Compound Detail

CHEMBL513909

BI-2536

🧪 Phase II

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🧪 Phase II

CC[C@@H]1C(=O)N(C)c2cnc(Nc3ccc(C(=O)NC4CCN(C)CC4)cc3OC)nc2N1C1CCCC1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL513909
Name	BI-2536
Phase	Phase II
Structure Type	MOL
InChI Key	XQVVPGYIWAGRNI-JOCHJYFZSA-N

Known Names

Bi 2536 Bi-2536 BI2536

488

Targets

638

Activities

Assay Types

PK Parameters

Publications

Known Names

Indications

Mechanisms

Molecular Properties

521.7

MW (Da)

3.56

ALogP

HBA

HBD

102.9

PSA (Å²)

0.57

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Chirality	Single Enantiomer

Extended Properties

Molecular Formula	C28H39N7O3
MW	521.67
Aromatic Rings	2
Heavy Atoms	38
NP-Likeness	-1.08

Mechanism of Action

Mechanism	Action Type	Target	Direct	Efficacy
Serine/threonine-protein kinase PLK1 inhibitor	INHIBITOR	Serine/threonine-protein kinase PLK1	✓	✓

Indications

Carcinoma, Non-Small-Cell Lung Leukemia, Myeloid, Acute Pancreatic Neoplasms Prostatic Neoplasms Small Cell Lung Carcinoma Lymphoma Neoplasms

Activity Summary

IC50 469 meas. best 10.08

Kd 128 meas. best 9.72

EC50 38 meas. best 8.7

Ki 3 meas. best 9.66

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Serine/threonine-protein kinase PLK1 CHEMBL3024	IC50	10.08	8.716	0.1	30
Serine/threonine-protein kinase PLK1 CHEMBL3024	Kd	9.72	9.72	0.2	3
Serine/threonine-protein kinase PLK1 CHEMBL3024	Ki	9.66	9.09	0.2	2
HEK-293T CHEMBL3706568	IC50	9.22	9.11	0.6	2
Serine/threonine-protein kinase PLK2 CHEMBL5938	Kd	9.09	9.09	0.8	1
MDA-MB-231 CHEMBL400	IC50	9.0	7.93	1.0	3
MM1.S CHEMBL4296471	IC50	9.0	8.96	1.0	2
Unchecked CHEMBL612545	IC50	9.0	7.2283	1.0	6
Bromodomain-containing protein 4 CHEMBL1163125	IC50	8.92	7.2525	1.2	16
Serine/threonine-protein kinase PLK3 CHEMBL4897	IC50	8.79	7.925	1.6	8
H4 CHEMBL1075452	EC50	8.7	8.7	2.0	1
Bromodomain-containing protein 4 CHEMBL1163125	EC50	8.7	8.7	2.0	1
DOHH-2 CHEMBL2366181	EC50	8.7	8.7	2.0	1
Serine/threonine-protein kinase PLK1 CHEMBL3024	EC50	8.7	8.7	2.0	1
HL-60 CHEMBL383	EC50	8.7	8.7	2.0	1
HT-29 CHEMBL384	EC50	8.7	8.7	2.0	1
K562 CHEMBL385	EC50	8.7	8.7	2.0	1
MCF7 CHEMBL387	EC50	8.7	8.7	2.0	1
PC-3 CHEMBL390	EC50	8.7	8.7	2.0	1
A549 CHEMBL392	EC50	8.7	8.7	2.0	1
HCT-116 CHEMBL394	EC50	8.7	8.7	2.0	1
HepG2 CHEMBL395	EC50	8.7	8.7	2.0	1
NCI-H460 CHEMBL396	EC50	8.7	8.7	2.0	1
HeLa S3 CHEMBL4296436	EC50	8.7	8.7	2.0	1
Granta-519 CHEMBL4483240	EC50	8.7	8.7	2.0	1
MDA-MB-435S CHEMBL4483284	EC50	8.7	8.7	2.0	1
FaDu CHEMBL612250	EC50	8.7	8.7	2.0	1
DU-145 CHEMBL613508	EC50	8.7	8.7	2.0	1
A-375 CHEMBL613859	EC50	8.7	8.7	2.0	1
A-431 CHEMBL614069	EC50	8.7	8.7	2.0	1
NCI-H520 CHEMBL614099	EC50	8.7	8.7	2.0	1
PANC-1 CHEMBL614139	EC50	8.7	8.7	2.0	1
NCI-N87 CHEMBL614197	EC50	8.7	8.7	2.0	1
THP-1 CHEMBL614245	EC50	8.7	8.7	2.0	1
MES-SA CHEMBL614343	EC50	8.7	8.7	2.0	1
BXPC-3 CHEMBL614530	EC50	8.7	8.7	2.0	1
COLO 205 CHEMBL614561	EC50	8.7	8.7	2.0	1
Raji CHEMBL614628	EC50	8.7	8.7	2.0	1
BRO melanoma cell line CHEMBL614665	EC50	8.7	8.7	2.0	1
Skut1B CHEMBL614678	EC50	8.7	8.7	2.0	1
MIA PaCa-2 CHEMBL614725	EC50	8.7	8.7	2.0	1
SAOS-2 CHEMBL614894	EC50	8.7	8.7	2.0	1
SK-MEL-28 CHEMBL614919	EC50	8.7	8.7	2.0	1
SK-OV-3 CHEMBL614925	EC50	8.7	8.7	2.0	1
Serine/threonine-protein kinase PLK2 CHEMBL5938	IC50	8.54	8.1578	2.9	9
Serine/threonine-protein kinase PLK3 CHEMBL4897	Kd	8.4	8.4	4.0	1
MDA-MB-361 CHEMBL614129	IC50	8.29	8.29	5.1	1
PSN1 CHEMBL614241	IC50	8.11	8.11	7.8	1
ACN CHEMBL2366195	IC50	8.07	8.07	8.4	1
TE-8 CHEMBL2366182	IC50	8.03	8.03	9.4	1

Pharmacokinetic Data

Parameter	Value	Units	Species
AUC	283.0	ng.hr.mL-1	Rattus norvegicus
AUC	556.0	ng.hr.mL-1	Mus musculus
AUC	198.0	ng.hr.mL-1	Mus musculus
CL	51.1	mL.min-1.g-1	Homo sapiens
CL	22.2	mL.min-1.g-1	Rattus norvegicus
CL	48.3	mL.min-1.kg-1	Homo sapiens
CL	39.9	mL.min-1.kg-1	Rattus norvegicus
CL	95.3	mL.min-1.kg-1	Rattus norvegicus
CL	51.1	mL.min-1.g-1	Homo sapiens
CL	48.3	mL.min-1.kg-1	Homo sapiens
CL	22.2	mL.min-1.g-1	Rattus norvegicus
CL	39.9	mL.min-1.kg-1	Rattus norvegicus
CL	83.4	mL.min-1.kg-1	Mus musculus
Cmax	122.68	nM	Rattus norvegicus
Cmax	316.29	nM	Mus musculus
F	16.3	%	Rattus norvegicus
F	28.5	%	Mus musculus
Fu	0.0452	-	Homo sapiens
Fu	0.0936	-	Macaca fascicularis
Fu	0.0491	-	Canis lupus familiaris
Fu	0.114	-	Rattus norvegicus
Fu	0.0452	-	Homo sapiens
Fu	0.0936	-	Macaca fascicularis
Fu	4.91	-	Canis lupus familiaris
Fu	0.114	-	Mus musculus
T1/2	0.4517	hr	Homo sapiens
T1/2	1.045	hr	Rattus norvegicus
T1/2	1.56	hr	Rattus norvegicus
T1/2	1.44	hr	Rattus norvegicus
T1/2	0.4517	hr	Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Serine/threonine-protein kinase PLK1	IC50	=	0.083	nM	10.08	Inhibition of PLK1 (unknown origin)	33539089
Serine/threonine-protein kinase PLK1	Kd	=	0.19	nM	9.72	Binding constant for PLK1 kinase domain	22037378
Serine/threonine-protein kinase PLK1	Kd	=	0.19	nM	9.72	Binding affinity to PLK1 (unknown origin)	30789735
Serine/threonine-protein kinase PLK1	Kd	=	0.19	nM	9.72	Affinity Biochemical interaction (ITC) EUB0000169b PLK1	-
Serine/threonine-protein kinase PLK1	Ki	=	0.22	nM	9.66	Binding affinity to PLK1 (unknown origin) expressed in HEK293 cells after 1 hr b...	26191363
Serine/threonine-protein kinase PLK1	IC50	=	0.51	nM	9.29	Inhibition of PLK1 (unknown origin) preincubated for 10 mins followed by substra...	36889251
HEK-293T	IC50	=	0.6	nM	9.22	Inhibition of cell growth in HEK293T cells incubated for 72 hrs by CellTiter-blu...	34710325
Serine/threonine-protein kinase PLK1	IC50	=	0.8	nM	9.1	Inhibition of PLK1	18762425
Serine/threonine-protein kinase PLK2	Kd	=	0.81	nM	9.09	Binding constant for PLK2 kinase domain	22037378
Serine/threonine-protein kinase PLK1	IC50	=	0.83	nM	9.08	Inhibition of recombinant human N-terminal GST-tagged Plk1 (residues 1-603) expr...	17291758
Serine/threonine-protein kinase PLK1	IC50	=	0.83	nM	9.08	Competitive inhibition of human PLK1 in presence of ATP	23103095
Serine/threonine-protein kinase PLK1	IC50	=	0.83	nM	9.08	Inhibition of N-terminal GST-tagged recombinant human PLK1 (1 to 603 residues) e...	28280261
Serine/threonine-protein kinase PLK1	IC50	=	0.83	nM	9.08	Inhibition of human recombinant N-terminal GST-tagged PLK1 (1 to 603 residues) e...	28792760
Serine/threonine-protein kinase PLK1	IC50	=	0.83	nM	9.08	Inhibition of recombinant human N-terminal GST-tagged PLK1 (1 to 603 residues) e...	28195723
Serine/threonine-protein kinase PLK1	IC50	=	0.83	nM	9.08	Inhibition of PLK1 (unknown origin)	30613326
Serine/threonine-protein kinase PLK1	IC50	=	0.83	nM	9.08	Inhibition of recombinant human N-terminal GST-tagged PLK1 (1 to 603 residues) e...	32631534
Serine/threonine-protein kinase PLK1	IC50	=	0.83	nM	9.08	Inhibition of recombinant N-terminal GST-tagged human PLK1 (1 to 603 residues) e...	33765606
Serine/threonine-protein kinase PLK1	IC50	=	0.83	nM	9.08	Inhibition of Plk1 in human A549 cells incubated for 2 hrs by microplate reader ...	33539089
Serine/threonine-protein kinase PLK1	IC50	=	0.83	nM	9.08	Inhibition of human recombinant GST-tagged PLK1 (1 to 603 residues) using casein...	32502863
Serine/threonine-protein kinase PLK1	IC50	=	0.83	nM	9.08	Inhibition of PLK1 (unknown origin)	17291761

Literature References

PubMed	DOI	Target Context	# Activities
-	10.6019/CHEMBL4689842	HEK-293T	261
-	10.6019/CHEMBL4689842	Fibroblast	259
-	10.6019/CHEMBL4689842	U2OS	259
36889251	10.1016/j.ejmech.2023.115242	ADMET	33
38364599	10.1016/j.bmc.2024.117609	ADMET	32
17291761	10.1016/j.cub.2006.12.046	HeLa	24
17291761	10.1016/j.cub.2006.12.046	Serine/threonine-protein kinase PLK1	22
22037378	10.1038/nbt.1990	Tyrosine-protein kinase ABL1	15
17291758	10.1016/j.cub.2006.12.037	HeLa	15
-	10.6019/CHEMBL5724558	Colon cancer organoid	12
-	10.6019/CHEMBL5674860	Colon cancer organoid	12
22037378	10.1038/nbt.1990	Epidermal growth factor receptor	12
22037378	10.1038/nbt.1990	Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform	10
26254279	10.18632/oncotarget.4214	Serine/threonine-protein kinase PLK1	9
-	10.6019/CHEMBL5303304	Fibroblast	9
-	10.6019/CHEMBL5303304	HEK-293T	8
34735919	10.1016/j.ejmech.2021.113926	Unchecked	8
22037378	10.1038/nbt.1990	Mast/stem cell growth factor receptor Kit	8
35191694	10.1021/acs.jmedchem.1c01999	Transcription initiation factor TFIID subunit 1	7
22037378	10.1038/nbt.1990	Receptor-type tyrosine-protein kinase FLT3	7

Data from ChEMBL 36 via Core Engine