NPASS Compound

Natural Product: NPC479074

Natural Product ID	NPC479074
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	RIWMWDPZYGSBRN-WXGDXGANSA-N
IUPAC Name	n.a.
Synonyms
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	n.a.
PubChem CID	102221820
Chemical Classification	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000264] Organic acids and derivatives [CHEMONTID:0000265] Carboxylic acids and derivatives [CHEMONTID:0000013] Amino acids, peptides, and analogues [CHEMONTID:0000348] Peptides [CHEMONTID:0004831] Oligopeptides

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 144147 0 0 0 0 0 0 0 0999 V2000 3.5964 1.7851 -2.1991 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8031 2.9697 -1.6914 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2831 3.4965 -0.3813 C 0 0 2 0 0 0 0 0 0 0 0 0 4.7163 3.9764 -0.4374 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0217 2.6341 0.8080 C 0 0 1 0 0 0 0 0 0 0 0 0 1.4901 2.4829 0.9154 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8302 3.1337 1.6714 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.2483 3.6167 2.3313 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.0777 5.0375 2.8906 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2186 6.0512 1.8420 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0458 6.2367 0.5826 S 0 0 0 0 0 0 0 0 0 0 0 0 -2.5905 6.9340 1.2045 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5937 3.5671 1.6706 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7431 3.1989 0.4723 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.9520 3.0966 -0.2906 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.6694 3.6551 -1.6862 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9152 3.5785 -2.5465 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0488 4.3859 -1.9232 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5738 4.2163 -3.8768 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2914 1.6213 -0.4408 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4016 1.1960 -0.0155 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.9951 -0.0915 -0.0089 C 0 0 1 0 0 0 0 0 0 0 0 0 -6.5252 0.1195 0.0140 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9912 0.8808 -1.1811 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.2376 -1.1904 0.1744 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.6289 -0.8988 -1.1723 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9964 -1.9739 -1.1259 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.5134 -2.6153 0.0461 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.4319 -3.7806 0.3833 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0283 -4.5305 1.5809 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1885 -5.6170 1.4593 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8360 -6.2921 2.6086 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2892 -5.9237 3.8677 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1329 -4.8316 3.9878 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4871 -4.1550 2.8431 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1388 -3.1270 -0.2712 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4680 -3.5898 0.6478 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.5256 -3.1381 -1.5216 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.0806 -2.7015 -2.7545 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1607 -3.1532 -3.8571 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2747 -4.1741 -3.2022 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1967 -3.6449 -1.7489 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8954 -2.6831 -1.6141 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6272 -2.3697 -0.6707 N 0 0 0 0 0 0 0 0 0 0 0 0 1.8813 -2.6504 0.6619 C 0 0 1 0 0 0 0 0 0 0 0 0 1.9837 -4.0737 1.0925 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0164 -4.9159 0.4463 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8666 -6.3198 1.0832 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4399 -4.5387 0.6650 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1251 -1.9343 1.1553 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8372 -1.2421 0.3757 N 0 0 0 0 0 0 0 0 0 0 0 0 5.0271 -0.5614 0.8539 C 0 0 1 0 0 0 0 0 0 0 0 0 6.1413 -0.7750 -0.1438 C 0 0 0 0 0 0 0 0 0 0 0 0 7.3924 -0.1229 0.2926 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7807 1.1364 -0.0879 C 0 0 0 0 0 0 0 0 0 0 0 0 8.9751 1.7073 0.3590 C 0 0 0 0 0 0 0 0 0 0 0 0 9.8155 1.0241 1.2039 C 0 0 0 0 0 0 0 0 0 0 0 0 9.4477 -0.2426 1.6004 C 0 0 0 0 0 0 0 0 0 0 0 0 8.2700 -0.7959 1.1556 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7233 0.8992 1.0505 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5848 1.3380 0.7363 N 0 0 0 0 0 0 0 0 0 0 0 0 5.6840 1.7390 1.5685 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4353 -2.0754 2.4857 O 0 0 0 0 0 0 0 0 0 0 0 0 1.1737 -1.9573 -2.8192 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.0058 -0.4518 -2.4553 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.4096 0.7339 -1.0349 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.7212 3.9429 2.4080 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0016 1.5057 0.0291 O 0 0 0 0 0 0 0 0 0 0 0 0 4.6599 2.0691 -2.3457 H 0 0 0 0 0 0 0 0 0 0 0 0 3.2070 1.5832 -3.2339 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4516 0.8724 -1.6168 H 0 0 0 0 0 0 0 0 0 0 0 0 2.9496 3.7613 -2.4986 H 0 0 0 0 0 0 0 0 0 0 0 0 1.7255 2.7671 -1.7200 H 0 0 0 0 0 0 0 0 0 0 0 0 2.6804 4.4474 -0.2032 H 0 0 0 0 0 0 0 0 0 0 0 0 5.3994 3.2433 -0.8560 H 0 0 0 0 0 0 0 0 0 0 0 0 5.0274 4.2218 0.5961 H 0 0 0 0 0 0 0 0 0 0 0 0 4.7170 4.9365 -1.0049 H 0 0 0 0 0 0 0 0 0 0 0 0 3.3133 3.1733 1.7198 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.4023 2.9929 3.2917 H 0 0 0 0 0 0 0 0 0 0 0 0 0.6239 5.0503 3.7367 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.0878 5.2904 3.3156 H 0 0 0 0 0 0 0 0 0 0 0 0 0.2859 7.0450 2.3752 H 0 0 0 0 0 0 0 0 0 0 0 0 1.2045 5.9087 1.3529 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.6312 8.0082 0.8812 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.6725 6.9085 2.2907 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.4716 6.4486 0.7028 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.8060 3.6072 0.1729 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.8596 3.0634 -2.1190 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.4489 4.7243 -1.5633 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.2834 2.5672 -2.7106 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.7331 3.7333 -1.3604 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.5405 4.9854 -2.7004 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.5970 5.0872 -1.1641 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.5442 3.4742 -4.6946 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.3033 5.0182 -4.1477 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5889 4.7251 -3.8482 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.7780 -0.5705 0.9446 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.7219 0.7170 0.9194 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.7528 1.6287 -0.8858 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.5319 0.1548 -1.8587 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.1997 1.4148 -1.7254 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.0340 -1.6820 1.1377 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.8895 -1.8853 -0.6281 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.3320 -1.1003 0.0727 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.4637 -1.9964 0.9526 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.4450 -3.3849 0.5488 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.5021 -4.5048 -0.4544 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.7917 -5.9720 0.4958 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.1694 -7.1530 2.4952 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.9869 -6.4859 4.7549 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.4833 -4.5485 4.9745 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.1441 -3.3068 2.9459 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.0843 -3.1673 -2.9667 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.1744 -1.5891 -2.7242 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7764 -3.6063 -4.6734 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.6309 -2.2460 -4.2152 H 0 0 0 0 0 0 0 0 0 0 0 0 0.7305 -4.1441 -3.6652 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.7444 -5.1541 -3.2165 H 0 0 0 0 0 0 0 0 0 0 0 0 0.0256 -4.5451 -1.1451 H 0 0 0 0 0 0 0 0 0 0 0 0 1.0724 -2.2106 1.3552 H 0 0 0 0 0 0 0 0 0 0 0 0 1.0106 -4.6225 0.9943 H 0 0 0 0 0 0 0 0 0 0 0 0 2.1694 -4.1210 2.2160 H 0 0 0 0 0 0 0 0 0 0 0 0 2.8156 -5.0702 -0.6398 H 0 0 0 0 0 0 0 0 0 0 0 0 3.8263 -6.8546 1.0964 H 0 0 0 0 0 0 0 0 0 0 0 0 2.5759 -6.1627 2.1594 H 0 0 0 0 0 0 0 0 0 0 0 0 2.0629 -6.8937 0.6126 H 0 0 0 0 0 0 0 0 0 0 0 0 4.8467 -3.7669 0.0102 H 0 0 0 0 0 0 0 0 0 0 0 0 5.0435 -5.4856 0.4437 H 0 0 0 0 0 0 0 0 0 0 0 0 4.6315 -4.3898 1.7523 H 0 0 0 0 0 0 0 0 0 0 0 0 5.4026 -0.9530 1.8136 H 0 0 0 0 0 0 0 0 0 0 0 0 5.8245 -0.2959 -1.0980 H 0 0 0 0 0 0 0 0 0 0 0 0 6.2864 -1.8584 -0.3614 H 0 0 0 0 0 0 0 0 0 0 0 0 7.1405 1.6802 -0.7555 H 0 0 0 0 0 0 0 0 0 0 0 0 9.2444 2.7081 0.0321 H 0 0 0 0 0 0 0 0 0 0 0 0 10.7385 1.4836 1.5407 H 0 0 0 0 0 0 0 0 0 0 0 0 10.1130 -0.7641 2.2602 H 0 0 0 0 0 0 0 0 0 0 0 0 7.9740 -1.8019 1.4676 H 0 0 0 0 0 0 0 0 0 0 0 0 5.4667 2.5027 2.1986 H 0 0 0 0 0 0 0 0 0 0 0 0 3.9122 -1.3876 3.0257 H 0 0 0 0 0 0 0 0 0 0 0 0 1.9369 -1.2990 -2.8717 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.5084 -0.8296 -3.2731 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.1284 -0.1210 -0.5385 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.6581 3.6324 2.1995 H 0 0 0 0 0 0 0 0 0 0 0 0 0.1353 1.5365 -0.4384 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 3 5 1 0 5 6 1 0 6 7 2 3 7 8 1 0 8 9 1 0 9 10 1 0 10 11 1 0 11 12 1 0 8 13 1 0 13 14 2 3 14 15 1 0 15 16 1 0 16 17 1 0 17 18 1 0 17 19 1 0 15 20 1 0 20 21 2 3 21 22 1 0 22 23 1 0 23 24 1 0 23 25 1 0 22 26 1 0 26 27 2 3 27 28 1 0 28 29 1 0 29 30 1 0 30 31 2 0 31 32 1 0 32 33 2 0 33 34 1 0 34 35 2 0 28 36 1 0 36 37 2 0 36 38 1 0 38 39 1 0 39 40 1 0 40 41 1 0 41 42 1 0 42 43 1 0 43 44 2 3 44 45 1 0 45 46 1 0 46 47 1 0 47 48 1 0 47 49 1 0 45 50 1 0 50 51 2 3 51 52 1 0 52 53 1 0 53 54 1 0 54 55 2 0 55 56 1 0 56 57 2 0 57 58 1 0 58 59 2 0 52 60 1 0 60 61 2 3 60 62 1 0 50 63 1 0 43 64 1 0 26 65 1 0 20 66 1 0 13 67 1 0 6 68 1 0 61 5 1 0 35 30 1 0 42 38 1 0 59 54 1 0 1 69 1 0 1 70 1 0 1 71 1 0 2 72 1 0 2 73 1 0 3 74 1 1 4 75 1 0 4 76 1 0 4 77 1 0 5 78 1 1 8 79 1 1 9 80 1 0 9 81 1 0 10 82 1 0 10 83 1 0 12 84 1 0 12 85 1 0 12 86 1 0 15 87 1 1 16 88 1 0 16 89 1 0 17 90 1 0 18 91 1 0 18 92 1 0 18 93 1 0 19 94 1 0 19 95 1 0 19 96 1 0 22 97 1 1 23 98 1 0 24 99 1 0 24100 1 0 24101 1 0 25102 1 0 25103 1 0 25104 1 0 28105 1 1 29106 1 0 29107 1 0 31108 1 0 32109 1 0 33110 1 0 34111 1 0 35112 1 0 39113 1 0 39114 1 0 40115 1 0 40116 1 0 41117 1 0 41118 1 0 42119 1 1 45120 1 1 46121 1 0 46122 1 0 47123 1 0 48124 1 0 48125 1 0 48126 1 0 49127 1 0 49128 1 0 49129 1 0 52130 1 1 53131 1 0 53132 1 0 55133 1 0 56134 1 0 57135 1 0 58136 1 0 59137 1 0 62138 1 0 63139 1 0 64140 1 0 65141 1 0 66142 1 0 67143 1 0 68144 1 0 M END

Standard InCHIKey	RIWMWDPZYGSBRN-WXGDXGANSA-N
Standard InCHI	InChI=1S/C51H76N8O8S/c1-10-33(8)43-50(66)52-36(23-25-68-9)44(60)53-38(27-31(4)5)46(62)57-42(32(6)7)49(65)56-40(29-35-20-15-12-16-21-35)51(67)59-24-17-22-41(59)48(64)55-37(26-30(2)3)45(61)54-39(47(63)58-43)28-34-18-13-11-14-19-34/h11-16,18-21,30-33,36-43H,10,17,22-29H2,1-9H3,(H,52,66)(H,53,60)(H,54,61)(H,55,64)(H,56,65)(H,57,62)(H,58,63)/t33-,36-,37-,38-,39-,40-,41-,42-,43-/m0/s1
SMILES	CC[C@H](C)[C@H]1C(=N[C@@H](CCSC)C(=N[C@@H](CC(C)C)C(=N[C@@H](C(C)C)C(=N[C@@H](Cc2ccccc2)C(=O)N2CCC[C@H]2C(=N[C@@H](CC(C)C)C(=N[C@@H](Cc2ccccc2)C(=N1)O)O)O)O)O)O)O

Calculated Properties

Physi-Chem Properties

Molecular Weight:	960.55	Volume:	996.32 ? Van der Waals volume.
Dense:	0.964	LogP:	2.654 ? The logarithm of the n-octanol/water distribution coefficients.
logD7.4:	2.541 ? The logarithm of the n-octanol/water distribution coefficient at pH=7.4.	LogS:	-2.357 ? The logarithm of aqueous solubility value.
Rotatable Bonds:	14.0	Rigid Bonds:	41.0
TPSA:	248.44 ? Topological Polar Surface Area.	H-Bond Acceptor:	16.0
H-Bond Donor:	7.0	Rings:	4.0
Heavy Atoms:	17.0

MedChem Properties

QED Drug-Likeness Score:	0.095	GASA:	1.0 ? GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:	6.632	Fsp³:	0.608
MCE-18:	114.39 ? 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:	0.64	Fluc inhibitor:	0.002 ? The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:	0.024 ? The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1	Green fluorescence:	0.846 ? The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:	0.635	Promiscuous compounds:	0.027

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:	-5.244	MDCK Permeability:	-4.843
Pgp-inhibitor:	0.999	Pgp-substrate:	1.0
PAMPA:	0.429 ? 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):	0.942
20% Bioavailability (F20%):	1.0	30% Bioavailability (F30%):	1.0
50% Bioavailability (F50%):	1.0

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.0	MRP1:	0.59
Plasma Protein Binding (PPB):	92.707%	Volume Distribution (VD):	-0.427
Fu:	9.515% ? The fraction unbound in plasms.	OATP1B1 inhibitor:	1.0
OATP1B3 inhibitor:	0.958	BCRP inhibitor:	0.019
BSEP inhibitor:	0.997

ADMET: Metabolism

CYP1A2-inhibitor:	0.0	CYP1A2-substrate:	0.0
CYP2C19-inhibitor:	0.992	CYP2C19-substrate:	0.974
CYP2C9-inhibitor:	0.625	CYP2C9-substrate:	0.0
CYP2D6-inhibitor:	0.0	CYP2D6-substrate:	0.005
CYP3A4-inhibitor:	1.0	CYP3A4-substrate:	0.0
CYP2B6-substrate:	0.0	CYP2C8-inhibitor:	0.0
HLM stability:	0.952 ? 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):

1.088

Half-life (T1/2):

2.235

ADMET: Toxicity

hERG Blockers:	0.0	hERG Blockers (10um):	0.0
Human Hepatotoxicity (H-HT):	1.0	Drug-induced Liver Injury (DILI):	1.0
AMES Toxicity:	0.001	Rat Oral Acute Toxicity:	0.437
Maximum Recommended Daily Dose:	0.312	Skin Sensitization:	1.0
Carcinogencity:	0.078	Eye Corrosion:	0.0
Eye Irritation:	0.0	Respiratory Toxicity:	0.567
Drug-induced Neurotoxicity:	0.022	Ototoxicity:	1.0
Hematotoxicity:	0.199	Drug-induced Nephrotoxicity:	1.0
Genotoxicity:	1.0	RPMI-8226 Immunitoxicity:	0.0
A549 Cytotoxicity:	0.0	Hek293 Cytotoxicity:	0.0
BCF:	0.538 ? 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:	3.621 ? 48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:	5.335 ? 48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].	LC50FM:	4.531 ? 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
NPO25114	Linum usitatissimum	Species	Linaceae	Eukaryota	Seeds	n.a.		DOI[10.1002/ejlt.201100207]
NPO25114	Linum usitatissimum	Species	Linaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1007/s11746-997-0093-1]
NPO25114	Linum usitatissimum	Species	Linaceae	Eukaryota	Seeds	n.a.		DOI[10.5219/332]
NPO25114	Linum usitatissimum	Species	Linaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[22537213]
NPO25114	Linum usitatissimum	Species	Linaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[24417583]
NPO25114	Linum usitatissimum	Species	Linaceae	Eukaryota	Seeds	n.a.	n.a.	PMID[26923696]
NPO25114	Linum usitatissimum	Species	Linaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO25114	Linum usitatissimum	Species	Linaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO25114	Linum usitatissimum	Species	Linaceae	Eukaryota	Seed	n.a.	n.a.	Database[FooDB]
NPO25114	Linum usitatissimum	Species	Linaceae	Eukaryota	Seed Oil	n.a.	n.a.	Database[FooDB]
NPO25114	Linum usitatissimum	Species	Linaceae	Eukaryota	n.a.	n.a.		Database[FooDB]
NPO25114	Linum usitatissimum	Species	Linaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO25114	Linum usitatissimum	Species	Linaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO25114	Linum usitatissimum	Species	Linaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO25114	Linum usitatissimum	Species	Linaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]

Note for Reference:
In addition to directly collecting NP source organism data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated them from below databases:
☉ UNPD: Universal Natural Products Database [PMID: 23638153].
☉ StreptomeDB: a database of streptomycetes natural products [PMID: 33051671].
☉ TM-MC: a database of medicinal materials and chemical compounds in Northeast Asian traditional medicine [PMID: 26156871].
☉ TCM@Taiwan: a Traditional Chinese Medicine database [PMID: 21253603].
☉ TCMID: a Traditional Chinese Medicine database [PMID: 29106634].
☉ TCMSP: The traditional Chinese medicine systems pharmacology database and analysis platform [PMID: 24735618].
☉ HerDing: a herb recommendation system to treat diseases using genes and chemicals [PMID: 26980517].
☉ MetaboLights: a metabolomics database [PMID: 27010336].
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].

NP Quantity Composition/Concentration

Organism ID	Organism Name	Organism Material Preparation	Organism Part	NP Quantity (Standard)	NP Quantity (Minimum)	NP Quantity (Maximum)	Quantity Unit	Reference

Note for Reference:
In addition to directly collecting NP quantitative data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated NP quantitative records for specific NP domains (e.g., NPS from foods or herbs) from domain-specific databases. These databases include:
☉ DUKE: Dr. Duke's Phytochemical and Ethnobotanical Databases.
☉ PHENOL EXPLORER: is the first comprehensive database on polyphenol content in foods [PMID: 24103452], its homepage can be accessed at here.
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].

Biological Activity

Activity Type	# Activity
IC50	1

Activity Type	# Activity
Cell line	1

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
NPT21723	Cell line	Bone marrow cell	n.a.	IC50	=	15300.0	nM	PMID[26923696]

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 NPC479074 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	21428
0.1-0.2	26867
0.2-0.3	1055
0.3-0.4	336
0.4-0.5	112
0.5-0.6	38
0.6-0.7	15
0.7-0.8	0
0.8-0.85	1
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Natural Product ID
0.8182	Intermediate Similarity	NPC479072
0.7831	Intermediate Similarity	NPC479069
0.7308	Intermediate Similarity	NPC485876
0.6977	Remote Similarity	NPC300315
0.6707	Remote Similarity	NPC479068
0.6543	Remote Similarity	NPC489593
0.6477	Remote Similarity	NPC479070
0.6471	Remote Similarity	NPC489592
0.6465	Remote Similarity	NPC479065
0.641	Remote Similarity	NPC200589
0.631	Remote Similarity	NPC200964
0.631	Remote Similarity	NPC489557
0.6275	Remote Similarity	NPC479066
0.6263	Remote Similarity	NPC479075
0.6118	Remote Similarity	NPC202198
0.6078	Remote Similarity	NPC479073
0.6058	Remote Similarity	NPC75726
0.6	Remote Similarity	NPC255447
0.5979	Remote Similarity	NPC328649
0.593	Remote Similarity	NPC287401
0.5865	Remote Similarity	NPC479076
0.5862	Remote Similarity	NPC485094
0.5862	Remote Similarity	NPC489829
0.5761	Remote Similarity	NPC136797
0.5714	Remote Similarity	NPC5194
0.5714	Remote Similarity	NPC275110
0.5638	Remote Similarity	NPC241794
0.5632	Remote Similarity	NPC46427
0.5581	Remote Similarity	NPC224315
0.5568	Remote Similarity	NPC252878
0.5532	Remote Similarity	NPC261934
0.5479	Remote Similarity	NPC285926
0.5479	Remote Similarity	NPC14672
0.5476	Remote Similarity	NPC262077
0.5465	Remote Similarity	NPC242482
0.5444	Remote Similarity	NPC489824
0.5437	Remote Similarity	NPC110602
0.5437	Remote Similarity	NPC479071
0.5393	Remote Similarity	NPC248283
0.5368	Remote Similarity	NPC489825
0.5368	Remote Similarity	NPC489826
0.5326	Remote Similarity	NPC473322
0.5326	Remote Similarity	NPC6975
0.5319	Remote Similarity	NPC322878
0.5278	Remote Similarity	NPC473002
0.5243	Remote Similarity	NPC31385
0.5229	Remote Similarity	NPC473003
0.5204	Remote Similarity	NPC489165
0.5165	Remote Similarity	NPC202521
0.5161	Remote Similarity	NPC489556
0.5161	Remote Similarity	NPC489822
0.5158	Remote Similarity	NPC130309
0.5149	Remote Similarity	NPC489828
0.513	Remote Similarity	NPC488437
0.5094	Remote Similarity	NPC238945
0.5056	Remote Similarity	NPC486664

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC479074 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	2810
0.1-0.2	5918
0.2-0.3	371
0.3-0.4	44
0.4-0.5	7
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