NPASS Compound

Natural Product: NPC186732

Natural Product ID	NPC186732
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	XFXHYKZIZSNVSQ-KGYUGUMBSA-N
IUPAC Name	n.a.
Synonyms
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	n.a.
PubChem CID	11968947
Chemical Classification	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000259] Prenol lipids [CHEMONTID:0002049] Terpene glycosides [CHEMONTID:0001580] Triterpene glycosides [CHEMONTID:0002358] Triterpene saponins

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

Chemical Representations

RDKit 3D 184193 0 0 0 0 0 0 0 0999 V2000 -7.3326 3.0029 0.9058 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.2972 2.2289 1.7338 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.2966 2.8630 3.1077 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.9288 2.3782 1.1055 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2463 1.0400 1.1758 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8343 1.1017 0.7000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3896 2.2160 0.2052 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0110 2.3904 -0.2930 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1830 1.2058 0.1342 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2145 1.2808 -0.4420 C 0 0 1 0 0 0 0 0 0 0 0 0 1.2182 1.1763 -1.9624 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6779 2.7072 -0.1437 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1473 2.8442 -0.2934 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9527 1.8847 0.5617 C 0 0 1 0 0 0 0 0 0 0 0 0 3.1502 0.7453 1.1195 C 0 0 2 0 0 0 0 0 0 0 0 0 2.6296 1.1504 2.4515 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1469 -0.3749 1.3363 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5620 -1.4931 1.8852 O 0 0 0 0 0 0 0 0 0 0 0 0 2.1221 0.2327 0.1478 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4180 -0.9697 0.6401 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0571 -1.2525 0.0616 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8757 -0.0988 -0.0693 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.5000 -0.1490 -1.4715 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0740 -0.1680 0.8660 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6110 -0.0879 2.3366 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8995 -1.3923 0.6960 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2890 -1.2876 0.2559 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.9339 0.0616 0.2878 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.9345 0.6613 -1.1124 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.4163 -0.0565 0.6805 C 0 0 1 0 0 0 0 0 0 0 0 0 -6.6803 0.7958 1.8706 C 0 0 2 0 0 0 0 0 0 0 0 0 -8.0023 0.7433 2.2866 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.2074 0.1409 -0.4119 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.9715 -0.9065 -0.8384 C 0 0 1 0 0 0 0 0 0 0 0 0 -9.3739 -0.4105 -1.0842 C 0 0 1 0 0 0 0 0 0 0 0 0 -10.2721 -1.6301 -1.0011 C 0 0 2 0 0 0 0 0 0 0 0 0 -9.5385 -2.7097 -1.7861 C 0 0 1 0 0 0 0 0 0 0 0 0 -8.5033 -2.1335 -2.7195 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.5347 -1.3752 -2.1148 O 0 0 0 0 0 0 0 0 0 0 0 0 -9.0615 -3.7224 -0.9936 O 0 0 0 0 0 0 0 0 0 0 0 0 -11.4813 -1.2756 -1.5831 O 0 0 0 0 0 0 0 0 0 0 0 0 -12.5484 -1.3112 -0.6864 C 0 0 1 0 0 0 0 0 0 0 0 0 -13.1471 0.0641 -0.4803 C 0 0 1 0 0 0 0 0 0 0 0 0 -14.3774 0.2841 -1.3451 C 0 0 2 0 0 0 0 0 0 0 0 0 -15.3740 -0.8379 -1.1948 C 0 0 1 0 0 0 0 0 0 0 0 0 -14.7265 -2.0643 -0.5779 C 0 0 1 0 0 0 0 0 0 0 0 0 -15.5732 -3.2516 -0.9820 C 0 0 0 0 0 0 0 0 0 0 0 0 -14.9677 -4.3994 -0.5264 O 0 0 0 0 0 0 0 0 0 0 0 0 -13.4730 -2.2238 -1.1597 O 0 0 0 0 0 0 0 0 0 0 0 0 -16.4411 -0.3723 -0.4030 O 0 0 0 0 0 0 0 0 0 0 0 0 -13.9360 0.4195 -2.6586 O 0 0 0 0 0 0 0 0 0 0 0 0 -13.4139 0.2736 0.8727 O 0 0 0 0 0 0 0 0 0 0 0 0 -9.7289 0.6060 -0.2381 O 0 0 0 0 0 0 0 0 0 0 0 0 5.0521 1.5244 -0.2120 O 0 0 0 0 0 0 0 0 0 0 0 0 6.1946 2.0652 0.2671 C 0 0 1 0 0 0 0 0 0 0 0 0 7.4438 1.2844 0.3403 C 0 0 1 0 0 0 0 0 0 0 0 0 8.2903 1.9727 1.4083 C 0 0 2 0 0 0 0 0 0 0 0 0 8.1389 3.4458 1.1874 C 0 0 1 0 0 0 0 0 0 0 0 0 7.5743 3.8737 -0.1139 C 0 0 1 0 0 0 0 0 0 0 0 0 8.5894 3.9704 -1.2191 C 0 0 0 0 0 0 0 0 0 0 0 0 8.3138 3.5130 -2.3471 O 0 0 0 0 0 0 0 0 0 0 0 0 9.8205 4.5480 -1.0341 O 0 0 0 0 0 0 0 0 0 0 0 0 6.4186 3.2433 -0.5293 O 0 0 0 0 0 0 0 0 0 0 0 0 7.4537 4.0774 2.2271 O 0 0 0 0 0 0 0 0 0 0 0 0 9.5867 1.5565 1.4565 O 0 0 0 0 0 0 0 0 0 0 0 0 7.2446 -0.0490 0.5414 O 0 0 0 0 0 0 0 0 0 0 0 0 7.7346 -0.8057 -0.5186 C 0 0 1 0 0 0 0 0 0 0 0 0 8.7446 -1.8372 -0.1466 C 0 0 1 0 0 0 0 0 0 0 0 0 8.3257 -3.2247 -0.6395 C 0 0 2 0 0 0 0 0 0 0 0 0 8.0411 -3.1349 -2.1312 C 0 0 2 0 0 0 0 0 0 0 0 0 7.0214 -2.0652 -2.3446 C 0 0 1 0 0 0 0 0 0 0 0 0 5.8353 -2.6501 -3.0801 C 0 0 0 0 0 0 0 0 0 0 0 0 4.9808 -1.6154 -3.4888 O 0 0 0 0 0 0 0 0 0 0 0 0 6.6619 -1.3581 -1.2322 O 0 0 0 0 0 0 0 0 0 0 0 0 7.5780 -4.3443 -2.6120 O 0 0 0 0 0 0 0 0 0 0 0 0 7.2678 -3.7499 0.0851 O 0 0 0 0 0 0 0 0 0 0 0 0 9.9685 -1.5318 -0.6837 O 0 0 0 0 0 0 0 0 0 0 0 0 11.0196 -1.4374 0.1820 C 0 0 1 0 0 0 0 0 0 0 0 0 12.0038 -2.5699 -0.1645 C 0 0 1 0 0 0 0 0 0 0 0 0 13.2796 -1.9844 -0.7363 C 0 0 2 0 0 0 0 0 0 0 0 0 13.9088 -0.9371 0.1180 C 0 0 1 0 0 0 0 0 0 0 0 0 12.8369 -0.2143 0.8924 C 0 0 1 0 0 0 0 0 0 0 0 0 13.2414 1.1985 1.1982 C 0 0 0 0 0 0 0 0 0 0 0 0 14.4001 1.1512 1.9847 O 0 0 0 0 0 0 0 0 0 0 0 0 11.6829 -0.2090 0.1079 O 0 0 0 0 0 0 0 0 0 0 0 0 14.9002 -1.4441 0.9576 O 0 0 0 0 0 0 0 0 0 0 0 0 12.9885 -1.4111 -1.9870 O 0 0 0 0 0 0 0 0 0 0 0 0 12.2478 -3.4004 0.9128 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.2078 2.8153 -0.1723 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.3490 2.7880 1.2329 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.1580 4.0849 1.0775 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.3897 2.0856 3.8758 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.3856 3.4892 3.2669 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.1842 3.5318 3.2470 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.0652 2.7498 0.0888 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.3262 3.0881 1.7335 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.1924 0.7319 2.2416 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.0521 3.0721 0.1474 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.6272 3.3107 0.2427 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.9872 2.6404 -1.3448 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.0397 1.3393 1.2362 H 0 0 0 0 0 0 0 0 0 0 0 0 2.1221 1.7123 -2.3797 H 0 0 0 0 0 0 0 0 0 0 0 0 0.3701 1.6226 -2.4579 H 0 0 0 0 0 0 0 0 0 0 0 0 1.4267 0.1094 -2.1964 H 0 0 0 0 0 0 0 0 0 0 0 0 1.3015 3.0972 0.8016 H 0 0 0 0 0 0 0 0 0 0 0 0 1.2174 3.3683 -0.9389 H 0 0 0 0 0 0 0 0 0 0 0 0 3.3995 3.8974 0.0332 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4638 2.7979 -1.3365 H 0 0 0 0 0 0 0 0 0 0 0 0 4.3462 2.5016 1.4313 H 0 0 0 0 0 0 0 0 0 0 0 0 2.5892 2.2609 2.6209 H 0 0 0 0 0 0 0 0 0 0 0 0 1.6835 0.7373 2.7709 H 0 0 0 0 0 0 0 0 0 0 0 0 3.3811 0.8312 3.2369 H 0 0 0 0 0 0 0 0 0 0 0 0 4.9552 -0.0396 2.0439 H 0 0 0 0 0 0 0 0 0 0 0 0 4.6086 -0.6850 0.3689 H 0 0 0 0 0 0 0 0 0 0 0 0 4.1941 -2.2432 1.9596 H 0 0 0 0 0 0 0 0 0 0 0 0 2.7695 -0.1189 -0.7219 H 0 0 0 0 0 0 0 0 0 0 0 0 1.3250 -1.0512 1.7428 H 0 0 0 0 0 0 0 0 0 0 0 0 2.0017 -1.9104 0.3697 H 0 0 0 0 0 0 0 0 0 0 0 0 0.2220 -1.7190 -0.9469 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.3567 -2.0882 0.6818 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8263 -0.6802 -2.1781 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7882 0.8550 -1.8401 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.4399 -0.7334 -1.4943 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.4129 0.9321 2.6620 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8897 -0.8543 2.5952 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5530 -0.3818 2.8994 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.3515 -2.0829 -0.0126 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.8345 -1.9889 1.6569 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.9359 -1.9450 0.9170 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.4779 -1.7214 -0.7563 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.8941 1.1720 -1.3442 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.0588 1.2939 -1.3195 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.8896 -0.1906 -1.8465 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.5663 -1.1193 1.0113 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.0985 0.3518 2.7290 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.4108 -0.1482 2.2120 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.9030 -1.8138 -0.2119 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.4367 -0.0266 -2.1485 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.3492 -1.8837 0.0635 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.3242 -3.1654 -2.4537 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.0332 -1.6126 -3.5340 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.9990 -3.0116 -3.1874 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.5749 -4.5622 -1.0591 H 0 0 0 0 0 0 0 0 0 0 0 0 -12.1239 -1.6261 0.2902 H 0 0 0 0 0 0 0 0 0 0 0 0 -12.4156 0.8456 -0.7780 H 0 0 0 0 0 0 0 0 0 0 0 0 -14.7893 1.2701 -1.0491 H 0 0 0 0 0 0 0 0 0 0 0 0 -15.7366 -1.1040 -2.2084 H 0 0 0 0 0 0 0 0 0 0 0 0 -14.6270 -1.9736 0.5200 H 0 0 0 0 0 0 0 0 0 0 0 0 -16.6263 -3.1423 -0.6525 H 0 0 0 0 0 0 0 0 0 0 0 0 -15.5354 -3.2854 -2.1101 H 0 0 0 0 0 0 0 0 0 0 0 0 -14.0039 -4.2183 -0.3878 H 0 0 0 0 0 0 0 0 0 0 0 0 -16.0709 -0.2975 0.5210 H 0 0 0 0 0 0 0 0 0 0 0 0 -13.1806 1.0718 -2.6334 H 0 0 0 0 0 0 0 0 0 0 0 0 -13.8545 1.1191 1.0506 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.2986 1.4454 -0.6001 H 0 0 0 0 0 0 0 0 0 0 0 0 5.9791 2.5474 1.2680 H 0 0 0 0 0 0 0 0 0 0 0 0 7.9525 1.3972 -0.6586 H 0 0 0 0 0 0 0 0 0 0 0 0 7.7836 1.7373 2.3855 H 0 0 0 0 0 0 0 0 0 0 0 0 9.1843 3.8732 1.2412 H 0 0 0 0 0 0 0 0 0 0 0 0 7.2623 4.9576 0.0336 H 0 0 0 0 0 0 0 0 0 0 0 0 10.2386 5.1483 -1.7629 H 0 0 0 0 0 0 0 0 0 0 0 0 7.7734 5.0192 2.2883 H 0 0 0 0 0 0 0 0 0 0 0 0 10.1731 2.2479 1.0902 H 0 0 0 0 0 0 0 0 0 0 0 0 8.1965 -0.1018 -1.2383 H 0 0 0 0 0 0 0 0 0 0 0 0 8.7923 -1.9298 0.9530 H 0 0 0 0 0 0 0 0 0 0 0 0 9.1855 -3.9116 -0.5239 H 0 0 0 0 0 0 0 0 0 0 0 0 9.0222 -2.8480 -2.5966 H 0 0 0 0 0 0 0 0 0 0 0 0 7.4687 -1.3196 -3.0683 H 0 0 0 0 0 0 0 0 0 0 0 0 5.3086 -3.4301 -2.5338 H 0 0 0 0 0 0 0 0 0 0 0 0 6.2305 -3.0942 -4.0241 H 0 0 0 0 0 0 0 0 0 0 0 0 4.6470 -1.1512 -2.6684 H 0 0 0 0 0 0 0 0 0 0 0 0 7.8863 -4.4538 -3.5481 H 0 0 0 0 0 0 0 0 0 0 0 0 7.1217 -4.6617 -0.2735 H 0 0 0 0 0 0 0 0 0 0 0 0 10.7646 -1.6059 1.2378 H 0 0 0 0 0 0 0 0 0 0 0 0 11.5558 -3.1918 -0.9628 H 0 0 0 0 0 0 0 0 0 0 0 0 13.9844 -2.8140 -0.9084 H 0 0 0 0 0 0 0 0 0 0 0 0 14.4201 -0.1520 -0.5032 H 0 0 0 0 0 0 0 0 0 0 0 0 12.6461 -0.7013 1.8854 H 0 0 0 0 0 0 0 0 0 0 0 0 12.4577 1.6439 1.8750 H 0 0 0 0 0 0 0 0 0 0 0 0 13.4381 1.8179 0.3187 H 0 0 0 0 0 0 0 0 0 0 0 0 14.3889 0.4031 2.6245 H 0 0 0 0 0 0 0 0 0 0 0 0 15.0934 -2.3612 0.6395 H 0 0 0 0 0 0 0 0 0 0 0 0 12.9042 -0.4343 -1.9364 H 0 0 0 0 0 0 0 0 0 0 0 0 11.6950 -4.2211 0.9247 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 2 0 7 8 1 0 8 9 1 0 9 10 1 0 10 11 1 6 10 12 1 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 15 19 1 0 19 20 1 0 20 21 1 0 21 22 1 0 22 23 1 6 22 24 1 0 24 25 1 0 24 26 1 0 26 27 1 0 27 28 1 0 28 29 1 6 28 30 1 0 30 31 1 0 31 32 1 0 30 33 1 0 33 34 1 0 34 35 1 0 35 36 1 0 36 37 1 0 37 38 1 0 38 39 1 0 37 40 1 0 36 41 1 0 41 42 1 0 42 43 1 0 43 44 1 0 44 45 1 0 45 46 1 0 46 47 1 0 47 48 1 0 46 49 1 0 45 50 1 0 44 51 1 0 43 52 1 0 35 53 1 0 14 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 2 0 60 62 1 0 59 63 1 0 58 64 1 0 57 65 1 0 56 66 1 0 66 67 1 0 67 68 1 0 68 69 1 0 69 70 1 0 70 71 1 0 71 72 1 0 72 73 1 0 71 74 1 0 70 75 1 0 69 76 1 0 68 77 1 0 77 78 1 0 78 79 1 0 79 80 1 0 80 81 1 0 81 82 1 0 82 83 1 0 83 84 1 0 82 85 1 0 81 86 1 0 80 87 1 0 79 88 1 0 31 2 1 0 39 34 1 0 49 42 1 0 63 55 1 0 74 67 1 0 85 78 1 0 28 5 1 0 24 6 1 0 22 9 1 0 19 10 1 0 1 89 1 0 1 90 1 0 1 91 1 0 3 92 1 0 3 93 1 0 3 94 1 0 4 95 1 0 4 96 1 0 5 97 1 0 7 98 1 0 8 99 1 0 8100 1 0 9101 1 0 11102 1 0 11103 1 0 11104 1 0 12105 1 0 12106 1 0 13107 1 0 13108 1 0 14109 1 1 16110 1 0 16111 1 0 16112 1 0 17113 1 0 17114 1 0 18115 1 0 19116 1 0 20117 1 0 20118 1 0 21119 1 0 21120 1 0 23121 1 0 23122 1 0 23123 1 0 25124 1 0 25125 1 0 25126 1 0 26127 1 0 26128 1 0 27129 1 0 27130 1 0 29131 1 0 29132 1 0 29133 1 0 30134 1 1 31135 1 1 32136 1 0 34137 1 1 35138 1 6 36139 1 1 37140 1 6 38141 1 0 38142 1 0 40143 1 0 42144 1 1 43145 1 6 44146 1 1 45147 1 6 46148 1 1 47149 1 0 47150 1 0 48151 1 0 50152 1 0 51153 1 0 52154 1 0 53155 1 0 55156 1 1 56157 1 6 57158 1 1 58159 1 6 59160 1 1 62161 1 0 64162 1 0 65163 1 0 67164 1 6 68165 1 1 69166 1 6 70167 1 6 71168 1 6 72169 1 0 72170 1 0 73171 1 0 75172 1 0 76173 1 0 78174 1 1 79175 1 6 80176 1 6 81177 1 6 82178 1 1 83179 1 0 83180 1 0 84181 1 0 86182 1 0 87183 1 0 88184 1 0 M END

Standard InCHIKey	XFXHYKZIZSNVSQ-KGYUGUMBSA-N
Standard InCHI	InChI=1S/C59H96O29/c1-54(2)16-23-22-8-9-29-56(4)12-11-30(83-53-45(38(72)37(71)43(85-53)48(77)78)87-52-44(36(70)33(67)27(19-62)82-52)86-51-40(74)35(69)32(66)26(18-61)81-51)57(5,21-63)28(56)10-13-59(29,7)58(22,6)15-14-55(23,3)47(46(54)76)88-49-41(75)42(24(64)20-79-49)84-50-39(73)34(68)31(65)25(17-60)80-50/h8,23-47,49-53,60-76H,9-21H2,1-7H3,(H,77,78)/t23?,24-,25-,26-,27-,28?,29?,30+,31-,32-,33+,34+,35+,36+,37+,38+,39-,40-,41-,42+,43+,44-,45-,46+,47-,49+,50+,51+,52+,53-,55-,56+,57-,58?,59-/m1/s1
SMILES	CC1(C)CC2C3=CCC4[C@@]5(C)CC[C@@H]([C@](C)(CO)C5CC[C@@]4(C)C3(C)CC[C@@]2(C)[C@@H]([C@@H]1O)O[C@H]1[C@@H]([C@H]([C@@H](CO1)O)O[C@H]1[C@@H]([C@H]([C@@H]([C@@H](CO)O1)O)O)O)O)O[C@H]1[C@@H]([C@H]([C@@H]([C@@H](C(=O)O)O1)O)O)O[C@H]1[C@@H]([C@H]([C@H]([C@@H](CO)O1)O)O)O[C@H]1[C@@H]([C@H]([C@@H]([C@@H](CO)O1)O)O)O

Calculated Properties

Physi-Chem Properties

Molecular Weight:	1268.6	Volume:	1193.099 ? Van der Waals volume.
Dense:	1.063	LogP:	-0.734 ? The logarithm of the n-octanol/water distribution coefficients.
logD7.4:	0.851 ? The logarithm of the n-octanol/water distribution coefficient at pH=7.4.	LogS:	-3.226 ? The logarithm of aqueous solubility value.
Rotatable Bonds:	15.0	Rigid Bonds:	57.0
TPSA:	473.51 ? Topological Polar Surface Area.	H-Bond Acceptor:	29.0
H-Bond Donor:	18.0	Rings:	10.0
Heavy Atoms:	29.0

MedChem Properties

QED Drug-Likeness Score:	0.054	GASA:	1.0 ? GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:	7.446	Fsp³:	0.949
MCE-18:	222.609 ? 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:	0.477	Fluc inhibitor:	0.0 ? The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:	0.003 ? The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1	Green fluorescence:	0.01 ? The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:	0.41	Promiscuous compounds:	0.046

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:	-7.409	MDCK Permeability:	-4.765
Pgp-inhibitor:	0.0	Pgp-substrate:	0.91
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):	0.93
20% Bioavailability (F20%):	0.251	30% Bioavailability (F30%):	0.995
50% Bioavailability (F50%):	1.0

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.0	MRP1:	0.794
Plasma Protein Binding (PPB):	46.723%	Volume Distribution (VD):	-0.369
Fu:	35.052% ? 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:	0.0	CYP2C19-substrate:	0.0
CYP2C9-inhibitor:	0.0	CYP2C9-substrate:	0.0
CYP2D6-inhibitor:	0.0	CYP2D6-substrate:	0.0
CYP3A4-inhibitor:	0.0	CYP3A4-substrate:	0.0
CYP2B6-substrate:	0.0	CYP2C8-inhibitor:	0.001
HLM stability:	0.0 ? Human liver microsomal (HLM) stability. Category 0: stable+ (HLM > 30 min); Category 1: unstable- (HLM ≤ 30 min). The output value is the probability of human liver microsomal instability, where a value closer to 1 indicates a higher likelihood of instability.

ADMET: Excretion

Clearance (CL):

-1.149

Half-life (T1/2):

4.32

ADMET: Toxicity

hERG Blockers:	0.0	hERG Blockers (10um):	0.0
Human Hepatotoxicity (H-HT):	0.852	Drug-induced Liver Injury (DILI):	0.9
AMES Toxicity:	0.966	Rat Oral Acute Toxicity:	0.0
Maximum Recommended Daily Dose:	0.0	Skin Sensitization:	1.0
Carcinogencity:	0.009	Eye Corrosion:	0.0
Eye Irritation:	0.0	Respiratory Toxicity:	0.0
Drug-induced Neurotoxicity:	0.0	Ototoxicity:	1.0
Hematotoxicity:	0.526	Drug-induced Nephrotoxicity:	0.995
Genotoxicity:	0.268	RPMI-8226 Immunitoxicity:	0.146
A549 Cytotoxicity:	0.949	Hek293 Cytotoxicity:	0.545
BCF:	0.661 ? 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:	3.392 ? 48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:	4.885 ? 48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].	LC50FM:	3.576 ? 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
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1007/s11746-997-0093-1]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	n.a.	WrocÃ…â€šaw, Poland	2004Ã¢â‚¬â€œ2005	DOI[10.1016/J.FOODCHEM.2006.08.014]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	n.a.	retail stores, supermarkets and market stalls in Forssa and in the Helsinki area	2003Ã¢â‚¬â€œ2005	DOI[10.1016/j.jfca.2006.05.007]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1016/S0021-9258(18)90865-3]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1016/S0168-9452(02)00136-X]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1016/S0168-9452(02)00136-X]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1021/jf950732o]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1023/A:1024390522259]
NPO19231	Sophora flavescens	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[10654410]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[10775096]
NPO19231	Sophora flavescens	Species	Fabaceae	Eukaryota	n.a.	root	n.a.	PMID[10843587]
NPO19231	Sophora flavescens	Species	Fabaceae	Eukaryota	Roots	n.a.	n.a.	PMID[15568770]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	n.a.	root	n.a.	PMID[1622242]
NPO19231	Sophora flavescens	Species	Fabaceae	Eukaryota	n.a.	root	n.a.	PMID[16392664]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[16659156]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[16668466]
NPO19231	Sophora flavescens	Species	Fabaceae	Eukaryota	roots	Hualien Hsien, Taiwan	2003-JUL	PMID[16933887]
NPO19231	Sophora flavescens	Species	Fabaceae	Eukaryota	n.a.	root	n.a.	PMID[16933887]
NPO19231	Sophora flavescens	Species	Fabaceae	Eukaryota	n.a.	root	n.a.	PMID[17951038]
NPO19231	Sophora flavescens	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[18175961]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[18460139]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[20963508]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[22537213]
NPO19231	Sophora flavescens	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[24295087]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	Seeds	Tekirdag, Turkey		PMID[24499198]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[25053043]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[25070365]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	n.a.	seed	n.a.	PMID[25369450]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[25369450]
NPO19231	Sophora flavescens	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[27575476]
NPO19231	Sophora flavescens	Species	Fabaceae	Eukaryota	Roots	n.a.	n.a.	PMID[30298740]
NPO19231	Sophora flavescens	Species	Fabaceae	Eukaryota	Roots	n.a.	n.a.	PMID[9868163]
NPO19231	Sophora flavescens	Species	Fabaceae	Eukaryota	n.a.	root	n.a.	Database[Article]
NPO19231	Sophora flavescens	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO7960	Cicer arietinum	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO22782	Lens culinaris	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO22782	Lens culinaris	Species	Fabaceae	Eukaryota	Sprout Seedling	n.a.	n.a.	Database[FooDB]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	Seed	n.a.	n.a.	Database[FooDB]
NPO22782	Lens culinaris	Species	Fabaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO7960	Cicer arietinum	Species	Fabaceae	Eukaryota	Seed	n.a.	n.a.	Database[FooDB]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	Sprout Seedling	n.a.	n.a.	Database[FooDB]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	Stem	n.a.	n.a.	Database[FooDB]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	Testa	n.a.	n.a.	Database[FooDB]
NPO7960	Cicer arietinum	Species	Fabaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO22782	Lens culinaris	Species	Fabaceae	Eukaryota	n.a.	n.a.		Database[FooDB]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	n.a.	n.a.		Database[FooDB]
NPO7960	Cicer arietinum	Species	Fabaceae	Eukaryota	n.a.	n.a.		Database[FooDB]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	Root	n.a.	n.a.	Database[FooDB]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	Plant	n.a.	n.a.	Database[FooDB]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	Pericarp	n.a.	n.a.	Database[FooDB]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	Oil	n.a.	n.a.	Database[FooDB]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	Leaf	n.a.	n.a.	Database[FooDB]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	Hypocotyl	n.a.	n.a.	Database[FooDB]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	Fruit	n.a.	n.a.	Database[FooDB]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	Cotyledon	n.a.	n.a.	Database[FooDB]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO22782	Lens culinaris	Species	Fabaceae	Eukaryota	Seed	n.a.	n.a.	Database[FooDB]
NPO22782	Lens culinaris	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO19231	Sophora flavescens	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO7960	Cicer arietinum	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[MetaboLights]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	n.a.	seed	n.a.	Database[MetaboLights]
NPO22782	Lens culinaris	Species	Fabaceae	Eukaryota	Seeds	n.a.		Database[Phenol-Explorer]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	Seeds	n.a.		Database[Phenol-Explorer]
NPO7960	Cicer arietinum	Species	Fabaceae	Eukaryota	Seeds	n.a.		Database[Phenol-Explorer]
NPO22782	Lens culinaris	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO7960	Cicer arietinum	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO19231	Sophora flavescens	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO19231	Sophora flavescens	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO7960	Cicer arietinum	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO19231	Sophora flavescens	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO22782	Lens culinaris	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19231	Sophora flavescens	Species	Fabaceae	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 NPC186732 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	24497
0.1-0.2	21653
0.2-0.3	2601
0.3-0.4	633
0.4-0.5	387
0.5-0.6	72
0.6-0.7	4
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	Natural Product ID
0.7477	Intermediate Similarity	NPC114692
0.7455	Intermediate Similarity	NPC131469
0.7387	Intermediate Similarity	NPC95437
0.7241	Intermediate Similarity	NPC313110
0.6903	Remote Similarity	NPC118440
0.6897	Remote Similarity	NPC187618
0.6724	Remote Similarity	NPC236657
0.661	Remote Similarity	NPC120116
0.5984	Remote Similarity	NPC218954
0.5948	Remote Similarity	NPC482748
0.5938	Remote Similarity	NPC471550
0.5833	Remote Similarity	NPC251768
0.5726	Remote Similarity	NPC301449
0.5726	Remote Similarity	NPC601290
0.5704	Remote Similarity	NPC11577
0.5704	Remote Similarity	NPC141600
0.563	Remote Similarity	NPC472949
0.5573	Remote Similarity	NPC269484
0.5573	Remote Similarity	NPC97918
0.5565	Remote Similarity	NPC64715
0.5508	Remote Similarity	NPC12288
0.5489	Remote Similarity	NPC82380
0.5489	Remote Similarity	NPC244296
0.544	Remote Similarity	NPC302887
0.5397	Remote Similarity	NPC276093
0.5379	Remote Similarity	NPC482736
0.5379	Remote Similarity	NPC482738
0.5372	Remote Similarity	NPC473884
0.5366	Remote Similarity	NPC114304
0.536	Remote Similarity	NPC475504
0.5354	Remote Similarity	NPC477076
0.5354	Remote Similarity	NPC477079
0.5333	Remote Similarity	NPC309780
0.5303	Remote Similarity	NPC323341
0.5294	Remote Similarity	NPC485563
0.5294	Remote Similarity	NPC476774
0.528	Remote Similarity	NPC162574
0.5267	Remote Similarity	NPC252657
0.5267	Remote Similarity	NPC88311
0.5255	Remote Similarity	NPC258617
0.5227	Remote Similarity	NPC151543
0.5221	Remote Similarity	NPC484061
0.5221	Remote Similarity	NPC484062
0.521	Remote Similarity	NPC164194
0.5207	Remote Similarity	NPC475516
0.5207	Remote Similarity	NPC59804
0.5203	Remote Similarity	NPC475171
0.52	Remote Similarity	NPC11551
0.5191	Remote Similarity	NPC472267
0.5191	Remote Similarity	NPC471962
0.5191	Remote Similarity	NPC115656
0.5188	Remote Similarity	NPC284449
0.5161	Remote Similarity	NPC192791
0.5147	Remote Similarity	NPC478597
0.5124	Remote Similarity	NPC603870
0.5122	Remote Similarity	NPC488561
0.5116	Remote Similarity	NPC486564
0.5116	Remote Similarity	NPC482737
0.5115	Remote Similarity	NPC480936
0.5109	Remote Similarity	NPC470518
0.5108	Remote Similarity	NPC484059
0.5108	Remote Similarity	NPC484060
0.5106	Remote Similarity	NPC476775
0.5102	Remote Similarity	NPC475368
0.5083	Remote Similarity	NPC270667
0.5082	Remote Similarity	NPC25605
0.5081	Remote Similarity	NPC469946
0.5079	Remote Similarity	NPC159309
0.5079	Remote Similarity	NPC148603
0.5079	Remote Similarity	NPC86222
0.5077	Remote Similarity	NPC160452
0.5075	Remote Similarity	NPC471384
0.5075	Remote Similarity	NPC133818
0.5074	Remote Similarity	NPC252289
0.5074	Remote Similarity	NPC305793
0.5072	Remote Similarity	NPC478596
0.5072	Remote Similarity	NPC476780
0.5039	Remote Similarity	NPC139044
0.5039	Remote Similarity	NPC114484
0.5035	Remote Similarity	NPC33068

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC186732 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	7117
0.1-0.2	1984
0.2-0.3	45
0.3-0.4	3
0.4-0.5	1
0.5-0.6	0
0.6-0.7	0
0.7-0.8	0
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
		NPD

Bioactivity similarity

Similar Natural Products in NPASS

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

A: chemistry similarity

B: biological targets similarity

C: networks similarity

D: cell-based bioactivity similarity

E: similarity based on clinical data