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Compound Detail

CHEMBL2397186

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Cc1nc(NC(=O)N2CCC[C@H]2C(N)=O)sc1-c1ccnc(C(C)(C)C)n1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL2397186
Phase Preclinical
Structure Type MOL
InChI Key LIWXQSMSAZJCQT-LBPRGKRZSA-N
6
Targets
27
Activities
1
Assay Types
17
PK Parameters
20
Publications
0
Known Names

Molecular Properties

388.5
MW (Da)
2.69
ALogP
6
HBA
2
HBD
114.1
PSA (Ų)
0.84
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C18H24N6O2S
MW 388.50
Aromatic Rings 2
Heavy Atoms 27
NP-Likeness -1.64

Activity Summary

IC50 27 meas. best 8.15

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform
CHEMBL4005
 IC50 8.15 7.7686 7.0 7
Unchecked
CHEMBL612545
 IC50 7.41 6.615 39.0 2
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform
CHEMBL3267
 IC50 6.68 6.445 210.0 4
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit delta isoform
CHEMBL3130
 IC50 6.46 6.2 350.0 6
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoform
CHEMBL3145
 IC50 5.75 5.6271 1800.0 7
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoform
CHEMBL3608198
 IC50 5.51 5.51 3100.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 25252.5 ng.hr.mL-1 Mus musculus
AUC 52059.0 ng.hr.mL-1 Mus musculus
AUC 148795.5 ng.hr.mL-1 Mus musculus
CL 62.0 mL.min-1.g-1 Rattus norvegicus
CL 21.0 mL.min-1.kg-1 Rattus norvegicus
CL 42.0 mL.min-1.kg-1 Rattus norvegicus
CL 21.0 mL.min-1.kg-1 Rattus norvegicus
CL 32.0 mL.min-1.g-1 Homo sapiens
CL 55.0 mL.min-1.g-1 Rattus norvegicus
CL 35.0 mL.min-1.g-1 Mus musculus
F 18.0 % Rattus norvegicus
F 26.0 % Rattus norvegicus
Fu 0.06 - Rattus norvegicus
T1/2 1.2 hr Rattus norvegicus
T1/2 1.9 hr Rattus norvegicus
T1/2 1.2 hr Rattus norvegicus
Tmax 0.3 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 = 7.0 nM 8.15 Inhibition of PI3Kalpha (unknown origin) 26206504
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform IC50 = 7.0 nM 8.15 Inhibition of PI3Kalpha (unknown origin) using phosphatidylinositol as substrate... 26199119
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform IC50 = 7.5 nM 8.12 Inhibition of P110alpha (unknown origin) using L-a-phosphatidylinositol as subst... 23726034
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform IC50 = 20.0 nM 7.7 Inhibition of PI3Kalpha (unknown origin) using L-a- phosphatidylinositol/OctylGl... 27575470
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform IC50 = 36.0 nM 7.44 Inhibition of PI3Kalpha (unknown origin) expressed in Rat1 cells assessed as red... 27575470
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform IC50 = 39.0 nM 7.41 Inhibition of N-terminal myristoylated P110alpha (unknown origin)-mediated AKT p... 23726034
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform IC50 = 39.0 nM 7.41 Inhibition of N-terminal myristoylated human PI3Kalpha expressed in Rat1 cells a... 26199119
Unchecked IC50 = 39.0 nM 7.41 Inhibition of PI3Kalpha in rat Rat1 cells assessed as reduction of Akt phosphory... 26206504
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform IC50 = 210.0 nM 6.68 Inhibition of P110gamma (unknown origin) using PIP2:PS as substrate by TR-FRET a... 23726034
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform IC50 = 230.0 nM 6.64 Inhibition of PI3Kgamma (unknown origin) using PI or PIP2:PS as substrate by TR-... 26199119
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform IC50 = 230.0 nM 6.64 Inhibition of PI3Kgamma (unknown origin) 26206504
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit delta isoform IC50 = 350.0 nM 6.46 Inhibition of P110delta (unknown origin) using PIP2:PS as substrate by TR-FRET a... 23726034
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit delta isoform IC50 = 380.0 nM 6.42 Inhibition of PI3Kdelta (unknown origin) 26206504
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit delta isoform IC50 = 380.0 nM 6.42 Inhibition of PI3Kdelta (unknown origin) using PI or PIP2:PS as substrate by TR-... 26199119
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit delta isoform IC50 = 530.0 nM 6.28 Inhibition of PI3Kdelta (unknown origin) using phosphatidylinositol/PIP2:PS as s... 27575470
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit delta isoform IC50 = 1500.0 nM 5.82 Inhibition of N-terminal myristoylated P110delta (unknown origin)-mediated AKT p... 23726034
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform IC50 = 1500.0 nM 5.82 Inhibition of N-terminal myristoylated human PI3Kgamma expressed in Rat1 cells a... 26199119
Unchecked IC50 = 1500.0 nM 5.82 Inhibition of PI3Kgamma in rat Rat1 cells assessed as reduction of Akt phosphory... 26206504
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit delta isoform IC50 = 1570.0 nM 5.8 Inhibition of PI3Kdelta (unknown origin) expressed in Rat1 cells assessed as red... 27575470
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoform IC50 = 1800.0 nM 5.75 Inhibition of P110beta (unknown origin) using L-a-phosphatidylinositol as substr... 23726034

Literature References

PubMed DOI Target Context # Activities
27575470 10.1016/j.bmcl.2016.08.041 ADMET 34
26199119 10.1016/j.bmcl.2015.06.067 Rattus norvegicus 6
23726034 10.1016/j.bmcl.2013.05.007 Rattus norvegicus 3
26199119 10.1016/j.bmcl.2015.06.067 Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform 2
27575470 10.1016/j.bmcl.2016.08.041 Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit delta isoform 2
26206504 10.1016/j.bmcl.2015.06.078 Unchecked 2
27575470 10.1016/j.bmcl.2016.08.041 Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoform 2
27575470 10.1016/j.bmcl.2016.08.041 Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform 2
26206504 10.1016/j.bmcl.2015.06.078 Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoform 2
27575470 10.1016/j.bmcl.2016.08.041 Mus musculus 2
27575470 10.1016/j.bmcl.2016.08.041 NON-PROTEIN TARGET 2
26199119 10.1016/j.bmcl.2015.06.067 Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoform 2
26199119 10.1016/j.bmcl.2015.06.067 Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform 2
23726034 10.1016/j.bmcl.2013.05.007 Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform 2
23726034 10.1016/j.bmcl.2013.05.007 Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoform 2
23726034 10.1016/j.bmcl.2013.05.007 Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit delta isoform 2
26199119 10.1016/j.bmcl.2015.06.067 Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit delta isoform 1
26199119 10.1016/j.bmcl.2015.06.067 Plasma 1
23726034 10.1016/j.bmcl.2013.05.007 Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform 1
23726034 10.1016/j.bmcl.2013.05.007 Cytochrome P450 3A4 1

Data from ChEMBL 36 via Core Engine