NPASS Compound

Natural Product: NPC4856

Natural Product ID	NPC4856
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	UIMSMPXWHBZAKD-QFOPEFBYSA-N
IUPAC Name	n.a.
Synonyms
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	n.a.
PubChem CID	101227977
Chemical Classification	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000259] Prenol lipids [CHEMONTID:0002049] Terpene glycosides [CHEMONTID:0001580] Triterpene glycosides [CHEMONTID:0002358] Triterpene saponins

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 -3.7339 -4.6284 1.1835 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.6817 -4.8385 0.0268 C 0 0 1 0 0 0 0 0 0 0 0 0 -5.7366 -5.8779 0.2923 C 0 0 1 0 0 0 0 0 0 0 0 0 -6.9974 -5.2549 0.7456 C 0 0 2 0 0 0 0 0 0 0 0 0 -6.8949 -3.8999 1.3657 C 0 0 2 0 0 0 0 0 0 0 0 0 -5.8498 -3.0353 0.7002 C 0 0 1 0 0 0 0 0 0 0 0 0 -5.3058 -3.6825 -0.4125 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.3424 -1.8250 0.2948 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.6980 -0.7066 0.8123 C 0 0 2 0 0 0 0 0 0 0 0 0 -6.6099 0.0665 1.7465 C 0 0 2 0 0 0 0 0 0 0 0 0 -7.5185 1.0125 1.0185 C 0 0 1 0 0 0 0 0 0 0 0 0 -6.9124 1.5526 -0.2519 C 0 0 1 0 0 0 0 0 0 0 0 0 -7.3589 2.9872 -0.4559 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.0377 3.7918 0.6045 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.4506 5.0913 0.3458 C 0 0 1 0 0 0 0 0 0 0 0 0 -8.4525 5.5707 1.3803 C 0 0 1 0 0 0 0 0 0 0 0 0 -8.3576 7.0643 1.5203 C 0 0 2 0 0 0 0 0 0 0 0 0 -7.9941 7.7608 0.2417 C 0 0 1 0 0 0 0 0 0 0 0 0 -6.7717 7.1127 -0.3670 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.3736 5.9814 0.3308 O 0 0 0 0 0 0 0 0 0 0 0 0 -9.0629 7.7888 -0.6591 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.4232 7.4561 2.4894 O 0 0 0 0 0 0 0 0 0 0 0 0 -9.7192 5.2490 0.8760 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.5296 1.4814 -0.0898 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.2074 0.1119 -0.3199 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.8180 0.0126 -0.5197 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.2965 -0.3197 -1.7516 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1429 -0.5444 -2.6760 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.8043 -0.4129 -2.0105 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.6684 -0.8273 -3.4375 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0645 -2.1472 -3.7115 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2225 -3.2068 -2.6893 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3799 -4.1129 -3.1522 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0010 -4.1485 -2.7355 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4939 -2.7479 -1.3048 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2104 -1.3192 -0.9985 C 0 0 1 0 0 0 0 0 0 0 0 0 0.1837 -0.9964 -0.6280 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7844 -1.7833 0.2545 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1685 -1.6382 0.7598 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8592 -0.4516 0.1406 C 0 0 2 0 0 0 0 0 0 0 0 0 4.1794 -0.1131 0.7833 C 0 0 1 0 0 0 0 0 0 0 0 0 4.0632 0.0943 2.2689 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0952 -1.2970 0.5670 C 0 0 0 0 0 0 0 0 0 0 0 0 6.3281 -0.9862 -0.1780 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0779 0.2513 0.2461 C 0 0 1 0 0 0 0 0 0 0 0 0 6.1517 1.4132 0.2186 C 0 0 1 0 0 0 0 0 0 0 0 0 6.4102 2.2507 1.4530 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5481 2.3112 -0.9716 C 0 0 0 0 0 0 0 0 0 0 0 0 7.8600 2.7542 -0.8285 O 0 0 0 0 0 0 0 0 0 0 0 0 4.7205 1.0740 0.0348 C 0 0 2 0 0 0 0 0 0 0 0 0 3.7950 2.2122 0.3039 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4449 1.9973 -0.3775 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8828 0.6343 -0.0498 C 0 0 2 0 0 0 0 0 0 0 0 0 0.9696 0.8528 1.1547 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9371 0.1626 -1.1751 C 0 0 1 0 0 0 0 0 0 0 0 0 1.7841 -0.3412 -2.3195 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0902 1.2619 -1.6964 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3397 1.0199 -1.8848 C 0 0 0 0 0 0 0 0 0 0 0 0 7.8259 0.0694 1.3808 O 0 0 0 0 0 0 0 0 0 0 0 0 9.1882 0.0234 1.1587 C 0 0 1 0 0 0 0 0 0 0 0 0 10.0109 1.0147 1.9245 C 0 0 1 0 0 0 0 0 0 0 0 0 11.4460 0.8872 1.3845 C 0 0 2 0 0 0 0 0 0 0 0 0 11.9287 -0.5224 1.3376 C 0 0 1 0 0 0 0 0 0 0 0 0 10.8620 -1.4024 0.7036 C 0 0 1 0 0 0 0 0 0 0 0 0 11.2744 -2.8512 0.7688 C 0 0 0 0 0 0 0 0 0 0 0 0 12.4433 -3.0403 0.0085 O 0 0 0 0 0 0 0 0 0 0 0 0 9.7161 -1.2402 1.4529 O 0 0 0 0 0 0 0 0 0 0 0 0 13.0507 -0.5711 0.5360 O 0 0 0 0 0 0 0 0 0 0 0 0 12.3249 1.7125 2.0406 O 0 0 0 0 0 0 0 0 0 0 0 0 9.5971 2.3073 1.6948 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.7018 0.3596 0.6798 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.8416 0.8113 2.6385 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.7440 -3.9293 2.7389 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.6152 -6.1083 1.6765 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.9799 -6.6700 -0.8346 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.2037 -3.6732 1.0178 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.9195 -5.4102 1.0689 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.2151 -4.7084 2.1565 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.0780 -5.2446 -0.8380 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.3406 -6.5102 1.1366 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.7307 -5.2286 -0.1189 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.8853 -3.3882 1.1730 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.0223 -2.8884 1.4114 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.8509 -1.0594 1.4234 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.1880 -0.6595 2.3468 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.7974 1.8836 1.6523 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.2336 0.9025 -1.0852 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.4576 2.9620 -0.5994 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.9322 3.3629 -1.4218 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.9191 5.1195 -0.6496 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.2637 5.0801 2.3405 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.3782 7.4111 1.8427 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.7883 8.8288 0.5116 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.0053 6.8602 -1.4275 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.9660 7.8757 -0.4239 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.7614 7.6334 -1.5917 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.8846 6.6844 2.8022 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.7394 5.3391 -0.1212 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.7072 -0.1137 -1.2896 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.6578 -0.7782 -3.9893 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.0487 -0.0712 -4.0122 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.4644 -2.5138 -4.6881 H 0 0 0 0 0 0 0 0 0 0 0 0 0.0472 -2.0559 -3.9117 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.3066 -5.0924 -2.6507 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.3192 -3.5872 -2.8180 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.4078 -4.1955 -4.2448 H 0 0 0 0 0 0 0 0 0 0 0 0 0.0138 -4.5583 -3.7665 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.1634 -4.9991 -2.0475 H 0 0 0 0 0 0 0 0 0 0 0 0 0.9256 -3.6033 -2.5552 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5995 -2.8942 -1.1338 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.0230 -3.4670 -0.6118 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7860 -1.1196 -0.0346 H 0 0 0 0 0 0 0 0 0 0 0 0 0.2618 -2.6509 0.7030 H 0 0 0 0 0 0 0 0 0 0 0 0 2.6902 -2.5787 0.4624 H 0 0 0 0 0 0 0 0 0 0 0 0 2.1474 -1.6414 1.8500 H 0 0 0 0 0 0 0 0 0 0 0 0 3.1782 -0.8384 -0.8750 H 0 0 0 0 0 0 0 0 0 0 0 0 3.1953 0.7146 2.5740 H 0 0 0 0 0 0 0 0 0 0 0 0 4.9523 0.5133 2.7304 H 0 0 0 0 0 0 0 0 0 0 0 0 3.8886 -0.8883 2.8009 H 0 0 0 0 0 0 0 0 0 0 0 0 4.5919 -2.1313 -0.0045 H 0 0 0 0 0 0 0 0 0 0 0 0 5.3744 -1.7926 1.5385 H 0 0 0 0 0 0 0 0 0 0 0 0 6.0973 -0.8664 -1.2757 H 0 0 0 0 0 0 0 0 0 0 0 0 7.0321 -1.8410 -0.0806 H 0 0 0 0 0 0 0 0 0 0 0 0 7.8403 0.3813 -0.5858 H 0 0 0 0 0 0 0 0 0 0 0 0 7.0292 3.1270 1.1881 H 0 0 0 0 0 0 0 0 0 0 0 0 6.9817 1.6832 2.2204 H 0 0 0 0 0 0 0 0 0 0 0 0 5.4824 2.6863 1.8862 H 0 0 0 0 0 0 0 0 0 0 0 0 5.8539 3.1480 -1.1209 H 0 0 0 0 0 0 0 0 0 0 0 0 6.5125 1.7100 -1.9162 H 0 0 0 0 0 0 0 0 0 0 0 0 8.2268 2.9431 -1.7343 H 0 0 0 0 0 0 0 0 0 0 0 0 4.5772 0.8159 -1.0587 H 0 0 0 0 0 0 0 0 0 0 0 0 4.2061 3.1382 -0.1090 H 0 0 0 0 0 0 0 0 0 0 0 0 3.5498 2.3328 1.4018 H 0 0 0 0 0 0 0 0 0 0 0 0 2.5024 2.1249 -1.4766 H 0 0 0 0 0 0 0 0 0 0 0 0 1.8142 2.8309 0.0006 H 0 0 0 0 0 0 0 0 0 0 0 0 1.0059 0.0303 1.8850 H 0 0 0 0 0 0 0 0 0 0 0 0 1.2003 1.8445 1.6360 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.1004 0.9427 0.8565 H 0 0 0 0 0 0 0 0 0 0 0 0 1.2219 -0.1209 -3.2836 H 0 0 0 0 0 0 0 0 0 0 0 0 2.7117 0.2564 -2.4543 H 0 0 0 0 0 0 0 0 0 0 0 0 1.9217 -1.4303 -2.3432 H 0 0 0 0 0 0 0 0 0 0 0 0 0.5291 1.6946 -2.6465 H 0 0 0 0 0 0 0 0 0 0 0 0 0.1818 2.1270 -0.9722 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.9792 1.4970 -1.0799 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7003 1.5309 -2.8196 H 0 0 0 0 0 0 0 0 0 0 0 0 9.3990 0.1701 0.0731 H 0 0 0 0 0 0 0 0 0 0 0 0 9.9626 0.7353 2.9969 H 0 0 0 0 0 0 0 0 0 0 0 0 11.3547 1.2327 0.3121 H 0 0 0 0 0 0 0 0 0 0 0 0 12.1749 -0.9333 2.3322 H 0 0 0 0 0 0 0 0 0 0 0 0 10.7255 -1.1535 -0.3675 H 0 0 0 0 0 0 0 0 0 0 0 0 10.5163 -3.5144 0.2854 H 0 0 0 0 0 0 0 0 0 0 0 0 11.4314 -3.2300 1.7806 H 0 0 0 0 0 0 0 0 0 0 0 0 12.3544 -2.4259 -0.7862 H 0 0 0 0 0 0 0 0 0 0 0 0 13.6852 -1.2210 0.9208 H 0 0 0 0 0 0 0 0 0 0 0 0 12.0186 1.7876 2.9877 H 0 0 0 0 0 0 0 0 0 0 0 0 10.4006 2.8996 1.6244 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.4565 -0.3604 0.0407 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.2708 1.6625 2.8956 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.6344 -3.9171 3.1794 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.5649 -5.8971 1.7942 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.6739 -7.3400 -0.5452 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 2 3 1 0 3 4 1 0 4 5 1 0 5 6 1 0 6 7 1 0 6 8 1 0 8 9 1 0 9 10 1 0 10 11 1 0 11 12 1 0 12 13 1 0 13 14 1 0 14 15 1 0 15 16 1 0 16 17 1 0 17 18 1 0 18 19 1 0 19 20 1 0 18 21 1 0 17 22 1 0 16 23 1 0 12 24 1 0 24 25 1 0 25 26 1 0 26 27 1 0 27 28 2 0 29 27 1 1 29 30 1 0 30 31 1 0 31 32 1 0 32 33 1 0 32 34 1 0 32 35 1 0 35 36 1 0 36 37 1 0 37 38 2 0 38 39 1 0 39 40 1 0 40 41 1 0 41 42 1 1 41 43 1 0 43 44 1 0 44 45 1 0 45 46 1 0 46 47 1 1 46 48 1 0 48 49 1 0 46 50 1 0 50 51 1 0 51 52 1 0 52 53 1 0 53 54 1 1 53 55 1 0 55 56 1 6 55 57 1 0 57 58 1 0 45 59 1 0 59 60 1 0 60 61 1 0 61 62 1 0 62 63 1 0 63 64 1 0 64 65 1 0 65 66 1 0 64 67 1 0 63 68 1 0 62 69 1 0 61 70 1 0 11 71 1 0 10 72 1 0 5 73 1 0 4 74 1 0 3 75 1 0 7 2 1 0 25 9 1 0 58 29 1 0 67 60 1 0 20 15 1 0 36 29 1 0 55 37 1 0 53 40 1 0 50 41 1 0 1 76 1 0 1 77 1 0 1 78 1 0 2 79 1 6 3 80 1 1 4 81 1 6 5 82 1 1 6 83 1 1 9 84 1 1 10 85 1 1 11 86 1 1 12 87 1 6 13 88 1 0 13 89 1 0 15 90 1 6 16 91 1 1 17 92 1 1 18 93 1 1 19 94 1 0 19 95 1 0 21 96 1 0 22 97 1 0 23 98 1 0 25 99 1 6 30100 1 0 30101 1 0 31102 1 0 31103 1 0 33104 1 0 33105 1 0 33106 1 0 34107 1 0 34108 1 0 34109 1 0 35110 1 0 35111 1 0 36112 1 1 38113 1 0 39114 1 0 39115 1 0 40116 1 6 42117 1 0 42118 1 0 42119 1 0 43120 1 0 43121 1 0 44122 1 0 44123 1 0 45124 1 6 47125 1 0 47126 1 0 47127 1 0 48128 1 0 48129 1 0 49130 1 0 50131 1 6 51132 1 0 51133 1 0 52134 1 0 52135 1 0 54136 1 0 54137 1 0 54138 1 0 56139 1 0 56140 1 0 56141 1 0 57142 1 0 57143 1 0 58144 1 0 58145 1 0 60146 1 6 61147 1 1 62148 1 6 63149 1 1 64150 1 6 65151 1 0 65152 1 0 66153 1 0 68154 1 0 69155 1 0 70156 1 0 71157 1 0 72158 1 0 73159 1 0 74160 1 0 75161 1 0 M END

Standard InCHIKey	UIMSMPXWHBZAKD-QFOPEFBYSA-N
Standard InCHI	InChI=1S/C53H86O22/c1-23-32(57)36(61)40(65)44(70-23)74-42-38(63)35(60)28(21-69-43-39(64)33(58)26(56)20-68-43)72-46(42)75-47(67)53-16-14-48(2,3)18-25(53)24-8-9-30-49(4)12-11-31(73-45-41(66)37(62)34(59)27(19-54)71-45)50(5,22-55)29(49)10-13-52(30,7)51(24,6)15-17-53/h8,23,25-46,54-66H,9-22H2,1-7H3/t23-,25-,26+,27+,28+,29+,30+,31-,32-,33-,34+,35+,36+,37-,38-,39+,40+,41+,42+,43-,44-,45-,46-,49-,50-,51+,52+,53-/m0/s1
SMILES	C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]1[C@H]([C@@H]([C@@H](CO[C@H]2[C@@H]([C@H]([C@@H](CO2)O)O)O)O[C@H]1OC(=O)[C@@]12CCC(C)(C)C[C@H]2C2=CC[C@@H]3[C@@]4(C)CC[C@@H]([C@@](C)(CO)[C@@H]4CC[C@@]3(C)[C@]2(C)CC1)O[C@H]1[C@@H]([C@H]([C@@H]([C@@H](CO)O1)O)O)O)O)O)O)O)O

Calculated Properties

Physi-Chem Properties

Molecular Weight:	1074.56	Volume:	1036.348 ? Van der Waals volume.
Dense:	1.037	LogP:	1.319 ? The logarithm of the n-octanol/water distribution coefficients.
logD7.4:	2.114 ? The logarithm of the n-octanol/water distribution coefficient at pH=7.4.	LogS:	-3.972 ? The logarithm of aqueous solubility value.
Rotatable Bonds:	12.0	Rigid Bonds:	51.0
TPSA:	353.9 ? Topological Polar Surface Area.	H-Bond Acceptor:	22.0
H-Bond Donor:	13.0	Rings:	9.0
Heavy Atoms:	22.0

MedChem Properties

QED Drug-Likeness Score:	0.064	GASA:	1.0 ? GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:	6.783	Fsp³:	0.943
MCE-18:	194.369 ? MCE-18 stands for medicinal chemistry evolution.MCE-18≥45 is considered a suitable value.	Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Rejected	GSK Rule:	Accepted
Golden Triangle Rule:	Accepted	BMS Rule:	1
Chelating Alert:	0	PAINS Alert:	0
Colloidal aggregators:	0.789	Fluc inhibitor:	0.0 ? The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:	0.007 ? The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1	Green fluorescence:	0.001 ? The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:	0.208	Promiscuous compounds:	0.074

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:	-6.541	MDCK Permeability:	-5.111
Pgp-inhibitor:	0.0	Pgp-substrate:	0.202
PAMPA:	1.0 ? The experimental data for Peff was logarithmically transformed (logPeff). Molecules with log Peff values below 2.0 were classified as low-permeability (Category 0), while those with log Peff values exceeding 2.5 were classified as high-permeability (Category 1).	Human Intestinal Absorption (HIA):	0.938
20% Bioavailability (F20%):	0.479	30% Bioavailability (F30%):	1.0
50% Bioavailability (F50%):	1.0

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.036	MRP1:	0.002
Plasma Protein Binding (PPB):	68.136%	Volume Distribution (VD):	-0.33
Fu:	18.218% ? The fraction unbound in plasms.	OATP1B1 inhibitor:	1.0
OATP1B3 inhibitor:	1.0	BCRP inhibitor:	0.012
BSEP inhibitor:	0.0

ADMET: Metabolism

CYP1A2-inhibitor:	0.0	CYP1A2-substrate:	0.0
CYP2C19-inhibitor:	0.0	CYP2C19-substrate:	0.0
CYP2C9-inhibitor:	0.0	CYP2C9-substrate:	0.0
CYP2D6-inhibitor:	0.0	CYP2D6-substrate:	0.0
CYP3A4-inhibitor:	0.0	CYP3A4-substrate:	0.069
CYP2B6-substrate:	0.0	CYP2C8-inhibitor:	0.171
HLM stability:	0.017 ? Human liver microsomal (HLM) stability. Category 0: stable+ (HLM > 30 min); Category 1: unstable- (HLM ≤ 30 min). The output value is the probability of human liver microsomal instability, where a value closer to 1 indicates a higher likelihood of instability.

ADMET: Excretion

Clearance (CL):

-0.441

Half-life (T1/2):

3.839

ADMET: Toxicity

hERG Blockers:	0.002	hERG Blockers (10um):	0.003
Human Hepatotoxicity (H-HT):	0.673	Drug-induced Liver Injury (DILI):	0.818
AMES Toxicity:	0.952	Rat Oral Acute Toxicity:	0.0
Maximum Recommended Daily Dose:	0.001	Skin Sensitization:	1.0
Carcinogencity:	0.032	Eye Corrosion:	0.0
Eye Irritation:	0.0	Respiratory Toxicity:	0.0
Drug-induced Neurotoxicity:	0.0	Ototoxicity:	1.0
Hematotoxicity:	0.414	Drug-induced Nephrotoxicity:	0.998
Genotoxicity:	0.143	RPMI-8226 Immunitoxicity:	0.3
A549 Cytotoxicity:	0.634	Hek293 Cytotoxicity:	0.22
BCF:	1.443 ? Bioconcentration factors are used for considering secondary poisoning potential and assessing risks to human health via the food chain. The unit is -log10[(mg/L)/(1000*MW)].	IGC50:	3.749 ? 48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:	5.371 ? 48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].	LC50FM:	4.475 ? 96 hour fathead minnow LC50. The unit of LC50FM is -log10[(mg/L)/(1000*MW)].

Species Source

Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Isolation Part	Collection Location	Collection Time	Reference
NPO1515	Lonicera japonica	Species	Caprifoliaceae	Eukaryota	Flowers	n.a.	n.a.	DOI[10.1002/elan.200403102]
NPO1515	Lonicera japonica	Species	Caprifoliaceae	Eukaryota	Flowers	n.a.	n.a.	DOI[10.1016/j.foodchem.2012.02.124]
NPO1515	Lonicera japonica	Species	Caprifoliaceae	Eukaryota	Flowers	n.a.	n.a.	PMID[11077184]
NPO6092	Symphyocladia latiuscula	Species	Rhodomelaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[11141124]
NPO3699	Acacia aulacocarpa	Species	Fabaceae	Eukaryota	n.a.	leaf	n.a.	PMID[11735581]
NPO6092	Symphyocladia latiuscula	Species	Rhodomelaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[15844965]
NPO1515	Lonicera japonica	Species	Caprifoliaceae	Eukaryota	Flowers	n.a.	n.a.	PMID[17328234]
NPO6092	Symphyocladia latiuscula	Species	Rhodomelaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[17602526]
NPO1515	Lonicera japonica	Species	Caprifoliaceae	Eukaryota	Flower buds	n.a.	n.a.	PMID[18321056]
NPO1515	Lonicera japonica	Species	Caprifoliaceae	Eukaryota	n.a.	flower	n.a.	PMID[21804227]
NPO1515	Lonicera japonica	Species	Caprifoliaceae	Eukaryota	n.a.	flower bud	n.a.	PMID[21942812]
NPO1515	Lonicera japonica	Species	Caprifoliaceae	Eukaryota	flower buds	Henan province, China	2005-MAY	PMID[21942812]
NPO1515	Lonicera japonica	Species	Caprifoliaceae	Eukaryota	n.a.	leaf	n.a.	PMID[23265495]
NPO1515	Lonicera japonica	Species	Caprifoliaceae	Eukaryota	Flower buds	n.a.	n.a.	PMID[24279769]
NPO7569	Guatteria boliviana	Species	Annonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO6092	Symphyocladia latiuscula	Species	Rhodomelaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO3597	Rheedia acuminata	Species	Clusiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO4823	Psiadia dentata	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO5155	Peritassa compta	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO19948	Neolentinus lepideus	Species	Gloeophyllaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO1515	Lonicera japonica	Species	Caprifoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO6729	Juniperus brevifolia	Species	Cupressaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO5196	Eupatorium argentinum	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO6237	Cryptocarya aschersoniana	Species	Lauraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO3853	Aspidosperma subincanum	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO471	Ardisia neriifolia	Species	Primulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO3699	Acacia aulacocarpa	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO8418	Anemone flaccida	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO1515	Lonicera japonica	Species	Caprifoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO3853	Aspidosperma subincanum	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO19948	Neolentinus lepideus	Species	Gloeophyllaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO3853	Aspidosperma subincanum	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO4823	Psiadia dentata	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO8418	Anemone flaccida	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO7569	Guatteria boliviana	Species	Annonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO1515	Lonicera japonica	Species	Caprifoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO1515	Lonicera japonica	Species	Caprifoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO1515	Lonicera japonica	Species	Caprifoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO6729	Juniperus brevifolia	Species	Cupressaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO6237	Cryptocarya aschersoniana	Species	Lauraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4823	Psiadia dentata	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO1515	Lonicera japonica	Species	Caprifoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19948	Neolentinus lepideus	Species	Gloeophyllaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8418	Anemone flaccida	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5155	Peritassa compta	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5196	Eupatorium argentinum	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7569	Guatteria boliviana	Species	Annonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO3699	Acacia aulacocarpa	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO471	Ardisia neriifolia	Species	Primulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO3597	Rheedia acuminata	Species	Clusiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO6092	Symphyocladia latiuscula	Species	Rhodomelaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO3853	Aspidosperma subincanum	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]

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 NPC4856 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	21502
0.1-0.2	23687
0.2-0.3	3201
0.3-0.4	838
0.4-0.5	340
0.5-0.6	116
0.6-0.7	72
0.7-0.8	0
0.8-0.85	1
0.85-0.9	1
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Natural Product ID
0.898	High Similarity	NPC481079
0.8061	Intermediate Similarity	NPC295371
0.7642	Intermediate Similarity	NPC241909
0.7212	Intermediate Similarity	NPC112352
0.7207	Intermediate Similarity	NPC76972
0.7207	Intermediate Similarity	NPC469782
0.7207	Intermediate Similarity	NPC204414
0.7115	Intermediate Similarity	NPC469946
0.7009	Intermediate Similarity	NPC63159
0.7	Intermediate Similarity	NPC295823
0.7	Intermediate Similarity	NPC174720
0.7	Intermediate Similarity	NPC475467
0.6975	Remote Similarity	NPC202828
0.6975	Remote Similarity	NPC119592
0.6961	Remote Similarity	NPC48499
0.6944	Remote Similarity	NPC475504
0.6917	Remote Similarity	NPC298034
0.6917	Remote Similarity	NPC71065
0.6891	Remote Similarity	NPC293330
0.687	Remote Similarity	NPC135904
0.687	Remote Similarity	NPC123199
0.681	Remote Similarity	NPC100639
0.6803	Remote Similarity	NPC224381
0.6789	Remote Similarity	NPC297263
0.6783	Remote Similarity	NPC475899
0.6762	Remote Similarity	NPC473373
0.675	Remote Similarity	NPC65105
0.6696	Remote Similarity	NPC79643
0.6667	Remote Similarity	NPC471550
0.6639	Remote Similarity	NPC57484
0.6637	Remote Similarity	NPC31838
0.6637	Remote Similarity	NPC481078
0.6613	Remote Similarity	NPC250247
0.6609	Remote Similarity	NPC60557
0.6609	Remote Similarity	NPC67857
0.6555	Remote Similarity	NPC481080
0.6552	Remote Similarity	NPC192600
0.6514	Remote Similarity	NPC309714
0.6471	Remote Similarity	NPC488560
0.6471	Remote Similarity	NPC256798
0.646	Remote Similarity	NPC301449
0.646	Remote Similarity	NPC601290
0.6455	Remote Similarity	NPC164389
0.6452	Remote Similarity	NPC70809
0.6442	Remote Similarity	NPC90856
0.6441	Remote Similarity	NPC155410
0.6423	Remote Similarity	NPC236638
0.6423	Remote Similarity	NPC294453
0.6423	Remote Similarity	NPC305981
0.6387	Remote Similarity	NPC475160
0.6387	Remote Similarity	NPC473714
0.6381	Remote Similarity	NPC29069
0.6371	Remote Similarity	NPC261506
0.6371	Remote Similarity	NPC4328
0.6339	Remote Similarity	NPC222580
0.6328	Remote Similarity	NPC480422
0.6311	Remote Similarity	NPC473452
0.6306	Remote Similarity	NPC173859
0.6306	Remote Similarity	NPC46665
0.629	Remote Similarity	NPC481081
0.6286	Remote Similarity	NPC189884
0.6286	Remote Similarity	NPC138334
0.6271	Remote Similarity	NPC123522
0.626	Remote Similarity	NPC41061
0.626	Remote Similarity	NPC227551
0.626	Remote Similarity	NPC258617
0.6239	Remote Similarity	NPC473884
0.623	Remote Similarity	NPC476068
0.621	Remote Similarity	NPC43550
0.6204	Remote Similarity	NPC139894
0.6204	Remote Similarity	NPC475516
0.6161	Remote Similarity	NPC102439
0.6147	Remote Similarity	NPC150400
0.6132	Remote Similarity	NPC214484
0.6116	Remote Similarity	NPC191827
0.6111	Remote Similarity	NPC309223
0.6091	Remote Similarity	NPC39211
0.6071	Remote Similarity	NPC104071
0.6068	Remote Similarity	NPC187290
0.6036	Remote Similarity	NPC473343
0.6033	Remote Similarity	NPC480419
0.6018	Remote Similarity	NPC251768
0.6018	Remote Similarity	NPC148603
0.6018	Remote Similarity	NPC480475
0.5984	Remote Similarity	NPC470218
0.5983	Remote Similarity	NPC96641
0.5983	Remote Similarity	NPC163183
0.5982	Remote Similarity	NPC192791
0.598	Remote Similarity	NPC237503
0.5948	Remote Similarity	NPC114484
0.5946	Remote Similarity	NPC470512
0.5941	Remote Similarity	NPC167383
0.5932	Remote Similarity	NPC207738
0.5929	Remote Similarity	NPC160415
0.5926	Remote Similarity	NPC1046
0.5923	Remote Similarity	NPC480417
0.592	Remote Similarity	NPC480418
0.5917	Remote Similarity	NPC475287
0.5909	Remote Similarity	NPC235405
0.5882	Remote Similarity	NPC470915
0.5877	Remote Similarity	NPC473459
0.5873	Remote Similarity	NPC470876
0.5872	Remote Similarity	NPC475208
0.5856	Remote Similarity	NPC249848
0.5856	Remote Similarity	NPC107966
0.5849	Remote Similarity	NPC128925
0.5847	Remote Similarity	NPC187618
0.5841	Remote Similarity	NPC223301
0.5841	Remote Similarity	NPC171544
0.5826	Remote Similarity	NPC235438
0.5826	Remote Similarity	NPC162574
0.582	Remote Similarity	NPC470911
0.5812	Remote Similarity	NPC104372
0.5802	Remote Similarity	NPC102505
0.5802	Remote Similarity	NPC488514
0.5798	Remote Similarity	NPC104137
0.5798	Remote Similarity	NPC26626
0.5794	Remote Similarity	NPC286457
0.5789	Remote Similarity	NPC30735
0.5786	Remote Similarity	NPC220838
0.5785	Remote Similarity	NPC300419
0.5752	Remote Similarity	NPC263756
0.5752	Remote Similarity	NPC213674
0.5726	Remote Similarity	NPC486563
0.5714	Remote Similarity	NPC45606
0.5702	Remote Similarity	NPC185466
0.5691	Remote Similarity	NPC165204
0.569	Remote Similarity	NPC148417
0.569	Remote Similarity	NPC475591
0.569	Remote Similarity	NPC236870
0.569	Remote Similarity	NPC139044
0.5688	Remote Similarity	NPC204458
0.5683	Remote Similarity	NPC472268
0.5678	Remote Similarity	NPC114692
0.5667	Remote Similarity	NPC36831
0.5664	Remote Similarity	NPC157868
0.5659	Remote Similarity	NPC136768
0.5656	Remote Similarity	NPC313110
0.5656	Remote Similarity	NPC268184
0.5656	Remote Similarity	NPC610204
0.5652	Remote Similarity	NPC109588
0.5649	Remote Similarity	NPC478823
0.5648	Remote Similarity	NPC209894
0.5636	Remote Similarity	NPC78046
0.5612	Remote Similarity	NPC297950
0.5603	Remote Similarity	NPC40775
0.5603	Remote Similarity	NPC10607
0.5603	Remote Similarity	NPC159309
0.5603	Remote Similarity	NPC488526
0.5603	Remote Similarity	NPC86222
0.5593	Remote Similarity	NPC95437
0.5586	Remote Similarity	NPC179434
0.5583	Remote Similarity	NPC80986
0.5575	Remote Similarity	NPC480420
0.5565	Remote Similarity	NPC242840
0.5565	Remote Similarity	NPC323341
0.5547	Remote Similarity	NPC110633
0.5546	Remote Similarity	NPC236657
0.5536	Remote Similarity	NPC136877
0.5536	Remote Similarity	NPC12288
0.553	Remote Similarity	NPC220160
0.5508	Remote Similarity	NPC470513
0.5508	Remote Similarity	NPC131469
0.55	Remote Similarity	NPC486564
0.55	Remote Similarity	NPC218954
0.55	Remote Similarity	NPC291903
0.5492	Remote Similarity	NPC75287
0.5492	Remote Similarity	NPC815
0.5487	Remote Similarity	NPC174679
0.5487	Remote Similarity	NPC279554
0.5487	Remote Similarity	NPC59804
0.5478	Remote Similarity	NPC76497
0.547	Remote Similarity	NPC305267
0.547	Remote Similarity	NPC11551
0.5469	Remote Similarity	NPC21691
0.5455	Remote Similarity	NPC120116
0.5455	Remote Similarity	NPC480474
0.5441	Remote Similarity	NPC33012
0.5435	Remote Similarity	NPC475368
0.5425	Remote Similarity	NPC469777
0.5424	Remote Similarity	NPC105800
0.5419	Remote Similarity	NPC469772
0.5417	Remote Similarity	NPC281148
0.5414	Remote Similarity	NPC482010
0.5405	Remote Similarity	NPC469775
0.5403	Remote Similarity	NPC473824
0.54	Remote Similarity	NPC469774
0.5391	Remote Similarity	NPC85154
0.5378	Remote Similarity	NPC470514
0.5378	Remote Similarity	NPC123796
0.5378	Remote Similarity	NPC609763
0.5372	Remote Similarity	NPC606145
0.5368	Remote Similarity	NPC8524
0.5362	Remote Similarity	NPC478822
0.5354	Remote Similarity	NPC475140
0.5352	Remote Similarity	NPC329893
0.5345	Remote Similarity	NPC161674
0.5339	Remote Similarity	NPC473401
0.5328	Remote Similarity	NPC481030
0.5328	Remote Similarity	NPC480473

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC4856 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	7383
0.1-0.2	1713
0.2-0.3	45
0.3-0.4	9
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