Ketcher 02161714162D 1 1.00000 0.00000 0 39 43 0 1 0 999 V2000 18.3963 -13.1507 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 18.3963 -14.1507 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 17.5302 -12.6507 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 17.5302 -14.6507 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 16.6642 -13.1507 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 16.6642 -14.1507 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 19.2624 -12.6508 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 20.1283 -13.1509 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 19.2623 -14.6507 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 20.1283 -14.1508 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 21.0793 -12.8419 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 21.6670 -13.6509 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 21.0794 -14.4598 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 15.7132 -12.8418 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 15.1254 -13.6507 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 15.7131 -14.4598 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 19.2623 -15.6508 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 20.1283 -16.1508 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 18.3962 -16.1508 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 20.1282 -17.1508 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 18.3961 -17.1508 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 19.2621 -17.6508 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 17.5301 -17.6507 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 20.9942 -17.6509 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 19.2621 -18.6508 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 16.6641 -17.1507 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 21.8603 -17.1510 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 21.3884 -15.4109 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 20.1328 -15.1568 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 20.1328 -12.1567 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 19.2624 -11.6508 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 18.3964 -11.1507 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 18.3965 -10.1506 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 20.1286 -10.1508 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 19.2626 -9.6507 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 17.5306 -9.6505 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 20.9946 -9.6508 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 21.8607 -10.1509 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 20.9947 -8.6508 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3 1 2 0 0 0 4 2 2 0 0 0 5 3 1 0 0 0 6 4 1 0 0 0 6 5 2 0 0 0 7 1 1 0 0 0 2 1 1 0 0 0 8 7 1 0 0 0 9 2 1 0 0 0 10 9 1 0 0 0 11 8 1 0 0 0 10 8 1 0 0 0 12 11 1 0 0 0 13 10 1 0 0 0 13 12 1 0 0 0 14 5 1 0 0 0 15 14 1 0 0 0 16 6 1 0 0 0 16 15 1 0 0 0 18 17 1 0 0 0 19 17 2 0 0 0 20 18 2 0 0 0 21 19 1 0 0 0 22 20 1 0 0 0 22 21 2 0 0 0 9 17 1 6 0 0 21 23 1 0 0 0 20 24 1 0 0 0 22 25 1 0 0 0 23 26 1 0 0 0 24 27 1 0 0 0 13 28 2 0 0 0 10 29 1 1 0 0 8 30 1 6 0 0 7 31 1 1 0 0 32 31 1 0 0 0 33 32 1 0 0 0 35 33 1 0 0 0 35 34 1 0 0 0 33 36 1 0 0 0 34 37 1 0 0 0 37 38 1 0 0 0 37 39 1 0 0 0 M END > CHEBI:134547 > TOP-53 > 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. > 3 > TOP 53; 4'-demethyl-4beta-(2-{N-[2-(N',N'-dimethylamino)ethyl]-N-methylamino}ethyl)-4-desoxypodophyllotoxin > (5R,5aR,8aR,9S)-9-(2-{[2-(dimethylamino)ethyl](methyl)amino}ethyl)-5-(4-hydroxy-3,5-dimethoxyphenyl)-5,8,8a,9-tetrahydrofuro[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6(5aH)-one > C28H36N2O7 > 512.596 > 512.25225 > 0 > C12=CC3=C(C=C1[C@H]([C@@]4([C@@]([C@@H]2CCN(CCN(C)C)C)(COC4=O)[H])[H])C=5C=C(C(=C(C5)OC)O)OC)OCO3 > 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 > KLCCMMSKRMSMKI-QVNMXXJYSA-N > 148262-19-5 > 6377812 > 148262-19-5 > 11106259; 11170388; 12081147; 15892669; 15992351; 24827545; 8665518; 9106054 $$$$