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Compound Detail

CHEMBL213805

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CN(CCc1c[nH]c2ccccc12)C(=O)c1ccc(-c2ccccc2)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL213805
Phase Preclinical
Structure Type MOL
InChI Key CPKLVRIYXBROSG-UHFFFAOYSA-N
8
Targets
20
Activities
1
Assay Types
11
PK Parameters
20
Publications
0
Known Names

Molecular Properties

354.4
MW (Da)
5.15
ALogP
1
HBA
1
HBD
36.1
PSA (Ų)
0.53
QED
1
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C24H22N2O
MW 354.45
Aromatic Rings 4
Heavy Atoms 27
NP-Likeness -0.75

Activity Summary

IC50 20 meas. best 5.7

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 5.7 5.3871 2000.0 7
NCI-H358
CHEMBL614135
 IC50 5.66 5.66 2200.0 1
NCI-H1299
CHEMBL612255
 IC50 5.6 5.6 2500.0 1
A549
CHEMBL392
 IC50 5.46 5.46 3500.0 2
LS174T
CHEMBL614097
 IC50 5.46 5.46 3500.0 1
Cyclin-dependent kinase 4/cyclin D1
CHEMBL1907601
 IC50 5.22 5.2133 6000.0 3
PC-3
CHEMBL390
 IC50 5.21 5.21 6200.0 1
Calu-1
CHEMBL613505
 IC50 4.94 4.94 11500.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 187.0 ng.hr.mL-1 Mus musculus
AUC 172.0 ng.hr.mL-1 Mus musculus
AUC 189.0 ng.hr.mL-1 Mus musculus
AUC 182.0 ng.hr.mL-1 Mus musculus
CL 88.3 mL.min-1.kg-1 Mus musculus
Cmax 1046.69 nM Mus musculus
Cmax 536.04 nM Mus musculus
F 9.6 % Mus musculus
T1/2 0.33 hr Mus musculus
T1/2 1.16 hr Mus musculus
Vd 2.52 L.kg-1 Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
NON-PROTEIN TARGET IC50 = 2000.0 nM 5.7 Growth inhibition of p53+, pRb+ human NCI-H460 cells after 48 hrs by MTT assay 25368960
NCI-H358 IC50 = 2200.0 nM 5.66 Growth inhibition of p53 null, pRb null human NCI-H358 cells after 48 hrs by MTT... 25368960
NCI-H1299 IC50 = 2500.0 nM 5.6 Growth inhibition of p53 null, pRb+ human NCI-H1299 cells after 48 hrs by MTT as... 25368960
NON-PROTEIN TARGET IC50 = 2600.0 nM 5.58 Growth inhibition of mouse BNL-CL2 cells after 48 hrs by MTT assay 25368960
A549 IC50 = 3500.0 nM 5.46 Antiproliferative activity against A549 cells 16750360
LS174T IC50 = 3500.0 nM 5.46 Antiproliferative activity against LS174T cells 16750360
NON-PROTEIN TARGET IC50 = 3500.0 nM 5.46 Growth inhibition of p53+, pRb+ human LS 174T cells after 48 hrs by MTT assay 25368960
A549 IC50 = 3500.0 nM 5.46 Growth inhibition of p53+, pRb+ human A549 cells after 48 hrs by MTT assay 25368960
NON-PROTEIN TARGET IC50 = 3800.0 nM 5.42 Growth inhibition of mouse BNL-SVA.8 cells after 48 hrs by MTT assay 25368960
NON-PROTEIN TARGET IC50 = 4000.0 nM 5.4 Growth inhibition of p53His273 mut, pRb+ human MiaPaCa cells after 48 hrs by MTT... 25368960
Cyclin-dependent kinase 4/cyclin D1 IC50 = 6000.0 nM 5.22 Inhibition of human CDK4/GST-cyclin D1 expressed in Sf9 cells assessed as retino... 18650093
PC-3 IC50 = 6200.0 nM 5.21 Antiproliferative activity against PC3 cells 16750360
Cyclin-dependent kinase 4/cyclin D1 IC50 = 6200.0 nM 5.21 Inhibition of Cdk4/Cyclin D1 16750360
Cyclin-dependent kinase 4/cyclin D1 IC50 = 6200.0 nM 5.21 Binding affinity to human CDK4/cyclinD1 using GST-pRB152 as substrate by chemilu... 25368960
NON-PROTEIN TARGET IC50 = 6200.0 nM 5.21 Growth inhibition of p53 null,pRb+ human PC3 cells after 48 hrs by MTT assay 25368960
Calu-1 IC50 = 11500.0 nM 4.94 Antiproliferative activity against Calu1 cells 16750360
NON-PROTEIN TARGET IC50 = 11500.0 nM 4.94 Growth inhibition of p53 null, pRb+ human Calu1 cells after 48 hrs by MTT assay 25368960

Literature References

PubMed DOI Target Context # Activities
25368960 10.1021/jm5014743 NON-PROTEIN TARGET 19
25368960 10.1021/jm5014743 Mus musculus 16
25368960 10.1021/jm5014743 A549 12
25368960 10.1021/jm5014743 Unchecked 9
25368960 10.1021/jm5014743 NCI-H358 9
25368960 10.1021/jm5014743 Tubulin 7
16750360 10.1016/j.bmcl.2006.05.065 Cyclin-dependent kinase 4 6
25368960 10.1021/jm5014743 NCI-H1299 6
16750360 10.1016/j.bmcl.2006.05.065 Calu-1 5
25368960 10.1021/jm5014743 LS174T 5
25368960 10.1021/jm5014743 NCI-H460 3
25368960 10.1021/jm5014743 ADMET 3
16750360 10.1016/j.bmcl.2006.05.065 Calf thymus DNA 2
25368960 10.1021/jm5014743 Molecular identity unknown 2
16750360 10.1016/j.bmcl.2006.05.065 DNA topoisomerase 1 2
25368960 10.1021/jm5014743 No relevant target 2
18650093 10.1016/j.bmc.2008.07.002 Cyclin-dependent kinase 4/cyclin D1 1
18650093 10.1016/j.bmc.2008.07.002 Cyclin-dependent kinase 2 1
25368960 10.1021/jm5014743 Cyclin-dependent kinase 4/cyclin D1 1
25368960 10.1021/jm5014743 CDK2/Cyclin A2 1

Data from ChEMBL 36 via Core Engine