NPASS Compound

Natural Product: NPC301818

Natural Product ID	NPC301818
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	BHKRIROTIBILJW-WHOWREOASA-N
IUPAC Name	n.a.
Synonyms
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	n.a.
PubChem CID	101944852
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 184193 0 0 0 0 0 0 0 0999 V2000 -10.1153 -2.4981 2.4073 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.9779 -2.8985 1.2267 C 0 0 1 0 0 0 0 0 0 0 0 0 -12.2736 -2.1413 1.2859 C 0 0 1 0 0 0 0 0 0 0 0 0 -13.0552 -2.2393 0.0144 C 0 0 2 0 0 0 0 0 0 0 0 0 -12.1429 -2.3878 -1.2110 C 0 0 2 0 0 0 0 0 0 0 0 0 -10.8124 -1.8021 -0.8050 C 0 0 1 0 0 0 0 0 0 0 0 0 -10.2462 -2.7255 0.0829 O 0 0 0 0 0 0 0 0 0 0 0 0 -9.9459 -1.5891 -1.8429 O 0 0 0 0 0 0 0 0 0 0 0 0 -9.5725 -0.2534 -1.9076 C 0 0 2 0 0 0 0 0 0 0 0 0 -10.0710 0.2481 -3.2763 C 0 0 2 0 0 0 0 0 0 0 0 0 -9.6143 -0.8032 -4.2696 C 0 0 2 0 0 0 0 0 0 0 0 0 -8.1520 -1.0922 -3.8777 C 0 0 1 0 0 0 0 0 0 0 0 0 -7.3618 -1.3130 -5.1640 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0515 -1.5792 -4.8533 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.6230 -0.0201 -3.1771 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.0418 -0.0695 -1.8501 C 0 0 1 0 0 0 0 0 0 0 0 0 -7.6566 0.9164 -1.0667 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.8660 0.8645 0.0166 C 0 0 2 0 0 0 0 0 0 0 0 0 -7.6511 1.1133 1.3230 C 0 0 2 0 0 0 0 0 0 0 0 0 -7.1155 2.3230 2.0187 C 0 0 1 0 0 0 0 0 0 0 0 0 -6.7647 3.4249 1.0783 C 0 0 1 0 0 0 0 0 0 0 0 0 -6.0650 4.5515 1.8019 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.9986 5.0076 1.3950 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.6459 5.0741 2.9458 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.0314 3.0353 0.0216 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.6365 1.7026 -0.0096 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.7226 1.5618 0.9936 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4172 1.4949 0.6174 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.6410 2.7671 0.9442 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1897 2.6247 0.5552 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5224 1.5441 1.3272 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.3337 2.0257 2.7210 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2493 0.2748 1.1448 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.6698 -0.7270 2.1067 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7994 -0.8656 2.0340 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6152 0.1850 1.3884 C 0 0 2 0 0 0 0 0 0 0 0 0 2.6110 0.7200 2.4236 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8508 1.2780 0.7293 C 0 0 2 0 0 0 0 0 0 0 0 0 1.7165 2.4573 0.5280 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7698 1.9877 -0.4370 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1251 0.7100 -0.5270 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1850 0.4234 -1.5379 C 0 0 2 0 0 0 0 0 0 0 0 0 3.5596 0.5676 -2.8872 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3414 0.0852 -4.0512 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3420 -0.5522 -5.0376 C 0 0 0 0 0 0 0 0 0 0 0 0 4.9584 1.2361 -4.8570 C 0 0 0 0 0 0 0 0 0 0 0 0 5.4462 -0.8634 -3.7299 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1720 -1.6871 -2.4977 C 0 0 0 0 0 0 0 0 0 0 0 0 4.9903 -0.7832 -1.2659 C 0 0 2 0 0 0 0 0 0 0 0 0 4.5223 -1.6982 -0.1903 C 0 0 0 0 0 0 0 0 0 0 0 0 3.7860 -1.0306 0.9449 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5374 -0.3922 0.3096 C 0 0 1 0 0 0 0 0 0 0 0 0 1.9032 -1.4790 -0.4921 C 0 0 0 0 0 0 0 0 0 0 0 0 6.4062 -0.3892 -0.9198 C 0 0 0 0 0 0 0 0 0 0 0 0 6.7317 0.8337 -0.9708 O 0 0 0 0 0 0 0 0 0 0 0 0 7.3939 -1.2598 -0.5459 O 0 0 0 0 0 0 0 0 0 0 0 0 8.7152 -0.8461 -0.2367 C 0 0 1 0 0 0 0 0 0 0 0 0 9.1235 -1.0705 1.1819 C 0 0 1 0 0 0 0 0 0 0 0 0 9.4324 -2.4894 1.4994 C 0 0 2 0 0 0 0 0 0 0 0 0 10.0502 -3.1616 0.3203 C 0 0 1 0 0 0 0 0 0 0 0 0 10.5506 -2.1868 -0.7249 C 0 0 1 0 0 0 0 0 0 0 0 0 11.0981 -3.0213 -1.8722 C 0 0 0 0 0 0 0 0 0 0 0 0 11.6387 -2.2387 -2.8667 O 0 0 0 0 0 0 0 0 0 0 0 0 9.5692 -1.3453 -1.1764 O 0 0 0 0 0 0 0 0 0 0 0 0 11.1556 -3.9076 0.7527 O 0 0 0 0 0 0 0 0 0 0 0 0 8.2920 -3.2057 1.8697 O 0 0 0 0 0 0 0 0 0 0 0 0 10.2003 -0.1961 1.4247 O 0 0 0 0 0 0 0 0 0 0 0 0 9.8494 0.7424 2.3573 C 0 0 1 0 0 0 0 0 0 0 0 0 10.7674 0.6966 3.5572 C 0 0 1 0 0 0 0 0 0 0 0 0 12.1875 0.7910 3.0946 C 0 0 1 0 0 0 0 0 0 0 0 0 12.3484 2.0990 2.3264 C 0 0 2 0 0 0 0 0 0 0 0 0 11.2840 2.0673 1.2325 C 0 0 2 0 0 0 0 0 0 0 0 0 11.4614 3.2595 0.3014 C 0 0 0 0 0 0 0 0 0 0 0 0 10.0062 2.0127 1.7758 O 0 0 0 0 0 0 0 0 0 0 0 0 13.5860 2.0694 1.6971 O 0 0 0 0 0 0 0 0 0 0 0 0 12.9929 0.8555 4.2292 O 0 0 0 0 0 0 0 0 0 0 0 0 10.5027 1.8125 4.3484 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.7447 0.2874 1.1074 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.2695 -0.8804 0.2406 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2833 -0.0566 2.5036 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.6482 -0.2578 2.3277 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.0363 2.7779 3.0075 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.6405 0.0424 2.1842 O 0 0 0 0 0 0 0 0 0 0 0 0 -9.6775 -0.2463 -5.5404 O 0 0 0 0 0 0 0 0 0 0 0 0 -9.4627 1.4448 -3.6273 O 0 0 0 0 0 0 0 0 0 0 0 0 -12.6379 -1.6407 -2.2744 O 0 0 0 0 0 0 0 0 0 0 0 0 -13.7554 -1.0268 -0.1525 O 0 0 0 0 0 0 0 0 0 0 0 0 -13.0415 -2.7525 2.3065 O 0 0 0 0 0 0 0 0 0 0 0 0 -9.9460 -1.4194 2.4568 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.1347 -3.0114 2.4354 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.6398 -2.7824 3.3686 H 0 0 0 0 0 0 0 0 0 0 0 0 -11.2382 -3.9765 1.3513 H 0 0 0 0 0 0 0 0 0 0 0 0 -12.1395 -1.0832 1.6339 H 0 0 0 0 0 0 0 0 0 0 0 0 -13.8071 -3.0471 0.0147 H 0 0 0 0 0 0 0 0 0 0 0 0 -12.0679 -3.4546 -1.5110 H 0 0 0 0 0 0 0 0 0 0 0 0 -11.0472 -0.8433 -0.2518 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.0821 0.2703 -1.0932 H 0 0 0 0 0 0 0 0 0 0 0 0 -11.1350 0.4104 -3.2240 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.2236 -1.7167 -4.2346 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.1306 -1.9910 -3.2439 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.8436 -2.2026 -5.6440 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.5221 -0.4495 -5.8113 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.5110 -0.7660 -5.1001 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.6370 -1.0261 -1.4650 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.5263 -0.1784 0.1170 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.7199 1.3086 1.0947 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.2298 2.0490 2.6108 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.7567 3.8890 0.6914 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.5443 6.0714 3.1958 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.1047 1.6569 -1.0097 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.4300 1.4813 -0.5204 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.0263 3.5598 0.2677 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.7863 3.1209 1.9648 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.0974 2.5121 -0.5407 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.7052 3.6093 0.7992 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.1820 1.2761 3.4866 H 0 0 0 0 0 0 0 0 0 0 0 0 0.5071 2.7528 2.7249 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.1893 2.6643 3.1019 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.9824 -0.1362 0.1332 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.0384 -0.5404 3.1629 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.1507 -1.7139 1.8485 H 0 0 0 0 0 0 0 0 0 0 0 0 1.1356 -1.0058 3.1177 H 0 0 0 0 0 0 0 0 0 0 0 0 1.0718 -1.8602 1.5976 H 0 0 0 0 0 0 0 0 0 0 0 0 3.1276 -0.2042 2.8255 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4150 1.3254 1.9568 H 0 0 0 0 0 0 0 0 0 0 0 0 2.1630 1.1709 3.2978 H 0 0 0 0 0 0 0 0 0 0 0 0 0.5919 0.9047 -0.3137 H 0 0 0 0 0 0 0 0 0 0 0 0 1.1309 3.2412 -0.0183 H 0 0 0 0 0 0 0 0 0 0 0 0 2.2444 2.8501 1.3924 H 0 0 0 0 0 0 0 0 0 0 0 0 3.2144 2.7649 -1.0479 H 0 0 0 0 0 0 0 0 0 0 0 0 4.9050 1.3023 -1.4593 H 0 0 0 0 0 0 0 0 0 0 0 0 2.5102 0.1940 -2.9368 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4274 1.6912 -3.0465 H 0 0 0 0 0 0 0 0 0 0 0 0 3.8733 -1.2369 -5.7290 H 0 0 0 0 0 0 0 0 0 0 0 0 2.8269 0.2780 -5.5415 H 0 0 0 0 0 0 0 0 0 0 0 0 2.6237 -1.1708 -4.4475 H 0 0 0 0 0 0 0 0 0 0 0 0 4.2017 1.6572 -5.5278 H 0 0 0 0 0 0 0 0 0 0 0 0 5.3922 2.0063 -4.2225 H 0 0 0 0 0 0 0 0 0 0 0 0 5.7767 0.8163 -5.4716 H 0 0 0 0 0 0 0 0 0 0 0 0 5.5389 -1.5785 -4.5745 H 0 0 0 0 0 0 0 0 0 0 0 0 6.4402 -0.3506 -3.6704 H 0 0 0 0 0 0 0 0 0 0 0 0 4.3306 -2.3569 -2.6604 H 0 0 0 0 0 0 0 0 0 0 0 0 6.0713 -2.3002 -2.2931 H 0 0 0 0 0 0 0 0 0 0 0 0 5.4128 -2.1950 0.3047 H 0 0 0 0 0 0 0 0 0 0 0 0 3.9624 -2.5497 -0.6215 H 0 0 0 0 0 0 0 0 0 0 0 0 4.4758 -0.2495 1.3188 H 0 0 0 0 0 0 0 0 0 0 0 0 3.5187 -1.8026 1.6868 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8290 -1.3679 -0.6997 H 0 0 0 0 0 0 0 0 0 0 0 0 2.3825 -1.6164 -1.4881 H 0 0 0 0 0 0 0 0 0 0 0 0 2.0181 -2.5029 -0.0214 H 0 0 0 0 0 0 0 0 0 0 0 0 8.7093 0.2824 -0.3986 H 0 0 0 0 0 0 0 0 0 0 0 0 8.2990 -0.7353 1.8497 H 0 0 0 0 0 0 0 0 0 0 0 0 10.1263 -2.5072 2.3895 H 0 0 0 0 0 0 0 0 0 0 0 0 9.3397 -3.8417 -0.1916 H 0 0 0 0 0 0 0 0 0 0 0 0 11.3994 -1.5628 -0.3645 H 0 0 0 0 0 0 0 0 0 0 0 0 10.3519 -3.7486 -2.2305 H 0 0 0 0 0 0 0 0 0 0 0 0 11.9381 -3.6345 -1.4331 H 0 0 0 0 0 0 0 0 0 0 0 0 11.0707 -1.4162 -2.9346 H 0 0 0 0 0 0 0 0 0 0 0 0 11.9547 -3.3278 0.6883 H 0 0 0 0 0 0 0 0 0 0 0 0 8.2781 -4.1050 1.4536 H 0 0 0 0 0 0 0 0 0 0 0 0 8.8076 0.6125 2.7341 H 0 0 0 0 0 0 0 0 0 0 0 0 10.5948 -0.2111 4.1753 H 0 0 0 0 0 0 0 0 0 0 0 0 12.4965 -0.0582 2.4539 H 0 0 0 0 0 0 0 0 0 0 0 0 12.2178 2.9462 3.0060 H 0 0 0 0 0 0 0 0 0 0 0 0 11.5027 1.1688 0.6133 H 0 0 0 0 0 0 0 0 0 0 0 0 12.3497 3.0303 -0.3402 H 0 0 0 0 0 0 0 0 0 0 0 0 10.5525 3.3113 -0.3279 H 0 0 0 0 0 0 0 0 0 0 0 0 11.6204 4.1968 0.8844 H 0 0 0 0 0 0 0 0 0 0 0 0 14.2808 2.5653 2.1963 H 0 0 0 0 0 0 0 0 0 0 0 0 13.8477 1.3368 4.0323 H 0 0 0 0 0 0 0 0 0 0 0 0 10.0957 2.5041 3.7818 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.3226 -1.0670 0.4305 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.1411 -0.6560 -0.8373 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.6426 -1.7896 0.4397 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.0182 0.6702 3.2617 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.8830 -1.0986 2.7009 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.9652 -1.1583 2.5542 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.9370 2.5071 2.6653 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.6205 0.3793 3.1061 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.4811 0.7383 -5.4278 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.6218 2.1647 -2.9618 H 0 0 0 0 0 0 0 0 0 0 0 0 -12.4304 -2.0063 -3.1585 H 0 0 0 0 0 0 0 0 0 0 0 0 -14.4717 -1.1367 -0.8159 H 0 0 0 0 0 0 0 0 0 0 0 0 -13.9855 -2.8282 2.0190 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 12 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 2 0 22 24 1 0 21 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 1 31 33 1 0 33 34 1 0 34 35 1 0 35 36 1 0 36 37 1 1 36 38 1 0 38 39 1 0 39 40 1 0 40 41 2 0 41 42 1 0 42 43 1 0 43 44 1 0 44 45 1 0 44 46 1 0 44 47 1 0 47 48 1 0 48 49 1 0 49 50 1 0 50 51 1 0 51 52 1 0 52 53 1 6 49 54 1 1 54 55 2 0 54 56 1 0 56 57 1 0 57 58 1 0 58 59 1 0 59 60 1 0 60 61 1 0 61 62 1 0 62 63 1 0 61 64 1 0 60 65 1 0 59 66 1 0 58 67 1 0 67 68 1 0 68 69 1 0 69 70 1 0 70 71 1 0 71 72 1 0 72 73 1 0 72 74 1 0 71 75 1 0 70 76 1 0 69 77 1 0 33 78 1 0 78 79 1 6 78 80 1 0 80 81 1 0 20 82 1 0 19 83 1 0 11 84 1 0 10 85 1 0 5 86 1 0 4 87 1 0 3 88 1 0 7 2 1 0 16 9 1 0 26 18 1 0 78 28 1 0 38 31 1 0 52 41 1 0 64 57 1 0 74 68 1 0 52 36 1 0 49 42 1 0 1 89 1 0 1 90 1 0 1 91 1 0 2 92 1 1 3 93 1 1 4 94 1 1 5 95 1 6 6 96 1 1 9 97 1 1 10 98 1 1 11 99 1 6 12100 1 1 13101 1 0 13102 1 0 14103 1 0 16104 1 1 18105 1 1 19106 1 6 20107 1 1 21108 1 6 24109 1 0 26110 1 6 28111 1 6 29112 1 0 29113 1 0 30114 1 0 30115 1 0 32116 1 0 32117 1 0 32118 1 0 33119 1 6 34120 1 0 34121 1 0 35122 1 0 35123 1 0 37124 1 0 37125 1 0 37126 1 0 38127 1 6 39128 1 0 39129 1 0 40130 1 0 42131 1 6 43132 1 0 43133 1 0 45134 1 0 45135 1 0 45136 1 0 46137 1 0 46138 1 0 46139 1 0 47140 1 0 47141 1 0 48142 1 0 48143 1 0 50144 1 0 50145 1 0 51146 1 0 51147 1 0 53148 1 0 53149 1 0 53150 1 0 57151 1 6 58152 1 1 59153 1 1 60154 1 6 61155 1 1 62156 1 0 62157 1 0 63158 1 0 65159 1 0 66160 1 0 68161 1 1 69162 1 1 70163 1 6 71164 1 1 72165 1 6 73166 1 0 73167 1 0 73168 1 0 75169 1 0 76170 1 0 77171 1 0 79172 1 0 79173 1 0 79174 1 0 80175 1 0 80176 1 0 81177 1 0 82178 1 0 83179 1 0 84180 1 0 85181 1 0 86182 1 0 87183 1 0 88184 1 0 M END

Standard InCHIKey	BHKRIROTIBILJW-WHOWREOASA-N
Standard InCHI	InChI=1S/C60H96O28/c1-23-32(64)36(68)42(74)49(79-23)85-45-38(70)34(66)27(20-61)81-51(45)87-47-41(73)40(72)44(48(76)77)84-53(47)83-31-12-13-56(5)29(57(31,6)22-63)11-14-59(8)30(56)10-9-25-26-19-55(3,4)15-17-60(26,18-16-58(25,59)7)54(78)88-52-46(39(71)35(67)28(21-62)82-52)86-50-43(75)37(69)33(65)24(2)80-50/h9,23-24,26-47,49-53,61-75H,10-22H2,1-8H3,(H,76,77)/t23-,24-,26-,27+,28+,29+,30+,31-,32-,33-,34-,35+,36+,37+,38-,39-,40-,41-,42+,43+,44-,45+,46+,47+,49-,50-,51-,52-,53+,56-,57+,58+,59+,60-/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)O[C@H]1O[C@@H]1[C@H]([C@@H]([C@@H](C(=O)O)O[C@H]1O[C@H]1CC[C@@]2(C)[C@@H](CC[C@]3(C)[C@@H]2CC=C2[C@@H]4CC(C)(C)CC[C@@]4(CC[C@@]32C)C(=O)O[C@H]2[C@@H]([C@H]([C@@H]([C@@H](CO)O2)O)O)O[C@H]2[C@@H]([C@@H]([C@H]([C@H](C)O2)O)O)O)[C@@]1(C)CO)O)O)O)O)O)O)O

Calculated Properties

Physi-Chem Properties

Molecular Weight:	1264.61	Volume:	1198.968 ? Van der Waals volume.
Dense:	1.055	LogP:	-0.664 ? The logarithm of the n-octanol/water distribution coefficients.
logD7.4:	0.916 ? The logarithm of the n-octanol/water distribution coefficient at pH=7.4.	LogS:	-2.654 ? The logarithm of aqueous solubility value.
Rotatable Bonds:	15.0	Rigid Bonds:	58.0
TPSA:	450.12 ? Topological Polar Surface Area.	H-Bond Acceptor:	28.0
H-Bond Donor:	16.0	Rings:	10.0
Heavy Atoms:	28.0

MedChem Properties

QED Drug-Likeness Score:	0.047	GASA:	1.0 ? GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:	7.351	Fsp³:	0.933
MCE-18:	222.069 ? 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:	0.728	Fluc inhibitor:	0.0 ? The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:	0.005 ? 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:	0.378	Promiscuous compounds:	0.131

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:	-6.571	MDCK Permeability:	-4.992
Pgp-inhibitor:	0.0	Pgp-substrate:	0.38
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):	1.0
20% Bioavailability (F20%):	0.979	30% Bioavailability (F30%):	1.0
50% Bioavailability (F50%):	1.0

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.0	MRP1:	0.183
Plasma Protein Binding (PPB):	60.675%	Volume Distribution (VD):	-0.36
Fu:	22.432% ? The fraction unbound in plasms.	OATP1B1 inhibitor:	1.0
OATP1B3 inhibitor:	0.998	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:	0.016
HLM stability:	0.0 ? 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):

-1.075

Half-life (T1/2):

4.987

ADMET: Toxicity

hERG Blockers:	0.001	hERG Blockers (10um):	0.002
Human Hepatotoxicity (H-HT):	0.655	Drug-induced Liver Injury (DILI):	0.97
AMES Toxicity:	0.922	Rat Oral Acute Toxicity:	0.001
Maximum Recommended Daily Dose:	0.0	Skin Sensitization:	1.0
Carcinogencity:	0.004	Eye Corrosion:	0.0
Eye Irritation:	0.0	Respiratory Toxicity:	0.0
Drug-induced Neurotoxicity:	0.0	Ototoxicity:	1.0
Hematotoxicity:	0.601	Drug-induced Nephrotoxicity:	0.998
Genotoxicity:	0.563	RPMI-8226 Immunitoxicity:	0.365
A549 Cytotoxicity:	0.857	Hek293 Cytotoxicity:	0.258
BCF:	0.714 ? 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:	3.369 ? 48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:	4.926 ? 48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].	LC50FM:	3.766 ? 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
NPO21105	Madhuca longifolia	Species	Sapotaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[11141115]
NPO16139	Garcinia lancilimba	Species	Clusiaceae	Eukaryota	n.a.	bark	n.a.	PMID[17541202]
NPO18438	Samanea saman	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[21228101]
NPO1856	Tomophagus colossus	Species	Ganodermataceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO18438	Samanea saman	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO21240	Pinus elliottii	Species	Pinaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO18464	Pilocarpus goudotianus	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO21105	Madhuca longifolia	Species	Sapotaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO20942	Isoplexis isabelliana	Species	Plantaginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO16139	Garcinia lancilimba	Species	Clusiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO19035	Croton cajucara	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO16994	Codiaeum variegatum	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO13111	Aplophyllum dubium	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[COCONUT]
NPO7210	Rhizophora mucronata	Species	Rhizophoraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO7210	Rhizophora mucronata	Species	Rhizophoraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO19035	Croton cajucara	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO18464	Pilocarpus goudotianus	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[Title]
NPO1856	Tomophagus colossus	Species	Ganodermataceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16139	Garcinia lancilimba	Species	Clusiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20942	Isoplexis isabelliana	Species	Plantaginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7210	Rhizophora mucronata	Species	Rhizophoraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19035	Croton cajucara	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21105	Madhuca longifolia	Species	Sapotaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16994	Codiaeum variegatum	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18438	Samanea saman	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13111	Aplophyllum dubium	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[UNPD]
NPO21240	Pinus elliottii	Species	Pinaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18464	Pilocarpus goudotianus	Species	Rutaceae	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 NPC301818 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	22352
0.1-0.2	23315
0.2-0.3	2849
0.3-0.4	750
0.4-0.5	358
0.5-0.6	151
0.6-0.7	35
0.7-0.8	0
0.8-0.85	1
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Natural Product ID
0.8058	Intermediate Similarity	NPC131469
0.7981	Intermediate Similarity	NPC95437
0.7925	Intermediate Similarity	NPC120116
0.7905	Intermediate Similarity	NPC114692
0.7905	Intermediate Similarity	NPC236657
0.7864	Intermediate Similarity	NPC251768
0.7636	Intermediate Similarity	NPC313110
0.7453	Intermediate Similarity	NPC118440
0.7339	Intermediate Similarity	NPC301449
0.7339	Intermediate Similarity	NPC601290
0.7308	Intermediate Similarity	NPC473884
0.7203	Intermediate Similarity	NPC258617
0.7117	Intermediate Similarity	NPC187618
0.7009	Intermediate Similarity	NPC192791
0.6875	Remote Similarity	NPC218954
0.6667	Remote Similarity	NPC157868
0.6637	Remote Similarity	NPC114484
0.6606	Remote Similarity	NPC469946
0.6579	Remote Similarity	NPC481079
0.6549	Remote Similarity	NPC64715
0.6545	Remote Similarity	NPC242840
0.6545	Remote Similarity	NPC112352
0.6542	Remote Similarity	NPC12288
0.6518	Remote Similarity	NPC475591
0.6518	Remote Similarity	NPC236870
0.6372	Remote Similarity	NPC162574
0.6364	Remote Similarity	NPC470218
0.6325	Remote Similarity	NPC187290
0.6316	Remote Similarity	NPC475504
0.6303	Remote Similarity	NPC76972
0.6303	Remote Similarity	NPC469782
0.6303	Remote Similarity	NPC204414
0.6283	Remote Similarity	NPC159309
0.6283	Remote Similarity	NPC11551
0.6283	Remote Similarity	NPC86222
0.623	Remote Similarity	NPC471550
0.621	Remote Similarity	NPC484061
0.621	Remote Similarity	NPC484062
0.614	Remote Similarity	NPC40775
0.6098	Remote Similarity	NPC100639
0.6071	Remote Similarity	NPC295371
0.6071	Remote Similarity	NPC472949
0.6063	Remote Similarity	NPC65105
0.6036	Remote Similarity	NPC25605
0.6034	Remote Similarity	NPC222580
0.6034	Remote Similarity	NPC297263
0.6018	Remote Similarity	NPC475171
0.6	Remote Similarity	NPC46665
0.6	Remote Similarity	NPC480475
0.5983	Remote Similarity	NPC302887
0.5982	Remote Similarity	NPC482748
0.5969	Remote Similarity	NPC298034
0.5969	Remote Similarity	NPC71065
0.5966	Remote Similarity	NPC241909
0.5952	Remote Similarity	NPC57484
0.5948	Remote Similarity	NPC63159
0.5938	Remote Similarity	NPC293330
0.5938	Remote Similarity	NPC484059
0.5938	Remote Similarity	NPC484060
0.5932	Remote Similarity	NPC281148
0.5926	Remote Similarity	NPC209894
0.5913	Remote Similarity	NPC309714
0.5902	Remote Similarity	NPC300419
0.5887	Remote Similarity	NPC155410
0.5887	Remote Similarity	NPC135904
0.5856	Remote Similarity	NPC48499
0.5833	Remote Similarity	NPC160452
0.5833	Remote Similarity	NPC480474
0.582	Remote Similarity	NPC213952
0.5806	Remote Similarity	NPC475899
0.5785	Remote Similarity	NPC31838
0.5785	Remote Similarity	NPC481078
0.5772	Remote Similarity	NPC60557
0.5772	Remote Similarity	NPC67857
0.5769	Remote Similarity	NPC202828
0.5769	Remote Similarity	NPC119592
0.5758	Remote Similarity	NPC484063
0.5758	Remote Similarity	NPC484064
0.575	Remote Similarity	NPC477075
0.575	Remote Similarity	NPC477079
0.5726	Remote Similarity	NPC123522
0.5726	Remote Similarity	NPC192600
0.5726	Remote Similarity	NPC79643
0.5714	Remote Similarity	NPC191827
0.5702	Remote Similarity	NPC480473
0.5702	Remote Similarity	NPC473373
0.5702	Remote Similarity	NPC150400
0.5691	Remote Similarity	NPC471962
0.5678	Remote Similarity	NPC139044
0.5676	Remote Similarity	NPC214484
0.566	Remote Similarity	NPC237503
0.5656	Remote Similarity	NPC36831
0.5652	Remote Similarity	NPC475368
0.5645	Remote Similarity	NPC268184
0.5635	Remote Similarity	NPC482736
0.5635	Remote Similarity	NPC482738
0.5634	Remote Similarity	NPC124828
0.563	Remote Similarity	NPC31193
0.5625	Remote Similarity	NPC164194
0.5625	Remote Similarity	NPC82380
0.5625	Remote Similarity	NPC244296
0.562	Remote Similarity	NPC477076
0.5619	Remote Similarity	NPC167383
0.5614	Remote Similarity	NPC174679
0.5614	Remote Similarity	NPC235405
0.5614	Remote Similarity	NPC279554
0.561	Remote Similarity	NPC75287
0.5583	Remote Similarity	NPC486563
0.5581	Remote Similarity	NPC21691
0.5573	Remote Similarity	NPC43550
0.5565	Remote Similarity	NPC249848
0.5565	Remote Similarity	NPC107966
0.5556	Remote Similarity	NPC75417
0.5547	Remote Similarity	NPC277212
0.5547	Remote Similarity	NPC30279
0.5538	Remote Similarity	NPC473645
0.553	Remote Similarity	NPC305981
0.5512	Remote Similarity	NPC257211
0.5512	Remote Similarity	NPC123199
0.5508	Remote Similarity	NPC30735
0.5505	Remote Similarity	NPC224121
0.5504	Remote Similarity	NPC487505
0.5496	Remote Similarity	NPC470876
0.5489	Remote Similarity	NPC261506
0.5489	Remote Similarity	NPC4328
0.5487	Remote Similarity	NPC29069
0.5486	Remote Similarity	NPC485564
0.5478	Remote Similarity	NPC475516
0.5478	Remote Similarity	NPC59804
0.5469	Remote Similarity	NPC283417
0.5469	Remote Similarity	NPC200049
0.5462	Remote Similarity	NPC10607
0.5462	Remote Similarity	NPC164389
0.5462	Remote Similarity	NPC102439
0.5448	Remote Similarity	NPC70809
0.5447	Remote Similarity	NPC295823
0.5447	Remote Similarity	NPC174720
0.5447	Remote Similarity	NPC475467
0.5447	Remote Similarity	NPC477077
0.5447	Remote Similarity	NPC477078
0.5424	Remote Similarity	NPC223301
0.5424	Remote Similarity	NPC171544
0.542	Remote Similarity	NPC473452
0.5397	Remote Similarity	NPC475287
0.5385	Remote Similarity	NPC39211
0.5385	Remote Similarity	NPC488561
0.5379	Remote Similarity	NPC225791
0.5379	Remote Similarity	NPC41061
0.5379	Remote Similarity	NPC227551
0.5378	Remote Similarity	NPC104071
0.5378	Remote Similarity	NPC160415
0.5378	Remote Similarity	NPC114304
0.5373	Remote Similarity	NPC302543
0.5373	Remote Similarity	NPC11577
0.5373	Remote Similarity	NPC141600
0.5368	Remote Similarity	NPC250247
0.5366	Remote Similarity	NPC486564
0.5349	Remote Similarity	NPC475160
0.5349	Remote Similarity	NPC473714
0.5345	Remote Similarity	NPC309780
0.5333	Remote Similarity	NPC148603
0.5323	Remote Similarity	NPC96641
0.5323	Remote Similarity	NPC163183
0.5308	Remote Similarity	NPC47995
0.5308	Remote Similarity	NPC46823
0.5304	Remote Similarity	NPC475208
0.5299	Remote Similarity	NPC236638
0.5299	Remote Similarity	NPC294453
0.5289	Remote Similarity	NPC235438
0.5289	Remote Similarity	NPC471383
0.5285	Remote Similarity	NPC276093
0.528	Remote Similarity	NPC469947
0.528	Remote Similarity	NPC480948
0.5276	Remote Similarity	NPC252657
0.5276	Remote Similarity	NPC88311
0.5267	Remote Similarity	NPC4749
0.5263	Remote Similarity	NPC90856
0.5246	Remote Similarity	NPC257468
0.5246	Remote Similarity	NPC609763
0.5242	Remote Similarity	NPC323359
0.5242	Remote Similarity	NPC23275
0.5238	Remote Similarity	NPC480939
0.5238	Remote Similarity	NPC480936
0.5234	Remote Similarity	NPC151543
0.5231	Remote Similarity	NPC269484
0.5231	Remote Similarity	NPC97918
0.5229	Remote Similarity	NPC204407
0.5227	Remote Similarity	NPC470518
0.521	Remote Similarity	NPC473343
0.5207	Remote Similarity	NPC44716
0.52	Remote Similarity	NPC470477
0.52	Remote Similarity	NPC80986
0.5197	Remote Similarity	NPC472267
0.5197	Remote Similarity	NPC107536
0.5197	Remote Similarity	NPC115656
0.5197	Remote Similarity	NPC280029
0.5197	Remote Similarity	NPC9470
0.5182	Remote Similarity	NPC224381
0.5164	Remote Similarity	NPC482722
0.5164	Remote Similarity	NPC471963

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC301818 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	6863
0.1-0.2	2230
0.2-0.3	50
0.3-0.4	6
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