NAV

Thiocoumarin

Identification

Generic Name
Thiocoumarin
DrugBank Accession Number
DB02462
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 263.355
Monoisotopic: 263.097999483
Chemical Formula
C14H17NO2S
Synonyms
Not Available
Poor quality drug data slowing you down?
Unlock 38% more drug discovery time and eliminate decision-making doubts with this one-stop guide to quality drug data.
Download eBook
Poor quality drug data slowing you down?
Download eBook

Pharmacology

Indication

Not Available

Reduce drug development failure rates
Build, train, & validate machine-learning models
with evidence-based and structured datasets.
See how
Build, train, & validate predictive machine-learning models with structured datasets.
See how
Contraindications & Blackbox Warnings
Prevent Adverse Drug Events Today
Tap into our Clinical API for life-saving information on contraindications & blackbox warnings, population restrictions, harmful risks, & more.
Learn more
Avoid life-threatening adverse drug events with our Clinical API
Learn more
Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UNitric oxide synthase, inducibleNot 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
Improve decision support & research outcomes
With structured adverse effects data, including: blackbox warnings, adverse reactions, warning & precautions, & incidence rates. View sample adverse effects data in our new Data Library!
See the data
Improve decision support & research outcomes with our structured adverse effects data.
See a data sample
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 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
1-benzothiopyran / Alkyl aryl ether / Amine / Aromatic heteropolycyclic compound / Benzenoid / Benzothiopyran / Carbothioic s-lactone / Ether / Heteroaromatic compound / Hydrocarbon derivative
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
CM773J3THB
CAS number
Not Available
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

References

General References
Not Available
PubChem Compound
657073
PubChem Substance
46508183
ChemSpider
571284
ZINC
ZINC000012502122
PDBe Ligand
FC1
PDB Entries
2bhj

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 Solubility0.295 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-MSsplash10-0pbc-9640000000-e8e2360f789312c076a0
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-03di-1090000000-94836cde4845ea24c6d3
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-03di-0190000000-9a15ad1580c04812e607
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0300-8290000000-add908e3fe9abecfe43c
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-03fr-1950000000-ad46ca0fda7981d7890a
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-004i-2900000000-f0b722b7ae3b5a5d36c0
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0a4i-1900000000-12058bd9c149de8e6b3a
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]-152.80968
predicted
DeepCCS 1.0 (2019)
[M+H]+155.16768
predicted
DeepCCS 1.0 (2019)
[M+Na]+162.94196
predicted
DeepCCS 1.0 (2019)

Targets

Build, predict & validate machine-learning models
Use our structured and evidence-based datasets to unlock new
insights and accelerate drug research.
Learn more
Use our structured and evidence-based datasets to unlock new insights and accelerate drug research.
Learn more
Details1. Nitric oxide synthase, inducible
Kind
Protein
Organism
Humans
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. [Article]

Drug created at June 13, 2005 13:24 / Updated at July 02, 2020 13:17