Molecule ID: 474303

IUPAC Name: 2,5-dihydroxy-3-(1H-indol-3-yl)-6-[6-(3-methylbut-2-enyl)-1H-indol-3-yl]cyclohexa-2,5-diene-1,4-dione

Description: The molecule is a bisindole alkaloid that is quinone bearing hydroxy substituents at positions 2 and 5 and two indol-3-yl groups at positions 3 and 6, one of which is carrying a prenyl group at position 6. Isolated from the culture broth of Chrysosporium merdarium, it acts as an inhibitor of HIV-1 protease and EGF-R protein tyrosine kinase. It has a role as a metabolite, an epidermal growth factor receptor antagonist and a HIV protease inhibitor. It is a bisindole alkaloid and a member of dihydroxy-1,4-benzoquinones.

SMILES: CC(C)=CCc1ccc2c(C3=C(O)C(=O)C(c4c[nH]c5ccccc45)=C(O)C3=O)c[nH]c2c1

SELFIES: [C][C][Branch1][C][C][=C][C][C][=C][C][=C][C][Branch2][Ring2][Ring1][C][=C][Branch1][C][O][C][=Branch1][C][=O][C][Branch1][=C][C][=C][NH1][C][=C][C][=C][C][=C][Ring1][=Branch2][Ring1][=Branch1][=C][Branch1][C][O][C][Ring2][Ring1][C][=O][=C][NH1][C][Ring2][Ring1][Branch2][=C][Ring2][Ring1][N]

InChI: InChI=1S/C27H22N2O4/c1-14(2)7-8-15-9-10-17-19(13-29-21(17)11-15)23-26(32)24(30)22(25(31)27(23)33)18-12-28-20-6-4-3-5-16(18)20/h3-7,9-13,28-30,33H,8H2,1-2H3

Molecular Properties:
- Polar Surface Area: 106.0 Ų
- LogP: 5.2