Direct Parent
Thiochromenes
Alternative Parents
1-benzothiopyrans / Alkyl aryl ethers / Benzenoids / Vinylogous esters / Heteroaromatic compounds / Carbothioic S-lactones / Trialkylamines / Organopnictogen compounds / Organic oxides / Hydrocarbon derivatives
Substituents
Thiochromene / Benzothiopyran / 1-benzothiopyran / Alkyl aryl ether / Benzenoid / Carbothioic s-lactone / Vinylogous ester / Heteroaromatic compound / Tertiary aliphatic amine / Tertiary amine
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
Not Available

Targets

Kind
Protein
Organism
Human
Pharmacological action
Unknown
General Function
Tetrahydrobiopterin binding
Specific Function
Produces nitric oxide (NO) which is a messenger molecule with diverse functions throughout the body. In macrophages, NO mediates tumoricidal and bactericidal actions. Also has nitrosylase activity ...
Gene Name
NOS2
Uniprot ID
P35228
Uniprot Name
Nitric oxide synthase, inducible
Molecular Weight
131116.3 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 June 13, 2005 07:24 / Updated on December 01, 2017 14:58