NPASS Compound

Natural Product: NPC18729

Natural Product ID	NPC18729
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	ISTWCKNDZOSMPU-UHFFFAOYSA-N
IUPAC Name	n.a.
Synonyms
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	n.a.
PubChem CID	188384
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 143150 0 0 0 0 0 0 0 0999 V2000 7.2748 -1.4214 -5.2043 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9490 -1.2290 -3.7254 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0800 -2.5549 -3.0638 C 0 0 0 0 0 0 0 0 0 0 0 0 6.3729 -2.6702 -1.7334 C 0 0 0 0 0 0 0 0 0 0 0 0 4.9464 -2.1458 -1.9602 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1446 -0.6956 -2.3898 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6903 -0.6501 -3.6676 O 0 0 0 0 0 0 0 0 0 0 0 0 5.9155 -0.1027 -1.4397 O 0 0 0 0 0 0 0 0 0 0 0 0 5.3164 0.9308 -0.7120 C 0 0 0 0 0 0 0 0 0 0 0 0 6.2730 2.1238 -0.9256 C 0 0 0 0 0 0 0 0 0 0 0 0 7.6429 1.6012 -0.5918 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7545 0.7174 0.5882 C 0 0 0 0 0 0 0 0 0 0 0 0 8.2281 1.6184 1.7462 C 0 0 0 0 0 0 0 0 0 0 0 0 8.5495 0.8293 2.8526 O 0 0 0 0 0 0 0 0 0 0 0 0 6.6693 0.0564 1.0448 O 0 0 0 0 0 0 0 0 0 0 0 0 5.4292 0.6690 0.7673 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3943 -0.0253 1.3527 O 0 0 0 0 0 0 0 0 0 0 0 0 3.8816 0.6202 2.4701 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5775 -0.1322 3.6604 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2836 0.7324 4.8688 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7714 0.8313 5.0482 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3557 2.2231 5.3056 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9486 2.8667 6.2304 O 0 0 0 0 0 0 0 0 0 0 0 0 1.3723 2.9162 4.6366 O 0 0 0 0 0 0 0 0 0 0 0 0 2.1196 0.1895 4.0264 O 0 0 0 0 0 0 0 0 0 0 0 0 2.4698 0.6671 2.7343 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5551 0.1277 1.8203 O 0 0 0 0 0 0 0 0 0 0 0 0 0.5595 1.0106 1.4982 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7129 0.5091 2.2212 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9740 -0.8243 1.6923 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2802 -0.8949 0.1993 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7751 -2.3120 -0.1751 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5843 0.1363 -0.6037 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3426 0.7495 -1.7369 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8096 0.6402 -1.7300 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2971 -0.7545 -1.3192 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7291 -1.6602 -2.3874 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7686 -0.9725 0.0484 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4964 -0.0658 1.0025 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.9823 -0.1860 0.8736 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.5510 -0.5661 -0.2270 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.0355 -0.6662 -0.2928 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.6964 -0.1351 0.9595 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.1899 -0.4587 0.8364 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.3140 -1.9776 0.7830 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.9526 0.0841 2.0419 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.8024 0.1032 -0.3996 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.0055 -0.1766 -1.6436 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.5572 0.1882 -1.4547 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.3785 1.6535 -1.1617 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.7810 -0.1400 -2.7091 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.3128 0.0522 -2.5253 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.7718 -0.8834 -1.4216 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1320 -2.3037 -1.8390 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.5887 0.5429 -2.6912 O 0 0 0 0 0 0 0 0 0 0 0 0 0.1710 1.2173 0.1051 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4998 1.4838 -0.6512 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5402 2.5829 0.0472 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7499 2.0103 4.6002 O 0 0 0 0 0 0 0 0 0 0 0 0 3.9472 -1.3647 3.7161 O 0 0 0 0 0 0 0 0 0 0 0 0 8.5852 2.6465 -0.5726 O 0 0 0 0 0 0 0 0 0 0 0 0 5.9672 3.1596 -0.0518 O 0 0 0 0 0 0 0 0 0 0 0 0 4.1684 -2.2027 -0.8348 O 0 0 0 0 0 0 0 0 0 0 0 0 6.3447 -4.0149 -1.3705 O 0 0 0 0 0 0 0 0 0 0 0 0 8.4536 -2.7491 -2.7902 O 0 0 0 0 0 0 0 0 0 0 0 0 6.8063 -0.6586 -5.8462 H 0 0 0 0 0 0 0 0 0 0 0 0 6.8695 -2.4404 -5.4671 H 0 0 0 0 0 0 0 0 0 0 0 0 8.3825 -1.4057 -5.3027 H 0 0 0 0 0 0 0 0 0 0 0 0 7.7399 -0.5634 -3.3192 H 0 0 0 0 0 0 0 0 0 0 0 0 6.7943 -3.4151 -3.7156 H 0 0 0 0 0 0 0 0 0 0 0 0 6.8519 -2.0330 -0.9825 H 0 0 0 0 0 0 0 0 0 0 0 0 4.5541 -2.7211 -2.8161 H 0 0 0 0 0 0 0 0 0 0 0 0 4.1485 -0.2311 -2.4274 H 0 0 0 0 0 0 0 0 0 0 0 0 4.3093 1.1670 -1.0043 H 0 0 0 0 0 0 0 0 0 0 0 0 6.1852 2.4395 -1.9788 H 0 0 0 0 0 0 0 0 0 0 0 0 7.9476 0.9943 -1.5002 H 0 0 0 0 0 0 0 0 0 0 0 0 8.6506 0.0234 0.4670 H 0 0 0 0 0 0 0 0 0 0 0 0 9.0697 2.2029 1.3752 H 0 0 0 0 0 0 0 0 0 0 0 0 7.3703 2.2573 2.0089 H 0 0 0 0 0 0 0 0 0 0 0 0 8.5789 1.3953 3.6411 H 0 0 0 0 0 0 0 0 0 0 0 0 5.5174 1.6395 1.2913 H 0 0 0 0 0 0 0 0 0 0 0 0 4.3813 1.6233 2.5602 H 0 0 0 0 0 0 0 0 0 0 0 0 5.6400 -0.2861 3.4557 H 0 0 0 0 0 0 0 0 0 0 0 0 4.7966 0.3468 5.7535 H 0 0 0 0 0 0 0 0 0 0 0 0 2.5516 0.2530 5.9710 H 0 0 0 0 0 0 0 0 0 0 0 0 1.5088 3.9298 4.5133 H 0 0 0 0 0 0 0 0 0 0 0 0 2.1330 1.7568 2.8199 H 0 0 0 0 0 0 0 0 0 0 0 0 0.7167 2.0137 1.9890 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.4702 1.2636 2.2724 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.3433 0.3659 3.2806 H 0 0 0 0 0 0 0 0 0 0 0 0 0.0113 -1.3751 1.8712 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.6827 -1.4713 2.2522 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.0445 -2.2260 -1.0287 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.1415 -2.7538 0.6277 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.5776 -3.0221 -0.3347 H 0 0 0 0 0 0 0 0 0 0 0 0 0.2618 -0.4384 -1.1196 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.1222 1.8584 -1.8313 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.9703 0.4051 -2.7544 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.1791 0.7337 -2.7974 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.3698 1.4284 -1.1946 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.9686 -2.7216 -2.2542 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.6534 -1.4787 -2.6037 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.2358 -1.3537 -3.3322 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.0887 -2.0192 0.3507 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.3107 1.0085 0.8011 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.2727 -0.2507 2.0539 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.5498 0.0817 1.7905 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.4100 -1.7035 -0.3981 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.3498 -0.7672 1.8222 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.5108 0.9172 1.1685 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.1530 -2.2646 1.4779 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.4224 -2.4853 1.1851 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.6295 -2.3265 -0.2126 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.2417 0.6119 2.7295 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.3753 -0.7952 2.6042 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.7555 0.7841 1.7364 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.7967 -0.3827 -0.5238 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.0360 1.2037 -0.2932 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.0580 -1.2466 -1.8722 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.1595 2.0786 -0.5060 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.4348 2.2248 -2.1277 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.4095 1.8737 -0.6754 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.0245 -1.1410 -3.1070 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.1033 0.6055 -3.4880 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.1289 1.0837 -2.1671 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.8407 -0.1592 -3.5062 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.6408 -2.9954 -1.1335 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.8656 -2.4898 -2.9039 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.2248 -2.4897 -1.7974 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.5559 0.6032 -2.4957 H 0 0 0 0 0 0 0 0 0 0 0 0 1.9179 2.4250 -0.3195 H 0 0 0 0 0 0 0 0 0 0 0 0 1.2770 1.5056 -1.7317 H 0 0 0 0 0 0 0 0 0 0 0 0 2.1606 0.5850 -0.4807 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.6220 2.4997 0.0138 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.1517 3.2342 -0.7399 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.3309 3.1636 1.0031 H 0 0 0 0 0 0 0 0 0 0 0 0 5.4818 2.3143 5.1616 H 0 0 0 0 0 0 0 0 0 0 0 0 3.3156 -1.5362 2.9880 H 0 0 0 0 0 0 0 0 0 0 0 0 9.3764 2.4696 -1.1065 H 0 0 0 0 0 0 0 0 0 0 0 0 5.1217 3.5811 -0.3678 H 0 0 0 0 0 0 0 0 0 0 0 0 4.6379 -2.6880 -0.0927 H 0 0 0 0 0 0 0 0 0 0 0 0 6.3439 -4.0389 -0.3609 H 0 0 0 0 0 0 0 0 0 0 0 0 8.7520 -2.1318 -2.0598 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 0 31 33 1 0 33 34 1 0 34 35 1 0 35 36 1 0 36 37 1 0 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 1 0 49 50 1 0 49 51 1 0 51 52 1 0 52 53 1 0 53 54 1 0 48 55 1 0 33 56 1 0 56 57 1 0 56 58 1 0 20 59 1 0 19 60 1 0 11 61 1 0 10 62 1 0 5 63 1 0 4 64 1 0 3 65 1 0 7 2 1 0 16 9 1 0 26 18 1 0 56 28 1 0 38 31 1 0 53 41 1 0 53 36 1 0 49 42 1 0 1 66 1 0 1 67 1 0 1 68 1 0 2 69 1 0 3 70 1 0 4 71 1 0 5 72 1 0 6 73 1 0 9 74 1 0 10 75 1 0 11 76 1 0 12 77 1 0 13 78 1 0 13 79 1 0 14 80 1 0 16 81 1 0 18 82 1 0 19 83 1 0 20 84 1 0 21 85 1 0 24 86 1 0 26 87 1 0 28 88 1 0 29 89 1 0 29 90 1 0 30 91 1 0 30 92 1 0 32 93 1 0 32 94 1 0 32 95 1 0 33 96 1 0 34 97 1 0 34 98 1 0 35 99 1 0 35100 1 0 37101 1 0 37102 1 0 37103 1 0 38104 1 0 39105 1 0 39106 1 0 40107 1 0 42108 1 0 43109 1 0 43110 1 0 45111 1 0 45112 1 0 45113 1 0 46114 1 0 46115 1 0 46116 1 0 47117 1 0 47118 1 0 48119 1 0 50120 1 0 50121 1 0 50122 1 0 51123 1 0 51124 1 0 52125 1 0 52126 1 0 54127 1 0 54128 1 0 54129 1 0 55130 1 0 57131 1 0 57132 1 0 57133 1 0 58134 1 0 58135 1 0 58136 1 0 59137 1 0 60138 1 0 61139 1 0 62140 1 0 63141 1 0 64142 1 0 65143 1 0 M END

Standard InCHIKey	ISTWCKNDZOSMPU-UHFFFAOYSA-N
Standard InCHI	InChI=1S/C48H78O17/c1-21-29(51)31(53)35(57)40(60-21)64-37-32(54)30(52)24(20-49)61-41(37)65-38-34(56)33(55)36(39(58)59)63-42(38)62-28-13-14-46(7)25(44(28,4)5)12-15-48(9)26(46)11-10-22-23-18-43(2,3)19-27(50)45(23,6)16-17-47(22,48)8/h10,21,23-38,40-42,49-57H,11-20H2,1-9H3,(H,58,59)
SMILES	CC1C(C(C(C(O1)OC1C(C(C(CO)OC1OC1C(C(C(C(=O)O)OC1OC1CCC2(C)C(CCC3(C)C2CC=C2C4CC(C)(C)CC(C4(C)CCC32C)O)C1(C)C)O)O)O)O)O)O)O

Calculated Properties

Physi-Chem Properties

Molecular Weight:	926.52	Volume:	914.473 ? Van der Waals volume.
Dense:	1.013	LogP:	1.991 ? The logarithm of the n-octanol/water distribution coefficients.
logD7.4:	2.929 ? The logarithm of the n-octanol/water distribution coefficient at pH=7.4.	LogS:	-5.441 ? The logarithm of aqueous solubility value.
Rotatable Bonds:	8.0	Rigid Bonds:	45.0
TPSA:	274.75 ? Topological Polar Surface Area.	H-Bond Acceptor:	17.0
H-Bond Donor:	10.0	Rings:	8.0
Heavy Atoms:	17.0

MedChem Properties

QED Drug-Likeness Score:	0.123	GASA:	1.0 ? GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:	6.309	Fsp³:	0.938
MCE-18:	176.172 ? 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:	0.034	Fluc inhibitor:	0.0 ? The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:	0.01 ? The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1	Green fluorescence:	0.279 ? The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:	0.356	Promiscuous compounds:	0.0

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:	-6.21	MDCK Permeability:	-5.041
Pgp-inhibitor:	0.0	Pgp-substrate:	0.908
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):	0.994
20% Bioavailability (F20%):	0.432	30% Bioavailability (F30%):	0.971
50% Bioavailability (F50%):	1.0

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.0	MRP1:	1.0
Plasma Protein Binding (PPB):	52.664%	Volume Distribution (VD):	-0.439
Fu:	30.548% ? The fraction unbound in plasms.	OATP1B1 inhibitor:	0.0
OATP1B3 inhibitor:	0.106	BCRP inhibitor:	0.0
BSEP inhibitor:	0.001

ADMET: Metabolism

CYP1A2-inhibitor:	0.0	CYP1A2-substrate:	0.0
CYP2C19-inhibitor:	0.488	CYP2C19-substrate:	0.0
CYP2C9-inhibitor:	0.684	CYP2C9-substrate:	0.0
CYP2D6-inhibitor:	0.0	CYP2D6-substrate:	0.0
CYP3A4-inhibitor:	0.009	CYP3A4-substrate:	0.0
CYP2B6-substrate:	0.0	CYP2C8-inhibitor:	0.001
HLM stability:	0.0 ? Human liver microsomal (HLM) stability. Category 0: stable+ (HLM > 30 min); Category 1: unstable- (HLM ≤ 30 min). The output value is the probability of human liver microsomal instability, where a value closer to 1 indicates a higher likelihood of instability.

ADMET: Excretion

Clearance (CL):

-0.038

Half-life (T1/2):

3.975

ADMET: Toxicity

hERG Blockers:	0.007	hERG Blockers (10um):	0.098
Human Hepatotoxicity (H-HT):	0.325	Drug-induced Liver Injury (DILI):	0.19
AMES Toxicity:	0.075	Rat Oral Acute Toxicity:	0.11
Maximum Recommended Daily Dose:	0.337	Skin Sensitization:	0.01
Carcinogencity:	0.008	Eye Corrosion:	0.0
Eye Irritation:	0.0	Respiratory Toxicity:	0.006
Drug-induced Neurotoxicity:	0.199	Ototoxicity:	1.0
Hematotoxicity:	0.012	Drug-induced Nephrotoxicity:	0.029
Genotoxicity:	0.002	RPMI-8226 Immunitoxicity:	0.035
A549 Cytotoxicity:	0.016	Hek293 Cytotoxicity:	0.43
BCF:	1.004 ? 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:	4.294 ? 48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:	6.366 ? 48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].	LC50FM:	4.688 ? 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
NPO7395	Tribulus terrestris	Species	Zygophyllaceae	Eukaryota	Fruits	n.a.	n.a.	PMID[11141122]
NPO30303	Pueraria lobata	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[25679337]
NPO23017	Urtica dioica	Species	Urticaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[36447306]
NPO23017	Urtica dioica	Species	Urticaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[39696148]
NPO29601	Abrus fruticulosus	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO20846	Sophora japonica	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO23017	Urtica dioica	Species	Urticaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO7395	Tribulus terrestris	Species	Zygophyllaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO8707.1	Pueraria montana var. lobata	Varieties	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO25628	Abrus pulchellus	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO30303	Pueraria lobata	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO4545	Canavalia gladiata	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO30892	Pueraria thomsonii	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO4545	Canavalia gladiata	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO23017	Urtica dioica	Species	Urticaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO7395	Tribulus terrestris	Species	Zygophyllaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO29601	Abrus fruticulosus	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO20846	Sophora japonica	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO8976.1	Agave americana var. marginata	Varieties	Asparagaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO30303	Pueraria lobata	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO25628	Abrus pulchellus	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO4545	Canavalia gladiata	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO20846	Sophora japonica	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO7395	Tribulus terrestris	Species	Zygophyllaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO8707.1	Pueraria montana var. lobata	Varieties	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO23017	Urtica dioica	Species	Urticaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO8976.1	Agave americana var. marginata	Varieties	Asparagaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO4545	Canavalia gladiata	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO7395	Tribulus terrestris	Species	Zygophyllaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO23017	Urtica dioica	Species	Urticaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO20846	Sophora japonica	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO30303	Pueraria lobata	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO30892	Pueraria thomsonii	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO29601	Abrus fruticulosus	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO4545	Canavalia gladiata	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO20846	Sophora japonica	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO7395	Tribulus terrestris	Species	Zygophyllaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO8707.1	Pueraria montana var. lobata	Varieties	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO8707.1	Pueraria montana var. lobata	Varieties	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20846	Sophora japonica	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4545	Canavalia gladiata	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7395	Tribulus terrestris	Species	Zygophyllaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO29601	Abrus fruticulosus	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25628	Abrus pulchellus	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]

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

NP Quantity Composition/Concentration

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

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

Biological Activity

Molecular-level activity

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference

In vitro activity

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference

In vivo activity

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference

Experimental ADME

Experiment Model	Experiment Tissue	ADME Type	ADME Relation	ADME Value	ADME Unit	Reference

Experimental Toxicity

Quantitative toxicity

Experiment Model	Experiment Organism	Toxicity Type	Toxicity Relation	Toxicity Value	Toxicity Unit	Reference

Common Abbreviations:
LC: Lethal Concentration; LD: Lethal Dose; LT:Lethal Time; NOAEL: No-observed-adverse-effect Level; BMDL: Benchmark Dose Lower Confidence Limit; BMD: Benchmark Dose; BMC:Benchmark Concentration; LOAEL: Lowest Observed Adverse Effect Level; RfD:Reference Dose; RfC:Reference Concentration; MRL: Minimal Risk Level; MEG: Maximum Exposure Guideline; PAC: Protective Action Criteria

Categorical toxicity labels

Hepatotoxicity	Carcinogenicity	Mutagenicity	Cardiotoxicity	Respiratory Toxicity	Eye Irritation	Endocrine Disruption

Note for Reference:
In addition to directly collecting NP quantitative data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated NP toxicity records from domain-specific databases. These databases include:
☉ ToxValDB: a curated database that compiles quantitative toxicity values for chemicals from diverse public sources to support toxicological research and risk assessment.
☉ TOXRIC: a comprehensive, free-to-access, online database providing toxicological/feature data. The toxicity labels are retrieved from this database. [PMID: 36400569]

Chemically structural similarity

Similar Active Natural Products in NPASS

Top-200 similar NPs were calculated against the active-NP-set (includes approximately 50,000 NPs with experimentally-derived bioactivity available in NPASS)

Similarity is measured using the Tanimoto coefficient (Tc) , which compares the binary fingerprints of two molecules. Tc is calculated as the intersection divided by the union of '1' bits in the fingerprints, ranging from 0 to 1, with 1 indicating highest similarity.

● The left chart: Distribution of similarity level between NPC18729 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	24048
0.1-0.2	21886
0.2-0.3	2631
0.3-0.4	685
0.4-0.5	427
0.5-0.6	132
0.6-0.7	28
0.7-0.8	0
0.8-0.85	0
0.85-0.9	1
0.9-0.95	1
0.95-1	0

Similarity Score	Similarity Level	Natural Product ID
0.9167	High Similarity	NPC236657
0.866	High Similarity	NPC118440
0.7788	Intermediate Similarity	NPC218954
0.7767	Intermediate Similarity	NPC95437
0.7692	Intermediate Similarity	NPC114692
0.767	Intermediate Similarity	NPC131469
0.7383	Intermediate Similarity	NPC120116
0.7117	Intermediate Similarity	NPC313110
0.6981	Remote Similarity	NPC251768
0.6789	Remote Similarity	NPC64715
0.6636	Remote Similarity	NPC302887
0.6607	Remote Similarity	NPC187618
0.6604	Remote Similarity	NPC472949
0.6571	Remote Similarity	NPC25605
0.6518	Remote Similarity	NPC301449
0.6518	Remote Similarity	NPC601290
0.65	Remote Similarity	NPC224121
0.646	Remote Similarity	NPC160452
0.6446	Remote Similarity	NPC258617
0.6435	Remote Similarity	NPC471962
0.6393	Remote Similarity	NPC484059
0.6393	Remote Similarity	NPC484060
0.6281	Remote Similarity	NPC484061
0.6281	Remote Similarity	NPC484062
0.619	Remote Similarity	NPC484063
0.619	Remote Similarity	NPC484064
0.6182	Remote Similarity	NPC192791
0.6132	Remote Similarity	NPC164194
0.6111	Remote Similarity	NPC309780
0.6087	Remote Similarity	NPC477075
0.6083	Remote Similarity	NPC482736
0.6083	Remote Similarity	NPC482738
0.6034	Remote Similarity	NPC470477
0.6019	Remote Similarity	NPC12288
0.6	Remote Similarity	NPC157868
0.6	Remote Similarity	NPC114484
0.5948	Remote Similarity	NPC23275
0.5946	Remote Similarity	NPC482717
0.5929	Remote Similarity	NPC148603
0.5917	Remote Similarity	NPC151543
0.5887	Remote Similarity	NPC21691
0.5877	Remote Similarity	NPC482722
0.5877	Remote Similarity	NPC471963
0.5854	Remote Similarity	NPC277212
0.5854	Remote Similarity	NPC30279
0.5841	Remote Similarity	NPC114304
0.5826	Remote Similarity	NPC123796
0.5812	Remote Similarity	NPC477076
0.5812	Remote Similarity	NPC477079
0.5804	Remote Similarity	NPC469946
0.5798	Remote Similarity	NPC480936
0.5789	Remote Similarity	NPC44716
0.5785	Remote Similarity	NPC123522
0.5763	Remote Similarity	NPC477077
0.5763	Remote Similarity	NPC477078
0.576	Remote Similarity	NPC470518
0.5752	Remote Similarity	NPC112352
0.5739	Remote Similarity	NPC475591
0.5739	Remote Similarity	NPC236870
0.5739	Remote Similarity	NPC162574
0.5714	Remote Similarity	NPC469947
0.5714	Remote Similarity	NPC480948
0.5714	Remote Similarity	NPC488561
0.5702	Remote Similarity	NPC30289
0.5678	Remote Similarity	NPC481079
0.5669	Remote Similarity	NPC225791
0.5667	Remote Similarity	NPC480939
0.5652	Remote Similarity	NPC159309
0.5652	Remote Similarity	NPC164389
0.5652	Remote Similarity	NPC173859
0.5652	Remote Similarity	NPC86222
0.5645	Remote Similarity	NPC283417
0.5645	Remote Similarity	NPC470218
0.5645	Remote Similarity	NPC200049
0.5625	Remote Similarity	NPC482748
0.56	Remote Similarity	NPC47995
0.56	Remote Similarity	NPC46823
0.5593	Remote Similarity	NPC482740
0.5583	Remote Similarity	NPC187290
0.5574	Remote Similarity	NPC610204
0.5565	Remote Similarity	NPC117714
0.5565	Remote Similarity	NPC605226
0.5556	Remote Similarity	NPC4749
0.5556	Remote Similarity	NPC257468
0.5538	Remote Similarity	NPC302543
0.5517	Remote Similarity	NPC40775
0.5517	Remote Similarity	NPC480475
0.5478	Remote Similarity	NPC75417
0.5469	Remote Similarity	NPC265841
0.5439	Remote Similarity	NPC473884
0.5426	Remote Similarity	NPC470876
0.5424	Remote Similarity	NPC222580
0.5417	Remote Similarity	NPC482735
0.5417	Remote Similarity	NPC606145
0.5413	Remote Similarity	NPC480937
0.541	Remote Similarity	NPC470915
0.5398	Remote Similarity	NPC56713
0.5391	Remote Similarity	NPC76497
0.5391	Remote Similarity	NPC22956
0.5377	Remote Similarity	NPC606107
0.5351	Remote Similarity	NPC114441
0.5351	Remote Similarity	NPC127056
0.5345	Remote Similarity	NPC242840
0.5333	Remote Similarity	NPC281148
0.5333	Remote Similarity	NPC247315
0.5333	Remote Similarity	NPC482728
0.5323	Remote Similarity	NPC473824
0.5312	Remote Similarity	NPC181066
0.5312	Remote Similarity	NPC82380
0.5312	Remote Similarity	NPC244296
0.5304	Remote Similarity	NPC470512
0.5294	Remote Similarity	NPC297263
0.5289	Remote Similarity	NPC482737
0.5285	Remote Similarity	NPC11242
0.5278	Remote Similarity	NPC31839
0.5259	Remote Similarity	NPC80843
0.5254	Remote Similarity	NPC46665
0.5246	Remote Similarity	NPC480473
0.5246	Remote Similarity	NPC480474
0.5231	Remote Similarity	NPC488308
0.5221	Remote Similarity	NPC48499
0.5217	Remote Similarity	NPC14630
0.521	Remote Similarity	NPC63159
0.5203	Remote Similarity	NPC207738
0.5203	Remote Similarity	NPC31838
0.5203	Remote Similarity	NPC36831
0.52	Remote Similarity	NPC268184
0.52	Remote Similarity	NPC607904
0.52	Remote Similarity	NPC610461
0.5197	Remote Similarity	NPC135904
0.5194	Remote Similarity	NPC329923
0.5194	Remote Similarity	NPC475281
0.5191	Remote Similarity	NPC271610
0.5191	Remote Similarity	NPC312650
0.5169	Remote Similarity	NPC160415
0.5164	Remote Similarity	NPC324875
0.5164	Remote Similarity	NPC292677
0.5164	Remote Similarity	NPC291903
0.5156	Remote Similarity	NPC475140
0.5154	Remote Similarity	NPC57484
0.5139	Remote Similarity	NPC124828
0.5138	Remote Similarity	NPC286347
0.513	Remote Similarity	NPC482750
0.5128	Remote Similarity	NPC213674
0.512	Remote Similarity	NPC25998
0.512	Remote Similarity	NPC475119
0.512	Remote Similarity	NPC213952
0.512	Remote Similarity	NPC288205
0.512	Remote Similarity	NPC51465
0.5118	Remote Similarity	NPC482739
0.5118	Remote Similarity	NPC470911
0.5115	Remote Similarity	NPC286457
0.5103	Remote Similarity	NPC485564
0.5086	Remote Similarity	NPC109079
0.5083	Remote Similarity	NPC139044
0.5082	Remote Similarity	NPC78034
0.5081	Remote Similarity	NPC475486
0.5081	Remote Similarity	NPC481078
0.5079	Remote Similarity	NPC60557
0.5079	Remote Similarity	NPC67857
0.5079	Remote Similarity	NPC609119
0.5075	Remote Similarity	NPC11577
0.5075	Remote Similarity	NPC141600
0.5044	Remote Similarity	NPC214484
0.5043	Remote Similarity	NPC603026
0.5042	Remote Similarity	NPC480947
0.5039	Remote Similarity	NPC79643
0.5039	Remote Similarity	NPC602995

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC18729 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	7039
0.1-0.2	2050
0.2-0.3	55
0.3-0.4	5
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