NPASS Compound

Natural Product: NPC63159

Natural Product ID	NPC63159
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	FNNMEJXCIARVCO-WGCVIKQWSA-N
IUPAC Name	n.a.
Synonyms
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	n.a.
PubChem CID	101623720
Chemical Classification	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000259] Prenol lipids [CHEMONTID:0002049] Terpene glycosides [CHEMONTID:0001580] Triterpene glycosides [CHEMONTID:0002358] Triterpene saponins

The Chemical Classification was calculated by Classyfire, a software for chemical taxonomy calculation. Reference: DOI:10.1186/s13321-016-0174-y.

Chemical Representations

RDKit 3D 161169 0 0 0 0 0 0 0 0999 V2000 -0.6609 -3.7965 3.2644 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0836 -3.5196 2.8093 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9538 -4.2978 3.8236 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3425 -4.1070 1.4813 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0213 -3.3040 0.4660 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9902 -1.8092 0.5266 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.6003 -1.2038 -0.7947 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4330 -0.2796 -0.7823 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3112 -0.8584 0.0101 C 0 0 2 0 0 0 0 0 0 0 0 0 0.0717 -2.1826 -0.5409 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8436 -0.9233 1.4344 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0719 -0.6305 2.4667 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3542 -0.2154 2.3557 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8372 -0.4827 0.9765 C 0 0 2 0 0 0 0 0 0 0 0 0 3.3002 -0.1585 0.7703 C 0 0 1 0 0 0 0 0 0 0 0 0 3.6842 1.2066 1.2699 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0367 -1.1684 1.6255 C 0 0 0 0 0 0 0 0 0 0 0 0 4.9382 -2.0868 0.8809 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8508 -1.3306 -0.0965 C 0 0 1 0 0 0 0 0 0 0 0 0 5.0671 -0.4958 -1.0297 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0954 -1.2908 -2.3599 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6932 0.8282 -1.3445 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6130 -0.3999 -0.6582 C 0 0 2 0 0 0 0 0 0 0 0 0 2.8486 0.5327 -1.5179 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3575 0.2754 -1.3717 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8817 0.1180 0.0083 C 0 0 1 0 0 0 0 0 0 0 0 0 0.2828 1.4446 0.4976 C 0 0 0 0 0 0 0 0 0 0 0 0 6.6715 -0.5659 0.7174 O 0 0 0 0 0 0 0 0 0 0 0 0 7.9537 -1.0889 0.8054 C 0 0 1 0 0 0 0 0 0 0 0 0 8.9975 -0.0557 0.6904 C 0 0 1 0 0 0 0 0 0 0 0 0 10.2695 -0.5854 1.4153 C 0 0 2 0 0 0 0 0 0 0 0 0 10.2742 -2.0889 1.1613 C 0 0 2 0 0 0 0 0 0 0 0 0 9.1003 -2.6453 1.9653 C 0 0 0 0 0 0 0 0 0 0 0 0 8.1201 -1.6371 2.1246 O 0 0 0 0 0 0 0 0 0 0 0 0 11.4706 -2.6503 1.5499 O 0 0 0 0 0 0 0 0 0 0 0 0 10.0475 -0.4097 2.7718 O 0 0 0 0 0 0 0 0 0 0 0 0 9.3545 0.3926 -0.5531 O 0 0 0 0 0 0 0 0 0 0 0 0 9.3655 1.8014 -0.6273 C 0 0 1 0 0 0 0 0 0 0 0 0 10.7918 2.2989 -0.6957 C 0 0 1 0 0 0 0 0 0 0 0 0 11.0430 3.3928 -1.6605 C 0 0 2 0 0 0 0 0 0 0 0 0 10.1332 3.4619 -2.8338 C 0 0 1 0 0 0 0 0 0 0 0 0 8.9790 2.5251 -2.7972 C 0 0 1 0 0 0 0 0 0 0 0 0 9.1787 1.2591 -3.6066 C 0 0 0 0 0 0 0 0 0 0 0 0 10.0679 0.3686 -3.0758 O 0 0 0 0 0 0 0 0 0 0 0 0 8.5140 2.3318 -1.5309 O 0 0 0 0 0 0 0 0 0 0 0 0 9.6414 4.7686 -3.0414 O 0 0 0 0 0 0 0 0 0 0 0 0 12.4007 3.4078 -2.0459 O 0 0 0 0 0 0 0 0 0 0 0 0 11.2274 2.6258 0.6069 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.2429 -1.2603 1.6875 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.4766 -2.0947 2.9081 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4362 -1.4131 0.7456 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.3503 -2.2428 0.9194 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.8015 -0.0677 0.7590 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.1267 0.3403 0.9637 C 0 0 1 0 0 0 0 0 0 0 0 0 -6.2280 1.2888 2.0957 C 0 0 1 0 0 0 0 0 0 0 0 0 -7.5862 1.9391 2.2225 C 0 0 2 0 0 0 0 0 0 0 0 0 -8.1888 2.2263 0.8664 C 0 0 1 0 0 0 0 0 0 0 0 0 -8.0236 0.9860 0.0180 C 0 0 1 0 0 0 0 0 0 0 0 0 -8.8621 1.0341 -1.2134 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.1827 1.1072 -0.8374 O 0 0 0 0 0 0 0 0 0 0 0 0 -11.0811 1.1338 -1.9059 C 0 0 1 0 0 0 0 0 0 0 0 0 -12.0229 -0.0343 -1.8738 C 0 0 1 0 0 0 0 0 0 0 0 0 -13.2876 0.2319 -1.0687 C 0 0 2 0 0 0 0 0 0 0 0 0 -13.9587 1.5075 -1.5349 C 0 0 1 0 0 0 0 0 0 0 0 0 -13.0302 2.3016 -2.4362 C 0 0 1 0 0 0 0 0 0 0 0 0 -13.4990 3.7552 -2.5431 C 0 0 0 0 0 0 0 0 0 0 0 0 -13.5987 4.3500 -1.2780 O 0 0 0 0 0 0 0 0 0 0 0 0 -11.7970 2.3079 -1.8370 O 0 0 0 0 0 0 0 0 0 0 0 0 -15.1694 1.2034 -2.1383 O 0 0 0 0 0 0 0 0 0 0 0 0 -12.9541 0.2818 0.2694 O 0 0 0 0 0 0 0 0 0 0 0 0 -12.4246 -0.3372 -3.1763 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.6466 0.8835 -0.2340 O 0 0 0 0 0 0 0 0 0 0 0 0 -9.5485 2.4807 1.0257 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.4586 3.1427 2.9120 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.0325 0.5724 3.2972 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.4488 -3.4270 4.2752 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.5868 -4.9239 3.3226 H 0 0 0 0 0 0 0 0 0 0 0 0 0.0961 -3.5160 2.5152 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.9902 -4.1706 3.5213 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.7083 -3.9890 4.8491 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.6722 -5.3767 3.6396 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.9235 -5.0868 1.5622 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.3502 -4.4940 1.0783 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5474 -3.5889 -0.5424 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.0905 -3.6712 0.3844 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5227 -2.0419 -1.5310 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.4564 -0.5895 -1.2314 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7958 0.7014 -0.4096 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.1532 -0.0986 -1.8444 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.6014 -2.5457 -1.3780 H 0 0 0 0 0 0 0 0 0 0 0 0 0.1476 -2.9709 0.2315 H 0 0 0 0 0 0 0 0 0 0 0 0 1.0799 -2.2141 -1.0453 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.4348 -0.6683 3.5112 H 0 0 0 0 0 0 0 0 0 0 0 0 1.9221 -0.7075 3.1667 H 0 0 0 0 0 0 0 0 0 0 0 0 1.3432 0.8693 2.6219 H 0 0 0 0 0 0 0 0 0 0 0 0 1.7996 -1.6113 0.8577 H 0 0 0 0 0 0 0 0 0 0 0 0 3.3728 2.0500 0.6669 H 0 0 0 0 0 0 0 0 0 0 0 0 4.7818 1.2954 1.4376 H 0 0 0 0 0 0 0 0 0 0 0 0 3.2511 1.3359 2.2834 H 0 0 0 0 0 0 0 0 0 0 0 0 4.6925 -0.6361 2.3796 H 0 0 0 0 0 0 0 0 0 0 0 0 3.3581 -1.7761 2.2655 H 0 0 0 0 0 0 0 0 0 0 0 0 5.5643 -2.7257 1.5233 H 0 0 0 0 0 0 0 0 0 0 0 0 4.3080 -2.7683 0.2762 H 0 0 0 0 0 0 0 0 0 0 0 0 6.4661 -2.1262 -0.5544 H 0 0 0 0 0 0 0 0 0 0 0 0 6.1288 -1.3819 -2.7285 H 0 0 0 0 0 0 0 0 0 0 0 0 4.3656 -0.9518 -3.0807 H 0 0 0 0 0 0 0 0 0 0 0 0 4.7806 -2.3295 -2.0409 H 0 0 0 0 0 0 0 0 0 0 0 0 6.5068 0.6238 -2.1103 H 0 0 0 0 0 0 0 0 0 0 0 0 6.1850 1.3195 -0.4880 H 0 0 0 0 0 0 0 0 0 0 0 0 4.9598 1.4768 -1.8717 H 0 0 0 0 0 0 0 0 0 0 0 0 3.2174 -1.4405 -0.8753 H 0 0 0 0 0 0 0 0 0 0 0 0 3.0458 0.4708 -2.6068 H 0 0 0 0 0 0 0 0 0 0 0 0 3.0405 1.6256 -1.2803 H 0 0 0 0 0 0 0 0 0 0 0 0 1.0697 -0.5148 -2.0720 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8837 1.2111 -1.8074 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.6069 1.3096 1.1149 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.0040 2.0184 -0.4283 H 0 0 0 0 0 0 0 0 0 0 0 0 1.0040 2.0711 1.0215 H 0 0 0 0 0 0 0 0 0 0 0 0 8.0848 -1.9351 0.1335 H 0 0 0 0 0 0 0 0 0 0 0 0 8.7225 0.8280 1.3359 H 0 0 0 0 0 0 0 0 0 0 0 0 11.1626 -0.0714 1.0758 H 0 0 0 0 0 0 0 0 0 0 0 0 10.1079 -2.2315 0.0769 H 0 0 0 0 0 0 0 0 0 0 0 0 8.6405 -3.4363 1.3469 H 0 0 0 0 0 0 0 0 0 0 0 0 9.4171 -3.0682 2.9189 H 0 0 0 0 0 0 0 0 0 0 0 0 11.2713 -3.5989 1.8227 H 0 0 0 0 0 0 0 0 0 0 0 0 9.6165 0.4482 2.9854 H 0 0 0 0 0 0 0 0 0 0 0 0 9.0058 2.1435 0.3932 H 0 0 0 0 0 0 0 0 0 0 0 0 11.4301 1.4298 -0.9787 H 0 0 0 0 0 0 0 0 0 0 0 0 10.9135 4.3619 -1.0922 H 0 0 0 0 0 0 0 0 0 0 0 0 10.7405 3.2359 -3.7521 H 0 0 0 0 0 0 0 0 0 0 0 0 8.1202 3.0450 -3.3445 H 0 0 0 0 0 0 0 0 0 0 0 0 8.1781 0.8135 -3.8553 H 0 0 0 0 0 0 0 0 0 0 0 0 9.5914 1.5527 -4.6166 H 0 0 0 0 0 0 0 0 0 0 0 0 9.9207 -0.5117 -3.4759 H 0 0 0 0 0 0 0 0 0 0 0 0 9.1188 5.0267 -2.2215 H 0 0 0 0 0 0 0 0 0 0 0 0 12.5070 4.1876 -2.6482 H 0 0 0 0 0 0 0 0 0 0 0 0 10.4810 2.5910 1.2538 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.7375 -0.2557 1.9466 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.1441 -1.6236 3.8587 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.6171 -2.1042 3.0302 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.8091 -0.5404 1.1501 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.4276 2.0581 2.0772 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.2676 1.2360 2.7662 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.6613 3.1032 0.4072 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.2977 0.1314 0.6927 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.6288 2.0182 -1.7129 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.6226 0.2646 -1.9491 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.4775 1.1010 -2.8540 H 0 0 0 0 0 0 0 0 0 0 0 0 -11.5688 -0.9366 -1.4101 H 0 0 0 0 0 0 0 0 0 0 0 0 -13.9814 -0.6104 -1.2583 H 0 0 0 0 0 0 0 0 0 0 0 0 -14.1496 2.1249 -0.6359 H 0 0 0 0 0 0 0 0 0 0 0 0 -13.0582 1.8902 -3.4529 H 0 0 0 0 0 0 0 0 0 0 0 0 -12.7765 4.3525 -3.1192 H 0 0 0 0 0 0 0 0 0 0 0 0 -14.5203 3.7734 -2.9932 H 0 0 0 0 0 0 0 0 0 0 0 0 -12.6834 4.4017 -0.8576 H 0 0 0 0 0 0 0 0 0 0 0 0 -15.6294 0.5812 -1.4906 H 0 0 0 0 0 0 0 0 0 0 0 0 -12.8301 -0.6142 0.6640 H 0 0 0 0 0 0 0 0 0 0 0 0 -11.8001 -1.0577 -3.4940 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.7384 3.4329 0.7796 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.3396 3.8547 2.2120 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.9287 0.1763 3.5433 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 2 3 1 0 2 4 1 0 4 5 1 0 5 6 1 0 6 7 1 0 7 8 1 0 8 9 1 0 9 10 1 6 9 11 1 0 11 12 2 0 12 13 1 0 13 14 1 0 14 15 1 0 15 16 1 1 15 17 1 0 17 18 1 0 18 19 1 0 19 20 1 0 20 21 1 0 20 22 1 0 20 23 1 0 23 24 1 0 24 25 1 0 25 26 1 0 26 27 1 1 19 28 1 0 28 29 1 0 29 30 1 0 30 31 1 0 31 32 1 0 32 33 1 0 33 34 1 0 32 35 1 0 31 36 1 0 30 37 1 0 37 38 1 0 38 39 1 0 39 40 1 0 40 41 1 0 41 42 1 0 42 43 1 0 43 44 1 0 42 45 1 0 41 46 1 0 40 47 1 0 39 48 1 0 11 49 1 0 49 50 1 0 6 51 1 1 51 52 2 0 51 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 1 0 60 61 1 0 61 62 1 0 62 63 1 0 63 64 1 0 64 65 1 0 65 66 1 0 66 67 1 0 65 68 1 0 64 69 1 0 63 70 1 0 62 71 1 0 58 72 1 0 57 73 1 0 56 74 1 0 55 75 1 0 50 2 1 0 72 54 1 0 49 6 1 0 68 61 1 0 26 9 1 0 34 29 1 0 45 38 1 0 26 14 1 0 23 15 1 0 1 76 1 0 1 77 1 0 1 78 1 0 3 79 1 0 3 80 1 0 3 81 1 0 4 82 1 0 4 83 1 0 5 84 1 0 5 85 1 0 7 86 1 0 7 87 1 0 8 88 1 0 8 89 1 0 10 90 1 0 10 91 1 0 10 92 1 0 12 93 1 0 13 94 1 0 13 95 1 0 14 96 1 6 16 97 1 0 16 98 1 0 16 99 1 0 17100 1 0 17101 1 0 18102 1 0 18103 1 0 19104 1 6 21105 1 0 21106 1 0 21107 1 0 22108 1 0 22109 1 0 22110 1 0 23111 1 6 24112 1 0 24113 1 0 25114 1 0 25115 1 0 27116 1 0 27117 1 0 27118 1 0 29119 1 6 30120 1 1 31121 1 6 32122 1 6 33123 1 0 33124 1 0 35125 1 0 36126 1 0 38127 1 1 39128 1 6 40129 1 1 41130 1 6 42131 1 6 43132 1 0 43133 1 0 44134 1 0 46135 1 0 47136 1 0 48137 1 0 49138 1 1 50139 1 0 50140 1 0 54141 1 1 55142 1 6 56143 1 1 57144 1 6 58145 1 1 59146 1 0 59147 1 0 61148 1 6 62149 1 1 63150 1 1 64151 1 1 65152 1 6 66153 1 0 66154 1 0 67155 1 0 69156 1 0 70157 1 0 71158 1 0 73159 1 0 74160 1 0 75161 1 0 M END

Standard InCHIKey	FNNMEJXCIARVCO-WGCVIKQWSA-N
Standard InCHI	InChI=1S/C53H86O22/c1-48(2)14-16-53(47(67)75-45-41(66)38(63)35(60)28(72-45)22-69-43-39(64)36(61)33(58)26(19-54)70-43)17-15-51(6)23(24(53)18-48)8-9-30-50(5)12-11-31(49(3,4)29(50)10-13-52(30,51)7)73-46-42(32(57)25(56)21-68-46)74-44-40(65)37(62)34(59)27(20-55)71-44/h8,24-46,54-66H,9-22H2,1-7H3/t24-,25-,26+,27+,28+,29-,30+,31-,32-,33+,34+,35+,36-,37-,38-,39+,40+,41+,42+,43+,44-,45-,46-,50-,51+,52+,53-/m0/s1
SMILES	CC1(C)CC[C@@]2(CC[C@]3(C)C(=CC[C@@H]4[C@@]5(C)CC[C@@H](C(C)(C)[C@@H]5CC[C@@]34C)O[C@H]3[C@@H]([C@H]([C@H](CO3)O)O)O[C@H]3[C@@H]([C@H]([C@@H]([C@@H](CO)O3)O)O)O)[C@@H]2C1)C(=O)O[C@H]1[C@@H]([C@H]([C@@H]([C@@H](CO[C@H]2[C@@H]([C@H]([C@@H]([C@@H](CO)O2)O)O)O)O1)O)O)O

Calculated Properties

Physi-Chem Properties

Molecular Weight:	1074.56	Volume:	1036.348 ? Van der Waals volume.
Dense:	1.037	LogP:	0.955 ? The logarithm of the n-octanol/water distribution coefficients.
logD7.4:	1.881 ? The logarithm of the n-octanol/water distribution coefficient at pH=7.4.	LogS:	-4.198 ? The logarithm of aqueous solubility value.
Rotatable Bonds:	12.0	Rigid Bonds:	51.0
TPSA:	353.9 ? Topological Polar Surface Area.	H-Bond Acceptor:	22.0
H-Bond Donor:	13.0	Rings:	9.0
Heavy Atoms:	22.0

MedChem Properties

QED Drug-Likeness Score:	0.064	GASA:	1.0 ? GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:	6.709	Fsp³:	0.943
MCE-18:	194.369 ? MCE-18 stands for medicinal chemistry evolution.MCE-18≥45 is considered a suitable value.	Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Rejected	GSK Rule:	Accepted
Golden Triangle Rule:	Accepted	BMS Rule:	1
Chelating Alert:	0	PAINS Alert:	0
Colloidal aggregators:	0.833	Fluc inhibitor:	0.0 ? The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:	0.012 ? 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:	0.216	Promiscuous compounds:	0.06

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:	-6.504	MDCK Permeability:	-5.079
Pgp-inhibitor:	0.0	Pgp-substrate:	0.032
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):	0.961
20% Bioavailability (F20%):	0.461	30% Bioavailability (F30%):	1.0
50% Bioavailability (F50%):	1.0

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.055	MRP1:	0.011
Plasma Protein Binding (PPB):	65.207%	Volume Distribution (VD):	-0.392
Fu:	21.017% ? The fraction unbound in plasms.	OATP1B1 inhibitor:	1.0
OATP1B3 inhibitor:	1.0	BCRP inhibitor:	0.0
BSEP inhibitor:	0.0

ADMET: Metabolism

CYP1A2-inhibitor:	0.0	CYP1A2-substrate:	0.0
CYP2C19-inhibitor:	0.001	CYP2C19-substrate:	0.0
CYP2C9-inhibitor:	0.0	CYP2C9-substrate:	0.0
CYP2D6-inhibitor:	0.0	CYP2D6-substrate:	0.0
CYP3A4-inhibitor:	0.005	CYP3A4-substrate:	0.0
CYP2B6-substrate:	0.0	CYP2C8-inhibitor:	0.307
HLM stability:	0.004 ? 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):

-0.41

Half-life (T1/2):

3.654

ADMET: Toxicity

hERG Blockers:	0.001	hERG Blockers (10um):	0.002
Human Hepatotoxicity (H-HT):	0.755	Drug-induced Liver Injury (DILI):	0.941
AMES Toxicity:	0.99	Rat Oral Acute Toxicity:	0.0
Maximum Recommended Daily Dose:	0.0	Skin Sensitization:	1.0
Carcinogencity:	0.041	Eye Corrosion:	0.0
Eye Irritation:	0.0	Respiratory Toxicity:	0.0
Drug-induced Neurotoxicity:	0.0	Ototoxicity:	1.0
Hematotoxicity:	0.7	Drug-induced Nephrotoxicity:	0.998
Genotoxicity:	0.435	RPMI-8226 Immunitoxicity:	0.284
A549 Cytotoxicity:	0.926	Hek293 Cytotoxicity:	0.382
BCF:	1.583 ? 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:	3.626 ? 48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:	5.093 ? 48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].	LC50FM:	4.272 ? 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]
NPO8622	Stauntonia hexaphylla	Species	Lardizabalaceae	Eukaryota	Fruits	n.a.	n.a.	PMID[31301930]
NPO8622	Stauntonia hexaphylla	Species	Lardizabalaceae	Eukaryota	n.a.	n.a.	n.a.	Database[Article]
NPO8418	Anemone flaccida	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO3699	Acacia aulacocarpa	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO1515	Lonicera japonica	Species	Caprifoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO8622	Stauntonia hexaphylla	Species	Lardizabalaceae	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]
NPO6729	Juniperus brevifolia	Species	Cupressaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO7569	Guatteria boliviana	Species	Annonaceae	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]
NPO8622	Stauntonia hexaphylla	Species	Lardizabalaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO3853	Aspidosperma subincanum	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO1515	Lonicera japonica	Species	Caprifoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO19948	Neolentinus lepideus	Species	Gloeophyllaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO8622	Stauntonia hexaphylla	Species	Lardizabalaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO3853	Aspidosperma subincanum	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO1515	Lonicera japonica	Species	Caprifoliaceae	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[TCM_Taiwan]
NPO1515	Lonicera japonica	Species	Caprifoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO6092	Symphyocladia latiuscula	Species	Rhodomelaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO3597	Rheedia acuminata	Species	Clusiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO471	Ardisia neriifolia	Species	Primulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8622	Stauntonia hexaphylla	Species	Lardizabalaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO3699	Acacia aulacocarpa	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7569	Guatteria boliviana	Species	Annonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5196	Eupatorium argentinum	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5155	Peritassa compta	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8418	Anemone flaccida	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19948	Neolentinus lepideus	Species	Gloeophyllaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO1515	Lonicera japonica	Species	Caprifoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4823	Psiadia dentata	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO6237	Cryptocarya aschersoniana	Species	Lauraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO3853	Aspidosperma subincanum	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO6729	Juniperus brevifolia	Species	Cupressaceae	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	2

Activity Type	# Activity
Cell line	2

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
NPT113	Cell line	RAW264.7	Mus musculus	IC50	>	50000.0	nM	PMID[31301930]
NPT113	Cell line	RAW264.7	Mus musculus	IC50	>	50000.0	nM	PMID[30808589]

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 NPC63159 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	22541
0.1-0.2	22663
0.2-0.3	3192
0.3-0.4	749
0.4-0.5	381
0.5-0.6	55
0.6-0.7	80
0.7-0.8	0
0.8-0.85	7
0.85-0.9	7
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Natural Product ID
0.899	High Similarity	NPC79643
0.8817	High Similarity	NPC112352
0.8812	High Similarity	NPC135904
0.8778	High Similarity	NPC48499
0.8627	High Similarity	NPC123199
0.8515	High Similarity	NPC60557
0.8515	High Similarity	NPC67857
0.8318	Intermediate Similarity	NPC41061
0.8318	Intermediate Similarity	NPC227551
0.8165	Intermediate Similarity	NPC305981
0.8125	Intermediate Similarity	NPC469946
0.8091	Intermediate Similarity	NPC261506
0.8091	Intermediate Similarity	NPC4328
0.8039	Intermediate Similarity	NPC481078
0.7879	Intermediate Similarity	NPC480475
0.7843	Intermediate Similarity	NPC481079
0.7835	Intermediate Similarity	NPC295371
0.781	Intermediate Similarity	NPC76972
0.781	Intermediate Similarity	NPC469782
0.781	Intermediate Similarity	NPC204414
0.7723	Intermediate Similarity	NPC297263
0.7685	Intermediate Similarity	NPC470218
0.7679	Intermediate Similarity	NPC236638
0.7679	Intermediate Similarity	NPC294453
0.7549	Intermediate Similarity	NPC222580
0.7525	Intermediate Similarity	NPC251768
0.7524	Intermediate Similarity	NPC31838
0.7522	Intermediate Similarity	NPC481081
0.75	Intermediate Similarity	NPC301449
0.75	Intermediate Similarity	NPC601290
0.7456	Intermediate Similarity	NPC298034
0.7456	Intermediate Similarity	NPC71065
0.7434	Intermediate Similarity	NPC43550
0.7429	Intermediate Similarity	NPC295823
0.7429	Intermediate Similarity	NPC174720
0.7429	Intermediate Similarity	NPC475467
0.7414	Intermediate Similarity	NPC250247
0.7353	Intermediate Similarity	NPC46665
0.7345	Intermediate Similarity	NPC258617
0.7339	Intermediate Similarity	NPC165204
0.7327	Intermediate Similarity	NPC192791
0.732	Intermediate Similarity	NPC29069
0.7281	Intermediate Similarity	NPC293330
0.7255	Intermediate Similarity	NPC160415
0.7232	Intermediate Similarity	NPC481080
0.7216	Intermediate Similarity	NPC214484
0.7196	Intermediate Similarity	NPC187290
0.7156	Intermediate Similarity	NPC475287
0.7129	Intermediate Similarity	NPC39211
0.7115	Intermediate Similarity	NPC475591
0.7115	Intermediate Similarity	NPC236870
0.7103	Intermediate Similarity	NPC480473
0.7103	Intermediate Similarity	NPC480474
0.71	Intermediate Similarity	NPC475516
0.7094	Intermediate Similarity	NPC70809
0.7069	Intermediate Similarity	NPC202828
0.7069	Intermediate Similarity	NPC119592
0.7054	Intermediate Similarity	NPC475160
0.7054	Intermediate Similarity	NPC100639
0.7054	Intermediate Similarity	NPC473714
0.7048	Intermediate Similarity	NPC475504
0.7041	Intermediate Similarity	NPC90856
0.7019	Intermediate Similarity	NPC10607
0.7018	Intermediate Similarity	NPC57484
0.6944	Remote Similarity	NPC80986
0.6931	Remote Similarity	NPC235405
0.6923	Remote Similarity	NPC309714
0.6891	Remote Similarity	NPC220160
0.6863	Remote Similarity	NPC473373
0.6863	Remote Similarity	NPC249848
0.6863	Remote Similarity	NPC107966
0.6842	Remote Similarity	NPC488560
0.6838	Remote Similarity	NPC65105
0.6827	Remote Similarity	NPC223301
0.6827	Remote Similarity	NPC171544
0.6792	Remote Similarity	NPC235438
0.6789	Remote Similarity	NPC241909
0.6762	Remote Similarity	NPC30735
0.6759	Remote Similarity	NPC104372
0.6724	Remote Similarity	NPC476068
0.6698	Remote Similarity	NPC164389
0.6698	Remote Similarity	NPC488526
0.6698	Remote Similarity	NPC473459
0.6667	Remote Similarity	NPC110633
0.6667	Remote Similarity	NPC155410
0.6635	Remote Similarity	NPC470512
0.6635	Remote Similarity	NPC157868
0.6612	Remote Similarity	NPC224381
0.6609	Remote Similarity	NPC283417
0.6609	Remote Similarity	NPC200049
0.6571	Remote Similarity	NPC263756
0.6566	Remote Similarity	NPC128925
0.6542	Remote Similarity	NPC40775
0.6542	Remote Similarity	NPC159309
0.6542	Remote Similarity	NPC86222
0.6526	Remote Similarity	NPC167383
0.6481	Remote Similarity	NPC148417
0.6449	Remote Similarity	NPC104071
0.6429	Remote Similarity	NPC104137
0.6429	Remote Similarity	NPC26626
0.6415	Remote Similarity	NPC473343
0.6415	Remote Similarity	NPC213674
0.64	Remote Similarity	NPC480422
0.6392	Remote Similarity	NPC237503
0.6389	Remote Similarity	NPC102439
0.6389	Remote Similarity	NPC173859
0.6389	Remote Similarity	NPC148603
0.6387	Remote Similarity	NPC480418
0.6381	Remote Similarity	NPC127056
0.6379	Remote Similarity	NPC480419
0.6373	Remote Similarity	NPC204458
0.6364	Remote Similarity	NPC136768
0.6325	Remote Similarity	NPC191827
0.6311	Remote Similarity	NPC1046
0.6311	Remote Similarity	NPC78046
0.6306	Remote Similarity	NPC281148
0.6306	Remote Similarity	NPC114484
0.6286	Remote Similarity	NPC469778
0.6262	Remote Similarity	NPC161674
0.6239	Remote Similarity	NPC219180
0.6232	Remote Similarity	NPC469776
0.6226	Remote Similarity	NPC150400
0.6218	Remote Similarity	NPC4749
0.6216	Remote Similarity	NPC64715
0.6214	Remote Similarity	NPC32723
0.6207	Remote Similarity	NPC192600
0.6186	Remote Similarity	NPC471550
0.6176	Remote Similarity	NPC209894
0.617	Remote Similarity	NPC481323
0.6167	Remote Similarity	NPC21691
0.6126	Remote Similarity	NPC470514
0.6126	Remote Similarity	NPC470513
0.6111	Remote Similarity	NPC80843
0.6096	Remote Similarity	NPC295941
0.6091	Remote Similarity	NPC305267
0.6091	Remote Similarity	NPC232237
0.6084	Remote Similarity	NPC135334
0.6042	Remote Similarity	NPC481324
0.6036	Remote Similarity	NPC68175
0.6034	Remote Similarity	NPC185466
0.6019	Remote Similarity	NPC473884
0.6	Remote Similarity	NPC109588
0.6	Remote Similarity	NPC207738
0.6	Remote Similarity	NPC117714
0.5984	Remote Similarity	NPC13998
0.5982	Remote Similarity	NPC609763
0.5981	Remote Similarity	NPC139894
0.597	Remote Similarity	NPC472268
0.5969	Remote Similarity	NPC33012
0.595	Remote Similarity	NPC85154
0.5948	Remote Similarity	NPC75287
0.5948	Remote Similarity	NPC470915
0.5946	Remote Similarity	NPC104400
0.5946	Remote Similarity	NPC10320
0.5926	Remote Similarity	NPC173583
0.5922	Remote Similarity	NPC256798
0.5909	Remote Similarity	NPC242840
0.5909	Remote Similarity	NPC489208
0.5897	Remote Similarity	NPC288205
0.5897	Remote Similarity	NPC51465
0.5896	Remote Similarity	NPC297950
0.5891	Remote Similarity	NPC8524
0.5862	Remote Similarity	NPC36831
0.5856	Remote Similarity	NPC30289
0.5854	Remote Similarity	NPC286457
0.5847	Remote Similarity	NPC268184
0.5847	Remote Similarity	NPC610204
0.5833	Remote Similarity	NPC475209
0.5833	Remote Similarity	NPC59804
0.5826	Remote Similarity	NPC324875
0.5826	Remote Similarity	NPC292677
0.5789	Remote Similarity	NPC488515
0.5782	Remote Similarity	NPC469777
0.578	Remote Similarity	NPC58448
0.578	Remote Similarity	NPC480420
0.5776	Remote Similarity	NPC187618
0.5775	Remote Similarity	NPC469775
0.5764	Remote Similarity	NPC469774
0.5755	Remote Similarity	NPC189884
0.5755	Remote Similarity	NPC138334
0.5752	Remote Similarity	NPC105800
0.5752	Remote Similarity	NPC470515
0.575	Remote Similarity	NPC475899
0.575	Remote Similarity	NPC470911
0.5736	Remote Similarity	NPC480417
0.5702	Remote Similarity	NPC257468
0.5692	Remote Similarity	NPC489209
0.5688	Remote Similarity	NPC56713
0.568	Remote Similarity	NPC475514
0.5667	Remote Similarity	NPC123522
0.5667	Remote Similarity	NPC469772
0.5652	Remote Similarity	NPC471435
0.5652	Remote Similarity	NPC471434
0.5646	Remote Similarity	NPC100925
0.5635	Remote Similarity	NPC161717
0.563	Remote Similarity	NPC475119
0.5615	Remote Similarity	NPC102505
0.5615	Remote Similarity	NPC488514
0.56	Remote Similarity	NPC265841

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC63159 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	7381
0.1-0.2	1707
0.2-0.3	55
0.3-0.4	7
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