Identification
NameThiocoumarin
Accession NumberDB02462  (EXPT01399)
TypeSmall Molecule
GroupsExperimental
DescriptionNot Available
Structure
Thumb
SynonymsNot Available
External IDs Not Available
Product Ingredients Not Available
Approved Prescription ProductsNot Available
Approved Generic Prescription ProductsNot Available
Approved Over the Counter ProductsNot Available
Unapproved/Other Products Not Available
International BrandsNot Available
Brand mixturesNot Available
CategoriesNot Available
UNIINot Available
CAS numberNot Available
WeightAverage: 263.355
Monoisotopic: 263.097999483
Chemical FormulaC14H17NO2S
InChI KeyDIOZFKOOIBATNZ-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
IndicationNot Available
Structured Indications Not Available
PharmacodynamicsNot Available
Mechanism of action
TargetKindPharmacological actionActionsOrganismUniProt ID
Nitric oxide synthase, inducibleProteinunknownNot AvailableHumanP35228 details
Related Articles
AbsorptionNot Available
Volume of distributionNot Available
Protein bindingNot Available
MetabolismNot Available
Route of eliminationNot Available
Half lifeNot Available
ClearanceNot Available
ToxicityNot Available
Affected organismsNot Available
PathwaysNot Available
Pharmacogenomic Effects/ADRs Not Available
Interactions
Drug Interactions Not Available
Food InteractionsNot Available
References
Synthesis ReferenceNot Available
General ReferencesNot Available
External Links
ATC CodesNot Available
AHFS CodesNot Available
PDB Entries
FDA labelNot Available
MSDSNot Available
Clinical Trials
Clinical Trials Not Available
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
StateSolid
Experimental PropertiesNot 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
SpectraNot Available
Taxonomy
DescriptionThis compound belongs to the class of chemical entities known as thiochromenes. These are organosulfur compounds that are analogues to chromene, with the difference that a sulfur atom replaces the oxygen atom.
KingdomChemical entities
Super ClassOrganic compounds
ClassOrganoheterocyclic compounds
Sub ClassThiochromenes
Direct ParentThiochromenes
Alternative Parents1-benzothiopyrans / Alkyl aryl ethers / Benzenoids / Vinylogous esters / Heteroaromatic compounds / Carbothioic S-lactones / Trialkylamines / Organopnictogen compounds / Organic oxides / Hydrocarbon derivatives
SubstituentsThiochromene / Benzothiopyran / 1-benzothiopyran / Alkyl aryl ether / Benzenoid / Carbothioic s-lactone / Vinylogous ester / Heteroaromatic compound / Tertiary aliphatic amine / Tertiary amine
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot 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 and mediates cysteine S-nitrosylation of cytoplasmic target proteins such COX2. As component of the iNOS-S100A8/9 transnitrosylase complex involved in the selective inflammatory stimulus-dependent S-n...
Gene Name:
NOS2
Uniprot ID:
P35228
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 July 18, 2017 17:09