Compound Detail

CHEMBL115653

CIPEMASTAT

🧪 Phase II

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🧪 Phase II

CN1C(=O)N(C[C@H](C(=O)NO)[C@@H](CC2CCCC2)C(=O)N2CCCCC2)C(=O)C1(C)C

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL115653
Name	CIPEMASTAT
Phase	Phase II
Structure Type	MOL
InChI Key	GFUITADOEPNRML-SJORKVTESA-N

Known Names

Cipemastat RO 32-3555/000 RO-32-03555 RO-32-3555/000 RO-323555000 Trocade

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

436.6

MW (Da)

1.99

ALogP

HBA

HBD

110.3

PSA (Å²)

0.36

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Chirality	Single Enantiomer

USAN Stem	-stat
USAN Year	2000

Extended Properties

Molecular Formula	C22H36N4O5
MW	436.55
Aromatic Rings	0
Heavy Atoms	31
NP-Likeness	-0.28

Activity Summary

IC50 12 meas. best 8.64

Ki 12 meas. best 9.52

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Interstitial collagenase CHEMBL332	Ki	9.52	7.7333	0.3	3
Collagenase 3 CHEMBL280	Ki	9.28	8.9333	0.5	3
Interstitial collagenase CHEMBL332	IC50	8.64	8.64	2.3	1
Matrix metalloproteinase-9 CHEMBL321	IC50	8.62	7.93	2.4	2
Collagenase 3 CHEMBL280	IC50	8.47	8.42	3.4	3
Neutrophil collagenase CHEMBL4588	Ki	8.4	8.4	4.0	1
Matrilysin CHEMBL4073	IC50	7.73	7.73	18.5	1
Matrix metalloproteinase-14 CHEMBL3869	IC50	7.64	7.64	23.0	1
Stromelysin-1 CHEMBL283	Ki	7.25	6.765	56.0	2
Matrix metalloproteinase-9 CHEMBL321	Ki	7.23	7.23	59.0	1
Stromelysin-1 CHEMBL283	IC50	7.06	6.67	87.0	2
72 kDa type IV collagenase CHEMBL333	IC50	6.81	6.81	154.0	1
72 kDa type IV collagenase CHEMBL333	Ki	6.81	6.81	154.0	1
Disintegrin and metalloproteinase domain-containing protein 17 CHEMBL3706	IC50	6.64	6.64	230.3	1
Disintegrin and metalloproteinase domain-containing protein 17 CHEMBL3706	Ki	6.64	6.64	230.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Interstitial collagenase	Ki	=	0.3	nM	9.52	Binding affinity to recombinant MMP1	16516469
Collagenase 3	Ki	=	0.53	nM	9.28	Inhibition of MMP13 assessed as dissociation constant	19422229
Collagenase 3	Ki	=	1.0	nM	9.0	Binding affinity to recombinant MMP13	16516469
Interstitial collagenase	IC50	=	2.3	nM	8.64	Inhibition of MMP1	19422229
Matrix metalloproteinase-9	IC50	=	2.4	nM	8.62	Inhibition of MMP9	19422229
Collagenase 3	Ki	=	3.0	nM	8.52	Inhibition of matrix metalloprotease-13 (MMP-13).	10669559
Interstitial collagenase	Ki	=	3.0	nM	8.52	Inhibition of matrix metalloprotease-1 (MMP-1).	10669559
Collagenase 3	IC50	=	3.4	nM	8.47	Inhibitory activity against matrix metalloprotease-13 (MMP13)	12930146
Collagenase 3	IC50	=	3.5	nM	8.46	Inhibition of MMP13	19422229
Neutrophil collagenase	Ki	=	4.0	nM	8.4	Inhibition of matrix metalloprotease-8 (MMP-8).	10669559
Collagenase 3	IC50	=	4.7	nM	8.33	Inhibition of MMP13 in presence of 1% bovine serum albumin	19422229
Matrilysin	IC50	=	18.5	nM	7.73	Inhibition of MMP7	19422229
Matrix metalloproteinase-14	IC50	=	23.0	nM	7.64	Inhibition of MMP14	19422229
Stromelysin-1	Ki	=	56.0	nM	7.25	Binding affinity to recombinant MMP3	16516469
Matrix metalloproteinase-9	IC50	=	58.0	nM	7.24	Inhibitory activity against matrix metalloprotease-9 (MMP9)	12930146
Matrix metalloproteinase-9	Ki	=	59.0	nM	7.23	Inhibition of matrix metalloprotease-9 (MMP-9).	10669559
Stromelysin-1	IC50	=	87.0	nM	7.06	Inhibition of MMP3	19422229
72 kDa type IV collagenase	IC50	=	154.0	nM	6.81	Inhibitory activity against matrix metalloprotease-2 (MMP2)	12930146
72 kDa type IV collagenase	Ki	=	154.0	nM	6.81	Inhibition of matrix metalloprotease-2 (MMP-2).	10669559
Disintegrin and metalloproteinase domain-containing protein 17	IC50	=	230.3	nM	6.64	Inhibition of TACE	19422229

Literature References

PubMed	DOI	Target Context	# Activities
19422229	10.1021/jm801394m	Collagenase 3	3
16516469	10.1016/j.bmcl.2006.02.042	Disintegrin and metalloproteinase domain-containing protein 17	2
10669559	10.1021/jm990412m	Collagenase 3	1
19422229	10.1021/jm801394m	Interstitial collagenase	1
19422229	10.1021/jm801394m	Matrix metalloproteinase-9	1
19422229	10.1021/jm801394m	Matrilysin	1
19422229	10.1021/jm801394m	Stromelysin-1	1
19422229	10.1021/jm801394m	Rattus norvegicus	1
16516469	10.1016/j.bmcl.2006.02.042	Collagenase 3	1
16516469	10.1016/j.bmcl.2006.02.042	Stromelysin-1	1
16516469	10.1016/j.bmcl.2006.02.042	Interstitial collagenase	1
12930146	10.1021/jm0307638	Interstitial collagenase	1
10669559	10.1021/jm990412m	Matrix metalloproteinase-9	1
10669559	10.1021/jm990412m	Neutrophil collagenase	1
10669559	10.1021/jm990412m	Stromelysin-1	1
10669559	10.1021/jm990412m	72 kDa type IV collagenase	1
10669559	10.1021/jm990412m	Interstitial collagenase	1
12930146	10.1021/jm0307638	Collagenase 3	1
12930146	10.1021/jm0307638	Matrix metalloproteinase-9	1
12930146	10.1021/jm0307638	Stromelysin-1	1

Data from ChEMBL 36 via Core Engine