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Compound Detail

CHEMBL2140523

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COc1cc(OC2CCN(C)CC2)ccc1Nc1ncc2c(n1)n(C1CCCC1)c(=O)n2C
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL2140523
Phase Preclinical
Structure Type MOL
InChI Key YUKWVHPTFRQHMF-UHFFFAOYSA-N
7
Targets
18
Activities
1
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

452.6
MW (Da)
3.47
ALogP
9
HBA
1
HBD
86.4
PSA (Ų)
0.61
QED
0
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C24H32N6O3
MW 452.56
Aromatic Rings 3
Heavy Atoms 33
NP-Likeness -0.89

Activity Summary

IC50 18 meas. best 8.15

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Dual specificity protein kinase TTK
CHEMBL3983
 IC50 8.15 7.3138 7.0 8
HCT-116
CHEMBL394
 IC50 6.25 5.88 560.0 2
DLD-1
CHEMBL614285
 IC50 6.14 6.14 719.0 1
HeLa
CHEMBL399
 IC50 5.88 5.62 1335.0 3
MDA-MB-468
CHEMBL614335
 IC50 5.68 5.68 2101.0 1
Aurora kinase A
CHEMBL4722
 IC50 4.68 4.68 21000.0 1
CDK2/Cyclin A2
CHEMBL3038469
 IC50 4.44 4.44 36000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Dual specificity protein kinase TTK IC50 = 7.0 nM 8.15 Inhibition of N-terminal 6XHis-tagged/GST-tagged full length human MPS1 expresse... 24256217
Dual specificity protein kinase TTK IC50 = 9.79 nM 8.01 Inhibition of recombinant human full length N-terminal GST-fused MPS1 (1 to 857 ... 35167750
Dual specificity protein kinase TTK IC50 = 35.0 nM 7.46 Inhibition of GST-fused full length human TTK compound pre-incubated for 15 mins... 25043312
Dual specificity protein kinase TTK IC50 = 35.0 nM 7.46 Inhibition of human His-tagged TTK (510 to 857)-mediated MBP phosphorylation aft... 25763473
Dual specificity protein kinase TTK IC50 = 35.0 nM 7.46 Inhibition of N-terminal GST-tagged full-length human Mps1 expressed in insect c... 31121430
Dual specificity protein kinase TTK IC50 = 35.0 nM 7.46 Inhibition of Mps1 (unknown origin) pretreated for 10 mins followed by substrate... 37037136
Dual specificity protein kinase TTK IC50 = 429.0 nM 6.37 Displacement of tracer K9 from NanoLuc-fused MPS1 (unknown origin) expressed in ... 35167750
HCT-116 IC50 = 560.0 nM 6.25 Inhibition of colony formation in human HCT-116 cells assessed as cell survival ... 26364596
Dual specificity protein kinase TTK IC50 = 720.0 nM 6.14 Inhibition of Myc-tagged wild type MPS1 autophosphorylation in human HCT116 cell... 24256217
DLD-1 IC50 = 719.0 nM 6.14 Inhibition of colony formation in human DLD-1 cells assessed as cell survival in... 26364596
HeLa IC50 = 1335.0 nM 5.88 Inhibition of colony formation in human HeLa cells assessed as cell survival inc... 26364596
MDA-MB-468 IC50 = 2101.0 nM 5.68 Antiproliferative activity against human MDA-MB-468 cells assessed inhibition of... 37037136
HeLa IC50 = 2743.0 nM 5.56 Inhibition of colony formation in human HeLa cells harboring Mps1 C604F mutant a... 26364596
HCT-116 IC50 = 3063.0 nM 5.51 Inhibition of colony formation in human HCT-116 cells harboring Mps1 I531M mutan... 26364596
HeLa IC50 = 3847.0 nM 5.42 Inhibition of colony formation in human HeLa cells harboring Mps1 I598F mutant a... 26364596
Aurora kinase A IC50 = 21000.0 nM 4.68 Inhibition of N-terminal His-tagged Aurora A (unknown origin) using 5FAM-LRRASLG... 24256217
CDK2/Cyclin A2 IC50 = 36000.0 nM 4.44 Inhibition of full length CDK2/Cyclin A (unknown origin) using 5FAMQSPKKG-CONH2 ... 24256217

Literature References

PubMed DOI Target Context # Activities
28259529 10.1016/j.bmc.2017.02.030 Dual specificity protein kinase TTK 6
26364596 10.1038/onc.2015.319 HeLa 4
35167750 10.1021/acs.jmedchem.1c01165 Dual specificity protein kinase TTK 3
26364596 10.1038/onc.2015.319 HCT-116 3
24256217 10.1021/jm401395s Dual specificity protein kinase TTK 2
26364596 10.1038/onc.2015.319 DLD-1 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
31121430 10.1016/j.ejmech.2019.04.047 Mast/stem cell growth factor receptor Kit 1
31121430 10.1016/j.ejmech.2019.04.047 Mitogen-activated protein kinase 9 1
31121430 10.1016/j.ejmech.2019.04.047 Mitogen-activated protein kinase 8 1
31121430 10.1016/j.ejmech.2019.04.047 Focal adhesion kinase 1 1
31121430 10.1016/j.ejmech.2019.04.047 Dual specificity protein kinase TTK 1
- 10.21203/rs.3.rs-23951/v1 SARS-CoV-2 1
25763473 10.1021/jm501740a Dual specificity protein kinase TTK 1
25043312 10.1016/j.bmc.2014.06.027 Dual specificity protein kinase TTK 1
24256217 10.1021/jm401395s Aurora kinase A 1
35167750 10.1021/acs.jmedchem.1c01165 Serine/threonine-protein kinase 17B 1
27559828 10.1021/acs.jmedchem.6b00438 Dual specificity protein kinase TTK 1
24256217 10.1021/jm401395s CDK2/Cyclin A2 1

Data from ChEMBL 36 via Core Engine