NPASS Compound

Natural Product: NPC271610

Natural Product ID	NPC271610
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	Chakasaponins I
IUPAC Name	(2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,8R,8aR,9R,10R,12aS,14aR,14bR)-9-acetyloxy-8-hydroxy-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-10-[(E)-2-methylbut-2-enoyl]oxy-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-4-[(2S,3R,4S,5S)-4,5-dihydroxy-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-3-hydroxy-5-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylic acid
Synonyms	Chakasaponins I
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	CHEMBL1835848
PubChem CID	56672267
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 177185 0 0 0 0 0 0 0 0999 V2000 -3.9414 -4.8162 -1.5400 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.2886 -4.4423 -1.5038 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.5491 -3.4706 -0.3685 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.7944 -2.3161 -0.4987 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.6001 -1.1588 -0.3911 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.7160 -0.0900 -0.4583 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.6162 0.5485 0.7779 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.2507 0.4548 1.3551 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.4661 0.8727 2.7243 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.2680 2.2630 2.6151 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.9398 2.8700 1.4588 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.9972 1.9974 0.7788 C 0 0 2 0 0 0 0 0 0 0 0 0 -6.2447 2.3057 1.3095 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.0903 3.0288 0.4820 C 0 0 2 0 0 0 0 0 0 0 0 0 -6.9146 4.4220 0.8620 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.8249 5.1635 0.1082 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.2019 5.0327 0.7775 C 0 0 1 0 0 0 0 0 0 0 0 0 -9.1479 3.7734 1.6383 C 0 0 1 0 0 0 0 0 0 0 0 0 -8.4871 2.6892 0.7164 C 0 0 1 0 0 0 0 0 0 0 0 0 -9.3175 2.5797 -0.4056 O 0 0 0 0 0 0 0 0 0 0 0 0 -10.2109 1.5467 -0.3715 C 0 0 2 0 0 0 0 0 0 0 0 0 -10.1385 0.6499 -1.4283 O 0 0 0 0 0 0 0 0 0 0 0 0 -10.9830 -0.4256 -1.1471 C 0 0 0 0 0 0 0 0 0 0 0 0 -12.4131 -0.0070 -1.2657 C 0 0 2 0 0 0 0 0 0 0 0 0 -12.4457 1.5017 -1.5206 C 0 0 1 0 0 0 0 0 0 0 0 0 -11.6032 2.2028 -0.4795 C 0 0 1 0 0 0 0 0 0 0 0 0 -12.2574 2.2097 0.7298 O 0 0 0 0 0 0 0 0 0 0 0 0 -12.0475 1.7476 -2.8181 O 0 0 0 0 0 0 0 0 0 0 0 0 -13.1583 -0.2747 -0.1106 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.3723 3.9872 2.7510 O 0 0 0 0 0 0 0 0 0 0 0 0 -9.4158 6.1110 1.6038 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.0355 3.4093 0.5617 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.5273 2.8817 3.9342 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8297 2.1913 4.9442 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4483 4.2680 4.1222 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5719 -0.7154 1.3131 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.2468 -0.5339 0.9667 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.4567 -0.9394 2.1964 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0044 -1.0331 2.0182 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4441 -1.8337 0.7753 C 0 0 1 0 0 0 0 0 0 0 0 0 0.7191 -1.2492 -0.3686 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.7834 -1.1943 -0.2763 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1770 -0.2389 -1.4251 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4860 -2.4773 -0.4974 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2031 -1.7870 -1.6599 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5888 -1.1461 -1.8724 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4750 -1.5619 -0.7603 C 0 0 2 0 0 0 0 0 0 0 0 0 2.9030 -1.5164 0.6134 C 0 0 2 0 0 0 0 0 0 0 0 0 3.8135 -2.2108 1.5659 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2234 -2.1452 1.1177 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7015 -1.4631 0.0931 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7283 -0.6700 -0.7071 C 0 0 2 0 0 0 0 0 0 0 0 0 4.3920 0.6665 -0.0828 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2834 -0.3861 -2.0587 C 0 0 0 0 0 0 0 0 0 0 0 0 6.6794 0.1418 -2.0694 C 0 0 2 0 0 0 0 0 0 0 0 0 7.6578 -0.4766 -1.1460 C 0 0 2 0 0 0 0 0 0 0 0 0 7.1762 -1.5306 -0.2158 C 0 0 1 0 0 0 0 0 0 0 0 0 7.8492 -1.6023 1.1227 C 0 0 0 0 0 0 0 0 0 0 0 0 9.2555 -1.1597 1.2391 C 0 0 0 0 0 0 0 0 0 0 0 0 10.2567 -2.2878 1.0793 C 0 0 0 0 0 0 0 0 0 0 0 0 9.4139 -0.7807 2.7470 C 0 0 0 0 0 0 0 0 0 0 0 0 9.5483 0.0270 0.4112 C 0 0 2 0 0 0 0 0 0 0 0 0 8.3391 0.5926 -0.3458 C 0 0 2 0 0 0 0 0 0 0 0 0 7.4967 1.1091 0.6521 O 0 0 0 0 0 0 0 0 0 0 0 0 7.3069 2.4556 0.8769 C 0 0 0 0 0 0 0 0 0 0 0 0 7.9110 3.2855 0.1681 O 0 0 0 0 0 0 0 0 0 0 0 0 6.4012 2.9712 1.9438 C 0 0 0 0 0 0 0 0 0 0 0 0 10.6743 -0.0661 -0.4355 O 0 0 0 0 0 0 0 0 0 0 0 0 11.7806 0.7623 -0.3399 C 0 0 0 0 0 0 0 0 0 0 0 0 11.7134 1.6385 0.5927 O 0 0 0 0 0 0 0 0 0 0 0 0 12.9536 0.6939 -1.1997 C 0 0 0 0 0 0 0 0 0 0 0 0 13.0919 -0.1693 -2.1679 C 0 0 0 0 0 0 0 0 0 0 0 0 14.3023 -0.2092 -3.0245 C 0 0 0 0 0 0 0 0 0 0 0 0 14.0469 1.6699 -0.9557 C 0 0 0 0 0 0 0 0 0 0 0 0 8.7309 -1.1204 -2.0758 C 0 0 0 0 0 0 0 0 0 0 0 0 9.3434 -0.1954 -2.8756 O 0 0 0 0 0 0 0 0 0 0 0 0 6.7294 1.5565 -2.0287 O 0 0 0 0 0 0 0 0 0 0 0 0 3.9977 -2.9610 -1.1101 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1262 -3.2457 1.1203 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.5752 -1.2180 -1.5033 C 0 0 1 0 0 0 0 0 0 0 0 0 -7.6145 -2.2767 -1.1964 C 0 0 2 0 0 0 0 0 0 0 0 0 -7.0167 -3.2528 -0.2142 C 0 0 1 0 0 0 0 0 0 0 0 0 -7.6360 -4.5121 -0.3814 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.0177 -2.9777 -2.3350 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.2121 -0.0308 -1.7634 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.7321 -5.2177 -0.6474 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.8709 -5.3677 -1.3389 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.5573 -4.0438 -2.4870 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.2050 -3.9840 0.5654 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.1299 -1.2117 0.6034 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.2848 -0.0437 1.4631 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5873 1.2323 0.9012 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.1403 2.3335 2.5049 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.5066 3.7750 1.8387 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.0058 2.3554 -0.2549 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.8027 3.0841 -0.5650 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.5256 6.2061 0.1167 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.9313 4.8030 -0.9221 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.0230 4.9332 0.0712 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.1430 3.4705 1.8968 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.6253 1.7844 1.3248 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.1797 0.9350 0.5512 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.7827 -1.2092 -1.9240 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.8266 -0.8584 -0.1383 H 0 0 0 0 0 0 0 0 0 0 0 0 -12.9486 -0.4907 -2.1038 H 0 0 0 0 0 0 0 0 0 0 0 0 -13.4842 1.8206 -1.3806 H 0 0 0 0 0 0 0 0 0 0 0 0 -11.5196 3.2623 -0.8285 H 0 0 0 0 0 0 0 0 0 0 0 0 -12.6062 3.1150 0.9377 H 0 0 0 0 0 0 0 0 0 0 0 0 -11.1537 2.1124 -2.9306 H 0 0 0 0 0 0 0 0 0 0 0 0 -14.0130 0.2383 -0.1599 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.8037 4.5322 3.4331 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.6629 6.2746 2.2203 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.1936 3.2221 -0.3752 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.0328 4.5999 4.9982 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.0942 0.5851 0.8537 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.6425 -0.1217 2.9385 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.9097 -1.8525 2.6740 H 0 0 0 0 0 0 0 0 0 0 0 0 1.4277 -1.5307 2.9154 H 0 0 0 0 0 0 0 0 0 0 0 0 1.4683 -0.0297 1.9467 H 0 0 0 0 0 0 0 0 0 0 0 0 1.0170 -0.1467 -0.3724 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.3538 0.5227 -1.5855 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.1401 0.2531 -1.2455 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.2532 -0.7693 -2.3969 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.0894 -2.8132 0.3717 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8377 -3.3314 -0.7920 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.2217 -2.4241 -1.3592 H 0 0 0 0 0 0 0 0 0 0 0 0 0.6193 -1.5335 -2.5543 H 0 0 0 0 0 0 0 0 0 0 0 0 1.2776 -2.8922 -1.6282 H 0 0 0 0 0 0 0 0 0 0 0 0 2.9565 -1.6046 -2.8200 H 0 0 0 0 0 0 0 0 0 0 0 0 2.4301 -0.0690 -1.9764 H 0 0 0 0 0 0 0 0 0 0 0 0 2.9750 -0.4268 0.9235 H 0 0 0 0 0 0 0 0 0 0 0 0 3.7188 -1.7367 2.5753 H 0 0 0 0 0 0 0 0 0 0 0 0 3.5947 -3.2884 1.7106 H 0 0 0 0 0 0 0 0 0 0 0 0 5.9436 -2.7387 1.7152 H 0 0 0 0 0 0 0 0 0 0 0 0 4.5902 0.7314 0.9855 H 0 0 0 0 0 0 0 0 0 0 0 0 5.0110 1.5075 -0.5272 H 0 0 0 0 0 0 0 0 0 0 0 0 3.3563 1.0015 -0.3907 H 0 0 0 0 0 0 0 0 0 0 0 0 4.6339 0.4280 -2.5065 H 0 0 0 0 0 0 0 0 0 0 0 0 5.2007 -1.2195 -2.7720 H 0 0 0 0 0 0 0 0 0 0 0 0 7.0149 -0.0404 -3.1579 H 0 0 0 0 0 0 0 0 0 0 0 0 7.4010 -2.5299 -0.7069 H 0 0 0 0 0 0 0 0 0 0 0 0 7.2247 -1.1300 1.9238 H 0 0 0 0 0 0 0 0 0 0 0 0 7.8760 -2.7087 1.4198 H 0 0 0 0 0 0 0 0 0 0 0 0 11.0318 -1.9771 0.3501 H 0 0 0 0 0 0 0 0 0 0 0 0 9.7840 -3.2137 0.7017 H 0 0 0 0 0 0 0 0 0 0 0 0 10.7776 -2.5692 2.0057 H 0 0 0 0 0 0 0 0 0 0 0 0 9.2092 -1.7309 3.3017 H 0 0 0 0 0 0 0 0 0 0 0 0 10.4863 -0.5867 2.8697 H 0 0 0 0 0 0 0 0 0 0 0 0 8.7411 0.0333 3.0079 H 0 0 0 0 0 0 0 0 0 0 0 0 9.7982 0.8812 1.1170 H 0 0 0 0 0 0 0 0 0 0 0 0 8.7333 1.4054 -0.9622 H 0 0 0 0 0 0 0 0 0 0 0 0 5.8160 2.1822 2.4344 H 0 0 0 0 0 0 0 0 0 0 0 0 7.0508 3.3954 2.7651 H 0 0 0 0 0 0 0 0 0 0 0 0 5.7331 3.7710 1.6176 H 0 0 0 0 0 0 0 0 0 0 0 0 12.2906 -0.8761 -2.3453 H 0 0 0 0 0 0 0 0 0 0 0 0 14.0138 -0.2216 -4.1138 H 0 0 0 0 0 0 0 0 0 0 0 0 14.9324 0.6888 -2.9012 H 0 0 0 0 0 0 0 0 0 0 0 0 14.9342 -1.0780 -2.8354 H 0 0 0 0 0 0 0 0 0 0 0 0 14.0129 2.4322 -1.7775 H 0 0 0 0 0 0 0 0 0 0 0 0 15.0435 1.2315 -0.9496 H 0 0 0 0 0 0 0 0 0 0 0 0 13.9239 2.1621 0.0535 H 0 0 0 0 0 0 0 0 0 0 0 0 8.1285 -1.7865 -2.7678 H 0 0 0 0 0 0 0 0 0 0 0 0 9.4524 -1.7138 -1.5498 H 0 0 0 0 0 0 0 0 0 0 0 0 8.9031 0.6898 -2.8690 H 0 0 0 0 0 0 0 0 0 0 0 0 6.3836 1.9435 -2.8696 H 0 0 0 0 0 0 0 0 0 0 0 0 5.0829 -3.0041 -1.1787 H 0 0 0 0 0 0 0 0 0 0 0 0 3.6543 -3.7235 -0.4068 H 0 0 0 0 0 0 0 0 0 0 0 0 3.6312 -3.2961 -2.1209 H 0 0 0 0 0 0 0 0 0 0 0 0 1.2355 -3.9925 0.3486 H 0 0 0 0 0 0 0 0 0 0 0 0 0.0322 -3.2552 1.4160 H 0 0 0 0 0 0 0 0 0 0 0 0 1.6314 -3.4838 2.0939 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.0299 -1.5412 -2.4332 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.5386 -1.8682 -0.7407 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.2497 -2.9783 0.8502 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.1692 -5.1281 0.2380 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.5677 -2.6305 -3.1597 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.7347 -0.0186 -2.5824 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 7 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 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 25 28 1 0 24 29 1 0 18 30 1 0 17 31 1 0 11 32 1 0 10 33 1 0 33 34 2 0 33 35 1 0 8 36 1 0 36 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 41 45 1 0 45 46 1 0 46 47 1 0 47 48 1 0 48 49 1 0 49 50 1 0 50 51 2 0 51 52 1 0 52 53 1 1 52 54 1 0 54 55 1 0 55 56 1 0 56 57 1 0 57 58 1 0 58 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 2 0 65 67 1 0 62 68 1 0 68 69 1 0 69 70 2 0 69 71 1 0 71 72 2 0 72 73 1 0 71 74 1 0 56 75 1 6 75 76 1 0 55 77 1 0 47 78 1 6 40 79 1 1 5 80 1 0 80 81 1 0 81 82 1 0 82 83 1 0 81 84 1 0 80 85 1 0 82 3 1 0 12 7 1 0 19 14 1 0 26 21 1 0 42 37 1 0 52 47 1 0 63 56 1 0 48 40 1 0 57 51 1 0 1 86 1 0 2 87 1 0 2 88 1 0 3 89 1 1 5 90 1 1 7 91 1 1 8 92 1 6 10 93 1 6 11 94 1 1 12 95 1 6 14 96 1 6 16 97 1 0 16 98 1 0 17 99 1 6 18100 1 1 19101 1 1 21102 1 1 23103 1 0 23104 1 0 24105 1 6 25106 1 6 26107 1 6 27108 1 0 28109 1 0 29110 1 0 30111 1 0 31112 1 0 32113 1 0 35114 1 0 37115 1 6 38116 1 0 38117 1 0 39118 1 0 39119 1 0 41120 1 6 43121 1 0 43122 1 0 43123 1 0 44124 1 0 44125 1 0 44126 1 0 45127 1 0 45128 1 0 46129 1 0 46130 1 0 48131 1 1 49132 1 0 49133 1 0 50134 1 0 53135 1 0 53136 1 0 53137 1 0 54138 1 0 54139 1 0 55140 1 6 57141 1 6 58142 1 0 58143 1 0 60144 1 0 60145 1 0 60146 1 0 61147 1 0 61148 1 0 61149 1 0 62150 1 1 63151 1 6 67152 1 0 67153 1 0 67154 1 0 72155 1 0 73156 1 0 73157 1 0 73158 1 0 74159 1 0 74160 1 0 74161 1 0 75162 1 0 75163 1 0 76164 1 0 77165 1 0 78166 1 0 78167 1 0 78168 1 0 79169 1 0 79170 1 0 79171 1 0 80172 1 6 81173 1 1 82174 1 1 83175 1 0 84176 1 0 85177 1 0 M END

Standard InCHIKey	PJXRLTHWHNMGKR-AKJHPESDSA-N
Standard InCHI	InChI=1S/C59H92O26/c1-11-24(2)49(75)85-46-47(78-25(3)62)59(23-61)27(18-54(46,4)5)26-12-13-32-56(8)16-15-34(55(6,7)31(56)14-17-57(32,9)58(26,10)19-33(59)65)80-53-45(84-51-40(71)38(69)37(68)30(20-60)79-51)42(41(72)43(82-53)48(73)74)81-52-44(36(67)29(64)22-77-52)83-50-39(70)35(66)28(63)21-76-50/h11-12,27-47,50-53,60-61,63-72H,13-23H2,1-10H3,(H,73,74)/b24-11+/t27-,28+,29-,30+,31-,32+,33+,34-,35-,36-,37-,38-,39+,40+,41-,42-,43-,44+,45+,46-,47-,50-,51-,52-,53+,56-,57+,58+,59-/m0/s1
SMILES	OC[C@H]1O[C@@H](O[C@H]2[C@@H](O[C@@H]([C@H]([C@@H]2O[C@@H]2OC[C@@H]([C@@H]([C@H]2O[C@@H]2OC[C@H]([C@@H]([C@H]2O)O)O)O)O)O)C(=O)O)O[C@H]2CC[C@]3([C@H](C2(C)C)CC[C@@]2([C@@H]3CC=C3[C@@]2(C)C[C@H]([C@@]2([C@H]3CC(C)(C)[C@H]([C@@H]2OC(=O)C)OC(=O)/C(=C/C)/C)CO)O)C)C)[C@@H]([C@H]([C@H]1O)O)O

Calculated Properties

Physi-Chem Properties

Molecular Weight:	1216.59	Volume:	1167.375 ? Van der Waals volume.
Dense:	1.042	LogP:	1.069 ? The logarithm of the n-octanol/water distribution coefficients.
logD7.4:	1.898 ? The logarithm of the n-octanol/water distribution coefficient at pH=7.4.	LogS:	-3.802 ? The logarithm of aqueous solubility value.
Rotatable Bonds:	16.0	Rigid Bonds:	54.0
TPSA:	406.5 ? Topological Polar Surface Area.	H-Bond Acceptor:	26.0
H-Bond Donor:	13.0	Rings:	9.0
Heavy Atoms:	26.0

MedChem Properties

QED Drug-Likeness Score:	0.042	GASA:	1.0 ? GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:	7.286	Fsp³:	0.881
MCE-18:	204.054 ? 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:	0.803	Fluc inhibitor:	0.003 ? The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:	0.001 ? The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1	Green fluorescence:	0.0 ? The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:	0.25	Promiscuous compounds:	0.268

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:	-6.142	MDCK Permeability:	-5.154
Pgp-inhibitor:	0.0	Pgp-substrate:	0.44
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):	0.546
20% Bioavailability (F20%):	0.98	30% Bioavailability (F30%):	0.998
50% Bioavailability (F50%):	1.0

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.0	MRP1:	0.912
Plasma Protein Binding (PPB):	64.475%	Volume Distribution (VD):	-0.541
Fu:	20.518% ? The fraction unbound in plasms.	OATP1B1 inhibitor:	1.0
OATP1B3 inhibitor:	0.54	BCRP inhibitor:	0.0
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:	0.0
CYP2B6-substrate:	0.0	CYP2C8-inhibitor:	0.052
HLM stability:	0.053 ? 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):

-0.086

Half-life (T1/2):

2.818

ADMET: Toxicity

hERG Blockers:	0.0	hERG Blockers (10um):	0.0
Human Hepatotoxicity (H-HT):	0.74	Drug-induced Liver Injury (DILI):	0.996
AMES Toxicity:	0.985	Rat Oral Acute Toxicity:	0.008
Maximum Recommended Daily Dose:	0.005	Skin Sensitization:	1.0
Carcinogencity:	0.154	Eye Corrosion:	0.0
Eye Irritation:	0.0	Respiratory Toxicity:	0.01
Drug-induced Neurotoxicity:	0.0	Ototoxicity:	0.999
Hematotoxicity:	0.965	Drug-induced Nephrotoxicity:	1.0
Genotoxicity:	0.965	RPMI-8226 Immunitoxicity:	0.343
A549 Cytotoxicity:	0.994	Hek293 Cytotoxicity:	0.683
BCF:	0.276 ? 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:	3.399 ? 48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:	5.437 ? 48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].	LC50FM:	4.127 ? 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
NPO8258	Camellia sinensis	Species	Theaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[ 16712885]
NPO8258	Camellia sinensis	Species	Theaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1016/j.foodchem.2013.08.121]
NPO8258	Camellia sinensis	Species	Theaceae	Eukaryota	Flowers	n.a.	n.a.	PMID[16180814]
NPO8258	Camellia sinensis	Species	Theaceae	Eukaryota	seeds	Shizuoka prefecture, Japan	n.a.	PMID[16499314]
NPO8258	Camellia sinensis	Species	Theaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[18068204]
NPO8258	Camellia sinensis	Species	Theaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[21434603]
NPO8258	Camellia sinensis	Species	Theaceae	Eukaryota	n.a.	flower	n.a.	PMID[21922925]
NPO8258	Camellia sinensis	Species	Theaceae	Eukaryota	flower buds	n.a.	n.a.	PMID[21925888]
NPO8258	Camellia sinensis	Species	Theaceae	Eukaryota	leaves	n.a.	n.a.	PMID[22377672]
NPO8258	Camellia sinensis	Species	Theaceae	Eukaryota	n.a.	leaf	n.a.	PMID[23265489]
NPO8258	Camellia sinensis	Species	Theaceae	Eukaryota	Leaves	Bandung, West Java, Indonesia		PMID[23621359]
NPO8258	Camellia sinensis	Species	Theaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[37255739]
NPO8258	Camellia sinensis	Species	Theaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO8258	Camellia sinensis	Species	Theaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO8258	Camellia sinensis	Species	Theaceae	Eukaryota	n.a.	n.a.		Database[FooDB]
NPO8258	Camellia sinensis	Species	Theaceae	Eukaryota	Stem	n.a.	n.a.	Database[FooDB]
NPO8258	Camellia sinensis	Species	Theaceae	Eukaryota	Shoot	n.a.	n.a.	Database[FooDB]
NPO8258	Camellia sinensis	Species	Theaceae	Eukaryota	Seed Oil	n.a.	n.a.	Database[FooDB]
NPO8258	Camellia sinensis	Species	Theaceae	Eukaryota	Seed	n.a.	n.a.	Database[FooDB]
NPO8258	Camellia sinensis	Species	Theaceae	Eukaryota	Plant	n.a.	n.a.	Database[FooDB]
NPO8258	Camellia sinensis	Species	Theaceae	Eukaryota	Leaf Essent. Oil	n.a.	n.a.	Database[FooDB]
NPO8258	Camellia sinensis	Species	Theaceae	Eukaryota	Leaf	n.a.	n.a.	Database[FooDB]
NPO8258	Camellia sinensis	Species	Theaceae	Eukaryota	Cotyledon	n.a.	n.a.	Database[FooDB]
NPO8258	Camellia sinensis	Species	Theaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO8258	Camellia sinensis	Species	Theaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO8258	Camellia sinensis	Species	Theaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO8258	Camellia sinensis	Species	Theaceae	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

Activity Type	# Activity
Activity	5

Activity Type	# Activity
Organism	5

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
NPT32	Organism	Mus musculus	Mus musculus	Activity	=	68.0	%	PMID[25768706]
NPT32	Organism	Mus musculus	Mus musculus	Activity	=	79.2	%	PMID[25768706]
NPT32	Organism	Mus musculus	Mus musculus	Activity	=	55.7	%	PubChem BioAssay data set
NPT32	Organism	Mus musculus	Mus musculus	Activity	=	76.4	%	PMID[25768706]
NPT32	Organism	Mus musculus	Mus musculus	Activity	=	10.5	g	PMID[25768706]

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 NPC271610 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	22740
0.1-0.2	22791
0.2-0.3	3193
0.3-0.4	557
0.4-0.5	360
0.5-0.6	135
0.6-0.7	29
0.7-0.8	0
0.8-0.85	2
0.85-0.9	5
0.9-0.95	5
0.95-1	0

Similarity Score	Similarity Level	Natural Product ID
0.9364	High Similarity	NPC476780
0.9352	High Similarity	NPC602995
0.9115	High Similarity	NPC476777
0.9107	High Similarity	NPC312650
0.9018	High Similarity	NPC488308
0.8684	High Similarity	NPC265841
0.8596	High Similarity	NPC178264
0.8559	High Similarity	NPC488309
0.8545	High Similarity	NPC25998
0.8509	High Similarity	NPC192765
0.8305	Intermediate Similarity	NPC110700
0.8034	Intermediate Similarity	NPC329828
0.7917	Intermediate Similarity	NPC476779
0.7899	Intermediate Similarity	NPC476774
0.7731	Intermediate Similarity	NPC71391
0.7724	Intermediate Similarity	NPC476775
0.7563	Intermediate Similarity	NPC283417
0.7563	Intermediate Similarity	NPC200049
0.7521	Intermediate Similarity	NPC470518
0.746	Intermediate Similarity	NPC476778
0.7402	Intermediate Similarity	NPC476776
0.7328	Intermediate Similarity	NPC477193
0.7265	Intermediate Similarity	NPC329976
0.7227	Intermediate Similarity	NPC609119
0.7213	Intermediate Similarity	NPC46823
0.72	Intermediate Similarity	NPC484059
0.72	Intermediate Similarity	NPC484060
0.7167	Intermediate Similarity	NPC478155
0.7167	Intermediate Similarity	NPC478154
0.7107	Intermediate Similarity	NPC284449
0.7016	Intermediate Similarity	NPC82380
0.7016	Intermediate Similarity	NPC244296
0.7	Intermediate Similarity	NPC107536
0.7	Intermediate Similarity	NPC280029
0.7	Intermediate Similarity	NPC9470
0.6807	Remote Similarity	NPC477191
0.6794	Remote Similarity	NPC279915
0.6667	Remote Similarity	NPC484833
0.6639	Remote Similarity	NPC302887
0.6639	Remote Similarity	NPC477195
0.6585	Remote Similarity	NPC477196
0.6562	Remote Similarity	NPC484061
0.6562	Remote Similarity	NPC484062
0.6535	Remote Similarity	NPC277212
0.6535	Remote Similarity	NPC30279
0.6484	Remote Similarity	NPC4749
0.6475	Remote Similarity	NPC160452
0.6475	Remote Similarity	NPC477077
0.6441	Remote Similarity	NPC605226
0.6439	Remote Similarity	NPC302543
0.6423	Remote Similarity	NPC187290
0.6387	Remote Similarity	NPC44716
0.6371	Remote Similarity	NPC605294
0.6343	Remote Similarity	NPC484063
0.6343	Remote Similarity	NPC484064
0.6183	Remote Similarity	NPC21691
0.616	Remote Similarity	NPC477194
0.6154	Remote Similarity	NPC47995
0.6154	Remote Similarity	NPC473918
0.6111	Remote Similarity	NPC606553
0.6098	Remote Similarity	NPC64715
0.6063	Remote Similarity	NPC478152
0.6063	Remote Similarity	NPC478151
0.6048	Remote Similarity	NPC470914
0.5985	Remote Similarity	NPC478597
0.5956	Remote Similarity	NPC11577
0.5956	Remote Similarity	NPC141600
0.5935	Remote Similarity	NPC475591
0.5935	Remote Similarity	NPC236870
0.5906	Remote Similarity	NPC104137
0.5906	Remote Similarity	NPC207738
0.5906	Remote Similarity	NPC26626
0.5902	Remote Similarity	NPC117714
0.5896	Remote Similarity	NPC478596
0.5891	Remote Similarity	NPC610204
0.5887	Remote Similarity	NPC470913
0.5878	Remote Similarity	NPC478150
0.5873	Remote Similarity	NPC301449
0.5873	Remote Similarity	NPC23275
0.5873	Remote Similarity	NPC601290
0.5859	Remote Similarity	NPC11242
0.5827	Remote Similarity	NPC477078
0.5814	Remote Similarity	NPC470475
0.5814	Remote Similarity	NPC472267
0.5814	Remote Similarity	NPC115656
0.5789	Remote Similarity	NPC252289
0.5789	Remote Similarity	NPC305793
0.5772	Remote Similarity	NPC30289
0.5758	Remote Similarity	NPC603137
0.5746	Remote Similarity	NPC329923
0.5746	Remote Similarity	NPC475281
0.5738	Remote Similarity	NPC80843
0.5738	Remote Similarity	NPC22956
0.5735	Remote Similarity	NPC225791
0.5726	Remote Similarity	NPC164389
0.5726	Remote Similarity	NPC232237
0.5714	Remote Similarity	NPC475140
0.5703	Remote Similarity	NPC477192
0.5702	Remote Similarity	NPC127056
0.5692	Remote Similarity	NPC475119
0.5659	Remote Similarity	NPC469947
0.5659	Remote Similarity	NPC480948
0.5656	Remote Similarity	NPC603026
0.5634	Remote Similarity	NPC489209
0.563	Remote Similarity	NPC181066
0.5625	Remote Similarity	NPC477076
0.5615	Remote Similarity	NPC480939
0.5615	Remote Similarity	NPC477197
0.561	Remote Similarity	NPC263756
0.5597	Remote Similarity	NPC269484
0.5597	Remote Similarity	NPC97918
0.5581	Remote Similarity	NPC187618
0.5573	Remote Similarity	NPC288205
0.5573	Remote Similarity	NPC51465
0.5547	Remote Similarity	NPC286457
0.554	Remote Similarity	NPC329657
0.553	Remote Similarity	NPC252657
0.553	Remote Similarity	NPC88311
0.553	Remote Similarity	NPC610461
0.5515	Remote Similarity	NPC85154
0.551	Remote Similarity	NPC489208
0.55	Remote Similarity	NPC1046
0.5496	Remote Similarity	NPC210729
0.5496	Remote Similarity	NPC82931
0.5484	Remote Similarity	NPC213674
0.5476	Remote Similarity	NPC251768
0.5469	Remote Similarity	NPC79718
0.5455	Remote Similarity	NPC185466
0.5433	Remote Similarity	NPC105800
0.542	Remote Similarity	NPC609281
0.5414	Remote Similarity	NPC473824
0.5407	Remote Similarity	NPC470476
0.5396	Remote Similarity	NPC262796
0.5396	Remote Similarity	NPC45346
0.5385	Remote Similarity	NPC218954
0.5385	Remote Similarity	NPC291903
0.5385	Remote Similarity	NPC477079
0.5373	Remote Similarity	NPC123522
0.5354	Remote Similarity	NPC488526
0.5344	Remote Similarity	NPC480474
0.5321	Remote Similarity	NPC485563
0.5319	Remote Similarity	NPC475377
0.5319	Remote Similarity	NPC476074
0.5317	Remote Similarity	NPC112352
0.5312	Remote Similarity	NPC63159
0.5303	Remote Similarity	NPC475486
0.5303	Remote Similarity	NPC481078
0.5299	Remote Similarity	NPC313110
0.528	Remote Similarity	NPC472949
0.528	Remote Similarity	NPC488561
0.5268	Remote Similarity	NPC473160
0.5267	Remote Similarity	NPC324875
0.5267	Remote Similarity	NPC292677
0.5263	Remote Similarity	NPC470915
0.5259	Remote Similarity	NPC1314
0.5259	Remote Similarity	NPC478600
0.5259	Remote Similarity	NPC273878
0.5259	Remote Similarity	NPC478599
0.5255	Remote Similarity	NPC470517
0.5242	Remote Similarity	NPC59804
0.5238	Remote Similarity	NPC469946
0.5234	Remote Similarity	NPC480475
0.5231	Remote Similarity	NPC488515
0.5231	Remote Similarity	NPC603832
0.5227	Remote Similarity	NPC480473
0.5224	Remote Similarity	NPC172365
0.5214	Remote Similarity	NPC473452
0.5208	Remote Similarity	NPC220160
0.5197	Remote Similarity	NPC192791
0.5182	Remote Similarity	NPC609305
0.5177	Remote Similarity	NPC470876
0.5154	Remote Similarity	NPC488517
0.5154	Remote Similarity	NPC611191
0.5152	Remote Similarity	NPC477075
0.5152	Remote Similarity	NPC606145
0.5149	Remote Similarity	NPC815
0.5147	Remote Similarity	NPC151543
0.5135	Remote Similarity	NPC485562
0.5128	Remote Similarity	NPC300655
0.512	Remote Similarity	NPC56713
0.5116	Remote Similarity	NPC104400
0.5116	Remote Similarity	NPC10320
0.5115	Remote Similarity	NPC471435
0.5115	Remote Similarity	NPC471434
0.5109	Remote Similarity	NPC471384
0.5103	Remote Similarity	NPC329960
0.5097	Remote Similarity	NPC477470
0.5097	Remote Similarity	NPC477472
0.5077	Remote Similarity	NPC118440
0.5074	Remote Similarity	NPC607904
0.5072	Remote Similarity	NPC166422
0.5072	Remote Similarity	NPC219180
0.5072	Remote Similarity	NPC251263
0.5072	Remote Similarity	NPC123199
0.5065	Remote Similarity	NPC329893
0.5064	Remote Similarity	NPC43589
0.5064	Remote Similarity	NPC477474
0.5041	Remote Similarity	NPC90856
0.5038	Remote Similarity	NPC481082

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC271610 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	6984
0.1-0.2	2114
0.2-0.3	49
0.3-0.4	2
0.4-0.5	1
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