NPASS Compound

Natural Product: NPC488694

Natural Product ID	NPC488694
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	OUIMNZABRXUTHM-RGOGCQBZSA-M
IUPAC Name	n.a.
Synonyms
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	n.a.
PubChem CID	23686107
Chemical Classification	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000175] Glycerolipids [CHEMONTID:0000637] Glycosylglycerols [CHEMONTID:0003822] Glycosyldiradylglycerols [CHEMONTID:0003067] Glycosyldiacylglycerols [CHEMONTID:0002264] Sulfoquinovosyldiacylglycerols

The Chemical Classification was calculated by Classyfire, a software for chemical taxonomy calculation. Reference: DOI:10.1186/s13321-016-0174-y.

Chemical Representations

RDKit 2D 136135 0 0 0 0 0 0 0 0999 V2000 14.0839 14.3716 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.6067 14.6321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.1295 14.8926 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.6523 15.1530 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.1751 15.4135 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.6978 15.6740 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2206 15.9345 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.7434 16.1949 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2662 16.4554 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3020 15.3063 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8151 13.8968 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3281 12.4873 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8411 11.0777 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3541 9.6682 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8672 8.2586 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3802 6.8491 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8932 5.4396 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.4063 4.0300 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.8835 3.7696 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.4421 2.8810 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.9551 1.4714 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.4681 0.0619 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0586 -0.4512 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6491 -0.9642 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7500 -1.2990 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7500 -1.2990 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7500 1.2990 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4895 2.7762 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2291 4.2535 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 1.2482 3.9930 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7063 4.5139 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0314 5.7307 0.0000 O 0 0 0 0 0 1 0 0 0 0 0 0 0.7500 1.2990 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.6491 0.9642 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.1595 -1.8121 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.4895 -2.7762 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.9812 -1.3477 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.4584 -1.6081 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.4226 -0.4591 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.9714 -3.0177 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.4844 -4.4272 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.9975 -5.8367 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.5105 -7.2463 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.0235 -8.6558 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.5366 -10.0654 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.0496 -11.4749 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.5626 -12.8844 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.0757 -14.2940 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.5887 -15.7035 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 13.1017 -17.1131 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 13.6147 -18.5226 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 14.1278 -19.9321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 14.6408 -21.3417 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 15.1538 -22.7512 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 17.5634 0.0000 0.0000 Na 0 0 0 0 0 15 0 0 0 0 0 0 14.3444 15.8488 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 13.8234 12.8944 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 15.5611 14.1112 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 12.3462 13.1549 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 12.8672 16.1093 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 11.3899 16.3698 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 10.8690 13.4154 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 9.3918 13.6758 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 9.9127 16.6303 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 8.4355 16.8907 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 7.9146 13.9363 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.4374 14.1968 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.9583 17.1512 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.4811 17.4117 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.9602 14.4572 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.0039 17.6721 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.6799 14.9816 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.7532 17.8649 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.1752 15.5668 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.4055 13.3838 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.9989 14.1701 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.7376 13.0003 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.9185 11.9742 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.4316 10.5647 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.2507 11.5907 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.9446 9.1551 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.7637 10.1812 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.2767 8.7717 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.4576 7.7456 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.9707 6.3361 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.7897 7.3621 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.3028 5.9526 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4837 4.9265 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.9764 1.3686 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.3647 1.9844 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.8777 0.5749 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.5716 -1.8607 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.7220 0.4736 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.3816 1.2136 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.1595 -1.8121 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.4895 -2.7762 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.3254 -0.5360 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.8326 1.8507 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.9240 3.2148 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.9877 2.5158 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.7339 2.1762 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.9849 -1.2761 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.6386 -3.7404 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 9.3810 -2.5046 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.5619 -3.5307 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 7.0749 -4.9402 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 9.8940 -3.9142 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 10.4070 -5.3237 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 7.5879 -6.3498 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 8.1010 -7.7593 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 10.9200 -6.7333 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 11.4331 -8.1428 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 8.6140 -9.1689 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 9.1270 -10.5784 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 11.9461 -9.5523 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 12.4591 -10.9619 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 9.6401 -11.9879 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 10.1531 -13.3975 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 12.9722 -12.3714 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 13.4852 -13.7810 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 10.6661 -14.8070 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 11.1791 -16.2166 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 13.9982 -15.1905 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 14.5113 -16.6000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 11.6922 -17.6261 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 12.2052 -19.0356 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 15.0243 -18.0096 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 15.5373 -19.4191 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 12.7182 -20.4452 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 13.2313 -21.8547 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 16.0503 -20.8286 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 16.5634 -22.2382 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 13.7443 -23.2642 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 15.6669 -24.1608 0.0000 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 2 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 2 0 18 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 2 0 31 33 2 0 31 34 1 0 29 35 1 0 28 36 1 0 27 37 1 0 26 38 1 0 22 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 1 0 46 47 1 0 47 48 1 0 48 49 1 0 49 50 1 0 50 51 1 0 51 52 1 0 52 53 1 0 53 54 1 0 54 55 1 0 55 56 1 0 35 25 1 0 1 58 1 0 1 59 1 0 1 60 1 0 2 61 1 0 2 62 1 0 3 63 1 0 3 64 1 0 4 65 1 0 4 66 1 0 5 67 1 0 5 68 1 0 6 69 1 0 6 70 1 0 7 71 1 0 7 72 1 0 8 73 1 0 8 74 1 0 9 75 1 0 10 76 1 0 11 77 1 0 11 78 1 0 12 79 1 0 12 80 1 0 13 81 1 0 13 82 1 0 14 83 1 0 14 84 1 0 15 85 1 0 15 86 1 0 16 87 1 0 16 88 1 0 17 89 1 0 17 90 1 0 21 91 1 0 21 92 1 0 22 93 1 6 23 94 1 0 23 95 1 0 25 96 1 1 26 97 1 1 27 98 1 6 28 99 1 1 29100 1 6 30101 1 0 30102 1 0 36103 1 0 37104 1 0 38105 1 0 42106 1 0 42107 1 0 43108 1 0 43109 1 0 44110 1 0 44111 1 0 45112 1 0 45113 1 0 46114 1 0 46115 1 0 47116 1 0 47117 1 0 48118 1 0 48119 1 0 49120 1 0 49121 1 0 50122 1 0 50123 1 0 51124 1 0 51125 1 0 52126 1 0 52127 1 0 53128 1 0 53129 1 0 54130 1 0 54131 1 0 55132 1 0 55133 1 0 56134 1 0 56135 1 0 56136 1 0 M CHG 2 34 -1 57 1 M END

Standard InCHIKey	OUIMNZABRXUTHM-RGOGCQBZSA-M
Standard InCHI	InChI=1S/C43H80O12S.Na/c1-3-5-7-9-11-13-15-17-18-20-21-23-25-27-29-31-38(44)52-33-36(34-53-43-42(48)41(47)40(46)37(55-43)35-56(49,50)51)54-39(45)32-30-28-26-24-22-19-16-14-12-10-8-6-4-2;/h17-18,36-37,40-43,46-48H,3-16,19-35H2,1-2H3,(H,49,50,51);/q;+1/p-1/b18-17-;/t36-,37-,40-,41+,42-,43+;/m1./s1
SMILES	CCCCCCCC/C=CCCCCCCCC(=O)OC[C@H](CO[C@@H]1[C@@H]([C@H]([C@@H]([C@@H](CS(=O)(=O)[O-])O1)O)O)O)OC(=O)CCCCCCCCCCCCCCC.[Na+]

Calculated Properties

Physi-Chem Properties

Molecular Weight:	819.53	Volume:	858.492 ? Van der Waals volume.
Dense:	0.955	LogP:	8.144 ? The logarithm of the n-octanol/water distribution coefficients.
logD7.4:	4.847 ? The logarithm of the n-octanol/water distribution coefficient at pH=7.4.	LogS:	-3.531 ? The logarithm of aqueous solubility value.
Rotatable Bonds:	39.0	Rigid Bonds:	11.0
TPSA:	188.95 ? Topological Polar Surface Area.	H-Bond Acceptor:	12.0
H-Bond Donor:	3.0	Rings:	1.0
Heavy Atoms:	13.0

MedChem Properties

QED Drug-Likeness Score:	0.024	GASA:	1.0 ? GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:	4.717	Fsp³:	0.907
MCE-18:	29.707 ? 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:	0.692	Fluc inhibitor:	0.003 ? The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:	0.002 ? The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1	Green fluorescence:	0.002 ? The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:	0.257	Promiscuous compounds:	0.347

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:	-5.434	MDCK Permeability:	-4.73
Pgp-inhibitor:	0.002	Pgp-substrate:	0.0
PAMPA:	0.001 ? 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):	0.222
20% Bioavailability (F20%):	0.742	30% Bioavailability (F30%):	0.951
50% Bioavailability (F50%):	0.829

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.0	MRP1:	0.999
Plasma Protein Binding (PPB):	98.151%	Volume Distribution (VD):	0.093
Fu:	0.688% ? The fraction unbound in plasms.	OATP1B1 inhibitor:	0.817
OATP1B3 inhibitor:	1.0	BCRP inhibitor:	0.111
BSEP inhibitor:	1.0

ADMET: Metabolism

CYP1A2-inhibitor:	0.0	CYP1A2-substrate:	1.0
CYP2C19-inhibitor:	0.0	CYP2C19-substrate:	0.0
CYP2C9-inhibitor:	0.0	CYP2C9-substrate:	0.0
CYP2D6-inhibitor:	0.0	CYP2D6-substrate:	0.998
CYP3A4-inhibitor:	0.025	CYP3A4-substrate:	1.0
CYP2B6-substrate:	0.0	CYP2C8-inhibitor:	1.0
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):

2.53

Half-life (T1/2):

4.602

ADMET: Toxicity

hERG Blockers:	0.349	hERG Blockers (10um):	0.621
Human Hepatotoxicity (H-HT):	0.564	Drug-induced Liver Injury (DILI):	0.079
AMES Toxicity:	0.264	Rat Oral Acute Toxicity:	0.01
Maximum Recommended Daily Dose:	0.241	Skin Sensitization:	1.0
Carcinogencity:	0.04	Eye Corrosion:	0.754
Eye Irritation:	0.738	Respiratory Toxicity:	0.335
Drug-induced Neurotoxicity:	0.001	Ototoxicity:	0.487
Hematotoxicity:	0.022	Drug-induced Nephrotoxicity:	0.953
Genotoxicity:	0.0	RPMI-8226 Immunitoxicity:	0.082
A549 Cytotoxicity:	0.749	Hek293 Cytotoxicity:	0.087
BCF:	-0.843 ? 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:	4.117 ? 48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:	6.594 ? 48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].	LC50FM:	-0.562 ? 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
NPO40589	Scytonema sp. (TAU strain SL-30-1-4)	Strain	Scytonemataceae	Bacteria	n.a.	n.a.	n.a.	PMID[9428159]
NPO40588	Oscillatoria raoi (TAU strain IL-76-1-2)	Strain	Oscillatoriaceae	Bacteria	n.a.	n.a.	n.a.	PMID[9428159]

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
IC90	1
IC50	2
Inhibition	2
Activity	1

Activity Type	# Activity
Individual protein	4
Others	2

Molecular-level activity

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT1772	Individual protein	Gag-Pol polyprotein	Human immunodeficiency virus type 1 group M subtype B (isolate BH10)(HIV-1)	Inhibition	=	100.0	%	PMID[9428159]
NPT459	Individual protein	Human immunodeficiency virus type 1 reverse transcriptase	Human immunodeficiency virus 1	IC90	=	76.0	nM	PMID[9677270]
NPT459	Individual protein	Human immunodeficiency virus type 1 reverse transcriptase	Human immunodeficiency virus 1	IC50	=	24.0	nM	PMID[9677270]
NPT459	Individual protein	Human immunodeficiency virus type 1 reverse transcriptase	Human immunodeficiency virus 1	Inhibition	>	95.0	%	PMID[9677270]

In vitro activity

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT2	Others	Unspecified	n.a.	Activity	=	66.0	%	PMID[9677270]
NPT2	Others	Unspecified	n.a.	IC50	=	34.0	nM	PMID[9677270]

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 NPC488694 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	18821
0.1-0.2	26434
0.2-0.3	4323
0.3-0.4	204
0.4-0.5	54
0.5-0.6	5
0.6-0.7	12
0.7-0.8	0
0.8-0.85	0
0.85-0.9	1
0.9-0.95	0
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
0.9508	High Similarity	NPC488692
0.8966	High Similarity	NPC488693
0.746	Intermediate Similarity	NPC488689
0.7344	Intermediate Similarity	NPC331437
0.7121	Intermediate Similarity	NPC21693
0.6912	Remote Similarity	NPC156089
0.6618	Remote Similarity	NPC236649
0.6508	Remote Similarity	NPC488690
0.6438	Remote Similarity	NPC470313
0.6438	Remote Similarity	NPC473500
0.6438	Remote Similarity	NPC611497
0.6429	Remote Similarity	NPC110813
0.6377	Remote Similarity	NPC469410
0.6351	Remote Similarity	NPC488691
0.6212	Remote Similarity	NPC83839
0.6164	Remote Similarity	NPC38295
0.6026	Remote Similarity	NPC22558
0.5972	Remote Similarity	NPC133377
0.541	Remote Similarity	NPC54925
0.5139	Remote Similarity	NPC489083
0.5125	Remote Similarity	NPC476612
0.5125	Remote Similarity	NPC476613

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC488694 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	6265
0.1-0.2	2727
0.2-0.3	146
0.3-0.4	10
0.4-0.5	2
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