| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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ID: ALA218027
Max Phase: Preclinical
Molecular Formula: C17H21N3O3S
Molecular Weight: 347.44
Molecule Type: Small molecule
Associated Items:
Representations
Canonical SMILES: O=C(CCCCCSc1nc(Cc2ccccc2)cc(=O)[nH]1)NO
Standard InChI: InChI=1S/C17H21N3O3S/c21-15(20-23)9-5-2-6-10-24-17-18-14(12-16(22)19-17)11-13-7-3-1-4-8-13/h1,3-4,7-8,12,23H,2,5-6,9-11H2,(H,20,21)(H,18,19,22)
Standard InChI Key: YDVCEIGTXDMBFG-UHFFFAOYSA-N
Associated Targets(Human)
U-937 7138 Activities
Associated Targets(non-human)
Histone deacetylase HD2 351 Activities
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Histone deacetylase 1 93 Activities
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Histone deacetylase HD1B 86 Activities
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Candida albicans 78123 Activities
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Molecule Features
| Natural Product: No | Oral: No | Chemical Probe: No | Parenteral: No |
| Molecule Type: Small molecule | Topical: No | First In Class: No | Black Box: No |
| Chirality: No | Availability: No | Prodrug: No |
Drug Indications
| MESH ID | MESH Heading | EFO IDs | EFO Terms | Max Phase for Indication | References |
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Mechanisms of Action
| Mechanism of Action | Action Type | target ID | Target Name | Target Type | Target Organism | Binding Site Name | References |
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Properties
| Molecular Weight: 347.44 | Molecular Weight (Monoisotopic): 347.1304 | AlogP: 2.52 | #Rotatable Bonds: 9 |
| Polar Surface Area: 95.08 | Molecular Species: NEUTRAL | HBA: 5 | HBD: 3 |
| #RO5 Violations: 0 | HBA (Lipinski): 6 | HBD (Lipinski): 3 | #RO5 Violations (Lipinski): 0 |
| CX Acidic pKa: 7.69 | CX Basic pKa: 0.34 | CX LogP: 2.70 | CX LogD: 2.54 |
| Aromatic Rings: 2 | Heavy Atoms: 24 | QED Weighted: 0.21 | Np Likeness Score: -1.03 |
References
| 1. Mai A, Massa S, Rotili D, Pezzi R, Bottoni P, Scatena R, Meraner J, Brosch G.. (2005) Exploring the connection unit in the HDAC inhibitor pharmacophore model: novel uracil-based hydroxamates., 15 (21): [PMID:16165353] [10.1016/j.bmcl.2005.07.081] |
| 2. Mai A, Massa S, Rotili D, Simeoni S, Ragno R, Botta G, Nebbioso A, Miceli M, Altucci L, Brosch G.. (2006) Synthesis and biological properties of novel, uracil-containing histone deacetylase inhibitors., 49 (20): [PMID:17004718] [10.1021/jm0605536] |
| 3. 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] |
| 4. Paris M, Porcelloni M, Binaschi M, Fattori D.. (2008) Histone deacetylase inhibitors: from bench to clinic., 51 (6): [PMID:18247554] [10.1021/jm7011408] |
Source
Source(1):