ID: ALA521729
Chembl Id: CHEMBL521729
PubChem CID: 21727418
Max Phase: Preclinical
Molecular Formula: C22H30O4
Molecular Weight: 358.48
Molecule Type: Small molecule
Associated Items:
Synonyms: 5-Epiilimaquinone | 5-epi-Ilimaquinone|CHEBI:70134|5-Epiilimaquinone|CHEMBL521729|Q27138474|3-[[(1R,2S,4aR,8aS)-1,2,4a-trimethyl-5-methylidene-3,4,6,7,8,8a-hexahydro-2H-naphthalen-1-yl]methyl]-2-hydroxy-5-methoxycyclohexa-2,5-diene-1,4-dione
Canonical SMILES: C=C1CCC[C@H]2[C@](C)(CC3=C(O)C(=O)C=C(OC)C3=O)[C@@H](C)CC[C@@]12C
Standard InChI: InChI=1S/C22H30O4/c1-13-7-6-8-18-21(13,3)10-9-14(2)22(18,4)12-15-19(24)16(23)11-17(26-5)20(15)25/h11,14,18,24H,1,6-10,12H2,2-5H3/t14-,18+,21-,22+/m0/s1
Standard InChI Key: JJWITJNSXCXULM-UPOGBMBOSA-N
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| Natural Product: Yes | 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: 358.48 | Molecular Weight (Monoisotopic): 358.2144 | AlogP: 4.67 | #Rotatable Bonds: 3 |
| Polar Surface Area: 63.60 | Molecular Species: ACID | HBA: 4 | HBD: 1 |
| #RO5 Violations: ┄ | HBA (Lipinski): 4 | HBD (Lipinski): 1 | #RO5 Violations (Lipinski): ┄ |
| CX Acidic pKa: 5.87 | CX Basic pKa: ┄ | CX LogP: 4.37 | CX LogD: 2.83 |
| Aromatic Rings: ┄ | Heavy Atoms: 26 | QED Weighted: 0.59 | Np Likeness Score: 3.23 |
| 1. Salmoun M, Devijver C, Daloze D, Braekman JC, Gomez R, de Kluijver M, Van Soest RW.. (2000) New sesquiterpene/quinones from two sponges of the genus Hyrtios., 63 (4): [PMID:10785412] [10.1021/np9903346] |
| 2. Jiso A, Kittiwisut S, Chantakul R, Yuenyongsawad S, Putchakarn S, Schäberle TF, Temkitthaworn P, Ingkaninan K, Chaithirayanon K, Plubrukarn A.. (2020) Quintaquinone, a Merosesquiterpene from the Yellow Sponge Verongula cf. rigida Esper., 83 (2): [PMID:32040314] [10.1021/acs.jnatprod.9b00886] |
| 3. van Stuijvenberg J, Proksch P, Fritz G.. (2020) Targeting the DNA damage response (DDR) by natural compounds., 28 (4): [PMID:31980363] [10.1016/j.bmc.2019.115279] |
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