NPASS Compound

Natural Product: NPC192040

Natural Product ID	NPC192040
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	JZVFJDZBLUFKCA-INYURWPISA-N
IUPAC Name	n.a.
Synonyms
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	n.a.
PubChem CID	5283663
Chemical Classification	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000258] Steroids and steroid derivatives [CHEMONTID:0002031] Stigmastanes 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 78 81 0 0 0 0 0 0 0 0999 V2000 4.5961 2.5295 -0.1348 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7058 1.3068 -1.0162 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2589 0.1508 -0.2565 C 0 0 1 0 0 0 0 0 0 0 0 0 4.4583 -0.2609 0.9045 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2422 0.1727 1.1986 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4462 -0.2541 2.3776 C 0 0 1 0 0 0 0 0 0 0 0 0 2.4230 0.8531 3.3788 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1576 -0.8944 2.0497 C 0 0 1 0 0 0 0 0 0 0 0 0 0.4725 -1.2769 3.3488 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9229 -0.6405 3.2057 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1222 -0.8371 1.7649 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.2549 -0.2025 1.1156 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0964 0.5408 1.7734 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2442 1.1786 1.0852 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.6363 0.2183 -0.0331 C 0 0 1 0 0 0 0 0 0 0 0 0 -5.9364 0.6512 -0.6740 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.4166 -0.5055 -1.5205 C 0 0 2 0 0 0 0 0 0 0 0 0 -5.3695 -0.7244 -2.5909 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0183 -0.9988 -2.0413 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5203 0.0061 -1.0240 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.2577 1.3253 -1.7606 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3190 -0.5105 -0.3467 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.9973 -0.1664 -1.0228 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1680 -0.7360 -0.2563 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1768 -0.2290 1.1934 C 0 0 2 0 0 0 0 0 0 0 0 0 0.1231 1.2446 1.1489 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.5972 -0.1492 -2.1552 O 0 0 0 0 0 0 0 0 0 0 0 0 5.5669 -1.0456 -1.1014 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3500 -1.5859 -1.8175 C 0 0 0 0 0 0 0 0 0 0 0 0 6.6413 -0.7909 -2.1371 C 0 0 0 0 0 0 0 0 0 0 0 0 5.4335 3.2162 -0.3673 H 0 0 0 0 0 0 0 0 0 0 0 0 3.6404 3.0585 -0.3451 H 0 0 0 0 0 0 0 0 0 0 0 0 4.7016 2.2906 0.9428 H 0 0 0 0 0 0 0 0 0 0 0 0 5.3997 1.5601 -1.8420 H 0 0 0 0 0 0 0 0 0 0 0 0 3.7356 1.0777 -1.5185 H 0 0 0 0 0 0 0 0 0 0 0 0 6.2536 0.4963 0.1569 H 0 0 0 0 0 0 0 0 0 0 0 0 4.8904 -0.9830 1.5883 H 0 0 0 0 0 0 0 0 0 0 0 0 2.8038 0.8909 0.5242 H 0 0 0 0 0 0 0 0 0 0 0 0 3.0560 -1.0835 2.8578 H 0 0 0 0 0 0 0 0 0 0 0 0 3.2586 0.7208 4.1312 H 0 0 0 0 0 0 0 0 0 0 0 0 2.6968 1.8496 2.9132 H 0 0 0 0 0 0 0 0 0 0 0 0 1.5145 0.9360 3.9872 H 0 0 0 0 0 0 0 0 0 0 0 0 1.4137 -1.8795 1.5485 H 0 0 0 0 0 0 0 0 0 0 0 0 0.9916 -0.9888 4.2516 H 0 0 0 0 0 0 0 0 0 0 0 0 0.2482 -2.3769 3.3956 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.6741 -1.2349 3.7687 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.9087 0.4183 3.4753 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.0413 -1.9292 1.5078 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.9464 0.6905 2.8459 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.0126 2.1833 0.7010 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.1190 1.2649 1.7488 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.8276 -0.7580 0.4588 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.6492 0.8042 0.1837 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.8802 1.6003 -1.2036 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.5449 -1.3739 -0.8647 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.4183 0.1242 -3.2867 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.6887 -1.6218 -3.1600 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.0736 -1.9805 -1.4904 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.3161 -1.1169 -2.8883 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.9907 2.1210 -1.0652 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.4597 1.2086 -2.5067 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.1734 1.6108 -2.3180 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.3540 -1.6429 -0.3893 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8964 0.9062 -1.2339 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.0161 -0.6852 -2.0049 H 0 0 0 0 0 0 0 0 0 0 0 0 1.0859 -0.4786 -0.7813 H 0 0 0 0 0 0 0 0 0 0 0 0 0.0582 -1.8385 -0.2422 H 0 0 0 0 0 0 0 0 0 0 0 0 0.5496 1.5991 0.1873 H 0 0 0 0 0 0 0 0 0 0 0 0 0.4765 1.7936 2.0185 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.9691 1.5346 1.0570 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.2265 -0.9194 -2.1817 H 0 0 0 0 0 0 0 0 0 0 0 0 5.9477 -1.8865 -0.4717 H 0 0 0 0 0 0 0 0 0 0 0 0 4.5750 -2.6388 -2.0940 H 0 0 0 0 0 0 0 0 0 0 0 0 4.1315 -1.0572 -2.7576 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4880 -1.6278 -1.1174 H 0 0 0 0 0 0 0 0 0 0 0 0 7.6243 -0.5745 -1.6257 H 0 0 0 0 0 0 0 0 0 0 0 0 6.4164 0.0660 -2.7809 H 0 0 0 0 0 0 0 0 0 0 0 0 6.7179 -1.7149 -2.7509 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 2 0 5 6 1 0 6 7 1 0 6 8 1 0 8 9 1 0 9 10 1 0 10 11 1 0 11 12 1 0 12 13 2 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 6 20 22 1 0 22 23 1 0 23 24 1 0 24 25 1 0 25 26 1 6 17 27 1 0 3 28 1 0 28 29 1 0 28 30 1 0 25 8 1 0 25 11 1 0 22 12 1 0 20 15 1 0 1 31 1 0 1 32 1 0 1 33 1 0 2 34 1 0 2 35 1 0 3 36 1 1 4 37 1 0 5 38 1 0 6 39 1 1 7 40 1 0 7 41 1 0 7 42 1 0 8 43 1 6 9 44 1 0 9 45 1 0 10 46 1 0 10 47 1 0 11 48 1 1 13 49 1 0 14 50 1 0 14 51 1 0 15 52 1 1 16 53 1 0 16 54 1 0 17 55 1 1 18 56 1 0 18 57 1 0 19 58 1 0 19 59 1 0 21 60 1 0 21 61 1 0 21 62 1 0 22 63 1 1 23 64 1 0 23 65 1 0 24 66 1 0 24 67 1 0 26 68 1 0 26 69 1 0 26 70 1 0 27 71 1 0 28 72 1 0 29 73 1 0 29 74 1 0 29 75 1 0 30 76 1 0 30 77 1 0 30 78 1 0 M END

Standard InCHIKey	JZVFJDZBLUFKCA-INYURWPISA-N
Standard InCHI	InChI=1S/C29H48O/c1-7-21(19(2)3)9-8-20(4)25-12-13-26-24-11-10-22-18-23(30)14-16-28(22,5)27(24)15-17-29(25,26)6/h8-9,11,19-23,25-27,30H,7,10,12-18H2,1-6H3/b9-8+/t20-,21+,22+,23+,25-,26+,27+,28+,29-/m1/s1
SMILES	CC[C@@H](/C=C/[C@@H](C)[C@H]1CC[C@H]2C3=CC[C@H]4C[C@H](CC[C@]4(C)[C@H]3CC[C@]12C)O)C(C)C

Calculated Properties

Physi-Chem Properties

Molecular Weight:	412.37	Volume:	479.432 ? Van der Waals volume.
Dense:	0.86	LogP:	6.584 ? The logarithm of the n-octanol/water distribution coefficients.
logD7.4:	4.675 ? The logarithm of the n-octanol/water distribution coefficient at pH=7.4.	LogS:	-6.582 ? The logarithm of aqueous solubility value.
Rotatable Bonds:	5.0	Rigid Bonds:	21.0
TPSA:	20.23 ? Topological Polar Surface Area.	H-Bond Acceptor:	1.0
H-Bond Donor:	1.0	Rings:	4.0
Heavy Atoms:	1.0

MedChem Properties

QED Drug-Likeness Score:	0.457	GASA:	1.0 ? GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:	4.733	Fsp³:	0.862
MCE-18:	69.0 ? MCE-18 stands for medicinal chemistry evolution.MCE-18≥45 is considered a suitable value.	Lipinski Rule-of-5:	Rejected
Pfizer Rule:	Accepted	GSK Rule:	Accepted
Golden Triangle Rule:	Rejected	BMS Rule:	0
Chelating Alert:	0	PAINS Alert:	0
Colloidal aggregators:	0.981	Fluc inhibitor:	0.101 ? 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:	0.695	Promiscuous compounds:	0.1

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:	-5.228	MDCK Permeability:	-5.014
Pgp-inhibitor:	0.011	Pgp-substrate:	0.001
PAMPA:	0.367 ? 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):	0.0
20% Bioavailability (F20%):	0.059	30% Bioavailability (F30%):	0.192
50% Bioavailability (F50%):	0.972

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.001	MRP1:	0.009
Plasma Protein Binding (PPB):	98.793%	Volume Distribution (VD):	-0.164
Fu:	0.883% ? The fraction unbound in plasms.	OATP1B1 inhibitor:	1.0
OATP1B3 inhibitor:	0.998	BCRP inhibitor:	0.501
BSEP inhibitor:	0.927

ADMET: Metabolism

CYP1A2-inhibitor:	0.0	CYP1A2-substrate:	0.12
CYP2C19-inhibitor:	0.897	CYP2C19-substrate:	0.527
CYP2C9-inhibitor:	0.0	CYP2C9-substrate:	0.633
CYP2D6-inhibitor:	0.55	CYP2D6-substrate:	0.946
CYP3A4-inhibitor:	0.999	CYP3A4-substrate:	1.0
CYP2B6-substrate:	0.0	CYP2C8-inhibitor:	1.0
HLM stability:	0.999 ? 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):

14.059

Half-life (T1/2):

0.906

ADMET: Toxicity

hERG Blockers:	0.169	hERG Blockers (10um):	0.332
Human Hepatotoxicity (H-HT):	0.719	Drug-induced Liver Injury (DILI):	0.262
AMES Toxicity:	0.018	Rat Oral Acute Toxicity:	0.029
Maximum Recommended Daily Dose:	0.59	Skin Sensitization:	0.943
Carcinogencity:	0.763	Eye Corrosion:	0.206
Eye Irritation:	0.962	Respiratory Toxicity:	0.792
Drug-induced Neurotoxicity:	0.022	Ototoxicity:	0.644
Hematotoxicity:	0.556	Drug-induced Nephrotoxicity:	0.637
Genotoxicity:	0.002	RPMI-8226 Immunitoxicity:	0.069
A549 Cytotoxicity:	0.574	Hek293 Cytotoxicity:	0.54
BCF:	3.482 ? 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:	5.025 ? 48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:	5.814 ? 48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].	LC50FM:	6.094 ? 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
NPO6108	Cocos nucifera	Species	Arecaceae	Eukaryota	n.a.	Mysore, India	n.a.	DOI[10.1007/s11746-009-1435-y]
NPO14582	Spinacia oleracea	Species	Chenopodiaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1016/j.jfca.2005.08.001]
NPO28295	Foeniculum vulgare	Species	Apiaceae	Eukaryota	n.a.	leaf	n.a.	DOI[10.1016/S0031-9422(00)94055-X]
NPO21707	Trichosanthes kirilowii	Species	Cucurbitaceae	Eukaryota	n.a.	seed	n.a.	DOI[10.1016/S0031-9422(00)97029-8]
NPO18321	Medicago sativa	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1104/pp.84.1.73]
NPO28295	Foeniculum vulgare	Species	Apiaceae	Eukaryota	n.a.	flower	n.a.	DOI[10.3390/70200245]
NPO27808	Cremanthodium discoideum	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[10579856]
NPO15077	Achyranthes bidentata	Species	Amaranthaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[11430011]
NPO27081	Clavularia inflata	Species	Clavulariidae	Eukaryota	n.a.	Formosan soft coral	n.a.	PMID[11520220]
NPO30129	Chenopodium ambrosioides	Species	Chenopodiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[11975490]
NPO18321	Medicago sativa	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[12232319]
NPO6108	Cocos nucifera	Species	Arecaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[15453426]
NPO29808	Platycodon grandiflorum	Species	Campanulaceae	Eukaryota	n.a.	root	n.a.	PMID[17851435]
NPO17551	Phytolacca americana	Species	Phytolaccaceae	Eukaryota	roots	n.a.	n.a.	PMID[18177012]
NPO14582	Spinacia oleracea	Species	Chenopodiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[18460139]
NPO21707	Trichosanthes kirilowii	Species	Cucurbitaceae	Eukaryota	seeds	n.a.	n.a.	PMID[18603435]
NPO30129	Chenopodium ambrosioides	Species	Chenopodiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[18679750]
NPO21707	Trichosanthes kirilowii	Species	Cucurbitaceae	Eukaryota	Seeds	n.a.	n.a.	PMID[20469887]
NPO29808	Platycodon grandiflorum	Species	Campanulaceae	Eukaryota	Roots	n.a.	n.a.	PMID[20939516]
NPO29808	Platycodon grandiflorum	Species	Campanulaceae	Eukaryota	n.a.	root	n.a.	PMID[20939516]
NPO18321	Medicago sativa	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[22208890]
NPO28295	Foeniculum vulgare	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[24617303]
NPO17551	Phytolacca americana	Species	Phytolaccaceae	Eukaryota	Seeds	n.a.	n.a.	PMID[26595875]
NPO1592	Citrullus colocynthis	Species	Cucurbitaceae	Eukaryota	Fruits	n.a.	n.a.	PMID[30183289]
NPO21876	Trichosanthes cucumeroides	Species	Cucurbitaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[33269591]
NPO30129	Chenopodium ambrosioides	Species	Chenopodiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[37049738]
NPO1592	Citrullus colocynthis	Species	Cucurbitaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[37893598]
NPO30129	Chenopodium ambrosioides	Species	Chenopodiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[38498455]
NPO30129	Chenopodium ambrosioides	Species	Chenopodiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[38947765]
NPO14582	Spinacia oleracea	Species	Chenopodiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[6821187]
NPO17794	Streptomyces violaceusniger	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[8557611]
NPO14582	Spinacia oleracea	Species	Chenopodiaceae	Eukaryota	n.a.	leaf	n.a.	PMID[9433811]
NPO18321	Medicago sativa	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO17551	Phytolacca americana	Species	Phytolaccaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO14582	Spinacia oleracea	Species	Chenopodiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO15077	Achyranthes bidentata	Species	Amaranthaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO21170	Embelia parviflora	Species	Primulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO21707	Trichosanthes kirilowii	Species	Cucurbitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO6108	Cocos nucifera	Species	Arecaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO21876	Trichosanthes cucumeroides	Species	Cucurbitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO12920	Erimacrus isenbeckii	Species	Atelecyclidae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO19260	Zanthoxylum petiolare	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO17794	Streptomyces violaceusniger	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	Database[COCONUT]
NPO1592	Citrullus colocynthis	Species	Cucurbitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO27724	Polygala senega	Species	Polygalaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO29808	Platycodon grandiflorum	Species	Campanulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO10206	Anthemis fuscata	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO9098	Pittosporum illicioides	Species	Pittosporaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO10606	Pteris japonica	Species	Pteridaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO30129	Chenopodium ambrosioides	Species	Chenopodiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO14323	Bossiella orbigniana	Species	Corallinaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO28491	Astrotrichilia voamatata	Species	Meliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO30998	Conyza blinii	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO18560	Tripterospermum japonicum	Species	Gentianaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO28102	Baccharis tucumanensis	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO28028	Aquilegia atrata	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO16412	Menyanthes trifoliata	Species	Menyanthaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO11457	Chelidonium majus	Species	Papaveraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO17957	Solanum sodomeum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO19809	Streptomyces roseoviolaceus	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	Database[COCONUT]
NPO30404	Luffa cylindrica	Species	Cucurbitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO6108	Cocos nucifera	Species	Arecaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO18321	Medicago sativa	Species	Fabaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO14582	Spinacia oleracea	Species	Chenopodiaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO6108	Cocos nucifera	Species	Arecaceae	Eukaryota	Endosperm	n.a.	n.a.	Database[FooDB]
NPO17551	Phytolacca americana	Species	Phytolaccaceae	Eukaryota	Fruit	n.a.	n.a.	Database[FooDB]
NPO6108	Cocos nucifera	Species	Arecaceae	Eukaryota	Hull Husk	n.a.	n.a.	Database[FooDB]
NPO6108	Cocos nucifera	Species	Arecaceae	Eukaryota	Juice	n.a.	n.a.	Database[FooDB]
NPO14582	Spinacia oleracea	Species	Chenopodiaceae	Eukaryota	Leaf	n.a.	n.a.	Database[FooDB]
NPO14582	Spinacia oleracea	Species	Chenopodiaceae	Eukaryota	Plant	n.a.	n.a.	Database[FooDB]
NPO6108	Cocos nucifera	Species	Arecaceae	Eukaryota	Resin, Exudate, Sap	n.a.	n.a.	Database[FooDB]
NPO6108	Cocos nucifera	Species	Arecaceae	Eukaryota	Seed	n.a.	n.a.	Database[FooDB]
NPO17551	Phytolacca americana	Species	Phytolaccaceae	Eukaryota	Shoot	n.a.	n.a.	Database[FooDB]
NPO17551	Phytolacca americana	Species	Phytolaccaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO14582	Spinacia oleracea	Species	Chenopodiaceae	Eukaryota	Leaves	n.a.		Database[FooDB]
NPO6108	Cocos nucifera	Species	Arecaceae	Eukaryota	n.a.	n.a.		Database[FooDB]
NPO16412	Menyanthes trifoliata	Species	Menyanthaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO17551	Phytolacca americana	Species	Phytolaccaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO28295	Foeniculum vulgare	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO11457	Chelidonium majus	Species	Papaveraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO21707	Trichosanthes kirilowii	Species	Cucurbitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO18321	Medicago sativa	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO17957	Solanum sodomeum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO6108	Cocos nucifera	Species	Arecaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO14582	Spinacia oleracea	Species	Chenopodiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO18560	Tripterospermum japonicum	Species	Gentianaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO21170	Embelia parviflora	Species	Primulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO30404	Luffa cylindrica	Species	Cucurbitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO29808	Platycodon grandiflorum	Species	Campanulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO7805	Vallisneria spiralis	Species	Hydrocharitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO30998	Conyza blinii	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO15077	Achyranthes bidentata	Species	Amaranthaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO21876	Trichosanthes cucumeroides	Species	Cucurbitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO30129	Chenopodium ambrosioides	Species	Chenopodiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO1592	Citrullus colocynthis	Species	Cucurbitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO4002	Lappula intermedia	Species	Boraginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO27724	Polygala senega	Species	Polygalaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO14582	Spinacia oleracea	Species	Chenopodiaceae	Eukaryota	n.a.	n.a.		Database[Phenol-Explorer]
NPO21707	Trichosanthes kirilowii	Species	Cucurbitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO1592	Citrullus colocynthis	Species	Cucurbitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO17551	Phytolacca americana	Species	Phytolaccaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO17957	Solanum sodomeum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO15077	Achyranthes bidentata	Species	Amaranthaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO11457	Chelidonium majus	Species	Papaveraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO18321	Medicago sativa	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO28295	Foeniculum vulgare	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO5114	Canis lupus familiaris	Species	Canidae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO16412	Menyanthes trifoliata	Species	Menyanthaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO14582	Spinacia oleracea	Species	Chenopodiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO6108	Cocos nucifera	Species	Arecaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO28491	Astrotrichilia voamatata	Species	Meliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO21876	Trichosanthes cucumeroides	Species	Cucurbitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO27724	Polygala senega	Species	Polygalaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO18560	Tripterospermum japonicum	Species	Gentianaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO4002	Lappula intermedia	Species	Boraginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO21170	Embelia parviflora	Species	Primulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO7805	Vallisneria spiralis	Species	Hydrocharitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO17551	Phytolacca americana	Species	Phytolaccaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO21707	Trichosanthes kirilowii	Species	Cucurbitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO14582	Spinacia oleracea	Species	Chenopodiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO15077	Achyranthes bidentata	Species	Amaranthaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO30998	Conyza blinii	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO30129	Chenopodium ambrosioides	Species	Chenopodiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO28295	Foeniculum vulgare	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO11457	Chelidonium majus	Species	Papaveraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO18321	Medicago sativa	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO29808	Platycodon grandiflorum	Species	Campanulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO21876	Trichosanthes cucumeroides	Species	Cucurbitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO6108	Cocos nucifera	Species	Arecaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO27724	Polygala senega	Species	Polygalaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO16412	Menyanthes trifoliata	Species	Menyanthaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO30404	Luffa cylindrica	Species	Cucurbitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO21170	Embelia parviflora	Species	Primulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO31067	Impatiens sicullfer	Species	Balsaminaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO1592	Citrullus colocynthis	Species	Cucurbitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO7805	Vallisneria spiralis	Species	Hydrocharitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO28295	Foeniculum vulgare	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO11457	Chelidonium majus	Species	Papaveraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO15077	Achyranthes bidentata	Species	Amaranthaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO21707	Trichosanthes kirilowii	Species	Cucurbitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO17551	Phytolacca americana	Species	Phytolaccaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO27724	Polygala senega	Species	Polygalaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO21170	Embelia parviflora	Species	Primulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9098	Pittosporum illicioides	Species	Pittosporaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28476	Doris tricolor	Species	Dorididae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19588	Piper coruscans	Species	Piperaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28028	Aquilegia atrata	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17551	Phytolacca americana	Species	Phytolaccaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14323	Bossiella orbigniana	Species	Corallinaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO3513	Fuscoporia senex	Species	Hymenochaetaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO29361	Chondrus yendoi	Species	Gigartinaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12920	Erimacrus isenbeckii	Species	Atelecyclidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17957	Solanum sodomeum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17149	Heracleum candicans	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18517	Phthorimaea operculella	Species	Gelechiidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15872	Stachys mucronata	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8672	Ophiura ophiura	Species	Ophiuridae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27808	Cremanthodium discoideum	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28210	Myrmecia gulosa	Species	Formicidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28521	Delphinium vestitum	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19809	Streptomyces roseoviolaceus	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO15077	Achyranthes bidentata	Species	Amaranthaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27934	Mezilaurus synandra	Species	Lauraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20099	Petalostylis labicheoides	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27846	Aeodes ulvoidea	Species	Halymeniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28081	Actinoplanes arizonaensis	Species	Micromonosporaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO10206	Anthemis fuscata	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14582	Spinacia oleracea	Species	Chenopodiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28491	Astrotrichilia voamatata	Species	Meliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16412	Menyanthes trifoliata	Species	Menyanthaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28295	Foeniculum vulgare	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22716	Petalostemon gattingeri	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27724	Polygala senega	Species	Polygalaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28312	Lentinus squarrosulus	Species	Lentinaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28154	Acrodontium salmoneum	Species	Mycosphaerellaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10606	Pteris japonica	Species	Pteridaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17794	Streptomyces violaceusniger	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO28261	Pyrophorus pellucens	Species	Elateridae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27622	Ligularia cyathiceps	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4002	Lappula intermedia	Species	Boraginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28102	Baccharis tucumanensis	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9811	Macrotyloma uniflorum	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18560	Tripterospermum japonicum	Species	Gentianaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27081	Clavularia inflata	Species	Clavulariidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5114	Canis lupus familiaris	Species	Canidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19587	Cordia rothii	Species	Cordiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19056	Allium nutans	Species	Amaryllidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO1592	Citrullus colocynthis	Species	Cucurbitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19260	Zanthoxylum petiolare	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21876	Trichosanthes cucumeroides	Species	Cucurbitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO6108	Cocos nucifera	Species	Arecaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18321	Medicago sativa	Species	Fabaceae	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 NPC192040 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	23351
0.1-0.2	23658
0.2-0.3	2582
0.3-0.4	223
0.4-0.5	25
0.5-0.6	13
0.6-0.7	1
0.7-0.8	0
0.8-0.85	0
0.85-0.9	0
0.9-0.95	1
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC129165
0.9149	High Similarity	NPC134330
0.7451	Intermediate Similarity	NPC471723
0.7358	Intermediate Similarity	NPC257347
0.6852	Remote Similarity	NPC141071
0.5833	Remote Similarity	NPC291484
0.5517	Remote Similarity	NPC182815
0.5517	Remote Similarity	NPC607894
0.5469	Remote Similarity	NPC127718
0.5323	Remote Similarity	NPC82635
0.5254	Remote Similarity	NPC307965
0.5254	Remote Similarity	NPC18603
0.5254	Remote Similarity	NPC491013
0.5143	Remote Similarity	NPC98193
0.5082	Remote Similarity	NPC204188
0.5082	Remote Similarity	NPC113733
0.5082	Remote Similarity	NPC80561
0.5082	Remote Similarity	NPC329596

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC192040 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	7739
0.1-0.2	1309
0.2-0.3	81
0.3-0.4	18
0.4-0.5	3
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