NPASS Compound

Natural Product: NPC91263

Natural Product ID	NPC91263
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	AUUYOWKYLNLIJN-UHFFFAOYSA-N
IUPAC Name	n.a.
Synonyms
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	n.a.
PubChem CID	102420151
Chemical Classification	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0002448] Benzenoids [CHEMONTID:0000134] Phenols [CHEMONTID:0000139] Tyrosols and derivatives

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 139139 0 0 0 0 0 0 0 0999 V2000 -16.3693 0.4028 -3.5664 C 0 0 0 0 0 0 0 0 0 0 0 0 -15.6600 1.6549 -3.1187 C 0 0 0 0 0 0 0 0 0 0 0 0 -15.9927 1.9800 -1.6840 C 0 0 0 0 0 0 0 0 0 0 0 0 -15.6107 0.8970 -0.7262 C 0 0 0 0 0 0 0 0 0 0 0 0 -14.1498 0.5702 -0.7263 C 0 0 0 0 0 0 0 0 0 0 0 0 -13.3626 1.7916 -0.3469 C 0 0 0 0 0 0 0 0 0 0 0 0 -11.8795 1.5446 -0.3246 C 0 0 0 0 0 0 0 0 0 0 0 0 -11.5039 0.4599 0.6695 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.0367 0.2091 0.6945 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.6001 -0.8838 1.6534 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.9863 -0.5259 3.0455 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.6416 -1.4488 4.1251 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.2879 -1.8366 4.5005 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.3664 -0.7813 4.9513 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.8746 0.2248 3.9663 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0345 -0.4505 2.8864 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.5630 0.5828 1.9017 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.7662 -0.0729 0.7784 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6145 -0.8211 1.3530 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7378 -1.5117 0.3740 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0347 -0.5930 -0.6295 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2249 0.3558 0.1606 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3467 1.3390 -0.4707 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8485 0.9368 -1.2361 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6549 0.1666 -2.4733 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0429 -0.1457 -3.1217 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7988 -0.9863 -2.1522 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1406 -1.4351 -2.7163 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7434 -2.3286 -1.6437 C 0 0 0 0 0 0 0 0 0 0 0 0 4.9819 -1.6495 -0.3455 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5149 -2.6589 0.6646 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7785 -2.0588 1.9822 C 0 0 0 0 0 0 0 0 0 0 0 0 6.7387 -0.9640 2.1421 C 0 0 0 0 0 0 0 0 0 0 0 0 8.1714 -1.1447 1.8622 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6284 -1.4741 0.4858 C 0 0 0 0 0 0 0 0 0 0 0 0 10.1459 -1.6491 0.4764 C 0 0 0 0 0 0 0 0 0 0 0 0 10.8866 -0.4165 0.8993 C 0 0 0 0 0 0 0 0 0 0 0 0 12.3896 -0.6891 0.8986 C 0 0 0 0 0 0 0 0 0 0 0 0 12.9275 -1.0917 -0.4324 C 0 0 0 0 0 0 0 0 0 0 0 0 12.7865 -0.0632 -1.4867 C 0 0 0 0 0 0 0 0 0 0 0 0 12.5565 -0.4053 -2.6700 O 0 0 0 0 0 0 0 0 0 0 0 0 12.9185 1.2454 -1.1236 O 0 0 0 0 0 0 0 0 0 0 0 0 12.8174 2.2945 -2.0316 C 0 0 0 0 0 0 0 0 0 0 0 0 13.8389 2.2595 -3.1331 C 0 0 0 0 0 0 0 0 0 0 0 0 15.2143 2.3185 -2.5861 C 0 0 0 0 0 0 0 0 0 0 0 0 15.8817 1.1264 -2.3182 C 0 0 0 0 0 0 0 0 0 0 0 0 17.1641 1.1646 -1.8028 C 0 0 0 0 0 0 0 0 0 0 0 0 17.8026 2.3726 -1.5469 C 0 0 0 0 0 0 0 0 0 0 0 0 17.1431 3.5530 -1.8120 C 0 0 0 0 0 0 0 0 0 0 0 0 15.8694 3.5116 -2.3232 C 0 0 0 0 0 0 0 0 0 0 0 0 19.0796 2.3760 -1.0338 O 0 0 0 0 0 0 0 0 0 0 0 0 -15.6209 -0.2826 -4.0670 H 0 0 0 0 0 0 0 0 0 0 0 0 -16.8711 -0.1235 -2.7381 H 0 0 0 0 0 0 0 0 0 0 0 0 -17.1331 0.5917 -4.3484 H 0 0 0 0 0 0 0 0 0 0 0 0 -16.0832 2.4974 -3.7410 H 0 0 0 0 0 0 0 0 0 0 0 0 -14.5753 1.6544 -3.3131 H 0 0 0 0 0 0 0 0 0 0 0 0 -17.1094 2.0864 -1.6362 H 0 0 0 0 0 0 0 0 0 0 0 0 -15.5893 2.9656 -1.3803 H 0 0 0 0 0 0 0 0 0 0 0 0 -15.8553 1.2902 0.3026 H 0 0 0 0 0 0 0 0 0 0 0 0 -16.1780 -0.0259 -0.8295 H 0 0 0 0 0 0 0 0 0 0 0 0 -13.7916 0.0911 -1.6509 H 0 0 0 0 0 0 0 0 0 0 0 0 -14.0048 -0.1883 0.0872 H 0 0 0 0 0 0 0 0 0 0 0 0 -13.5614 2.6551 -1.0030 H 0 0 0 0 0 0 0 0 0 0 0 0 -13.7203 2.1175 0.6688 H 0 0 0 0 0 0 0 0 0 0 0 0 -11.5178 1.3125 -1.3406 H 0 0 0 0 0 0 0 0 0 0 0 0 -11.3822 2.4789 0.0024 H 0 0 0 0 0 0 0 0 0 0 0 0 -11.8571 0.7004 1.6797 H 0 0 0 0 0 0 0 0 0 0 0 0 -12.0162 -0.4682 0.3459 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.4804 1.1279 0.9774 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.6359 -0.0689 -0.3092 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.1262 -1.8426 1.3926 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.5497 -1.0680 1.4525 H 0 0 0 0 0 0 0 0 0 0 0 0 -11.1589 -0.5746 3.0080 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.7960 0.5689 3.2502 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.1984 -1.0420 5.0584 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.2736 -2.3953 3.9412 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.3733 -2.6055 5.3280 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.8570 -2.4492 3.6518 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.4644 -1.2318 5.4897 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.8772 -0.1664 5.7695 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.5957 0.9357 3.5800 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.1296 0.8644 4.5552 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.5859 -1.2754 2.4590 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.0947 -0.8389 3.4051 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.4560 1.0639 1.4001 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.0034 1.4012 2.3859 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.4598 -0.7781 0.2899 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.4642 0.7325 0.1024 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.0518 -0.1688 2.0590 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.0130 -1.6430 2.0189 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.9699 -2.0816 0.9147 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.3740 -2.2573 -0.1907 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.8260 -0.0394 -1.1957 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.5065 -1.2865 -1.2914 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.9503 0.9652 0.8258 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.6773 -0.2326 0.9873 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.0088 1.9928 -1.1409 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.0409 2.1066 0.3218 H 0 0 0 0 0 0 0 0 0 0 0 0 1.5450 0.3343 -0.5670 H 0 0 0 0 0 0 0 0 0 0 0 0 1.4657 1.8820 -1.4212 H 0 0 0 0 0 0 0 0 0 0 0 0 0.2256 -0.8417 -2.3445 H 0 0 0 0 0 0 0 0 0 0 0 0 0.0478 0.6876 -3.2322 H 0 0 0 0 0 0 0 0 0 0 0 0 2.5285 0.8437 -3.2181 H 0 0 0 0 0 0 0 0 0 0 0 0 1.8704 -0.6078 -4.0922 H 0 0 0 0 0 0 0 0 0 0 0 0 2.2825 -1.8643 -1.7613 H 0 0 0 0 0 0 0 0 0 0 0 0 3.0621 -0.3422 -1.2468 H 0 0 0 0 0 0 0 0 0 0 0 0 3.9125 -2.0577 -3.5940 H 0 0 0 0 0 0 0 0 0 0 0 0 4.8052 -0.6015 -2.9464 H 0 0 0 0 0 0 0 0 0 0 0 0 5.6591 -2.7656 -2.0739 H 0 0 0 0 0 0 0 0 0 0 0 0 4.0284 -3.1840 -1.5365 H 0 0 0 0 0 0 0 0 0 0 0 0 5.7984 -0.8849 -0.5093 H 0 0 0 0 0 0 0 0 0 0 0 0 4.1577 -1.1054 0.1013 H 0 0 0 0 0 0 0 0 0 0 0 0 4.6127 -3.3672 0.8424 H 0 0 0 0 0 0 0 0 0 0 0 0 6.2813 -3.3221 0.2937 H 0 0 0 0 0 0 0 0 0 0 0 0 6.0449 -2.9155 2.6766 H 0 0 0 0 0 0 0 0 0 0 0 0 4.7924 -1.6967 2.4094 H 0 0 0 0 0 0 0 0 0 0 0 0 6.3276 -0.0607 1.5742 H 0 0 0 0 0 0 0 0 0 0 0 0 6.6387 -0.5998 3.2168 H 0 0 0 0 0 0 0 0 0 0 0 0 8.7210 -0.1919 2.1891 H 0 0 0 0 0 0 0 0 0 0 0 0 8.6191 -1.9053 2.5843 H 0 0 0 0 0 0 0 0 0 0 0 0 8.3820 -0.6291 -0.2196 H 0 0 0 0 0 0 0 0 0 0 0 0 8.2098 -2.4143 0.0954 H 0 0 0 0 0 0 0 0 0 0 0 0 10.3310 -2.5053 1.1720 H 0 0 0 0 0 0 0 0 0 0 0 0 10.4457 -1.9209 -0.5397 H 0 0 0 0 0 0 0 0 0 0 0 0 10.6520 0.4636 0.2753 H 0 0 0 0 0 0 0 0 0 0 0 0 10.6727 -0.1110 1.9629 H 0 0 0 0 0 0 0 0 0 0 0 0 12.8708 0.2605 1.1900 H 0 0 0 0 0 0 0 0 0 0 0 0 12.6109 -1.4568 1.6515 H 0 0 0 0 0 0 0 0 0 0 0 0 14.0347 -1.2811 -0.3375 H 0 0 0 0 0 0 0 0 0 0 0 0 12.5223 -2.0835 -0.7801 H 0 0 0 0 0 0 0 0 0 0 0 0 13.0331 3.2361 -1.4468 H 0 0 0 0 0 0 0 0 0 0 0 0 11.7955 2.4134 -2.4442 H 0 0 0 0 0 0 0 0 0 0 0 0 13.7550 1.2983 -3.7123 H 0 0 0 0 0 0 0 0 0 0 0 0 13.6852 3.0588 -3.8571 H 0 0 0 0 0 0 0 0 0 0 0 0 15.4609 0.1619 -2.4916 H 0 0 0 0 0 0 0 0 0 0 0 0 17.6792 0.2455 -1.5992 H 0 0 0 0 0 0 0 0 0 0 0 0 17.6329 4.4912 -1.6163 H 0 0 0 0 0 0 0 0 0 0 0 0 15.3406 4.4226 -2.5334 H 0 0 0 0 0 0 0 0 0 0 0 0 19.5043 1.6001 -0.5375 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 1 0 23 24 1 0 24 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 32 33 1 0 33 34 1 0 34 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 2 0 40 42 1 0 42 43 1 0 43 44 1 0 44 45 1 0 45 46 2 0 46 47 1 0 47 48 2 0 48 49 1 0 49 50 2 0 48 51 1 0 50 45 1 0 1 52 1 0 1 53 1 0 1 54 1 0 2 55 1 0 2 56 1 0 3 57 1 0 3 58 1 0 4 59 1 0 4 60 1 0 5 61 1 0 5 62 1 0 6 63 1 0 6 64 1 0 7 65 1 0 7 66 1 0 8 67 1 0 8 68 1 0 9 69 1 0 9 70 1 0 10 71 1 0 10 72 1 0 11 73 1 0 11 74 1 0 12 75 1 0 12 76 1 0 13 77 1 0 13 78 1 0 14 79 1 0 14 80 1 0 15 81 1 0 15 82 1 0 16 83 1 0 16 84 1 0 17 85 1 0 17 86 1 0 18 87 1 0 18 88 1 0 19 89 1 0 19 90 1 0 20 91 1 0 20 92 1 0 21 93 1 0 21 94 1 0 22 95 1 0 22 96 1 0 23 97 1 0 23 98 1 0 24 99 1 0 24100 1 0 25101 1 0 25102 1 0 26103 1 0 26104 1 0 27105 1 0 27106 1 0 28107 1 0 28108 1 0 29109 1 0 29110 1 0 30111 1 0 30112 1 0 31113 1 0 31114 1 0 32115 1 0 32116 1 0 33117 1 0 33118 1 0 34119 1 0 34120 1 0 35121 1 0 35122 1 0 36123 1 0 36124 1 0 37125 1 0 37126 1 0 38127 1 0 38128 1 0 39129 1 0 39130 1 0 43131 1 0 43132 1 0 44133 1 0 44134 1 0 46135 1 0 47136 1 0 49137 1 0 50138 1 0 51139 1 0 M END

Standard InCHIKey	AUUYOWKYLNLIJN-UHFFFAOYSA-N
Standard InCHI	InChI=1S/C48H88O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-28-29-30-31-32-33-34-35-36-37-38-39-48(50)51-45-44-46-40-42-47(49)43-41-46/h40-43,49H,2-39,44-45H2,1H3
SMILES	CCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCC(=O)OCCc1ccc(cc1)O

Calculated Properties

Physi-Chem Properties

Molecular Weight:	712.67	Volume:	846.032 ? Van der Waals volume.
Dense:	0.842	LogP:	9.769 ? The logarithm of the n-octanol/water distribution coefficients.
logD7.4:	5.21 ? The logarithm of the n-octanol/water distribution coefficient at pH=7.4.	LogS:	-8.896 ? The logarithm of aqueous solubility value.
Rotatable Bonds:	42.0	Rigid Bonds:	7.0
TPSA:	46.53 ? Topological Polar Surface Area.	H-Bond Acceptor:	3.0
H-Bond Donor:	1.0	Rings:	1.0
Heavy Atoms:	3.0

MedChem Properties

QED Drug-Likeness Score:	0.054	GASA:	0.0 ? GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:	2.479	Fsp³:	0.854
MCE-18:	6.0 ? 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:	0.7	Fluc inhibitor:	0.411 ? 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:	0.156 ? The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:	0.919	Promiscuous compounds:	0.279

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:	-5.131	MDCK Permeability:	-5.051
Pgp-inhibitor:	0.0	Pgp-substrate:	0.013
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):	1.0
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:	0.998
Plasma Protein Binding (PPB):	107.531%	Volume Distribution (VD):	3.658
Fu:	0.026% ? The fraction unbound in plasms.	OATP1B1 inhibitor:	0.589
OATP1B3 inhibitor:	1.0	BCRP inhibitor:	1.0
BSEP inhibitor:	0.996

ADMET: Metabolism

CYP1A2-inhibitor:	0.013	CYP1A2-substrate:	1.0
CYP2C19-inhibitor:	0.014	CYP2C19-substrate:	0.999
CYP2C9-inhibitor:	0.639	CYP2C9-substrate:	0.994
CYP2D6-inhibitor:	0.992	CYP2D6-substrate:	0.999
CYP3A4-inhibitor:	0.0	CYP3A4-substrate:	1.0
CYP2B6-substrate:	0.002	CYP2C8-inhibitor:	1.0
HLM stability:	0.771 ? 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):

3.918

Half-life (T1/2):

7.365

ADMET: Toxicity

hERG Blockers:	0.982	hERG Blockers (10um):	0.994
Human Hepatotoxicity (H-HT):	0.423	Drug-induced Liver Injury (DILI):	0.028
AMES Toxicity:	0.002	Rat Oral Acute Toxicity:	0.023
Maximum Recommended Daily Dose:	0.446	Skin Sensitization:	1.0
Carcinogencity:	0.143	Eye Corrosion:	0.881
Eye Irritation:	0.993	Respiratory Toxicity:	0.995
Drug-induced Neurotoxicity:	0.0	Ototoxicity:	0.077
Hematotoxicity:	0.028	Drug-induced Nephrotoxicity:	0.037
Genotoxicity:	0.0	RPMI-8226 Immunitoxicity:	0.025
A549 Cytotoxicity:	0.994	Hek293 Cytotoxicity:	0.484
BCF:	-0.757 ? 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:	6.154 ? 48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:	7.993 ? 48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].	LC50FM:	6.499 ? 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
NPO4756	Mesua elegans	Species	Calophyllaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[20943395]
NPO5710	Michelia rajaniana	Species	Magnoliaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[3236012]
NPO4756	Mesua elegans	Species	Calophyllaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO81	Erythrina orientalis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO4442	Artemisia austriaca	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO11244	Chrysolaena propinqua	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO25530	Daphne blagayana	Species	Thymelaeaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO9469	Digitalis obscura	Species	Plantaginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO8378	Fagara heitzii	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[COCONUT]
NPO6557	Lotus villosus	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO28383	Vernonia tufnellae	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO5710	Michelia rajaniana	Species	Magnoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO5060	Onychopetalum amazonicum	Species	Annonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO3215	Phora atra	Species	Phoridae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO924	Russula subnigricans	Species	Russulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO29440	Sarcomyxa serotina	Species	Tricholomataceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO9318	Stevia serrata	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO12990	Umbelopsis vinacea	Species	Umbelopsidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO924	Russula subnigricans	Species	Russulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9318	Stevia serrata	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5710	Michelia rajaniana	Species	Magnoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO3215	Phora atra	Species	Phoridae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO81	Erythrina orientalis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4442	Artemisia austriaca	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO29440	Sarcomyxa serotina	Species	Tricholomataceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25530	Daphne blagayana	Species	Thymelaeaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9469	Digitalis obscura	Species	Plantaginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5060	Onychopetalum amazonicum	Species	Annonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO6557	Lotus villosus	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8378	Fagara heitzii	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[UNPD]
NPO12990	Umbelopsis vinacea	Species	Umbelopsidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11244	Chrysolaena propinqua	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28383	Vernonia tufnellae	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4756	Mesua elegans	Species	Calophyllaceae	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 NPC91263 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	8614
0.1-0.2	35345
0.2-0.3	5354
0.3-0.4	484
0.4-0.5	57
0.5-0.6	4
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	1

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC31274
0.5714	Remote Similarity	NPC323103
0.5577	Remote Similarity	NPC484439
0.5227	Remote Similarity	NPC604949
0.5094	Remote Similarity	NPC142297

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC91263 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	2442
0.1-0.2	6207
0.2-0.3	462
0.3-0.4	38
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