Molecule ID: 177859

IUPAC Name: (5R,5aR,8aR,9S)-9-[2-[2-(dimethylamino)ethyl-methylamino]ethyl]-5-(4-hydroxy-3,5-dimethoxyphenyl)-5a,8,8a,9-tetrahydro-5H-[2]benzofuro[6,5-f][1,3]benzodioxol-6-one

Description: The molecule is a furonaphthodioxole that is 4'-demethyldeoxypodophyllotoxin which is substituted at position 4 of the C-ring by a 2-{[2-(dimethylamino)ethyl](methyl)amino}ethyl group. While structurally related to etoposide, TOP-53 is significantly more toxic to non-small cell lung cancer cells, more active at generating chromosomal breaks, and displays improved cellular uptake and pharmacokinetics in animal lung tissues. It has a role as an EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor and an antineoplastic agent. It is a furonaphthodioxole, an organic heterotetracyclic compound, a tertiary amino compound, a member of phenols and a gamma-lactone.

SMILES: COc1cc([C@@H]2c3cc4c(cc3[C@@H](CCN(C)CCN(C)C)[C@H]3COC(=O)[C@H]23)OCO4)cc(OC)c1O

SELFIES: [C][O][C][=C][C][Branch2][Ring2][S][C@@H1][C][=C][C][=C][Branch2][Ring2][C][C][=C][Ring1][=Branch1][C@@H1][Branch1][=C][C][C][N][Branch1][C][C][C][C][N][Branch1][C][C][C][C@H1][C][O][C][=Branch1][C][=O][C@H1][Ring2][Ring1][#Branch1][Ring1][=Branch1][O][C][O][Ring2][Ring1][#Branch1][=C][C][Branch1][Ring1][O][C][=C][Ring2][Ring2][C][O]

InChI: InChI=1S/C28H36N2O7/c1-29(2)8-9-30(3)7-6-17-18-12-21-22(37-15-36-21)13-19(18)25(26-20(17)14-35-28(26)32)16-10-23(33-4)27(31)24(11-16)34-5/h10-13,17,20,25-26,31H,6-9,14-15H2,1-5H3/t17-,20-,25-,26+/m1/s1

Molecular Properties:
- Polar Surface Area: 89.9 Ų
- LogP: 3.0