Compound Detail

CHEMBL2158601

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CN[C@@H](C)C(=O)N[C@H]1CN(C(=O)CCCCC(=O)N2CC[C@H]3CC[C@@H](C(=O)NC(c4ccccc4)c4ccccc4)N3C(=O)[C@@H](NC(=O)[C@H](C)NC)C2)CC[C@H]2CC[C@@H](C(=O)NC(c3ccccc3)c3ccccc3)N2C1=O

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL2158601
Phase	Preclinical
Structure Type	MOL
InChI Key	UJONUJWQMPOLGZ-DSNABAJCSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

1065.3

MW (Da)

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C60H76N10O8
MW	1065.33

Activity Summary

IC50 6 meas. best 8.35

Ki 4 meas. best 9.4

EC50 2 meas. best 8.11

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Baculoviral IAP repeat-containing protein 2 CHEMBL5462	Ki	9.4	9.4	0.4	1
Baculoviral IAP repeat-containing protein 3 CHEMBL5335	Ki	8.89	8.89	1.3	1
E3 ubiquitin-protein ligase XIAP CHEMBL4198	Ki	8.7	8.01	2.0	2
Baculoviral IAP repeat-containing protein 2 CHEMBL5462	IC50	8.35	8.35	4.5	1
E3 ubiquitin-protein ligase XIAP CHEMBL4198	IC50	8.12	7.48	7.6	2
E3 ubiquitin-protein ligase XIAP CHEMBL4198	EC50	8.11	7.255	7.8	2
Baculoviral IAP repeat-containing protein 3 CHEMBL5335	IC50	8.09	8.09	8.2	1
SK-OV-3 CHEMBL614925	IC50	8.0	8.0	9.9	1
MDA-MB-231 CHEMBL400	IC50	7.83	7.83	14.8	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Baculoviral IAP repeat-containing protein 2	Ki	=	0.4	nM	9.4	Binding affinity to BIR3 domain of cIAP1 by fluorescence polarization assay	22148838
Baculoviral IAP repeat-containing protein 3	Ki	=	1.3	nM	8.89	Binding affinity to BIR3 domain of cIAP2 by fluorescence polarization assay	22148838
E3 ubiquitin-protein ligase XIAP	Ki	=	2.0	nM	8.7	Binding affinity to BIR2-BIR3 domain of XIAP by fluorescence polarization assay	22148838
Baculoviral IAP repeat-containing protein 2	IC50	=	4.5	nM	8.35	Binding affinity to BIR3 domain of cIAP1 by fluorescence polarization assay	22148838
E3 ubiquitin-protein ligase XIAP	IC50	=	7.6	nM	8.12	Binding affinity to BIR2-BIR3 domain of XIAP by fluorescence polarization assay	22148838
E3 ubiquitin-protein ligase XIAP	EC50	=	7.8	nM	8.11	Antagonist activity at XIAP linker BIR2-BIR3 domain assessed as induction of cas...	22148838
Baculoviral IAP repeat-containing protein 3	IC50	=	8.2	nM	8.09	Binding affinity to BIR3 domain of cIAP2 by fluorescence polarization assay	22148838
SK-OV-3	IC50	=	9.9	nM	8.0	Growth inhibition of human SKOV3 cells after 4 days by WST8 assay	22148838
MDA-MB-231	IC50	=	14.8	nM	7.83	Growth inhibition of human MDA-MB-231 cells after 4 days by WST8 assay	22148838
E3 ubiquitin-protein ligase XIAP	Ki	=	48.0	nM	7.32	Binding affinity to BIR3 domain of XIAP by fluorescence polarization assay	22148838
E3 ubiquitin-protein ligase XIAP	IC50	=	145.0	nM	6.84	Binding affinity to BIR3 domain of XIAP by fluorescence polarization assay	22148838
E3 ubiquitin-protein ligase XIAP	EC50	=	400.0	nM	6.4	Antagonist activity at XIAP linker BIR2-BIR3 domain assessed as induction of cas...	22148838

Literature References

PubMed	DOI	Target Context	# Activities
22148838	10.1021/jm201072x	E3 ubiquitin-protein ligase XIAP	9
22148838	10.1021/jm201072x	Baculoviral IAP repeat-containing protein 2	2
22148838	10.1021/jm201072x	Baculoviral IAP repeat-containing protein 3	2
22148838	10.1021/jm201072x	MDA-MB-231	1
22148838	10.1021/jm201072x	SK-OV-3	1
22148838	10.1021/jm201072x	Unchecked	1

Data from ChEMBL 36 via Core Engine