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Compound Detail

CHEMBL5556372

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COc1ccc(C(=O)Nc2cc(-c3ccnc(N4CCC(O)CC4)c3)ccn2)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL5556372
Phase Preclinical
Structure Type MOL
InChI Key NLRHVKWCIIKLON-UHFFFAOYSA-N
11
Targets
13
Activities
1
Assay Types
5
PK Parameters
20
Publications
0
Known Names

Molecular Properties

404.5
MW (Da)
3.37
ALogP
6
HBA
2
HBD
87.6
PSA (Ų)
0.68
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C23H24N4O3
MW 404.47
Aromatic Rings 3
Heavy Atoms 30
NP-Likeness -1.07

Activity Summary

IC50 13 meas. best 7.36

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
MDA-MB-231
CHEMBL400
 IC50 7.36 6.6167 44.0 3
Hs-578T
CHEMBL614645
 IC50 6.88 6.88 131.0 1
BT-549
CHEMBL614072
 IC50 6.83 6.83 147.0 1
HeLa
CHEMBL399
 IC50 6.8 6.8 158.0 1
MRC5
CHEMBL614181
 IC50 6.47 6.47 335.0 1
HepG2
CHEMBL395
 IC50 6.41 6.41 392.0 1
4T1
CHEMBL612589
 IC50 6.36 6.36 441.0 1
HK-2
CHEMBL4296428
 IC50 6.32 6.32 481.0 1
MCF-10A
CHEMBL614321
 IC50 6.3 6.3 498.0 1
L02
CHEMBL4296457
 IC50 6.12 6.12 756.0 1
A549
CHEMBL392
 IC50 5.64 5.64 2305.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 17042.05 ng.hr.mL-1 Rattus norvegicus
AUC 17042.17 ng.hr.mL-1 Rattus norvegicus
MRT 1.26 hr Rattus norvegicus
T1/2 1.67 hr Rattus norvegicus
Tmax 0.5 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
MDA-MB-231 IC50 = 44.0 nM 7.36 Antiproliferative activity against human MDA-MB-231 cells assessed as inhibition... 37837671
Hs-578T IC50 = 131.0 nM 6.88 Antiproliferative activity against human Hs-578T cells assessed as inhibition of... 37837671
BT-549 IC50 = 147.0 nM 6.83 Antiproliferative activity against human BT-549 cells assessed as inhibition of ... 37837671
HeLa IC50 = 158.0 nM 6.8 Antiproliferative activity against human HeLa cells assessed as inhibition of ce... 37837671
MDA-MB-231 IC50 = 201.0 nM 6.7 Antiproliferative activity against human MDA-MB-231 cells transfected with shCDK... 37837671
MRC5 IC50 = 335.0 nM 6.47 Cytotoxicity against human MRC5 cells assessed as inhibition of cell growth incu... 37837671
HepG2 IC50 = 392.0 nM 6.41 Antiproliferative activity against human HepG2 cells assessed as inhibition of c... 37837671
4T1 IC50 = 441.0 nM 6.36 Antiproliferative activity against mouse 4T1 cells assessed as inhibition of cel... 37837671
HK-2 IC50 = 481.0 nM 6.32 Cytotoxicity against HK-2 cells assessed as inhibition of cell growth incubated ... 37837671
MCF-10A IC50 = 498.0 nM 6.3 Cytotoxicity against human MCF-10A cells assessed as inhibition of cell growth i... 37837671
L02 IC50 = 756.0 nM 6.12 Cytotoxicity against human L02 cells assessed as inhibition of cell growth incub... 37837671
MDA-MB-231 IC50 = 1610.0 nM 5.79 Antiproliferative activity against human MDA-MB-231 cells assessed as inhibition... 37837671
A549 IC50 = 2305.0 nM 5.64 Antiproliferative activity against human A549 cells assessed as inhibition of ce... 37837671

Literature References

PubMed DOI Target Context # Activities
37837671 10.1016/j.ejmech.2023.115858 MDA-MB-231 43
37837671 10.1016/j.ejmech.2023.115858 ADMET 22
37837671 10.1016/j.ejmech.2023.115858 Cyclin-dependent kinase 9 7
37837671 10.1016/j.ejmech.2023.115858 4T1 6
37837671 10.1016/j.ejmech.2023.115858 Unchecked 5
37837671 10.1016/j.ejmech.2023.115858 CDK9/cyclin T1 4
37837671 10.1016/j.ejmech.2023.115858 Cyclin-T1 2
37837671 10.1016/j.ejmech.2023.115858 Cyclin-dependent kinase 12 1
38885173 10.1021/acs.jmedchem.4c00233 Cyclin-dependent kinase 9 1
37837671 10.1016/j.ejmech.2023.115858 MRC5 1
37837671 10.1016/j.ejmech.2023.115858 HK-2 1
37837671 10.1016/j.ejmech.2023.115858 HepG2 1
37837671 10.1016/j.ejmech.2023.115858 Hs-578T 1
37837671 10.1016/j.ejmech.2023.115858 HeLa 1
37837671 10.1016/j.ejmech.2023.115858 A549 1
37837671 10.1016/j.ejmech.2023.115858 L02 1
37837671 10.1016/j.ejmech.2023.115858 MCF-10A 1
37837671 10.1016/j.ejmech.2023.115858 BT-549 1
37837671 10.1016/j.ejmech.2023.115858 Cyclin-dependent kinase 7/ cyclin H 1
38564299 10.1021/acs.jmedchem.4c00312 HEK-293T 1

Data from ChEMBL 36 via Core Engine