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Compound Detail

CHEMBL1091978

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Cc1c(CN2CCN(S(C)(=O)=O)CC2)sc2c(N3CCOCC3)nc(-c3cnc(N)nc3)nc12
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL1091978
Phase Preclinical
Structure Type MOL
InChI Key AKKCGLXULFRAET-UHFFFAOYSA-N
8
Targets
16
Activities
3
Assay Types
8
PK Parameters
20
Publications
0
Known Names

Molecular Properties

504.6
MW (Da)
0.95
ALogP
11
HBA
1
HBD
130.7
PSA (Ų)
0.54
QED
2
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C21H28N8O3S2
MW 504.64
Aromatic Rings 3
Heavy Atoms 34
NP-Likeness -1.79

Activity Summary

IC50 11 meas. best 8.4
Ki 3 meas. best 7.68
EC50 2 meas. best 6.84

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform
CHEMBL4005
 IC50 8.4 8.4 4.0 3
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit delta isoform
CHEMBL3130
 IC50 8.3 8.26 5.0 2
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform
CHEMBL3267
 IC50 7.82 7.82 15.0 2
Serine/threonine-protein kinase mTOR
CHEMBL2842
 Ki 7.68 7.68 21.0 2
mTORC1
CHEMBL4296661
 Ki 7.68 7.68 21.0 1
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoform
CHEMBL3145
 IC50 7.07 7.07 86.0 2
NON-PROTEIN TARGET
CHEMBL3879801
 EC50 6.84 6.84 143.0 1
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 6.84 6.84 143.0 1
PC-3
CHEMBL390
 EC50 6.76 6.76 174.0 1
PC-3
CHEMBL390
 IC50 6.66 6.66 220.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 15.0 mL.min-1.kg-1 Rattus norvegicus
CL 13.0 mL.min-1.kg-1 Rattus norvegicus
CL 52.0 mL.min-1.kg-1 Rattus norvegicus
CL 15.0 mL.min-1.kg-1 Mus musculus
CL 5.0 mL.min-1.kg-1 Canis lupus familiaris
F 52.0 % Rattus norvegicus
F 98.0 % Mus musculus
F 90.0 % Canis lupus familiaris

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 = 4.0 nM 8.4 Inhibition of PI3Kalpha assessed as reduction in 3,4,5-inositoltriphosphate accu... 20346656
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform IC50 = 4.0 nM 8.4 Inhibition of PI3K subunit p110alpha assessed as formation of phosphatidylinosit... 21981714
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform IC50 = 4.0 nM 8.4 Inhibition of PI3Kalpha (unknown origin) using PIP2 as substrate measured after ... 38183777
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit delta isoform IC50 = 5.0 nM 8.3 Inhibition of PI3Kdelta using PIP3 as substrate after 30 mins by fluorescence po... 21985639
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit delta isoform IC50 = 6.0 nM 8.22 Inhibition of PI3Kdelta 20346656
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform IC50 = 15.0 nM 7.82 Inhibition of PI3Kgamma 20346656
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform IC50 = 15.0 nM 7.82 Inhibition of PI3Kgamma using PIP3 as substrate after 30 mins by fluorescence po... 21985639
Serine/threonine-protein kinase mTOR Ki = 21.0 nM 7.68 Inhibition of human recombinant mTOR assessed as reduction in GFP-4EBP1 phosphor... 20346656
Serine/threonine-protein kinase mTOR Ki = 21.0 nM 7.68 Inhibition of human recombinant mTOR expressed in insect cells assessed as phosp... 21981714
mTORC1 Ki = 21.0 nM 7.68 Binding affinity to mTORC1 (unknown origin) assessed as apparent inhibition cons... 38183777
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoform IC50 = 86.0 nM 7.07 Inhibition of PI3Kbeta 20346656
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoform IC50 = 86.0 nM 7.07 Inhibition of PI3Kbeta using PIP3 as substrate after 30 mins by fluorescence pol... 21985639
NON-PROTEIN TARGET EC50 = 143.0 nM 6.84 Antiproliferative activity against human MCF7.1 cells after 3 days by celltiter-... 20346656
NON-PROTEIN TARGET IC50 = 143.0 nM 6.84 Antiproliferative activity against human MCF7.1 cells expressing HER2 gene after... 21981714
PC-3 EC50 = 174.0 nM 6.76 Antiproliferative activity against human PC3 cells after 3 days by celltiter-glo... 20346656
PC-3 IC50 = 220.0 nM 6.66 Antiproliferative activity against human PC3 cells after overnight incubation by... 21981714

Literature References

PubMed DOI Target Context # Activities
20346656 10.1016/j.bmcl.2010.03.046 PC-3 7
20346656 10.1016/j.bmcl.2010.03.046 Mus musculus 3
20346656 10.1016/j.bmcl.2010.03.046 Rattus norvegicus 3
20346656 10.1016/j.bmcl.2010.03.046 Canis familiaris 2
20346656 10.1016/j.bmcl.2010.03.046 Plasma 1
38183777 10.1016/j.ejmech.2023.116109 mTORC1 1
21985639 10.1021/jm2007084 Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit delta isoform 1
21985639 10.1021/jm2007084 Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoform 1
21981714 10.1021/jm2009327 NON-PROTEIN TARGET 1
21981714 10.1021/jm2009327 PC-3 1
21981714 10.1021/jm2009327 No relevant target 1
21981714 10.1021/jm2009327 Plasma 1
21981714 10.1021/jm2009327 Serine/threonine-protein kinase mTOR 1
21981714 10.1021/jm2009327 Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform 1
20346656 10.1016/j.bmcl.2010.03.046 Liver microsomes 1
20346656 10.1016/j.bmcl.2010.03.046 NON-PROTEIN TARGET 1
20346656 10.1016/j.bmcl.2010.03.046 Serine/threonine-protein kinase mTOR 1
20346656 10.1016/j.bmcl.2010.03.046 Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform 1
20346656 10.1016/j.bmcl.2010.03.046 Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform 1
20346656 10.1016/j.bmcl.2010.03.046 Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit delta isoform 1

Data from ChEMBL 36 via Core Engine