NPASS Compound

Natural Product: NPC606145

The Chemical Classification was calculated by Classyfire, a software for chemical taxonomy calculation. Reference: DOI:10.1186/s13321-016-0174-y.

Chemical Representations

RDKit 3D 161169 0 0 0 0 0 0 0 0999 V2000 9.3538 1.1549 2.4258 C 0 0 0 0 0 0 0 0 0 0 0 0 9.5748 0.0112 1.4476 C 0 0 0 0 0 0 0 0 0 0 0 0 10.1873 -1.0870 2.3644 C 0 0 0 0 0 0 0 0 0 0 0 0 10.6873 0.3703 0.5360 C 0 0 0 0 0 0 0 0 0 0 0 0 10.2330 1.1962 -0.5951 C 0 0 2 0 0 0 0 0 0 0 0 0 10.0545 2.5346 -0.2371 O 0 0 0 0 0 0 0 0 0 0 0 0 9.1305 0.5899 -1.3723 C 0 0 2 0 0 0 0 0 0 0 0 0 9.8893 -0.3040 -2.4131 C 0 0 0 0 0 0 0 0 0 0 0 0 10.6474 -1.2531 -1.7626 O 0 0 0 0 0 0 0 0 0 0 0 0 8.4650 1.5882 -2.2620 C 0 0 2 0 0 0 0 0 0 0 0 0 9.3559 2.7072 -2.2896 O 0 0 0 0 0 0 0 0 0 0 0 0 7.1169 2.1048 -2.0065 C 0 0 2 0 0 0 0 0 0 0 0 0 7.2253 3.4322 -1.5260 O 0 0 0 0 0 0 0 0 0 0 0 0 6.2090 1.2567 -1.0976 C 0 0 2 0 0 0 0 0 0 0 0 0 6.4193 1.9548 0.2176 C 0 0 0 0 0 0 0 0 0 0 0 0 6.8650 -0.0603 -1.2167 C 0 0 0 0 0 0 0 0 0 0 0 0 6.2595 -0.9968 -1.8927 C 0 0 0 0 0 0 0 0 0 0 0 0 4.9381 -0.8331 -2.5639 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1643 -0.0485 -1.5647 C 0 0 2 0 0 0 0 0 0 0 0 0 2.6626 -0.1575 -1.7129 C 0 0 1 0 0 0 0 0 0 0 0 0 2.2066 0.2324 -3.0577 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2694 -1.6460 -1.5905 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7620 -1.7699 -1.5968 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1001 -1.1674 -0.3903 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.2286 -0.9909 -0.4698 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.1211 -1.6229 0.2461 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.8654 -2.4819 -0.5680 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.6097 -1.6867 -1.4299 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.7414 -1.1013 -0.6415 C 0 0 2 0 0 0 0 0 0 0 0 0 -5.4552 -0.2765 -1.5143 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.8064 -0.5465 -1.5674 C 0 0 2 0 0 0 0 0 0 0 0 0 -7.1901 -1.1615 -2.7778 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.3543 -1.8668 -2.4374 C 0 0 2 0 0 0 0 0 0 0 0 0 -8.6913 -2.9636 -3.4077 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.9034 -2.5216 -4.6929 O 0 0 0 0 0 0 0 0 0 0 0 0 -9.4886 -0.9541 -2.1465 C 0 0 1 0 0 0 0 0 0 0 0 0 -10.0513 -1.2000 -0.8720 O 0 0 0 0 0 0 0 0 0 0 0 0 -9.0204 0.4777 -2.1225 C 0 0 2 0 0 0 0 0 0 0 0 0 -8.9827 0.8996 -3.4538 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.6927 0.6695 -1.4378 C 0 0 1 0 0 0 0 0 0 0 0 0 -7.9383 0.9692 -0.0985 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.4801 2.2465 0.2315 C 0 0 2 0 0 0 0 0 0 0 0 0 -6.5346 2.0531 1.2462 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.9993 3.2623 1.6131 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.0568 3.9781 2.4400 C 0 0 1 0 0 0 0 0 0 0 0 0 -6.5049 5.2085 2.8442 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.1879 4.3048 1.5116 C 0 0 2 0 0 0 0 0 0 0 0 0 -9.2584 4.7194 2.3053 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.6261 3.0358 0.7993 C 0 0 1 0 0 0 0 0 0 0 0 0 -9.5801 3.3709 -0.1450 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.2105 -0.2960 0.5438 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.8239 0.9399 0.0806 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.0388 -0.9737 1.2159 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.6419 -1.9868 1.9866 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4942 -1.8760 3.3368 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.7326 -2.8605 3.9169 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4348 -4.0324 3.9987 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.0264 -4.4912 2.7142 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0027 -4.6427 1.7801 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.4774 -3.8445 5.0862 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.9577 -3.8449 6.3583 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.3744 -2.6836 4.8085 C 0 0 2 0 0 0 0 0 0 0 0 0 -6.5343 -3.1175 4.1554 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.7342 -1.5309 4.0915 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.4826 -0.5340 5.0698 O 0 0 0 0 0 0 0 0 0 0 0 0 0.7268 0.1311 -0.0360 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1782 1.2705 -0.5452 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5962 0.2753 1.5009 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0872 0.4284 -0.4979 C 0 0 2 0 0 0 0 0 0 0 0 0 2.4629 1.8885 -0.4804 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9651 1.9342 -0.2588 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7467 1.2981 -1.4280 C 0 0 1 0 0 0 0 0 0 0 0 0 4.5305 2.2536 -2.5523 C 0 0 0 0 0 0 0 0 0 0 0 0 8.2051 -0.3466 -0.6493 C 0 0 2 0 0 0 0 0 0 0 0 0 8.3158 -0.4748 0.8093 C 0 0 0 0 0 0 0 0 0 0 0 0 9.5552 2.1506 1.9871 H 0 0 0 0 0 0 0 0 0 0 0 0 8.2969 1.0994 2.8181 H 0 0 0 0 0 0 0 0 0 0 0 0 10.0060 1.0841 3.3198 H 0 0 0 0 0 0 0 0 0 0 0 0 9.5155 -1.3001 3.2147 H 0 0 0 0 0 0 0 0 0 0 0 0 11.1740 -0.7427 2.6689 H 0 0 0 0 0 0 0 0 0 0 0 0 10.3064 -1.9692 1.6799 H 0 0 0 0 0 0 0 0 0 0 0 0 11.3845 1.0367 1.1535 H 0 0 0 0 0 0 0 0 0 0 0 0 11.3434 -0.4880 0.2705 H 0 0 0 0 0 0 0 0 0 0 0 0 11.1555 1.2855 -1.2781 H 0 0 0 0 0 0 0 0 0 0 0 0 10.8846 2.9752 0.0135 H 0 0 0 0 0 0 0 0 0 0 0 0 9.1387 -0.8522 -3.0310 H 0 0 0 0 0 0 0 0 0 0 0 0 10.4652 0.3265 -3.1062 H 0 0 0 0 0 0 0 0 0 0 0 0 10.4564 -2.1689 -2.0174 H 0 0 0 0 0 0 0 0 0 0 0 0 8.5334 1.2713 -3.3612 H 0 0 0 0 0 0 0 0 0 0 0 0 10.2265 2.4749 -2.6505 H 0 0 0 0 0 0 0 0 0 0 0 0 6.6499 2.2733 -3.0103 H 0 0 0 0 0 0 0 0 0 0 0 0 7.7292 3.9014 -2.2550 H 0 0 0 0 0 0 0 0 0 0 0 0 6.1791 3.0416 -0.0031 H 0 0 0 0 0 0 0 0 0 0 0 0 5.8981 1.6673 1.0826 H 0 0 0 0 0 0 0 0 0 0 0 0 7.5147 2.0474 0.4511 H 0 0 0 0 0 0 0 0 0 0 0 0 6.6976 -2.0102 -2.0190 H 0 0 0 0 0 0 0 0 0 0 0 0 5.1665 -0.2216 -3.4897 H 0 0 0 0 0 0 0 0 0 0 0 0 4.5098 -1.7642 -2.9120 H 0 0 0 0 0 0 0 0 0 0 0 0 4.3313 -0.5583 -0.5603 H 0 0 0 0 0 0 0 0 0 0 0 0 1.7217 -0.6053 -3.6617 H 0 0 0 0 0 0 0 0 0 0 0 0 1.6814 1.1707 -3.1887 H 0 0 0 0 0 0 0 0 0 0 0 0 3.1407 0.3289 -3.7030 H 0 0 0 0 0 0 0 0 0 0 0 0 2.7246 -2.0965 -0.6953 H 0 0 0 0 0 0 0 0 0 0 0 0 2.6094 -2.2257 -2.4696 H 0 0 0 0 0 0 0 0 0 0 0 0 0.2865 -1.3796 -2.5091 H 0 0 0 0 0 0 0 0 0 0 0 0 0.5627 -2.8796 -1.6036 H 0 0 0 0 0 0 0 0 0 0 0 0 0.3096 -1.8898 0.4551 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.5103 -2.3585 0.8869 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.9094 -0.9142 -1.8176 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.9700 -2.2899 -2.2991 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.3529 -1.8881 -0.2069 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.9975 -1.3225 -0.8041 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.1163 -2.3963 -1.4609 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.8894 -3.7287 -3.4307 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.5798 -3.4902 -2.9779 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.8203 -2.8359 -4.9586 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.3084 -1.0603 -2.9001 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.3195 -1.5389 -0.2852 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.7623 1.1343 -1.6113 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.6753 0.1755 -4.0596 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.1982 1.5505 -1.9383 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.0369 2.7932 -0.5996 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.8676 3.8671 0.6834 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.0515 3.1214 2.1691 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.4204 3.3712 3.2720 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.8713 5.4751 2.1327 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.9329 5.0846 0.7736 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.9241 5.2704 1.8194 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.1204 2.3639 1.5570 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.5061 3.1921 0.1825 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.0406 -0.1488 1.2798 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.3621 1.2532 -0.7058 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5905 -0.2786 1.9110 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.8411 -0.9303 3.4485 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.7596 -4.8636 4.3899 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.4163 -5.5573 2.8449 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.7977 -3.8502 2.3034 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.3244 -5.0106 0.9102 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.1169 -4.7786 5.0258 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.9902 -4.1430 6.3757 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.7491 -2.3378 5.8206 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.0894 -3.6760 4.7398 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.5150 -1.0605 3.4467 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.6634 -0.8484 5.5550 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.0179 1.4963 -1.5965 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.2031 0.9271 -0.3150 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.0233 2.1554 0.1226 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.4007 0.6292 1.7810 H 0 0 0 0 0 0 0 0 0 0 0 0 1.4076 0.9731 1.8197 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8628 -0.6985 1.9313 H 0 0 0 0 0 0 0 0 0 0 0 0 2.7217 -0.0189 0.3471 H 0 0 0 0 0 0 0 0 0 0 0 0 2.0707 2.4981 -1.2699 H 0 0 0 0 0 0 0 0 0 0 0 0 2.0513 2.3389 0.4783 H 0 0 0 0 0 0 0 0 0 0 0 0 4.2678 2.9422 -0.0238 H 0 0 0 0 0 0 0 0 0 0 0 0 4.0798 1.1850 0.5830 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4622 2.6082 -2.6626 H 0 0 0 0 0 0 0 0 0 0 0 0 5.0538 3.2016 -2.2906 H 0 0 0 0 0 0 0 0 0 0 0 0 4.8244 1.9675 -3.5474 H 0 0 0 0 0 0 0 0 0 0 0 0 8.4869 -1.3984 -1.0091 H 0 0 0 0 0 0 0 0 0 0 0 0 8.2390 -1.5732 1.1401 H 0 0 0 0 0 0 0 0 0 0 0 0 7.4597 -0.0765 1.4150 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 2 3 1 0 2 4 1 0 4 5 1 0 5 6 1 0 5 7 1 0 7 8 1 6 8 9 1 0 7 10 1 0 10 11 1 0 10 12 1 0 12 13 1 0 12 14 1 0 14 15 1 1 14 16 1 0 16 17 2 0 17 18 1 0 18 19 1 0 19 20 1 0 20 21 1 6 20 22 1 0 22 23 1 0 23 24 1 0 24 25 1 0 25 26 1 0 26 27 1 0 27 28 1 0 28 29 1 0 29 30 1 0 30 31 1 0 31 32 1 0 32 33 1 0 33 34 1 0 34 35 1 0 33 36 1 0 36 37 1 0 36 38 1 0 38 39 1 0 38 40 1 0 40 41 1 0 41 42 1 0 42 43 1 0 43 44 1 0 44 45 1 0 45 46 1 0 45 47 1 0 47 48 1 0 47 49 1 0 49 50 1 0 29 51 1 0 51 52 1 0 51 53 1 0 53 54 1 0 54 55 1 0 55 56 1 0 56 57 1 0 57 58 1 0 58 59 1 0 57 60 1 0 60 61 1 0 60 62 1 0 62 63 1 0 62 64 1 0 64 65 1 0 24 66 1 0 66 67 1 0 66 68 1 0 66 69 1 0 69 70 1 0 70 71 1 0 71 72 1 0 72 73 1 6 16 74 1 0 74 75 1 0 75 2 1 0 74 7 1 0 72 14 1 0 72 19 1 0 69 20 1 0 53 26 1 0 64 55 1 0 40 31 1 0 49 42 1 0 1 76 1 0 1 77 1 0 1 78 1 0 3 79 1 0 3 80 1 0 3 81 1 0 4 82 1 0 4 83 1 0 5 84 1 6 6 85 1 0 8 86 1 0 8 87 1 0 9 88 1 0 10 89 1 6 11 90 1 0 12 91 1 6 13 92 1 0 15 93 1 0 15 94 1 0 15 95 1 0 17 96 1 0 18 97 1 0 18 98 1 0 19 99 1 1 21100 1 0 21101 1 0 21102 1 0 22103 1 0 22104 1 0 23105 1 0 23106 1 0 24107 1 1 26108 1 1 28109 1 0 28110 1 0 29111 1 1 31112 1 1 33113 1 1 34114 1 0 34115 1 0 35116 1 0 36117 1 6 37118 1 0 38119 1 1 39120 1 0 40121 1 6 42122 1 6 44123 1 0 44124 1 0 45125 1 1 46126 1 0 47127 1 6 48128 1 0 49129 1 1 50130 1 0 51131 1 1 52132 1 0 53133 1 1 55134 1 6 57135 1 1 58136 1 0 58137 1 0 59138 1 0 60139 1 1 61140 1 0 62141 1 1 63142 1 0 64143 1 6 65144 1 0 67145 1 0 67146 1 0 67147 1 0 68148 1 0 68149 1 0 68150 1 0 69151 1 1 70152 1 0 70153 1 0 71154 1 0 71155 1 0 73156 1 0 73157 1 0 73158 1 0 74159 1 6 75160 1 0 75161 1 0 M END

Calculated Properties

Physi-Chem Properties

MedChem Properties

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

ADMET: Distribution

ADMET: Metabolism

ADMET: Excretion

ADMET: Toxicity

Species Source

Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Isolation Part	Collection Location	Collection Time	Reference

Note for Reference:
In addition to directly collecting NP source organism data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated them from below databases:
☉ UNPD: Universal Natural Products Database [PMID: 23638153].
☉ StreptomeDB: a database of streptomycetes natural products [PMID: 33051671].
☉ TM-MC: a database of medicinal materials and chemical compounds in Northeast Asian traditional medicine [PMID: 26156871].
☉ TCM@Taiwan: a Traditional Chinese Medicine database [PMID: 21253603].
☉ TCMID: a Traditional Chinese Medicine database [PMID: 29106634].
☉ TCMSP: The traditional Chinese medicine systems pharmacology database and analysis platform [PMID: 24735618].
☉ HerDing: a herb recommendation system to treat diseases using genes and chemicals [PMID: 26980517].
☉ MetaboLights: a metabolomics database [PMID: 27010336].
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].

NP Quantity Composition/Concentration

Organism ID	Organism Name	Organism Material Preparation	Organism Part	NP Quantity (Standard)	NP Quantity (Minimum)	NP Quantity (Maximum)	Quantity Unit	Reference

Note for Reference:
In addition to directly collecting NP quantitative data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated NP quantitative records for specific NP domains (e.g., NPS from foods or herbs) from domain-specific databases. These databases include:
☉ DUKE: Dr. Duke's Phytochemical and Ethnobotanical Databases.
☉ PHENOL EXPLORER: is the first comprehensive database on polyphenol content in foods [PMID: 24103452], its homepage can be accessed at here.
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].

Biological Activity

Molecular-level activity

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference

In vitro activity

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference

In vivo activity

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference

Experimental ADME

Experiment Model	Experiment Tissue	ADME Type	ADME Relation	ADME Value	ADME Unit	Reference

Experimental Toxicity

Quantitative toxicity

Experiment Model	Experiment Organism	Toxicity Type	Toxicity Relation	Toxicity Value	Toxicity Unit	Reference

Common Abbreviations:
LC: Lethal Concentration; LD: Lethal Dose; LT:Lethal Time; NOAEL: No-observed-adverse-effect Level; BMDL: Benchmark Dose Lower Confidence Limit; BMD: Benchmark Dose; BMC:Benchmark Concentration; LOAEL: Lowest Observed Adverse Effect Level; RfD:Reference Dose; RfC:Reference Concentration; MRL: Minimal Risk Level; MEG: Maximum Exposure Guideline; PAC: Protective Action Criteria

Categorical toxicity labels

Hepatotoxicity	Carcinogenicity	Mutagenicity	Cardiotoxicity	Respiratory Toxicity	Eye Irritation	Endocrine Disruption

Note for Reference:
In addition to directly collecting NP quantitative data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated NP toxicity records from domain-specific databases. These databases include:
☉ ToxValDB: a curated database that compiles quantitative toxicity values for chemicals from diverse public sources to support toxicological research and risk assessment.
☉ TOXRIC: a comprehensive, free-to-access, online database providing toxicological/feature data. The toxicity labels are retrieved from this database. [PMID: 36400569]

Chemically structural similarity

Similar Active Natural Products in NPASS

Top-200 similar NPs were calculated against the active-NP-set (includes approximately 50,000 NPs with experimentally-derived bioactivity available in NPASS)

Similarity is measured using the Tanimoto coefficient (Tc) , which compares the binary fingerprints of two molecules. Tc is calculated as the intersection divided by the union of '1' bits in the fingerprints, ranging from 0 to 1, with 1 indicating highest similarity.

● The left chart: Distribution of similarity level between NPC606145 and all remaining natural products in the NPASS database.
● The right table: Most similar natural products (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	24125
0.1-0.2	21587
0.2-0.3	2840
0.3-0.4	698
0.4-0.5	420
0.5-0.6	155
0.6-0.7	12
0.7-0.8	0
0.8-0.85	2
0.85-0.9	1
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Natural Product ID
0.8544	High Similarity	NPC607904
0.8252	Intermediate Similarity	NPC609281
0.819	Intermediate Similarity	NPC610461
0.783	Intermediate Similarity	NPC606553
0.7685	Intermediate Similarity	NPC610204
0.7477	Intermediate Similarity	NPC609305
0.6724	Remote Similarity	NPC603137
0.6667	Remote Similarity	NPC185466
0.6636	Remote Similarity	NPC123796
0.6525	Remote Similarity	NPC475140
0.6372	Remote Similarity	NPC78034
0.6348	Remote Similarity	NPC207738
0.6182	Remote Similarity	NPC469946
0.6134	Remote Similarity	NPC151543
0.6087	Remote Similarity	NPC470914
0.6087	Remote Similarity	NPC77717
0.605	Remote Similarity	NPC473824
0.6036	Remote Similarity	NPC213674
0.5982	Remote Similarity	NPC478066
0.5929	Remote Similarity	NPC30289
0.5902	Remote Similarity	NPC166422
0.5897	Remote Similarity	NPC481079
0.5891	Remote Similarity	NPC482011
0.5887	Remote Similarity	NPC71391
0.5862	Remote Similarity	NPC471435
0.5862	Remote Similarity	NPC471434
0.5833	Remote Similarity	NPC475119
0.5833	Remote Similarity	NPC288205
0.5833	Remote Similarity	NPC51465
0.582	Remote Similarity	NPC471384
0.5804	Remote Similarity	NPC488561
0.5798	Remote Similarity	NPC138219
0.5798	Remote Similarity	NPC475234
0.5763	Remote Similarity	NPC291903
0.5752	Remote Similarity	NPC263756
0.575	Remote Similarity	NPC471375
0.5748	Remote Similarity	NPC470876
0.5702	Remote Similarity	NPC51579
0.569	Remote Similarity	NPC105800
0.5672	Remote Similarity	NPC33012
0.5667	Remote Similarity	NPC273189
0.5664	Remote Similarity	NPC470512
0.5652	Remote Similarity	NPC117714
0.5641	Remote Similarity	NPC257468
0.5641	Remote Similarity	NPC297263
0.5636	Remote Similarity	NPC1046
0.5635	Remote Similarity	NPC192765
0.561	Remote Similarity	NPC123522
0.5603	Remote Similarity	NPC488526
0.5603	Remote Similarity	NPC148603
0.5597	Remote Similarity	NPC8524
0.5593	Remote Similarity	NPC302887
0.5591	Remote Similarity	NPC178264
0.5556	Remote Similarity	NPC63159
0.5556	Remote Similarity	NPC277212
0.5556	Remote Similarity	NPC30279
0.5537	Remote Similarity	NPC104137
0.5537	Remote Similarity	NPC31838
0.5537	Remote Similarity	NPC26626
0.5508	Remote Similarity	NPC470913
0.55	Remote Similarity	NPC471373
0.5492	Remote Similarity	NPC473688
0.5489	Remote Similarity	NPC250247
0.5476	Remote Similarity	NPC283417
0.5476	Remote Similarity	NPC200049
0.547	Remote Similarity	NPC164389
0.547	Remote Similarity	NPC173859
0.547	Remote Similarity	NPC480475
0.5462	Remote Similarity	NPC253611
0.5462	Remote Similarity	NPC488782
0.5455	Remote Similarity	NPC488564
0.5455	Remote Similarity	NPC470477
0.544	Remote Similarity	NPC284449
0.544	Remote Similarity	NPC205129
0.544	Remote Similarity	NPC323341
0.5426	Remote Similarity	NPC265841
0.5426	Remote Similarity	NPC22709
0.5417	Remote Similarity	NPC37134
0.5417	Remote Similarity	NPC207693
0.5414	Remote Similarity	NPC482010
0.541	Remote Similarity	NPC475630
0.541	Remote Similarity	NPC481078
0.5397	Remote Similarity	NPC123199
0.5391	Remote Similarity	NPC301639
0.5391	Remote Similarity	NPC478065
0.5391	Remote Similarity	NPC603026
0.5385	Remote Similarity	NPC225791
0.5379	Remote Similarity	NPC482012
0.5378	Remote Similarity	NPC470514
0.5378	Remote Similarity	NPC470513
0.5372	Remote Similarity	NPC157571
0.5366	Remote Similarity	NPC471374
0.5357	Remote Similarity	NPC164194
0.5354	Remote Similarity	NPC471425
0.5339	Remote Similarity	NPC232237
0.5333	Remote Similarity	NPC79718
0.5333	Remote Similarity	NPC484832
0.5328	Remote Similarity	NPC160452
0.5312	Remote Similarity	NPC189575
0.5312	Remote Similarity	NPC46823
0.5308	Remote Similarity	NPC106701
0.5304	Remote Similarity	NPC127056
0.5299	Remote Similarity	NPC256133
0.5299	Remote Similarity	NPC112352
0.5294	Remote Similarity	NPC118440
0.5289	Remote Similarity	NPC267238
0.5276	Remote Similarity	NPC262567
0.5271	Remote Similarity	NPC471429
0.5268	Remote Similarity	NPC90856
0.5254	Remote Similarity	NPC309714
0.5246	Remote Similarity	NPC301449
0.5246	Remote Similarity	NPC601290
0.5242	Remote Similarity	NPC470915
0.5238	Remote Similarity	NPC79643
0.5234	Remote Similarity	NPC191827
0.5231	Remote Similarity	NPC57484
0.5224	Remote Similarity	NPC70809
0.5214	Remote Similarity	NPC76497
0.5214	Remote Similarity	NPC80843
0.521	Remote Similarity	NPC104400
0.521	Remote Similarity	NPC10320
0.5207	Remote Similarity	NPC488515
0.52	Remote Similarity	NPC172365
0.5197	Remote Similarity	NPC470911
0.5191	Remote Similarity	NPC488308
0.5188	Remote Similarity	NPC136768
0.5175	Remote Similarity	NPC48499
0.5172	Remote Similarity	NPC18724
0.5167	Remote Similarity	NPC139044
0.5154	Remote Similarity	NPC4749
0.5154	Remote Similarity	NPC85154
0.5152	Remote Similarity	NPC271610
0.5152	Remote Similarity	NPC312650
0.5128	Remote Similarity	NPC295371
0.5126	Remote Similarity	NPC14946
0.5126	Remote Similarity	NPC159005
0.5126	Remote Similarity	NPC480947
0.5126	Remote Similarity	NPC63368
0.5126	Remote Similarity	NPC114304
0.5126	Remote Similarity	NPC323231
0.5126	Remote Similarity	NPC605226
0.5124	Remote Similarity	NPC222580
0.5122	Remote Similarity	NPC40716
0.5115	Remote Similarity	NPC231566
0.5113	Remote Similarity	NPC471385
0.5113	Remote Similarity	NPC484059
0.5113	Remote Similarity	NPC484060
0.5113	Remote Similarity	NPC43550
0.5102	Remote Similarity	NPC300655
0.5102	Remote Similarity	NPC13989
0.5102	Remote Similarity	NPC196874
0.5101	Remote Similarity	NPC478559
0.5101	Remote Similarity	NPC478560
0.5086	Remote Similarity	NPC25605
0.5083	Remote Similarity	NPC305267
0.5082	Remote Similarity	NPC64715
0.5081	Remote Similarity	NPC184805
0.5081	Remote Similarity	NPC69811
0.5079	Remote Similarity	NPC209798
0.5077	Remote Similarity	NPC470912
0.5077	Remote Similarity	NPC54636
0.5076	Remote Similarity	NPC286457
0.5076	Remote Similarity	NPC485123
0.5074	Remote Similarity	NPC220160
0.5069	Remote Similarity	NPC484831
0.5069	Remote Similarity	NPC484830
0.5041	Remote Similarity	NPC236657
0.504	Remote Similarity	NPC187290
0.5039	Remote Similarity	NPC219180
0.5039	Remote Similarity	NPC135904
0.5038	Remote Similarity	NPC471427
0.5038	Remote Similarity	NPC329993
0.5034	Remote Similarity	NPC220838

Similar Clinical/Approved Drugs

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules.

● The left chart: Distribution of similarity level between NPC606145 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	7565
0.1-0.2	1530
0.2-0.3	50
0.3-0.4	5
0.4-0.5	0
0.5-0.6	0
0.6-0.7	0
0.7-0.8	0
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
		NPD

Bioactivity similarity

Similar Natural Products in NPASS

Similarity level is defined by Bioactivity similarity was calculated based on bioactivity descriptors of compounds. The bioactivity descriptors were calculated by a recently developed AI algorithm Chemical Checker (CC) [Nature Biotechnology, 38:1087–1096, 2020; Nature Communications, 12:3932, 2021], which evaluated bioactivity similarities at five levels:
☉ A: chemistry similarity;
☉ B: biological targets similarity;
☉ C: networks similarity;
☉ D: cell-based bioactivity similarity;
☉ E: similarity based on clinical data.
Those 5 categories of CC bioactivity descriptors were calculated and then subjected to manifold projection using UMAP algorithm, to project all NPs on a 2-Dimensional space. The current NP was highlighted with a small circle in the 2-D map. Below figures: left-to-right, A-to-E.

A: chemistry similarity

B: biological targets similarity

C: networks similarity

D: cell-based bioactivity similarity

E: similarity based on clinical data