ID: ALA3098772
Chembl Id: CHEMBL3098772
PubChem CID: 11859053
Max Phase: Preclinical
Molecular Formula: C21H24O2
Molecular Weight: 308.42
Molecule Type: Small molecule
Associated Items:
Canonical SMILES: CC(=C/C=C/C(C)=C/C(=O)O)/C=C1\CCC(C)c2ccccc21
Standard InChI: InChI=1S/C21H24O2/c1-15(7-6-8-16(2)14-21(22)23)13-18-12-11-17(3)19-9-4-5-10-20(18)19/h4-10,13-14,17H,11-12H2,1-3H3,(H,22,23)/b8-6+,15-7-,16-14+,18-13+
Standard InChI Key: IUAWGSHMQSZQSY-FAKGEDAQSA-N
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| 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 |
| MESH ID | MESH Heading | EFO IDs | EFO Terms | Max Phase for Indication | References |
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| Mechanism of Action | Action Type | target ID | Target Name | Target Type | Target Organism | Binding Site Name | References |
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| Molecular Weight: 308.42 | Molecular Weight (Monoisotopic): 308.1776 | AlogP: 5.50 | #Rotatable Bonds: 4 |
| Polar Surface Area: 37.30 | Molecular Species: ACID | HBA: 1 | HBD: 1 |
| #RO5 Violations: 1 | HBA (Lipinski): 2 | HBD (Lipinski): 1 | #RO5 Violations (Lipinski): 1 |
| CX Acidic pKa: 4.53 | CX Basic pKa: ┄ | CX LogP: 5.29 | CX LogD: 2.50 |
| Aromatic Rings: 1 | Heavy Atoms: 23 | QED Weighted: 0.59 | Np Likeness Score: 1.50 |
| 1. Desphande A, Xia G, Boerma LJ, Vines KK, Atigadda VR, Lobo-Ruppert S, Grubbs CJ, Moeinpour FL, Smith CD, Christov K, Brouillette WJ, Muccio DD.. (2014) Methyl-substituted conformationally constrained rexinoid agonists for the retinoid X receptors demonstrate improved efficacy for cancer therapy and prevention., 22 (1): [PMID:24359708] [10.1016/j.bmc.2013.11.039] |
| 2. Atigadda VR, Xia G, Desphande A, Boerma LJ, Lobo-Ruppert S, Grubbs CJ, Smith CD, Brouillette WJ, Muccio DD.. (2014) Methyl substitution of a rexinoid agonist improves potency and reveals site of lipid toxicity., 57 (12): [PMID:24801499] [10.1021/jm5004792] |
| 3. Atigadda VR, Xia G, Deshpande A, Wu L, Kedishvili N, Smith CD, Krontiras H, Bland KI, Grubbs CJ, Brouillette WJ, Muccio DD.. (2015) Conformationally Defined Rexinoids and Their Efficacy in the Prevention of Mammary Cancers., 58 (19): [PMID:26331194] [10.1021/acs.jmedchem.5b00829] |
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