NPASS Compound

Natural Product: NPC610204

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 165173 0 0 0 0 0 0 0 0999 V2000 -9.5619 2.5870 -1.8255 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.0401 2.4126 -0.4313 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.3317 3.2044 0.4989 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.2007 1.3347 -0.1513 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.6692 1.1000 1.1318 C 0 0 2 0 0 0 0 0 0 0 0 0 -6.1836 1.2033 1.1871 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.4171 0.1436 0.4887 C 0 0 2 0 0 0 0 0 0 0 0 0 -5.3637 0.4724 -0.9861 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0201 -1.2180 0.6968 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.2552 -2.2478 0.4514 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8514 -2.2121 -0.0112 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2394 -0.8696 0.0754 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.7388 -0.8374 0.2344 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.1833 -1.6076 1.3676 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2128 -1.4946 -1.0505 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2531 -1.3105 -1.2296 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7045 0.1254 -1.1345 C 0 0 2 0 0 0 0 0 0 0 0 0 2.0817 0.1570 -1.1078 O 0 0 0 0 0 0 0 0 0 0 0 0 2.6312 0.7352 -2.2651 C 0 0 2 0 0 0 0 0 0 0 0 0 3.3442 -0.1588 -3.0068 O 0 0 0 0 0 0 0 0 0 0 0 0 4.6931 -0.1930 -2.8889 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2211 0.1169 -1.4911 C 0 0 2 0 0 0 0 0 0 0 0 0 4.8864 -0.9884 -0.7148 O 0 0 0 0 0 0 0 0 0 0 0 0 6.0097 -1.6344 -0.2480 C 0 0 2 0 0 0 0 0 0 0 0 0 6.0013 -2.9106 -0.8031 O 0 0 0 0 0 0 0 0 0 0 0 0 5.9695 -3.9425 0.0928 C 0 0 2 0 0 0 0 0 0 0 0 0 5.5626 -5.1917 -0.7030 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5254 -6.2389 0.1879 O 0 0 0 0 0 0 0 0 0 0 0 0 4.9113 -3.7744 1.1574 C 0 0 1 0 0 0 0 0 0 0 0 0 5.1233 -4.7503 2.1278 O 0 0 0 0 0 0 0 0 0 0 0 0 4.9908 -2.4266 1.8264 C 0 0 2 0 0 0 0 0 0 0 0 0 3.7942 -1.7671 1.5508 O 0 0 0 0 0 0 0 0 0 0 0 0 6.1146 -1.6391 1.2532 C 0 0 1 0 0 0 0 0 0 0 0 0 7.3845 -2.1249 1.5511 O 0 0 0 0 0 0 0 0 0 0 0 0 8.1855 -1.1828 2.2046 C 0 0 2 0 0 0 0 0 0 0 0 0 9.3925 -1.0034 1.5092 O 0 0 0 0 0 0 0 0 0 0 0 0 10.1458 0.0065 2.0494 C 0 0 0 0 0 0 0 0 0 0 0 0 9.8344 0.3255 3.4856 C 0 0 1 0 0 0 0 0 0 0 0 0 8.8394 1.3042 3.5531 O 0 0 0 0 0 0 0 0 0 0 0 0 9.5130 -0.9071 4.2599 C 0 0 2 0 0 0 0 0 0 0 0 0 10.6762 -1.6142 4.6165 O 0 0 0 0 0 0 0 0 0 0 0 0 8.5378 -1.7753 3.5411 C 0 0 1 0 0 0 0 0 0 0 0 0 7.3276 -1.7858 4.2785 O 0 0 0 0 0 0 0 0 0 0 0 0 4.5854 1.3390 -0.9277 C 0 0 2 0 0 0 0 0 0 0 0 0 4.0140 1.0413 0.3007 O 0 0 0 0 0 0 0 0 0 0 0 0 3.5069 1.8888 -1.8489 C 0 0 1 0 0 0 0 0 0 0 0 0 4.0819 2.5286 -2.9316 O 0 0 0 0 0 0 0 0 0 0 0 0 3.6836 3.8654 -2.9352 C 0 0 2 0 0 0 0 0 0 0 0 0 3.0922 4.1079 -4.1500 O 0 0 0 0 0 0 0 0 0 0 0 0 3.6887 5.0584 -4.9349 C 0 0 2 0 0 0 0 0 0 0 0 0 3.0487 4.9282 -6.3262 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2633 3.6534 -6.8447 O 0 0 0 0 0 0 0 0 0 0 0 0 5.1679 4.9220 -5.1129 C 0 0 1 0 0 0 0 0 0 0 0 0 5.7040 6.1677 -5.4935 O 0 0 0 0 0 0 0 0 0 0 0 0 5.8561 4.5071 -3.8439 C 0 0 2 0 0 0 0 0 0 0 0 0 6.0952 3.1175 -3.8999 O 0 0 0 0 0 0 0 0 0 0 0 0 4.9128 4.7196 -2.6840 C 0 0 1 0 0 0 0 0 0 0 0 0 4.5418 6.0554 -2.5348 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0870 0.9163 -0.0389 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1414 2.3728 -0.4650 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9166 0.7978 1.2265 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3597 0.6013 0.1979 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.8977 1.3281 1.3849 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4253 1.3577 1.2178 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9905 -0.0040 1.0437 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.0827 -0.6900 2.3802 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.3956 -1.4233 1.1584 C 0 0 2 0 0 0 0 0 0 0 0 0 -8.2403 -2.0788 0.0568 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.4096 -2.7583 0.7371 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.8907 -3.9746 1.4984 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.3364 -3.2985 -0.3369 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.1060 -1.8002 1.6440 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.6387 -0.3730 1.4599 C 0 0 2 0 0 0 0 0 0 0 0 0 -10.0868 0.0406 0.2303 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.1271 -0.2273 1.6432 C 0 0 2 0 0 0 0 0 0 0 0 0 -7.9625 -0.1322 3.1774 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.3307 -1.2778 3.8257 O 0 0 0 0 0 0 0 0 0 0 0 0 -10.0248 3.5662 -1.9516 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.2729 1.7901 -2.0841 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.6891 2.5624 -2.5374 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.0632 1.8755 1.8459 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.9253 2.2024 0.7103 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.8743 1.3466 2.2465 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.2770 -0.4286 -1.6321 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.5562 1.2348 -1.1977 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.2836 0.9812 -1.3400 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.6898 -3.2547 0.6002 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.3157 -3.0271 0.5087 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.8781 -2.5468 -1.0903 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.3867 -0.3779 -0.9384 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.1920 -1.1144 2.3570 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.0768 -1.7262 1.1492 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.5496 -2.6310 1.4031 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7303 -0.9951 -1.8888 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.4338 -2.5815 -1.0263 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8825 -2.0051 -0.6193 H 0 0 0 0 0 0 0 0 0 0 0 0 0.4740 -1.6363 -2.2894 H 0 0 0 0 0 0 0 0 0 0 0 0 0.3924 0.5992 -2.1125 H 0 0 0 0 0 0 0 0 0 0 0 0 1.7788 1.0691 -2.9231 H 0 0 0 0 0 0 0 0 0 0 0 0 5.1102 -1.1757 -3.2369 H 0 0 0 0 0 0 0 0 0 0 0 0 5.1489 0.5562 -3.5698 H 0 0 0 0 0 0 0 0 0 0 0 0 6.3204 0.2386 -1.5235 H 0 0 0 0 0 0 0 0 0 0 0 0 6.8962 -1.0542 -0.6265 H 0 0 0 0 0 0 0 0 0 0 0 0 6.9510 -4.1875 0.5467 H 0 0 0 0 0 0 0 0 0 0 0 0 6.3270 -5.3300 -1.5024 H 0 0 0 0 0 0 0 0 0 0 0 0 4.5969 -4.9947 -1.2159 H 0 0 0 0 0 0 0 0 0 0 0 0 6.3665 -6.7335 0.1248 H 0 0 0 0 0 0 0 0 0 0 0 0 3.9325 -3.9625 0.6931 H 0 0 0 0 0 0 0 0 0 0 0 0 4.3408 -4.8514 2.7301 H 0 0 0 0 0 0 0 0 0 0 0 0 5.0284 -2.5107 2.9352 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4607 -1.2561 2.3280 H 0 0 0 0 0 0 0 0 0 0 0 0 5.9923 -0.5843 1.6009 H 0 0 0 0 0 0 0 0 0 0 0 0 7.6442 -0.2368 2.3758 H 0 0 0 0 0 0 0 0 0 0 0 0 9.8927 0.9356 1.4587 H 0 0 0 0 0 0 0 0 0 0 0 0 11.2383 -0.1264 1.8834 H 0 0 0 0 0 0 0 0 0 0 0 0 10.7913 0.7297 3.9196 H 0 0 0 0 0 0 0 0 0 0 0 0 9.0107 1.8373 4.3865 H 0 0 0 0 0 0 0 0 0 0 0 0 9.0232 -0.5516 5.2184 H 0 0 0 0 0 0 0 0 0 0 0 0 10.4451 -2.5802 4.6244 H 0 0 0 0 0 0 0 0 0 0 0 0 8.9091 -2.8298 3.4309 H 0 0 0 0 0 0 0 0 0 0 0 0 7.3715 -2.4740 4.9959 H 0 0 0 0 0 0 0 0 0 0 0 0 5.3747 2.1312 -0.7724 H 0 0 0 0 0 0 0 0 0 0 0 0 4.3378 1.5796 1.0437 H 0 0 0 0 0 0 0 0 0 0 0 0 2.9004 2.6053 -1.2750 H 0 0 0 0 0 0 0 0 0 0 0 0 3.0023 4.0763 -2.0694 H 0 0 0 0 0 0 0 0 0 0 0 0 3.3895 6.0725 -4.5474 H 0 0 0 0 0 0 0 0 0 0 0 0 1.9923 5.2115 -6.2967 H 0 0 0 0 0 0 0 0 0 0 0 0 3.5844 5.6360 -6.9895 H 0 0 0 0 0 0 0 0 0 0 0 0 3.2775 3.0048 -6.1066 H 0 0 0 0 0 0 0 0 0 0 0 0 5.3890 4.1719 -5.9237 H 0 0 0 0 0 0 0 0 0 0 0 0 5.1883 6.6085 -6.1933 H 0 0 0 0 0 0 0 0 0 0 0 0 6.8185 5.0442 -3.6928 H 0 0 0 0 0 0 0 0 0 0 0 0 7.0665 2.9471 -4.0952 H 0 0 0 0 0 0 0 0 0 0 0 0 5.3542 4.3439 -1.7286 H 0 0 0 0 0 0 0 0 0 0 0 0 3.7065 6.1241 -2.0207 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8437 2.9389 0.1777 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8763 2.8519 -0.4249 H 0 0 0 0 0 0 0 0 0 0 0 0 0.5274 2.5025 -1.4999 H 0 0 0 0 0 0 0 0 0 0 0 0 1.6297 -0.0454 1.1128 H 0 0 0 0 0 0 0 0 0 0 0 0 0.2980 0.7468 2.1365 H 0 0 0 0 0 0 0 0 0 0 0 0 1.5715 1.7067 1.3671 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.8999 1.0369 -0.6996 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.5720 2.3675 1.3980 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7323 0.8319 2.3610 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.6325 2.0689 0.4151 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.8099 1.7915 2.1610 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.1355 -1.0430 2.5915 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.8255 -0.0319 3.2348 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.5068 -1.6636 2.3954 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.4429 -2.1790 2.0041 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.5251 -1.3842 -0.7304 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.6651 -2.8936 -0.4353 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.7058 -4.7290 1.5178 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.6552 -3.7366 2.5507 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.0422 -4.4422 0.9734 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.4204 -2.5524 -1.1398 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.0125 -4.2966 -0.6949 H 0 0 0 0 0 0 0 0 0 0 0 0 -11.3351 -3.4423 0.1265 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.1013 -2.1705 2.6605 H 0 0 0 0 0 0 0 0 0 0 0 0 -11.1946 -1.7789 1.3362 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.1517 0.2405 2.2275 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.9483 -0.4110 0.0481 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.9617 0.1779 3.4710 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.6898 0.6652 3.5219 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.0086 -1.1431 4.5340 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 5 6 1 0 6 7 1 0 7 8 1 6 7 9 1 0 9 10 2 0 10 11 1 0 11 12 1 0 12 13 1 0 13 14 1 1 13 15 1 0 15 16 1 0 16 17 1 0 17 18 1 0 18 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 26 29 1 0 29 30 1 0 29 31 1 0 31 32 1 0 31 33 1 0 33 34 1 0 34 35 1 0 35 36 1 0 36 37 1 0 37 38 1 0 38 39 1 0 38 40 1 0 40 41 1 0 40 42 1 0 42 43 1 0 22 44 1 0 44 45 1 0 44 46 1 0 46 47 1 0 47 48 1 0 48 49 1 0 49 50 1 0 50 51 1 0 51 52 1 0 50 53 1 0 53 54 1 0 53 55 1 0 55 56 1 0 55 57 1 0 57 58 1 0 17 59 1 0 59 60 1 0 59 61 1 0 59 62 1 0 62 63 1 0 63 64 1 0 64 65 1 0 65 66 1 1 9 67 1 0 67 68 1 0 68 69 1 0 69 70 1 0 69 71 1 0 69 72 1 0 72 73 1 0 73 74 1 0 73 75 1 0 75 76 1 1 76 77 1 0 75 5 1 0 65 7 1 0 75 67 1 0 65 12 1 0 62 13 1 0 46 19 1 0 57 48 1 0 33 24 1 0 42 35 1 0 1 78 1 0 1 79 1 0 1 80 1 0 5 81 1 1 6 82 1 0 6 83 1 0 8 84 1 0 8 85 1 0 8 86 1 0 10 87 1 0 11 88 1 0 11 89 1 0 12 90 1 6 14 91 1 0 14 92 1 0 14 93 1 0 15 94 1 0 15 95 1 0 16 96 1 0 16 97 1 0 17 98 1 6 19 99 1 6 21100 1 0 21101 1 0 22102 1 6 24103 1 6 26104 1 1 27105 1 0 27106 1 0 28107 1 0 29108 1 6 30109 1 0 31110 1 1 32111 1 0 33112 1 1 35113 1 1 37114 1 0 37115 1 0 38116 1 1 39117 1 0 40118 1 1 41119 1 0 42120 1 6 43121 1 0 44122 1 1 45123 1 0 46124 1 1 48125 1 1 50126 1 1 51127 1 0 51128 1 0 52129 1 0 53130 1 6 54131 1 0 55132 1 1 56133 1 0 57134 1 1 58135 1 0 60136 1 0 60137 1 0 60138 1 0 61139 1 0 61140 1 0 61141 1 0 62142 1 6 63143 1 0 63144 1 0 64145 1 0 64146 1 0 66147 1 0 66148 1 0 66149 1 0 67150 1 1 68151 1 0 68152 1 0 70153 1 0 70154 1 0 70155 1 0 71156 1 0 71157 1 0 71158 1 0 72159 1 0 72160 1 0 73161 1 1 74162 1 0 76163 1 0 76164 1 0 77165 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 NPC610204 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	21319
0.1-0.2	23744
0.2-0.3	3448
0.3-0.4	673
0.4-0.5	423
0.5-0.6	174
0.6-0.7	19
0.7-0.8	0
0.8-0.85	2
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Natural Product ID
0.8491	Intermediate Similarity	NPC610461
0.8208	Intermediate Similarity	NPC609281
0.7685	Intermediate Similarity	NPC606145
0.75	Intermediate Similarity	NPC607904
0.7456	Intermediate Similarity	NPC603137
0.7321	Intermediate Similarity	NPC606553
0.6957	Remote Similarity	NPC185466
0.6864	Remote Similarity	NPC609305
0.6786	Remote Similarity	NPC123796
0.6783	Remote Similarity	NPC207738
0.6667	Remote Similarity	NPC475140
0.6486	Remote Similarity	NPC469946
0.6452	Remote Similarity	NPC265841
0.6281	Remote Similarity	NPC151543
0.6186	Remote Similarity	NPC481079
0.6167	Remote Similarity	NPC471375
0.6154	Remote Similarity	NPC471435
0.6154	Remote Similarity	NPC471434
0.6142	Remote Similarity	NPC470876
0.6121	Remote Similarity	NPC105800
0.6102	Remote Similarity	NPC78034
0.6091	Remote Similarity	NPC1046
0.6048	Remote Similarity	NPC166422
0.6045	Remote Similarity	NPC33012
0.6016	Remote Similarity	NPC123522
0.597	Remote Similarity	NPC8524
0.5969	Remote Similarity	NPC484059
0.5969	Remote Similarity	NPC484060
0.5968	Remote Similarity	NPC471384
0.595	Remote Similarity	NPC104137
0.595	Remote Similarity	NPC26626
0.5948	Remote Similarity	NPC30289
0.5935	Remote Similarity	NPC473824
0.5932	Remote Similarity	NPC297263
0.5913	Remote Similarity	NPC213674
0.5897	Remote Similarity	NPC164389
0.5897	Remote Similarity	NPC488526
0.5897	Remote Similarity	NPC232237
0.5891	Remote Similarity	NPC271610
0.5891	Remote Similarity	NPC312650
0.5865	Remote Similarity	NPC250247
0.5854	Remote Similarity	NPC475119
0.5854	Remote Similarity	NPC288205
0.5854	Remote Similarity	NPC51465
0.5854	Remote Similarity	NPC51579
0.5847	Remote Similarity	NPC63159
0.5846	Remote Similarity	NPC476779
0.5833	Remote Similarity	NPC77717
0.5826	Remote Similarity	NPC488561
0.582	Remote Similarity	NPC31838
0.582	Remote Similarity	NPC481078
0.5814	Remote Similarity	NPC488308
0.5794	Remote Similarity	NPC123199
0.5789	Remote Similarity	NPC484063
0.5789	Remote Similarity	NPC484064
0.5789	Remote Similarity	NPC482010
0.5785	Remote Similarity	NPC291903
0.5781	Remote Similarity	NPC71391
0.5772	Remote Similarity	NPC471374
0.5763	Remote Similarity	NPC480475
0.5748	Remote Similarity	NPC283417
0.5748	Remote Similarity	NPC200049
0.5736	Remote Similarity	NPC484061
0.5736	Remote Similarity	NPC484062
0.5726	Remote Similarity	NPC172365
0.5691	Remote Similarity	NPC138219
0.5691	Remote Similarity	NPC475234
0.569	Remote Similarity	NPC470512
0.5678	Remote Similarity	NPC117714
0.5667	Remote Similarity	NPC257468
0.5641	Remote Similarity	NPC263756
0.5635	Remote Similarity	NPC79643
0.563	Remote Similarity	NPC148603
0.5625	Remote Similarity	NPC602995
0.562	Remote Similarity	NPC302887
0.561	Remote Similarity	NPC470477
0.561	Remote Similarity	NPC69811
0.5593	Remote Similarity	NPC112352
0.5591	Remote Similarity	NPC323341
0.5575	Remote Similarity	NPC90856
0.5574	Remote Similarity	NPC470914
0.5565	Remote Similarity	NPC273189
0.5556	Remote Similarity	NPC220160
0.5556	Remote Similarity	NPC488309
0.5546	Remote Similarity	NPC309714
0.5541	Remote Similarity	NPC478559
0.5541	Remote Similarity	NPC478560
0.5538	Remote Similarity	NPC4749
0.5538	Remote Similarity	NPC85154
0.5537	Remote Similarity	NPC470514
0.5537	Remote Similarity	NPC470513
0.5528	Remote Similarity	NPC301449
0.5528	Remote Similarity	NPC601290
0.552	Remote Similarity	NPC210729
0.552	Remote Similarity	NPC470915
0.552	Remote Similarity	NPC82931
0.5504	Remote Similarity	NPC191827
0.55	Remote Similarity	NPC173859
0.55	Remote Similarity	NPC305267
0.5496	Remote Similarity	NPC57484
0.5492	Remote Similarity	NPC64715
0.5489	Remote Similarity	NPC43550
0.5484	Remote Similarity	NPC488564
0.5484	Remote Similarity	NPC160452
0.5481	Remote Similarity	NPC70809
0.5478	Remote Similarity	NPC48499
0.5469	Remote Similarity	NPC470911
0.5462	Remote Similarity	NPC277212
0.5462	Remote Similarity	NPC30279
0.5455	Remote Similarity	NPC286457
0.5455	Remote Similarity	NPC118440
0.5455	Remote Similarity	NPC476780
0.5448	Remote Similarity	NPC136768
0.5442	Remote Similarity	NPC300655
0.5442	Remote Similarity	NPC13989
0.5442	Remote Similarity	NPC196874
0.5435	Remote Similarity	NPC489209
0.5424	Remote Similarity	NPC295371
0.5423	Remote Similarity	NPC475177
0.5423	Remote Similarity	NPC489208
0.542	Remote Similarity	NPC301639
0.542	Remote Similarity	NPC478065
0.5417	Remote Similarity	NPC484831
0.5417	Remote Similarity	NPC484830
0.541	Remote Similarity	NPC222580
0.5397	Remote Similarity	NPC473688
0.5391	Remote Similarity	NPC164194
0.5385	Remote Similarity	NPC470517
0.5379	Remote Similarity	NPC329893
0.5378	Remote Similarity	NPC76497
0.534	Remote Similarity	NPC294360
0.5339	Remote Similarity	NPC127056
0.5338	Remote Similarity	NPC22709
0.5333	Remote Similarity	NPC110700
0.5333	Remote Similarity	NPC476777
0.5323	Remote Similarity	NPC37134
0.5323	Remote Similarity	NPC207693
0.5317	Remote Similarity	NPC475630
0.5312	Remote Similarity	NPC475287
0.5308	Remote Similarity	NPC135904
0.5303	Remote Similarity	NPC481080
0.5299	Remote Similarity	NPC225791
0.5299	Remote Similarity	NPC41061
0.5299	Remote Similarity	NPC227551
0.5298	Remote Similarity	NPC222951
0.5285	Remote Similarity	NPC475504
0.528	Remote Similarity	NPC157571
0.528	Remote Similarity	NPC471373
0.5276	Remote Similarity	NPC11242
0.527	Remote Similarity	NPC233223
0.527	Remote Similarity	NPC183816
0.527	Remote Similarity	NPC43589
0.527	Remote Similarity	NPC220838
0.5263	Remote Similarity	NPC178264
0.5263	Remote Similarity	NPC23020
0.5263	Remote Similarity	NPC21691
0.5259	Remote Similarity	NPC471385
0.525	Remote Similarity	NPC80843
0.5246	Remote Similarity	NPC104400
0.5246	Remote Similarity	NPC10320
0.5242	Remote Similarity	NPC253611
0.5242	Remote Similarity	NPC79718
0.5242	Remote Similarity	NPC488782
0.5242	Remote Similarity	NPC488515
0.5242	Remote Similarity	NPC484832
0.5227	Remote Similarity	NPC54636
0.5221	Remote Similarity	NPC236638
0.5221	Remote Similarity	NPC294453
0.5221	Remote Similarity	NPC305981
0.5221	Remote Similarity	NPC481081
0.5217	Remote Similarity	NPC482011
0.5203	Remote Similarity	NPC139044
0.5203	Remote Similarity	NPC484829
0.52	Remote Similarity	NPC236657
0.5197	Remote Similarity	NPC187290
0.5195	Remote Similarity	NPC113620
0.5194	Remote Similarity	NPC313110
0.5191	Remote Similarity	NPC219180
0.5188	Remote Similarity	NPC192765
0.5182	Remote Similarity	NPC261506
0.5182	Remote Similarity	NPC309223
0.5182	Remote Similarity	NPC302543
0.5182	Remote Similarity	NPC4328
0.5175	Remote Similarity	NPC128925
0.5172	Remote Similarity	NPC204458
0.5164	Remote Similarity	NPC480947
0.5164	Remote Similarity	NPC114304
0.5161	Remote Similarity	NPC488517
0.5159	Remote Similarity	NPC323359
0.5159	Remote Similarity	NPC324875
0.5159	Remote Similarity	NPC292677
0.5152	Remote Similarity	NPC470218
0.5149	Remote Similarity	NPC470518
0.5147	Remote Similarity	NPC65105
0.5143	Remote Similarity	NPC102505
0.5143	Remote Similarity	NPC488514
0.5132	Remote Similarity	NPC311178
0.5128	Remote Similarity	NPC100612
0.5128	Remote Similarity	NPC78046

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC610204 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	7137
0.1-0.2	1956
0.2-0.3	51
0.3-0.4	6
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