NPASS Compound

Natural Product: NPC115013

Natural Product ID	NPC115013
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	Murucoidin Ii
IUPAC Name	n.a.
Synonyms	Murucoidin II
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	CHEMBL452418
PubChem CID	11586207
Chemical Classification	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0004603] Organic oxygen compounds [CHEMONTID:0000323] Organooxygen compounds [CHEMONTID:0000011] Carbohydrates and carbohydrate conjugates [CHEMONTID:0000198] Oligosaccharides

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 173178 0 0 0 0 0 0 0 0999 V2000 -12.3358 2.3011 3.1533 C 0 0 0 0 0 0 0 0 0 0 0 0 -11.2491 3.3363 3.1498 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.9894 2.8461 2.4186 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.3263 2.5147 0.9779 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.1843 2.0358 0.1650 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.5199 0.7594 0.6704 C 0 0 1 0 0 0 0 0 0 0 0 0 -9.4326 -0.3911 0.7301 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.1204 -0.9096 -0.4218 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.5008 -1.5866 -1.5625 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.8499 -2.8802 -1.1111 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.4957 -3.8336 -2.1661 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.4730 -3.4427 -3.1374 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0762 -3.2491 -2.6518 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1228 -3.1321 -3.8431 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6841 -3.0254 -3.3642 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5367 -1.7169 -2.6703 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3456 -0.7762 -2.9109 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5342 -1.5351 -1.7728 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.2860 -0.3366 -1.0249 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.7915 -0.2225 -0.9161 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.2254 -0.6607 0.4010 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.1008 -0.0293 1.4644 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.5476 -0.2020 2.8466 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3265 -0.6772 1.3771 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.0242 -0.4101 0.2412 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.7824 0.7645 0.4926 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.0115 0.7019 -0.0940 C 0 0 2 0 0 0 0 0 0 0 0 0 -5.2737 1.7680 -1.1269 C 0 0 2 0 0 0 0 0 0 0 0 0 -5.2385 3.1255 -0.4400 C 0 0 2 0 0 0 0 0 0 0 0 0 -5.3623 2.9697 1.0503 C 0 0 1 0 0 0 0 0 0 0 0 0 -5.8192 4.3343 1.5843 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.2981 2.0474 1.4320 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.1926 0.7971 0.8984 C 0 0 1 0 0 0 0 0 0 0 0 0 -7.2980 0.5566 0.0743 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.1811 4.0012 -0.9762 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.5569 1.5568 -1.6613 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0677 -0.2078 0.6086 O 0 0 0 0 0 0 0 0 0 0 0 0 1.9808 -1.1839 0.9259 C 0 0 1 0 0 0 0 0 0 0 0 0 3.1541 -1.1295 -0.0347 C 0 0 1 0 0 0 0 0 0 0 0 0 4.4586 -1.0880 0.7186 C 0 0 1 0 0 0 0 0 0 0 0 0 4.4428 0.2153 1.5443 C 0 0 2 0 0 0 0 0 0 0 0 0 3.1303 0.2863 2.2465 C 0 0 2 0 0 0 0 0 0 0 0 0 3.2824 0.6378 3.7199 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4625 -0.9473 2.2130 O 0 0 0 0 0 0 0 0 0 0 0 0 4.5149 1.2436 0.6079 O 0 0 0 0 0 0 0 0 0 0 0 0 5.6608 1.9911 0.7312 C 0 0 1 0 0 0 0 0 0 0 0 0 6.4413 1.8495 -0.5793 C 0 0 1 0 0 0 0 0 0 0 0 0 7.1855 3.1828 -0.7353 C 0 0 1 0 0 0 0 0 0 0 0 0 7.6240 3.5367 0.6936 C 0 0 2 0 0 0 0 0 0 0 0 0 6.4185 4.0629 1.3989 C 0 0 2 0 0 0 0 0 0 0 0 0 6.5189 3.9258 2.9040 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3233 3.3127 0.9608 O 0 0 0 0 0 0 0 0 0 0 0 0 8.6736 4.4750 0.5519 O 0 0 0 0 0 0 0 0 0 0 0 0 9.9712 4.2107 0.9709 C 0 0 0 0 0 0 0 0 0 0 0 0 10.1812 3.0912 1.4880 O 0 0 0 0 0 0 0 0 0 0 0 0 11.0866 5.1720 0.8347 C 0 0 0 0 0 0 0 0 0 0 0 0 12.3388 4.5316 1.3862 C 0 0 0 0 0 0 0 0 0 0 0 0 11.3689 5.5154 -0.6159 C 0 0 0 0 0 0 0 0 0 0 0 0 8.2780 3.0313 -1.5775 O 0 0 0 0 0 0 0 0 0 0 0 0 7.4203 0.8654 -0.4642 O 0 0 0 0 0 0 0 0 0 0 0 0 4.6381 -2.0974 1.6290 O 0 0 0 0 0 0 0 0 0 0 0 0 5.8371 -2.7350 1.3928 C 0 0 1 0 0 0 0 0 0 0 0 0 6.7745 -2.6354 2.5888 C 0 0 1 0 0 0 0 0 0 0 0 0 7.7408 -3.8220 2.5290 C 0 0 1 0 0 0 0 0 0 0 0 0 8.0341 -4.1713 1.0819 C 0 0 2 0 0 0 0 0 0 0 0 0 6.7779 -4.5967 0.3762 C 0 0 2 0 0 0 0 0 0 0 0 0 6.8476 -4.0944 -1.0531 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6788 -4.0746 1.0253 O 0 0 0 0 0 0 0 0 0 0 0 0 8.9600 -5.1873 0.9794 O 0 0 0 0 0 0 0 0 0 0 0 0 8.9013 -3.5728 3.2322 O 0 0 0 0 0 0 0 0 0 0 0 0 7.5367 -1.4842 2.4680 O 0 0 0 0 0 0 0 0 0 0 0 0 3.0820 -2.1456 -1.0023 O 0 0 0 0 0 0 0 0 0 0 0 0 2.9983 -1.8620 -2.3571 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9944 -0.6454 -2.6819 O 0 0 0 0 0 0 0 0 0 0 0 0 2.9175 -2.9563 -3.3678 C 0 0 1 0 0 0 0 0 0 0 0 0 2.8883 -2.3239 -4.7304 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1316 -3.8221 -3.2170 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1571 -4.9659 -4.1949 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1229 -0.8424 -1.9737 O 0 0 0 0 0 0 0 0 0 0 0 0 -13.0893 2.4622 2.3415 H 0 0 0 0 0 0 0 0 0 0 0 0 -12.9301 2.4546 4.1014 H 0 0 0 0 0 0 0 0 0 0 0 0 -11.9735 1.2697 3.1869 H 0 0 0 0 0 0 0 0 0 0 0 0 -11.6138 4.2738 2.7279 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.9210 3.4687 4.2200 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.2853 3.7103 2.4692 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.5111 2.0291 2.9703 H 0 0 0 0 0 0 0 0 0 0 0 0 -11.2366 1.8866 0.9043 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.6386 3.5018 0.5213 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.4234 2.8637 0.1324 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.5308 1.9284 -0.8831 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.2583 1.0419 1.7384 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.1791 -0.1548 1.5537 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.8480 -1.2364 1.2219 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.9591 -1.6153 -0.0767 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.7777 -0.0756 -0.8648 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.3175 -1.9130 -2.2755 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.8252 -0.9794 -2.1871 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.5533 -3.4184 -0.4009 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.9998 -2.6001 -0.4374 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.3152 -4.8732 -1.7398 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.4483 -4.0330 -2.7854 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.7841 -2.4665 -3.5991 H 0 0 0 0 0 0 0 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4.5098 1.1366 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.8810 4.2956 2.6718 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.0518 0.0336 1.6722 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.8426 3.5305 -1.5423 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.5031 0.7926 -2.2821 H 0 0 0 0 0 0 0 0 0 0 0 0 1.5341 -2.2046 0.9637 H 0 0 0 0 0 0 0 0 0 0 0 0 3.1170 -0.1476 -0.5942 H 0 0 0 0 0 0 0 0 0 0 0 0 5.2852 -1.0321 -0.0264 H 0 0 0 0 0 0 0 0 0 0 0 0 5.3334 0.2265 2.2168 H 0 0 0 0 0 0 0 0 0 0 0 0 2.4306 1.0321 1.8178 H 0 0 0 0 0 0 0 0 0 0 0 0 3.5275 1.6918 3.8607 H 0 0 0 0 0 0 0 0 0 0 0 0 2.3348 0.3799 4.2106 H 0 0 0 0 0 0 0 0 0 0 0 0 4.0598 -0.0590 4.1289 H 0 0 0 0 0 0 0 0 0 0 0 0 6.2500 1.5587 1.5717 H 0 0 0 0 0 0 0 0 0 0 0 0 5.7855 1.7212 -1.4423 H 0 0 0 0 0 0 0 0 0 0 0 0 6.4679 3.9361 -1.0665 H 0 0 0 0 0 0 0 0 0 0 0 0 8.0541 2.6294 1.1788 H 0 0 0 0 0 0 0 0 0 0 0 0 6.2476 5.1144 1.0991 H 0 0 0 0 0 0 0 0 0 0 0 0 5.5499 3.6059 3.3585 H 0 0 0 0 0 0 0 0 0 0 0 0 6.7490 4.9236 3.3244 H 0 0 0 0 0 0 0 0 0 0 0 0 7.3220 3.2075 3.1872 H 0 0 0 0 0 0 0 0 0 0 0 0 10.8411 6.0872 1.4176 H 0 0 0 0 0 0 0 0 0 0 0 0 12.5131 3.5721 0.8363 H 0 0 0 0 0 0 0 0 0 0 0 0 12.2127 4.2378 2.4480 H 0 0 0 0 0 0 0 0 0 0 0 0 13.2218 5.1985 1.3252 H 0 0 0 0 0 0 0 0 0 0 0 0 11.8216 6.5116 -0.7364 H 0 0 0 0 0 0 0 0 0 0 0 0 12.0706 4.7595 -1.0635 H 0 0 0 0 0 0 0 0 0 0 0 0 10.4119 5.3884 -1.1623 H 0 0 0 0 0 0 0 0 0 0 0 0 8.5197 2.0595 -1.5436 H 0 0 0 0 0 0 0 0 0 0 0 0 7.2801 0.4151 0.3983 H 0 0 0 0 0 0 0 0 0 0 0 0 6.3496 -2.2521 0.5365 H 0 0 0 0 0 0 0 0 0 0 0 0 6.2552 -2.6297 3.5479 H 0 0 0 0 0 0 0 0 0 0 0 0 7.2377 -4.6971 2.9838 H 0 0 0 0 0 0 0 0 0 0 0 0 8.4562 -3.2841 0.5426 H 0 0 0 0 0 0 0 0 0 0 0 0 6.6536 -5.7065 0.3873 H 0 0 0 0 0 0 0 0 0 0 0 0 6.1358 -3.2656 -1.2035 H 0 0 0 0 0 0 0 0 0 0 0 0 6.5882 -4.9108 -1.7772 H 0 0 0 0 0 0 0 0 0 0 0 0 7.8503 -3.7211 -1.2842 H 0 0 0 0 0 0 0 0 0 0 0 0 9.3089 -5.2574 0.0568 H 0 0 0 0 0 0 0 0 0 0 0 0 9.4078 -2.7988 2.9249 H 0 0 0 0 0 0 0 0 0 0 0 0 7.3227 -0.7899 3.1394 H 0 0 0 0 0 0 0 0 0 0 0 0 1.9944 -3.5456 -3.1726 H 0 0 0 0 0 0 0 0 0 0 0 0 3.9018 -2.2413 -5.1828 H 0 0 0 0 0 0 0 0 0 0 0 0 2.2526 -2.9022 -5.4341 H 0 0 0 0 0 0 0 0 0 0 0 0 2.4875 -1.2843 -4.7089 H 0 0 0 0 0 0 0 0 0 0 0 0 4.1962 -4.2622 -2.1982 H 0 0 0 0 0 0 0 0 0 0 0 0 5.0255 -3.2010 -3.3629 H 0 0 0 0 0 0 0 0 0 0 0 0 5.2276 -5.1538 -4.4640 H 0 0 0 0 0 0 0 0 0 0 0 0 3.6337 -4.7296 -5.1369 H 0 0 0 0 0 0 0 0 0 0 0 0 3.7948 -5.9065 -3.7358 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.6469 -0.8519 -2.8127 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 2 3 1 0 3 4 1 0 4 5 1 0 5 6 1 0 6 7 1 0 7 8 1 0 8 9 1 0 9 10 1 0 10 11 1 0 11 12 1 0 12 13 1 0 13 14 1 0 14 15 1 0 15 16 1 0 16 17 2 0 16 18 1 0 18 19 1 0 19 20 1 0 20 21 1 0 21 22 1 0 22 23 1 0 22 24 1 0 24 25 1 0 25 26 1 0 26 27 1 0 27 28 1 0 28 29 1 0 29 30 1 0 30 31 1 0 30 32 1 0 32 33 1 0 33 34 1 0 29 35 1 0 28 36 1 0 21 37 1 0 37 38 1 0 38 39 1 0 39 40 1 0 40 41 1 0 41 42 1 0 42 43 1 0 42 44 1 0 41 45 1 0 45 46 1 0 46 47 1 0 47 48 1 0 48 49 1 0 49 50 1 0 50 51 1 0 50 52 1 0 49 53 1 0 53 54 1 0 54 55 2 0 54 56 1 0 56 57 1 0 56 58 1 0 48 59 1 0 47 60 1 0 40 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 66 68 1 0 65 69 1 0 64 70 1 0 63 71 1 0 39 72 1 0 72 73 1 0 73 74 2 0 73 75 1 0 75 76 1 0 75 77 1 0 77 78 1 0 20 79 1 0 34 6 1 0 44 38 1 0 52 46 1 0 68 62 1 0 25 19 1 0 33 27 1 0 1 80 1 0 1 81 1 0 1 82 1 0 2 83 1 0 2 84 1 0 3 85 1 0 3 86 1 0 4 87 1 0 4 88 1 0 5 89 1 0 5 90 1 0 6 91 1 1 7 92 1 0 7 93 1 0 8 94 1 0 8 95 1 0 9 96 1 0 9 97 1 0 10 98 1 0 10 99 1 0 11100 1 0 11101 1 0 12102 1 0 12103 1 0 13104 1 0 13105 1 0 14106 1 0 14107 1 0 15108 1 0 15109 1 0 19110 1 6 20111 1 6 21112 1 6 22113 1 6 23114 1 0 23115 1 0 23116 1 0 25117 1 6 27118 1 6 28119 1 6 29120 1 1 30121 1 1 31122 1 0 31123 1 0 31124 1 0 33125 1 1 35126 1 0 36127 1 0 38128 1 1 39129 1 6 40130 1 6 41131 1 1 42132 1 6 43133 1 0 43134 1 0 43135 1 0 46136 1 1 47137 1 6 48138 1 6 49139 1 1 50140 1 1 51141 1 0 51142 1 0 51143 1 0 56144 1 0 57145 1 0 57146 1 0 57147 1 0 58148 1 0 58149 1 0 58150 1 0 59151 1 0 60152 1 0 62153 1 6 63154 1 1 64155 1 1 65156 1 6 66157 1 6 67158 1 0 67159 1 0 67160 1 0 69161 1 0 70162 1 0 71163 1 0 75164 1 1 76165 1 0 76166 1 0 76167 1 0 77168 1 0 77169 1 0 78170 1 0 78171 1 0 78172 1 0 79173 1 0 M END

Standard InCHIKey	IEFBWUNIFJHUDL-WBUXSDOXSA-N
Standard InCHI	InChI=1S/C55H94O24/c1-11-13-19-22-32-23-20-17-15-14-16-18-21-24-33(56)73-46-41(64)43(30(9)70-54(46)78-45-37(60)35(58)28(7)68-53(45)72-32)76-55-48(75-50(66)26(5)12-2)47(79-51-39(62)36(59)34(57)27(6)67-51)44(31(10)71-55)77-52-40(63)38(61)42(29(8)69-52)74-49(65)25(3)4/h25-32,34-48,51-55,57-64H,11-24H2,1-10H3/t26-,27-,28+,29-,30-,31-,32-,34-,35-,36+,37-,38-,39+,40+,41+,42-,43-,44-,45+,46+,47+,48+,51-,52-,53-,54-,55-/m0/s1
SMILES	CCCCC[C@H]1CCCCCCCCCC(=O)O[C@@H]2[C@@H]([C@H]([C@H](C)O[C@H]2O[C@@H]2[C@H]([C@H]([C@@H](C)O[C@H]2O1)O)O)O[C@H]1[C@@H]([C@@H]([C@H]([C@H](C)O1)O[C@H]1[C@@H]([C@@H]([C@H]([C@H](C)O1)OC(=O)C(C)C)O)O)O[C@H]1[C@@H]([C@@H]([C@H]([C@H](C)O1)O)O)O)OC(=O)[C@@H](C)CC)O

Calculated Properties

Physi-Chem Properties

Molecular Weight:	1138.61	Volume:	1111.553 ? Van der Waals volume.
Dense:	1.024	LogP:	3.215 ? The logarithm of the n-octanol/water distribution coefficients.
logD7.4:	3.409 ? The logarithm of the n-octanol/water distribution coefficient at pH=7.4.	LogS:	-3.771 ? The logarithm of aqueous solubility value.
Rotatable Bonds:	17.0	Rigid Bonds:	49.0
TPSA:	333.04 ? Topological Polar Surface Area.	H-Bond Acceptor:	24.0
H-Bond Donor:	8.0	Rings:	6.0
Heavy Atoms:	24.0

MedChem Properties

QED Drug-Likeness Score:	0.066	GASA:	1.0 ? GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:	7.197	Fsp³:	0.945
MCE-18:	130.056 ? 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:	0.983	Fluc inhibitor:	0.333 ? The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:	0.011 ? The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1	Green fluorescence:	0.001 ? The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:	0.555	Promiscuous compounds:	0.032

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:	-5.993	MDCK Permeability:	-5.099
Pgp-inhibitor:	0.0	Pgp-substrate:	0.989
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):	0.0
20% Bioavailability (F20%):	0.0	30% Bioavailability (F30%):	0.011
50% Bioavailability (F50%):	0.808

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.0	MRP1:	0.998
Plasma Protein Binding (PPB):	79.033%	Volume Distribution (VD):	-0.203
Fu:	13.253% ? The fraction unbound in plasms.	OATP1B1 inhibitor:	0.949
OATP1B3 inhibitor:	0.965	BCRP inhibitor:	0.0
BSEP inhibitor:	0.165

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:	0.003
CYP3A4-inhibitor:	0.0	CYP3A4-substrate:	1.0
CYP2B6-substrate:	0.0	CYP2C8-inhibitor:	0.997
HLM stability:	0.958 ? 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):

0.399

Half-life (T1/2):

2.989

ADMET: Toxicity

hERG Blockers:	0.01	hERG Blockers (10um):	0.142
Human Hepatotoxicity (H-HT):	0.309	Drug-induced Liver Injury (DILI):	0.976
AMES Toxicity:	0.607	Rat Oral Acute Toxicity:	0.0
Maximum Recommended Daily Dose:	0.0	Skin Sensitization:	1.0
Carcinogencity:	0.0	Eye Corrosion:	0.0
Eye Irritation:	0.001	Respiratory Toxicity:	0.0
Drug-induced Neurotoxicity:	0.0	Ototoxicity:	1.0
Hematotoxicity:	0.632	Drug-induced Nephrotoxicity:	0.943
Genotoxicity:	0.0	RPMI-8226 Immunitoxicity:	0.631
A549 Cytotoxicity:	0.955	Hek293 Cytotoxicity:	0.195
BCF:	0.803 ? 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:	3.413 ? 48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:	5.162 ? 48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].	LC50FM:	4.211 ? 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
NPO2520	Ipomoea murucoides	Species	Convolvulaceae	Eukaryota	Roots	Ixpantepec, in the state of Oaxaca, Mexico	1996-DEC	PMID[16124750]
NPO2520	Ipomoea murucoides	Species	Convolvulaceae	Eukaryota	flowers	n.a.	n.a.	PMID[16643033]
NPO2520	Ipomoea murucoides	Species	Convolvulaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[18500841]
NPO2520	Ipomoea murucoides	Species	Convolvulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]

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
MIC	4
ED50	4

Activity Type	# Activity
Cell line	4
Organism	4

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
NPT91	Cell line	KB	Homo sapiens	ED50	>	20.0	ug ml-1	PMID[19506060]
NPT1171	Cell line	HEp-2	Homo sapiens	ED50	>	20.0	ug ml-1	PMID[12662097]
NPT165	Cell line	HeLa	Homo sapiens	ED50	=	16.0	ug ml-1	PMID[21802177]
NPT16	Organism	Staphylococcus aureus	Staphylococcus aureus	MIC	>	512.0	ug.mL-1	PubChem BioAssay data set

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 NPC115013 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	22570
0.1-0.2	24200
0.2-0.3	2855
0.3-0.4	102
0.4-0.5	13
0.5-0.6	19
0.6-0.7	53
0.7-0.8	0
0.8-0.85	5
0.85-0.9	2
0.9-0.95	3
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
0.974	High Similarity	NPC119583
0.9146	High Similarity	NPC44782
0.9125	High Similarity	NPC483170
0.9091	High Similarity	NPC89843
0.8902	High Similarity	NPC184915
0.8902	High Similarity	NPC224953
0.8333	Intermediate Similarity	NPC169345
0.8333	Intermediate Similarity	NPC290012
0.8333	Intermediate Similarity	NPC477317
0.8333	Intermediate Similarity	NPC477318
0.8095	Intermediate Similarity	NPC143421
0.7976	Intermediate Similarity	NPC477319
0.7952	Intermediate Similarity	NPC478733
0.7882	Intermediate Similarity	NPC307400
0.7882	Intermediate Similarity	NPC27289
0.7738	Intermediate Similarity	NPC109887
0.7727	Intermediate Similarity	NPC472200
0.7711	Intermediate Similarity	NPC478734
0.7647	Intermediate Similarity	NPC267592
0.7528	Intermediate Similarity	NPC123204
0.7471	Intermediate Similarity	NPC294748
0.747	Intermediate Similarity	NPC22742
0.747	Intermediate Similarity	NPC477346
0.7416	Intermediate Similarity	NPC126685
0.7412	Intermediate Similarity	NPC477344
0.7356	Intermediate Similarity	NPC297768
0.7294	Intermediate Similarity	NPC477331
0.7241	Intermediate Similarity	NPC146992
0.7241	Intermediate Similarity	NPC85759
0.7229	Intermediate Similarity	NPC281563
0.7222	Intermediate Similarity	NPC183888
0.7222	Intermediate Similarity	NPC259294
0.7191	Intermediate Similarity	NPC476087
0.7191	Intermediate Similarity	NPC475667
0.7111	Intermediate Similarity	NPC478732
0.7079	Intermediate Similarity	NPC472204
0.7071	Intermediate Similarity	NPC10883
0.7059	Intermediate Similarity	NPC113745
0.7059	Intermediate Similarity	NPC477320
0.7059	Intermediate Similarity	NPC477323
0.7059	Intermediate Similarity	NPC477325
0.7059	Intermediate Similarity	NPC609436
0.7033	Intermediate Similarity	NPC475270
0.7033	Intermediate Similarity	NPC475327
0.7	Intermediate Similarity	NPC238264
0.7	Intermediate Similarity	NPC477345
0.6966	Remote Similarity	NPC173328
0.6947	Remote Similarity	NPC475241
0.6923	Remote Similarity	NPC238056
0.6889	Remote Similarity	NPC478730
0.6829	Remote Similarity	NPC606819
0.6818	Remote Similarity	NPC158302
0.6818	Remote Similarity	NPC600446
0.6818	Remote Similarity	NPC605013
0.6733	Remote Similarity	NPC290276
0.6703	Remote Similarity	NPC186992
0.6702	Remote Similarity	NPC269318
0.6632	Remote Similarity	NPC475164
0.663	Remote Similarity	NPC478726
0.6627	Remote Similarity	NPC478729
0.6596	Remote Similarity	NPC163409
0.6588	Remote Similarity	NPC146380
0.6569	Remote Similarity	NPC10121
0.6569	Remote Similarity	NPC198918
0.6517	Remote Similarity	NPC477332
0.6471	Remote Similarity	NPC477350
0.6444	Remote Similarity	NPC477326
0.6437	Remote Similarity	NPC477329
0.6421	Remote Similarity	NPC475525
0.6421	Remote Similarity	NPC475540
0.6413	Remote Similarity	NPC472205
0.6392	Remote Similarity	NPC473605
0.6392	Remote Similarity	NPC475375
0.6322	Remote Similarity	NPC477328
0.6322	Remote Similarity	NPC477330
0.6304	Remote Similarity	NPC478722
0.6289	Remote Similarity	NPC478728
0.6283	Remote Similarity	NPC147032
0.625	Remote Similarity	NPC611287
0.6237	Remote Similarity	NPC478724
0.6224	Remote Similarity	NPC478727
0.6222	Remote Similarity	NPC604005
0.6222	Remote Similarity	NPC605014
0.6211	Remote Similarity	NPC478731
0.6186	Remote Similarity	NPC476066
0.6176	Remote Similarity	NPC63404
0.6129	Remote Similarity	NPC479061
0.6129	Remote Similarity	NPC60849
0.6129	Remote Similarity	NPC478725
0.6117	Remote Similarity	NPC28069
0.6117	Remote Similarity	NPC77651
0.6111	Remote Similarity	NPC477349
0.6087	Remote Similarity	NPC479059
0.6064	Remote Similarity	NPC478723
0.6064	Remote Similarity	NPC479060
0.6038	Remote Similarity	NPC610996
0.6019	Remote Similarity	NPC35338
0.6019	Remote Similarity	NPC204214
0.6019	Remote Similarity	NPC92283
0.5963	Remote Similarity	NPC600940
0.5946	Remote Similarity	NPC471024
0.5922	Remote Similarity	NPC124878
0.5922	Remote Similarity	NPC231888
0.5909	Remote Similarity	NPC472352
0.5888	Remote Similarity	NPC600672
0.5859	Remote Similarity	NPC477347
0.5686	Remote Similarity	NPC477348
0.5676	Remote Similarity	NPC610997
0.5657	Remote Similarity	NPC479057
0.5636	Remote Similarity	NPC600721
0.5636	Remote Similarity	NPC605872
0.5625	Remote Similarity	NPC471026
0.5567	Remote Similarity	NPC479058
0.5545	Remote Similarity	NPC471025
0.5263	Remote Similarity	NPC87153
0.5253	Remote Similarity	NPC44682
0.5248	Remote Similarity	NPC162925
0.5161	Remote Similarity	NPC475425

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC115013 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	7325
0.1-0.2	1760
0.2-0.3	65
0.3-0.4	0
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