4-Ethoxy-1-mercaptomethyl-cyclohexanecarboxylic acid [(S)-2-(4-ethoxy-phenyl)-1-phenylcarbamoyl-ethyl]-amide

ID: ALA59886

Chembl Id: CHEMBL59886

PubChem CID: 44303135

Max Phase: Preclinical

Molecular Formula: C27H36N2O4S

Molecular Weight: 484.66

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  CCOc1ccc(C[C@H](NC(=O)[C@]2(CS)CC[C@H](OCC)CC2)C(=O)Nc2ccccc2)cc1

Standard InChI:  InChI=1S/C27H36N2O4S/c1-3-32-22-12-10-20(11-13-22)18-24(25(30)28-21-8-6-5-7-9-21)29-26(31)27(19-34)16-14-23(15-17-27)33-4-2/h5-13,23-24,34H,3-4,14-19H2,1-2H3,(H,28,30)(H,29,31)/t23-,24-,27+/m0/s1

Standard InChI Key:  RZTMVQXFONBAAD-NLJOTIRTSA-N

Associated Targets(Human)

MMP1 Tchem Matrix metalloproteinase-1 (7046 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Timp3 Tissue inhibitor of metalloproteinases-3 (38 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mmp9 Matrix metalloproteinase 9 (38 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 484.66Molecular Weight (Monoisotopic): 484.2396AlogP: 4.65#Rotatable Bonds: 11
Polar Surface Area: 76.66Molecular Species: NEUTRALHBA: 5HBD: 3
#RO5 Violations: HBA (Lipinski): 6HBD (Lipinski): 2#RO5 Violations (Lipinski):
CX Acidic pKa: 10.06CX Basic pKa: CX LogP: 4.78CX LogD: 4.78
Aromatic Rings: 2Heavy Atoms: 34QED Weighted: 0.41Np Likeness Score: -0.55

References

1. Fink CA, Carlson JE, Boehm C, McTaggart P, Qiao Y, Doughty J, Ganu V, Melton R, Goldberg R..  (1999)  Design and synthesis of thiol containing inhibitors of matrix metalloproteinases.,  (2): [PMID:10021927] [10.1016/s0960-894x(98)00716-1]

Source