Compound Detail

CHEMBL595134

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N#CC1=C2C(=NC1=O)c1cccc3c(N4CCSCC4)ccc2c13

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL595134
Phase	Preclinical
Structure Type	MOL
InChI Key	BRPRPURMGRJSHP-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

331.4

MW (Da)

3.01

ALogP

HBA

HBD

56.5

PSA (Å²)

0.81

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C19H13N3OS
MW	331.40
Aromatic Rings	2
Heavy Atoms	24
NP-Likeness	-1.07

Activity Summary

IC50 14 meas. best 7.46

Ki 9 meas. best 7.34

Kd 8 meas. best 7.24

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Induced myeloid leukemia cell differentiation protein Mcl-1 CHEMBL4361	IC50	7.46	7.2733	35.0	3
Induced myeloid leukemia cell differentiation protein Mcl-1 CHEMBL4361	Ki	7.34	7.254	45.7	5
Induced myeloid leukemia cell differentiation protein Mcl-1 CHEMBL4361	Kd	7.24	6.1433	58.0	6
MCF7 CHEMBL387	IC50	7.05	5.715	90.0	2
SMMC-7721 CHEMBL613831	IC50	6.77	6.745	170.0	2
Apoptosis regulator Bcl-2 CHEMBL4860	IC50	6.54	6.345	285.0	2
Apoptosis regulator Bcl-2 CHEMBL4860	Kd	6.51	6.33	310.0	2
Apoptosis regulator Bcl-2 CHEMBL4860	Ki	6.51	6.5075	310.0	4
Bcl-2-like protein 1 CHEMBL4625	IC50	6.2	6.2	625.0	1
HeLa CHEMBL399	IC50	4.8	4.8	15710.0	1
HCT-8 CHEMBL613510	IC50	4.59	4.59	25810.0	1
HL-60 CHEMBL383	IC50	4.54	4.54	28620.0	1
A-375 CHEMBL613859	IC50	4.31	4.31	48710.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
CL	114.82	mL.min-1.g-1	Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Induced myeloid leukemia cell differentiation protein Mcl-1	IC50	=	35.0	nM	7.46	Displacement of FAM-Bid from human Mcl-1 after 30 mins by ELISA	21235240
Induced myeloid leukemia cell differentiation protein Mcl-1	IC50	=	46.0	nM	7.34	Inhibition of biotin-Bim peptide binding to Mcl1 (unknown origin) expressed in E...	23314054
Induced myeloid leukemia cell differentiation protein Mcl-1	Ki	=	45.71	nM	7.34	Inhibition of biotin-Bim peptide binding to Mcl1 (unknown origin) expressed in E...	23314054
Induced myeloid leukemia cell differentiation protein Mcl-1	Ki	=	58.0	nM	7.24	Inhibition of FAM-Bid peptide binding to Mcl1 (unknown origin) expressed in Esch...	23314054
Induced myeloid leukemia cell differentiation protein Mcl-1	Ki	=	58.0	nM	7.24	Displacement of FAM-Bid peptide from human Mcl-1 after 30 mins by competitive fl...	21684048
Induced myeloid leukemia cell differentiation protein Mcl-1	Ki	=	58.0	nM	7.24	Binding affinity to Mcl-1	21235240
Induced myeloid leukemia cell differentiation protein Mcl-1	Kd	=	58.0	nM	7.24	Inhibition of FAM-Bid binding to Mcl-1 (unknown origin) after 30 mins by fluores...	27749061
Induced myeloid leukemia cell differentiation protein Mcl-1	Ki	=	62.0	nM	7.21	Displacement of FAM-Bid from human Mcl-1 after 30 mins by fluorescence polarizat...	21235240
MCF7	IC50	=	90.0	nM	7.05	Cytotoxicity against human MCF7 cells after 24 hrs by MTT assay	21235240
Induced myeloid leukemia cell differentiation protein Mcl-1	Kd	=	95.5	nM	7.02	Binding affinity to cMcl-1 (residues 171 to 327) (unknown origin) by ITC assay	23206987
Induced myeloid leukemia cell differentiation protein Mcl-1	IC50	=	95.0	nM	7.02	Binding affinity to cMcl-1 (residues 171 to 327) (unknown origin) by biotin-Bim ...	23206987
SMMC-7721	IC50	=	170.0	nM	6.77	Cytotoxicity against human SMMC7721 cells after 24 hrs by MTT assay	21235240
SMMC-7721	IC50	=	190.0	nM	6.72	Cytotoxicity against human SMMC7721 cells expressing high level of Mcl-1 after 2...	21235240
Apoptosis regulator Bcl-2	IC50	=	285.0	nM	6.54	Displacement of FAM-Bid from human recombinant Bcl-2 after 30 mins by ELISA	21235240
Apoptosis regulator Bcl-2	Ki	=	310.0	nM	6.51	Binding affinity to Bcl-2 (unknown origin) fluorescence polarization assay	23206987
Apoptosis regulator Bcl-2	Ki	=	310.0	nM	6.51	Displacement of FAM-Bid peptide from human recombinant Bcl2 after 30 mins by by ...	21684048
Apoptosis regulator Bcl-2	Ki	=	310.0	nM	6.51	Binding affinity to Bcl-2	21235240
Apoptosis regulator Bcl-2	Kd	=	310.0	nM	6.51	Inhibition of FAM-Bid binding to Bcl-2 (unknown origin) after 30 mins by fluores...	27749061
Apoptosis regulator Bcl-2	Ki	=	319.0	nM	6.5	Displacement of FAM-Bid from human Bcl-2 after 30 mins by fluorescence polarizat...	21235240
Bcl-2-like protein 1	IC50	=	625.0	nM	6.2	Binding affinity to N-terminal 8xHis tagged cBcl-XL (unknown origin) expressed i...	23206987

Literature References

PubMed	DOI	Target Context	# Activities
23206987	10.1016/j.bmc.2012.11.008	Induced myeloid leukemia cell differentiation protein Mcl-1	4
23314054	10.1016/j.ejmech.2012.12.016	Induced myeloid leukemia cell differentiation protein Mcl-1	3
23206987	10.1016/j.bmc.2012.11.008	Apoptosis regulator Bcl-2	3
21235240	10.1021/jm101181u	Induced myeloid leukemia cell differentiation protein Mcl-1	3
21235240	10.1021/jm101181u	Apoptosis regulator Bcl-2	3
21235240	10.1021/jm101181u	Apoptosis regulator BAX/Induced myeloid leukemia cell differentiation protein Mcl-1	2
-	10.6019/CHEMBL3301361	ADMET	2
23220642	10.1016/j.ejmech.2012.10.050	Induced myeloid leukemia cell differentiation protein Mcl-1	2
21235240	10.1021/jm101181u	SMMC-7721	2
21235240	10.1021/jm101181u	HEK293	1
19815418	10.1016/j.bmc.2009.02.031	HeLa	1
21684048	10.1016/j.ejmech.2011.05.062	Apoptosis regulator Bcl-2	1
21684048	10.1016/j.ejmech.2011.05.062	Induced myeloid leukemia cell differentiation protein Mcl-1	1
23206987	10.1016/j.bmc.2012.11.008	No relevant target	1
23206987	10.1016/j.bmc.2012.11.008	Bcl-2-like protein 1	1
21235240	10.1021/jm101181u	MCF7	1
19815418	10.1016/j.bmc.2009.02.031	A-375	1
19815418	10.1016/j.bmc.2009.02.031	MCF7	1
19815418	10.1016/j.bmc.2009.02.031	HL-60	1
27749061	10.1021/acs.jmedchem.5b01888	Induced myeloid leukemia cell differentiation protein Mcl-1	1

Data from ChEMBL 36 via Core Engine