NPASS Compound

Natural Product: NPC488693

Natural Product ID	NPC488693
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	UFWMHEBXIOACDZ-PFJFLMGDSA-M
IUPAC Name	n.a.
Synonyms
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	n.a.
PubChem CID	44593359
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 132131 0 0 0 0 0 0 0 0999 V2000 29.6908 -10.2606 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 28.2812 -9.7476 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 26.8717 -9.2345 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 25.4622 -8.7215 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 24.0526 -8.2085 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 22.6431 -7.6955 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 21.2335 -7.1824 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 19.8240 -6.6694 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 18.4145 -6.1564 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 17.0049 -5.6433 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 15.5954 -5.1303 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 14.1859 -4.6173 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.7763 -4.1042 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.3668 -3.5912 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.9572 -3.0782 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.5477 -2.5652 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.3986 -3.5293 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.2872 -1.0879 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.8777 -0.5749 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 -2.1595 1.8121 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5691 2.3251 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -4.9786 2.8381 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.0560 3.7346 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.0821 0.9156 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 -0.4895 -2.7762 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 5.9812 1.3477 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.0170 2.4967 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1447 2.3429 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.5300 3.9063 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0431 5.3158 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5561 6.7253 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0691 8.1349 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.5821 9.5444 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0952 10.9540 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6082 12.3635 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.1212 13.7730 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.6343 15.1826 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.1473 16.5921 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.6603 18.0017 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.1734 19.4112 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.6864 20.8207 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.1994 22.2303 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.7124 23.6398 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 32.1003 0.0000 0.0000 Na 0 0 0 0 0 15 0 0 0 0 0 0 31.1003 -10.7736 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 29.1777 -11.6701 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 30.2038 -8.8511 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 27.7682 -11.1571 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 28.7943 -8.3380 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 27.3847 -7.8250 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 26.3587 -10.6441 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 24.9491 -10.1311 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 25.9752 -7.3120 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 24.5657 -6.7989 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 23.5396 -9.6180 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 22.1301 -9.1050 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 23.1561 -6.2859 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 21.7466 -5.7729 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 20.7205 -8.5920 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 19.3110 -8.0789 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 20.3370 -5.2599 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 18.9275 -4.7468 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 17.9014 -7.5659 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 16.4919 -7.0529 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 17.5180 -4.2338 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 16.1084 -3.7208 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 15.0824 -6.5398 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 13.6728 -6.0268 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 14.6989 -3.2077 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 13.2893 -2.6947 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 12.2633 -5.5138 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 10.8537 -5.0008 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 11.8798 -2.1817 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 9.4442 -4.4877 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 10.4703 -1.6686 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 7.3907 0.8346 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 4.9551 -1.4714 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.7212 -1.0104 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.1511 1.3320 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.3286 -0.8886 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 -2.1595 -1.8121 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.1686 0.4341 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 -1.6465 3.2216 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5215 1.1018 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.0586 -0.4512 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 2.4200 -3.2893 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.1205 4.4193 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.9396 3.3932 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 7.4526 4.8028 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.6335 5.8288 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.1465 7.2384 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 7.9656 6.2123 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 8.4787 7.6219 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.6596 8.6479 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.1726 10.0575 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 8.9917 9.0314 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 9.5047 10.4409 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.6856 11.4670 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 7.1987 12.8765 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 10.0177 11.8505 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 10.5308 13.2600 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 7.7117 14.2861 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 8.2247 15.6956 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 11.0438 14.6695 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 11.5568 16.0791 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 8.7378 17.1051 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 9.2508 18.5147 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 12.0699 17.4886 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 12.5829 18.8982 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 9.7638 19.9242 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 10.2768 21.3338 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 13.0959 20.3077 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 13.6090 21.7172 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 10.7899 22.7433 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 13.2255 25.0493 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 11.3029 24.1528 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 14.1220 23.1268 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 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 2 0 16 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 2 0 29 31 2 0 29 32 1 0 27 33 1 0 26 34 1 0 25 35 1 0 24 36 1 0 20 37 1 0 37 38 1 0 38 39 2 0 38 40 1 0 40 41 1 0 41 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 33 23 1 0 1 56 1 0 1 57 1 0 1 58 1 0 2 59 1 0 2 60 1 0 3 61 1 0 3 62 1 0 4 63 1 0 4 64 1 0 5 65 1 0 5 66 1 0 6 67 1 0 6 68 1 0 7 69 1 0 7 70 1 0 8 71 1 0 8 72 1 0 9 73 1 0 9 74 1 0 10 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 19 87 1 0 19 88 1 0 20 89 1 1 21 90 1 0 21 91 1 0 23 92 1 1 24 93 1 1 25 94 1 6 26 95 1 1 27 96 1 6 28 97 1 0 28 98 1 0 34 99 1 0 35100 1 0 36101 1 0 40102 1 0 40103 1 0 41104 1 0 41105 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 54132 1 0 M CHG 2 32 -1 55 1 M END

Standard InCHIKey	UFWMHEBXIOACDZ-PFJFLMGDSA-M
Standard InCHI	InChI=1S/C41H78O12S.Na/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-36(42)50-31-34(32-51-41-40(46)39(45)38(44)35(53-41)33-54(47,48)49)52-37(43)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2;/h34-35,38-41,44-46H,3-33H2,1-2H3,(H,47,48,49);/q;+1/p-1/t34-,35-,38-,39+,40-,41+;/m1./s1
SMILES	CCCCCCCCCCCCCCCC(=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:	793.51	Volume:	826.536 ? Van der Waals volume.
Dense:	0.96	LogP:	4.757 ? The logarithm of the n-octanol/water distribution coefficients.
logD7.4:	3.584 ? The logarithm of the n-octanol/water distribution coefficient at pH=7.4.	LogS:	-1.507 ? The logarithm of aqueous solubility value.
Rotatable Bonds:	38.0	Rigid Bonds:	10.0
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:	0.032	GASA:	0.0 ? GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:	4.539	Fsp³:	0.951
MCE-18:	29.75 ? 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:	0.747	Fluc inhibitor:	0.004 ? The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:	0.001 ? 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:	0.246	Promiscuous compounds:	0.291

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:	-5.501	MDCK Permeability:	-4.813
Pgp-inhibitor:	0.0	Pgp-substrate:	0.0
PAMPA:	0.004 ? 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):	0.937
20% Bioavailability (F20%):	0.95	30% Bioavailability (F30%):	0.993
50% Bioavailability (F50%):	0.917

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.0	MRP1:	0.997
Plasma Protein Binding (PPB):	99.953%	Volume Distribution (VD):	1.173
Fu:	0.744% ? The fraction unbound in plasms.	OATP1B1 inhibitor:	0.975
OATP1B3 inhibitor:	1.0	BCRP inhibitor:	0.149
BSEP inhibitor:	0.993

ADMET: Metabolism

CYP1A2-inhibitor:	0.0	CYP1A2-substrate:	0.985
CYP2C19-inhibitor:	0.0	CYP2C19-substrate:	0.005
CYP2C9-inhibitor:	0.0	CYP2C9-substrate:	0.0
CYP2D6-inhibitor:	0.0	CYP2D6-substrate:	0.948
CYP3A4-inhibitor:	0.923	CYP3A4-substrate:	1.0
CYP2B6-substrate:	0.0	CYP2C8-inhibitor:	1.0
HLM stability:	0.001 ? 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):

2.681

Half-life (T1/2):

5.503

ADMET: Toxicity

hERG Blockers:	0.402	hERG Blockers (10um):	0.678
Human Hepatotoxicity (H-HT):	0.733	Drug-induced Liver Injury (DILI):	0.682
AMES Toxicity:	0.155	Rat Oral Acute Toxicity:	0.016
Maximum Recommended Daily Dose:	0.201	Skin Sensitization:	1.0
Carcinogencity:	0.091	Eye Corrosion:	0.447
Eye Irritation:	0.82	Respiratory Toxicity:	0.65
Drug-induced Neurotoxicity:	0.002	Ototoxicity:	0.534
Hematotoxicity:	0.122	Drug-induced Nephrotoxicity:	0.907
Genotoxicity:	0.0	RPMI-8226 Immunitoxicity:	0.064
A549 Cytotoxicity:	0.613	Hek293 Cytotoxicity:	0.035
BCF:	-0.919 ? 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:	4.006 ? 48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:	6.588 ? 48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].	LC50FM:	-0.844 ? 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
IC50	1
IC90	1
Inhibition	2
Activity	1

Activity Type	# Activity
Individual protein	4
Others	1

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	IC50	=	112.0	nM	PMID[9677270]
NPT459	Individual protein	Human immunodeficiency virus type 1 reverse transcriptase	Human immunodeficiency virus 1	IC90	=	465.0	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	=	45.0	%	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 NPC488693 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	19735
0.1-0.2	26018
0.2-0.3	3839
0.3-0.4	225
0.4-0.5	20
0.5-0.6	13
0.6-0.7	4
0.7-0.8	0
0.8-0.85	1
0.85-0.9	2
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Natural Product ID
0.8966	High Similarity	NPC488694
0.8525	High Similarity	NPC488692
0.8103	Intermediate Similarity	NPC331437
0.7193	Intermediate Similarity	NPC488690
0.6833	Remote Similarity	NPC83839
0.6508	Remote Similarity	NPC488689
0.6212	Remote Similarity	NPC21693
0.6029	Remote Similarity	NPC156089
0.5735	Remote Similarity	NPC236649
0.5616	Remote Similarity	NPC470313
0.5616	Remote Similarity	NPC473500
0.5616	Remote Similarity	NPC611497
0.5571	Remote Similarity	NPC110813
0.5541	Remote Similarity	NPC488691
0.5507	Remote Similarity	NPC469410
0.5342	Remote Similarity	NPC38295
0.5256	Remote Similarity	NPC22558
0.5192	Remote Similarity	NPC55678
0.5139	Remote Similarity	NPC133377
0.5132	Remote Similarity	NPC476612
0.5132	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 NPC488693 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	6118
0.1-0.2	2883
0.2-0.3	140
0.3-0.4	5
0.4-0.5	3
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
0.5192	Remote Similarity	NPD6125	Phase 4

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