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Compounds
ALA333586

3-Hydroxycarbamoyl-4-(4-methoxy-benzenesulfonyl)-piperazine-1-carboxylic acid 3-ethoxy-propyl ester

ID: ALA333586

Chembl Id: CHEMBL333586

PubChem CID: 10789493

Max Phase: Preclinical

Molecular Formula: C18H27N3O8S

Molecular Weight: 445.49

Molecule Type: Small molecule

Associated Items:

Bioactivity Summary Target Summary Assay Summary

Names and Identifiers

Canonical SMILES: CCOCCCOC(=O)N1CCN(S(=O)(=O)c2ccc(OC)cc2)C(C(=O)NO)C1

Standard InChI: InChI=1S/C18H27N3O8S/c1-3-28-11-4-12-29-18(23)20-9-10-21(16(13-20)17(22)19-24)30(25,26)15-7-5-14(27-2)6-8-15/h5-8,16,24H,3-4,9-13H2,1-2H3,(H,19,22)

Standard InChI Key: QYFKTMNLZHLRIH-UHFFFAOYSA-N

Alternative Forms

Parent:

ALA333586
3-Hydroxycarbamoyl-4-(4-methoxy-benzenesulfonyl)-piperazine-1-carboxylic acid 3-ethoxy-propyl ester

Associated Targets(Human)

MMP3 Tchem Matrix metalloproteinase 3 (3433 Activities)

Discover Target: MMP3

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

MMP1 Tchem Matrix metalloproteinase-1 (7046 Activities)

Discover Target: MMP1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

MMP7 Tchem Matrix metalloproteinase 7 (1073 Activities)

Discover Target: MMP7

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

MMP9 Tchem Matrix metalloproteinase 9 (6779 Activities)

Discover Target: MMP9

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

MMP13 Tchem Matrix metalloproteinase 13 (4133 Activities)

Discover Target: MMP13

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Molecule Features

Natural Product: No	Oral: No	Chemical Probe: No	Parenteral: No
Molecule Type: Small molecule	Topical: No	First In Class: No	Black Box: No
Chirality: No	Availability: No	Prodrug: No

Drug Indications

MESH ID	MESH Heading	EFO IDs	EFO Terms	Max Phase for Indication	References

Mechanisms of Action

Mechanism of Action	Action Type	target ID	Target Name	Target Type	Target Organism	Binding Site Name	References

Calculated Properties

Molecular Weight: 445.49	Molecular Weight (Monoisotopic): 445.1519	AlogP: 0.44	#Rotatable Bonds: 9
Polar Surface Area: 134.71	Molecular Species: NEUTRAL	HBA: 8	HBD: 2
#RO5 Violations: ┄	HBA (Lipinski): 11	HBD (Lipinski): 2	#RO5 Violations (Lipinski): 1
CX Acidic pKa: 8.70	CX Basic pKa: ┄	CX LogP: -0.19	CX LogD: -0.21
Aromatic Rings: 1	Heavy Atoms: 30	QED Weighted: 0.32	Np Likeness Score: -1.33

References

1. Cheng M, De B, Pikul S, Almstead NG, Natchus MG, Anastasio MV, McPhail SJ, Snider CE, Taiwo YO, Chen L, Dunaway CM, Gu F, Dowty ME, Mieling GE, Janusz MJ, Wang-Weigand S.. (2000) Design and synthesis of piperazine-based matrix metalloproteinase inhibitors., 43 (3): [PMID:10669564] [10.1021/jm990366q]
2. Ambrose Amin E, Welsh WJ.. (2001) Three-dimensional quantitative structure-activity relationship (3D-QSAR) models for a novel class of piperazine-based stromelysin-1 (MMP-3) inhibitors: applying a "divide and conquer" strategy., 44 (23): [PMID:11689071] [10.1021/jm010236t]
3. Mondal S, Adhikari N, Banerjee S, Amin SA, Jha T.. (2020) Matrix metalloproteinase-9 (MMP-9) and its inhibitors in cancer: A minireview., 194 [PMID:32224379] [10.1016/j.ejmech.2020.112260]

Source

Source(1):

Scientific Literature