Compound Detail

CHEMBL271235

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C#CCN1C[C@H](C(=O)NO)[C@H](NC(=O)c2ccc(OCc3cc(C)nc4ccccc34)cc2)C1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL271235
Phase	Preclinical
Structure Type	MOL
InChI Key	SIICAQVADMFEDB-LADGPHEKSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

458.5

MW (Da)

2.29

ALogP

HBA

HBD

103.8

PSA (Å²)

0.29

QED

Ro5 Violations

Rot. Bonds

First in Class Prodrug

Ki 9 meas. best 8.22

IC50 4 meas. best 9.85

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Disintegrin and metalloproteinase domain-containing protein 17 CHEMBL3332	IC50	9.85	9.85	0.1	1
Disintegrin and metalloproteinase domain-containing protein 17 CHEMBL3706	IC50	9.85	9.85	0.1	1
Matrilysin CHEMBL4073	Ki	8.22	8.22	6.0	1
Macrophage metalloelastase CHEMBL4393	Ki	7.92	7.92	12.0	1
Stromelysin-1 CHEMBL283	Ki	7.27	7.27	54.0	1
Unchecked CHEMBL612545	IC50	6.96	6.96	109.0	1
Blood CHEMBL613416	IC50	6.96	6.96	109.0	1
Stromelysin-2 CHEMBL4270	Ki	6.62	6.62	240.0	1
Collagenase 3 CHEMBL280	Ki	6.31	6.31	490.0	1
72 kDa type IV collagenase CHEMBL333	Ki	5.96	5.96	1100.0	1
Matrix metalloproteinase-9 CHEMBL321	Ki	5.76	5.76	1720.0	1
Neutrophil collagenase CHEMBL4588	Ki	5.7	5.7	2000.0	1
Matrix metalloproteinase-14 CHEMBL3869	Ki	5.55	5.55	2800.0	1

Parameter	Value	Units	Species
AUC	1024.33	ng.hr.mL-1	Rattus norvegicus
AUC	259.98	ng.hr.mL-1	Rattus norvegicus
CL	55.0	mL.min-1.kg-1	Rattus norvegicus
F	25.0	%	Rattus norvegicus
T1/2	2.9	hr	Rattus norvegicus
T1/2	3.1	hr	Rattus norvegicus

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Disintegrin and metalloproteinase domain-containing protein 17	IC50	=	0.14	nM	9.85	Inhibition of pig TACE	18061445
Disintegrin and metalloproteinase domain-containing protein 17	IC50	=	0.14	nM	9.85	Inhibition of TACE	19095454
Matrilysin	Ki	=	6.0	nM	8.22	Binding affinity to MMP7	18061445
Macrophage metalloelastase	Ki	=	12.0	nM	7.92	Binding affinity to MMP12	18061445
Stromelysin-1	Ki	=	54.0	nM	7.27	Binding affinity to MMP3	18061445
Blood	IC50	=	109.0	nM	6.96	Inhibition of LPS-stimulated TNFalpha release in human whole blood	18061445
Unchecked	IC50	=	109.0	nM	6.96	Inhibition of TNFalpha production in whole blood	19095454
Stromelysin-2	Ki	=	240.0	nM	6.62	Binding affinity to MMP10	18061445
Collagenase 3	Ki	=	490.0	nM	6.31	Binding affinity to MMP13	18061445
72 kDa type IV collagenase	Ki	=	1100.0	nM	5.96	Binding affinity to MMP2	18061445
Matrix metalloproteinase-9	Ki	=	1720.0	nM	5.76	Binding affinity to MMP9	18061445
Neutrophil collagenase	Ki	=	2000.0	nM	5.7	Binding affinity to MMP8	18061445
Matrix metalloproteinase-14	Ki	=	2800.0	nM	5.55	Binding affinity to MMP14	18061445

PubMed	DOI	Target Context	# Activities
19095454	10.1016/j.bmc.2008.11.067	Unchecked	10
18061445	10.1016/j.bmcl.2007.11.059	Unchecked	8
18061445	10.1016/j.bmcl.2007.11.059	Rattus norvegicus	7
18061445	10.1016/j.bmcl.2007.11.059	Stromelysin-2	1
19095454	10.1016/j.bmc.2008.11.067	Disintegrin and metalloproteinase domain-containing protein 17	1
18061445	10.1016/j.bmcl.2007.11.059	Matrix metalloproteinase-15	1
18061445	10.1016/j.bmcl.2007.11.059	Matrix metalloproteinase-14	1
18061445	10.1016/j.bmcl.2007.11.059	Collagenase 3	1
18061445	10.1016/j.bmcl.2007.11.059	Macrophage metalloelastase	1
18061445	10.1016/j.bmcl.2007.11.059	Disintegrin and metalloproteinase domain-containing protein 17	1
18061445	10.1016/j.bmcl.2007.11.059	Neutrophil collagenase	1
18061445	10.1016/j.bmcl.2007.11.059	Matrilysin	1
18061445	10.1016/j.bmcl.2007.11.059	Stromelysin-1	1
18061445	10.1016/j.bmcl.2007.11.059	Caco-2	1
18061445	10.1016/j.bmcl.2007.11.059	72 kDa type IV collagenase	1
18061445	10.1016/j.bmcl.2007.11.059	Matrix metalloproteinase-9	1
18061445	10.1016/j.bmcl.2007.11.059	Interstitial collagenase	1
18061445	10.1016/j.bmcl.2007.11.059	Blood	1

Data from ChEMBL 36 via Core Engine