NPASS Compound

Natural Product: NPC607904

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 166174 0 0 0 0 0 0 0 0999 V2000 8.3605 -1.2231 4.3759 C 0 0 0 0 0 0 0 0 0 0 0 0 9.3559 -0.5121 3.5620 C 0 0 0 0 0 0 0 0 0 0 0 0 10.4965 -0.1819 3.9791 O 0 0 0 0 0 0 0 0 0 0 0 0 9.0359 -0.1786 2.2581 O 0 0 0 0 0 0 0 0 0 0 0 0 9.9707 0.5057 1.4459 C 0 0 0 0 0 0 0 0 0 0 0 0 9.2477 0.6908 0.0856 C 0 0 1 0 0 0 0 0 0 0 0 0 8.9367 -0.6765 -0.4017 C 0 0 2 0 0 0 0 0 0 0 0 0 9.2628 -0.8599 -1.7762 O 0 0 0 0 0 0 0 0 0 0 0 0 7.6218 -1.2772 -0.0555 C 0 0 2 0 0 0 0 0 0 0 0 0 7.4877 -2.3730 -0.9443 O 0 0 0 0 0 0 0 0 0 0 0 0 6.4373 -0.3092 -0.2076 C 0 0 2 0 0 0 0 0 0 0 0 0 6.3670 -0.0538 -1.6881 C 0 0 0 0 0 0 0 0 0 0 0 0 6.8467 0.8492 0.5923 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1166 1.2396 1.6009 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8558 0.5922 2.0341 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2458 0.0786 0.7575 C 0 0 2 0 0 0 0 0 0 0 0 0 2.7827 -0.2316 0.9295 C 0 0 1 0 0 0 0 0 0 0 0 0 2.4498 -0.9143 2.2002 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0932 1.1348 0.9746 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6249 1.0593 0.9562 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0282 0.1806 -0.1118 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.2205 -0.2022 0.4019 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.2542 0.4708 -0.1744 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.7235 1.3931 0.8252 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.6197 2.2616 0.2492 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.8845 1.5982 -0.2587 C 0 0 2 0 0 0 0 0 0 0 0 0 -5.6710 1.1445 0.8032 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.8638 1.8452 0.8961 C 0 0 2 0 0 0 0 0 0 0 0 0 -6.8433 2.5036 2.1366 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.0709 3.0884 2.4462 C 0 0 2 0 0 0 0 0 0 0 0 0 -7.8696 3.8592 3.7344 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.0799 4.4825 4.1116 O 0 0 0 0 0 0 0 0 0 0 0 0 -9.1338 2.0327 2.7166 C 0 0 1 0 0 0 0 0 0 0 0 0 -10.3223 2.2999 2.0535 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.5779 0.7240 2.2075 C 0 0 2 0 0 0 0 0 0 0 0 0 -7.4281 0.4736 2.9822 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.0755 0.9461 0.8004 C 0 0 1 0 0 0 0 0 0 0 0 0 -9.0634 1.5448 0.0102 O 0 0 0 0 0 0 0 0 0 0 0 0 -9.4163 0.8076 -1.0958 C 0 0 2 0 0 0 0 0 0 0 0 0 -9.0717 1.4893 -2.2662 O 0 0 0 0 0 0 0 0 0 0 0 0 -9.6838 2.7113 -2.3653 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.8989 2.8600 -1.5118 C 0 0 1 0 0 0 0 0 0 0 0 0 -11.7065 3.8752 -2.0437 O 0 0 0 0 0 0 0 0 0 0 0 0 -11.7366 1.6298 -1.3727 C 0 0 2 0 0 0 0 0 0 0 0 0 -12.6625 1.7883 -0.3416 O 0 0 0 0 0 0 0 0 0 0 0 0 -10.8758 0.4488 -1.0685 C 0 0 1 0 0 0 0 0 0 0 0 0 -11.1563 -0.6404 -1.9065 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.5407 0.4682 -1.1487 C 0 0 2 0 0 0 0 0 0 0 0 0 -5.6528 -0.3539 -1.3579 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4255 -0.3908 -0.4923 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.1847 -1.4849 -1.2855 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.6824 -2.6777 -0.7844 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.6824 -3.5984 -0.4481 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.2869 -4.7567 -0.0111 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.3200 -5.6817 0.6992 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2736 -6.0636 -0.1379 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.7962 -5.5243 -1.2172 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.8922 -6.2990 -0.8583 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.1775 -4.5862 -2.3205 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.0720 -4.3499 -3.1235 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.6616 -3.2588 -1.7565 C 0 0 1 0 0 0 0 0 0 0 0 0 -5.8740 -3.4625 -1.1362 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8153 -0.9713 -0.5308 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6647 -1.0559 -2.0817 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2613 -2.3056 -0.0602 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2900 -0.8556 -0.3351 C 0 0 2 0 0 0 0 0 0 0 0 0 3.0693 -2.0987 -0.6828 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4754 -1.5737 -1.0059 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1425 -0.9595 0.2078 C 0 0 1 0 0 0 0 0 0 0 0 0 5.3863 -2.1196 1.1537 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0988 1.6044 0.3048 C 0 0 2 0 0 0 0 0 0 0 0 0 7.8241 2.6458 -0.7138 C 0 0 0 0 0 0 0 0 0 0 0 0 8.9273 3.0027 -1.6354 C 0 0 0 0 0 0 0 0 0 0 0 0 8.3479 3.5870 -2.9202 C 0 0 0 0 0 0 0 0 0 0 0 0 9.7620 4.1393 -1.0267 C 0 0 0 0 0 0 0 0 0 0 0 0 9.8605 1.9180 -2.0352 C 0 0 0 0 0 0 0 0 0 0 0 0 10.3354 1.2485 -0.7968 C 0 0 2 0 0 0 0 0 0 0 0 0 11.2253 0.1918 -1.0653 O 0 0 0 0 0 0 0 0 0 0 0 0 8.3265 -0.8770 5.4259 H 0 0 0 0 0 0 0 0 0 0 0 0 7.3565 -1.1428 3.9198 H 0 0 0 0 0 0 0 0 0 0 0 0 8.6338 -2.3165 4.3221 H 0 0 0 0 0 0 0 0 0 0 0 0 10.9158 -0.0275 1.3221 H 0 0 0 0 0 0 0 0 0 0 0 0 10.0780 1.5266 1.8735 H 0 0 0 0 0 0 0 0 0 0 0 0 9.6949 -1.4053 0.0501 H 0 0 0 0 0 0 0 0 0 0 0 0 9.2652 -1.8350 -1.9544 H 0 0 0 0 0 0 0 0 0 0 0 0 7.6864 -1.6137 1.0022 H 0 0 0 0 0 0 0 0 0 0 0 0 8.0546 -3.0968 -0.5805 H 0 0 0 0 0 0 0 0 0 0 0 0 7.3132 0.3009 -2.1384 H 0 0 0 0 0 0 0 0 0 0 0 0 6.2071 -1.0409 -2.1675 H 0 0 0 0 0 0 0 0 0 0 0 0 5.5964 0.6258 -2.0286 H 0 0 0 0 0 0 0 0 0 0 0 0 6.4110 2.1133 2.2173 H 0 0 0 0 0 0 0 0 0 0 0 0 5.1531 -0.2049 2.7494 H 0 0 0 0 0 0 0 0 0 0 0 0 4.1992 1.2699 2.6008 H 0 0 0 0 0 0 0 0 0 0 0 0 4.2959 0.9456 0.0321 H 0 0 0 0 0 0 0 0 0 0 0 0 1.5968 -0.4395 2.7753 H 0 0 0 0 0 0 0 0 0 0 0 0 3.2823 -0.8429 2.9644 H 0 0 0 0 0 0 0 0 0 0 0 0 2.1934 -1.9688 2.1649 H 0 0 0 0 0 0 0 0 0 0 0 0 2.4110 1.7522 1.8186 H 0 0 0 0 0 0 0 0 0 0 0 0 2.4779 1.6690 0.0553 H 0 0 0 0 0 0 0 0 0 0 0 0 0.2502 0.8003 1.9656 H 0 0 0 0 0 0 0 0 0 0 0 0 0.2496 2.1177 0.8143 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.2306 0.8962 -0.9539 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.9111 1.1331 -1.0031 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.1758 2.9350 -0.5271 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.9590 2.9469 1.0698 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.4157 2.4021 -0.8228 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.8836 2.6067 0.0774 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.4067 3.8242 1.6932 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.0434 4.5854 3.6739 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.6647 3.1046 4.5415 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.5820 4.7753 3.3151 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.3727 1.9734 3.8072 H 0 0 0 0 0 0 0 0 0 0 0 0 -11.0092 1.6849 2.3920 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.2982 -0.1047 2.2875 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.5212 -0.2829 3.5847 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.8469 -0.0138 0.3061 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.8144 -0.1315 -1.1063 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.8489 3.0189 -3.4202 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.9326 3.4655 -1.9812 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.6009 3.2159 -0.5036 H 0 0 0 0 0 0 0 0 0 0 0 0 -11.4700 3.9828 -3.0107 H 0 0 0 0 0 0 0 0 0 0 0 0 -12.3197 1.4238 -2.3162 H 0 0 0 0 0 0 0 0 0 0 0 0 -12.6556 2.7014 0.0414 H 0 0 0 0 0 0 0 0 0 0 0 0 -11.0931 0.0966 -0.0415 H 0 0 0 0 0 0 0 0 0 0 0 0 -11.5557 -0.2610 -2.7318 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.1570 0.7369 -2.1426 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.7864 -0.8223 -0.4890 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.9477 -0.7815 0.4253 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.2091 -2.4679 0.1802 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.1471 -4.5883 0.6628 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.8801 -6.6005 0.9648 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.9496 -5.2510 1.6533 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8827 -6.9372 0.1415 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.9702 -6.1936 -1.5857 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.8160 -7.2014 -1.2627 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.9642 -5.0700 -2.9372 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.2347 -4.5574 -4.0810 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.7659 -2.5831 -2.6282 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.5971 -2.9370 -1.5406 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.3545 -0.7065 -2.3347 H 0 0 0 0 0 0 0 0 0 0 0 0 1.4561 -0.4742 -2.5753 H 0 0 0 0 0 0 0 0 0 0 0 0 0.7840 -2.1130 -2.4138 H 0 0 0 0 0 0 0 0 0 0 0 0 1.0317 -2.9646 0.3837 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.1327 -2.9265 -0.9202 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.6171 -2.1391 0.5916 H 0 0 0 0 0 0 0 0 0 0 0 0 2.6204 -0.1157 -1.1357 H 0 0 0 0 0 0 0 0 0 0 0 0 2.6746 -2.4895 -1.6363 H 0 0 0 0 0 0 0 0 0 0 0 0 3.0735 -2.8751 0.0590 H 0 0 0 0 0 0 0 0 0 0 0 0 5.0178 -2.4605 -1.3788 H 0 0 0 0 0 0 0 0 0 0 0 0 4.2560 -0.8133 -1.7872 H 0 0 0 0 0 0 0 0 0 0 0 0 5.7889 -2.9580 0.5255 H 0 0 0 0 0 0 0 0 0 0 0 0 5.9867 -1.8825 2.0319 H 0 0 0 0 0 0 0 0 0 0 0 0 4.4273 -2.5235 1.5414 H 0 0 0 0 0 0 0 0 0 0 0 0 8.3660 2.2164 1.2325 H 0 0 0 0 0 0 0 0 0 0 0 0 7.5345 3.6474 -0.2386 H 0 0 0 0 0 0 0 0 0 0 0 0 6.9006 2.4786 -1.3313 H 0 0 0 0 0 0 0 0 0 0 0 0 7.6404 4.4109 -2.7274 H 0 0 0 0 0 0 0 0 0 0 0 0 9.2124 4.0261 -3.4747 H 0 0 0 0 0 0 0 0 0 0 0 0 7.9327 2.8062 -3.5787 H 0 0 0 0 0 0 0 0 0 0 0 0 9.7618 4.0242 0.0854 H 0 0 0 0 0 0 0 0 0 0 0 0 10.7905 4.1003 -1.4378 H 0 0 0 0 0 0 0 0 0 0 0 0 9.3317 5.1164 -1.3246 H 0 0 0 0 0 0 0 0 0 0 0 0 9.3669 1.2627 -2.7765 H 0 0 0 0 0 0 0 0 0 0 0 0 10.7613 2.4207 -2.4818 H 0 0 0 0 0 0 0 0 0 0 0 0 10.9521 2.0066 -0.2392 H 0 0 0 0 0 0 0 0 0 0 0 0 12.0297 0.5387 -1.5283 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 2 3 2 0 2 4 1 0 4 5 1 0 6 5 1 1 6 7 1 0 7 8 1 0 7 9 1 0 9 10 1 0 9 11 1 0 11 12 1 6 11 13 1 0 13 14 2 0 14 15 1 0 15 16 1 0 16 17 1 0 17 18 1 1 17 19 1 0 19 20 1 0 20 21 1 0 21 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 30 33 1 0 33 34 1 0 33 35 1 0 35 36 1 0 35 37 1 0 37 38 1 0 38 39 1 0 39 40 1 0 40 41 1 0 41 42 1 0 42 43 1 0 42 44 1 0 44 45 1 0 44 46 1 0 46 47 1 0 26 48 1 0 48 49 1 0 48 50 1 0 50 51 1 0 51 52 1 0 52 53 1 0 53 54 1 0 54 55 1 0 55 56 1 0 54 57 1 0 57 58 1 0 57 59 1 0 59 60 1 0 59 61 1 0 61 62 1 0 21 63 1 0 63 64 1 0 63 65 1 0 63 66 1 0 66 67 1 0 67 68 1 0 68 69 1 0 69 70 1 1 13 71 1 0 71 72 1 0 72 73 1 0 73 74 1 0 73 75 1 0 73 76 1 0 76 77 1 0 77 78 1 0 71 6 1 0 77 6 1 0 69 11 1 0 69 16 1 0 66 17 1 0 50 23 1 0 61 52 1 0 37 28 1 0 46 39 1 0 1 79 1 0 1 80 1 0 1 81 1 0 5 82 1 0 5 83 1 0 7 84 1 1 8 85 1 0 9 86 1 1 10 87 1 0 12 88 1 0 12 89 1 0 12 90 1 0 14 91 1 0 15 92 1 0 15 93 1 0 16 94 1 6 18 95 1 0 18 96 1 0 18 97 1 0 19 98 1 0 19 99 1 0 20100 1 0 20101 1 0 21102 1 6 23103 1 6 25104 1 0 25105 1 0 26106 1 6 28107 1 6 30108 1 6 31109 1 0 31110 1 0 32111 1 0 33112 1 1 34113 1 0 35114 1 6 36115 1 0 37116 1 6 39117 1 1 41118 1 0 41119 1 0 42120 1 1 43121 1 0 44122 1 6 45123 1 0 46124 1 1 47125 1 0 48126 1 6 49127 1 0 50128 1 1 52129 1 1 54130 1 1 55131 1 0 55132 1 0 56133 1 0 57134 1 6 58135 1 0 59136 1 6 60137 1 0 61138 1 6 62139 1 0 64140 1 0 64141 1 0 64142 1 0 65143 1 0 65144 1 0 65145 1 0 66146 1 6 67147 1 0 67148 1 0 68149 1 0 68150 1 0 70151 1 0 70152 1 0 70153 1 0 71154 1 1 72155 1 0 72156 1 0 74157 1 0 74158 1 0 74159 1 0 75160 1 0 75161 1 0 75162 1 0 76163 1 0 76164 1 0 77165 1 1 78166 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 NPC607904 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	22665
0.1-0.2	22798
0.2-0.3	3124
0.3-0.4	684
0.4-0.5	432
0.5-0.6	130
0.6-0.7	5
0.7-0.8	0
0.8-0.85	3
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	NPC606145
0.8426	Intermediate Similarity	NPC609305
0.8148	Intermediate Similarity	NPC610461
0.8037	Intermediate Similarity	NPC609281
0.7636	Intermediate Similarity	NPC606553
0.7611	Intermediate Similarity	NPC603137
0.75	Intermediate Similarity	NPC610204
0.6667	Remote Similarity	NPC185466
0.6218	Remote Similarity	NPC207738
0.6207	Remote Similarity	NPC123796
0.6129	Remote Similarity	NPC475140
0.6053	Remote Similarity	NPC469946
0.5966	Remote Similarity	NPC78034
0.5966	Remote Similarity	NPC77717
0.5902	Remote Similarity	NPC471375
0.5854	Remote Similarity	NPC51579
0.5833	Remote Similarity	NPC470914
0.582	Remote Similarity	NPC138219
0.582	Remote Similarity	NPC273189
0.582	Remote Similarity	NPC475234
0.5806	Remote Similarity	NPC473824
0.5789	Remote Similarity	NPC482011
0.5785	Remote Similarity	NPC481079
0.5781	Remote Similarity	NPC71391
0.5769	Remote Similarity	NPC470876
0.576	Remote Similarity	NPC151543
0.575	Remote Similarity	NPC471435
0.575	Remote Similarity	NPC471434
0.569	Remote Similarity	NPC470512
0.5678	Remote Similarity	NPC30289
0.563	Remote Similarity	NPC148603
0.56	Remote Similarity	NPC475119
0.56	Remote Similarity	NPC288205
0.56	Remote Similarity	NPC51465
0.5593	Remote Similarity	NPC478066
0.5583	Remote Similarity	NPC105800
0.558	Remote Similarity	NPC33012
0.5565	Remote Similarity	NPC104137
0.5565	Remote Similarity	NPC26626
0.5547	Remote Similarity	NPC166422
0.5537	Remote Similarity	NPC470514
0.5537	Remote Similarity	NPC470513
0.5537	Remote Similarity	NPC297263
0.5528	Remote Similarity	NPC291903
0.5526	Remote Similarity	NPC1046
0.552	Remote Similarity	NPC473688
0.5512	Remote Similarity	NPC123522
0.5508	Remote Similarity	NPC213674
0.5507	Remote Similarity	NPC8524
0.55	Remote Similarity	NPC488526
0.55	Remote Similarity	NPC173859
0.5496	Remote Similarity	NPC178264
0.5469	Remote Similarity	NPC471384
0.5462	Remote Similarity	NPC277212
0.5462	Remote Similarity	NPC30279
0.5455	Remote Similarity	NPC63159
0.544	Remote Similarity	NPC31838
0.5424	Remote Similarity	NPC488561
0.542	Remote Similarity	NPC192765
0.5417	Remote Similarity	NPC117714
0.5401	Remote Similarity	NPC250247
0.5397	Remote Similarity	NPC471374
0.5397	Remote Similarity	NPC470915
0.5385	Remote Similarity	NPC283417
0.5385	Remote Similarity	NPC200049
0.5372	Remote Similarity	NPC164389
0.5372	Remote Similarity	NPC480475
0.5366	Remote Similarity	NPC253611
0.5366	Remote Similarity	NPC488782
0.536	Remote Similarity	NPC470477
0.5349	Remote Similarity	NPC470911
0.5328	Remote Similarity	NPC482010
0.5317	Remote Similarity	NPC475630
0.5317	Remote Similarity	NPC481078
0.5308	Remote Similarity	NPC262567
0.5308	Remote Similarity	NPC123199
0.5303	Remote Similarity	NPC301639
0.5303	Remote Similarity	NPC478065
0.5299	Remote Similarity	NPC225791
0.5299	Remote Similarity	NPC471427
0.5294	Remote Similarity	NPC482012
0.5285	Remote Similarity	NPC470913
0.5285	Remote Similarity	NPC257468
0.528	Remote Similarity	NPC471373
0.5267	Remote Similarity	NPC471425
0.5267	Remote Similarity	NPC470517
0.5263	Remote Similarity	NPC57484
0.5255	Remote Similarity	NPC70809
0.525	Remote Similarity	NPC263756
0.5246	Remote Similarity	NPC232237
0.5242	Remote Similarity	NPC302887
0.5238	Remote Similarity	NPC184805
0.5238	Remote Similarity	NPC488564
0.5238	Remote Similarity	NPC160452
0.5234	Remote Similarity	NPC209798
0.5234	Remote Similarity	NPC172365
0.5231	Remote Similarity	NPC205129
0.5227	Remote Similarity	NPC189575
0.5224	Remote Similarity	NPC265841
0.5224	Remote Similarity	NPC22709
0.5224	Remote Similarity	NPC106701
0.5207	Remote Similarity	NPC112352
0.52	Remote Similarity	NPC37134
0.52	Remote Similarity	NPC207693
0.5188	Remote Similarity	NPC85154
0.5164	Remote Similarity	NPC323231
0.5159	Remote Similarity	NPC301449
0.5159	Remote Similarity	NPC157571
0.5159	Remote Similarity	NPC40716
0.5159	Remote Similarity	NPC601290
0.5154	Remote Similarity	NPC79643
0.5152	Remote Similarity	NPC191827
0.5149	Remote Similarity	NPC231566
0.5145	Remote Similarity	NPC476775
0.512	Remote Similarity	NPC484832
0.5115	Remote Similarity	NPC323341
0.5113	Remote Similarity	NPC46823
0.5111	Remote Similarity	NPC286457
0.5109	Remote Similarity	NPC136768
0.5103	Remote Similarity	NPC489208
0.5085	Remote Similarity	NPC48499
0.5083	Remote Similarity	NPC18724
0.5079	Remote Similarity	NPC267238
0.5075	Remote Similarity	NPC4749
0.5075	Remote Similarity	NPC471429
0.5074	Remote Similarity	NPC271610
0.5074	Remote Similarity	NPC312650
0.5074	Remote Similarity	NPC471426
0.5071	Remote Similarity	NPC279915
0.5071	Remote Similarity	NPC476778
0.5043	Remote Similarity	NPC90856
0.5041	Remote Similarity	NPC480947
0.5041	Remote Similarity	NPC309714
0.504	Remote Similarity	NPC119628
0.504	Remote Similarity	NPC222580
0.5036	Remote Similarity	NPC43550
0.5035	Remote Similarity	NPC476776
0.5033	Remote Similarity	NPC300655
0.5033	Remote Similarity	NPC13989
0.5033	Remote Similarity	NPC196874
0.5033	Remote Similarity	NPC478559
0.5033	Remote Similarity	NPC478560

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC607904 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	7411
0.1-0.2	1687
0.2-0.3	48
0.3-0.4	4
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