3-[[[2-(Hydroxyamino)-2-oxo-ethyl]-[(4-propoxyphenyl)methyl]-amino]-methyl]benzoic Acid

ID: ALA4211738

Chembl Id: CHEMBL4211738

PubChem CID: 145965746

Max Phase: Preclinical

Molecular Formula: C20H24N2O5

Molecular Weight: 372.42

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  CCCOc1cccc(CN(CC(=O)NO)Cc2cccc(C(=O)O)c2)c1

Standard InChI:  InChI=1S/C20H24N2O5/c1-2-9-27-18-8-4-6-16(11-18)13-22(14-19(23)21-26)12-15-5-3-7-17(10-15)20(24)25/h3-8,10-11,26H,2,9,12-14H2,1H3,(H,21,23)(H,24,25)

Standard InChI Key:  DOZFRVQPODSIBN-UHFFFAOYSA-N

Alternative Forms

  1. Parent:

    ALA4211738

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Associated Targets(Human)

MEP1B Tchem Meprin A subunit beta (94 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: 372.42Molecular Weight (Monoisotopic): 372.1685AlogP: 2.68#Rotatable Bonds: 10
Polar Surface Area: 99.10Molecular Species: ACIDHBA: 5HBD: 3
#RO5 Violations: HBA (Lipinski): 7HBD (Lipinski): 3#RO5 Violations (Lipinski):
CX Acidic pKa: 3.65CX Basic pKa: 6.22CX LogP: 0.56CX LogD: -0.43
Aromatic Rings: 2Heavy Atoms: 27QED Weighted: 0.44Np Likeness Score: -1.03

References

1. Ramsbeck D, Hamann A, Richter G, Schlenzig D, Geissler S, Nykiel V, Cynis H, Schilling S, Buchholz M..  (2018)  Structure-Guided Design, Synthesis, and Characterization of Next-Generation Meprin β Inhibitors.,  61  (10): [PMID:29694039] [10.1021/acs.jmedchem.8b00330]

Source