2-mercapto-2-methyl-N-(6-(3-methyl-5-phenylisoxazol-4-yl)hex-5-yn-1-yl)propanamide

ID: ALA5271068

Chembl Id: CHEMBL5271068

Max Phase: Preclinical

Molecular Formula: C20H24N2O2S

Molecular Weight: 356.49

Associated Items:

Names and Identifiers

Canonical SMILES:  Cc1noc(-c2ccccc2)c1C#CCCCCNC(=O)C(C)(C)S

Standard InChI:  InChI=1S/C20H24N2O2S/c1-15-17(18(24-22-15)16-11-7-6-8-12-16)13-9-4-5-10-14-21-19(23)20(2,3)25/h6-8,11-12,25H,4-5,10,14H2,1-3H3,(H,21,23)

Standard InChI Key:  VHNISSUREJJHQB-UHFFFAOYSA-N

Alternative Forms

  1. Parent:

    ALA5271068

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Associated Targets(Human)

HDAC1 Tclin Histone deacetylase 1 (10854 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HDAC2 Tclin Histone deacetylase 2 (3971 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HDAC3 Tclin Histone deacetylase 3/Nuclear receptor corepressor 2 (HDAC3/NCoR2) (735 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HDAC6 Tclin Histone deacetylase 6 (20808 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Topical: 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: 356.49Molecular Weight (Monoisotopic): 356.1558AlogP: 4.00#Rotatable Bonds: 6
Polar Surface Area: 55.13Molecular Species: NEUTRALHBA: 4HBD: 2
#RO5 Violations: 0HBA (Lipinski): 4HBD (Lipinski): 1#RO5 Violations (Lipinski): 0
CX Acidic pKa: 9.25CX Basic pKa: 0.80CX LogP: 3.86CX LogD: 3.86
Aromatic Rings: 2Heavy Atoms: 25QED Weighted: 0.47Np Likeness Score: -0.54

References

1. Tavares MT, Kozikowski AP, Shen S..  (2021)  Mercaptoacetamide: A promising zinc-binding group for the discovery of selective histone deacetylase 6 inhibitors.,  209  [PMID:33035922] [10.1016/j.ejmech.2020.112887]

Source