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Compound Detail

CHEMBL589258

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CCn1nnc2c(N3CCOCC3)nc(-c3ccc(NC(=O)Nc4ccc(C(=O)N5CCN(C)CC5)cc4)cc3)nc21
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL589258
Phase Preclinical
Structure Type MOL
InChI Key ZAXFYGBKZSQBIV-UHFFFAOYSA-N
8
Targets
22
Activities
1
Assay Types
7
PK Parameters
20
Publications
0
Known Names

Molecular Properties

570.7
MW (Da)
2.78
ALogP
10
HBA
2
HBD
133.6
PSA (Ų)
0.36
QED
1
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C29H34N10O3
MW 570.66
Aromatic Rings 4
Heavy Atoms 42
NP-Likeness -2.02

Activity Summary

IC50 22 meas. best 9.0

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform
CHEMBL4005
 IC50 9.0 8.82 1.0 5
Serine/threonine-protein kinase mTOR
CHEMBL2842
 IC50 8.77 8.6275 1.7 4
Unchecked
CHEMBL612545
 IC50 8.3 8.3 5.0 1
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoform
CHEMBL3145
 IC50 8.15 8.15 7.0 2
MDA-MB-361
CHEMBL614129
 IC50 8.1 8.0667 8.0 3
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform
CHEMBL3267
 IC50 8.05 7.9633 9.0 3
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit delta isoform
CHEMBL3130
 IC50 7.85 7.825 14.0 2
PC-3
CHEMBL390
 IC50 7.68 7.68 21.0 2

Pharmacokinetic Data

Parameter Value Units Species
F 88.6 % Mus musculus
T1/2 0.25 hr Rattus norvegicus
T1/2 0.5 hr Homo sapiens
T1/2 0.5 hr Mus musculus
T1/2 0.5 hr Homo sapiens
T1/2 0.5 hr Mus musculus
T1/2 0.25 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform IC50 = 1.0 nM 9.0 Inhibition of human PI3Kalpha expressed in SF9 insect cells after 2 hrs by fluor... 21763134
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform IC50 = 1.4 nM 8.85 Inhibition of human PI3Kalpha by fluorescence polarization format assay 19968288
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform IC50 = 1.4 nM 8.85 Inhibition of PI3Kalpha (unknown origin) using PIP2 as substrate measured after ... 38183777
Serine/threonine-protein kinase mTOR IC50 = 1.7 nM 8.77 Inhibition of mTOR by DELFIA 19968288
Serine/threonine-protein kinase mTOR IC50 = 2.0 nM 8.7 Inhibition of mTOR 21763134
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform IC50 = 2.0 nM 8.7 Inhibition of PI3K p110alpha (unknown origin) 25387153
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform IC50 = 2.0 nM 8.7 Inhibition of human P13Kalpha incubated for 2 hrs by fluorescent polarization me... 36462440
Serine/threonine-protein kinase mTOR IC50 = 3.0 nM 8.52 Inhibition of mTOR (unknown origin) 25387153
Serine/threonine-protein kinase mTOR IC50 = 3.0 nM 8.52 Inhibition of mTOR (unknown origin) 36462440
Unchecked IC50 = 5.0 nM 8.3 Inhibition of Akt T308 phosphorylation in human MDA-MB-361 cells after 4 hrs by ... 19968288
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoform IC50 = 7.0 nM 8.15 Inhibition of PI3K p110beta (unknown origin) 25387153
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoform IC50 = 7.0 nM 8.15 Inhibition of PI3Kbeta 19968288
MDA-MB-361 IC50 = 8.0 nM 8.1 Cytotoxicity against human MDA-MB-361 cells with Her2+/PI3KCA mutant after 72 hr... 19968288
MDA-MB-361 IC50 = 8.0 nM 8.1 Growth inhibition of human MDA-MB-361 cells after 72 hrs 21763134
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform IC50 = 9.0 nM 8.05 Inhibition of human PI3Kgamma expressed in SF9 insect cells after 2 hrs by fluor... 21763134
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform IC50 = 9.2 nM 8.04 Inhibition of human PI3Kgamma by fluorescence polarization format assay 19968288
MDA-MB-361 IC50 = 10.0 nM 8.0 Cytotoxicity against human MDA-MB-361 cells 25387153
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit delta isoform IC50 = 14.0 nM 7.85 Inhibition of PI3K p110delta (unknown origin) 25387153
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit delta isoform IC50 = 16.0 nM 7.8 Inhibition of PI3Kdelta 19968288
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform IC50 = 16.0 nM 7.8 Inhibition of PI3K p110gamma (unknown origin) 25387153

Literature References

PubMed DOI Target Context # Activities
19968288 10.1021/jm9014982 Mus musculus 12
19968288 10.1021/jm9014982 MDA-MB-361 4
21763134 10.1016/j.bmcl.2011.06.063 Liver microsomes 2
19968288 10.1021/jm9014982 No relevant target 2
19968288 10.1021/jm9014982 Liver microsomes 2
19968288 10.1021/jm9014982 ADMET 2
19968288 10.1021/jm9014982 Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoform 1
37669595 10.1016/j.ejmech.2023.115781 MDA-MB-361 1
21763134 10.1016/j.bmcl.2011.06.063 Liver 1
21763134 10.1016/j.bmcl.2011.06.063 No relevant target 1
21763134 10.1016/j.bmcl.2011.06.063 PC-3 1
21763134 10.1016/j.bmcl.2011.06.063 MDA-MB-361 1
21763134 10.1016/j.bmcl.2011.06.063 Serine/threonine-protein kinase mTOR 1
21763134 10.1016/j.bmcl.2011.06.063 Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform 1
21763134 10.1016/j.bmcl.2011.06.063 Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform 1
19968288 10.1021/jm9014982 Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit delta isoform 1
19968288 10.1021/jm9014982 Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform 1
19968288 10.1021/jm9014982 Unchecked 1
19968288 10.1021/jm9014982 PC-3 1
19968288 10.1021/jm9014982 Serine/threonine-protein kinase mTOR 1

Data from ChEMBL 36 via Core Engine