NPASS Compound

Natural Product: NPC548350

Natural Product ID	NPC548350
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	(2~{S},3~{R},4~{S},5~{R},6~{S})-2-[(2~{S},3~{S},4~{S},5~{S},6~{S})-5-hydroxy-6-(hydroxymethyl)-2-[(1~{S},2~{S},4~{S},5'~{R},6~{R},7~{S},8~{R},9~{S},12~{S},13~{R},16~{S})-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.0^{2,9}.0^{4,8}.0^{13,18}]icos-18-ene-6,2'-piperidine]-16-yl]oxy-4-[(2~{S},3~{S},4~{S},5~{R},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-tetrahydropyran-3-yl]oxy-6-methyl-tetrahydropyran-3,4,5-triol
IUPAC Name	(2~{S},3~{R},4~{S},5~{R},6~{S})-2-[(2~{S},3~{S},4~{S},5~{S},6~{S})-5-hydroxy-6-(hydroxymethyl)-2-[(1~{S},2~{S},4~{S},5'~{R},6~{R},7~{S},8~{R},9~{S},12~{S},13~{R},16~{S})-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.0^{2,9}.0^{4,8}.0^{13,18}]icos-18-ene-6,2'-piperidine]-16-yl]oxy-4-[(2~{S},3~{S},4~{S},5~{R},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-tetrahydropyran-3-yl]oxy-6-methyl-tetrahydropyran-3,4,5-triol
Synonyms
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	n.a.
PubChem CID	n.a.
Chemical Classification	CHEMONTID:0000000 [Organic compounds]

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 135143 0 0 0 0 0 0 0 0999 V2000 10.8514 3.5739 2.1690 C 0 0 0 0 0 0 0 0 0 0 0 0 11.3397 2.3933 1.3352 C 0 0 2 0 0 0 0 0 0 0 0 0 10.9401 2.5237 -0.1149 C 0 0 0 0 0 0 0 0 0 0 0 0 10.3232 1.1956 -0.5812 C 0 0 0 0 0 0 0 0 0 0 0 0 9.1303 0.9905 0.3262 C 0 0 1 0 0 0 0 0 0 0 0 0 9.5016 0.8472 1.6992 N 0 0 0 0 0 0 0 0 0 0 0 0 10.8805 1.1197 1.9794 C 0 0 0 0 0 0 0 0 0 0 0 0 8.1965 2.0042 0.1226 O 0 0 0 0 0 0 0 0 0 0 0 0 6.9724 1.5759 0.5292 C 0 0 1 0 0 0 0 0 0 0 0 0 5.8916 1.7234 -0.5611 C 0 0 0 0 0 0 0 0 0 0 0 0 4.9361 0.7412 -0.0445 C 0 0 1 0 0 0 0 0 0 0 0 0 3.7738 0.3343 -0.8798 C 0 0 2 0 0 0 0 0 0 0 0 0 3.1259 1.4525 -1.6087 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8895 0.9524 -2.2569 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2015 -0.0032 -1.6897 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0448 -0.4990 -2.3469 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1659 -0.0641 -1.4569 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.1643 -0.9102 -1.1746 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4191 -0.6501 -1.5937 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.8897 -1.6681 -2.3831 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.0367 -2.8994 -1.8738 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.7800 -3.7531 -1.9411 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3950 -3.8989 -3.2825 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.6481 -2.8930 -0.5225 C 0 0 2 0 0 0 0 0 0 0 0 0 -5.6923 -3.8548 -0.5006 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.2730 -1.5750 -0.2097 C 0 0 2 0 0 0 0 0 0 0 0 0 -6.4540 -1.5103 -0.9412 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.5852 -1.5636 -0.1958 C 0 0 2 0 0 0 0 0 0 0 0 0 -8.4483 -2.6342 -0.4749 O 0 0 0 0 0 0 0 0 0 0 0 0 -9.2551 -2.7348 0.6714 C 0 0 2 0 0 0 0 0 0 0 0 0 -10.0506 -4.0107 0.5724 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.8620 -4.0256 -0.5553 O 0 0 0 0 0 0 0 0 0 0 0 0 -10.1893 -1.5820 0.8459 C 0 0 2 0 0 0 0 0 0 0 0 0 -11.3504 -1.7535 0.1120 O 0 0 0 0 0 0 0 0 0 0 0 0 -9.5570 -0.2379 0.5847 C 0 0 2 0 0 0 0 0 0 0 0 0 -10.5374 0.5724 0.0177 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.4006 -0.3162 -0.3880 C 0 0 2 0 0 0 0 0 0 0 0 0 -8.9270 -0.2772 -1.6908 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.3608 -0.4093 -0.4113 C 0 0 2 0 0 0 0 0 0 0 0 0 -5.1063 0.7442 -0.5393 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.8679 1.7170 0.3962 C 0 0 2 0 0 0 0 0 0 0 0 0 -6.0045 2.0866 1.1194 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.7011 2.8112 2.2451 C 0 0 1 0 0 0 0 0 0 0 0 0 -5.4424 1.8330 3.3794 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4352 3.6182 2.0429 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.4334 4.6682 2.9466 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.4550 4.1222 0.6151 C 0 0 2 0 0 0 0 0 0 0 0 0 -5.6403 4.8379 0.3954 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.3281 2.9461 -0.3057 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.9928 2.7524 -0.5788 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.6646 0.5715 -0.1770 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3947 -0.2023 0.5424 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5085 -0.6800 -0.4028 C 0 0 1 0 0 0 0 0 0 0 0 0 1.2442 -2.1673 -0.5691 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8631 -0.3786 0.1019 C 0 0 1 0 0 0 0 0 0 0 0 0 3.5848 -1.6117 0.6230 C 0 0 0 0 0 0 0 0 0 0 0 0 4.9765 -1.3724 1.0600 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7979 -0.5194 0.1197 C 0 0 1 0 0 0 0 0 0 0 0 0 5.9673 -1.2607 -1.1666 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0365 0.0477 0.6875 C 0 0 1 0 0 0 0 0 0 0 0 0 8.3006 -0.2237 -0.1070 C 0 0 2 0 0 0 0 0 0 0 0 0 8.9585 -1.5184 0.2436 C 0 0 0 0 0 0 0 0 0 0 0 0 9.8754 3.3801 2.6397 H 0 0 0 0 0 0 0 0 0 0 0 0 11.6084 3.8126 2.9497 H 0 0 0 0 0 0 0 0 0 0 0 0 10.7637 4.4627 1.4990 H 0 0 0 0 0 0 0 0 0 0 0 0 12.4623 2.4154 1.3885 H 0 0 0 0 0 0 0 0 0 0 0 0 11.7714 2.7938 -0.7655 H 0 0 0 0 0 0 0 0 0 0 0 0 10.1226 3.2993 -0.1993 H 0 0 0 0 0 0 0 0 0 0 0 0 11.0413 0.4000 -0.3934 H 0 0 0 0 0 0 0 0 0 0 0 0 9.9672 1.2979 -1.6055 H 0 0 0 0 0 0 0 0 0 0 0 0 9.2038 -0.0216 2.1647 H 0 0 0 0 0 0 0 0 0 0 0 0 10.9644 1.2748 3.0833 H 0 0 0 0 0 0 0 0 0 0 0 0 11.5019 0.2722 1.6564 H 0 0 0 0 0 0 0 0 0 0 0 0 6.5934 1.9875 1.4693 H 0 0 0 0 0 0 0 0 0 0 0 0 6.2820 1.5601 -1.5618 H 0 0 0 0 0 0 0 0 0 0 0 0 5.4481 2.7482 -0.4401 H 0 0 0 0 0 0 0 0 0 0 0 0 4.5971 1.0417 0.9652 H 0 0 0 0 0 0 0 0 0 0 0 0 4.0195 -0.4441 -1.6542 H 0 0 0 0 0 0 0 0 0 0 0 0 2.8905 2.3357 -0.9755 H 0 0 0 0 0 0 0 0 0 0 0 0 3.8095 1.7329 -2.4511 H 0 0 0 0 0 0 0 0 0 0 0 0 1.5189 1.3491 -3.2006 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.1071 -0.0782 -3.3703 H 0 0 0 0 0 0 0 0 0 0 0 0 0.0803 -1.5705 -2.4716 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.6476 0.7965 -2.0233 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.4399 0.2907 -2.1657 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.7703 -3.4360 -2.5687 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.0274 -4.7681 -1.5837 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.9274 -3.3332 -1.4142 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7278 -4.6246 -3.3695 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.9180 -3.1244 0.2933 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.0957 -3.9244 -1.4141 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.5770 -1.6480 0.8803 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.2662 -1.6135 0.8830 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.5595 -2.7999 1.5506 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.7203 -4.1408 1.4605 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.3585 -4.8889 0.4759 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.9845 -4.9603 -0.8507 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.4932 -1.5615 1.9270 H 0 0 0 0 0 0 0 0 0 0 0 0 -11.1428 -1.7024 -0.8472 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.1931 0.2451 1.5096 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.5339 0.5454 -0.9723 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.7810 0.5840 -0.2669 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.1065 -1.1917 -1.9984 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.7225 -0.2965 0.4802 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.0634 1.3519 1.0782 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.5635 3.4369 2.5660 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.5735 1.2153 3.1287 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.3165 1.1377 3.4984 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.2325 2.3631 4.3421 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.5710 2.9649 2.2440 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.5414 4.8033 3.3819 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.5662 4.7677 0.4821 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.3840 5.7679 0.1962 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.8432 3.1134 -1.2802 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.7461 3.1635 -1.4567 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.3629 1.6412 -0.3514 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.5261 0.6603 0.5309 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8713 0.4789 1.2756 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.0858 -1.0414 1.0820 H 0 0 0 0 0 0 0 0 0 0 0 0 1.6440 -2.5899 -1.4952 H 0 0 0 0 0 0 0 0 0 0 0 0 0.1315 -2.3054 -0.5987 H 0 0 0 0 0 0 0 0 0 0 0 0 1.5498 -2.7543 0.3229 H 0 0 0 0 0 0 0 0 0 0 0 0 2.7680 0.2998 0.9874 H 0 0 0 0 0 0 0 0 0 0 0 0 3.0107 -1.9854 1.5081 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4980 -2.4346 -0.1463 H 0 0 0 0 0 0 0 0 0 0 0 0 5.4868 -2.3755 1.1004 H 0 0 0 0 0 0 0 0 0 0 0 0 4.9990 -0.9427 2.0644 H 0 0 0 0 0 0 0 0 0 0 0 0 5.9943 -0.6223 -2.0675 H 0 0 0 0 0 0 0 0 0 0 0 0 6.9231 -1.8580 -1.0837 H 0 0 0 0 0 0 0 0 0 0 0 0 5.1880 -2.0502 -1.2621 H 0 0 0 0 0 0 0 0 0 0 0 0 7.2251 -0.2409 1.7409 H 0 0 0 0 0 0 0 0 0 0 0 0 8.1325 -0.0880 -1.1974 H 0 0 0 0 0 0 0 0 0 0 0 0 9.2798 -2.0441 -0.7040 H 0 0 0 0 0 0 0 0 0 0 0 0 8.2967 -2.1369 0.8612 H 0 0 0 0 0 0 0 0 0 0 0 0 9.9280 -1.2908 0.7532 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 5 8 1 1 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 2 0 15 16 1 0 16 17 1 0 17 18 1 0 18 19 1 0 19 20 1 0 20 21 1 0 21 22 1 0 22 23 1 0 21 24 1 0 24 25 1 0 24 26 1 0 26 27 1 0 27 28 1 0 28 29 1 0 29 30 1 0 30 31 1 0 31 32 1 0 30 33 1 0 33 34 1 0 33 35 1 0 35 36 1 0 35 37 1 0 37 38 1 0 26 39 1 0 39 40 1 0 40 41 1 0 41 42 1 0 42 43 1 0 43 44 1 0 43 45 1 0 45 46 1 0 45 47 1 0 47 48 1 0 47 49 1 0 49 50 1 0 17 51 1 0 51 52 1 0 52 53 1 0 53 54 1 6 53 55 1 0 55 56 1 0 56 57 1 0 57 58 1 0 58 59 1 6 58 60 1 0 60 61 1 0 61 62 1 0 7 2 1 0 60 9 1 0 61 5 1 0 58 11 1 0 55 12 1 0 53 15 1 0 39 19 1 0 49 41 1 0 37 28 1 0 1 63 1 0 1 64 1 0 1 65 1 0 2 66 1 6 3 67 1 0 3 68 1 0 4 69 1 0 4 70 1 0 6 71 1 0 7 72 1 0 7 73 1 0 9 74 1 1 10 75 1 0 10 76 1 0 11 77 1 1 12 78 1 6 13 79 1 0 13 80 1 0 14 81 1 0 16 82 1 0 16 83 1 0 17 84 1 6 19 85 1 6 21 86 1 6 22 87 1 0 22 88 1 0 23 89 1 0 24 90 1 1 25 91 1 0 26 92 1 1 28 93 1 1 30 94 1 1 31 95 1 0 31 96 1 0 32 97 1 0 33 98 1 1 34 99 1 0 35100 1 1 36101 1 0 37102 1 1 38103 1 0 39104 1 1 41105 1 1 43106 1 1 44107 1 0 44108 1 0 44109 1 0 45110 1 6 46111 1 0 47112 1 1 48113 1 0 49114 1 6 50115 1 0 51116 1 0 51117 1 0 52118 1 0 52119 1 0 54120 1 0 54121 1 0 54122 1 0 55123 1 1 56124 1 0 56125 1 0 57126 1 0 57127 1 0 59128 1 0 59129 1 0 59130 1 0 60131 1 1 61132 1 6 62133 1 0 62134 1 0 62135 1 0 M END

Standard InCHIKey	QCTMYNGDIBTNSK-ZHINKDLUSA-N
Standard InCHI	InChI=1S/C45H73NO16/c1-19-8-13-45(46-16-19)20(2)30-27(62-45)15-26-24-7-6-22-14-23(9-11-43(22,4)25(24)10-12-44(26,30)5)57-42-39(61-40-36(54)34(52)31(49)21(3)56-40)38(33(51)29(18-48)59-42)60-41-37(55)35(53)32(50)28(17-47)58-41/h6,19-21,23-42,46-55H,7-18H2,1-5H3/t19-,20+,21+,23+,24-,25+,26+,27+,28-,29+,30+,31+,32+,33+,34+,35+,36-,37+,38+,39+,40+,41+,42+,43+,44+,45-/m1/s1
SMILES	C[C@@H]1CC[C@@]2(NC1)O[C@H]1C[C@H]3[C@@H]4CC=C5C[C@@H](O[C@H]6O[C@@H](CO)[C@H](O)[C@H](O[C@@H]7O[C@H](CO)[C@H](O)[C@H](O)[C@@H]7O)[C@@H]6O[C@@H]6O[C@@H](C)[C@H](O)[C@H](O)[C@H]6O)CC[C@]5(C)[C@H]4CC[C@]3(C)[C@H]1[C@@H]2C

Calculated Properties

Physi-Chem Properties

Molecular Weight:	883.49	Volume:	858.872 ? Van der Waals volume.
Dense:	1.029	LogP:	1.936 ? The logarithm of the n-octanol/water distribution coefficients.
logD7.4:	2.742 ? The logarithm of the n-octanol/water distribution coefficient at pH=7.4.	LogS:	-4.492 ? The logarithm of aqueous solubility value.
Rotatable Bonds:	8.0	Rigid Bonds:	48.0
TPSA:	258.71 ? Topological Polar Surface Area.	H-Bond Acceptor:	17.0
H-Bond Donor:	10.0	Rings:	9.0
Heavy Atoms:	17.0

MedChem Properties

QED Drug-Likeness Score:	0.142	GASA:	1.0 ? GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:	6.761	Fsp³:	0.956
MCE-18:	229.091 ? 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:	0.803	Fluc inhibitor:	0.0 ? The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:	0.004 ? 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:	0.011	Promiscuous compounds:	0.015

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:	-6.568	MDCK Permeability:	-5.066
Pgp-inhibitor:	0.0	Pgp-substrate:	0.975
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):	0.082
20% Bioavailability (F20%):	0.949	30% Bioavailability (F30%):	0.999
50% Bioavailability (F50%):	1.0

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.002	MRP1:	0.416
Plasma Protein Binding (PPB):	61.087%	Volume Distribution (VD):	-0.355
Fu:	31.62% ? The fraction unbound in plasms.	OATP1B1 inhibitor:	1.0
OATP1B3 inhibitor:	0.998	BCRP inhibitor:	0.025
BSEP inhibitor:	0.0

ADMET: Metabolism

CYP1A2-inhibitor:	0.0	CYP1A2-substrate:	0.0
CYP2C19-inhibitor:	0.067	CYP2C19-substrate:	0.0
CYP2C9-inhibitor:	0.0	CYP2C9-substrate:	0.0
CYP2D6-inhibitor:	0.0	CYP2D6-substrate:	0.001
CYP3A4-inhibitor:	0.087	CYP3A4-substrate:	0.998
CYP2B6-substrate:	0.0	CYP2C8-inhibitor:	0.408
HLM stability:	0.266 ? 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):

0.577

Half-life (T1/2):

2.122

ADMET: Toxicity

hERG Blockers:	0.008	hERG Blockers (10um):	0.028
Human Hepatotoxicity (H-HT):	0.594	Drug-induced Liver Injury (DILI):	0.944
AMES Toxicity:	0.993	Rat Oral Acute Toxicity:	0.024
Maximum Recommended Daily Dose:	0.01	Skin Sensitization:	1.0
Carcinogencity:	0.221	Eye Corrosion:	0.0
Eye Irritation:	0.001	Respiratory Toxicity:	0.013
Drug-induced Neurotoxicity:	0.005	Ototoxicity:	0.996
Hematotoxicity:	0.821	Drug-induced Nephrotoxicity:	0.911
Genotoxicity:	0.07	RPMI-8226 Immunitoxicity:	0.527
A549 Cytotoxicity:	0.999	Hek293 Cytotoxicity:	0.972
BCF:	1.541 ? 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:	3.415 ? 48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:	4.621 ? 48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].	LC50FM:	3.929 ? 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
NPO7732	Solanum melongena	Species	Solanaceae	Eukaryota	n.a.	root	n.a.	DOI[10.1271/bbb1961.42.623]
NPO18141	Solanum torvum	Species	Solanaceae	Eukaryota	n.a.	fruit	n.a.	PMID[11830167]
NPO22063	Solanum lycocarpum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[17249729]
NPO2237	Solanum lyratum	Species	Solanaceae	Eukaryota	n.a.	whole plant	n.a.	PMID[19336938]
NPO7768	Solanum viarum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[23237411]
NPO22594	Solanum incanum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[2380724]
NPO7732	Solanum melongena	Species	Solanaceae	Eukaryota	Roots	n.a.	n.a.	PMID[31742403]
NPO49038	Solanum nigrum L.	Genus	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO7768	Solanum viarum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO57825	Solanum verbascifolium	Genus	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO24552	Capsicum frutescens	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO47878	Solanum varbascifolium	Genus	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO7732	Solanum melongena	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO43037	Solanum surattense	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO18141	Solanum torvum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO30389	Solanum khasianum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO12948	Solanum dulcamara	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO2237	Solanum lyratum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO7841	Solanum transcaucasicum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO17957	Solanum sodomeum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO22063	Solanum lycocarpum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO50156	Solanum xylocarpum	Genus	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO59884	Solanum sodomaeum	Genus	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO31342	Solanum xanthocarpum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO48584	Solanum sycophanta Dunal et DC	Genus	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO16091	Solanum oleraceum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO59533	Solanum plantanifolium	Genus	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO61844	Solanum robustum Wendl.	Genus	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO47633	Solanum rostratum Dun.	Genus	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO6276	Solanum aviculare	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO22594	Solanum incanum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO30814	Solanum jasminoides	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO7732	Solanum melongena	Species	Solanaceae	Eukaryota	n.a.	n.a.		Database[FooDB]
NPO7732	Solanum melongena	Species	Solanaceae	Eukaryota	Leaf	n.a.	n.a.	Database[FooDB]
NPO7732	Solanum melongena	Species	Solanaceae	Eukaryota	Fruit	n.a.	n.a.	Database[FooDB]
NPO7732	Solanum melongena	Species	Solanaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO30389	Solanum khasianum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO17957	Solanum sodomeum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO18141	Solanum torvum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO2237	Solanum lyratum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO7732	Solanum melongena	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO30814	Solanum jasminoides	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO12948	Solanum dulcamara	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO7768	Solanum viarum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO31342	Solanum xanthocarpum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO22594	Solanum incanum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO6276	Solanum aviculare	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO24552	Capsicum frutescens	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO7732	Solanum melongena	Species	Solanaceae	Eukaryota	n.a.	n.a.		Database[Phenol-Explorer]
NPO6276	Solanum aviculare	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO24552	Capsicum frutescens	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO22594	Solanum incanum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO17957	Solanum sodomeum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO7732	Solanum melongena	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO12948	Solanum dulcamara	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO2237	Solanum lyratum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO18141	Solanum torvum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO7768	Solanum viarum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO31342	Solanum xanthocarpum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO2237	Solanum lyratum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO24552	Capsicum frutescens	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO18141	Solanum torvum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO12948	Solanum dulcamara	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO7732	Solanum melongena	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO6276	Solanum aviculare	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO30814	Solanum jasminoides	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO30389	Solanum khasianum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO22063	Solanum lycocarpum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17957	Solanum sodomeum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7841	Solanum transcaucasicum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18141	Solanum torvum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7732	Solanum melongena	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12948	Solanum dulcamara	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO6276	Solanum aviculare	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO2237	Solanum lyratum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7768	Solanum viarum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22594	Solanum incanum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16091	Solanum oleraceum	Species	Solanaceae	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 NPC548350 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	25055
0.1-0.2	21516
0.2-0.3	2574
0.3-0.4	541
0.4-0.5	102
0.5-0.6	53
0.6-0.7	9
0.7-0.8	1
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	2

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC150057
1.0	High Similarity	NPC147753
0.798	Intermediate Similarity	NPC122819
0.7917	Intermediate Similarity	NPC15249
0.7917	Intermediate Similarity	NPC25455
0.7182	Intermediate Similarity	NPC287885
0.6916	Remote Similarity	NPC102016
0.6916	Remote Similarity	NPC95051
0.6887	Remote Similarity	NPC300557
0.6698	Remote Similarity	NPC602423
0.6607	Remote Similarity	NPC218571
0.6607	Remote Similarity	NPC487615
0.6577	Remote Similarity	NPC309278
0.6126	Remote Similarity	NPC48886
0.6126	Remote Similarity	NPC94881
0.5926	Remote Similarity	NPC94272
0.5833	Remote Similarity	NPC485606
0.5798	Remote Similarity	NPC477811
0.5739	Remote Similarity	NPC73243
0.5739	Remote Similarity	NPC244086
0.5739	Remote Similarity	NPC84956
0.5714	Remote Similarity	NPC98696
0.5652	Remote Similarity	NPC480555
0.5652	Remote Similarity	NPC150372
0.5641	Remote Similarity	NPC247037
0.5625	Remote Similarity	NPC147835
0.5625	Remote Similarity	NPC253645
0.5625	Remote Similarity	NPC85001
0.5625	Remote Similarity	NPC95920
0.5565	Remote Similarity	NPC6806
0.5537	Remote Similarity	NPC480553
0.5536	Remote Similarity	NPC305423
0.5536	Remote Similarity	NPC113044
0.5536	Remote Similarity	NPC283829
0.5536	Remote Similarity	NPC161676
0.5517	Remote Similarity	NPC475182
0.55	Remote Similarity	NPC249265
0.5481	Remote Similarity	NPC296686
0.5476	Remote Similarity	NPC477808
0.5455	Remote Similarity	NPC23808
0.5455	Remote Similarity	NPC87998
0.5417	Remote Similarity	NPC194207
0.5417	Remote Similarity	NPC22779
0.5398	Remote Similarity	NPC14704
0.5391	Remote Similarity	NPC470433
0.5391	Remote Similarity	NPC46190
0.5391	Remote Similarity	NPC171073
0.5372	Remote Similarity	NPC480554
0.5357	Remote Similarity	NPC470432
0.5357	Remote Similarity	NPC230507
0.5345	Remote Similarity	NPC248746
0.5299	Remote Similarity	NPC42171
0.5268	Remote Similarity	NPC295980
0.5234	Remote Similarity	NPC181845
0.52	Remote Similarity	NPC232054
0.5161	Remote Similarity	NPC256983
0.514	Remote Similarity	NPC165439
0.5124	Remote Similarity	NPC269297
0.5124	Remote Similarity	NPC222202
0.512	Remote Similarity	NPC308140
0.512	Remote Similarity	NPC31896
0.5085	Remote Similarity	NPC477809
0.5082	Remote Similarity	NPC475333
0.5082	Remote Similarity	NPC224098
0.5082	Remote Similarity	NPC208383
0.5078	Remote Similarity	NPC480556
0.5047	Remote Similarity	NPC486114
0.5039	Remote Similarity	NPC262050

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC548350 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	7641
0.1-0.2	1433
0.2-0.3	67
0.3-0.4	7
0.4-0.5	0
0.5-0.6	0
0.6-0.7	0
0.7-0.8	1
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	1

Similarity Score	Similarity Level	Drug ID	Developmental Stage
1.0	High Similarity	NPD8450	Suspended
0.798	Intermediate Similarity	NPD8449	Approved

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