Compound Detail

CHEMBL4084907

BIMIRALISIB

🧪 Phase II

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🧪 Phase II

Nc1cc(C(F)(F)F)c(-c2nc(N3CCOCC3)nc(N3CCOCC3)n2)cn1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL4084907
Name	BIMIRALISIB
Phase	Phase II
Structure Type	MOL
InChI Key	ADGGYDAFIHSYFI-UHFFFAOYSA-N

Known Names

Bimiralisib NC-B5 NCB5 PI3K-IN-2 PQR-309 Pqr309

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Indications

Molecular Properties

411.4

MW (Da)

1.21

ALogP

HBA

HBD

102.5

PSA (Å²)

0.80

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Chirality	Achiral

USAN Stem	-lisib
USAN Year	2018

Extended Properties

Molecular Formula	C17H20F3N7O2
MW	411.39
Aromatic Rings	2
Heavy Atoms	29
NP-Likeness	-0.87

Indications

Carcinoma, Squamous Cell Glioblastoma Keratosis, Actinic Lymphoma Lymphoma, Non-Hodgkin Breast Neoplasms Neoplasms

Activity Summary

IC50 29 meas. best 7.48

Kd 9 meas. best 8.82

Ki 8 meas. best 7.77

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform CHEMBL4005	Kd	8.82	8.82	1.5	1
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoform CHEMBL3145	Kd	7.96	7.96	11.0	1
Serine/threonine-protein kinase mTOR CHEMBL2842	Kd	7.92	7.92	12.0	1
PI3-kinase p110-alpha/p85-alpha CHEMBL2111367	Ki	7.77	7.77	17.0	2
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform CHEMBL4005	Ki	7.77	7.77	17.0	2
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit delta isoform CHEMBL3130	Kd	7.6	7.6	25.0	1
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform CHEMBL3267	Kd	7.6	7.6	25.0	1
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform CHEMBL4005	IC50	7.48	7.3471	33.0	7
Serine/threonine-protein kinase mTOR CHEMBL2842	Ki	7.21	7.21	62.0	4
Serine/threonine-protein kinase mTOR CHEMBL2842	IC50	7.05	6.96	89.0	4
Unchecked CHEMBL612545	IC50	6.86	6.8033	139.0	3
mTORC2 CHEMBL4523999	IC50	6.86	6.86	139.0	1
mTORC1 CHEMBL4296661	IC50	6.69	6.69	205.0	1
Phosphatidylinositol 3-kinase catalytic subunit type 3 CHEMBL1075165	Kd	6.64	6.64	230.0	1
SK-OV-3 CHEMBL614925	IC50	6.62	6.62	237.0	1
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform CHEMBL3267	IC50	6.35	6.2167	451.0	3
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit delta isoform CHEMBL3130	IC50	6.35	6.2833	451.0	3
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoform CHEMBL3145	IC50	6.18	6.18	661.0	3
Phosphatidylinositol 4-phosphate 3-kinase C2 domain-containing subunit beta CHEMBL5554	Kd	6.09	6.09	820.0	1
DNA-dependent protein kinase catalytic subunit CHEMBL3142	Kd	5.8	5.8	1600.0	1
A2058 CHEMBL613503	IC50	5.63	5.63	2333.0	1
DNA-dependent protein kinase catalytic subunit CHEMBL3142	IC50	5.07	5.07	8567.0	1
Phosphatidylinositol 3-kinase catalytic subunit type 3 CHEMBL1075165	IC50	5.07	5.07	8486.0	1
Phosphatidylinositol 4-kinase beta CHEMBL3268	Kd	4.4	4.4	40000.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
AUC	6395.0	ng.hr.mL-1	Canis lupus familiaris
AUC	12500.0	ng.hr.mL-1	Canis lupus familiaris
AUC	15313.0	ng.hr.mL-1	Rattus norvegicus
AUC	13974.0	ng.hr.mL-1	Rattus norvegicus
AUC	2151.0	ng.hr.mL-1	Mus musculus
AUC	1583.0	ng.hr.mL-1	Mus musculus
CL	6.85	mL.min-1.kg-1	Canis lupus familiaris
CL	4.433	mL.min-1.kg-1	Rattus norvegicus
CL	53.0	mL.min-1.kg-1	Mus musculus
Cmax	1417.15	nM	Canis lupus familiaris
Cmax	21293.66	nM	Canis lupus familiaris
Cmax	9791.2	nM	Rattus norvegicus
Cmax	7406.6	nM	Rattus norvegicus
Cmax	3680.21	nM	Mus musculus
Cmax	7496.54	nM	Mus musculus
F	23.0	%	Canis lupus familiaris
F	55.0	%	Rattus norvegicus
F	68.0	%	Mus musculus
T1/2	0.7617	hr	Mus musculus
T1/2	9.627	hr	Canis lupus familiaris
T1/2	12.2	hr	Rattus norvegicus
T1/2	6.607	hr	Macaca mulatta
T1/2	9.377	hr	Homo sapiens
T1/2	8.6	hr	Canis lupus familiaris
T1/2	7.6	hr	Canis lupus familiaris
T1/2	5.6	hr	Rattus norvegicus
T1/2	5.6	hr	Rattus norvegicus
T1/2	0.22	hr	Mus musculus
T1/2	0.15	hr	Mus musculus
Tmax	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	Kd	=	1.5	nM	8.82	Binding affinity to human PI3Kalpha (R108 to N1068 residues) expressed in mammal...	28829592
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoform	Kd	=	11.0	nM	7.96	Binding affinity to human PI3Kbeta (P118 to S1070 residues) expressed in mammali...	28829592
Serine/threonine-protein kinase mTOR	Kd	=	12.0	nM	7.92	Binding affinity to human mTOR (L1382 to W2549 residues) expressed in mammalian ...	28829592
PI3-kinase p110-alpha/p85-alpha	Ki	=	17.0	nM	7.77	Inhibition of human N-terminal His6-tagged PI3K p110alpha/p85alpha expressed in ...	28829592
PI3-kinase p110-alpha/p85-alpha	Ki	=	17.0	nM	7.77	Inhibition of alexa fluor 647-labeled kinase tracer 314 binding to recombinant h...	31465220
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform	Ki	=	17.0	nM	7.77	Displacement of Alexafluor labelled kinase tracer314 from recombinant N-terminal...	31244112
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform	Ki	=	17.0	nM	7.77	Inhibition of PI3Kalpha (unknown origin)	36503229
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform	Kd	=	25.0	nM	7.6	Binding affinity to human PI3Kgamma (S144 to A1102 residues) expressed in mammal...	28829592
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit delta isoform	Kd	=	25.0	nM	7.6	Binding affinity to human PI3Kdelta (R108 to Q1044 residues) expressed in mammal...	28829592
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform	IC50	=	33.0	nM	7.48	Inhibition of PI3Kalpha (unknown origin) expressed in baculovirus expression sys...	34894440
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform	IC50	=	33.0	nM	7.48	Inhibition of PI3Kalpha (unknown origin)	28829592
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform	IC50	=	33.0	nM	7.48	Inhibition of PI3Kalpha (unknown origin) using PIP2 as substrate measured after ...	38183777
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform	IC50	=	33.0	nM	7.48	Inhibition of PI3Kalpha (unknown origin)	36599263
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform	IC50	=	36.0	nM	7.44	Inhibition of PI3Kalpha H2047R mutant (unknown origin)	28829592
Serine/threonine-protein kinase mTOR	Ki	=	62.0	nM	7.21	Inhibition of human C-terminal GST-tagged mTOR (1360 to 2549 residues) expressed...	28829592
Serine/threonine-protein kinase mTOR	Ki	=	62.0	nM	7.21	Inhibition of alexa fluor 647-labeled kinase tracer 314 binding to recombinant h...	31465220
Serine/threonine-protein kinase mTOR	Ki	=	62.0	nM	7.21	Displacement of Alexafluor labelled kinase tracer314 from recombinant human C-te...	31244112
Serine/threonine-protein kinase mTOR	Ki	=	62.0	nM	7.21	Inhibition of mTOR (unknown origin)	36503229
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform	IC50	=	63.0	nM	7.2	Inhibition of PI3Kalpha E542K mutant (unknown origin)	28829592
Serine/threonine-protein kinase mTOR	IC50	=	89.0	nM	7.05	Inhibition of mTOR (unknown origin)	38183777

Literature References

PubMed	DOI	Target Context	# Activities
28829592	10.1021/acs.jmedchem.7b00930	Rattus norvegicus	22
28829592	10.1021/acs.jmedchem.7b00930	Canis familiaris	11
28829592	10.1021/acs.jmedchem.7b00930	Mus musculus	10
28829592	10.1021/acs.jmedchem.7b00930	Unchecked	9
28829592	10.1021/acs.jmedchem.7b00930	ADMET	7
28829592	10.1021/acs.jmedchem.7b00930	Plasma	6
28829592	10.1021/acs.jmedchem.7b00930	Liver	5
28829592	10.1021/acs.jmedchem.7b00930	Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform	5
30359003	10.1021/acs.jmedchem.8b01262	Mus musculus	4
28829592	10.1021/acs.jmedchem.7b00930	Serine/threonine-protein kinase mTOR	4
28829592	10.1021/acs.jmedchem.7b00930	PC-3	4
31244112	10.1021/acs.jmedchem.9b00525	Unchecked	3
28829592	10.1021/acs.jmedchem.7b00930	Brain	3
28829592	10.1021/acs.jmedchem.7b00930	SK-OV-3	2
28829592	10.1021/acs.jmedchem.7b00930	A2058	2
28829592	10.1021/acs.jmedchem.7b00930	No relevant target	2
28829592	10.1021/acs.jmedchem.7b00930	DNA-dependent protein kinase catalytic subunit	2
28829592	10.1021/acs.jmedchem.7b00930	Phosphatidylinositol 3-kinase catalytic subunit type 3	2
28829592	10.1021/acs.jmedchem.7b00930	Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform	2
28829592	10.1021/acs.jmedchem.7b00930	Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoform	2

Data from ChEMBL 36 via Core Engine