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Compound Detail

CHEMBL5191459

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Cc1cc2ncnn2cc1Nc1ncc2c(n1)N(C1CCOCC1)CC(=O)N2C
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL5191459
Phase Preclinical
Structure Type MOL
InChI Key MZQKKBHRPQCGSA-UHFFFAOYSA-N
9
Targets
14
Activities
1
Assay Types
11
PK Parameters
19
Publications
0
Known Names

Molecular Properties

394.4
MW (Da)
1.53
ALogP
9
HBA
1
HBD
100.8
PSA (Ų)
0.71
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C19H22N8O2
MW 394.44
Aromatic Rings 3
Heavy Atoms 29
NP-Likeness -1.48

Activity Summary

IC50 14 meas. best 9.1

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
DNA-dependent protein kinase catalytic subunit
CHEMBL3142
 IC50 9.1 9.1 0.8 2
Jurkat
CHEMBL397
 IC50 6.96 5.95 110.0 2
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform
CHEMBL4005
 IC50 6.73 6.73 187.1 1
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform
CHEMBL3267
 IC50 6.55 6.55 281.0 1
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit delta isoform
CHEMBL3130
 IC50 6.12 6.12 758.0 1
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoform
CHEMBL3145
 IC50 6.08 6.08 829.8 1
CT26
CHEMBL613866
 IC50 5.03 4.755 9350.0 2
HCT-116
CHEMBL394
 IC50 4.77 4.695 17100.0 2
B16-F10
CHEMBL612656
 IC50 4.69 4.51 20600.0 2

Pharmacokinetic Data

Parameter Value Units Species
AUC 3598.7 ng.hr.mL-1 Rattus norvegicus
CL 9.6 mL.min-1.g-1 Homo sapiens
CL 9.6 mL.min-1.g-1 Rattus norvegicus
Cmax 2053.54 nM Rattus norvegicus
Fu 0.667 - Rattus norvegicus
Fu 0.859 - Homo sapiens
MRT 2.29 hr Rattus norvegicus
T1/2 2.417 hr Homo sapiens
T1/2 2.417 hr Rattus norvegicus
T1/2 1.59 hr Rattus norvegicus
Tmax 0.42 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
DNA-dependent protein kinase catalytic subunit IC50 = 0.8 nM 9.1 Inhibition of human native full length DNA-PK by ADP-Glo assay 35468512
DNA-dependent protein kinase catalytic subunit IC50 = 0.8 nM 9.1 Inhibition of human full-length DNA-PK using EPPLSQEAFADLWKK as substrate incuba... 38587857
Jurkat IC50 = 110.0 nM 6.96 Synergistic antiproliferative activity against human Jurkat cells assessed as re... 38587857
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform IC50 = 187.1 nM 6.73 Inhibition of human PI3Kalpha by Kinase-Glo assay 35468512
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform IC50 = 281.0 nM 6.55 Inhibition of human PI3Kgamma by ADP-Glo assay 35468512
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit delta isoform IC50 = 758.0 nM 6.12 Inhibition of human PI3Kdelta by ADP-Glo assay 35468512
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoform IC50 = 829.8 nM 6.08 Inhibition of human PI3Kbeta by ADP-Glo assay 35468512
CT26 IC50 = 9350.0 nM 5.03 Synergistic antiproliferative activity against mouse CT26 cells assessed as redu... 38587857
Jurkat IC50 = 11400.0 nM 4.94 Antiproliferative activity against human Jurkat cells assessed as reduction in c... 38587857
HCT-116 IC50 = 17100.0 nM 4.77 Antiproliferative activity against human HCT-116 cells assessed as inhibition of... 35468512
B16-F10 IC50 = 20600.0 nM 4.69 Synergistic antiproliferative activity against mouse B16-F10 cells assessed as r... 38587857
HCT-116 IC50 = 24100.0 nM 4.62 Antiproliferative activity against human HCT-116 cells assessed as inhibition of... 35468512
CT26 IC50 = 32900.0 nM 4.48 Antiproliferative activity against mouse CT26 cells assessed as reduction in cel... 38587857
B16-F10 IC50 = 46800.0 nM 4.33 Antiproliferative activity against mouse B16-F10 cells assessed as reduction in ... 38587857

Literature References

PubMed DOI Target Context # Activities
35468512 10.1016/j.ejmech.2022.114401 ADMET 35
35468512 10.1016/j.ejmech.2022.114401 HCT-116 19
35468512 10.1016/j.ejmech.2022.114401 HL-60 15
35468512 10.1016/j.ejmech.2022.114401 HepG2 11
35468512 10.1016/j.ejmech.2022.114401 MDA-MB-231 11
35468512 10.1016/j.ejmech.2022.114401 MCF7 11
35468512 10.1016/j.ejmech.2022.114401 Unchecked 4
35468512 10.1016/j.ejmech.2022.114401 DNA-dependent protein kinase catalytic subunit 3
35468512 10.1016/j.ejmech.2022.114401 No relevant target 3
38587857 10.1021/acs.jmedchem.3c02231 CT26 2
38587857 10.1021/acs.jmedchem.3c02231 B16-F10 2
38587857 10.1021/acs.jmedchem.3c02231 Jurkat 2
35468512 10.1016/j.ejmech.2022.114401 Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit delta isoform 1
35468512 10.1016/j.ejmech.2022.114401 Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform 1
35468512 10.1016/j.ejmech.2022.114401 Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoform 1
35468512 10.1016/j.ejmech.2022.114401 Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform 1
38587857 10.1021/acs.jmedchem.3c02231 DNA-dependent protein kinase catalytic subunit 1
38587857 10.1021/acs.jmedchem.3c02231 HepG2 1
38587857 10.1021/acs.jmedchem.3c02231 Cell membrane 1

Data from ChEMBL 36 via Core Engine