N-Hydroxy-2-[isobutyl-(toluene-4-sulfonyl)-amino]-acetamide

ID: ALA310520

Chembl Id: CHEMBL310520

PubChem CID: 10732988

Max Phase: Preclinical

Molecular Formula: C13H20N2O4S

Molecular Weight: 300.38

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  Cc1ccc(S(=O)(=O)N(CC(=O)NO)CC(C)C)cc1

Standard InChI:  InChI=1S/C13H20N2O4S/c1-10(2)8-15(9-13(16)14-17)20(18,19)12-6-4-11(3)5-7-12/h4-7,10,17H,8-9H2,1-3H3,(H,14,16)

Standard InChI Key:  CYYNWRHSIGJVFM-UHFFFAOYSA-N

Associated Targets(Human)

MMP3 Tchem Matrix metalloproteinase 3 (3433 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

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: 300.38Molecular Weight (Monoisotopic): 300.1144AlogP: 1.15#Rotatable Bonds: 6
Polar Surface Area: 86.71Molecular Species: NEUTRALHBA: 4HBD: 2
#RO5 Violations: HBA (Lipinski): 6HBD (Lipinski): 2#RO5 Violations (Lipinski):
CX Acidic pKa: 8.74CX Basic pKa: CX LogP: 1.45CX LogD: 1.43
Aromatic Rings: 1Heavy Atoms: 20QED Weighted: 0.61Np Likeness Score: -1.57

References

1. MacPherson LJ, Bayburt EK, Capparelli MP, Carroll BJ, Goldstein R, Justice MR, Zhu L, Hu S, Melton RA, Fryer L, Goldberg RL, Doughty JR, Spirito S, Blancuzzi V, Wilson D, O'Byrne EM, Ganu V, Parker DT..  (1997)  Discovery of CGS 27023A, a non-peptidic, potent, and orally active stromelysin inhibitor that blocks cartilage degradation in rabbits.,  40  (16): [PMID:9258358] [10.1021/jm960871c]
2. 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]
3. Verma RP, Hansch C..  (2007)  Matrix metalloproteinases (MMPs): chemical-biological functions and (Q)SARs.,  15  (6): [PMID:17275314] [10.1016/j.bmc.2007.01.011]

Source