NPASS Compound

Natural Product: NPC159211

Natural Product ID	NPC159211
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	LECIBJCWVOYLBA-VCRNMDDFSA-N
IUPAC Name	n.a.
Synonyms
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	n.a.
PubChem CID	101048503
Chemical Classification	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000259] Prenol lipids [CHEMONTID:0001553] Triterpenoids

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 146150 0 0 0 0 0 0 0 0999 V2000 16.3285 -2.7773 3.8151 C 0 0 0 0 0 0 0 0 0 0 0 0 15.5532 -1.7770 2.9486 C 0 0 0 0 0 0 0 0 0 0 0 0 15.0321 -2.4948 1.7334 C 0 0 0 0 0 0 0 0 0 0 0 0 14.2774 -1.5767 0.8270 C 0 0 0 0 0 0 0 0 0 0 0 0 13.1046 -0.9643 1.5366 C 0 0 0 0 0 0 0 0 0 0 0 0 12.3312 -0.0261 0.6410 C 0 0 0 0 0 0 0 0 0 0 0 0 11.7753 -0.7222 -0.5622 C 0 0 0 0 0 0 0 0 0 0 0 0 11.0328 0.2907 -1.4270 C 0 0 0 0 0 0 0 0 0 0 0 0 9.9092 0.9584 -0.6755 C 0 0 0 0 0 0 0 0 0 0 0 0 9.2506 1.9398 -1.6280 C 0 0 0 0 0 0 0 0 0 0 0 0 8.1331 2.6954 -0.9696 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0430 1.8029 -0.4849 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9286 2.5609 0.1998 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3267 3.5508 -0.7467 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2010 4.3349 -0.1352 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0353 3.4810 0.3119 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4239 2.7310 -0.8301 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2638 1.8955 -0.4200 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5402 0.8287 0.5843 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5711 -0.1471 0.0525 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1321 -0.7942 -1.2176 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8789 -1.5802 -1.1157 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8992 -2.8576 -1.0413 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.3748 -1.0118 -1.0943 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.5943 -1.7286 -1.0110 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.3143 -1.4960 0.3144 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9710 -0.1603 0.4103 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0617 0.0567 -0.5998 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.8877 1.4440 -1.1501 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8820 -1.0181 -1.6599 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.8637 -0.8676 -2.8051 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.2209 -1.1624 -2.2130 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.5173 -0.3093 -1.0111 C 0 0 2 0 0 0 0 0 0 0 0 0 -6.9878 1.0342 -1.5293 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.4258 -0.2099 -0.0072 C 0 0 2 0 0 0 0 0 0 0 0 0 -5.8271 0.6979 1.0954 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.2004 0.4727 1.6221 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.2347 0.0505 0.6489 C 0 0 2 0 0 0 0 0 0 0 0 0 -9.4261 -0.5408 1.3251 C 0 0 1 0 0 0 0 0 0 0 0 0 -10.1622 0.3922 2.2223 C 0 0 1 0 0 0 0 0 0 0 0 0 -11.6356 0.0120 2.0739 C 0 0 0 0 0 0 0 0 0 0 0 0 -11.6697 -1.1090 1.0385 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.4646 -0.7714 0.2175 C 0 0 1 0 0 0 0 0 0 0 0 0 -10.7574 0.4705 -0.5566 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.0022 -1.8535 -0.6926 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.6813 -1.4938 -1.2989 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.6951 -0.9980 -0.3041 C 0 0 1 0 0 0 0 0 0 0 0 0 -7.2292 -2.1910 0.5034 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.8472 0.2036 3.6672 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.4340 1.2226 4.3946 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.9873 -1.1295 4.3309 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4937 -1.2618 -2.1187 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5909 -2.4426 -3.1069 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8812 -0.1470 -2.9300 C 0 0 0 0 0 0 0 0 0 0 0 0 17.1236 -2.1894 4.3338 H 0 0 0 0 0 0 0 0 0 0 0 0 16.8122 -3.5158 3.1370 H 0 0 0 0 0 0 0 0 0 0 0 0 15.6341 -3.2552 4.5187 H 0 0 0 0 0 0 0 0 0 0 0 0 14.6790 -1.4594 3.5596 H 0 0 0 0 0 0 0 0 0 0 0 0 16.1857 -0.9378 2.6394 H 0 0 0 0 0 0 0 0 0 0 0 0 15.8875 -2.9224 1.1544 H 0 0 0 0 0 0 0 0 0 0 0 0 14.3491 -3.3309 1.9999 H 0 0 0 0 0 0 0 0 0 0 0 0 13.8714 -2.1700 -0.0249 H 0 0 0 0 0 0 0 0 0 0 0 0 14.9560 -0.7774 0.4142 H 0 0 0 0 0 0 0 0 0 0 0 0 12.4339 -1.7980 1.8396 H 0 0 0 0 0 0 0 0 0 0 0 0 13.4271 -0.3660 2.4260 H 0 0 0 0 0 0 0 0 0 0 0 0 11.4703 0.3637 1.2595 H 0 0 0 0 0 0 0 0 0 0 0 0 12.9575 0.8431 0.3835 H 0 0 0 0 0 0 0 0 0 0 0 0 11.1506 -1.5892 -0.3113 H 0 0 0 0 0 0 0 0 0 0 0 0 12.6345 -1.0721 -1.2024 H 0 0 0 0 0 0 0 0 0 0 0 0 10.5815 -0.2480 -2.2920 H 0 0 0 0 0 0 0 0 0 0 0 0 11.7453 1.0276 -1.8151 H 0 0 0 0 0 0 0 0 0 0 0 0 10.3660 1.6054 0.1262 H 0 0 0 0 0 0 0 0 0 0 0 0 9.2118 0.2106 -0.2731 H 0 0 0 0 0 0 0 0 0 0 0 0 10.0209 2.5925 -2.0541 H 0 0 0 0 0 0 0 0 0 0 0 0 8.8669 1.3274 -2.4960 H 0 0 0 0 0 0 0 0 0 0 0 0 7.7774 3.4438 -1.7224 H 0 0 0 0 0 0 0 0 0 0 0 0 8.5309 3.2728 -0.1062 H 0 0 0 0 0 0 0 0 0 0 0 0 6.6340 1.1427 -1.2781 H 0 0 0 0 0 0 0 0 0 0 0 0 7.4991 1.0991 0.2693 H 0 0 0 0 0 0 0 0 0 0 0 0 5.2112 1.8504 0.6370 H 0 0 0 0 0 0 0 0 0 0 0 0 6.4080 3.0827 1.0753 H 0 0 0 0 0 0 0 0 0 0 0 0 6.1299 4.3115 -0.9694 H 0 0 0 0 0 0 0 0 0 0 0 0 5.0624 3.1103 -1.7234 H 0 0 0 0 0 0 0 0 0 0 0 0 3.8409 5.0649 -0.8974 H 0 0 0 0 0 0 0 0 0 0 0 0 4.5720 4.8817 0.7445 H 0 0 0 0 0 0 0 0 0 0 0 0 3.3468 2.8220 1.1507 H 0 0 0 0 0 0 0 0 0 0 0 0 2.2711 4.1701 0.7218 H 0 0 0 0 0 0 0 0 0 0 0 0 3.1829 2.1653 -1.4150 H 0 0 0 0 0 0 0 0 0 0 0 0 2.0306 3.5043 -1.5436 H 0 0 0 0 0 0 0 0 0 0 0 0 0.7168 1.4948 -1.3012 H 0 0 0 0 0 0 0 0 0 0 0 0 0.5172 2.5918 0.0621 H 0 0 0 0 0 0 0 0 0 0 0 0 0.6109 0.3548 0.9001 H 0 0 0 0 0 0 0 0 0 0 0 0 1.9914 1.3084 1.4776 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4886 0.4107 -0.1549 H 0 0 0 0 0 0 0 0 0 0 0 0 2.8018 -0.9039 0.8216 H 0 0 0 0 0 0 0 0 0 0 0 0 2.9420 -1.4999 -1.5160 H 0 0 0 0 0 0 0 0 0 0 0 0 2.1008 -0.0478 -2.0587 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.4028 -2.8295 -1.0062 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.9905 -2.3440 0.5443 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.5136 -1.5219 1.1037 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.1473 0.6045 0.2815 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.2843 -0.0388 1.4642 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.9168 1.9186 -0.8071 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.6497 2.1755 -0.8256 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.8408 1.4982 -2.2445 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.2048 -1.9743 -1.1423 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.6447 -1.6796 -3.5216 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.8127 0.0824 -3.3272 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.0023 -0.9066 -2.9841 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.2588 -2.2513 -2.0045 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.0025 1.8343 -0.7935 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.3103 1.2577 -2.4060 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.9913 0.9807 -1.9762 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.3238 -1.2410 0.4517 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.6840 1.7770 0.8773 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.1489 0.5116 1.9842 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.5518 1.4474 2.0764 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.2115 -0.2248 2.5122 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.5900 0.9470 0.1002 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.2471 -1.5215 1.7935 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.9801 1.4337 1.9628 H 0 0 0 0 0 0 0 0 0 0 0 0 -12.0520 -0.4398 3.0019 H 0 0 0 0 0 0 0 0 0 0 0 0 -12.2259 0.8422 1.6730 H 0 0 0 0 0 0 0 0 0 0 0 0 -11.5147 -2.0887 1.5474 H 0 0 0 0 0 0 0 0 0 0 0 0 -12.6151 -1.1259 0.4891 H 0 0 0 0 0 0 0 0 0 0 0 0 -11.8667 0.4724 -0.7735 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.2913 0.4774 -1.5757 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.5716 1.4149 -0.0149 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.9893 -2.8706 -0.2184 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.7372 -1.9293 -1.5295 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.2647 -2.4635 -1.7054 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.8622 -0.8528 -2.1626 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.5080 -2.8279 -0.0656 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.1363 -2.8554 0.6313 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.8964 -1.9621 1.5140 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.2087 1.0771 5.4373 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.3224 2.2001 3.9421 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.1031 -1.9467 3.5888 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.1203 -1.3393 5.0099 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.8931 -1.1430 4.9704 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.4039 -3.1324 -2.7998 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.7138 -2.0627 -4.1423 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.6463 -3.0185 -3.0544 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.5600 0.7241 -2.3725 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5349 0.0253 -3.7916 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.9339 -0.5867 -3.3683 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 7 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 14 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 24 25 1 0 25 26 1 0 26 27 1 0 27 28 1 0 28 29 1 6 28 30 1 0 30 31 1 0 31 32 1 0 32 33 1 0 33 34 1 6 33 35 1 0 35 36 1 0 36 37 1 0 37 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 1 6 43 45 1 0 45 46 1 0 46 47 1 0 47 48 1 1 40 49 1 0 49 50 2 0 49 51 1 0 30 52 1 0 52 53 1 0 52 54 1 0 52 25 1 0 35 28 1 0 47 38 1 0 47 33 1 0 43 39 1 0 1 55 1 0 1 56 1 0 1 57 1 0 2 58 1 0 2 59 1 0 3 60 1 0 3 61 1 0 4 62 1 0 4 63 1 0 5 64 1 0 5 65 1 0 6 66 1 0 6 67 1 0 7 68 1 0 7 69 1 0 8 70 1 0 8 71 1 0 9 72 1 0 9 73 1 0 10 74 1 0 10 75 1 0 11 76 1 0 11 77 1 0 12 78 1 0 12 79 1 0 13 80 1 0 13 81 1 0 14 82 1 0 14 83 1 0 15 84 1 0 15 85 1 0 16 86 1 0 16 87 1 0 17 88 1 0 17 89 1 0 18 90 1 0 18 91 1 0 19 92 1 0 19 93 1 0 20 94 1 0 20 95 1 0 21 96 1 0 21 97 1 0 25 98 1 6 26 99 1 0 26100 1 0 27101 1 0 27102 1 0 29103 1 0 29104 1 0 29105 1 0 30106 1 1 31107 1 0 31108 1 0 32109 1 0 32110 1 0 34111 1 0 34112 1 0 34113 1 0 35114 1 1 36115 1 0 36116 1 0 37117 1 0 37118 1 0 38119 1 6 39120 1 1 40121 1 6 41122 1 0 41123 1 0 42124 1 0 42125 1 0 44126 1 0 44127 1 0 44128 1 0 45129 1 0 45130 1 0 46131 1 0 46132 1 0 48133 1 0 48134 1 0 48135 1 0 50136 1 0 50137 1 0 51138 1 0 51139 1 0 51140 1 0 53141 1 0 53142 1 0 53143 1 0 54144 1 0 54145 1 0 54146 1 0 M END

Standard InCHIKey	LECIBJCWVOYLBA-VCRNMDDFSA-N
Standard InCHI	InChI=1S/C52H92O2/c1-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-28-29-46(53)54-45-34-36-50(7)43(48(45,4)5)33-37-52(9)44(50)31-30-42-47-41(40(2)3)32-35-49(47,6)38-39-51(42,52)8/h41-45,47H,2,10-39H2,1,3-9H3/t41-,42+,43-,44+,45-,47+,49+,50-,51+,52+/m0/s1
SMILES	CCCCCCCCCCCCCCCCCCCCCC(=O)O[C@H]1CC[C@@]2(C)[C@@H](CC[C@]3(C)[C@@H]2CC[C@@H]2[C@H]4[C@@H](CC[C@]4(C)CC[C@@]32C)C(=C)C)C1(C)C

Calculated Properties

Physi-Chem Properties

Molecular Weight:	748.71	Volume:	877.473 ? Van der Waals volume.
Dense:	0.853	LogP:	15.693 ? The logarithm of the n-octanol/water distribution coefficients.
logD7.4:	7.161 ? The logarithm of the n-octanol/water distribution coefficient at pH=7.4.	LogS:	-16.447 ? The logarithm of aqueous solubility value.
Rotatable Bonds:	23.0	Rigid Bonds:	27.0
TPSA:	26.3 ? Topological Polar Surface Area.	H-Bond Acceptor:	2.0
H-Bond Donor:	0.0	Rings:	5.0
Heavy Atoms:	2.0

MedChem Properties

QED Drug-Likeness Score:	0.063	GASA:	0.0 ? GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:	4.944	Fsp³:	0.942
MCE-18:	91.802 ? MCE-18 stands for medicinal chemistry evolution.MCE-18≥45 is considered a suitable value.	Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Accepted	GSK Rule:	Accepted
Golden Triangle Rule:	Accepted	BMS Rule:	1
Chelating Alert:	0	PAINS Alert:	0
Colloidal aggregators:	0.942	Fluc inhibitor:	0.011 ? The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:	0.0 ? 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:	0.706	Promiscuous compounds:	0.255

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:	-5.152	MDCK Permeability:	-4.758
Pgp-inhibitor:	0.34	Pgp-substrate:	0.002
PAMPA:	0.0 ? 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):	0.002
20% Bioavailability (F20%):	0.97	30% Bioavailability (F30%):	0.998
50% Bioavailability (F50%):	0.999

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.004	MRP1:	0.999
Plasma Protein Binding (PPB):	103.193%	Volume Distribution (VD):	2.362
Fu:	0.174% ? The fraction unbound in plasms.	OATP1B1 inhibitor:	0.998
OATP1B3 inhibitor:	1.0	BCRP inhibitor:	0.971
BSEP inhibitor:	1.0

ADMET: Metabolism

CYP1A2-inhibitor:	0.0	CYP1A2-substrate:	0.969
CYP2C19-inhibitor:	0.998	CYP2C19-substrate:	0.831
CYP2C9-inhibitor:	0.505	CYP2C9-substrate:	0.143
CYP2D6-inhibitor:	0.008	CYP2D6-substrate:	0.51
CYP3A4-inhibitor:	0.99	CYP3A4-substrate:	1.0
CYP2B6-substrate:	0.0	CYP2C8-inhibitor:	1.0
HLM stability:	0.534 ? 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):

5.014

Half-life (T1/2):

1.774

ADMET: Toxicity

hERG Blockers:	0.79	hERG Blockers (10um):	0.89
Human Hepatotoxicity (H-HT):	0.638	Drug-induced Liver Injury (DILI):	0.441
AMES Toxicity:	0.041	Rat Oral Acute Toxicity:	0.153
Maximum Recommended Daily Dose:	0.731	Skin Sensitization:	1.0
Carcinogencity:	0.809	Eye Corrosion:	0.727
Eye Irritation:	0.905	Respiratory Toxicity:	0.991
Drug-induced Neurotoxicity:	0.007	Ototoxicity:	0.284
Hematotoxicity:	0.328	Drug-induced Nephrotoxicity:	0.748
Genotoxicity:	0.0	RPMI-8226 Immunitoxicity:	0.043
A549 Cytotoxicity:	0.966	Hek293 Cytotoxicity:	0.633
BCF:	0.248 ? 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:	6.386 ? 48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:	7.775 ? 48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].	LC50FM:	8.289 ? 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
NPO18758	Carapa grandiflora	Species	Meliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17607	Jatropha grossidentata	Species	Euphorbiaceae	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 NPC159211 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	24160
0.1-0.2	22193
0.2-0.3	3149
0.3-0.4	250
0.4-0.5	76
0.5-0.6	18
0.6-0.7	7
0.7-0.8	0
0.8-0.85	2
0.85-0.9	0
0.9-0.95	0
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
0.9811	High Similarity	NPC611062
0.8364	Intermediate Similarity	NPC305835
0.8065	Intermediate Similarity	NPC475416
0.7424	Intermediate Similarity	NPC239362
0.7241	Intermediate Similarity	NPC475509
0.6901	Remote Similarity	NPC474092
0.6508	Remote Similarity	NPC98270
0.6452	Remote Similarity	NPC84868
0.6406	Remote Similarity	NPC5280
0.6308	Remote Similarity	NPC304194
0.6308	Remote Similarity	NPC473742
0.6061	Remote Similarity	NPC261616
0.5909	Remote Similarity	NPC481227
0.5735	Remote Similarity	NPC471901
0.5735	Remote Similarity	NPC168231
0.5645	Remote Similarity	NPC43300
0.5484	Remote Similarity	NPC192638
0.5484	Remote Similarity	NPC25511
0.5484	Remote Similarity	NPC600137
0.5429	Remote Similarity	NPC4309
0.5405	Remote Similarity	NPC479062
0.5362	Remote Similarity	NPC303863
0.5352	Remote Similarity	NPC473690
0.5278	Remote Similarity	NPC160506
0.5211	Remote Similarity	NPC10005
0.5211	Remote Similarity	NPC91525
0.5211	Remote Similarity	NPC329943
0.5152	Remote Similarity	NPC488509
0.5075	Remote Similarity	NPC269396
0.5072	Remote Similarity	NPC61107

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC159211 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	6972
0.1-0.2	2118
0.2-0.3	47
0.3-0.4	11
0.4-0.5	1
0.5-0.6	1
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
0.5278	Remote Similarity	NPD8035	Phase 2

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