ID: ALA217545

Max Phase: Preclinical

Molecular Formula: C15H16ClN3O3S

Molecular Weight: 353.83

Molecule Type: Small molecule

Associated Items:

Representations

Canonical SMILES:  O=C(CCCCSc1nc(-c2cccc(Cl)c2)cc(=O)[nH]1)NO

Standard InChI:  InChI=1S/C15H16ClN3O3S/c16-11-5-3-4-10(8-11)12-9-14(21)18-15(17-12)23-7-2-1-6-13(20)19-22/h3-5,8-9,22H,1-2,6-7H2,(H,19,20)(H,17,18,21)

Standard InChI Key:  UBKSBANVHOVYGV-UHFFFAOYSA-N

Associated Targets(Human)

Histone deacetylase 4 2328 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Histone deacetylase 1 93 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Candida albicans 78123 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Histone deacetylase HD2 351 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Histone deacetylase HD1B 86 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

Properties

Molecular Weight: 353.83Molecular Weight (Monoisotopic): 353.0601AlogP: 2.86#Rotatable Bonds: 7
Polar Surface Area: 95.08Molecular Species: NEUTRALHBA: 5HBD: 3
#RO5 Violations: 0HBA (Lipinski): 6HBD (Lipinski): 3#RO5 Violations (Lipinski): 0
CX Acidic pKa: 7.81CX Basic pKa: CX LogP: 2.30CX LogD: 2.17
Aromatic Rings: 2Heavy Atoms: 23QED Weighted: 0.23Np Likeness Score: -1.55

References

1. Mai A, Rotili D, Massa S, Brosch G, Simonetti G, Passariello C, Palamara AT..  (2007)  Discovery of uracil-based histone deacetylase inhibitors able to reduce acquired antifungal resistance and trailing growth in Candida albicans.,  17  (5): [PMID:17196388] [10.1016/j.bmcl.2006.12.028]

Source