Skip to main content
. Author manuscript; available in PMC: 2014 Jan 25.
Published in final edited form as: J Nat Prod. 2013 Jan 3;76(1):36–44. doi: 10.1021/np300628a

Table 2.

Top 20 Compounds Obtained from Database Searches Using the Pharmacophore Model Based on the 1,2-Dione-containing CE Inhibitors.a

Code name structure total number conformations (positions) RMSD
1 1-phenyl-1,3a,10,10a-tetrahydropyrazolo[3,4-b][1] benzazepine-4,5-dione graphic file with name nihms432999t11.jpg 8 (1–13,15–18) 0.1612
2 2,5,6,8-tetrahydroxy-7-(1-hydroxypropan-2-yl)-1,1,4a-trimethyl-1,2,3,4,4a,10a-hexahydrophenanthrene-9,10-dione graphic file with name nihms432999t12.jpg 8 (22, 23 48, 49, 106–109) 0.1666
0.1667
0.1668
3 2-(1,3,4,7-tetrahydroxy-4b,8,8-trimethyl-9,10-dioxo-4b,5,6,7,8,8a,9,10-octahydrophenanthren-2-yl) propane-1,3-diyl diacetate graphic file with name nihms432999t13.jpg 2 (34, 50) 0.1666
0.1667
4 2-benzyl-1H-β-carboline-1,3,4(2H,9H)-trione graphic file with name nihms432999t14.jpg 2 (41,45) 0.1667
5 (N′1E,N′2E)-N′1,N′2-bis(1-(2-oxo-2H-chromen-3-yl) ethylidene)oxalohydrazide graphic file with name nihms432999t15.jpg 2 (42, 43) 0.1667
6 N-(1H-tetrazol-5-ylmethyl)ethanediamide graphic file with name nihms432999t16.jpg 2 (44, 76) 0.1667
0.1668
7 1,6,6-trimethyl-6,7,8,9-tetrahydrophenanthro[1,2-b] furan-10,11-dione (tanshinone IIA) graphic file with name nihms432999t17.jpg 1 (56) 0.1667
8 N′1-[(1E)-1-(4-ethyl-3-hydroxy-1-oxo-1,2,3,4-tetrahydronaphthalen-2-yl) ethylidene]ethane dihydrazide graphic file with name nihms432999t18.jpg 1 (73) 0.1668
9 N′1-[(1E)-1-(2-oxo-2H-chromen-3-yl) ethylidene]ethane dihydrazide graphic file with name nihms432999t19.jpg 1 (75) 0.1668
10 4-(6-chloro-2,3-dioxo-3,4-dihydroquinoxalin-1(2H)-yl) butanenitrile graphic file with name nihms432999t20.jpg 2 (82, 135) 0.1668
11 N′1-[(1E)-1-(2-hydroxy-4-oxo-1-phenyl-1,4-dihydroquinolin-3-yl)ethylidene] ethanedihydrazide graphic file with name nihms432999t21.jpg 1 (83) 0.1668
12 5,6,8-trihydroxy-7-isopropyl-1,1,4a-trimethyl-1,2,3,4,4a,10a-hexahydrophenanthrene-9,10-dione graphic file with name nihms432999t22.jpg 2 (84,85) 0.1668
13 1,4-dihydroquinoxaline-2,3-dione graphic file with name nihms432999t23.jpg 1 (98) 0.1668
14 N-(4-methylphenyl)-2-oxopropanamide graphic file with name nihms432999t24.jpg 1 (115) 0.1668
15 7-(1,3-dihydroxypropan-2-yl)-2,5,6,8-tetrahydroxy-1,1,4a-trimethyl-1,2,3,4,4a,10a-hexahydrophenanthrene-9,10-dione graphic file with name nihms432999t25.jpg 2 (119,120) 0.1668
16 N-[(6-methylpyridin-2-yl)methyl]ethanediamide graphic file with name nihms432999t26.jpg 1 (136) 0.1668
17 5,6-dihydroxycyclohex-5-ene-1,2,3,4-tetrone graphic file with name nihms432999t27.jpg 4 (149, 150, 159, 160) 0.1668
18 (N′1E,N′2E)-N′1,N′2-bis(4-butoxybenzylidene)oxalo hydrazide graphic file with name nihms432999t28.jpg 2 (163, 164) 0.1668
19 diethyl 2,2′-(2,3-dioxo-2,3-dihydroquinoxaline-1,4-diyl) diacetate graphic file with name nihms432999t29.jpg 2 (169, 170) 0.1668
20 phenanthrene-9,10-dione graphic file with name nihms432999t30.jpg 2 (171, 172) 0.1668
a

Scores are ranked based upon RMSD.