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Compound Detail

CHEMBL2165017

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COc1ccc(Nc2ncc(CN3CCN(S(C)(=O)=O)CC3)cc2-c2nc(C)nc(N)n2)cn1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL2165017
Phase Preclinical
Structure Type MOL
InChI Key RNTFRUPRTOCGJO-UHFFFAOYSA-N
12
Targets
15
Activities
2
Assay Types
21
PK Parameters
20
Publications
0
Known Names

Molecular Properties

485.6
MW (Da)
1.05
ALogP
11
HBA
2
HBD
152.3
PSA (Ų)
0.49
QED
1
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C21H27N9O3S
MW 485.57
Aromatic Rings 3
Heavy Atoms 34
NP-Likeness -1.87

Activity Summary

Ki 9 meas. best 8.7
IC50 6 meas. best 7.8

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit delta isoform
CHEMBL3130
 Ki 8.7 8.7 2.0 1
PI3-kinase p110-delta/p85-alpha
CHEMBL2111432
 Ki 8.4 8.4 4.0 1
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform
CHEMBL3267
 Ki 8.4 8.25 4.0 2
PI3K p110 beta/p85 alpha
CHEMBL3038510
 Ki 8.3 8.3 5.0 1
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoform
CHEMBL3145
 Ki 8.3 8.3 5.0 1
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform
CHEMBL4005
 Ki 8.05 8.05 9.0 2
PI3-kinase p110-alpha/p85-alpha
CHEMBL2111367
 Ki 7.92 7.92 12.0 1
Unchecked
CHEMBL612545
 IC50 7.8 7.8 16.0 1
Molecular identity unknown
CHEMBL612546
 IC50 7.8 7.8 16.0 1
Phosphatidylinositol 4-phosphate 3-kinase C2 domain-containing subunit beta
CHEMBL5554
 IC50 7.54 7.54 29.0 1
Serine/threonine-protein kinase mTOR
CHEMBL2842
 IC50 5.32 5.32 4763.0 2
Phosphatidylinositol 4-kinase beta
CHEMBL3268
 IC50 5.28 5.28 5200.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 3690.33 ng.hr.mL-1 Mus musculus
AUC 9274.39 ng.hr.mL-1 Mus musculus
AUC 330.19 ng.hr.mL-1 Rattus norvegicus
AUC 330.19 ng.hr.mL-1 Rattus norvegicus
AUC 1199.0 ng.hr.mL-1 Rattus norvegicus
CL 41.67 mL.min-1.kg-1 Mus musculus
CL 28.33 mL.min-1.kg-1 Rattus norvegicus
CL 26.0 mL.min-1.g-1 Rattus norvegicus
CL 28.33 mL.min-1.kg-1 Rattus norvegicus
CL 28.33 mL.min-1.kg-1 Rattus norvegicus
CL 6.0 mL.min-1.g-1 Homo sapiens
CL 9.0 mL.min-1.g-1 Rattus norvegicus
F 95.0 % Mus musculus
F 77.0 % Rattus norvegicus
F 77.0 % Rattus norvegicus
F 77.0 % Rattus norvegicus
Fu 68.0 nM Mus musculus
MRT 1.6 hr Mus musculus
MRT 1.6 hr Rattus norvegicus
MRT 1.6 hr Rattus norvegicus
MRT 1.6 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 delta isoform Ki = 2.0 nM 8.7 Inhibition of human N-terminal poly-His tagged-PI3Kdelta expressed in Sf9 baculo... 22548365
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform Ki = 4.0 nM 8.4 Inhibition of human N-terminal poly-His tagged-PI3Kgamma expressed in Sf9 baculo... 22548365
PI3-kinase p110-delta/p85-alpha Ki = 4.0 nM 8.4 Inhibition of human N-terminal polyHis-tagged PI3K p110delta/p85alpha expressed ... 22897589
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoform Ki = 5.0 nM 8.3 Inhibition of human N-terminal poly-His tagged-PI3Kbeta expressed in Sf9 baculov... 22548365
PI3K p110 beta/p85 alpha Ki = 5.0 nM 8.3 Inhibition of human N-terminal polyHis-tagged PI3K p110beta/p85alpha expressed i... 22897589
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform Ki = 8.0 nM 8.1 Inhibition of human N-terminal polyHis-tagged PI3K p110gamma expressed in baculo... 22897589
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform Ki = 9.0 nM 8.05 Inhibition of human N-terminal poly-His tagged-PI3Kalpha expressed in Sf9 baculo... 22548365
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform Ki = 9.0 nM 8.05 Alphascreen Assay: The PI3K AlphaScreen assay (PerkinElmer, Waltham, Mass.) meas... -
PI3-kinase p110-alpha/p85-alpha Ki = 12.0 nM 7.92 Inhibition of human N-terminal polyHis-tagged PI3K p110alpha/p85alpha expressed ... 22897589
Molecular identity unknown IC50 = 16.0 nM 7.8 Inhibition of Phosphatidylinositol 3-kinase pathway in PTEN-deficient human U87M... 22548365
Unchecked IC50 = 16.0 nM 7.8 Inhibition of PI3K-mediated AKT Ser473 phosphorylation in human U87MG cells afte... 22897589
Phosphatidylinositol 4-phosphate 3-kinase C2 domain-containing subunit beta IC50 = 29.0 nM 7.54 Inhibition of PIK3C2beta 22548365
Serine/threonine-protein kinase mTOR IC50 = 4800.0 nM 5.32 Inhibition of recombinant GST-tagged mTOR-mediated 4EBP1 phosphorylation after 9... 22548365
Serine/threonine-protein kinase mTOR IC50 = 4763.0 nM 5.32 In Vitro Inhibition Assay: The Invitrogen (Carlsbad, Calif.) mammalian target of... -
Phosphatidylinositol 4-kinase beta IC50 = 5200.0 nM 5.28 Inhibition of PI4beta 22548365

Literature References

PubMed DOI Target Context # Activities
22548365 10.1021/jm300184s Mus musculus 14
22548365 10.1021/jm300184s Plasma 10
22897589 10.1021/jm300846z Liver microsomes 6
22548365 10.1021/jm300184s Rattus norvegicus 5
22897589 10.1021/jm300846z Rattus norvegicus 5
22832322 10.1016/j.bmcl.2012.06.078 Rattus norvegicus 5
22897589 10.1021/jm300846z Hepatocyte 4
22548365 10.1021/jm300184s NON-PROTEIN TARGET 3
22832322 10.1016/j.bmcl.2012.06.078 No relevant target 3
22897589 10.1021/jm300846z ADMET 3
22897589 10.1021/jm300846z Unchecked 2
22832322 10.1016/j.bmcl.2012.06.078 Liver microsomes 2
22548365 10.1021/jm300184s Liver microsomes 1
22548365 10.1021/jm300184s Molecular identity unknown 1
22548365 10.1021/jm300184s Serine/threonine-protein kinase mTOR 1
22548365 10.1021/jm300184s Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit delta isoform 1
22548365 10.1021/jm300184s Phosphatidylinositol 4-phosphate 3-kinase C2 domain-containing subunit beta 1
22548365 10.1021/jm300184s Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoform 1
22548365 10.1021/jm300184s Phosphatidylinositol 3-kinase catalytic subunit type 3 1
22548365 10.1021/jm300184s Phosphatidylinositol 4-kinase beta 1

Data from ChEMBL 36 via Core Engine