NPASS Compound

Natural Product: NPC199950

Natural Product ID	NPC199950
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	CROUPKILZUPLQA-QTFFJHKXSA-N
IUPAC Name	n.a.
Synonyms
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	n.a.
PubChem CID	16752255
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 142149 0 0 0 0 0 0 0 0999 V2000 -6.1379 5.2264 -2.8235 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.5217 3.9930 -2.0415 C 0 0 1 0 0 0 0 0 0 0 0 0 -7.9208 4.1594 -1.5289 C 0 0 1 0 0 0 0 0 0 0 0 0 -8.9476 3.4328 -2.3575 C 0 0 2 0 0 0 0 0 0 0 0 0 -8.5478 2.0544 -2.7539 C 0 0 2 0 0 0 0 0 0 0 0 0 -7.0754 1.7867 -2.4017 C 0 0 1 0 0 0 0 0 0 0 0 0 -6.3710 2.8918 -2.8745 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.8761 1.5505 -1.0733 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.4071 0.2948 -0.7370 C 0 0 2 0 0 0 0 0 0 0 0 0 -7.3303 -0.4406 0.1961 C 0 0 2 0 0 0 0 0 0 0 0 0 -6.8213 -0.2596 1.6008 C 0 0 1 0 0 0 0 0 0 0 0 0 -6.1462 1.0667 1.7117 C 0 0 1 0 0 0 0 0 0 0 0 0 -5.9324 1.4531 3.1706 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.1112 1.2884 3.8988 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.9949 1.2138 0.9766 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.9890 0.3715 -0.1609 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.6259 -0.8660 0.2834 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4375 -1.3699 -0.3364 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.8753 -2.6960 -0.8886 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.6396 -3.7691 0.1177 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.7152 -3.3183 1.5492 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.0319 -4.3461 2.3797 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3519 -5.5689 2.3288 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.0092 -4.0061 3.2508 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.1505 -2.1030 1.8212 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.3984 -1.6124 0.7219 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.4526 -2.5163 0.3439 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.1584 -2.0769 0.4528 C 0 0 1 0 0 0 0 0 0 0 0 0 0.5599 -2.6760 1.6579 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9690 -2.1586 1.7573 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8038 -2.3897 0.5018 C 0 0 1 0 0 0 0 0 0 0 0 0 3.1088 -3.8567 0.4978 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0382 -1.8698 -0.6537 C 0 0 1 0 0 0 0 0 0 0 0 0 2.8726 -2.0465 -1.8707 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9262 -0.9231 -1.7512 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8184 -1.2171 -0.5359 C 0 0 2 0 0 0 0 0 0 0 0 0 5.7286 -2.3549 -0.9899 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0243 -1.5174 0.6672 C 0 0 2 0 0 0 0 0 0 0 0 0 4.9581 -1.9955 1.7476 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8389 -0.8228 2.0293 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1728 0.0872 1.1223 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0659 1.2028 1.5616 C 0 0 2 0 0 0 0 0 0 0 0 0 6.3780 2.4421 1.9496 C 0 0 0 0 0 0 0 0 0 0 0 0 6.8923 3.7497 1.5271 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8000 4.5994 0.8496 C 0 0 0 0 0 0 0 0 0 0 0 0 7.2254 4.6170 2.7702 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0962 3.8253 0.6758 C 0 0 0 0 0 0 0 0 0 0 0 0 8.2376 2.6155 -0.1406 C 0 0 0 0 0 0 0 0 0 0 0 0 8.3813 2.6752 -1.3313 O 0 0 0 0 0 0 0 0 0 0 0 0 8.1959 1.3327 0.5700 C 0 0 1 0 0 0 0 0 0 0 0 0 9.5738 1.2619 1.2730 C 0 0 0 0 0 0 0 0 0 0 0 0 8.2023 0.1129 -0.3269 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9427 0.0218 -1.1540 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6956 -0.0013 -0.2836 C 0 0 1 0 0 0 0 0 0 0 0 0 4.8864 1.1950 -0.7388 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6032 -2.2746 -0.7963 C 0 0 2 0 0 0 0 0 0 0 0 0 0.0125 -1.3838 -1.8720 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4504 -3.6951 -1.3085 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1696 -3.9039 -2.4854 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.7096 -4.6904 -0.0393 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.1310 -2.9982 -2.0461 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.9493 -0.2197 2.4521 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.2917 -1.8086 -0.0801 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.5843 1.9991 -4.1632 O 0 0 0 0 0 0 0 0 0 0 0 0 -9.3114 4.2148 -3.4613 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.0326 3.8259 -0.1595 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.0198 5.0467 -3.9078 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.8605 6.0634 -2.6145 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.1373 5.6245 -2.4908 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.8600 3.8899 -1.1473 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.1773 5.2372 -1.5719 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.8798 3.3646 -1.7307 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.1961 1.2412 -2.3983 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.8035 0.9220 -3.0283 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.3250 -0.2922 -1.6705 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.3691 -0.0469 0.1574 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.2098 -1.1039 1.9706 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.8772 1.8214 1.3183 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.6157 2.5007 3.2823 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.1423 0.8296 3.6552 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.0927 0.5337 4.5176 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.3403 0.8361 -0.9040 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.0975 -0.6393 -1.0987 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.9590 -2.6509 -1.2049 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.7388 -4.3952 -0.0600 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.7844 -3.3130 1.9116 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.8412 -4.6048 4.0356 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.9411 -0.6576 1.0750 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.2459 -0.9760 0.7167 H 0 0 0 0 0 0 0 0 0 0 0 0 0.0274 -2.3176 2.5538 H 0 0 0 0 0 0 0 0 0 0 0 0 0.5321 -3.7731 1.6853 H 0 0 0 0 0 0 0 0 0 0 0 0 2.0333 -1.1071 2.0831 H 0 0 0 0 0 0 0 0 0 0 0 0 2.4631 -2.7577 2.5546 H 0 0 0 0 0 0 0 0 0 0 0 0 3.1593 -4.3402 -0.4743 H 0 0 0 0 0 0 0 0 0 0 0 0 4.0298 -4.0118 1.1374 H 0 0 0 0 0 0 0 0 0 0 0 0 2.3438 -4.4554 1.0822 H 0 0 0 0 0 0 0 0 0 0 0 0 1.9602 -0.7457 -0.4586 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4658 -2.9729 -1.9257 H 0 0 0 0 0 0 0 0 0 0 0 0 2.3652 -1.8132 -2.8323 H 0 0 0 0 0 0 0 0 0 0 0 0 4.4673 -0.8740 -2.6856 H 0 0 0 0 0 0 0 0 0 0 0 0 3.2452 -0.0421 -1.5522 H 0 0 0 0 0 0 0 0 0 0 0 0 5.3258 -3.3579 -0.7241 H 0 0 0 0 0 0 0 0 0 0 0 0 6.7270 -2.3139 -0.5099 H 0 0 0 0 0 0 0 0 0 0 0 0 5.7890 -2.4053 -2.1178 H 0 0 0 0 0 0 0 0 0 0 0 0 3.6241 -0.5287 1.0439 H 0 0 0 0 0 0 0 0 0 0 0 0 5.6450 -2.8072 1.4201 H 0 0 0 0 0 0 0 0 0 0 0 0 4.4532 -2.3614 2.6604 H 0 0 0 0 0 0 0 0 0 0 0 0 6.2085 -0.7446 3.0469 H 0 0 0 0 0 0 0 0 0 0 0 0 7.6074 0.8570 2.5065 H 0 0 0 0 0 0 0 0 0 0 0 0 5.2953 2.3599 1.6235 H 0 0 0 0 0 0 0 0 0 0 0 0 6.2144 2.4941 3.0772 H 0 0 0 0 0 0 0 0 0 0 0 0 5.8021 4.4439 -0.2510 H 0 0 0 0 0 0 0 0 0 0 0 0 4.7892 4.3052 1.2078 H 0 0 0 0 0 0 0 0 0 0 0 0 6.0097 5.6821 0.9918 H 0 0 0 0 0 0 0 0 0 0 0 0 6.2757 5.0283 3.1768 H 0 0 0 0 0 0 0 0 0 0 0 0 7.8391 5.4777 2.4401 H 0 0 0 0 0 0 0 0 0 0 0 0 7.7315 4.0091 3.5392 H 0 0 0 0 0 0 0 0 0 0 0 0 8.0076 4.7258 -0.0040 H 0 0 0 0 0 0 0 0 0 0 0 0 9.0080 4.0545 1.2749 H 0 0 0 0 0 0 0 0 0 0 0 0 10.0042 2.2478 1.4393 H 0 0 0 0 0 0 0 0 0 0 0 0 9.4038 0.6980 2.2353 H 0 0 0 0 0 0 0 0 0 0 0 0 10.2949 0.6569 0.6949 H 0 0 0 0 0 0 0 0 0 0 0 0 8.3336 -0.7586 0.3461 H 0 0 0 0 0 0 0 0 0 0 0 0 9.0686 0.1102 -1.0204 H 0 0 0 0 0 0 0 0 0 0 0 0 6.9770 0.9172 -1.8320 H 0 0 0 0 0 0 0 0 0 0 0 0 6.9968 -0.8223 -1.8628 H 0 0 0 0 0 0 0 0 0 0 0 0 4.8300 1.0665 -1.8677 H 0 0 0 0 0 0 0 0 0 0 0 0 5.5051 2.1382 -0.7025 H 0 0 0 0 0 0 0 0 0 0 0 0 3.9356 1.3344 -0.2494 H 0 0 0 0 0 0 0 0 0 0 0 0 0.7862 -0.6969 -2.3250 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.4472 -1.9491 -2.6836 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.7666 -0.7051 -1.4398 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.6147 -3.8053 -1.5961 H 0 0 0 0 0 0 0 0 0 0 0 0 0.6123 -4.4647 -0.5363 H 0 0 0 0 0 0 0 0 0 0 0 0 1.5741 -4.7892 -2.5135 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.5049 -4.1430 -0.2254 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.5194 -3.8508 -2.3885 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.1977 -1.1000 2.7911 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.9269 -1.9658 -0.8219 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.7844 2.4153 -4.5667 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.1149 3.8605 -3.9111 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.0179 3.8582 0.0285 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 2 3 1 0 3 4 1 0 4 5 1 0 5 6 1 0 6 7 1 0 6 8 1 0 8 9 1 0 9 10 1 0 10 11 1 0 11 12 1 0 12 13 1 0 13 14 1 0 12 15 1 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 2 0 22 24 1 0 21 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 31 32 1 6 31 33 1 0 33 34 1 0 34 35 1 0 35 36 1 0 36 37 1 6 36 38 1 0 38 39 1 0 39 40 1 0 40 41 2 0 41 42 1 0 42 43 1 0 43 44 1 0 44 45 1 0 44 46 1 0 44 47 1 0 47 48 1 0 48 49 2 0 48 50 1 0 50 51 1 1 50 52 1 0 52 53 1 0 53 54 1 0 54 55 1 6 33 56 1 0 56 57 1 6 56 58 1 0 58 59 1 0 20 60 1 0 19 61 1 0 11 62 1 0 10 63 1 0 5 64 1 0 4 65 1 0 3 66 1 0 7 2 1 0 16 9 1 0 26 18 1 0 56 28 1 0 38 31 1 0 54 41 1 0 54 36 1 0 50 42 1 0 1 67 1 0 1 68 1 0 1 69 1 0 2 70 1 1 3 71 1 1 4 72 1 1 5 73 1 1 6 74 1 6 9 75 1 6 10 76 1 1 11 77 1 1 12 78 1 6 13 79 1 0 13 80 1 0 14 81 1 0 16 82 1 6 18 83 1 6 19 84 1 6 20 85 1 6 21 86 1 1 24 87 1 0 26 88 1 1 28 89 1 1 29 90 1 0 29 91 1 0 30 92 1 0 30 93 1 0 32 94 1 0 32 95 1 0 32 96 1 0 33 97 1 1 34 98 1 0 34 99 1 0 35100 1 0 35101 1 0 37102 1 0 37103 1 0 37104 1 0 38105 1 1 39106 1 0 39107 1 0 40108 1 0 42109 1 1 43110 1 0 43111 1 0 45112 1 0 45113 1 0 45114 1 0 46115 1 0 46116 1 0 46117 1 0 47118 1 0 47119 1 0 51120 1 0 51121 1 0 51122 1 0 52123 1 0 52124 1 0 53125 1 0 53126 1 0 55127 1 0 55128 1 0 55129 1 0 57130 1 0 57131 1 0 57132 1 0 58133 1 0 58134 1 0 59135 1 0 60136 1 0 61137 1 0 62138 1 0 63139 1 0 64140 1 0 65141 1 0 66142 1 0 M END

Standard InCHIKey	CROUPKILZUPLQA-QTFFJHKXSA-N
Standard InCHI	InChI=1S/C48H76O18/c1-21-29(52)31(54)35(58)40(61-21)65-37-32(55)30(53)24(19-49)62-41(37)66-38-34(57)33(56)36(39(59)60)64-42(38)63-28-12-13-45(5)25(46(28,6)20-50)11-14-48(8)26(45)10-9-22-23-17-43(2,3)18-27(51)44(23,4)15-16-47(22,48)7/h9,21,23-26,28-38,40-42,49-50,52-58H,10-20H2,1-8H3,(H,59,60)/t21-,23-,24+,25+,26+,28-,29-,30+,31+,32-,33-,34-,35+,36-,37+,38+,40-,41-,42+,44+,45-,46+,47+,48+/m0/s1
SMILES	C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]1[C@H]([C@@H]([C@@H](CO)O[C@H]1O[C@@H]1[C@H]([C@@H]([C@@H](C(=O)O)O[C@H]1O[C@H]1CC[C@@]2(C)[C@@H](CC[C@]3(C)[C@@H]2CC=C2[C@@H]4CC(C)(C)CC(=O)[C@]4(C)CC[C@@]32C)[C@@]1(C)CO)O)O)O)O)O)O)O

Calculated Properties

Physi-Chem Properties

Molecular Weight:	940.5	Volume:	920.627 ? Van der Waals volume.
Dense:	1.022	LogP:	0.505 ? The logarithm of the n-octanol/water distribution coefficients.
logD7.4:	1.345 ? The logarithm of the n-octanol/water distribution coefficient at pH=7.4.	LogS:	-3.422 ? The logarithm of aqueous solubility value.
Rotatable Bonds:	9.0	Rigid Bonds:	46.0
TPSA:	291.82 ? Topological Polar Surface Area.	H-Bond Acceptor:	18.0
H-Bond Donor:	10.0	Rings:	8.0
Heavy Atoms:	18.0

MedChem Properties

QED Drug-Likeness Score:	0.114	GASA:	1.0 ? GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:	6.389	Fsp³:	0.917
MCE-18:	175.304 ? 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:	0.789	Fluc inhibitor:	0.0 ? The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:	0.013 ? 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:	0.236	Promiscuous compounds:	0.111

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:	-6.201	MDCK Permeability:	-5.099
Pgp-inhibitor:	0.0	Pgp-substrate:	0.066
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):	0.837
20% Bioavailability (F20%):	0.335	30% Bioavailability (F30%):	0.946
50% Bioavailability (F50%):	1.0

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.001	MRP1:	0.55
Plasma Protein Binding (PPB):	72.189%	Volume Distribution (VD):	-0.5
Fu:	18.635% ? 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:	0.017	CYP2C19-substrate:	0.0
CYP2C9-inhibitor:	0.0	CYP2C9-substrate:	0.0
CYP2D6-inhibitor:	0.0	CYP2D6-substrate:	0.0
CYP3A4-inhibitor:	0.041	CYP3A4-substrate:	0.0
CYP2B6-substrate:	0.0	CYP2C8-inhibitor:	0.256
HLM stability:	0.001 ? 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):

-0.12

Half-life (T1/2):

3.659

ADMET: Toxicity

hERG Blockers:	0.004	hERG Blockers (10um):	0.011
Human Hepatotoxicity (H-HT):	0.634	Drug-induced Liver Injury (DILI):	0.962
AMES Toxicity:	0.658	Rat Oral Acute Toxicity:	0.015
Maximum Recommended Daily Dose:	0.003	Skin Sensitization:	1.0
Carcinogencity:	0.077	Eye Corrosion:	0.0
Eye Irritation:	0.0	Respiratory Toxicity:	0.003
Drug-induced Neurotoxicity:	0.001	Ototoxicity:	0.998
Hematotoxicity:	0.573	Drug-induced Nephrotoxicity:	0.994
Genotoxicity:	0.932	RPMI-8226 Immunitoxicity:	0.158
A549 Cytotoxicity:	0.32	Hek293 Cytotoxicity:	0.261
BCF:	0.684 ? 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:	3.34 ? 48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:	4.875 ? 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
NPO20620	Eucalyptus cypellocarpa	Species	Myrtaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[11000030]
NPO29463	Pogostemon cablin	Species	Lamiaceae	Eukaryota	n.a.	leaf	n.a.	PMID[12575075]
NPO29463	Pogostemon cablin	Species	Lamiaceae	Eukaryota	n.a.	stem	n.a.	PMID[12575075]
NPO29463	Pogostemon cablin	Species	Lamiaceae	Eukaryota	n.a.	whole plant	n.a.	PMID[15577255]
NPO10718	Trigonostemon xyphophylloides	Species	Euphorbiaceae	Eukaryota	Stems	n.a.	n.a.	PMID[20593838]
NPO9892	Aspergillus taichungensis	Species	Aspergillaceae	Eukaryota	isolated from the root soil of the mangrove plant Acrostichum aureum	n.a.	n.a.	PMID[21486068]
NPO9892	Aspergillus taichungensis	Species	Aspergillaceae	Eukaryota	a root soil fungus isolated from the mangrove plant Acrostichum aureum	n.a.	n.a.	PMID[21486068]
NPO9892	Aspergillus taichungensis	Species	Aspergillaceae	Eukaryota	n.a.	mycelium	n.a.	PMID[21486068]
NPO29463	Pogostemon cablin	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[30188125]
NPO20620	Eucalyptus cypellocarpa	Species	Myrtaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO3696	Phyllostachys bambusoides	Species	Poaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO29463	Pogostemon cablin	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO4461	Meretrix petechialis	Species	Veneridae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO24375	Micrococcus luteus	Species	Micrococcaceae	Bacteria	n.a.	n.a.	n.a.	Database[COCONUT]
NPO11628	Mytilus coruscus	Species	Mytilidae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO17315	Ceanothus integerrimus	Species	Rhamnaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO9272	Artocarpus lakoocha	Species	Moraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO15338	Lampranthus aurantiacus	Species	Aizoaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO20277	Pentzia eenii	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO17542	Aconitum orientale	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO10104	Laurencia chilensis	Species	Rhodomelaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO18125	Suillus variegatus	Species	Suillaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO9892	Aspergillus taichungensis	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO18462	Calliactis parasitica	Species	Hormathiidae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO4965	Suberites caminatus	Species	Suberitidae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO19033	Sargassum lacerifolium	Species	Sargassaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO29463	Pogostemon cablin	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO17315	Ceanothus integerrimus	Species	Rhamnaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO17542	Aconitum orientale	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO17315	Ceanothus integerrimus	Species	Rhamnaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO9272	Artocarpus lakoocha	Species	Moraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO17542	Aconitum orientale	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO20620	Eucalyptus cypellocarpa	Species	Myrtaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO29463	Pogostemon cablin	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO9272	Artocarpus lakoocha	Species	Moraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO29463	Pogostemon cablin	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO29463	Pogostemon cablin	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO4022	Calycocorsus stipitatus	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[UNPD]
NPO11628	Mytilus coruscus	Species	Mytilidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11056	Xanthoria resendei	Species	Teloschistaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24375	Micrococcus luteus	Species	Micrococcaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO9495	Lupinus oreophilus	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO3529	Vachellia schaffnerii	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23977	Helichrysum moeserianum	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15338	Lampranthus aurantiacus	Species	Aizoaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4461	Meretrix petechialis	Species	Veneridae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18125	Suillus variegatus	Species	Suillaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4965	Suberites caminatus	Species	Suberitidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25001	Melampodium pilosum	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10718	Trigonostemon xyphophylloides	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO3016	Litsea amara	Species	Lauraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20277	Pentzia eenii	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO6234	Hemsleya panacis-scandens	Species	Cucurbitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9892	Aspergillus taichungensis	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12057	Carlina racemosa	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25819.1	Gueldenstaedtia verna subsp. multiflora	Subspecies	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19504	Solanum canense	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20346	Acacia retinoides	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18462	Calliactis parasitica	Species	Hormathiidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20620	Eucalyptus cypellocarpa	Species	Myrtaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17315	Ceanothus integerrimus	Species	Rhamnaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17542	Aconitum orientale	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19033	Sargassum lacerifolium	Species	Sargassaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12227	Xylopia acutiflora	Species	Annonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO29463	Pogostemon cablin	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11234	Anaglyptus subfasciatus	Species	Cerambycidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10104	Laurencia chilensis	Species	Rhodomelaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9272	Artocarpus lakoocha	Species	Moraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO3696	Phyllostachys bambusoides	Species	Poaceae	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 NPC199950 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	22002
0.1-0.2	23607
0.2-0.3	2968
0.3-0.4	807
0.4-0.5	349
0.5-0.6	107
0.6-0.7	7
0.7-0.8	0
0.8-0.85	4
0.85-0.9	0
0.9-0.95	0
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC120116
0.8218	Intermediate Similarity	NPC131469
0.8137	Intermediate Similarity	NPC95437
0.8058	Intermediate Similarity	NPC114692
0.8058	Intermediate Similarity	NPC236657
0.7941	Intermediate Similarity	NPC162574
0.7615	Intermediate Similarity	NPC313110
0.7596	Intermediate Similarity	NPC118440
0.7091	Intermediate Similarity	NPC187618
0.6972	Remote Similarity	NPC486563
0.6847	Remote Similarity	NPC218954
0.6509	Remote Similarity	NPC12288
0.6396	Remote Similarity	NPC251768
0.6091	Remote Similarity	NPC482748
0.6036	Remote Similarity	NPC472949
0.6	Remote Similarity	NPC25605
0.5983	Remote Similarity	NPC301449
0.5983	Remote Similarity	NPC601290
0.5952	Remote Similarity	NPC258617
0.5948	Remote Similarity	NPC64715
0.592	Remote Similarity	NPC484061
0.592	Remote Similarity	NPC484062
0.5917	Remote Similarity	NPC471962
0.5893	Remote Similarity	NPC473884
0.5812	Remote Similarity	NPC302887
0.5781	Remote Similarity	NPC484059
0.5781	Remote Similarity	NPC484060
0.5726	Remote Similarity	NPC482736
0.5726	Remote Similarity	NPC482738
0.5714	Remote Similarity	NPC477075
0.5667	Remote Similarity	NPC160452
0.5652	Remote Similarity	NPC192791
0.5641	Remote Similarity	NPC139044
0.5607	Remote Similarity	NPC224121
0.5606	Remote Similarity	NPC484063
0.5606	Remote Similarity	NPC484064
0.5591	Remote Similarity	NPC82380
0.5591	Remote Similarity	NPC244296
0.5586	Remote Similarity	NPC164194
0.5512	Remote Similarity	NPC277212
0.5512	Remote Similarity	NPC30279
0.5492	Remote Similarity	NPC469947
0.5492	Remote Similarity	NPC480948
0.5455	Remote Similarity	NPC477076
0.5455	Remote Similarity	NPC477079
0.5447	Remote Similarity	NPC480939
0.5447	Remote Similarity	NPC480936
0.5439	Remote Similarity	NPC174679
0.5439	Remote Similarity	NPC279554
0.5439	Remote Similarity	NPC309780
0.5424	Remote Similarity	NPC11551
0.541	Remote Similarity	NPC477077
0.541	Remote Similarity	NPC477078
0.5378	Remote Similarity	NPC482722
0.5378	Remote Similarity	NPC471963
0.5372	Remote Similarity	NPC114484
0.536	Remote Similarity	NPC252657
0.536	Remote Similarity	NPC88311
0.5345	Remote Similarity	NPC157868
0.5344	Remote Similarity	NPC225791
0.5339	Remote Similarity	NPC114304
0.5338	Remote Similarity	NPC11577
0.5338	Remote Similarity	NPC141600
0.5333	Remote Similarity	NPC475504
0.5317	Remote Similarity	NPC151543
0.5315	Remote Similarity	NPC480937
0.5312	Remote Similarity	NPC471550
0.5304	Remote Similarity	NPC59804
0.5299	Remote Similarity	NPC475171
0.5299	Remote Similarity	NPC469946
0.5294	Remote Similarity	NPC148603
0.5271	Remote Similarity	NPC47995
0.5271	Remote Similarity	NPC46823
0.5254	Remote Similarity	NPC242840
0.5254	Remote Similarity	NPC112352
0.525	Remote Similarity	NPC475591
0.525	Remote Similarity	NPC236870
0.525	Remote Similarity	NPC471383
0.5214	Remote Similarity	NPC488561
0.5207	Remote Similarity	NPC257468
0.5207	Remote Similarity	NPC123796
0.5203	Remote Similarity	NPC486564
0.5203	Remote Similarity	NPC323359
0.5203	Remote Similarity	NPC23275
0.5194	Remote Similarity	NPC470218
0.5191	Remote Similarity	NPC470518
0.5185	Remote Similarity	NPC204407
0.5159	Remote Similarity	NPC472267
0.5159	Remote Similarity	NPC107536
0.5159	Remote Similarity	NPC115656
0.5159	Remote Similarity	NPC280029
0.5159	Remote Similarity	NPC9470
0.5126	Remote Similarity	NPC482741
0.5126	Remote Similarity	NPC482745
0.5126	Remote Similarity	NPC482743
0.5126	Remote Similarity	NPC146753
0.5122	Remote Similarity	NPC276093
0.5122	Remote Similarity	NPC482740
0.512	Remote Similarity	NPC187290
0.5118	Remote Similarity	NPC76972
0.5118	Remote Similarity	NPC469782
0.5118	Remote Similarity	NPC204414
0.5115	Remote Similarity	NPC181066
0.5083	Remote Similarity	NPC309714
0.5081	Remote Similarity	NPC481079
0.5081	Remote Similarity	NPC482735
0.5079	Remote Similarity	NPC470915
0.5077	Remote Similarity	NPC269484
0.5077	Remote Similarity	NPC97918
0.5076	Remote Similarity	NPC21691
0.5075	Remote Similarity	NPC65105
0.5068	Remote Similarity	NPC124828
0.5041	Remote Similarity	NPC44716
0.5041	Remote Similarity	NPC159309
0.5041	Remote Similarity	NPC173859
0.5041	Remote Similarity	NPC480475
0.5041	Remote Similarity	NPC86222
0.504	Remote Similarity	NPC470477
0.5039	Remote Similarity	NPC284449
0.5039	Remote Similarity	NPC323341
0.5038	Remote Similarity	NPC476774
0.5038	Remote Similarity	NPC476780
0.5034	Remote Similarity	NPC485564

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC199950 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	6682
0.1-0.2	2413
0.2-0.3	48
0.3-0.4	6
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