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Compound Detail

CHEMBL4218734

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COCc1ccc(-c2ccc3ncc(C(N)=O)c(N[C@@H](C)C4CCOCC4)c3c2)cn1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4218734
Phase Preclinical
Structure Type MOL
InChI Key DISRGUXSEDBDDN-HNNXBMFYSA-N
8
Targets
13
Activities
1
Assay Types
24
PK Parameters
20
Publications
0
Known Names

Molecular Properties

420.5
MW (Da)
3.77
ALogP
6
HBA
2
HBD
99.4
PSA (Ų)
0.60
QED
0
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C24H28N4O3
MW 420.51
Aromatic Rings 3
Heavy Atoms 31
NP-Likeness -0.82

Activity Summary

IC50 13 meas. best 8.4

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Serine-protein kinase ATM
CHEMBL3797
 IC50 8.4 7.605 4.0 4
HCT-116
CHEMBL394
 IC50 7.7 7.7 20.0 1
SW-620
CHEMBL612262
 IC50 7.16 6.675 70.0 2
MCF7
CHEMBL387
 IC50 7.05 6.71 90.0 2
DNA-dependent protein kinase catalytic subunit
CHEMBL3142
 IC50 6.19 6.19 643.0 1
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform
CHEMBL4005
 IC50 5.68 5.68 2110.0 1
Serine/threonine-protein kinase mTOR
CHEMBL2842
 IC50 5.54 5.54 2920.0 1
Voltage-gated inwardly rectifying potassium channel KCNH2
CHEMBL240
 IC50 5.35 5.35 4500.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 16820.4 ng.hr.mL-1 Mus musculus
AUC 7772.02 ng.hr.mL-1 Mus musculus
AUC 7396.76 ng.hr.mL-1 Mus musculus
CL 26.0 mL.min-1.g-1 Homo sapiens
CL 18.0 mL.min-1.kg-1 Rattus norvegicus
CL 50.0 mL.min-1.kg-1 Canis lupus familiaris
CL 7.2 mL.min-1.g-1 Homo sapiens
CL 22.0 mL.min-1.kg-1 Mus musculus
CL 23.0 mL.min-1.kg-1 Mus musculus
Cmax 6000.0 nM Mus musculus
Cmax 7.156 nM Mus musculus
Cmax 3.225 nM Mus musculus
F 46.0 % Rattus norvegicus
F 31.0 % Canis lupus familiaris
F 95.17 % Mus musculus
Fu 0.29 - Homo sapiens
Fu 0.24 - Mus musculus
Fu 0.16 - Rattus norvegicus
Fu 0.49 - Canis lupus familiaris
T1/2 3.217 hr Homo sapiens
T1/2 4.28 hr Mus musculus
T1/2 3.16 hr Mus musculus
Tmax 0.08 hr Mus musculus
Tmax 1.33 hr Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Serine-protein kinase ATM IC50 = 4.0 nM 8.4 Inhibition of ATM (unknown origin) preincubated with compound for 30 mins follow... 37438997
HCT-116 IC50 = 20.02 nM 7.7 Inhibition of colony formation in human HCT-116 cells preincubated for 1 hr foll... 37438997
Serine-protein kinase ATM IC50 = 46.0 nM 7.34 Inhibition of ATM autophosphorylation at Ser1981 residue in human HT-29 cells me... 30128072
Serine-protein kinase ATM IC50 = 46.0 nM 7.34 Inhibition of ATM phosphorylation at Ser-1981 residue in human HT-29 cells incub... 27259031
Serine-protein kinase ATM IC50 = 46.0 nM 7.34 Competitive inhibition of ATM (unknown origin) measured by ATP-competitive bindi... 35231830
SW-620 IC50 = 70.0 nM 7.16 Synergistic inhibition of colony formation in human SW620 cells assessed as irin... 37438997
MCF7 IC50 = 90.0 nM 7.05 Synergistic antiproliferative activity against human MCF7 cells assessed as Etop... 37438997
MCF7 IC50 = 430.0 nM 6.37 Antiproliferative activity against human MCF7 cells assessed as irinotecan IC50 ... 37438997
DNA-dependent protein kinase catalytic subunit IC50 = 643.0 nM 6.19 Inhibition of DNAPK (unknown origin) using p53-based peptide substrate preincuba... 27259031
SW-620 IC50 = 650.0 nM 6.19 Synergistic antiproliferative activity against human SW620 cells assessed as iri... 37438997
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform IC50 = 2110.0 nM 5.68 Inhibition of human recombinant PI3Kalpha using PIP2/ATP as substrate incubated ... 27259031
Serine/threonine-protein kinase mTOR IC50 = 2920.0 nM 5.54 Inhibition of C-terminal FLAG-tagged recombinant mTOR (1362 to 2549 residues) (u... 27259031
Voltage-gated inwardly rectifying potassium channel KCNH2 IC50 = 4500.0 nM 5.35 Inhibition of human ERG by electrophysiology assay 27259031

Literature References

PubMed DOI Target Context # Activities
27259031 10.1021/acs.jmedchem.6b00519 ADMET 19
37438997 10.1021/acs.jmedchem.3c00082 ADMET 17
27259031 10.1021/acs.jmedchem.6b00519 Unchecked 12
37438997 10.1021/acs.jmedchem.3c00082 HCT-116 7
37438997 10.1021/acs.jmedchem.3c00082 SW-620 6
30128072 10.1021/acsmedchemlett.8b00200 ADMET 5
37438997 10.1021/acs.jmedchem.3c00082 MCF7 5
30128072 10.1021/acsmedchemlett.8b00200 No relevant target 2
27259031 10.1021/acs.jmedchem.6b00519 Serine-protein kinase ATM 2
27259031 10.1021/acs.jmedchem.6b00519 No relevant target 2
27259031 10.1021/acs.jmedchem.6b00519 DNA-dependent protein kinase catalytic subunit 2
27259031 10.1021/acs.jmedchem.6b00519 Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform 2
27259031 10.1021/acs.jmedchem.6b00519 Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoform 2
27259031 10.1021/acs.jmedchem.6b00519 Serine/threonine-protein kinase mTOR 1
27259031 10.1021/acs.jmedchem.6b00519 Vascular endothelial growth factor receptor 2 1
27259031 10.1021/acs.jmedchem.6b00519 Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform 1
30128072 10.1021/acsmedchemlett.8b00200 Serine-protein kinase ATM 1
27259031 10.1021/acs.jmedchem.6b00519 Voltage-gated inwardly rectifying potassium channel KCNH2 1
27259031 10.1021/acs.jmedchem.6b00519 Serine/threonine-protein kinase ATR 1
30128072 10.1021/acsmedchemlett.8b00200 Hepatocyte 1

Data from ChEMBL 36 via Core Engine