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Compound Detail

CHEMBL2381373

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CC(C)n1ncnc1-c1nc2c(s1)CCOc1cc(-c3cnn(CCO)c3)ccc1-2
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL2381373
Phase Preclinical
Structure Type MOL
InChI Key YZIQNVDBRMRXLM-UHFFFAOYSA-N
7
Targets
11
Activities
2
Assay Types
10
PK Parameters
18
Publications
0
Known Names

Molecular Properties

422.5
MW (Da)
3.44
ALogP
9
HBA
1
HBD
90.9
PSA (Ų)
0.53
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C21H22N6O2S
MW 422.51
Aromatic Rings 4
Heavy Atoms 30
NP-Likeness -1.39

Activity Summary

IC50 7 meas. best 8.07
Ki 4 meas. best 9.57

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform
CHEMBL4005
 Ki 9.57 9.57 0.3 1
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform
CHEMBL3267
 Ki 9.26 9.26 0.6 1
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit delta isoform
CHEMBL3130
 Ki 9.21 9.21 0.6 1
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoform
CHEMBL3145
 IC50 8.07 8.07 8.6 1
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoform
CHEMBL3145
 Ki 7.82 7.82 15.0 1
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform
CHEMBL4005
 IC50 7.8 7.71 16.0 2
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 6.71 6.705 195.0 2
Unchecked
CHEMBL612545
 IC50 6.47 6.47 340.0 1
PC-3
CHEMBL390
 IC50 6.2 6.2 630.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 116190.25 ng.hr.mL-1 Mus musculus
AUC 47321.12 ng.hr.mL-1 Mus musculus
CL 14.0 mL.min-1.kg-1 Canis lupus familiaris
CL 9.5 mL.min-1.kg-1 Mus musculus
CL 5.4 mL.min-1.kg-1 Rattus norvegicus
CL 4750.0 mL.min-1.kg-1 Mus musculus
CL 9.5 mL.min-1.kg-1 Mus musculus
F 22.0 % Canis lupus familiaris
F 110.0 % Mus musculus
F 83.0 % 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 Ki = 0.27 nM 9.57 Inhibition of GST-fused human recombinant PI3Kalpha expressed in baculovirus inf... 23540645
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform Ki = 0.55 nM 9.26 Inhibition of GST-fused human recombinant PI3Kgamma expressed in baculovirus inf... 23540645
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit delta isoform Ki = 0.61 nM 9.21 Inhibition of GST-fused human recombinant PI3Kdelta expressed in baculovirus inf... 23540645
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoform IC50 = 8.6 nM 8.07 Inhibition of GST-fused human recombinant PI3Kbeta expressed in baculovirus infe... 23540645
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoform Ki = 15.0 nM 7.82 Inhibition of GST-fused human recombinant PI3Kbeta expressed in baculovirus infe... 23540645
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform IC50 = 16.0 nM 7.8 Inhibition of PI3Kalpha in human MCF7-neo/Her2 cells assessed as reduction of AK... 23662903
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform IC50 = 24.0 nM 7.62 Inhibition of PI3Kalpha in human PC3 cells assessed as inhibition of AKT phospho... 23540645
NON-PROTEIN TARGET IC50 = 195.0 nM 6.71 Cytotoxicity against human MCF7-neo/Her2 cells after 3 to 4 days by CellTitre-Gl... 23662903
NON-PROTEIN TARGET IC50 = 200.0 nM 6.7 Cytotoxicity against human MCF7-neo/Her2 cells assessed as growth inhibition aft... 23540645
Unchecked IC50 = 340.0 nM 6.47 Inhibition of DNA-PK (unknown origin) 23540645
PC-3 IC50 = 630.0 nM 6.2 Cytotoxicity against human PC3 cells assessed as growth inhibition after 4 days ... 23540645

Literature References

PubMed DOI Target Context # Activities
23540645 10.1016/j.bmcl.2013.02.102 Mus musculus 9
23662903 10.1021/jm4003632 Mus musculus 6
23540645 10.1016/j.bmcl.2013.02.102 Unchecked 5
23662903 10.1021/jm4003632 Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform 2
23540645 10.1016/j.bmcl.2013.02.102 No relevant target 2
23540645 10.1016/j.bmcl.2013.02.102 Canis familiaris 2
23540645 10.1016/j.bmcl.2013.02.102 Rattus norvegicus 2
23540645 10.1016/j.bmcl.2013.02.102 Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoform 2
23540645 10.1016/j.bmcl.2013.02.102 Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform 2
23540645 10.1016/j.bmcl.2013.02.102 Serine/threonine-protein kinase mTOR 1
23662903 10.1021/jm4003632 NON-PROTEIN TARGET 1
23662903 10.1021/jm4003632 Plasma 1
23662903 10.1021/jm4003632 No relevant target 1
23540645 10.1016/j.bmcl.2013.02.102 PC-3 1
23540645 10.1016/j.bmcl.2013.02.102 NON-PROTEIN TARGET 1
23540645 10.1016/j.bmcl.2013.02.102 MDCK 1
23540645 10.1016/j.bmcl.2013.02.102 Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit delta isoform 1
23540645 10.1016/j.bmcl.2013.02.102 Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform 1

Data from ChEMBL 36 via Core Engine