NPASS Compound

Natural Product: NPC138453

Natural Product ID	NPC138453
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	WHBOJASDMBSUJJ-DRGANMMISA-N
IUPAC Name	n.a.
Synonyms
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	n.a.
PubChem CID	101623725
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 166174 0 0 0 0 0 0 0 0999 V2000 -9.8897 0.6664 1.8376 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.3400 -0.7416 1.6281 C 0 0 1 0 0 0 0 0 0 0 0 0 -11.8462 -0.8870 1.7052 C 0 0 1 0 0 0 0 0 0 0 0 0 -12.1764 -2.0374 0.7453 C 0 0 2 0 0 0 0 0 0 0 0 0 -11.9143 -1.4701 -0.6428 C 0 0 2 0 0 0 0 0 0 0 0 0 -10.5201 -0.8160 -0.6923 C 0 0 1 0 0 0 0 0 0 0 0 0 -9.8856 -1.3027 0.4501 O 0 0 0 0 0 0 0 0 0 0 0 0 -9.8438 -1.2475 -1.7941 O 0 0 0 0 0 0 0 0 0 0 0 0 -9.3401 -0.2863 -2.6571 C 0 0 2 0 0 0 0 0 0 0 0 0 -10.2718 -0.1538 -3.8769 C 0 0 2 0 0 0 0 0 0 0 0 0 -9.7874 0.7671 -4.9249 C 0 0 2 0 0 0 0 0 0 0 0 0 -8.3342 1.1037 -4.6708 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7078 -0.0873 -4.3972 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.9397 -0.4554 -3.0242 C 0 0 1 0 0 0 0 0 0 0 0 0 -6.9945 0.2732 -2.3561 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.8483 -0.4613 -1.9799 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.6604 -0.0885 -2.8167 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3501 0.0395 -2.1310 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4427 0.8501 -0.8283 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.8461 2.2060 -1.2224 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3563 0.0384 0.0017 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.4598 0.5652 1.4226 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0757 0.3926 2.0033 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9943 1.2038 1.2588 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.3872 2.6374 1.5227 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0957 0.7815 -0.1585 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.0313 1.5058 -0.9353 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2450 0.9843 -0.3819 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4541 0.7136 0.8739 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7919 0.2003 1.2685 C 0 0 2 0 0 0 0 0 0 0 0 0 1.9099 -1.2357 1.5429 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9380 -1.6609 2.5303 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5056 -3.0868 2.9951 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2986 -1.8955 1.9088 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9654 -0.8438 3.7497 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9359 0.5958 3.5079 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3279 1.1662 2.2814 C 0 0 2 0 0 0 0 0 0 0 0 0 1.3918 2.2878 2.6222 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0629 2.0808 2.6978 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6430 0.9659 1.8371 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.7946 -0.1573 2.8603 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5225 1.9121 1.6527 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4555 3.0733 1.2480 O 0 0 0 0 0 0 0 0 0 0 0 0 4.7350 1.2537 1.5329 O 0 0 0 0 0 0 0 0 0 0 0 0 5.9088 1.8077 0.9548 C 0 0 1 0 0 0 0 0 0 0 0 0 6.9945 2.0810 1.9770 C 0 0 1 0 0 0 0 0 0 0 0 0 7.9922 0.9769 2.0557 C 0 0 2 0 0 0 0 0 0 0 0 0 8.4699 0.4844 0.7381 C 0 0 1 0 0 0 0 0 0 0 0 0 7.6315 0.9361 -0.3944 C 0 0 1 0 0 0 0 0 0 0 0 0 7.6547 -0.1550 -1.5115 C 0 0 0 0 0 0 0 0 0 0 0 0 8.7538 -0.3883 -2.0528 O 0 0 0 0 0 0 0 0 0 0 0 0 9.9716 -0.7483 -2.0482 C 0 0 1 0 0 0 0 0 0 0 0 0 10.3085 -1.9502 -2.9537 C 0 0 1 0 0 0 0 0 0 0 0 0 11.7080 -2.3776 -2.6893 C 0 0 2 0 0 0 0 0 0 0 0 0 12.6963 -1.2284 -2.7781 C 0 0 1 0 0 0 0 0 0 0 0 0 12.1399 -0.1396 -1.8726 C 0 0 1 0 0 0 0 0 0 0 0 0 13.1102 1.0282 -1.7990 C 0 0 0 0 0 0 0 0 0 0 0 0 14.3456 0.6481 -1.2515 O 0 0 0 0 0 0 0 0 0 0 0 0 14.5009 0.1450 0.0235 C 0 0 0 0 0 0 0 0 0 0 0 0 13.5140 -0.0023 0.7799 O 0 0 0 0 0 0 0 0 0 0 0 0 15.8666 -0.2357 0.5208 C 0 0 0 0 0 0 0 0 0 0 0 0 10.9223 0.2434 -2.4087 O 0 0 0 0 0 0 0 0 0 0 0 0 13.9321 -1.6673 -2.3764 O 0 0 0 0 0 0 0 0 0 0 0 0 12.0695 -3.2793 -3.7184 O 0 0 0 0 0 0 0 0 0 0 0 0 9.4417 -2.9805 -2.6112 O 0 0 0 0 0 0 0 0 0 0 0 0 6.3038 0.9966 -0.0454 O 0 0 0 0 0 0 0 0 0 0 0 0 9.8084 0.9191 0.6158 O 0 0 0 0 0 0 0 0 0 0 0 0 7.4260 -0.1060 2.7603 O 0 0 0 0 0 0 0 0 0 0 0 0 7.6049 3.3223 1.6729 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.6620 -0.4124 -0.5305 C 0 0 1 0 0 0 0 0 0 0 0 0 -6.7666 0.3556 0.1940 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.8604 -1.8570 0.0206 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.1307 -2.3135 -0.2989 O 0 0 0 0 0 0 0 0 0 0 0 0 -10.5237 1.9779 -4.8888 O 0 0 0 0 0 0 0 0 0 0 0 0 -11.5384 0.2788 -3.4915 O 0 0 0 0 0 0 0 0 0 0 0 0 -12.9348 -0.5889 -0.9011 O 0 0 0 0 0 0 0 0 0 0 0 0 -13.5012 -2.4207 0.8839 O 0 0 0 0 0 0 0 0 0 0 0 0 -12.2760 -1.2838 2.9727 O 0 0 0 0 0 0 0 0 0 0 0 0 -9.5791 1.1760 0.9045 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.9939 0.6642 2.4924 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.6765 1.2524 2.3921 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.9162 -1.3714 2.4541 H 0 0 0 0 0 0 0 0 0 0 0 0 -12.4012 0.0134 1.4326 H 0 0 0 0 0 0 0 0 0 0 0 0 -11.4473 -2.8480 0.9165 H 0 0 0 0 0 0 0 0 0 0 0 0 -11.9033 -2.2912 -1.3964 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.5857 0.2939 -0.6777 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.5067 0.6852 -2.1526 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.4093 -1.1585 -4.3193 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.9151 0.3697 -5.9632 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.2684 1.7523 -3.7695 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.8674 1.5769 -5.5550 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.6247 -1.5169 -3.0375 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.1014 -1.5132 -2.3152 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.5091 -0.8074 -3.6734 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.9246 0.8659 -3.3269 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.6473 0.4827 -2.8550 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.0001 -0.9742 -1.8285 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.0006 2.3556 -2.3381 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.9834 2.8941 -1.0580 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.7517 2.6136 -0.7678 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.7418 -0.9163 0.1556 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.0754 -0.1829 1.9689 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.9379 1.5159 1.5402 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.8467 -0.6685 1.7734 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.1793 0.6571 3.0466 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.4699 2.8499 1.2611 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.4253 2.7454 2.6396 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.8403 3.4019 0.9899 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.8199 -0.3035 -0.1891 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.0950 1.4436 -2.0159 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.0397 2.5941 -0.6852 H 0 0 0 0 0 0 0 0 0 0 0 0 1.0403 0.8348 -1.1378 H 0 0 0 0 0 0 0 0 0 0 0 0 2.4771 0.3337 0.3607 H 0 0 0 0 0 0 0 0 0 0 0 0 2.2250 -1.8376 0.6134 H 0 0 0 0 0 0 0 0 0 0 0 0 0.9479 -1.7787 1.7590 H 0 0 0 0 0 0 0 0 0 0 0 0 2.6421 -3.7172 2.0980 H 0 0 0 0 0 0 0 0 0 0 0 0 1.4387 -3.0353 3.2787 H 0 0 0 0 0 0 0 0 0 0 0 0 3.1826 -3.4081 3.8022 H 0 0 0 0 0 0 0 0 0 0 0 0 4.3282 -1.3647 0.9200 H 0 0 0 0 0 0 0 0 0 0 0 0 5.0311 -1.4065 2.5812 H 0 0 0 0 0 0 0 0 0 0 0 0 4.5193 -2.9675 1.7995 H 0 0 0 0 0 0 0 0 0 0 0 0 3.8527 -1.0729 4.4078 H 0 0 0 0 0 0 0 0 0 0 0 0 2.0813 -1.1724 4.3931 H 0 0 0 0 0 0 0 0 0 0 0 0 3.9913 0.9821 3.7108 H 0 0 0 0 0 0 0 0 0 0 0 0 2.4026 1.0505 4.4246 H 0 0 0 0 0 0 0 0 0 0 0 0 1.7246 2.6390 3.6583 H 0 0 0 0 0 0 0 0 0 0 0 0 1.6627 3.2291 2.0259 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.3710 1.9957 3.7658 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.4906 3.0919 2.4181 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.1551 -1.0933 2.5149 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.3979 0.3092 3.6906 H 0 0 0 0 0 0 0 0 0 0 0 0 0.2093 -0.2150 3.3816 H 0 0 0 0 0 0 0 0 0 0 0 0 5.6152 2.8055 0.5753 H 0 0 0 0 0 0 0 0 0 0 0 0 6.5413 2.2121 2.9627 H 0 0 0 0 0 0 0 0 0 0 0 0 8.8508 1.3922 2.6775 H 0 0 0 0 0 0 0 0 0 0 0 0 8.4974 -0.6382 0.7077 H 0 0 0 0 0 0 0 0 0 0 0 0 7.9960 1.8388 -0.9188 H 0 0 0 0 0 0 0 0 0 0 0 0 7.1125 -1.0692 -1.0362 H 0 0 0 0 0 0 0 0 0 0 0 0 6.7952 0.1966 -2.2063 H 0 0 0 0 0 0 0 0 0 0 0 0 10.3270 -1.0876 -1.0280 H 0 0 0 0 0 0 0 0 0 0 0 0 10.1263 -1.6696 -3.9947 H 0 0 0 0 0 0 0 0 0 0 0 0 11.8270 -2.8912 -1.7417 H 0 0 0 0 0 0 0 0 0 0 0 0 12.7087 -0.8388 -3.8186 H 0 0 0 0 0 0 0 0 0 0 0 0 11.9595 -0.5500 -0.8642 H 0 0 0 0 0 0 0 0 0 0 0 0 13.2328 1.5027 -2.7995 H 0 0 0 0 0 0 0 0 0 0 0 0 12.6613 1.7943 -1.1346 H 0 0 0 0 0 0 0 0 0 0 0 0 16.3491 -0.9477 -0.1776 H 0 0 0 0 0 0 0 0 0 0 0 0 15.7989 -0.6818 1.5164 H 0 0 0 0 0 0 0 0 0 0 0 0 16.5417 0.6472 0.5697 H 0 0 0 0 0 0 0 0 0 0 0 0 13.9017 -2.4175 -1.7053 H 0 0 0 0 0 0 0 0 0 0 0 0 12.6146 -2.8182 -4.3977 H 0 0 0 0 0 0 0 0 0 0 0 0 9.6621 -3.3948 -1.7530 H 0 0 0 0 0 0 0 0 0 0 0 0 10.4236 0.2688 1.0482 H 0 0 0 0 0 0 0 0 0 0 0 0 7.5110 -0.9183 2.2090 H 0 0 0 0 0 0 0 0 0 0 0 0 8.5441 3.1830 1.3716 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.9426 -0.0532 1.2156 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.6972 0.1430 -0.3711 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.6069 1.4476 0.1662 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.7699 -1.8773 1.1049 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.1302 -2.4741 -0.5160 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.5002 -2.9760 0.3234 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.2563 2.5782 -5.6363 H 0 0 0 0 0 0 0 0 0 0 0 0 -11.5833 1.2597 -3.3721 H 0 0 0 0 0 0 0 0 0 0 0 0 -13.4353 -0.8654 -1.7100 H 0 0 0 0 0 0 0 0 0 0 0 0 -13.8402 -2.5599 -0.0446 H 0 0 0 0 0 0 0 0 0 0 0 0 -13.2127 -1.0053 3.1512 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 2 3 1 0 3 4 1 0 4 5 1 0 5 6 1 0 6 7 1 0 6 8 1 0 8 9 1 0 9 10 1 0 10 11 1 0 11 12 1 0 12 13 1 0 13 14 1 0 14 15 1 0 15 16 1 0 16 17 1 0 17 18 1 0 18 19 1 0 19 20 1 6 19 21 1 0 21 22 1 0 22 23 1 0 23 24 1 0 24 25 1 6 24 26 1 0 26 27 1 0 27 28 1 0 28 29 2 0 29 30 1 0 30 31 1 0 31 32 1 0 32 33 1 0 32 34 1 0 32 35 1 0 35 36 1 0 36 37 1 0 37 38 1 0 38 39 1 0 39 40 1 0 40 41 1 1 37 42 1 6 42 43 2 0 42 44 1 0 44 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 1 0 51 52 1 0 52 53 1 0 53 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 2 0 59 61 1 0 56 62 1 0 55 63 1 0 54 64 1 0 53 65 1 0 49 66 1 0 48 67 1 0 47 68 1 0 46 69 1 0 21 70 1 0 70 71 1 1 70 72 1 0 72 73 1 0 11 74 1 0 10 75 1 0 5 76 1 0 4 77 1 0 3 78 1 0 7 2 1 0 14 9 1 0 70 16 1 0 26 19 1 0 40 29 1 0 66 45 1 0 40 24 1 0 62 52 1 0 37 30 1 0 1 79 1 0 1 80 1 0 1 81 1 0 2 82 1 1 3 83 1 6 4 84 1 1 5 85 1 6 6 86 1 1 9 87 1 1 10 88 1 6 11 89 1 6 12 90 1 0 12 91 1 0 14 92 1 6 16 93 1 6 17 94 1 0 17 95 1 0 18 96 1 0 18 97 1 0 20 98 1 0 20 99 1 0 20100 1 0 21101 1 1 22102 1 0 22103 1 0 23104 1 0 23105 1 0 25106 1 0 25107 1 0 25108 1 0 26109 1 1 27110 1 0 27111 1 0 28112 1 0 30113 1 6 31114 1 0 31115 1 0 33116 1 0 33117 1 0 33118 1 0 34119 1 0 34120 1 0 34121 1 0 35122 1 0 35123 1 0 36124 1 0 36125 1 0 38126 1 0 38127 1 0 39128 1 0 39129 1 0 41130 1 0 41131 1 0 41132 1 0 45133 1 6 46134 1 1 47135 1 1 48136 1 1 49137 1 6 50138 1 0 50139 1 0 52140 1 1 53141 1 6 54142 1 1 55143 1 6 56144 1 1 57145 1 0 57146 1 0 61147 1 0 61148 1 0 61149 1 0 63150 1 0 64151 1 0 65152 1 0 67153 1 0 68154 1 0 69155 1 0 71156 1 0 71157 1 0 71158 1 0 72159 1 0 72160 1 0 73161 1 0 74162 1 0 75163 1 0 76164 1 0 77165 1 0 78166 1 0 M END

Standard InCHIKey	WHBOJASDMBSUJJ-DRGANMMISA-N
Standard InCHI	InChI=1S/C55H88O23/c1-24-34(59)38(63)42(67)46(73-24)77-44-35(60)28(58)20-71-48(44)76-33-12-13-51(5)31(52(33,6)23-56)11-14-54(8)32(51)10-9-26-27-19-50(3,4)15-17-55(27,18-16-53(26,54)7)49(69)78-47-43(68)40(65)37(62)30(75-47)22-72-45-41(66)39(64)36(61)29(74-45)21-70-25(2)57/h9,24,27-48,56,58-68H,10-23H2,1-8H3/t24-,27-,28-,29+,30+,31+,32+,33-,34-,35-,36+,37+,38+,39-,40-,41+,42+,43+,44+,45+,46-,47-,48-,51-,52-,53+,54+,55-/m0/s1
SMILES	C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]1[C@H]([C@H](CO[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[C@H]3[C@@H]([C@H]([C@@H]([C@@H](COC(=O)C)O3)O)O)O)O2)O)O)O)[C@]1(C)CO)O)O)O)O)O

Calculated Properties

Physi-Chem Properties

Molecular Weight:	1116.57	Volume:	1077.093 ? Van der Waals volume.
Dense:	1.037	LogP:	1.084 ? The logarithm of the n-octanol/water distribution coefficients.
logD7.4:	1.846 ? The logarithm of the n-octanol/water distribution coefficient at pH=7.4.	LogS:	-4.09 ? The logarithm of aqueous solubility value.
Rotatable Bonds:	14.0	Rigid Bonds:	52.0
TPSA:	359.97 ? Topological Polar Surface Area.	H-Bond Acceptor:	23.0
H-Bond Donor:	12.0	Rings:	9.0
Heavy Atoms:	23.0

MedChem Properties

QED Drug-Likeness Score:	0.064	GASA:	1.0 ? GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:	6.87	Fsp³:	0.927
MCE-18:	195.585 ? 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:	0.828	Fluc inhibitor:	0.0 ? The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:	0.008 ? 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:	0.183	Promiscuous compounds:	0.108

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:	-6.428	MDCK Permeability:	-5.117
Pgp-inhibitor:	0.0	Pgp-substrate:	0.617
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):	0.708
20% Bioavailability (F20%):	0.919	30% Bioavailability (F30%):	0.998
50% Bioavailability (F50%):	1.0

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.086	MRP1:	0.005
Plasma Protein Binding (PPB):	65.99%	Volume Distribution (VD):	-0.329
Fu:	18.322% ? The fraction unbound in plasms.	OATP1B1 inhibitor:	1.0
OATP1B3 inhibitor:	0.994	BCRP inhibitor:	0.014
BSEP inhibitor:	0.001

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:	0.256
CYP2B6-substrate:	0.0	CYP2C8-inhibitor:	0.999
HLM stability:	0.085 ? 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):

-0.328

Half-life (T1/2):

3.057

ADMET: Toxicity

hERG Blockers:	0.001	hERG Blockers (10um):	0.016
Human Hepatotoxicity (H-HT):	0.488	Drug-induced Liver Injury (DILI):	0.791
AMES Toxicity:	0.932	Rat Oral Acute Toxicity:	0.002
Maximum Recommended Daily Dose:	0.0	Skin Sensitization:	1.0
Carcinogencity:	0.015	Eye Corrosion:	0.0
Eye Irritation:	0.0	Respiratory Toxicity:	0.0
Drug-induced Neurotoxicity:	0.0	Ototoxicity:	0.998
Hematotoxicity:	0.49	Drug-induced Nephrotoxicity:	0.998
Genotoxicity:	0.083	RPMI-8226 Immunitoxicity:	0.319
A549 Cytotoxicity:	0.658	Hek293 Cytotoxicity:	0.089
BCF:	1.234 ? 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:	3.918 ? 48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:	5.856 ? 48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].	LC50FM:	4.951 ? 96 hour fathead minnow LC50. The unit of LC50FM is -log10[(mg/L)/(1000*MW)].

Species Source

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

Note for Reference:
In addition to directly collecting NP source organism data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated them from below databases:
☉ UNPD: Universal Natural Products Database [PMID: 23638153].
☉ StreptomeDB: a database of streptomycetes natural products [PMID: 33051671].
☉ TM-MC: a database of medicinal materials and chemical compounds in Northeast Asian traditional medicine [PMID: 26156871].
☉ TCM@Taiwan: a Traditional Chinese Medicine database [PMID: 21253603].
☉ TCMID: a Traditional Chinese Medicine database [PMID: 29106634].
☉ TCMSP: The traditional Chinese medicine systems pharmacology database and analysis platform [PMID: 24735618].
☉ HerDing: a herb recommendation system to treat diseases using genes and chemicals [PMID: 26980517].
☉ MetaboLights: a metabolomics database [PMID: 27010336].
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].

NP Quantity Composition/Concentration

Organism ID	Organism Name	Organism Material Preparation	Organism Part	NP Quantity (Standard)	NP Quantity (Minimum)	NP Quantity (Maximum)	Quantity Unit	Reference

Note for Reference:
In addition to directly collecting NP quantitative data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated NP quantitative records for specific NP domains (e.g., NPS from foods or herbs) from domain-specific databases. These databases include:
☉ DUKE: Dr. Duke's Phytochemical and Ethnobotanical Databases.
☉ PHENOL EXPLORER: is the first comprehensive database on polyphenol content in foods [PMID: 24103452], its homepage can be accessed at here.
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].

Biological Activity

Molecular-level activity

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference

In vitro activity

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference

In vivo activity

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference

Experimental ADME

Experiment Model	Experiment Tissue	ADME Type	ADME Relation	ADME Value	ADME Unit	Reference

Experimental Toxicity

Quantitative toxicity

Experiment Model	Experiment Organism	Toxicity Type	Toxicity Relation	Toxicity Value	Toxicity Unit	Reference

Common Abbreviations:
LC: Lethal Concentration; LD: Lethal Dose; LT:Lethal Time; NOAEL: No-observed-adverse-effect Level; BMDL: Benchmark Dose Lower Confidence Limit; BMD: Benchmark Dose; BMC:Benchmark Concentration; LOAEL: Lowest Observed Adverse Effect Level; RfD:Reference Dose; RfC:Reference Concentration; MRL: Minimal Risk Level; MEG: Maximum Exposure Guideline; PAC: Protective Action Criteria

Categorical toxicity labels

Hepatotoxicity	Carcinogenicity	Mutagenicity	Cardiotoxicity	Respiratory Toxicity	Eye Irritation	Endocrine Disruption

Note for Reference:
In addition to directly collecting NP quantitative data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated NP toxicity records from domain-specific databases. These databases include:
☉ ToxValDB: a curated database that compiles quantitative toxicity values for chemicals from diverse public sources to support toxicological research and risk assessment.
☉ TOXRIC: a comprehensive, free-to-access, online database providing toxicological/feature data. The toxicity labels are retrieved from this database. [PMID: 36400569]

Chemically structural similarity

Similar Active Natural Products in NPASS

Top-200 similar NPs were calculated against the active-NP-set (includes approximately 50,000 NPs with experimentally-derived bioactivity available in NPASS)

Similarity is measured using the Tanimoto coefficient (Tc) , which compares the binary fingerprints of two molecules. Tc is calculated as the intersection divided by the union of '1' bits in the fingerprints, ranging from 0 to 1, with 1 indicating highest similarity.

● The left chart: Distribution of similarity level between NPC138453 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	22685
0.1-0.2	22754
0.2-0.3	3143
0.3-0.4	716
0.4-0.5	323
0.5-0.6	113
0.6-0.7	55
0.7-0.8	0
0.8-0.85	3
0.85-0.9	3
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Natural Product ID
0.8725	High Similarity	NPC76972
0.8725	High Similarity	NPC469782
0.8725	High Similarity	NPC204414
0.802	Intermediate Similarity	NPC63159
0.8019	Intermediate Similarity	NPC60557
0.8019	Intermediate Similarity	NPC67857
0.7876	Intermediate Similarity	NPC202828
0.7876	Intermediate Similarity	NPC119592
0.7807	Intermediate Similarity	NPC298034
0.7807	Intermediate Similarity	NPC71065
0.7798	Intermediate Similarity	NPC135904
0.7723	Intermediate Similarity	NPC112352
0.7642	Intermediate Similarity	NPC241909
0.7636	Intermediate Similarity	NPC155410
0.7632	Intermediate Similarity	NPC293330
0.7615	Intermediate Similarity	NPC79643
0.7525	Intermediate Similarity	NPC295371
0.7411	Intermediate Similarity	NPC100639
0.7321	Intermediate Similarity	NPC123199
0.7265	Intermediate Similarity	NPC236638
0.7265	Intermediate Similarity	NPC294453
0.7265	Intermediate Similarity	NPC305981
0.7203	Intermediate Similarity	NPC261506
0.7203	Intermediate Similarity	NPC4328
0.7179	Intermediate Similarity	NPC65105
0.7143	Intermediate Similarity	NPC192600
0.7103	Intermediate Similarity	NPC475504
0.7094	Intermediate Similarity	NPC41061
0.7094	Intermediate Similarity	NPC227551
0.7	Intermediate Similarity	NPC295823
0.7	Intermediate Similarity	NPC174720
0.7	Intermediate Similarity	NPC475467
0.6961	Remote Similarity	NPC48499
0.693	Remote Similarity	NPC165204
0.6909	Remote Similarity	NPC481079
0.6786	Remote Similarity	NPC481078
0.6759	Remote Similarity	NPC102439
0.6667	Remote Similarity	NPC104071
0.6667	Remote Similarity	NPC258617
0.6667	Remote Similarity	NPC309714
0.6642	Remote Similarity	NPC469775
0.6613	Remote Similarity	NPC250247
0.6612	Remote Similarity	NPC43550
0.6604	Remote Similarity	NPC473373
0.6538	Remote Similarity	NPC29069
0.6525	Remote Similarity	NPC471550
0.6481	Remote Similarity	NPC469946
0.6471	Remote Similarity	NPC488560
0.646	Remote Similarity	NPC218954
0.6455	Remote Similarity	NPC46665
0.6423	Remote Similarity	NPC481081
0.64	Remote Similarity	NPC224381
0.6364	Remote Similarity	NPC160415
0.6306	Remote Similarity	NPC480475
0.6283	Remote Similarity	NPC486563
0.627	Remote Similarity	NPC220160
0.6268	Remote Similarity	NPC469774
0.6261	Remote Similarity	NPC187618
0.625	Remote Similarity	NPC475160
0.625	Remote Similarity	NPC470218
0.625	Remote Similarity	NPC473714
0.623	Remote Similarity	NPC57484
0.6207	Remote Similarity	NPC31838
0.6204	Remote Similarity	NPC174679
0.6204	Remote Similarity	NPC279554
0.6202	Remote Similarity	NPC480422
0.6195	Remote Similarity	NPC222580
0.6195	Remote Similarity	NPC297263
0.6182	Remote Similarity	NPC473343
0.6179	Remote Similarity	NPC110633
0.6179	Remote Similarity	NPC480418
0.6174	Remote Similarity	NPC301449
0.6174	Remote Similarity	NPC486564
0.6174	Remote Similarity	NPC601290
0.617	Remote Similarity	NPC469776
0.6167	Remote Similarity	NPC480419
0.6161	Remote Similarity	NPC251768
0.6148	Remote Similarity	NPC481080
0.6138	Remote Similarity	NPC100925
0.6083	Remote Similarity	NPC475899
0.6054	Remote Similarity	NPC469777
0.605	Remote Similarity	NPC475287
0.605	Remote Similarity	NPC313110
0.6047	Remote Similarity	NPC480417
0.6018	Remote Similarity	NPC164389
0.6018	Remote Similarity	NPC488526
0.6	Remote Similarity	NPC150400
0.5968	Remote Similarity	NPC476068
0.5946	Remote Similarity	NPC473884
0.5938	Remote Similarity	NPC70809
0.5933	Remote Similarity	NPC469772
0.5932	Remote Similarity	NPC187290
0.5877	Remote Similarity	NPC473459
0.5856	Remote Similarity	NPC173583
0.5855	Remote Similarity	NPC469773
0.5847	Remote Similarity	NPC96641
0.5847	Remote Similarity	NPC163183
0.5847	Remote Similarity	NPC480474
0.5841	Remote Similarity	NPC192791
0.5826	Remote Similarity	NPC475591
0.5826	Remote Similarity	NPC236870
0.5822	Remote Similarity	NPC32723
0.5804	Remote Similarity	NPC39211
0.5794	Remote Similarity	NPC473452
0.5782	Remote Similarity	NPC481323
0.5782	Remote Similarity	NPC469778
0.5766	Remote Similarity	NPC139894
0.5714	Remote Similarity	NPC480473
0.5714	Remote Similarity	NPC21691
0.5714	Remote Similarity	NPC80986
0.5705	Remote Similarity	NPC135334
0.5701	Remote Similarity	NPC256798
0.569	Remote Similarity	NPC148417
0.569	Remote Similarity	NPC235438
0.5688	Remote Similarity	NPC90856
0.5688	Remote Similarity	NPC214484
0.5678	Remote Similarity	NPC114484
0.5673	Remote Similarity	NPC237503
0.5667	Remote Similarity	NPC481324
0.5659	Remote Similarity	NPC136768
0.5652	Remote Similarity	NPC109588
0.5645	Remote Similarity	NPC475209
0.5645	Remote Similarity	NPC309907
0.5641	Remote Similarity	NPC488517
0.5631	Remote Similarity	NPC167383
0.5625	Remote Similarity	NPC235405
0.5625	Remote Similarity	NPC56713
0.5625	Remote Similarity	NPC475516
0.5625	Remote Similarity	NPC59804
0.5603	Remote Similarity	NPC10607
0.5603	Remote Similarity	NPC101744
0.5603	Remote Similarity	NPC173859
0.5603	Remote Similarity	NPC148603
0.56	Remote Similarity	NPC283417
0.56	Remote Similarity	NPC200049
0.56	Remote Similarity	NPC191827
0.5586	Remote Similarity	NPC475208
0.5575	Remote Similarity	NPC249848
0.5575	Remote Similarity	NPC480420
0.5575	Remote Similarity	NPC107966
0.5571	Remote Similarity	NPC472268
0.5564	Remote Similarity	NPC102505
0.5564	Remote Similarity	NPC488514
0.5556	Remote Similarity	NPC139044
0.5556	Remote Similarity	NPC471383
0.5546	Remote Similarity	NPC104372
0.5545	Remote Similarity	NPC189884
0.5545	Remote Similarity	NPC138334
0.5519	Remote Similarity	NPC295941
0.55	Remote Similarity	NPC297950
0.5478	Remote Similarity	NPC161674
0.547	Remote Similarity	NPC305267
0.547	Remote Similarity	NPC232237
0.5462	Remote Similarity	NPC161717
0.5462	Remote Similarity	NPC134835
0.5431	Remote Similarity	NPC223301
0.5431	Remote Similarity	NPC171544
0.5426	Remote Similarity	NPC13998
0.5424	Remote Similarity	NPC105800
0.5424	Remote Similarity	NPC162574
0.5417	Remote Similarity	NPC236657
0.5417	Remote Similarity	NPC276093
0.5397	Remote Similarity	NPC219180
0.5391	Remote Similarity	NPC4749
0.5391	Remote Similarity	NPC157868
0.5385	Remote Similarity	NPC30735
0.5379	Remote Similarity	NPC309223
0.5378	Remote Similarity	NPC131469
0.5364	Remote Similarity	NPC209894
0.5345	Remote Similarity	NPC263756
0.5345	Remote Similarity	NPC471547
0.5339	Remote Similarity	NPC473401
0.5339	Remote Similarity	NPC159309
0.5339	Remote Similarity	NPC104400
0.5339	Remote Similarity	NPC10320
0.5339	Remote Similarity	NPC86222
0.5333	Remote Similarity	NPC95437
0.5328	Remote Similarity	NPC120116
0.5308	Remote Similarity	NPC286457
0.5299	Remote Similarity	NPC242840
0.5294	Remote Similarity	NPC68175
0.5289	Remote Similarity	NPC114692
0.5289	Remote Similarity	NPC73318
0.5286	Remote Similarity	NPC489208
0.5285	Remote Similarity	NPC104137
0.5285	Remote Similarity	NPC26626
0.5259	Remote Similarity	NPC470512
0.5254	Remote Similarity	NPC471548
0.525	Remote Similarity	NPC609763
0.5242	Remote Similarity	NPC75287
0.5242	Remote Similarity	NPC470915
0.5238	Remote Similarity	NPC123522
0.5234	Remote Similarity	NPC480423
0.5214	Remote Similarity	NPC76497
0.5214	Remote Similarity	NPC213674
0.5214	Remote Similarity	NPC475368
0.521	Remote Similarity	NPC40775
0.521	Remote Similarity	NPC11551
0.5207	Remote Similarity	NPC64715
0.5203	Remote Similarity	NPC481030

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC138453 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	7428
0.1-0.2	1675
0.2-0.3	43
0.3-0.4	4
0.4-0.5	0
0.5-0.6	0
0.6-0.7	0
0.7-0.8	0
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
		NPD

Bioactivity similarity

Similar Natural Products in NPASS

Similarity level is defined by Bioactivity similarity was calculated based on bioactivity descriptors of compounds. The bioactivity descriptors were calculated by a recently developed AI algorithm Chemical Checker (CC) [Nature Biotechnology, 38:1087–1096, 2020; Nature Communications, 12:3932, 2021], which evaluated bioactivity similarities at five levels:
☉ A: chemistry similarity;
☉ B: biological targets similarity;
☉ C: networks similarity;
☉ D: cell-based bioactivity similarity;
☉ E: similarity based on clinical data.
Those 5 categories of CC bioactivity descriptors were calculated and then subjected to manifold projection using UMAP algorithm, to project all NPs on a 2-Dimensional space. The current NP was highlighted with a small circle in the 2-D map. Below figures: left-to-right, A-to-E.

A: chemistry similarity

B: biological targets similarity

C: networks similarity

D: cell-based bioactivity similarity

E: similarity based on clinical data