Compound Detail

CHEMBL311932

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COc1ccc(S(=O)(=O)N(CC(=O)NO)CC(C)C)cc1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL311932
Phase	Preclinical
Structure Type	MOL
InChI Key	JIRXORZYIXSWOB-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

316.4

MW (Da)

0.85

ALogP

HBA

HBD

95.9

PSA (Å²)

0.57

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula	C13H20N2O5S
MW	316.38
Aromatic Rings	1
Heavy Atoms	21
NP-Likeness	-1.37

Activity Summary

IC50 35 meas. best 9.23

Ki 9 meas. best 8.51

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
72 kDa type IV collagenase CHEMBL333	IC50	9.23	7.9744	0.6	9
Collagenase 3 CHEMBL280	IC50	8.52	7.8933	3.0	3
Collagenase 3 CHEMBL280	Ki	8.51	8.51	3.1	1
Macrophage metalloelastase CHEMBL4393	Ki	8.37	8.37	4.3	1
Matrix metalloproteinase-9 CHEMBL321	IC50	8.32	7.838	4.8	5
Neutrophil collagenase CHEMBL4588	Ki	8.05	8.05	9.0	1
Matrix metalloproteinase-14 CHEMBL3869	IC50	7.89	7.89	13.0	1
Interstitial collagenase CHEMBL332	IC50	7.51	7.015	31.0	2
Stromelysin-1 CHEMBL283	Ki	6.88	6.88	131.8	2
Interstitial collagenase CHEMBL332	Ki	6.76	6.76	174.0	1
Disintegrin and metalloproteinase domain-containing protein 17 CHEMBL3706	IC50	5.64	5.64	2300.0	1
K562 CHEMBL385	IC50	5.32	5.32	4770.0	1
Stromelysin-1 CHEMBL283	IC50	5.19	5.19	6500.0	1
Meprin A subunit beta CHEMBL4105879	Ki	5.13	5.13	7400.0	2
Matrilysin CHEMBL4073	Ki	4.89	4.89	13000.0	1
A549 CHEMBL392	IC50	4.87	4.3267	13510.0	3
Meprin A subunit beta CHEMBL4105879	IC50	4.77	4.77	17100.0	1
HL-60 CHEMBL383	IC50	4.54	4.54	29000.0	1
PC-3 CHEMBL390	IC50	4.28	4.28	52000.0	1
KG-1 CHEMBL612264	IC50	4.28	4.28	52000.0	1
HepG2 CHEMBL395	IC50	4.21	4.21	62000.0	1
L02 CHEMBL4296457	IC50	4.06	4.06	88000.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
72 kDa type IV collagenase	IC50	=	0.59	nM	9.23	Inhibition of MMP2 (unknown origin) using Mca-PLGLDpaAR fluorescent substrate in...	35255412
72 kDa type IV collagenase	IC50	=	2.0	nM	8.7	Inhibition of human full length MMP2 using Mca-Pro-Leu-Gly-Leu-Dap(Dnp)-Ala-Arg-...	26386821
Collagenase 3	IC50	=	3.0	nM	8.52	Inhibition of MMP13 (unknown origin)	23287054
Collagenase 3	Ki	=	3.1	nM	8.51	Inhibition of MMP13 by fluorimetric assay	20965620
Macrophage metalloelastase	Ki	=	4.3	nM	8.37	Inhibition of MMP12 by fluorimetric assay	20965620
Matrix metalloproteinase-9	IC50	=	4.8	nM	8.32	Inhibition of MMP9 by fluorometric assay	20180536
Collagenase 3	IC50	=	5.2	nM	8.28	Inhibition of MMP13 (unknown origin) assessed as reduction in cleavage of colori...	36327696
Matrix metalloproteinase-9	IC50	=	5.9	nM	8.23	Inhibition of human full length MMP9 using Mca-Pro-Leu-Gly-Leu-Dap(Dnp)-Ala-Arg-...	26386821
Matrix metalloproteinase-9	IC50	=	8.8	nM	8.06	Inhibition of recombinant human MMP9 using thiopeptide as substrate preincubated...	31415980
Neutrophil collagenase	Ki	=	9.0	nM	8.05	Inhibition of MMP8 by fluorimetric assay	20965620
72 kDa type IV collagenase	IC50	=	9.1	nM	8.04	Inhibition of recombinant human MMP2 using thiopeptide as substrate preincubated...	31415980
72 kDa type IV collagenase	IC50	=	13.0	nM	7.89	Inhibition of MMP2 by fluorometric assay	20180536
Matrix metalloproteinase-14	IC50	=	13.0	nM	7.89	Inhibition of human recombinant MMP14 by fluorometric assay	20180536
72 kDa type IV collagenase	IC50	=	13.0	nM	7.89	Inhibition of MMP2 (unknown origin)	23287054
72 kDa type IV collagenase	IC50	=	14.0	nM	7.85	Inhibition of MMP2 using BML-P125-9090 as substrate after 30 mins by microplate ...	22967811
72 kDa type IV collagenase	IC50	=	14.0	nM	7.85	Inhibition of human MMP2 using Mca-Pro-Leu-Gly-Leu-Dpa-Ala-Arg-NH as substrate p...	29524731
Interstitial collagenase	IC50	=	31.0	nM	7.51	Inhibition of MMP-1 (unknown origin) by colorimetric assay	31740054
Matrix metalloproteinase-9	IC50	=	34.0	nM	7.47	Inhibition of MMP9 (unknown origin)	23287054
72 kDa type IV collagenase	IC50	=	69.0	nM	7.16	Inhibition of MMP-2 (unknown origin) by colorimetric assay	31740054
72 kDa type IV collagenase	IC50	=	70.0	nM	7.16	Inhibition of recombinant MMP-2 (unknown origin)	38278079

Literature References

PubMed	DOI	Target Context	# Activities
26386821	10.1016/j.bmc.2015.09.013	72 kDa type IV collagenase	2
26386821	10.1016/j.bmc.2015.09.013	Matrix metalloproteinase-9	2
28408220	10.1016/j.bmcl.2017.04.012	Meprin A subunit beta	2
20180536	10.1021/jm901868z	Disintegrin and metalloproteinase domain-containing protein 17	2
31415980	10.1016/j.ejmech.2019.111563	A549	2
20965620	10.1016/j.ejmech.2010.09.057	Neutrophil collagenase	1
23287054	10.1016/j.ejmech.2012.10.016	Stromelysin-1	1
23287054	10.1016/j.ejmech.2012.10.016	Matrix metalloproteinase-9	1
23287054	10.1016/j.ejmech.2012.10.016	Macrophage metalloelastase	1
22967811	10.1016/j.bmc.2012.08.014	72 kDa type IV collagenase	1
20965620	10.1016/j.ejmech.2010.09.057	No relevant target	1
20965620	10.1016/j.ejmech.2010.09.057	Collagenase 3	1
20965620	10.1016/j.ejmech.2010.09.057	Macrophage metalloelastase	1
9871508	10.1016/s0960-894x(98)00142-5	Macrophage metalloelastase	1
20965620	10.1016/j.ejmech.2010.09.057	Interstitial collagenase	1
20180536	10.1021/jm901868z	Matrix metalloproteinase-14	1
20180536	10.1021/jm901868z	Matrix metalloproteinase-9	1
20180536	10.1021/jm901868z	72 kDa type IV collagenase	1
38843586	10.1016/j.ejmech.2024.116563	A549	1
17275314	10.1016/j.bmc.2007.01.011	Stromelysin-1	1

Data from ChEMBL 36 via Core Engine