4,5-bis(4-methoxyphenyl)-2-thiophen-2-yl-1H-imidazole

Identification

Name
4,5-bis(4-methoxyphenyl)-2-thiophen-2-yl-1H-imidazole
Accession Number
DB08383
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: 362.445
Monoisotopic: 362.10889852
Chemical Formula
C21H18N2O2S
InChI Key
XBMULXNXJLWLLD-UHFFFAOYSA-N
InChI
InChI=1S/C21H18N2O2S/c1-24-16-9-5-14(6-10-16)19-20(15-7-11-17(25-2)12-8-15)23-21(22-19)18-4-3-13-26-18/h3-13H,1-2H3,(H,22,23)
IUPAC Name
4,5-bis(4-methoxyphenyl)-2-(thiophen-2-yl)-1H-imidazole
SMILES
COC1=CC=C(C=C1)C1=C(N=C(N1)C1=CC=CS1)C1=CC=C(OC)C=C1

Pharmacology

Indication
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UcAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10ANot 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
Toxicity
Not Available
Affected organisms
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

References

General References
Not Available
External Links
PubChem Compound
1122713
PubChem Substance
99444854
ChemSpider
955984
BindingDB
31589
ChEMBL
CHEMBL1235237
ZINC
ZINC000000860663
PDBe Ligand
PF4
PDB Entries
3hqw

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 Solubility0.00102 mg/mLALOGPS
logP5.29ALOGPS
logP4.94ChemAxon
logS-5.6ALOGPS
pKa (Strongest Acidic)11.4ChemAxon
pKa (Strongest Basic)4.33ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area47.14 Å2ChemAxon
Rotatable Bond Count5ChemAxon
Refractivity113.71 m3·mol-1ChemAxon
Polarizability40.01 Å3ChemAxon
Number of Rings4ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+1.0
Blood Brain Barrier+0.9496
Caco-2 permeable+0.5126
P-glycoprotein substrateNon-substrate0.6128
P-glycoprotein inhibitor INon-inhibitor0.8138
P-glycoprotein inhibitor IINon-inhibitor0.8359
Renal organic cation transporterNon-inhibitor0.7842
CYP450 2C9 substrateNon-substrate0.722
CYP450 2D6 substrateNon-substrate0.7897
CYP450 3A4 substrateNon-substrate0.6188
CYP450 1A2 substrateInhibitor0.9613
CYP450 2C9 inhibitorNon-inhibitor0.5197
CYP450 2D6 inhibitorNon-inhibitor0.7434
CYP450 2C19 inhibitorInhibitor0.8829
CYP450 3A4 inhibitorInhibitor0.7017
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.9292
Ames testAMES toxic0.849
CarcinogenicityNon-carcinogens0.9346
BiodegradationNot ready biodegradable0.9729
Rat acute toxicity2.0617 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9782
hERG inhibition (predictor II)Non-inhibitor0.7415
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 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 phenylimidazoles. These are polycyclic aromatic compounds containing a benzene ring linked to an imidazole ring through a CC or CN bond.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Azoles
Sub Class
Imidazoles
Direct Parent
Phenylimidazoles
Alternative Parents
Phenoxy compounds / Methoxybenzenes / Anisoles / 2,4,5-trisubstituted imidazoles / Alkyl aryl ethers / Thiophenes / Heteroaromatic compounds / Azacyclic compounds / Organopnictogen compounds / Organonitrogen compounds
show 1 more
Substituents
5-phenylimidazole / 4-phenylimidazole / 2,4,5-trisubstituted-imidazole / Phenoxy compound / Anisole / Phenol ether / Methoxybenzene / Trisubstituted imidazole / Alkyl aryl ether / Monocyclic benzene moiety
show 12 more
Molecular Framework
Aromatic heteromonocyclic compounds
External Descriptors
Not Available

Targets

Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Metal ion binding
Specific Function
Plays a role in signal transduction by regulating the intracellular concentration of cyclic nucleotides. Can hydrolyze both cAMP and cGMP, but has higher affinity for cAMP and is more efficient wit...
Gene Name
PDE10A
Uniprot ID
Q9Y233
Uniprot Name
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A
Molecular Weight
88411.71 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 15:31 / Updated on June 12, 2020 10:52

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