Molecule ID: 54711812

IUPAC Name: (2S)-3-[(2R,4Z)-4-[[(1S,2R,4aS,6R,8S,8aR)-2-[(E)-but-2-en-2-yl]-6,8-dimethyl-1,2,4a,5,6,7,8,8a-octahydronaphthalen-1-yl]-hydroxymethylidene]-3,5-dioxopyrrolidin-2-yl]-2-hydroxy-2-methylpropanoic acid

Description: The molecule is a member of the class of pyrrolidin-2-ones isolated from the fungal fermentation broth of Chaetomium globosum and shown to exhibit inhibitory activity against chemokine receptor CCR-5. It has a role as a Chaetomium metabolite and a chemokine receptor 5 antagonist. It is a carbobicyclic compound, an enol, a monocarboxylic acid, a member of pyrrolidin-2-ones and a member of octahydronaphthalenes.

SMILES: C/C=C(\C)[C@@H]1C=C[C@@H]2C[C@H](C)C[C@H](C)[C@H]2[C@@H]1/C(O)=C1\C(=O)[C@@H](C[C@](C)(O)C(=O)O)N=C1O

SELFIES: [C][/C][=C][Branch1][C][\C][C@@H1][C][=C][C@@H1][C][C@H1][Branch1][C][C][C][C@H1][Branch1][C][C][C@H1][Ring1][Branch2][C@@H1][Ring1][N][/C][Branch1][C][O][=C][\C][=Branch1][C][=O][C@@H1][Branch1][=C][C][C@][Branch1][C][C][Branch1][C][O][C][=Branch1][C][=O][O][N][=C][Ring1][=N][O]

InChI: InChI=1S/C25H35NO6/c1-6-13(3)16-8-7-15-10-12(2)9-14(4)18(15)19(16)22(28)20-21(27)17(26-23(20)29)11-25(5,32)24(30)31/h6-8,12,14-19,28,32H,9-11H2,1-5H3,(H,26,29)(H,30,31)/b13-6+,22-20-/t12-,14+,15-,16+,17-,18-,19-,25+/m1/s1

Molecular Properties:
- Polar Surface Area: 124.0 Ų
- LogP: 4.5