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ID: ALA1277249
Max Phase: Preclinical
Molecular Formula: C17H12O3S
Molecular Weight: 296.35
Molecule Type: Small molecule
Associated Items:
Representations
Canonical SMILES: O=C(c1cccc(O)c1)c1ccc(-c2cccc(O)c2)s1
Standard InChI: InChI=1S/C17H12O3S/c18-13-5-1-3-11(9-13)15-7-8-16(21-15)17(20)12-4-2-6-14(19)10-12/h1-10,18-19H
Standard InChI Key: VETQKQFENSPXGU-UHFFFAOYSA-N
Associated Targets(Human)
Estradiol 17-beta-dehydrogenase 1 2224 Activities
Estradiol 17-beta-dehydrogenase 2 1671 Activities
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Estrogen receptor alpha 17718 Activities
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Estrogen receptor beta 9272 Activities
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Associated Targets(non-human)
Estradiol 17-beta-dehydrogenase 1 138 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: 296.35 | Molecular Weight (Monoisotopic): 296.0507 | AlogP: 4.06 | #Rotatable Bonds: 3 |
| Polar Surface Area: 57.53 | Molecular Species: NEUTRAL | HBA: 4 | HBD: 2 |
| #RO5 Violations: 0 | HBA (Lipinski): 3 | HBD (Lipinski): 2 | #RO5 Violations (Lipinski): 0 |
| CX Acidic pKa: 8.71 | CX Basic pKa: | CX LogP: 4.38 | CX LogD: 4.36 |
| Aromatic Rings: 3 | Heavy Atoms: 21 | QED Weighted: 0.72 | Np Likeness Score: -0.19 |
References
| 1. Oster A, Hinsberger S, Werth R, Marchais-Oberwinkler S, Frotscher M, Hartmann RW.. (2010) Bicyclic substituted hydroxyphenylmethanones as novel inhibitors of 17β-hydroxysteroid dehydrogenase type 1 (17β-HSD1) for the treatment of estrogen-dependent diseases., 53 (22): [PMID:20977238] [10.1021/jm101073q] |
| 2. Abdelsamie AS, Bey E, Hanke N, Empting M, Hartmann RW, Frotscher M.. (2014) Inhibition of 17β-HSD1: SAR of bicyclic substituted hydroxyphenylmethanones and discovery of new potent inhibitors with thioether linker., 82 [PMID:24929290] [10.1016/j.ejmech.2014.05.074] |
| 3. Abdelsamie AS, Bey E, Gargano EM, van Koppen CJ, Empting M, Frotscher M.. (2015) Towards the evaluation in an animal disease model: Fluorinated 17β-HSD1 inhibitors showing strong activity towards both the human and the rat enzyme., 103 [PMID:26322835] [10.1016/j.ejmech.2015.08.030] |
Source
Source(1):