NAV

[(4R)-4-(3-HYDROXYPHENYL)-1,6-DIMETHYL-2-THIOXO-1,2,3,4-TETRAHYDROPYRIMIDIN-5-YL](PHENYL)METHANONE

Identification

Generic Name
[(4R)-4-(3-HYDROXYPHENYL)-1,6-DIMETHYL-2-THIOXO-1,2,3,4-TETRAHYDROPYRIMIDIN-5-YL](PHENYL)METHANONE
DrugBank Accession Number
DB08198
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 338.423
Monoisotopic: 338.10889852
Chemical Formula
C19H18N2O2S
Synonyms
Not Available
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Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UKinesin-like protein KIF11Not 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
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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 benzoyl derivatives. These are organic compounds containing an acyl moiety of benzoic acid with the formula (C6H5CO-).
Kingdom
Organic compounds
Super Class
Benzenoids
Class
Benzene and substituted derivatives
Sub Class
Benzoyl derivatives
Direct Parent
Benzoyl derivatives
Alternative Parents
Aryl ketones / Pyrimidinethiones / 2-Thiopyrimidines / 1-hydroxy-4-unsubstituted benzenoids / 1-hydroxy-2-unsubstituted benzenoids / Hydropyrimidines / Vinylogous amides / Thioureas / Azacyclic compounds / Organopnictogen compounds
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Substituents
1,2,3,4-tetrahydropyrimidine / 1-hydroxy-2-unsubstituted benzenoid / 1-hydroxy-4-unsubstituted benzenoid / 2-thiopyrimidine / Aromatic heteromonocyclic compound / Aryl ketone / Azacycle / Benzoyl / Hydrocarbon derivative / Hydropyrimidine
show 15 more
Molecular Framework
Aromatic heteromonocyclic compounds
External Descriptors
thiocarboxamide, pyrimidinethione (CHEBI:43993)
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
Not Available
InChI Key
JGBBILLMZPWNFU-QGZVFWFLSA-N
InChI
InChI=1S/C19H18N2O2S/c1-12-16(18(23)13-7-4-3-5-8-13)17(20-19(24)21(12)2)14-9-6-10-15(22)11-14/h3-11,17,22H,1-2H3,(H,20,24)/t17-/m1/s1
IUPAC Name
(4R)-5-benzoyl-4-(3-hydroxyphenyl)-1,6-dimethyl-1,2,3,4-tetrahydropyrimidine-2-thione
SMILES
[H][C@@]1(NC(=S)N(C)C(C)=C1C(=O)C1=CC=CC=C1)C1=CC(O)=CC=C1

References

General References
Not Available
PubChem Compound
15942673
PubChem Substance
99444669
ChemSpider
13085342
BindingDB
50260279
ChEMBL
CHEMBL522806
ZINC
ZINC000034778317
PDBe Ligand
MOY
PDB Entries
2ieh

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 Solubility0.0149 mg/mLALOGPS
logP3.23ALOGPS
logP3.07Chemaxon
logS-4.4ALOGPS
pKa (Strongest Acidic)9.39Chemaxon
pKa (Strongest Basic)-6Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count2Chemaxon
Hydrogen Donor Count2Chemaxon
Polar Surface Area52.57 Å2Chemaxon
Rotatable Bond Count3Chemaxon
Refractivity100.6 m3·mol-1Chemaxon
Polarizability35.55 Å3Chemaxon
Number of Rings3Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.966
Blood Brain Barrier-0.744
Caco-2 permeable+0.5613
P-glycoprotein substrateNon-substrate0.5902
P-glycoprotein inhibitor IInhibitor0.6713
P-glycoprotein inhibitor IINon-inhibitor0.774
Renal organic cation transporterNon-inhibitor0.7929
CYP450 2C9 substrateNon-substrate0.7506
CYP450 2D6 substrateNon-substrate0.8041
CYP450 3A4 substrateNon-substrate0.5584
CYP450 1A2 substrateNon-inhibitor0.5
CYP450 2C9 inhibitorInhibitor0.6929
CYP450 2D6 inhibitorNon-inhibitor0.8138
CYP450 2C19 inhibitorInhibitor0.6985
CYP450 3A4 inhibitorNon-inhibitor0.6375
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.8767
Ames testNon AMES toxic0.6367
CarcinogenicityNon-carcinogens0.8578
BiodegradationNot ready biodegradable0.9886
Rat acute toxicity2.3619 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.8742
hERG inhibition (predictor II)Non-inhibitor0.7125
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/MSsplash10-000i-0019000000-fa8da86db099fdee3ceb
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-000i-0009000000-eee9d9b785ed24bd01d6
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0a4r-0934000000-e2a9a12ade253a2f25a1
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-052s-2679000000-5c55704f18b2d38e6b43
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0pdi-9740000000-77693c523b434b2a1514
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0aov-9830000000-43334bed8630ff307666
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]-176.91075
predicted
DeepCCS 1.0 (2019)
[M+H]+179.26875
predicted
DeepCCS 1.0 (2019)
[M+Na]+185.55974
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. Kinesin-like protein KIF11
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Protein kinase binding
Specific Function
Motor protein required for establishing a bipolar spindle. Blocking of KIF11 prevents centrosome migration and arrest cells in mitosis with monoastral microtubule arrays.
Gene Name
KIF11
Uniprot ID
P52732
Uniprot Name
Kinesin-like protein KIF11
Molecular Weight
119158.025 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 September 15, 2010 21:29 / Updated at June 12, 2020 16:52