Compound Detail

CHEMBL83508

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COc1ccc(S(=O)(=O)NCC(=O)NO)cc1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL83508
Phase	Preclinical
Structure Type	MOL
InChI Key	WLZISXXOYYGJNT-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

260.3

MW (Da)

-0.52

ALogP

HBA

HBD

104.7

PSA (Å²)

0.49

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C9H12N2O5S
MW	260.27
Aromatic Rings	1
Heavy Atoms	17
NP-Likeness	-1.23

Activity Summary

Ki 16 meas. best 8.1

IC50 6 meas. best 7.5

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Collagenase 3 CHEMBL280	Ki	8.1	8.1	8.0	1
Macrophage metalloelastase CHEMBL4393	Ki	7.7	7.7	20.0	1
Carbonic anhydrase 4 CHEMBL281	Ki	7.54	7.54	29.0	1
Carbonic anhydrase 1 CHEMBL261	Ki	7.52	7.52	30.0	1
Carbonic anhydrase 2 CHEMBL205	Ki	7.5	7.5	32.0	1
72 kDa type IV collagenase CHEMBL333	IC50	7.5	7.5	32.0	1
Interstitial collagenase CHEMBL332	Ki	7.48	7.295	33.0	2
Neutrophil collagenase CHEMBL4588	Ki	7.23	7.02	59.0	2
72 kDa type IV collagenase CHEMBL333	Ki	6.96	6.96	109.7	2
Collagenase CHEMBL2095216	Ki	6.92	6.92	120.0	1
Matrix metalloproteinase-9 CHEMBL321	IC50	6.89	6.89	130.0	1
Matrix metalloproteinase-9 CHEMBL321	Ki	6.84	6.84	143.0	2
Matrix metalloproteinase-14 CHEMBL3869	IC50	6.68	6.68	210.0	1
Disintegrin and metalloproteinase domain-containing protein 17 CHEMBL3706	IC50	5.75	5.75	1800.0	1
Interstitial collagenase CHEMBL332	IC50	5.52	5.52	3000.0	1
Matrilysin CHEMBL4073	Ki	5.4	5.4	4000.0	1
Stromelysin-1 CHEMBL283	Ki	5.36	5.36	4400.0	1
Meprin A subunit beta CHEMBL4105879	IC50	5.04	5.04	9020.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Collagenase 3	Ki	=	8.0	nM	8.1	Inhibition of MMP13 (unknown origin)-mediated Mca-Pro-Leu-Gly-Leu-Dpa-Ala-Arg-NH...	24900710
Macrophage metalloelastase	Ki	=	20.0	nM	7.7	Inhibition of MMP12 (unknown origin)-mediated Mca-Pro-Leu-Gly-Leu-Dpa-Ala-Arg-NH...	24900710
Carbonic anhydrase 4	Ki	=	29.0	nM	7.54	Inhibitory activity against bCA -IV	11020282
Carbonic anhydrase 1	Ki	=	30.0	nM	7.52	Inhibitory activity against human isoenzyme Carbonic anhydrase I	11020282
72 kDa type IV collagenase	IC50	=	32.0	nM	7.5	Inhibition of MMP2 by fluorometric assay	20180536
Carbonic anhydrase 2	Ki	=	32.0	nM	7.5	Inhibitory activity against human isoenzyme Carbonic anhydrase II	11020282
Interstitial collagenase	Ki	=	33.0	nM	7.48	Binding affinity towards (MMP-1) matrix metalloprotease-1	16220975
Neutrophil collagenase	Ki	=	59.0	nM	7.23	Inhibition of MMP8 (unknown origin)-mediated Mca-Pro-Leu-Gly-Leu-Dpa-Ala-Arg-NH2...	24900710
Interstitial collagenase	Ki	=	77.0	nM	7.11	Inhibition of MMP1 (unknown origin)-mediated Mca-Pro-Leu-Gly-Leu-Dpa-Ala-Arg-NH2...	24900710
72 kDa type IV collagenase	Ki	=	109.65	nM	6.96	Inhibition of MMP2	17275314
72 kDa type IV collagenase	Ki	=	110.0	nM	6.96	Inhibitory activity against Matrix metalloprotease-2	11020282
Collagenase	Ki	=	120.0	nM	6.92	Inhibitory activity against Clostridium histolyticum collagenase (ChC) was deter...	11020282
Matrix metalloproteinase-9	IC50	=	130.0	nM	6.89	Inhibition of MMP9 by fluorometric assay	20180536
Matrix metalloproteinase-9	Ki	=	143.0	nM	6.84	Inhibitory activity against Matrix metalloprotease-9	11020282
Matrix metalloproteinase-9	Ki	=	144.54	nM	6.84	Inhibition of MMP9	17275314
Neutrophil collagenase	Ki	=	155.0	nM	6.81	Inhibitory activity against Matrix metalloprotease-8	11020282
Matrix metalloproteinase-14	IC50	=	210.0	nM	6.68	Inhibition of human recombinant MMP14 by fluorometric assay	20180536
Disintegrin and metalloproteinase domain-containing protein 17	IC50	=	1800.0	nM	5.75	Inhibition of human recombinant ADAM17 by fluorometric assay	20180536
Interstitial collagenase	IC50	=	3000.0	nM	5.52	Inhibition of MMP1 by fluorometric assay	20180536
Matrilysin	Ki	=	4000.0	nM	5.4	Inhibition of MMP7 (unknown origin)-mediated Mca-Pro-Leu-Gly-Leu-Dpa-Ala-Arg-NH2...	24900710

Literature References

PubMed	DOI	Target Context	# Activities
20180536	10.1021/jm901868z	Disintegrin and metalloproteinase domain-containing protein 17	2
16220975	10.1021/jm050196j	Interstitial collagenase	1
28408220	10.1016/j.bmcl.2017.04.012	Meprin A subunit beta	1
24900710	10.1021/ml300446a	Interstitial collagenase	1
24900710	10.1021/ml300446a	Matrilysin	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
20180536	10.1021/jm901868z	Interstitial collagenase	1
17275314	10.1016/j.bmc.2007.01.011	Matrix metalloproteinase-9	1
17275314	10.1016/j.bmc.2007.01.011	72 kDa type IV collagenase	1
9871508	10.1016/s0960-894x(98)00142-5	Macrophage metalloelastase	1
11020282	10.1021/jm000027t	Carbonic anhydrase 4	1
11020282	10.1021/jm000027t	Carbonic anhydrase 2	1
11020282	10.1021/jm000027t	Carbonic anhydrase 1	1
11020282	10.1021/jm000027t	Collagenase	1
11020282	10.1021/jm000027t	Matrix metalloproteinase-9	1
11020282	10.1021/jm000027t	Neutrophil collagenase	1
11020282	10.1021/jm000027t	72 kDa type IV collagenase	1
11020282	10.1021/jm000027t	Interstitial collagenase	1

Data from ChEMBL 36 via Core Engine