Compound Detail

CHEMBL19611

ILOMASTAT

🧪 Phase II

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🧪 Phase II

CNC(=O)[C@H](Cc1c[nH]c2ccccc12)NC(=O)[C@@H](CC(=O)NO)CC(C)C

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL19611
Name	ILOMASTAT
Phase	Phase II
Structure Type	MOL
InChI Key	NITYDPDXAAFEIT-DYVFJYSZSA-N

Known Names

Galardin Gm6001 Ilomastat

Targets

112

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

388.5

MW (Da)

1.50

ALogP

HBA

HBD

123.3

PSA (Å²)

0.33

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Chirality	Single Enantiomer

Flags

Natural Product

USAN Stem	-stat
USAN Year	1994

Extended Properties

Molecular Formula	C20H28N4O4
MW	388.47
Aromatic Rings	2
Heavy Atoms	28
NP-Likeness	0.03

Activity Summary

IC50 93 meas. best 10.3

Ki 19 meas. best 9.74

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Matrix metalloproteinase-9 CHEMBL321	IC50	10.3	9.15	0.1	13
72 kDa type IV collagenase CHEMBL333	IC50	9.98	9.0138	0.1	16
Neutrophil collagenase CHEMBL4588	Ki	9.74	9.74	0.2	2
Stromelysin-1 CHEMBL283	IC50	9.72	8.26	0.2	10
Interstitial collagenase CHEMBL332	IC50	9.7	8.8254	0.2	13
Matrix metalloproteinase-9 CHEMBL321	Ki	9.7	9.335	0.2	4
Collagenase 3 CHEMBL280	IC50	9.7	8.9525	0.2	4
72 kDa type IV collagenase CHEMBL333	Ki	9.55	9.4025	0.3	4
Interstitial collagenase CHEMBL332	Ki	9.4	8.9333	0.4	3
Matrix metalloproteinase-14 CHEMBL3869	IC50	9.39	8.218	0.4	10
Macrophage metalloelastase CHEMBL4393	IC50	9.34	8.4729	0.5	7
Macrophage metalloelastase CHEMBL4393	Ki	9.28	8.85	0.5	2
Disintegrin and metalloproteinase domain-containing protein 9 CHEMBL5982	IC50	9.0	8.125	1.0	2
Neutrophil collagenase CHEMBL4588	IC50	8.96	8.485	1.1	2
Matrix metalloproteinase-17 CHEMBL2937	IC50	8.47	8.47	3.4	1
Matrilysin CHEMBL4073	IC50	8.29	7.885	5.1	2
Disintegrin and metalloproteinase domain-containing protein 12 CHEMBL5030	IC50	8.23	8.23	5.9	1
Matrix metalloproteinase-15 CHEMBL2963	IC50	8.22	8.22	6.0	2
Disintegrin and metalloproteinase domain-containing protein 17 CHEMBL3706	IC50	8.12	8.0	7.5	2
Matrix metalloproteinase-16 CHEMBL2200	IC50	8.1	8.1	8.0	2
Disintegrin and metalloproteinase domain-containing protein 10 CHEMBL5028	IC50	8.09	7.335	8.1	2
Matrix metalloproteinase-26 CHEMBL4707	IC50	7.77	7.77	17.0	2
Unchecked CHEMBL612545	Ki	7.58	7.58	26.0	1
Stromelysin-1 CHEMBL283	Ki	7.58	7.4967	26.0	3
A disintegrin and metalloproteinase with thrombospondin motifs 4 CHEMBL2318	IC50	6.32	6.32	480.0	1
A disintegrin and metalloproteinase with thrombospondin motifs 5 CHEMBL2285	IC50	6.3	6.3	500.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
AUC	2509.32	ng.hr.mL-1	Rattus norvegicus
AUC	2508.38	ng.hr.mL-1	Rattus norvegicus
CL	66.5	mL.min-1.kg-1	Rattus norvegicus
F	-	%	Rattus norvegicus
T1/2	0.25	hr	Rattus norvegicus
Vd	35.76	L.kg-1	Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Matrix metalloproteinase-9	IC50	=	0.05	nM	10.3	Inhibition of MMP9	21548582
Matrix metalloproteinase-9	IC50	=	0.1	nM	10.0	Activity Assay: Stock solution of substrate (Mca-Lys-Pro-Leu-Gly-Leu-Dpa-Ala-Arg...	-
72 kDa type IV collagenase	IC50	=	0.104	nM	9.98	Inhibition of human matrix metalloprotease-2	14611841
Matrix metalloproteinase-9	IC50	=	0.177	nM	9.75	Inhibition of human MMP-9 by fluorometric assay	33210531
Neutrophil collagenase	Ki	=	0.18	nM	9.74	The compound was tested for its binding affinity towards neutrophil collagenase ...	9457244
Neutrophil collagenase	Ki	=	0.18	nM	9.74	Inhibition of MMP-8 (unknown origin)	35969157
72 kDa type IV collagenase	IC50	=	0.19	nM	9.72	Inhibition of recombinant human MMP2 using MOCAc-Lys-Pro-Leu-Gly-Leu-A2pr(Dnp)-A...	35687819
72 kDa type IV collagenase	IC50	=	0.19	nM	9.72	Inhibition of recombinant human MMP2 using MOCAc-Lys-Pro-Leu-Gly-Leu-A2pr(Dnp)-A...	36595440
Stromelysin-1	IC50	=	0.191	nM	9.72	Inhibition of human matrix metalloprotease-3	14611841
Matrix metalloproteinase-9	IC50	=	0.2	nM	9.7	Inhibition of human recombinant 92 kDa gelatinase MMP-9 at 100 uM	-
Matrix metalloproteinase-9	Ki	=	0.2	nM	9.7	Inhibition of MMP-9 (unknown origin)	35969157
Interstitial collagenase	IC50	=	0.2	nM	9.7	Inhibition of MMP1	21548582
Collagenase 3	IC50	=	0.2	nM	9.7	Activity Assay: Stock solution of substrate (Mca-Lys-Pro-Leu-Gly-Leu-Dpa-Ala-Arg...	-
72 kDa type IV collagenase	Ki	=	0.28	nM	9.55	Inhibition of recombinant human MMP2 using MOCAc-Lys-Pro-Leu-Gly-Leu-A2pr(Dnp)-A...	36595440
Collagenase 3	IC50	=	0.28	nM	9.55	Inhibition of recombinant human MMP13 using MOCAc-Pro-Leu-Gly-Leu-A2pr(Dnp)-Ala-...	35687819
72 kDa type IV collagenase	IC50	=	0.39	nM	9.41	Inhibition of MMP-2 (unknown origin) assessed as inhibition constant	32224379
72 kDa type IV collagenase	Ki	=	0.39	nM	9.41	Inhibition of MMP-2 (unknown origin)	35969157
72 kDa type IV collagenase	Ki	=	0.39	nM	9.41	Binding affinity towards 72 kDa gelatinase (Matrix metalloprotease-2)	9457244
Interstitial collagenase	Ki	=	0.4	nM	9.4	Inhibition of MMP-1 (unknown origin)	35969157
72 kDa type IV collagenase	IC50	=	0.4	nM	9.4	Inhibition of Matrix metalloprotease-2	12729664

Literature References

PubMed	DOI	Target Context	# Activities
18024584	10.1073/pnas.0709695104	H4	11
30522899	10.1016/j.bmc.2018.11.041	Matrix metalloproteinase-14	6
27038494	10.1016/j.bmcl.2016.03.064	Rattus norvegicus	6
25686153	10.1021/jm501940y	Mus musculus	5
-	10.6019/CHEMBL4495565	SARS-CoV-2	4
35687819	10.1021/acs.jmedchem.2c00613	Unchecked	4
18782669	10.1016/j.bmc.2008.07.041	Unchecked	3
-	10.1039/C2MD20268A	Macrophage metalloelastase	3
20014752	10.1021/tx900326k	Hepatotoxicity	3
35969157	10.1021/acs.jmedchem.1c01855	Interstitial collagenase	2
18494455	10.1021/jm8000289	Macrophage metalloelastase	2
29456802	10.1021/acsmedchemlett.7b00483	Macrophage metalloelastase	2
-	10.6019/CHEMBL4808148	Histone deacetylase 6	2
35969157	10.1021/acs.jmedchem.1c01855	Stromelysin-1	2
36595440	10.1021/acs.jmedchem.2c01698	72 kDa type IV collagenase	2
23376997	10.1016/j.ejmech.2012.12.058	Unchecked	2
35969157	10.1021/acs.jmedchem.1c01855	72 kDa type IV collagenase	2
35969157	10.1021/acs.jmedchem.1c01855	Matrix metalloproteinase-9	2
-	10.1016/0960-894X(95)00282-X	Matrix metalloproteinase-9	2
-	10.1016/0960-894X(95)00282-X	Interstitial collagenase	2

Data from ChEMBL 36 via Core Engine