1-{5-[2-(thieno[3,2-d]pyrimidin-4-ylamino)ethyl]-1,3-thiazol-2-yl}-3-[3-(trifluoromethyl)phenyl]urea

Identification

Generic Name
1-{5-[2-(thieno[3,2-d]pyrimidin-4-ylamino)ethyl]-1,3-thiazol-2-yl}-3-[3-(trifluoromethyl)phenyl]urea
DrugBank Accession Number
DB07360
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
Weight
Average: 464.487
Monoisotopic: 464.070085127
Chemical Formula
C19H15F3N6OS2
Synonyms
Not Available

Pharmacology

Indication

Not Available

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Contraindications & Blackbox Warnings
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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UAurora kinase ANot 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 n-phenylureas. These are compounds containing a N-phenylurea moiety, which is structurally characterized by a phenyl group linked to one nitrogen atom of a urea group.
Kingdom
Organic compounds
Super Class
Benzenoids
Class
Benzene and substituted derivatives
Sub Class
N-phenylureas
Direct Parent
N-phenylureas
Alternative Parents
Trifluoromethylbenzenes / Thienopyrimidines / Secondary alkylarylamines / 2,5-disubstituted thiazoles / Aminopyrimidines and derivatives / Imidolactams / Thiophenes / Heteroaromatic compounds / Ureas / Azacyclic compounds
show 6 more
Substituents
2,5-disubstituted 1,3-thiazole / Alkyl fluoride / Alkyl halide / Amine / Aminopyrimidine / Aromatic heteropolycyclic compound / Azacycle / Azole / Carbonic acid derivative / Carbonyl group
show 21 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
Not Available
InChI Key
JJHXPDTVQKWKHA-UHFFFAOYSA-N
InChI
InChI=1S/C19H15F3N6OS2/c20-19(21,22)11-2-1-3-12(8-11)27-17(29)28-18-24-9-13(31-18)4-6-23-16-15-14(5-7-30-15)25-10-26-16/h1-3,5,7-10H,4,6H2,(H,23,25,26)(H2,24,27,28,29)
IUPAC Name
3-{5-[2-({thieno[3,2-d]pyrimidin-4-yl}amino)ethyl]-1,3-thiazol-2-yl}-1-[3-(trifluoromethyl)phenyl]urea
SMILES
FC(F)(F)C1=CC=CC(NC(=O)NC2=NC=C(CCNC3=NC=NC4=C3SC=C4)S2)=C1

References

General References
Not Available
PubChem Compound
24880024
PubChem Substance
99443831
ChemSpider
23331485
BindingDB
26315
ChEMBL
CHEMBL472193
ZINC
ZINC000020149037
PDBe Ligand
AK1
PDB Entries
3d14

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 Solubility0.00349 mg/mLALOGPS
logP4ALOGPS
logP4.89Chemaxon
logS-5.1ALOGPS
pKa (Strongest Acidic)7.38Chemaxon
pKa (Strongest Basic)3.86Chemaxon
Physiological Charge-1Chemaxon
Hydrogen Acceptor Count5Chemaxon
Hydrogen Donor Count3Chemaxon
Polar Surface Area91.83 Å2Chemaxon
Rotatable Bond Count7Chemaxon
Refractivity116.11 m3·mol-1Chemaxon
Polarizability43.59 Å3Chemaxon
Number of Rings4Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleYesChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.965
Blood Brain Barrier+0.9787
Caco-2 permeable-0.6726
P-glycoprotein substrateNon-substrate0.5471
P-glycoprotein inhibitor IInhibitor0.5
P-glycoprotein inhibitor IIInhibitor0.8511
Renal organic cation transporterNon-inhibitor0.618
CYP450 2C9 substrateNon-substrate0.6566
CYP450 2D6 substrateNon-substrate0.7806
CYP450 3A4 substrateNon-substrate0.5805
CYP450 1A2 substrateInhibitor0.8941
CYP450 2C9 inhibitorInhibitor0.7941
CYP450 2D6 inhibitorNon-inhibitor0.7154
CYP450 2C19 inhibitorInhibitor0.7923
CYP450 3A4 inhibitorInhibitor0.7541
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.9403
Ames testNon AMES toxic0.5654
CarcinogenicityNon-carcinogens0.912
BiodegradationNot ready biodegradable1.0
Rat acute toxicity2.7515 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.984
hERG inhibition (predictor II)Inhibitor0.5755
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/MSsplash10-014i-0001900000-5c37585f7db9b8886839
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-03di-0920600000-b373d480565757a15821
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-014j-0011900000-8173becef3fc9634223b
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0gx0-0970300000-ec5d24f06629071bf93c
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0udi-0931300000-1f09a572e695f0f654c9
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-03dl-1910000000-e67b93f6371d707eca9b
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]-194.09479
predicted
DeepCCS 1.0 (2019)
[M+H]+196.45277
predicted
DeepCCS 1.0 (2019)
[M+Na]+202.8383
predicted
DeepCCS 1.0 (2019)

Targets

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Details
1. Aurora kinase A
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Protein serine/threonine/tyrosine kinase activity
Specific Function
Mitotic serine/threonine kinases that contributes to the regulation of cell cycle progression. Associates with the centrosome and the spindle microtubules during mitosis and plays a critical role i...
Gene Name
AURKA
Uniprot ID
O14965
Uniprot Name
Aurora kinase A
Molecular Weight
45809.03 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 21:20 / Updated at June 12, 2020 16:52