6-(2-fluorobenzyl)-2,4-dimethyl-4,6-dihydro-5H-thieno[2',3':4,5]pyrrolo[2,3-d]pyridazin-5-one

Identification

Name
6-(2-fluorobenzyl)-2,4-dimethyl-4,6-dihydro-5H-thieno[2',3':4,5]pyrrolo[2,3-d]pyridazin-5-one
Accession Number
DB07628
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: 327.376
Monoisotopic: 327.08416098
Chemical Formula
C17H14FN3OS
InChI Key
IEWYEWDDQWYJLU-UHFFFAOYSA-N
InChI
InChI=1S/C17H14FN3OS/c1-10-7-14-16(23-10)12-8-19-21(17(22)15(12)20(14)2)9-11-5-3-4-6-13(11)18/h3-8H,9H2,1-2H3
IUPAC Name
10-[(2-fluorophenyl)methyl]-4,7-dimethyl-3-thia-7,10,11-triazatricyclo[6.4.0.0²,⁶]dodeca-1(8),2(6),4,11-tetraen-9-one
SMILES
CN1C2=C(SC(C)=C2)C2=C1C(=O)N(CC1=CC=CC=C1F)N=C2

Pharmacology

Indication
Not Available
Structured Indications
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UPyruvate kinase PKMNot 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
654376
PubChem Substance
99444099
ChemSpider
568868
ChEBI
93430
ChEMBL
CHEMBL1084625
HET
D8G
PDB Entries
3h6o

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 Solubility0.0528 mg/mLALOGPS
logP3.09ALOGPS
logP3.86ChemAxon
logS-3.8ALOGPS
pKa (Strongest Basic)-2.5ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area37.6 Å2ChemAxon
Rotatable Bond Count2ChemAxon
Refractivity89.71 m3·mol-1ChemAxon
Polarizability33.64 Å3ChemAxon
Number of Rings4ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+1.0
Blood Brain Barrier+0.9763
Caco-2 permeable+0.5684
P-glycoprotein substrateSubstrate0.5174
P-glycoprotein inhibitor INon-inhibitor0.6664
P-glycoprotein inhibitor IINon-inhibitor0.5362
Renal organic cation transporterInhibitor0.5
CYP450 2C9 substrateNon-substrate0.8072
CYP450 2D6 substrateNon-substrate0.7372
CYP450 3A4 substrateSubstrate0.7478
CYP450 1A2 substrateInhibitor0.8166
CYP450 2C9 inhibitorInhibitor0.6502
CYP450 2D6 inhibitorNon-inhibitor0.8613
CYP450 2C19 inhibitorInhibitor0.8665
CYP450 3A4 inhibitorInhibitor0.7476
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.9094
Ames testNon AMES toxic0.6193
CarcinogenicityNon-carcinogens0.8794
BiodegradationNot ready biodegradable1.0
Rat acute toxicity2.4444 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9791
hERG inhibition (predictor II)Inhibitor0.5129
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 thienopyrroles. These are heterocyclic compounds containing a thiophene ring fused to a pyrrole ring. Thiophene is 5-membered ring consisting of four carbon atoms and one sulfur atom. Pyrrole is 5-membered ring consisting of four carbon atoms and one nitrogen atom.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Thienopyrroles
Sub Class
Not Available
Direct Parent
Thienopyrroles
Alternative Parents
2,3,5-trisubstituted thiophenes / Pyridazinones / Fluorobenzenes / N-methylpyrroles / Aryl fluorides / Heteroaromatic compounds / Lactams / Azacyclic compounds / Organopnictogen compounds / Organooxygen compounds
show 4 more
Substituents
Thienopyrrole / 2,3,5-trisubstituted thiophene / Fluorobenzene / Halobenzene / Pyridazinone / Aryl fluoride / Aryl halide / Monocyclic benzene moiety / N-methylpyrrole / Pyridazine
show 17 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
Not Available

Targets

Kind
Protein
Organism
Human
Pharmacological action
Unknown
General Function
Pyruvate kinase activity
Specific Function
Glycolytic enzyme that catalyzes the transfer of a phosphoryl group from phosphoenolpyruvate (PEP) to ADP, generating ATP. Stimulates POU5F1-mediated transcriptional activation. Plays a general rol...
Gene Name
PKM
Uniprot ID
P14618
Uniprot Name
Pyruvate kinase PKM
Molecular Weight
57936.38 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 15:24 / Updated on December 01, 2017 15:53