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Compound Detail

CHEMBL2392553

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COc1cc(C(=O)NC2CCN(C)CC2)ccc1Nc1ncc2c(n1)N(C1CCCC1)CC(F)(F)C(=O)N2C

Basic Information

ChEMBL ID CHEMBL2392553
Phase Preclinical
Structure Type MOL
InChI Key DJNZZLZKAXGMMC-UHFFFAOYSA-N
6
Targets
10
Activities
3
Assay Types
4
PK Parameters
20
Publications
0
Known Names

Molecular Properties

543.6
MW (Da)
3.41
ALogP
8
HBA
2
HBD
102.9
PSA (Ų)
0.57
QED
1
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C27H35F2N7O3
MW 543.62
Aromatic Rings 2
Heavy Atoms 39
NP-Likeness -1.09

Activity Summary

Kd 6 meas. best 6.92
IC50 3 meas. best 8.59
EC50 1 meas. best 8.3

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
HEK-293T
CHEMBL3706568
IC50 8.59 8.59 2.6 1
Serine/threonine-protein kinase PLK1
CHEMBL3024
IC50 8.4 8.4 4.0 1
HT-29
CHEMBL384
EC50 8.3 8.3 5.0 1
MM1.S
CHEMBL4296471
IC50 8.24 8.24 5.7 1
Bromodomain-containing protein 4
CHEMBL1163125
Kd 6.92 6.69 120.0 3
Bromodomain testis-specific protein
CHEMBL1795185
Kd 6.41 5.96 390.0 3

Pharmacokinetic Data

Parameter Value Units Species
CL 51.0 mL.min-1.kg-1 Rattus norvegicus
F 11.0 % Rattus norvegicus
T1/2 3.3 hr Rattus norvegicus
T1/2 2.833 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL5303304 U2OS 10
- 10.6019/CHEMBL5303304 HEK-293T 8
- 10.6019/CHEMBL5303304 Fibroblast 6
23664874 10.1016/j.bmcl.2013.02.083 Rattus norvegicus 4
34710325 10.1021/acs.jmedchem.1c01096 Bromodomain-containing protein 4 4
34710325 10.1021/acs.jmedchem.1c01096 Bromodomain testis-specific protein 4
34710325 10.1021/acs.jmedchem.1c01096 Serine/threonine-protein kinase PLK1 4
23664874 10.1016/j.bmcl.2013.02.083 Serine/threonine-protein kinase PLK1 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
38157838 10.1016/j.bmc.2023.117561 Unchecked 1
- 10.6019/CHEMBL5308504 Aurora kinase A 1
- 10.6019/CHEMBL5308504 Mitogen-activated protein kinase 1 1
- 10.6019/CHEMBL5308504 Glycogen synthase kinase-3 beta 1
- 10.6019/CHEMBL5308504 Cyclin-dependent kinase 2 1
- 10.6019/CHEMBL5308504 Casein kinase I isoform delta 1
- 10.6019/EOS300108 HepG2 1
34710325 10.1021/acs.jmedchem.1c01096 HEK-293T 1
34710325 10.1021/acs.jmedchem.1c01096 MM1.S 1
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 1
23664874 10.1016/j.bmcl.2013.02.083 HT-29 1

Data from ChEMBL 36 via Core Engine