Compound,,Inhibition of tubulin polymerization       IC50 (μM) ± SD,, ,,GI50 (μM) SRB assaya,,,,
,SMILES,,,% Inhibition   of colchicine binding ± SD,,,,,,
,,,,,,,,,,
,,,,,SK-OV-3,NCI-H460,DU-145,,,
CA4,OC1=CC(/C=C\C2=CC(OC)=C(OC)C(OC)=C2)=CC=C1OC,1.0b,"84 ± 3 (1 μM), 98 ± 0.007 (5 μM)",,0.00455,0.00223c,0.00327c,,,
CA4P,O=P([O-])([O-])OC1=CC(/C=C\C2=CC(OC)=C(OC)C(OC)=C2)=CC=C1OC.[Na+].[Na+],>40b,ND,,0.00119,0.00194c,0.00323c,,,
KGP18 ,COc3ccc2C(c1cc(OC)c(OC)c(OC)c1)=CCCCc2c3O,0.85 ± 0.02d,"73 ± 5 (1 μM), 95 ± 0.5 (5 μM)",,0.0000543e,0.0000418e,0.0000249e,,,
KGP03,COc3ccc2C(c1cc(OC)c(OC)c(OC)c1)=CCCc2c3O,0.5f,"90 ± 2 (1 μM), 98 ± 0.3 (5 μM) ",,0.0029f,0.0032f,0.00040f,,,
Doxorubicin,CC1C(C(CC(O1)OC2CC(CC3=C(C4=C(C(=C23)O)C(=O)C5=C(C4=O)C=CC=C5OC)O)(C(=O)CO)O)N)O,ND,ND,,0.0789,0.123,0.134,,,
Paclitaxel,CC1=C2C(C(=O)C3(C(CC4C(C3C(C(C2(C)C)(CC1OC(=O)C(C(C5=CC=CC=C5)NC(=O)C6=CC=CC=C6)O)O)OC(=O)C7=CC=CC=C7)(CO4)OC(=O)C)O)C)OC(=O)C,NR,NR,,0.00134,0.00176,0.00147,,,
3,COc3ccc1c(CCCCC1(O)c2cc(OC)c(OC)c(OC)c2)c3O,>20,ND,,0.394,0.173,0.033,,,
6,COc3ccc1c(CCCC(=O)C1(O)c2cc(OC)c(OC)c(OC)c2)c3O,1.2 ± 0.1,72 ± 2 (5 μM),,0.0314,0.0476,0.141,,,
8,COCCOCCOc3c(OC)ccc2C(c1cc(OC)c(OC)c(OC)c1)=CCCCc23,>20,ND,,6.52,1.9,5.66,,,
11,COc3ccc2C(c1cc(OC)c(OC)c(OC)c1)=CCCCc2c3OCCO,>20,ND,,3.22,0.855,3.76,,,
13,COc3ccc2C(c1cc(OC)c(OC)c(OC)c1)=C(Br)CCCc2c3O,0.39 ± 0.06,88 ± 1 (5 μM),,0.0221,0.0353,0.0362,,,
14,COc3ccc2C(c1cc(OC)c(OC)c(OC)c1)=C(Br)CCCc2c3C,4.9 ± 0.1,35 ± 5 (1 μM),,0.312,0.449,0.423,,,
15,COc3ccc1c(CCCC(O)C1(O)c2cc(OC)c(OC)c(OC)c2)c3O,>20,0 (5 μM),,3.03,3.86,4.04,,,
18,COc3ccc2C(c1cc(OC)c(OC)c(OC)c1)=CCCCc2c3C#N,1.1 ± 0.1,62 ± 0.7 (5 μM),,0.0648,0.434,0.86,,,
19,COc3ccc2C(c1cc(OC)c(OC)c(OC)c1)=CCCc2c3C#N,0.37 ± 0.08,73 ± 0.6 (5 μM),,0.0384,0.0605,0.0252,,,
20,COc3ccc2C(c1cc(OC)c(OC)c(OC)c1)=CCCCc2c3C=O,3.2 ± 0.08,61 ± 3 (5 μM),,0.0572,0.0847,0.0402,,,
27,CCOC(=O)c3c(OC)ccc2C(c1cc(OC)c(OC)c(OC)c1)=CCCCc23,1.0 ± 0.07,47 ± 1 (5 μM),,0.299,0.353,0.631,,,
28,COc3ccc2C(c1cc(OC)c(OC)c(OC)c1)=CCCCc2c3CO,0.63 ± 0.03, 76 ± 2 (5 μM),,0.0403,0.0628,ND,,,
37,COc3ccc2C(c1cc(OC)c(OC)c(OC)c1)=CC(O)CCc2c3OC,3.8 ± 0.5,28 ± 4 (5 μM),,0.263,0.432,0.439,,,
49,COc3ccc2C(c1cc(OC)c(OC)c(OC)c1)=CC(NC(C)=O)CCc2c3O,>20,0.4 ± 0.6 (5 μM),,ND ,0.334,1.20g,,,
56,COc3ccc1c(CCC=CC1(O)c2cc(OC)c(OC)c(OC)c2)c3OC,>20,0 (5 μM),,27.2,70.5,26,,,
57,COc3ccc2C(=O)C(c1cc(OC)c(OC)c(OC)c1)CCCc2c3OC,>20,0 (5 μM),,5.77,2,4.45,,,
68,COc3ccc2C(c1cc(OC)c(OC)c(OC)c1)=CC=CCc2c3O,0.48 ± 0.08 ,"68 ± 1 (0.5 μM), 95 ± 0.8 (5 μM)",,0.0069,0.0581,0.0976,,,
69,COc:3:c:c:c:2C(c:1:c:c(OC):c(OC):c(OC):c1)=CC=CCc2:c3OP(=O)(O[Na])O[Na],16 ± 0.7,45 ± 2 (5 μM),,0.0153,0.0291,0.0239,,,
aAverage of n ≥ 3 independent determinations (unless otherwise noted),,,,,,,,,,
b Data from ref. 24 and ref.74,,,,,,,,,,
"c For additional data, see ref. 24",,,,,,,,,,
d Data from ref. 37,,,,,,,,,,
"e For additional data, see ref. 8",,,,,,,,,,
"f For additional data, see ref. 36 and ref. 75",,,,,,,,,,
g Average of n = 2 independent determinations (of duplicates),,,,,,,,,,
ND = Not Determined,,,,,,,,,,
NR = Not Relevant (paclitaxel enhances microtubule assembly),,,,,,,,,,