Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL5410031

Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
O=C(CCl)NC1CCN(c2cnc(-c3ccccc3)c(-c3ccccc3)n2)CC1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL5410031
Phase Preclinical
Structure Type MOL
InChI Key MKWLNXUIWPRODH-UHFFFAOYSA-N
13
Targets
16
Activities
1
Assay Types
18
PK Parameters
16
Publications
0
Known Names

Molecular Properties

406.9
MW (Da)
4.13
ALogP
4
HBA
1
HBD
58.1
PSA (Ų)
0.65
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C23H23ClN4O
MW 406.92
Aromatic Rings 3
Heavy Atoms 29
NP-Likeness -1.20

Activity Summary

IC50 16 meas. best 5.55

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Cyclin-dependent kinases regulatory subunit 1/S-phase kinase-associated protein 2
CHEMBL3885558
 IC50 5.55 5.55 2800.0 1
SKP1-SKP2-CKS1
CHEMBL5482973
 IC50 5.55 5.55 2800.0 1
ES-2
CHEMBL5058622
 IC50 5.44 5.44 3600.0 1
NCI-H1299
CHEMBL612255
 IC50 5.44 5.295 3600.0 2
MCF7
CHEMBL387
 IC50 5.36 5.36 4400.0 1
PC-3
CHEMBL390
 IC50 5.32 5.32 4800.0 1
MGC-803
CHEMBL3706566
 IC50 5.16 5.16 7000.0 2
Unchecked
CHEMBL612545
 IC50 5.16 5.16 7000.0 1
PC-9
CHEMBL614102
 IC50 5.09 5.09 8100.0 1
A2780
CHEMBL614004
 IC50 4.84 4.84 14300.0 1
NCI-N87
CHEMBL614197
 IC50 4.81 4.81 15500.0 1
A549
CHEMBL392
 IC50 4.74 4.74 18200.0 1
S-phase kinase-associated protein 2
CHEMBL3632458
 IC50 4.42 4.415 38500.0 2

Pharmacokinetic Data

Parameter Value Units Species
AUC 3231.5 ng.hr.mL-1 Mus musculus
AUC 3551.5 ng.hr.mL-1 Mus musculus
AUC 2636.0 hr.ng/g Mus musculus
AUClast 2443.9 hr.ng/g Mus musculus
CL 118.33 mL.min-1.kg-1 Mus musculus
CL 15.7 mg/hr/kg Mus musculus
Cmax 432.76 nM Mus musculus
Cmax 182.0 ng/g Mus musculus
T1/2 14.1 hr Mus musculus
T1/2 1.1 hr Homo sapiens
T1/2 1.08 hr Homo sapiens
T1/2 0.2717 hr Rattus norvegicus
T1/2 0.2567 hr Rattus norvegicus
T1/2 0.255 hr Mus musculus
T1/2 0.275 hr Mus musculus
T1/2 12.6 hr Mus musculus
Vd 143.3 L.kg-1 Mus musculus
Vd 170.8 L.kg-1 Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
SKP1-SKP2-CKS1 IC50 = 2800.0 nM 5.55 Inhibition of GST-tagged Skp2/Skp1 (unknown origin)/His6-tagged Cks1 (unknown or... 37204466
Cyclin-dependent kinases regulatory subunit 1/S-phase kinase-associated protein 2 IC50 = 2800.0 nM 5.55 Inhibition of GST-tagged SKP2 (unknown origin) binding to His6-tagged CKS1 (unkn... 39285177
NCI-H1299 IC50 = 3600.0 nM 5.44 Antitumor activity against human NCI-H1299 cells overexpressing Skp2 assessed as... 37204466
ES-2 IC50 = 3600.0 nM 5.44 Antitumor activity against human ES2 cells overexpressing Skp2 assessed as cell ... 37204466
MCF7 IC50 = 4400.0 nM 5.36 Antitumor activity against human MCF7 cells assessed as cell growth inhibition i... 37204466
PC-3 IC50 = 4800.0 nM 5.32 Antitumor activity against human PC-3 cells assessed as cell growth inhibition i... 37204466
MGC-803 IC50 = 7000.0 nM 5.16 Antitumor activity against human MGC-803 cells assessed as cell growth inhibitio... 37204466
Unchecked IC50 = 7000.0 nM 5.16 Antitumor activity against human EC1 cells assessed as cell growth inhibition in... 37204466
MGC-803 IC50 = 7000.0 nM 5.16 Antitumor activity against human MGC-803 cells overexpressing Skp2 assessed as c... 37204466
NCI-H1299 IC50 = 7100.0 nM 5.15 Antitumor activity against human NCI-H1299 cells assessed as cell growth inhibit... 37204466
PC-9 IC50 = 8100.0 nM 5.09 Antitumor activity against human PC-9 cells overexpressing Skp2 assessed as cell... 37204466
A2780 IC50 = 14300.0 nM 4.84 Antitumor activity against human A2780 cells with low Skp2 expression assessed a... 37204466
NCI-N87 IC50 = 15500.0 nM 4.81 Antitumor activity against human NCI-N87 cells with low Skp2 expression assessed... 37204466
A549 IC50 = 18200.0 nM 4.74 Antitumor activity against human A549 cells with low Skp2 expression assessed as... 37204466
S-phase kinase-associated protein 2 IC50 = 38500.0 nM 4.42 Inhibition of Skp2 in human PC-3 cells treated with shRNA 5'-GGACCTATCGAACTCAGTT... 37204466
S-phase kinase-associated protein 2 IC50 = 39200.0 nM 4.41 Inhibition of Skp2 in human MGC-803 cells treated with shRNA 5'-GGACCTATCGAACTCA... 37204466

Literature References

PubMed DOI Target Context # Activities
37204466 10.1021/acs.jmedchem.2c01675 PC-3 52
37204466 10.1021/acs.jmedchem.2c01675 MGC-803 50
37204466 10.1021/acs.jmedchem.2c01675 ADMET 37
37204466 10.1021/acs.jmedchem.2c01675 Unchecked 11
37204466 10.1021/acs.jmedchem.2c01675 S-phase kinase-associated protein 2 8
37204466 10.1021/acs.jmedchem.2c01675 NCI-H1299 2
37204466 10.1021/acs.jmedchem.2c01675 Cyclin-dependent kinases regulatory subunit 1/S-phase kinase-associated protein 2 1
37204466 10.1021/acs.jmedchem.2c01675 SKP1-SKP2-CKS1 1
37204466 10.1021/acs.jmedchem.2c01675 MCF7 1
37204466 10.1021/acs.jmedchem.2c01675 No relevant target 1
37204466 10.1021/acs.jmedchem.2c01675 PC-9 1
37204466 10.1021/acs.jmedchem.2c01675 A549 1
37204466 10.1021/acs.jmedchem.2c01675 NCI-N87 1
37204466 10.1021/acs.jmedchem.2c01675 ES-2 1
37204466 10.1021/acs.jmedchem.2c01675 A2780 1
39285177 10.1021/acs.jmedchem.4c01283 Cyclin-dependent kinases regulatory subunit 1/S-phase kinase-associated protein 2 1

Data from ChEMBL 36 via Core Engine