NPASS Compound

Natural Product: NPC46335

Natural Product ID	NPC46335
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	QRFZGLTZLZZHCM-NWYMYRDLSA-N
IUPAC Name	n.a.
Synonyms
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	CHEMBL592373
PubChem CID	16129741
Chemical Classification	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000261] Phenylpropanoids and polyketides [CHEMONTID:0000334] Flavonoids [CHEMONTID:0001586] Biflavonoids and polyflavonoids

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 167181 0 0 0 0 0 0 0 0999 V2000 6.7931 2.9198 0.3816 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1502 3.6999 -0.5478 C 0 0 0 0 0 0 0 0 0 0 0 0 6.8349 4.6483 -1.2860 C 0 0 0 0 0 0 0 0 0 0 0 0 8.1866 4.7885 -1.0622 C 0 0 0 0 0 0 0 0 0 0 0 0 8.8189 3.9890 -0.1166 C 0 0 0 0 0 0 0 0 0 0 0 0 8.1693 3.0429 0.6297 C 0 0 0 0 0 0 0 0 0 0 0 0 8.7972 2.1813 1.6601 C 0 0 2 0 0 0 0 0 0 0 0 0 10.2952 2.1124 1.6039 C 0 0 1 0 0 0 0 0 0 0 0 0 10.8127 1.4685 0.3673 C 0 0 0 0 0 0 0 0 0 0 0 0 9.8976 0.4242 -0.1536 C 0 0 0 0 0 0 0 0 0 0 0 0 10.2938 -0.3208 -1.2566 C 0 0 0 0 0 0 0 0 0 0 0 0 9.4658 -1.3047 -1.7710 C 0 0 0 0 0 0 0 0 0 0 0 0 8.2347 -1.5867 -1.2266 C 0 0 0 0 0 0 0 0 0 0 0 0 7.8208 -0.8597 -0.1341 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5525 -1.0486 0.5063 C 0 0 1 0 0 0 0 0 0 0 0 0 5.3833 -0.3481 -0.1187 C 0 0 0 0 0 0 0 0 0 0 0 0 5.4015 0.3164 -1.2996 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2367 0.9524 -1.7075 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0804 0.9273 -0.9511 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0474 0.2571 0.2539 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9192 0.1880 1.1817 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8028 1.0293 0.7063 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8530 2.4080 0.8408 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2190 3.1701 0.4111 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3403 2.5502 -0.1525 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3984 1.1822 -0.2884 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6083 0.5454 -0.8705 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.8020 0.7957 -0.0176 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6421 0.7904 1.3480 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.7149 1.0380 2.2126 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.9487 1.2910 1.6867 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.1003 1.2948 0.3192 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.4581 1.6318 -0.2297 C 0 0 1 0 0 0 0 0 0 0 0 0 -8.4710 0.7426 0.3678 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.3841 -0.6231 0.2370 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.3391 -1.4377 0.8008 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.4074 -0.9222 1.5110 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.4912 0.4348 1.6397 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.5589 1.2674 1.0912 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.7148 2.6372 1.2663 O 0 0 0 0 0 0 0 0 0 0 0 0 -9.1219 3.4758 0.2735 C 0 0 2 0 0 0 0 0 0 0 0 0 -9.9993 3.4527 -0.8963 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.6244 3.3162 -2.2028 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.5637 3.3139 -3.2428 C 0 0 0 0 0 0 0 0 0 0 0 0 -11.9102 3.4503 -2.9894 C 0 0 0 0 0 0 0 0 0 0 0 0 -12.3013 3.5904 -1.6626 C 0 0 0 0 0 0 0 0 0 0 0 0 -11.3717 3.5914 -0.6468 C 0 0 0 0 0 0 0 0 0 0 0 0 -13.6673 3.7253 -1.4499 O 0 0 0 0 0 0 0 0 0 0 0 0 -12.8150 3.4436 -4.0407 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.7121 3.0715 0.0631 C 0 0 2 0 0 0 0 0 0 0 0 0 -7.0476 3.9010 -0.8567 O 0 0 0 0 0 0 0 0 0 0 0 0 -11.3566 -1.7904 2.0697 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.3619 -1.2465 -0.4447 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.0406 1.0485 -0.5574 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.2018 1.0543 -1.9247 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.2151 0.5369 -2.7837 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.4665 -0.8957 -2.9964 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.8103 -1.2401 -3.2233 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.2298 -2.5226 -3.4350 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.2982 -3.5275 -3.4252 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9743 -3.2193 -3.2067 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5546 -1.9047 -2.9922 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0016 -4.1854 -3.1872 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.7315 -4.8312 -3.6366 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.8631 0.8995 -2.2826 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.8222 0.4792 -3.1135 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.0355 1.5379 2.5027 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.4148 0.5410 1.9514 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.3216 0.4263 0.1431 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3978 -0.9720 -0.0066 O 0 0 0 0 0 0 0 0 0 0 0 0 0.7597 -1.7499 0.2689 C 0 0 2 0 0 0 0 0 0 0 0 0 0.5068 -3.1929 0.4002 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3739 -4.0932 -0.1995 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1828 -5.4503 -0.0819 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1154 -5.9432 0.6409 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7437 -5.0333 1.2354 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5598 -3.6759 1.1233 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8093 -5.5386 1.9574 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0873 -7.3114 0.7659 O 0 0 0 0 0 0 0 0 0 0 0 0 1.3845 -1.1600 1.4970 C 0 0 2 0 0 0 0 0 0 0 0 0 0.3116 -0.9453 2.3981 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.3709 3.3762 -0.5592 O 0 0 0 0 0 0 0 0 0 0 0 0 1.9402 3.0393 1.3892 O 0 0 0 0 0 0 0 0 0 0 0 0 4.2181 -0.3925 0.6714 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3573 -1.1182 1.8425 O 0 0 0 0 0 0 0 0 0 0 0 0 4.8871 -2.4636 1.7074 C 0 0 2 0 0 0 0 0 0 0 0 0 5.1600 -3.0445 3.0284 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8995 -2.3614 4.1878 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1517 -2.9250 5.4336 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6721 -4.1918 5.5392 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9377 -4.8886 4.3723 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6787 -4.3062 3.1401 C 0 0 0 0 0 0 0 0 0 0 0 0 6.4610 -6.1626 4.4274 O 0 0 0 0 0 0 0 0 0 0 0 0 5.9307 -4.7745 6.7966 O 0 0 0 0 0 0 0 0 0 0 0 0 6.1151 -2.4568 0.8127 C 0 0 2 0 0 0 0 0 0 0 0 0 7.1223 -3.0775 1.5528 O 0 0 0 0 0 0 0 0 0 0 0 0 1.9439 1.5723 -1.3978 O 0 0 0 0 0 0 0 0 0 0 0 0 6.5579 0.3423 -2.0477 O 0 0 0 0 0 0 0 0 0 0 0 0 8.6724 0.1391 0.3838 C 0 0 0 0 0 0 0 0 0 0 0 0 8.2829 0.8803 1.4843 O 0 0 0 0 0 0 0 0 0 0 0 0 7.4179 -2.5937 -1.7751 O 0 0 0 0 0 0 0 0 0 0 0 0 11.5368 -0.0666 -1.8385 O 0 0 0 0 0 0 0 0 0 0 0 0 10.9019 3.3311 1.9129 O 0 0 0 0 0 0 0 0 0 0 0 0 8.8808 5.7301 -1.7932 O 0 0 0 0 0 0 0 0 0 0 0 0 6.2297 5.4568 -2.2319 O 0 0 0 0 0 0 0 0 0 0 0 0 6.2451 2.1838 0.9528 H 0 0 0 0 0 0 0 0 0 0 0 0 5.0933 3.6021 -0.7309 H 0 0 0 0 0 0 0 0 0 0 0 0 9.8753 4.1440 0.0234 H 0 0 0 0 0 0 0 0 0 0 0 0 8.4845 2.5423 2.6914 H 0 0 0 0 0 0 0 0 0 0 0 0 10.5825 1.4443 2.4873 H 0 0 0 0 0 0 0 0 0 0 0 0 11.8081 1.0009 0.6571 H 0 0 0 0 0 0 0 0 0 0 0 0 11.1061 2.1928 -0.4272 H 0 0 0 0 0 0 0 0 0 0 0 0 9.7516 -1.9121 -2.6402 H 0 0 0 0 0 0 0 0 0 0 0 0 6.6062 -0.5589 1.5363 H 0 0 0 0 0 0 0 0 0 0 0 0 4.2676 1.4820 -2.6623 H 0 0 0 0 0 0 0 0 0 0 0 0 2.2895 0.6131 2.1881 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.2233 4.2531 0.4938 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.4572 -0.5778 -0.8020 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.5779 1.0261 3.2931 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.4121 1.4466 -1.3386 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.2772 -2.5164 0.7025 H 0 0 0 0 0 0 0 0 0 0 0 0 -11.3517 0.8219 2.2100 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.1002 4.4859 0.7599 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.5926 3.2109 -2.4283 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.1788 3.2013 -4.2570 H 0 0 0 0 0 0 0 0 0 0 0 0 -11.7200 3.7060 0.3760 H 0 0 0 0 0 0 0 0 0 0 0 0 -13.9774 4.6556 -1.1363 H 0 0 0 0 0 0 0 0 0 0 0 0 -13.3914 4.2653 -4.2551 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.1764 3.2989 1.0415 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.4046 4.8211 -0.7471 H 0 0 0 0 0 0 0 0 0 0 0 0 -11.0846 -2.6371 2.5482 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.3431 -2.2345 -0.6210 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.3201 1.0199 -3.8130 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.5686 -0.4757 -3.2370 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.2780 -2.7740 -3.6091 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5151 -1.6794 -2.8379 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.4618 -4.3638 -2.3318 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.0470 -5.5871 -3.5315 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.8124 2.0341 -2.3482 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.0131 0.2741 -2.5603 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.9765 2.2303 3.2225 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.3931 0.1355 2.8601 H 0 0 0 0 0 0 0 0 0 0 0 0 1.4275 -1.5809 -0.6234 H 0 0 0 0 0 0 0 0 0 0 0 0 2.2310 -3.7596 -0.7834 H 0 0 0 0 0 0 0 0 0 0 0 0 1.8516 -6.1707 -0.5440 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.2780 -3.0287 1.6220 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.7121 -5.7195 1.5373 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.7607 -7.7284 0.1391 H 0 0 0 0 0 0 0 0 0 0 0 0 2.0702 -1.8393 2.0180 H 0 0 0 0 0 0 0 0 0 0 0 0 0.4830 -0.1344 2.9667 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.1697 3.5910 0.0019 H 0 0 0 0 0 0 0 0 0 0 0 0 1.9355 3.7540 2.0812 H 0 0 0 0 0 0 0 0 0 0 0 0 4.0904 -3.1441 1.2653 H 0 0 0 0 0 0 0 0 0 0 0 0 4.4854 -1.3587 4.0847 H 0 0 0 0 0 0 0 0 0 0 0 0 4.9435 -2.3686 6.3353 H 0 0 0 0 0 0 0 0 0 0 0 0 5.9120 -4.9223 2.2559 H 0 0 0 0 0 0 0 0 0 0 0 0 6.3835 -6.7994 3.6311 H 0 0 0 0 0 0 0 0 0 0 0 0 5.1925 -5.3882 7.1807 H 0 0 0 0 0 0 0 0 0 0 0 0 5.8305 -3.0288 -0.0950 H 0 0 0 0 0 0 0 0 0 0 0 0 7.2428 -2.5306 2.3819 H 0 0 0 0 0 0 0 0 0 0 0 0 1.6575 1.5587 -2.3847 H 0 0 0 0 0 0 0 0 0 0 0 0 6.4972 -0.0717 -2.9841 H 0 0 0 0 0 0 0 0 0 0 0 0 7.8230 -3.4783 -2.1049 H 0 0 0 0 0 0 0 0 0 0 0 0 11.8141 0.8933 -1.9977 H 0 0 0 0 0 0 0 0 0 0 0 0 10.3230 3.8842 2.5046 H 0 0 0 0 0 0 0 0 0 0 0 0 9.6722 5.5223 -2.3949 H 0 0 0 0 0 0 0 0 0 0 0 0 6.5630 5.3302 -3.1902 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 2 3 1 0 3 4 2 0 4 5 1 0 5 6 2 0 6 7 1 0 7 8 1 0 8 9 1 0 9 10 1 0 10 11 2 0 11 12 1 0 12 13 2 0 13 14 1 0 14 15 1 0 15 16 1 0 16 17 2 0 17 18 1 0 18 19 2 0 19 20 1 0 20 21 1 0 21 22 1 0 22 23 2 0 23 24 1 0 24 25 2 0 25 26 1 0 26 27 1 0 27 28 1 0 28 29 2 0 29 30 1 0 30 31 2 0 31 32 1 0 32 33 1 0 33 34 1 0 34 35 2 0 35 36 1 0 36 37 2 0 37 38 1 0 38 39 2 0 39 40 1 0 40 41 1 0 41 42 1 0 42 43 2 0 43 44 1 0 44 45 2 0 45 46 1 0 46 47 2 0 46 48 1 0 45 49 1 0 41 50 1 0 50 51 1 0 37 52 1 0 35 53 1 0 32 54 2 0 54 55 1 0 55 56 1 0 56 57 1 0 57 58 2 0 58 59 1 0 59 60 2 0 60 61 1 0 61 62 2 0 61 63 1 0 60 64 1 0 56 65 1 0 65 66 1 0 31 67 1 0 29 68 1 0 26 69 2 0 69 70 1 0 70 71 1 0 71 72 1 0 72 73 2 0 73 74 1 0 74 75 2 0 75 76 1 0 76 77 2 0 76 78 1 0 75 79 1 0 71 80 1 0 80 81 1 0 25 82 1 0 23 83 1 0 20 84 2 0 84 85 1 0 85 86 1 0 86 87 1 0 87 88 2 0 88 89 1 0 89 90 2 0 90 91 1 0 91 92 2 0 91 93 1 0 90 94 1 0 86 95 1 0 95 96 1 0 19 97 1 0 17 98 1 0 14 99 2 0 99100 1 0 13101 1 0 11102 1 0 8103 1 0 4104 1 0 3105 1 0 6 1 1 0 100 7 1 0 99 10 1 0 95 15 1 0 84 16 1 0 92 87 1 0 80 21 1 0 69 22 1 0 77 72 1 0 65 27 1 0 54 28 1 0 62 57 1 0 50 33 1 0 39 34 1 0 47 42 1 0 1106 1 0 2107 1 0 5108 1 0 7109 1 1 8110 1 1 9111 1 0 9112 1 0 12113 1 0 15114 1 1 18115 1 0 21116 1 1 24117 1 0 27118 1 6 30119 1 0 33120 1 6 36121 1 0 38122 1 0 41123 1 1 43124 1 0 44125 1 0 47126 1 0 48127 1 0 49128 1 0 50129 1 1 51130 1 0 52131 1 0 53132 1 0 56133 1 6 58134 1 0 59135 1 0 62136 1 0 63137 1 0 64138 1 0 65139 1 1 66140 1 0 67141 1 0 68142 1 0 71143 1 6 73144 1 0 74145 1 0 77146 1 0 78147 1 0 79148 1 0 80149 1 1 81150 1 0 82151 1 0 83152 1 0 86153 1 6 88154 1 0 89155 1 0 92156 1 0 93157 1 0 94158 1 0 95159 1 6 96160 1 0 97161 1 0 98162 1 0 101163 1 0 102164 1 0 103165 1 0 104166 1 0 105167 1 0 M END

Standard InCHIKey	QRFZGLTZLZZHCM-NWYMYRDLSA-N
Standard InCHI	InChI=1S/C75H62O30/c76-28-16-41(88)51-50(17-28)101-68(24-2-7-31(78)37(84)12-24)63(97)59(51)53-43(90)20-45(92)55-61(65(99)70(103-73(53)55)26-4-9-33(80)39(86)14-26)57-47(94)22-48(95)58-62(66(100)71(105-75(57)58)27-5-10-34(81)40(87)15-27)56-46(93)21-44(91)54-60(64(98)69(104-74(54)56)25-3-8-32(79)38(85)13-25)52-42(89)19-35(82)29-18-49(96)67(102-72(29)52)23-1-6-30(77)36(83)11-23/h1-17,19-22,49,59-71,76-100H,18H2/t49-,59-,60+,61-,62+,63-,64-,65-,66-,67-,68-,69-,70-,71-/m1/s1
SMILES	c1cc(c(cc1[C@@H]1[C@@H](Cc2c(cc(c([C@H]3c4c(cc(c([C@H]5c6c(cc(c([C@H]7c8c(cc(c([C@H]9c%10c(cc(cc%10O[C@H](c%10ccc(c(c%10)O)O)[C@@H]9O)O)O)c8O[C@H](c8ccc(c(c8)O)O)[C@@H]7O)O)O)c6O[C@H](c6ccc(c(c6)O)O)[C@@H]5O)O)O)c4O[C@H](c4ccc(c(c4)O)O)[C@@H]3O)O)O)c2O1)O)O)O)O)O

Calculated Properties

Physi-Chem Properties

Molecular Weight:	1442.33	Volume:	1362.022 ? Van der Waals volume.
Dense:	1.059	LogP:	0.817 ? The logarithm of the n-octanol/water distribution coefficients.
logD7.4:	1.145 ? The logarithm of the n-octanol/water distribution coefficient at pH=7.4.	LogS:	-5.039 ? The logarithm of aqueous solubility value.
Rotatable Bonds:	9.0	Rigid Bonds:	85.0
TPSA:	551.9 ? Topological Polar Surface Area.	H-Bond Acceptor:	30.0
H-Bond Donor:	25.0	Rings:	15.0
Heavy Atoms:	30.0

MedChem Properties

QED Drug-Likeness Score:	0.063	GASA:	1.0 ? GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:	6.935	Fsp³:	0.2
MCE-18:	326.667 ? 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:	1	PAINS Alert:	1
Colloidal aggregators:	0.993	Fluc inhibitor:	0.155 ? The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:	0.095 ? The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1	Green fluorescence:	0.638 ? The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:	0.669	Promiscuous compounds:	0.214

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:	-9.401	MDCK Permeability:	-4.536
Pgp-inhibitor:	0.0	Pgp-substrate:	0.007
PAMPA:	0.002 ? 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):	0.0
20% Bioavailability (F20%):	1.0	30% Bioavailability (F30%):	1.0
50% Bioavailability (F50%):	1.0

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.0	MRP1:	1.0
Plasma Protein Binding (PPB):	86.021%	Volume Distribution (VD):	0.574
Fu:	13.563% ? The fraction unbound in plasms.	OATP1B1 inhibitor:	1.0
OATP1B3 inhibitor:	1.0	BCRP inhibitor:	0.015
BSEP inhibitor:	0.0

ADMET: Metabolism

CYP1A2-inhibitor:	1.0	CYP1A2-substrate:	0.0
CYP2C19-inhibitor:	0.933	CYP2C19-substrate:	0.0
CYP2C9-inhibitor:	0.004	CYP2C9-substrate:	0.0
CYP2D6-inhibitor:	0.0	CYP2D6-substrate:	0.0
CYP3A4-inhibitor:	0.0	CYP3A4-substrate:	1.0
CYP2B6-substrate:	0.0	CYP2C8-inhibitor:	1.0
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):

5.975

Half-life (T1/2):

10.991

ADMET: Toxicity

hERG Blockers:	0.004	hERG Blockers (10um):	0.965
Human Hepatotoxicity (H-HT):	0.993	Drug-induced Liver Injury (DILI):	1.0
AMES Toxicity:	0.967	Rat Oral Acute Toxicity:	0.979
Maximum Recommended Daily Dose:	1.0	Skin Sensitization:	1.0
Carcinogencity:	0.0	Eye Corrosion:	0.0
Eye Irritation:	0.013	Respiratory Toxicity:	0.999
Drug-induced Neurotoxicity:	0.0	Ototoxicity:	1.0
Hematotoxicity:	0.013	Drug-induced Nephrotoxicity:	0.372
Genotoxicity:	1.0	RPMI-8226 Immunitoxicity:	0.354
A549 Cytotoxicity:	1.0	Hek293 Cytotoxicity:	1.0
BCF:	1.026 ? 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:	4.412 ? 48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:	5.504 ? 48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].	LC50FM:	4.834 ? 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
NPO15401	Theobroma cacao	Species	Malvaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1016/S0031-9422(00)00169-2]
NPO4654	Critonia quadrangularis	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1016/S0031-9422(00)81431-4]
NPO25903	Swinglea glutinosa	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[11575960]
NPO16362	Symploca hydnoides	Species	Microcoleaceae	Bacteria	n.a.	n.a.	n.a.	PMID[11975485]
NPO15401	Theobroma cacao	Species	Malvaceae	Eukaryota	n.a.	fruit	n.a.	PMID[15128023]
NPO15401	Theobroma cacao	Species	Malvaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[18068204]
NPO16362	Symploca hydnoides	Species	Microcoleaceae	Bacteria	n.a.	n.a.	n.a.	PMID[21446699]
NPO16601	Styrax perkinsiae	Species	Styracaceae	Eukaryota	n.a.	bark	n.a.	PMID[26762060]
NPO16362	Symploca hydnoides	Species	Microcoleaceae	Bacteria	n.a.	n.a.	n.a.	PMID[31763840]
NPO12697	Baccharis megapotamica	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[3437280]
NPO16362	Symploca hydnoides	Species	Microcoleaceae	Bacteria	n.a.	n.a.	n.a.	PMID[9748368]
NPO15401	Theobroma cacao	Species	Malvaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO15147	Ficus simplicissima	Species	Moraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO16522	Ceratozamia fuscoviridis	Species	Zamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO16362	Symploca hydnoides	Species	Microcoleaceae	Bacteria	n.a.	n.a.	n.a.	Database[COCONUT]
NPO24501	Asteriscus graveolens	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO26436	Citrus glauca	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO7632	Rheum tanguticum	Species	Polygonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO15024	Senecio rivularis	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO15531	Quercus dentata	Species	Fagaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO13719	Salacia prinoides	Species	Sertulariidae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO14892	Flemingia congesta	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO9196	Aconitum sachalinense	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO10247	Orthosphenia mexicana	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO12697	Baccharis megapotamica	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO14046	Stevia mercedensis	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO16766	Haplophyllum dauricum	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO16856	Solanum elaeagnifolium	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO21913	Verbesina rupestris	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO15760	Aconitum pseudohuiliense	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO17259	Thuja standishii	Species	Cupressaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO10431	Eupatorium gracile	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO11233	Pseudocyphellaria impressa	Species	Lobariaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO13563	Alstonia deplanchei	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO25903	Swinglea glutinosa	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO12438	Fomes cajanderi	Species	Coriolaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO11915	Lecanora planaica	Species	Lecanoraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO15401	Theobroma cacao	Species	Malvaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO15401	Theobroma cacao	Species	Malvaceae	Eukaryota	Fruit	n.a.	n.a.	Database[FooDB]
NPO15401	Theobroma cacao	Species	Malvaceae	Eukaryota	Petiole	n.a.	n.a.	Database[FooDB]
NPO15401	Theobroma cacao	Species	Malvaceae	Eukaryota	Plant	n.a.	n.a.	Database[FooDB]
NPO15401	Theobroma cacao	Species	Malvaceae	Eukaryota	Root	n.a.	n.a.	Database[FooDB]
NPO15401	Theobroma cacao	Species	Malvaceae	Eukaryota	Seed	n.a.	n.a.	Database[FooDB]
NPO15401	Theobroma cacao	Species	Malvaceae	Eukaryota	Testa	n.a.	n.a.	Database[FooDB]
NPO15147	Ficus simplicissima	Species	Moraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO15401	Theobroma cacao	Species	Malvaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO7632	Rheum tanguticum	Species	Polygonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO13719	Salacia prinoides	Species	Sertulariidae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO15024	Senecio rivularis	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO10431	Eupatorium gracile	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO17259	Thuja standishii	Species	Cupressaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO9196	Aconitum sachalinense	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO15401	Theobroma cacao	Species	Malvaceae	Eukaryota	n.a.	n.a.		Database[Phenol-Explorer]
NPO7632	Rheum tanguticum	Species	Polygonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO15401	Theobroma cacao	Species	Malvaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO15147	Ficus simplicissima	Species	Moraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO13719	Salacia prinoides	Species	Sertulariidae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO10247	Orthosphenia mexicana	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO17259	Thuja standishii	Species	Cupressaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO16289	Marrubium supinum	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO15760	Aconitum pseudohuiliense	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO9196	Aconitum sachalinense	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO15024	Senecio rivularis	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO10431	Eupatorium gracile	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO7632	Rheum tanguticum	Species	Polygonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO10431	Eupatorium gracile	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO15401	Theobroma cacao	Species	Malvaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO9196	Aconitum sachalinense	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO7632	Rheum tanguticum	Species	Polygonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO14892	Flemingia congesta	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4448	Relhania pumila	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16435	Cacalia bicolor	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24501	Asteriscus graveolens	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26436	Citrus glauca	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15969	Alcyonium molle	Species	Alcyoniidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17259	Thuja standishii	Species	Cupressaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4654	Critonia quadrangularis	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21913	Verbesina rupestris	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13396	Aplophyllum popovii	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[UNPD]
NPO2372	Cryptotermes cynocephalus	Species	Termitoidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16289	Marrubium supinum	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18873.8	Salmonella enterica subsp. enterica serovar typhimurium	Subspecies	Enterobacteriaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO12438	Fomes cajanderi	Species	Coriolaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10431	Eupatorium gracile	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO29175	Strychnos tabascana	Species	Loganiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9196	Aconitum sachalinense	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14046	Stevia mercedensis	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11915	Lecanora planaica	Species	Lecanoraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16856	Solanum elaeagnifolium	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9107	Metalasia bolusii	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO576	Oxyanthus speciosus	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15024	Senecio rivularis	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14572	Senecio latifolius	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5468	Dacrydium fonki	Species	Mytilidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13719	Salacia prinoides	Species	Sertulariidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16071	Erigeron crispus	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14413	Bombus muscorum	Species	Apidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15531	Quercus dentata	Species	Fagaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7515	Codium decorticatum	Species	Codiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16362	Symploca hydnoides	Species	Microcoleaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO7632	Rheum tanguticum	Species	Polygonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13872	Amanita cokeri	Species	Amanitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9823	Centrosema pascuorum	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13563	Alstonia deplanchei	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10247	Orthosphenia mexicana	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25903	Swinglea glutinosa	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16522	Ceratozamia fuscoviridis	Species	Zamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16766	Haplophyllum dauricum	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14723	Streptomyces xantholiticus	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO15401	Theobroma cacao	Species	Malvaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10802	Rhinoceros sondaicus	Species	Rhinocerotidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11233	Pseudocyphellaria impressa	Species	Lobariaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15147	Ficus simplicissima	Species	Moraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16601	Styrax perkinsiae	Species	Styracaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12697	Baccharis megapotamica	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15760	Aconitum pseudohuiliense	Species	Ranunculaceae	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
IC50	3

Activity Type	# Activity
Individual protein	2
Others	1

Molecular-level activity

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT280	Individual protein	Matrix metalloproteinase 9	Homo sapiens	IC50	=	39200.0	nM	PMID[20053563]
NPT568	Individual protein	Matrix metalloproteinase-2	Homo sapiens	IC50	=	43200.0	nM	PMID[20053563]

In vitro activity

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT2	Others	Unspecified	n.a.	IC50	=	21400.0	nM	PMID[20053563]

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 NPC46335 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	21450
0.1-0.2	24893
0.2-0.3	3150
0.3-0.4	203
0.4-0.5	62
0.5-0.6	28
0.6-0.7	32
0.7-0.8	0
0.8-0.85	4
0.85-0.9	1
0.9-0.95	0
0.95-1	10

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC246202
1.0	High Similarity	NPC224161
1.0	High Similarity	NPC279406
1.0	High Similarity	NPC486519
0.9821	High Similarity	NPC58190
0.9821	High Similarity	NPC108811
0.9821	High Similarity	NPC170103
0.9821	High Similarity	NPC236202
0.9821	High Similarity	NPC262911
0.9821	High Similarity	NPC202742
0.8594	High Similarity	NPC278548
0.8281	Intermediate Similarity	NPC226809
0.8167	Intermediate Similarity	NPC96576
0.8095	Intermediate Similarity	NPC313116
0.8095	Intermediate Similarity	NPC603340
0.7846	Intermediate Similarity	NPC70409
0.7846	Intermediate Similarity	NPC204770
0.7846	Intermediate Similarity	NPC600551
0.7846	Intermediate Similarity	NPC601980
0.7846	Intermediate Similarity	NPC602065
0.7846	Intermediate Similarity	NPC611024
0.7612	Intermediate Similarity	NPC600630
0.7612	Intermediate Similarity	NPC607896
0.7612	Intermediate Similarity	NPC611369
0.7568	Intermediate Similarity	NPC212614
0.7568	Intermediate Similarity	NPC205613
0.7534	Intermediate Similarity	NPC86630
0.75	Intermediate Similarity	NPC294558
0.75	Intermediate Similarity	NPC18185
0.75	Intermediate Similarity	NPC263940
0.75	Intermediate Similarity	NPC147743
0.75	Intermediate Similarity	NPC4809
0.75	Intermediate Similarity	NPC73517
0.7463	Intermediate Similarity	NPC211561
0.7432	Intermediate Similarity	NPC106601
0.7432	Intermediate Similarity	NPC151474
0.7167	Intermediate Similarity	NPC178054
0.7077	Intermediate Similarity	NPC601999
0.7051	Intermediate Similarity	NPC159526
0.6957	Remote Similarity	NPC601997
0.6957	Remote Similarity	NPC609211
0.6957	Remote Similarity	NPC610665
0.6897	Remote Similarity	NPC261619
0.6897	Remote Similarity	NPC61477
0.6897	Remote Similarity	NPC78770
0.6897	Remote Similarity	NPC219876
0.6897	Remote Similarity	NPC126029
0.6897	Remote Similarity	NPC15658
0.6761	Remote Similarity	NPC302549
0.6618	Remote Similarity	NPC184245
0.6618	Remote Similarity	NPC187801
0.6618	Remote Similarity	NPC610920
0.6575	Remote Similarity	NPC20050
0.6538	Remote Similarity	NPC78074
0.6486	Remote Similarity	NPC306267
0.64	Remote Similarity	NPC135021
0.6389	Remote Similarity	NPC272552
0.6389	Remote Similarity	NPC226108
0.6389	Remote Similarity	NPC322899
0.6364	Remote Similarity	NPC9309
0.6329	Remote Similarity	NPC478340
0.6301	Remote Similarity	NPC46283
0.6301	Remote Similarity	NPC469944
0.6267	Remote Similarity	NPC478616
0.6267	Remote Similarity	NPC478339
0.625	Remote Similarity	NPC478337
0.625	Remote Similarity	NPC478338
0.6216	Remote Similarity	NPC44192
0.6087	Remote Similarity	NPC277331
0.6087	Remote Similarity	NPC100482
0.6071	Remote Similarity	NPC478617
0.5867	Remote Similarity	NPC65333
0.5867	Remote Similarity	NPC134911
0.5857	Remote Similarity	NPC82917
0.5738	Remote Similarity	NPC207179
0.5738	Remote Similarity	NPC167571
0.5738	Remote Similarity	NPC278552
0.5696	Remote Similarity	NPC471404
0.5694	Remote Similarity	NPC165483
0.5663	Remote Similarity	NPC479793
0.5616	Remote Similarity	NPC28440
0.5541	Remote Similarity	NPC155564
0.5529	Remote Similarity	NPC479794
0.5484	Remote Similarity	NPC268266
0.5484	Remote Similarity	NPC42760
0.5484	Remote Similarity	NPC220825
0.5484	Remote Similarity	NPC268342
0.5373	Remote Similarity	NPC171932
0.5342	Remote Similarity	NPC20757
0.5342	Remote Similarity	NPC227516
0.5323	Remote Similarity	NPC601844
0.5147	Remote Similarity	NPC16435
0.5111	Remote Similarity	NPC185231
0.5075	Remote Similarity	NPC36835
0.5075	Remote Similarity	NPC246162
0.5075	Remote Similarity	NPC9743
0.5075	Remote Similarity	NPC260491
0.5075	Remote Similarity	NPC61506
0.5075	Remote Similarity	NPC240476

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC46335 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	4313
0.1-0.2	4765
0.2-0.3	63
0.3-0.4	7
0.4-0.5	0
0.5-0.6	0
0.6-0.7	2
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
0.6897	Remote Similarity	NPD1612	Clinical (unspecified phase)
0.6897	Remote Similarity	NPD1613	Phase 4

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