(R)-2-[Benzyl-(4-methoxy-benzenesulfonyl)-amino]-N-hydroxy-2-piperidin-4-yl-acetamide

ID: ALA354635

Chembl Id: CHEMBL354635

PubChem CID: 44383149

Max Phase: Preclinical

Molecular Formula: C21H27N3O5S

Molecular Weight: 433.53

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  COc1ccc(S(=O)(=O)N(Cc2ccccc2)[C@@H](C(=O)NO)C2CCNCC2)cc1

Standard InChI:  InChI=1S/C21H27N3O5S/c1-29-18-7-9-19(10-8-18)30(27,28)24(15-16-5-3-2-4-6-16)20(21(25)23-26)17-11-13-22-14-12-17/h2-10,17,20,22,26H,11-15H2,1H3,(H,23,25)/t20-/m1/s1

Standard InChI Key:  VCYINWSCVBPDFN-HXUWFJFHSA-N

Associated Targets(non-human)

Mmp12 Matrix metalloproteinase 12 (54 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: 433.53Molecular Weight (Monoisotopic): 433.1671AlogP: 1.76#Rotatable Bonds: 8
Polar Surface Area: 107.97Molecular Species: BASEHBA: 6HBD: 3
#RO5 Violations: HBA (Lipinski): 8HBD (Lipinski): 3#RO5 Violations (Lipinski):
CX Acidic pKa: 8.67CX Basic pKa: 9.79CX LogP: 0.51CX LogD: -0.54
Aromatic Rings: 2Heavy Atoms: 30QED Weighted: 0.43Np Likeness Score: -0.80

References

1. Jeng AY, Chou M, Parker DT..  (1998)  Sulfonamide-based hydroxamic acids as potent inhibitors of mouse macrophage metalloelastase.,  (8): [PMID:9871508] [10.1016/s0960-894x(98)00142-5]

Source