Page last updated: 2024-11-13

4-[4-(5,5-dimethyl-4H-thiazol-2-yl)-1-piperazinyl]-6-propylthieno[2,3-d]pyrimidine

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Cross-References

ID SourceID
PubMed CID54765302
CHEMBL ID3586089
CHEBI ID124925
SCHEMBL ID12789963

Synonyms (40)

Synonym
HY-15222
menin-mll inhibitor mi-2
CHEBI:124925
4-(4-(5,5-dimethyl-4,5-dihydrothiazol-2-yl)piperazin-1-yl)-6-propylthieno[2,3-d]pyrimidine
AKOS016000432
4-[4-(5,5-dimethyl-4,5-dihydro-1,3-thiazol-2-yl)piperazin-1-yl]-6-propylthieno[2,3-d]pyrimidine
mi-2
1271738-62-5
CS-0771
S7618
us8993552, 70
bdbm152235
SCHEMBL12789963
CHEMBL3586089
DTXSID40716734
menin-mll inhibitor
menin-mll inhibitor 2
1-(5,5-dimethyl-4,5-dihydro-1,3-thiazol-2-yl)-4-{6-propylthieno[2,3-d]pyrimidin-4-yl}piperazine
AS-74497
4-[4-(5,5-dimethyl-4h-thiazol-2-yl)piperazin-1-yl]-6-propyl-thieno[2,3-d]pyrimidine
NCGC00345491-06
mi 2 (menin-mll inhibitor)
FT-0707243
F31160
mfcd22575021
4-[4-(5,5-dimethyl-4h-1,3-thiazol-2-yl)piperazin-1-yl]-6-propylthieno[2,3-d]pyrimidine
mi-2 (menin-mll inhibitor)
mi-2, menin-mll inhibitor 2
EX-A1565
4-(4-(5,5-dimethyl-4h-1,3-thiazol-2-yl)piperazin-1-yl)-6-propylthieno[2,3-d]pyrimidine
menin-mll inhibitor 2 pound>>mi 2 pound>>mi2
BCP11053
thieno[2,3-d]pyrimidine, 4-[4-(4,5-dihydro-5,5-dimethyl-2-thiazolyl)-1-piperazinyl]-6-propyl-
CCG-268359
Q27215237
4-[4-(5,5-dimethyl-4h-thiazol-2-yl)-1-piperazinyl]-6-propylthieno[2,3-d]pyrimidine
4-(4-(5,5-dimethyl-4,5-dihydrothiazol-2-yl)-piperazin-1-yl)-6-propylthieno[2,3-d]pyrimidine
A899077
WAC73862
AC-35931

Research Excerpts

Bioavailability

ExcerptReferenceRelevance
"The ATP-binding cassette transporter P-glycoprotein (P-gp) is known to limit both brain penetration and oral bioavailability of many chemotherapy drugs."( A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein.
Ambudkar, SV; Brimacombe, KR; Chen, L; Gottesman, MM; Guha, R; Hall, MD; Klumpp-Thomas, C; Lee, OW; Lee, TD; Lusvarghi, S; Robey, RW; Shen, M; Tebase, BG, 2019
)
0.51
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (2)

ClassDescription
N-arylpiperazine
thienopyrimidineA class of aromatic heterobicyclic compounds each of which contains a pyrimidine ring ortho fused to a 5-membered thiophene ring.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Protein Targets (4)

Potency Measurements

ProteinTaxonomyMeasurementAverage (µ)Min (ref.)Avg (ref.)Max (ref.)Bioassay(s)
cytochrome P450 family 3 subfamily A polypeptide 4Homo sapiens (human)Potency3.01120.01237.983543.2770AID1645841
cytochrome P450 2D6Homo sapiens (human)Potency0.95220.00108.379861.1304AID1645840
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
MeninHomo sapiens (human)IC50 (µMol)0.49870.44600.49870.6000AID1372683; AID1416307; AID1852518
Histone-lysine N-methyltransferase 2AHomo sapiens (human)IC50 (µMol)0.52500.45002.30935.9000AID1416307; AID1852518
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Activation Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
MeninHomo sapiens (human)Kd0.15800.15800.15800.1580AID1231905; AID1372684
Histone-lysine N-methyltransferase 2AHomo sapiens (human)Kd0.15800.15800.15800.1580AID1231905
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (42)

Processvia Protein(s)Taxonomy
osteoblast developmentMeninHomo sapiens (human)
negative regulation of osteoblast differentiationMeninHomo sapiens (human)
negative regulation of transcription by RNA polymerase IIMeninHomo sapiens (human)
MAPK cascadeMeninHomo sapiens (human)
negative regulation of protein phosphorylationMeninHomo sapiens (human)
DNA repairMeninHomo sapiens (human)
DNA damage responseMeninHomo sapiens (human)
negative regulation of cell population proliferationMeninHomo sapiens (human)
response to UVMeninHomo sapiens (human)
response to gamma radiationMeninHomo sapiens (human)
positive regulation of transforming growth factor beta receptor signaling pathwayMeninHomo sapiens (human)
negative regulation of DNA-binding transcription factor activityMeninHomo sapiens (human)
T-helper 2 cell differentiationMeninHomo sapiens (human)
negative regulation of cyclin-dependent protein serine/threonine kinase activityMeninHomo sapiens (human)
negative regulation of cell cycleMeninHomo sapiens (human)
transcription initiation-coupled chromatin remodelingMeninHomo sapiens (human)
negative regulation of DNA-templated transcriptionMeninHomo sapiens (human)
positive regulation of transcription by RNA polymerase IIMeninHomo sapiens (human)
negative regulation of JNK cascadeMeninHomo sapiens (human)
negative regulation of telomerase activityMeninHomo sapiens (human)
regulation of transcription by RNA polymerase IIMeninHomo sapiens (human)
apoptotic processHistone-lysine N-methyltransferase 2AHomo sapiens (human)
visual learningHistone-lysine N-methyltransferase 2AHomo sapiens (human)
post-embryonic developmentHistone-lysine N-methyltransferase 2AHomo sapiens (human)
anterior/posterior pattern specificationHistone-lysine N-methyltransferase 2AHomo sapiens (human)
methylationHistone-lysine N-methyltransferase 2AHomo sapiens (human)
circadian regulation of gene expressionHistone-lysine N-methyltransferase 2AHomo sapiens (human)
embryonic hemopoiesisHistone-lysine N-methyltransferase 2AHomo sapiens (human)
exploration behaviorHistone-lysine N-methyltransferase 2AHomo sapiens (human)
response to potassium ionHistone-lysine N-methyltransferase 2AHomo sapiens (human)
protein modification processHistone-lysine N-methyltransferase 2AHomo sapiens (human)
T-helper 2 cell differentiationHistone-lysine N-methyltransferase 2AHomo sapiens (human)
transcription initiation-coupled chromatin remodelingHistone-lysine N-methyltransferase 2AHomo sapiens (human)
positive regulation of DNA-templated transcriptionHistone-lysine N-methyltransferase 2AHomo sapiens (human)
positive regulation of transcription by RNA polymerase IIHistone-lysine N-methyltransferase 2AHomo sapiens (human)
fibroblast proliferationHistone-lysine N-methyltransferase 2AHomo sapiens (human)
negative regulation of fibroblast proliferationHistone-lysine N-methyltransferase 2AHomo sapiens (human)
regulation of short-term neuronal synaptic plasticityHistone-lysine N-methyltransferase 2AHomo sapiens (human)
spleen developmentHistone-lysine N-methyltransferase 2AHomo sapiens (human)
homeostasis of number of cells within a tissueHistone-lysine N-methyltransferase 2AHomo sapiens (human)
membrane depolarizationHistone-lysine N-methyltransferase 2AHomo sapiens (human)
definitive hemopoiesisHistone-lysine N-methyltransferase 2AHomo sapiens (human)
protein-containing complex assemblyHistone-lysine N-methyltransferase 2AHomo sapiens (human)
cellular response to transforming growth factor beta stimulusHistone-lysine N-methyltransferase 2AHomo sapiens (human)
negative regulation of DNA methylation-dependent heterochromatin formationHistone-lysine N-methyltransferase 2AHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (19)

Processvia Protein(s)Taxonomy
four-way junction DNA bindingMeninHomo sapiens (human)
Y-form DNA bindingMeninHomo sapiens (human)
transcription cis-regulatory region bindingMeninHomo sapiens (human)
double-stranded DNA bindingMeninHomo sapiens (human)
protein bindingMeninHomo sapiens (human)
protein-macromolecule adaptor activityMeninHomo sapiens (human)
phosphoprotein bindingMeninHomo sapiens (human)
R-SMAD bindingMeninHomo sapiens (human)
chromatin bindingMeninHomo sapiens (human)
minor groove of adenine-thymine-rich DNA bindingHistone-lysine N-methyltransferase 2AHomo sapiens (human)
chromatin bindingHistone-lysine N-methyltransferase 2AHomo sapiens (human)
protein bindingHistone-lysine N-methyltransferase 2AHomo sapiens (human)
zinc ion bindingHistone-lysine N-methyltransferase 2AHomo sapiens (human)
histone H3K4 methyltransferase activityHistone-lysine N-methyltransferase 2AHomo sapiens (human)
identical protein bindingHistone-lysine N-methyltransferase 2AHomo sapiens (human)
protein homodimerization activityHistone-lysine N-methyltransferase 2AHomo sapiens (human)
unmethylated CpG bindingHistone-lysine N-methyltransferase 2AHomo sapiens (human)
lysine-acetylated histone bindingHistone-lysine N-methyltransferase 2AHomo sapiens (human)
protein-cysteine methyltransferase activityHistone-lysine N-methyltransferase 2AHomo sapiens (human)
histone H3K4 monomethyltransferase activityHistone-lysine N-methyltransferase 2AHomo sapiens (human)
histone H3K4 trimethyltransferase activityHistone-lysine N-methyltransferase 2AHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (14)

Processvia Protein(s)Taxonomy
chromosome, telomeric regionMeninHomo sapiens (human)
nucleusMeninHomo sapiens (human)
nucleoplasmMeninHomo sapiens (human)
cytoplasmMeninHomo sapiens (human)
endoplasmic reticulum lumenMeninHomo sapiens (human)
cytosolMeninHomo sapiens (human)
nuclear matrixMeninHomo sapiens (human)
transcription repressor complexMeninHomo sapiens (human)
cleavage furrowMeninHomo sapiens (human)
MLL1/2 complexMeninHomo sapiens (human)
MLL1 complexMeninHomo sapiens (human)
chromatinMeninHomo sapiens (human)
protein-containing complexMeninHomo sapiens (human)
histone methyltransferase complexMeninHomo sapiens (human)
nucleusHistone-lysine N-methyltransferase 2AHomo sapiens (human)
nucleoplasmHistone-lysine N-methyltransferase 2AHomo sapiens (human)
cytosolHistone-lysine N-methyltransferase 2AHomo sapiens (human)
MLL1 complexHistone-lysine N-methyltransferase 2AHomo sapiens (human)
histone methyltransferase complexHistone-lysine N-methyltransferase 2AHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (17)

Assay IDTitleYearJournalArticle
AID1346987P-glycoprotein substrates identified in KB-8-5-11 adenocarcinoma cell line, qHTS therapeutic library screen2019Molecular pharmacology, 11, Volume: 96, Issue:5
A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein.
AID1347159Primary screen GU Rhodamine qHTS for Zika virus inhibitors: Unlinked NS2B-NS3 protease assay2020Proceedings of the National Academy of Sciences of the United States of America, 12-08, Volume: 117, Issue:49
Therapeutic candidates for the Zika virus identified by a high-throughput screen for Zika protease inhibitors.
AID1296008Cytotoxic Profiling of Annotated Libraries Using Quantitative High-Throughput Screening2020SLAS discovery : advancing life sciences R & D, 01, Volume: 25, Issue:1
Cytotoxic Profiling of Annotated and Diverse Chemical Libraries Using Quantitative High-Throughput Screening.
AID1347160Primary screen NINDS Rhodamine qHTS for Zika virus inhibitors2020Proceedings of the National Academy of Sciences of the United States of America, 12-08, Volume: 117, Issue:49
Therapeutic candidates for the Zika virus identified by a high-throughput screen for Zika protease inhibitors.
AID1346986P-glycoprotein substrates identified in KB-3-1 adenocarcinoma cell line, qHTS therapeutic library screen2019Molecular pharmacology, 11, Volume: 96, Issue:5
A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein.
AID1852519Antiproliferative activity against human MV4-11 cells harboring MLL-AF4 assessed as cell growth inhibition measured for 72 hrs by MTT assay2022Journal of medicinal chemistry, 10-13, Volume: 65, Issue:19
Discovery of Novel, Potent, and Selective Small-Molecule Menin-Mixed Lineage Leukemia Interaction Inhibitors through Attempting Introduction of Hydrophilic Groups.
AID1852538Reversible differentiation arrest in human MV4-11 cells at 0.1 to 10 uM measured after 7 days by flow cytometric analysis2022Journal of medicinal chemistry, 10-13, Volume: 65, Issue:19
Discovery of Novel, Potent, and Selective Small-Molecule Menin-Mixed Lineage Leukemia Interaction Inhibitors through Attempting Introduction of Hydrophilic Groups.
AID1372684Binding affinity to menin (unknown origin) by isothermal titration calorimetry2018Bioorganic & medicinal chemistry, 01-15, Volume: 26, Issue:2
Targeting protein-protein interaction between MLL1 and reciprocal proteins for leukemia therapy.
AID1372683Displacement of FITC-MBM1 from menin (unknown origin) measured after 1 hr by fluorescence polarization assay2018Bioorganic & medicinal chemistry, 01-15, Volume: 26, Issue:2
Targeting protein-protein interaction between MLL1 and reciprocal proteins for leukemia therapy.
AID1852520Antiproliferative activity against human HL-60 cells harboring MLL-AF4 assessed as cell growth inhibition measured for 72 hrs by MTT assay2022Journal of medicinal chemistry, 10-13, Volume: 65, Issue:19
Discovery of Novel, Potent, and Selective Small-Molecule Menin-Mixed Lineage Leukemia Interaction Inhibitors through Attempting Introduction of Hydrophilic Groups.
AID1231905Inhibition of menin-MLL1 interaction (unknown origin)2015Bioorganic & medicinal chemistry letters, Jul-01, Volume: 25, Issue:13
Progress towards small molecule menin-mixed lineage leukemia (MLL) interaction inhibitors with in vivo utility.
AID1852518Inhibition of Menin/fluorescein labeled MLL(4 to 43 residues) (unknown origin) protein protein interaction incubated for 1 hr by fluorescence polarization-based competitive binding assay2022Journal of medicinal chemistry, 10-13, Volume: 65, Issue:19
Discovery of Novel, Potent, and Selective Small-Molecule Menin-Mixed Lineage Leukemia Interaction Inhibitors through Attempting Introduction of Hydrophilic Groups.
AID1852539Induction of apoptosis in human MV4-11 cells incubated for 24 hrs by annexinV/PI staining based flow cytometry analysis2022Journal of medicinal chemistry, 10-13, Volume: 65, Issue:19
Discovery of Novel, Potent, and Selective Small-Molecule Menin-Mixed Lineage Leukemia Interaction Inhibitors through Attempting Introduction of Hydrophilic Groups.
AID1852537Induction of cell differentiation in human MV4-11 cells assessed as increase in CD11b expression at 10 uM measured after 7 days by flow cytometric analysis2022Journal of medicinal chemistry, 10-13, Volume: 65, Issue:19
Discovery of Novel, Potent, and Selective Small-Molecule Menin-Mixed Lineage Leukemia Interaction Inhibitors through Attempting Introduction of Hydrophilic Groups.
AID1852523Antiproliferative activity against human MV4-11 cells assessed as reduction in cell viability measured for 3 days followed by replacement with fresh medium of compound and measured after 72 hrs by cell counting assay2022Journal of medicinal chemistry, 10-13, Volume: 65, Issue:19
Discovery of Novel, Potent, and Selective Small-Molecule Menin-Mixed Lineage Leukemia Interaction Inhibitors through Attempting Introduction of Hydrophilic Groups.
AID1416307Inhibition of menin (unknown origin)-FITC-tagged MLL1 (unknown origin) protein-protein interaction after 1 hr by fluorescence polarization assay2017MedChemComm, Dec-01, Volume: 8, Issue:12
Theoretical models of inhibitory activity for inhibitors of protein-protein interactions: targeting menin-mixed lineage leukemia with small molecules.
AID1852522Antiproliferative activity against human MV4-11 cells assessed as reduction in cell viability measured for 3 days by cell counting assay2022Journal of medicinal chemistry, 10-13, Volume: 65, Issue:19
Discovery of Novel, Potent, and Selective Small-Molecule Menin-Mixed Lineage Leukemia Interaction Inhibitors through Attempting Introduction of Hydrophilic Groups.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (7)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's0 (0.00)29.6817
2010's4 (57.14)24.3611
2020's3 (42.86)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 12.48

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be weak demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index12.48 (24.57)
Research Supply Index2.08 (2.92)
Research Growth Index4.56 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (12.48)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews1 (14.29%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other6 (85.71%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]