NPASS Compound

Natural Product: NPC476260

Natural Product ID	NPC476260
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	(S)-((2R,3S)-1-((R)-1-Tert-Butoxy-3-Methyl-1-Oxobutan-2-Ylamino)-3-Methyl-1-Oxopentan-2-Yl) 2-((3R,6S,9R,12R,15S)-9-Sec-Butyl-6,12-Diisopropyl-3,15-Dimethyl-4,7,10,13-Tetraoxo-1-Phenyl-2,8,14-Trioxa-5,11-Diazahexadecanamido)-3-Methylbutanoate
IUPAC Name	[(2R,3S)-3-methyl-1-[[(2R)-3-methyl-1-[(2S)-1-[[(2S)-3-methyl-1-[(2R,3S)-3-methyl-1-[[(2R)-3-methyl-1-[(2-methylpropan-2-yl)oxy]-1-oxobutan-2-yl]amino]-1-oxopentan-2-yl]oxy-1-oxobutan-2-yl]amino]-1-oxopropan-2-yl]oxy-1-oxobutan-2-yl]amino]-1-oxopentan-2-yl] (2S)-3-methyl-2-[[(2R)-2-phenylmethoxypropanoyl]amino]butanoate
Synonyms
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	CHEMBL558954
PubChem CID	45272225
Chemical Classification	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000264] Organic acids and derivatives [CHEMONTID:0001813] Peptidomimetics [CHEMONTID:0001961] Depsipeptides

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 146146 0 0 0 0 0 0 0 0999 V2000 6.8505 -2.8094 1.9658 C 0 0 0 0 0 0 0 0 0 0 0 0 7.4163 -2.4328 0.6265 C 0 0 0 0 0 0 0 0 0 0 0 0 6.3446 -1.8492 -0.3023 C 0 0 1 0 0 0 0 0 0 0 0 0 5.7355 -0.6177 0.3040 C 0 0 2 0 0 0 0 0 0 0 0 0 4.7119 -0.0141 -0.6038 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5292 -0.1998 -0.7686 N 0 0 0 0 0 0 0 0 0 0 0 0 2.4510 -0.9838 -0.3173 C 0 0 1 0 0 0 0 0 0 0 0 0 1.2424 -0.0570 -0.1862 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2615 1.1464 -0.2717 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0418 -0.7382 0.0486 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.1803 -0.0266 0.1751 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.9033 -0.3332 1.4666 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0973 -0.2316 1.6217 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.3926 -0.1751 1.9644 C 0 0 2 0 0 0 0 0 0 0 0 0 -5.3027 -1.1279 1.2196 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.9118 -2.2988 0.9645 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.5665 -0.8049 0.7798 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.3959 -1.7362 0.0851 C 0 0 1 0 0 0 0 0 0 0 0 0 -8.7194 -1.8397 0.6835 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.7635 -1.5352 0.0164 N 0 0 0 0 0 0 0 0 0 0 0 0 -11.1033 -1.5888 0.4920 C 0 0 1 0 0 0 0 0 0 0 0 0 -11.5790 -0.1678 0.6872 C 0 0 0 0 0 0 0 0 0 0 0 0 -12.6743 0.0847 1.2568 O 0 0 0 0 0 0 0 0 0 0 0 0 -10.8267 0.8628 0.2486 O 0 0 0 0 0 0 0 0 0 0 0 0 -11.0577 2.2316 0.3328 C 0 0 0 0 0 0 0 0 0 0 0 0 -11.1225 2.7324 1.7697 C 0 0 0 0 0 0 0 0 0 0 0 0 -12.3357 2.6545 -0.3960 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.9140 2.9462 -0.3456 C 0 0 0 0 0 0 0 0 0 0 0 0 -12.0157 -2.1549 -0.5656 C 0 0 0 0 0 0 0 0 0 0 0 0 -11.6991 -3.5456 -1.0071 C 0 0 0 0 0 0 0 0 0 0 0 0 -12.0065 -1.2693 -1.8167 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.8782 -2.2714 1.9864 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.3937 -1.4171 -1.4017 C 0 0 2 0 0 0 0 0 0 0 0 0 -7.9093 -0.0773 -1.7611 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.8301 0.0859 -3.2814 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.1947 -2.4864 -2.0955 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0198 1.2003 2.0989 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.4591 1.0071 2.5577 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0978 1.9587 0.8088 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9937 -0.7526 2.4844 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.1265 -0.4698 -0.9323 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9758 -2.0637 -1.2469 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5011 -1.4808 -2.5860 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9760 -3.1488 -1.4734 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3107 1.0025 -1.4517 O 0 0 0 0 0 0 0 0 0 0 0 0 6.7468 0.3069 0.6007 O 0 0 0 0 0 0 0 0 0 0 0 0 7.0941 0.9672 1.6894 C 0 0 0 0 0 0 0 0 0 0 0 0 6.3455 0.7560 2.7488 O 0 0 0 0 0 0 0 0 0 0 0 0 8.1935 1.9191 1.9438 C 0 0 2 0 0 0 0 0 0 0 0 0 7.6718 3.3607 1.8613 C 0 0 0 0 0 0 0 0 0 0 0 0 8.8071 4.3158 2.1451 C 0 0 0 0 0 0 0 0 0 0 0 0 6.4657 3.6362 2.6580 C 0 0 0 0 0 0 0 0 0 0 0 0 9.2120 1.8566 0.9543 N 0 0 0 0 0 0 0 0 0 0 0 0 10.3630 1.4015 0.8725 C 0 0 0 0 0 0 0 0 0 0 0 0 11.0610 1.5981 -0.4449 C 0 0 2 0 0 0 0 0 0 0 0 0 12.1525 2.3869 -0.4163 O 0 0 0 0 0 0 0 0 0 0 0 0 13.3074 2.0397 -0.9968 C 0 0 0 0 0 0 0 0 0 0 0 0 13.8594 0.7250 -0.5504 C 0 0 0 0 0 0 0 0 0 0 0 0 13.6100 -0.4110 -1.2795 C 0 0 0 0 0 0 0 0 0 0 0 0 14.1544 -1.6098 -0.8835 C 0 0 0 0 0 0 0 0 0 0 0 0 14.9514 -1.6895 0.2430 C 0 0 0 0 0 0 0 0 0 0 0 0 15.2018 -0.5163 0.9863 C 0 0 0 0 0 0 0 0 0 0 0 0 14.6396 0.6611 0.5584 C 0 0 0 0 0 0 0 0 0 0 0 0 9.9984 2.1530 -1.4236 C 0 0 0 0 0 0 0 0 0 0 0 0 10.9696 0.7505 1.9348 O 0 0 0 0 0 0 0 0 0 0 0 0 6.9744 -1.6043 -1.6456 C 0 0 0 0 0 0 0 0 0 0 0 0 7.4690 -3.6096 2.4216 H 0 0 0 0 0 0 0 0 0 0 0 0 6.7199 -1.9400 2.6235 H 0 0 0 0 0 0 0 0 0 0 0 0 5.8358 -3.2857 1.8328 H 0 0 0 0 0 0 0 0 0 0 0 0 8.2584 -1.7286 0.6630 H 0 0 0 0 0 0 0 0 0 0 0 0 7.7803 -3.3660 0.1454 H 0 0 0 0 0 0 0 0 0 0 0 0 5.5575 -2.6171 -0.4128 H 0 0 0 0 0 0 0 0 0 0 0 0 5.1953 -0.8475 1.2491 H 0 0 0 0 0 0 0 0 0 0 0 0 2.6344 -1.3620 0.6974 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.9795 1.0366 0.0957 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.4975 -0.5902 3.0522 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.8661 -2.7042 0.1347 H 0 0 0 0 0 0 0 0 0 0 0 0 -11.1824 -2.1480 1.4465 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.0542 2.6383 2.1368 H 0 0 0 0 0 0 0 0 0 0 0 0 -11.3506 3.8126 1.7327 H 0 0 0 0 0 0 0 0 0 0 0 0 -11.8304 2.1926 2.4027 H 0 0 0 0 0 0 0 0 0 0 0 0 -13.2440 2.4143 0.2015 H 0 0 0 0 0 0 0 0 0 0 0 0 -12.3574 2.2296 -1.3970 H 0 0 0 0 0 0 0 0 0 0 0 0 -12.2962 3.7666 -0.4677 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.7057 2.3859 -1.2993 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.1332 3.9884 -0.5819 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.9990 2.7955 0.2642 H 0 0 0 0 0 0 0 0 0 0 0 0 -13.0870 -2.1497 -0.2077 H 0 0 0 0 0 0 0 0 0 0 0 0 -12.0422 -4.3200 -0.2673 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.6642 -3.6990 -1.3157 H 0 0 0 0 0 0 0 0 0 0 0 0 -12.3343 -3.7580 -1.9240 H 0 0 0 0 0 0 0 0 0 0 0 0 -13.0562 -0.9632 -2.0522 H 0 0 0 0 0 0 0 0 0 0 0 0 -11.6759 -1.8273 -2.7232 H 0 0 0 0 0 0 0 0 0 0 0 0 -11.4547 -0.3268 -1.6514 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.5009 -1.7090 2.6073 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.3310 -1.5358 -1.7167 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.0089 0.0262 -1.5208 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.4048 0.7687 -1.3007 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.3877 1.0534 -3.5607 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.8406 -0.0167 -3.7321 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.2278 -0.7481 -3.7324 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.7015 -2.7571 -3.0597 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.3188 -3.3823 -1.4467 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.2087 -2.1202 -2.3665 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.4330 1.7553 2.8558 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.1973 1.2093 1.7454 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.6693 -0.0014 2.9521 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.6390 1.7944 3.3408 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.1504 2.2027 0.5219 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.5931 2.9412 0.9116 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.6912 1.3998 -0.0359 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.3104 -0.8076 3.4242 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.3075 -1.5712 -0.7959 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.0966 0.0203 -0.8387 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.6699 -0.3429 -1.9388 H 0 0 0 0 0 0 0 0 0 0 0 0 1.0575 -2.5612 -0.8194 H 0 0 0 0 0 0 0 0 0 0 0 0 2.3536 -1.0862 -3.1526 H 0 0 0 0 0 0 0 0 0 0 0 0 1.1019 -2.3317 -3.2189 H 0 0 0 0 0 0 0 0 0 0 0 0 0.6650 -0.8012 -2.4173 H 0 0 0 0 0 0 0 0 0 0 0 0 3.8258 -2.7560 -2.1013 H 0 0 0 0 0 0 0 0 0 0 0 0 2.5313 -4.0019 -2.0501 H 0 0 0 0 0 0 0 0 0 0 0 0 3.3640 -3.5340 -0.4978 H 0 0 0 0 0 0 0 0 0 0 0 0 4.8520 1.1821 -2.3515 H 0 0 0 0 0 0 0 0 0 0 0 0 8.6097 1.7680 2.9432 H 0 0 0 0 0 0 0 0 0 0 0 0 7.4292 3.5499 0.7525 H 0 0 0 0 0 0 0 0 0 0 0 0 8.4083 5.3415 2.1048 H 0 0 0 0 0 0 0 0 0 0 0 0 9.2347 4.1719 3.1586 H 0 0 0 0 0 0 0 0 0 0 0 0 9.6219 4.2083 1.3960 H 0 0 0 0 0 0 0 0 0 0 0 0 6.4777 4.7310 2.9314 H 0 0 0 0 0 0 0 0 0 0 0 0 6.4852 3.0677 3.6150 H 0 0 0 0 0 0 0 0 0 0 0 0 5.5326 3.4853 2.0897 H 0 0 0 0 0 0 0 0 0 0 0 0 11.2956 0.6144 -0.8892 H 0 0 0 0 0 0 0 0 0 0 0 0 14.0877 2.8021 -0.7031 H 0 0 0 0 0 0 0 0 0 0 0 0 13.3157 2.0936 -2.1136 H 0 0 0 0 0 0 0 0 0 0 0 0 12.9785 -0.3522 -2.1795 H 0 0 0 0 0 0 0 0 0 0 0 0 13.9707 -2.5320 -1.4421 H 0 0 0 0 0 0 0 0 0 0 0 0 15.3774 -2.6294 0.5555 H 0 0 0 0 0 0 0 0 0 0 0 0 15.8352 -0.6205 1.8622 H 0 0 0 0 0 0 0 0 0 0 0 0 14.8698 1.5365 1.1816 H 0 0 0 0 0 0 0 0 0 0 0 0 9.7433 3.1883 -1.2109 H 0 0 0 0 0 0 0 0 0 0 0 0 9.0981 1.5346 -1.2281 H 0 0 0 0 0 0 0 0 0 0 0 0 10.2990 1.9602 -2.4740 H 0 0 0 0 0 0 0 0 0 0 0 0 10.4466 0.2095 2.6111 H 0 0 0 0 0 0 0 0 0 0 0 0 8.0235 -1.9764 -1.6070 H 0 0 0 0 0 0 0 0 0 0 0 0 6.4432 -2.1541 -2.4592 H 0 0 0 0 0 0 0 0 0 0 0 0 7.0567 -0.5153 -1.8694 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 2 3 6 7 1 0 7 8 1 0 8 9 2 0 8 10 1 0 10 11 1 0 11 12 1 0 12 13 2 3 13 14 1 0 14 15 1 0 15 16 2 0 15 17 1 0 17 18 1 0 18 19 1 0 19 20 2 3 20 21 1 0 21 22 1 0 22 23 2 0 22 24 1 0 24 25 1 0 25 26 1 0 25 27 1 0 25 28 1 0 21 29 1 0 29 30 1 0 29 31 1 0 19 32 1 0 18 33 1 0 33 34 1 0 34 35 1 0 33 36 1 0 14 37 1 0 37 38 1 0 37 39 1 0 12 40 1 0 11 41 1 0 7 42 1 0 42 43 1 0 42 44 1 0 5 45 1 0 4 46 1 0 46 47 1 0 47 48 2 0 47 49 1 0 49 50 1 0 50 51 1 0 50 52 1 0 49 53 1 0 53 54 2 3 54 55 1 0 55 56 1 0 56 57 1 0 57 58 1 0 58 59 2 0 59 60 1 0 60 61 2 0 61 62 1 0 62 63 2 0 55 64 1 0 54 65 1 0 3 66 1 0 63 58 1 0 1 67 1 0 1 68 1 0 1 69 1 0 2 70 1 0 2 71 1 0 3 72 1 6 4 73 1 1 7 74 1 1 11 75 1 6 14 76 1 1 18 77 1 6 21 78 1 1 26 79 1 0 26 80 1 0 26 81 1 0 27 82 1 0 27 83 1 0 27 84 1 0 28 85 1 0 28 86 1 0 28 87 1 0 29 88 1 0 30 89 1 0 30 90 1 0 30 91 1 0 31 92 1 0 31 93 1 0 31 94 1 0 32 95 1 0 33 96 1 6 34 97 1 0 34 98 1 0 35 99 1 0 35100 1 0 35101 1 0 36102 1 0 36103 1 0 36104 1 0 37105 1 0 38106 1 0 38107 1 0 38108 1 0 39109 1 0 39110 1 0 39111 1 0 40112 1 0 41113 1 0 41114 1 0 41115 1 0 42116 1 0 43117 1 0 43118 1 0 43119 1 0 44120 1 0 44121 1 0 44122 1 0 45123 1 0 49124 1 1 50125 1 0 51126 1 0 51127 1 0 51128 1 0 52129 1 0 52130 1 0 52131 1 0 55132 1 6 57133 1 0 57134 1 0 59135 1 0 60136 1 0 61137 1 0 62138 1 0 63139 1 0 64140 1 0 64141 1 0 64142 1 0 65143 1 0 66144 1 0 66145 1 0 66146 1 0 M END

Standard InCHIKey	BTTDRARRLRFYBW-ILAAKEBLSA-N
Standard InCHI	InChI=1S/C49H80N4O13/c1-18-30(11)39(64-46(59)36(27(5)6)50-41(54)32(13)62-25-34-23-21-20-22-24-34)43(56)52-35(26(3)4)45(58)63-33(14)42(55)51-37(28(7)8)47(60)65-40(31(12)19-2)44(57)53-38(29(9)10)48(61)66-49(15,16)17/h20-24,26-33,35-40H,18-19,25H2,1-17H3,(H,50,54)(H,51,55)(H,52,56)(H,53,57)/t30-,31-,32+,33-,35+,36-,37-,38+,39+,40+/m0/s1
SMILES	CC[C@@H]([C@H](C(=N[C@@H](C(=O)O[C@H](C(=N[C@H](C(=O)O[C@@H](C(=N[C@@H](C(=O)OC(C)(C)C)C(C)C)O)[C@H](CC)C)C(C)C)O)C)C(C)C)O)OC(=O)[C@H](C(C)C)N=C([C@H](OCc1ccccc1)C)O)C

Calculated Properties

Physi-Chem Properties

Molecular Weight:	932.57	Volume:	976.762 ? Van der Waals volume.
Dense:	0.955	LogP:	5.994 ? The logarithm of the n-octanol/water distribution coefficients.
logD7.4:	4.388 ? The logarithm of the n-octanol/water distribution coefficient at pH=7.4.	LogS:	-5.732 ? The logarithm of aqueous solubility value.
Rotatable Bonds:	31.0	Rigid Bonds:	14.0
TPSA:	244.79 ? Topological Polar Surface Area.	H-Bond Acceptor:	17.0
H-Bond Donor:	4.0	Rings:	1.0
Heavy Atoms:	17.0

MedChem Properties

QED Drug-Likeness Score:	0.029	GASA:	0.0 ? GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:	5.979	Fsp³:	0.714
MCE-18:	58.0 ? 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:	0
Chelating Alert:	0	PAINS Alert:	0
Colloidal aggregators:	0.634	Fluc inhibitor:	0.001 ? The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:	0.078 ? The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1	Green fluorescence:	0.395 ? The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:	0.013	Promiscuous compounds:	0.12

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:	-5.229	MDCK Permeability:	-4.916
Pgp-inhibitor:	0.999	Pgp-substrate:	0.0
PAMPA:	0.014 ? 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):	0.317
20% Bioavailability (F20%):	0.61	30% Bioavailability (F30%):	1.0
50% Bioavailability (F50%):	1.0

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.0	MRP1:	0.0
Plasma Protein Binding (PPB):	57.72%	Volume Distribution (VD):	-0.168
Fu:	42.608% ? The fraction unbound in plasms.	OATP1B1 inhibitor:	1.0
OATP1B3 inhibitor:	1.0	BCRP inhibitor:	0.0
BSEP inhibitor:	0.999

ADMET: Metabolism

CYP1A2-inhibitor:	0.0	CYP1A2-substrate:	0.723
CYP2C19-inhibitor:	0.0	CYP2C19-substrate:	1.0
CYP2C9-inhibitor:	0.0	CYP2C9-substrate:	0.0
CYP2D6-inhibitor:	0.0	CYP2D6-substrate:	0.001
CYP3A4-inhibitor:	1.0	CYP3A4-substrate:	1.0
CYP2B6-substrate:	0.0	CYP2C8-inhibitor:	0.998
HLM stability:	0.879 ? 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):

0.81

Half-life (T1/2):

2.027

ADMET: Toxicity

hERG Blockers:	0.002	hERG Blockers (10um):	0.002
Human Hepatotoxicity (H-HT):	1.0	Drug-induced Liver Injury (DILI):	1.0
AMES Toxicity:	0.022	Rat Oral Acute Toxicity:	0.105
Maximum Recommended Daily Dose:	0.859	Skin Sensitization:	1.0
Carcinogencity:	0.028	Eye Corrosion:	0.0
Eye Irritation:	0.0	Respiratory Toxicity:	0.057
Drug-induced Neurotoxicity:	0.124	Ototoxicity:	0.865
Hematotoxicity:	0.129	Drug-induced Nephrotoxicity:	0.984
Genotoxicity:	1.0	RPMI-8226 Immunitoxicity:	0.0
A549 Cytotoxicity:	0.0	Hek293 Cytotoxicity:	0.001
BCF:	1.53 ? 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:	4.608 ? 48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:	7.252 ? 48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].	LC50FM:	6.476 ? 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
NPO33228	bacillus silvestris	Species	n.a.	n.a.	n.a.	n.a.	n.a.	PMID[19216517]
NPO33228	bacillus silvestris	Species	n.a.	n.a.	n.a.	n.a.	n.a.	PMID[19226154]

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
ED50	6
GI50	1

Activity Type	# Activity
Cell line	7

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
NPT168	Cell line	P388	Mus musculus	ED50	=	0.69	ug ml-1	PMID[23286240]
NPT1081	Cell line	BXPC-3	Homo sapiens	ED50	>	10.0	ug ml-1	PMID[25028062]
NPT83	Cell line	MCF7	Homo sapiens	ED50	=	7.5	ug ml-1	PMID[25028062]
NPT395	Cell line	SF-268	Homo sapiens	ED50	=	8.8	ug ml-1	PMID[25028062]
NPT397	Cell line	NCI-H460	Homo sapiens	GI50	>	10.0	ug.mL-1	PMID[25028062]
NPT575	Cell line	KM-20L2	Homo sapiens	ED50	=	7.1	ug ml-1	PMID[19928832]
NPT90	Cell line	DU-145	Homo sapiens	ED50	=	10.5	ug ml-1	PMID[19928832]

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 NPC476260 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	19064
0.1-0.2	29401
0.2-0.3	1344
0.3-0.4	32
0.4-0.5	7
0.5-0.6	7
0.6-0.7	1
0.7-0.8	0
0.8-0.85	0
0.85-0.9	1
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Natural Product ID
0.8833	High Similarity	NPC476125
0.75	Intermediate Similarity	NPC476184
0.6226	Remote Similarity	NPC141325
0.5714	Remote Similarity	NPC476183
0.5672	Remote Similarity	NPC476130
0.5672	Remote Similarity	NPC476324
0.5667	Remote Similarity	NPC476291
0.55	Remote Similarity	NPC138435
0.5185	Remote Similarity	NPC193280
0.5161	Remote Similarity	NPC476248

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC476260 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	2590
0.1-0.2	6209
0.2-0.3	345
0.3-0.4	6
0.4-0.5	0
0.5-0.6	0
0.6-0.7	0
0.7-0.8	0
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
		NPD

Bioactivity similarity

Similar Natural Products in NPASS

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

A: chemistry similarity

B: biological targets similarity

C: networks similarity

D: cell-based bioactivity similarity

E: similarity based on clinical data