(2R,4S)-2-[Benzyl-(4-methoxy-benzenesulfonyl)-amino]-4-methyl-hexanoic acid hydroxyamide

ID: ALA354192

Chembl Id: CHEMBL354192

PubChem CID: 10454822

Max Phase: Preclinical

Molecular Formula: C21H28N2O5S

Molecular Weight: 420.53

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  CC[C@H](C)C[C@H](C(=O)NO)N(Cc1ccccc1)S(=O)(=O)c1ccc(OC)cc1

Standard InChI:  InChI=1S/C21H28N2O5S/c1-4-16(2)14-20(21(24)22-25)23(15-17-8-6-5-7-9-17)29(26,27)19-12-10-18(28-3)11-13-19/h5-13,16,20,25H,4,14-15H2,1-3H3,(H,22,24)/t16-,20+/m0/s1

Standard InChI Key:  OYONMVYXOATHOY-OXJNMPFZSA-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: 420.53Molecular Weight (Monoisotopic): 420.1719AlogP: 3.20#Rotatable Bonds: 10
Polar Surface Area: 95.94Molecular Species: NEUTRALHBA: 5HBD: 2
#RO5 Violations: HBA (Lipinski): 7HBD (Lipinski): 2#RO5 Violations (Lipinski):
CX Acidic pKa: 8.71CX Basic pKa: CX LogP: 3.53CX LogD: 3.51
Aromatic Rings: 2Heavy Atoms: 29QED Weighted: 0.45Np Likeness Score: -0.51

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