NPASS Compound

Natural Product: NPC488690

Natural Product ID	NPC488690
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	DFUALJIUMYYHRG-WVRBFPGBSA-N
IUPAC Name	n.a.
Synonyms
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	n.a.
PubChem CID	481115
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:0003259] 1,2-diacyl-3-O-beta-D-galactosyl-sn-glycerols

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 129129 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 O 0 0 0 0 0 0 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 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 -3.8296 3.8023 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 27 30 1 0 26 31 1 0 25 32 1 0 24 33 1 0 20 34 1 0 34 35 1 0 35 36 2 0 35 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 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 30 23 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 19 83 1 0 19 84 1 0 20 85 1 1 21 86 1 0 21 87 1 0 23 88 1 6 24 89 1 1 25 90 1 6 26 91 1 6 27 92 1 6 28 93 1 0 28 94 1 0 29 95 1 0 31 96 1 0 32 97 1 0 33 98 1 0 37 99 1 0 37100 1 0 38101 1 0 38102 1 0 39103 1 0 39104 1 0 40105 1 0 40106 1 0 41107 1 0 41108 1 0 42109 1 0 42110 1 0 43111 1 0 43112 1 0 44113 1 0 44114 1 0 45115 1 0 45116 1 0 46117 1 0 46118 1 0 47119 1 0 47120 1 0 48121 1 0 48122 1 0 49123 1 0 49124 1 0 50125 1 0 50126 1 0 51127 1 0 51128 1 0 51129 1 0 M END

Standard InCHIKey	DFUALJIUMYYHRG-WVRBFPGBSA-N
Standard InCHI	InChI=1S/C41H78O10/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-36(43)48-32-34(33-49-41-40(47)39(46)38(45)35(31-42)51-41)50-37(44)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h34-35,38-42,45-47H,3-33H2,1-2H3/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](CO)O1)O)O)O)OC(=O)CCCCCCCCCCCCCCC

Calculated Properties

Physi-Chem Properties

Molecular Weight:	730.56	Volume:	791.765 ? Van der Waals volume.
Dense:	0.923	LogP:	6.746 ? The logarithm of the n-octanol/water distribution coefficients.
logD7.4:	4.485 ? The logarithm of the n-octanol/water distribution coefficient at pH=7.4.	LogS:	-3.432 ? The logarithm of aqueous solubility value.
Rotatable Bonds:	37.0	Rigid Bonds:	8.0
TPSA:	151.98 ? Topological Polar Surface Area.	H-Bond Acceptor:	10.0
H-Bond Donor:	4.0	Rings:	1.0
Heavy Atoms:	10.0

MedChem Properties

QED Drug-Likeness Score:	0.037	GASA:	0.0 ? GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:	4.192	Fsp³:	0.951
MCE-18:	23.375 ? 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:	0.914	Fluc inhibitor:	0.082 ? The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:	0.004 ? 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:	0.298	Promiscuous compounds:	0.173

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:	-5.472	MDCK Permeability:	-4.834
Pgp-inhibitor:	0.0	Pgp-substrate:	0.629
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):	0.999
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):	100.097%	Volume Distribution (VD):	1.259
Fu:	0.702% ? The fraction unbound in plasms.	OATP1B1 inhibitor:	0.182
OATP1B3 inhibitor:	1.0	BCRP inhibitor:	0.612
BSEP inhibitor:	0.226

ADMET: Metabolism

CYP1A2-inhibitor:	0.0	CYP1A2-substrate:	0.986
CYP2C19-inhibitor:	0.0	CYP2C19-substrate:	0.877
CYP2C9-inhibitor:	0.01	CYP2C9-substrate:	0.005
CYP2D6-inhibitor:	0.0	CYP2D6-substrate:	1.0
CYP3A4-inhibitor:	0.0	CYP3A4-substrate:	1.0
CYP2B6-substrate:	0.0	CYP2C8-inhibitor:	1.0
HLM stability:	0.238 ? 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):

2.963

Half-life (T1/2):

4.222

ADMET: Toxicity

hERG Blockers:	0.392	hERG Blockers (10um):	0.578
Human Hepatotoxicity (H-HT):	0.529	Drug-induced Liver Injury (DILI):	0.747
AMES Toxicity:	0.77	Rat Oral Acute Toxicity:	0.009
Maximum Recommended Daily Dose:	0.021	Skin Sensitization:	1.0
Carcinogencity:	0.356	Eye Corrosion:	0.011
Eye Irritation:	0.574	Respiratory Toxicity:	0.577
Drug-induced Neurotoxicity:	0.015	Ototoxicity:	0.62
Hematotoxicity:	0.312	Drug-induced Nephrotoxicity:	0.917
Genotoxicity:	0.0	RPMI-8226 Immunitoxicity:	0.167
A549 Cytotoxicity:	0.999	Hek293 Cytotoxicity:	0.594
BCF:	-0.159 ? 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:	4.757 ? 48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:	6.811 ? 48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].	LC50FM:	2.284 ? 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	=	8.0	%	PMID[9428159]
NPT459	Individual protein	Human immunodeficiency virus type 1 reverse transcriptase	Human immunodeficiency virus 1	IC50	>	100000.0	nM	PMID[9677270]
NPT459	Individual protein	Human immunodeficiency virus type 1 reverse transcriptase	Human immunodeficiency virus 1	IC90	>	100000.0	nM	PMID[9677270]
NPT459	Individual protein	Human immunodeficiency virus type 1 reverse transcriptase	Human immunodeficiency virus 1	Inhibition	=	8.0	%	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	=	100.0	%	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 NPC488690 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	18978
0.1-0.2	24470
0.2-0.3	5429
0.3-0.4	782
0.4-0.5	159
0.5-0.6	11
0.6-0.7	11
0.7-0.8	0
0.8-0.85	2
0.85-0.9	1
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Natural Product ID
0.8846	High Similarity	NPC488689
0.8364	Intermediate Similarity	NPC21693
0.807	Intermediate Similarity	NPC156089
0.7719	Intermediate Similarity	NPC236649
0.7593	Intermediate Similarity	NPC83839
0.7458	Intermediate Similarity	NPC110813
0.7419	Intermediate Similarity	NPC470313
0.7419	Intermediate Similarity	NPC473500
0.7419	Intermediate Similarity	NPC611497
0.7193	Intermediate Similarity	NPC488693
0.7097	Intermediate Similarity	NPC38295
0.7069	Intermediate Similarity	NPC331437
0.6923	Remote Similarity	NPC206601
0.6885	Remote Similarity	NPC133377
0.6769	Remote Similarity	NPC476612
0.6769	Remote Similarity	NPC476613
0.6545	Remote Similarity	NPC285003
0.6508	Remote Similarity	NPC488694
0.6377	Remote Similarity	NPC22558
0.6364	Remote Similarity	NPC12040
0.6286	Remote Similarity	NPC476611
0.6212	Remote Similarity	NPC488692
0.6	Remote Similarity	NPC163812
0.5882	Remote Similarity	NPC606861
0.5882	Remote Similarity	NPC607126
0.587	Remote Similarity	NPC55678
0.5833	Remote Similarity	NPC250619
0.5789	Remote Similarity	NPC241265
0.5614	Remote Similarity	NPC76881
0.54	Remote Similarity	NPC233726
0.5278	Remote Similarity	NPC475425
0.5208	Remote Similarity	NPC326533
0.5192	Remote Similarity	NPC268243
0.5094	Remote Similarity	NPC145112

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC488690 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	6370
0.1-0.2	2575
0.2-0.3	168
0.3-0.4	29
0.4-0.5	5
0.5-0.6	3
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
0.587	Remote Similarity	NPD6125	Phase 4
0.5472	Remote Similarity	NPD3728	Approved
0.54	Remote Similarity	NPD3730	Pre-clinical

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