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Compound Detail

CHEMBL5084426

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COc1cnccc1Nc1nc(-c2nn(Cc3c(F)cc(OCCO)cc3F)c3ccccc23)ncc1OC

Basic Information

ChEMBL ID CHEMBL5084426
Phase Preclinical
Structure Type MOL
InChI Key QVOGVAVHOLLLAZ-UHFFFAOYSA-N
6
Targets
21
Activities
4
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

534.5
MW (Da)
4.35
ALogP
10
HBA
2
HBD
116.4
PSA (Ų)
0.27
QED
1
Ro5 Violations
10
Rot. Bonds

Drug Information

Molecule Type Unknown
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug Chemical Probe

Extended Properties

Molecular Formula C27H24F2N6O4
MW 534.52
Aromatic Rings 5
Heavy Atoms 39
NP-Likeness -1.12

Activity Summary

IC50 11 meas. best 9.0
Kd 7 meas. best 8.68
Ki 2 meas. best 5.03
EC50 1 meas. best 8.21

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Mitotic checkpoint serine/threonine-protein kinase BUB1
CHEMBL1772932
IC50 9.0 7.777 1.0 10
Mitotic checkpoint serine/threonine-protein kinase BUB1
CHEMBL1772932
Kd 8.68 8.6133 2.1 3
Mitotic checkpoint serine/threonine-protein kinase BUB1
CHEMBL1772932
EC50 8.21 8.21 6.1 1
Serine/threonine-protein kinase 10
CHEMBL3981
Kd 7.24 7.24 57.0 2
Sodium/nucleoside cotransporter 1
CHEMBL5551
IC50 6.43 6.43 370.0 1
Serine/threonine-protein kinase MRCK gamma
CHEMBL5615
Kd 6.07 6.07 850.0 1
Epithelial discoidin domain-containing receptor 1
CHEMBL5319
Kd 5.64 5.64 2300.0 1
5-hydroxytryptamine receptor 1A
CHEMBL214
Ki 5.03 5.03 9332.5 2

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Mitotic checkpoint serine/threonine-protein kinase BUB1 IC50 = 1.0 nM 9.0 ePCA binding competition (equilibrium binding assay) -
Mitotic checkpoint serine/threonine-protein kinase BUB1 IC50 = 1.3 nM 8.89 Selectivity interaction (Kinetic probe competition assay (kPCA)) EUB0001548a BUB... -
Mitotic checkpoint serine/threonine-protein kinase BUB1 Kd = 2.1 nM 8.68 Selectivity interaction (Solid-phase-binding kinetics measurements (SPR using av... -
Mitotic checkpoint serine/threonine-protein kinase BUB1 Kd = 2.1 nM 8.68 BUB1 surface plasmon resonance (SPR) assay -
Mitotic checkpoint serine/threonine-protein kinase BUB1 IC50 = 3.3 nM 8.48 Selectivity interaction (KinomeScan (DiscoverX, competition binding assay)) EUB0... -
Mitotic checkpoint serine/threonine-protein kinase BUB1 Kd = 3.3 nM 8.48 BUB1 DiscoveRx kinase panel -
Mitotic checkpoint serine/threonine-protein kinase BUB1 IC50 = 4.3 nM 8.37 Selectivity interaction (TR-FRET kinase assay ) EUB0001548a BUB1 -
Mitotic checkpoint serine/threonine-protein kinase BUB1 EC50 = 6.1 nM 8.21 TR-FRET -
Mitotic checkpoint serine/threonine-protein kinase BUB1 IC50 = 6.5 nM 8.19 BUB1 biochemical assay (low ATP) -
Mitotic checkpoint serine/threonine-protein kinase BUB1 IC50 = 6.5 nM 8.19 Affinity Biochemical interaction: (TR-FRET kinase assay (at 10 uM ATP)) EUB00015... -
Mitotic checkpoint serine/threonine-protein kinase BUB1 IC50 = 29.0 nM 7.54 Affinity On-target Cellular interaction: (Phospho-histone assay (inhibition of h... -
Mitotic checkpoint serine/threonine-protein kinase BUB1 IC50 = 29.0 nM 7.54 Abrogation of histone H2A-Thr120 phosphorylation -
Serine/threonine-protein kinase 10 Kd = 57.0 nM 7.24 LOK DiscoveRx kinase panel -
Serine/threonine-protein kinase 10 Kd = 57.0 nM 7.24 Selectivity interaction (KinomeScan (competition-binding assay, DiscoverX)) EUB0... -
Sodium/nucleoside cotransporter 1 IC50 = 370.0 nM 6.43 Selectivity interaction (Eurofins-Panlabs Screen (enzymatic assay)) EUB0001548a ... -
Serine/threonine-protein kinase MRCK gamma Kd = 850.0 nM 6.07 DMPK2 DiscoveRx kinase panel -
Mitotic checkpoint serine/threonine-protein kinase BUB1 IC50 = 1400.0 nM 5.85 Affinity Phenotypic Cellular interaction: (Cell-proliferation assay (crystal vio... -
Mitotic checkpoint serine/threonine-protein kinase BUB1 IC50 = 1900.0 nM 5.72 BUB1 biochemical assay (high ATP) -
Epithelial discoidin domain-containing receptor 1 Kd = 2300.0 nM 5.64 DDR1 DiscoveRx kinase panel -
5-hydroxytryptamine receptor 1A Ki = 9438.44 nM 5.03 GPCRScan assay: inhibition of 5-HT1A -

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL5058649 Unchecked 24
- 10.6019/CHEMBL5303304 U2OS 10
- 10.6019/CHEMBL5058649 Mitotic checkpoint serine/threonine-protein kinase BUB1 8
- 10.6019/CHEMBL5303304 Fibroblast 8
- 10.6019/CHEMBL5303304 HEK-293T 6
- 10.6019/CHEMBL5058649 Sodium-dependent dopamine transporter 4
- 10.6019/CHEMBL5058649 5-hydroxytryptamine receptor 1A 4
- 10.6019/CHEMBL5465560 Mitotic checkpoint serine/threonine-protein kinase BUB1 4
- 10.6019/CHEMBL5058649 Alpha-1D adrenergic receptor 4
- 10.6019/CHEMBL5058649 D(2) dopamine receptor 3
- 10.6019/CHEMBL5058649 5-hydroxytryptamine receptor 7 3
- 10.6019/CHEMBL5058649 Alpha-2C adrenergic receptor 3
- 10.6019/CHEMBL5058649 Voltage-dependent L-type calcium channel subunit alpha-1C 3
- 10.6019/CHEMBL5058649 Serine/threonine-protein kinase MRCK gamma 2
- 10.6019/CHEMBL5058649 Glycogen synthase kinase-3 alpha 2
- 10.6019/CHEMBL5665443 Uracil-DNA glycosylase 2
- 10.6019/CHEMBL5058649 Serine/threonine-protein kinase 10 2
- 10.6019/CHEMBL5058649 Histamine H1 receptor 2
- 10.6019/CHEMBL5058649 D(1A) dopamine receptor 2
- 10.6019/CHEMBL5058649 Ribosomal protein S6 kinase alpha-3 2

Data from ChEMBL 36 via Core Engine