NPASS Compound

Natural Product: NPC213126

Natural Product ID	NPC213126
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	Hyoscyamine
IUPAC Name	n.a.
Synonyms	Hyoscyamine
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	CHEMBL1331216
PubChem CID	NA
Chemical Classification	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000279] Alkaloids and derivatives [CHEMONTID:0000492] Tropane alkaloids

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 44 46 0 0 0 0 0 0 0 0999 V2000 4.3949 -2.6847 -1.3542 O 0 0 0 0 0 0 0 0 0 0 0 0 3.0888 -2.7937 -0.8350 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4634 -1.4283 -0.9740 C 0 0 2 0 0 0 0 0 0 0 0 0 3.2091 -0.3923 -0.2335 C 0 0 0 0 0 0 0 0 0 0 0 0 3.7410 0.7092 -0.8856 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4365 1.6906 -0.2444 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6230 1.5880 1.1176 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1001 0.4984 1.7809 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3962 -0.4941 1.1295 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0663 -1.4730 -0.5070 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6081 -2.5161 -0.0143 O 0 0 0 0 0 0 0 0 0 0 0 0 0.2618 -0.3474 -0.6181 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.0707 -0.3357 -0.1906 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.9586 -0.0983 -1.3713 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4065 0.1560 -0.9644 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.6366 1.6479 -1.0836 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0751 2.1618 0.2195 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7963 0.9219 1.0586 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.3123 0.6453 0.9349 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4981 -0.1578 0.4454 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.8518 -0.3206 0.9007 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4217 -2.8540 -2.3255 H 0 0 0 0 0 0 0 0 0 0 0 0 2.5648 -3.5115 -1.4827 H 0 0 0 0 0 0 0 0 0 0 0 0 3.0754 -3.1564 0.1979 H 0 0 0 0 0 0 0 0 0 0 0 0 2.4355 -1.1447 -2.0529 H 0 0 0 0 0 0 0 0 0 0 0 0 3.5991 0.8002 -1.9645 H 0 0 0 0 0 0 0 0 0 0 0 0 4.8484 2.5435 -0.7495 H 0 0 0 0 0 0 0 0 0 0 0 0 5.1689 2.3558 1.6290 H 0 0 0 0 0 0 0 0 0 0 0 0 4.2353 0.3993 2.8491 H 0 0 0 0 0 0 0 0 0 0 0 0 2.9807 -1.3523 1.6317 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.3068 -1.3449 0.2189 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.5868 0.6838 -2.0634 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.9822 -1.0614 -1.9559 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.1169 -0.4271 -1.5802 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.7062 1.9032 -1.2254 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.0265 2.0081 -1.9619 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.8089 2.8229 0.7087 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.1488 2.7653 0.0755 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.0998 1.1375 2.1008 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.0097 0.1435 1.8904 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.7140 1.5608 0.8467 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.5358 -0.0400 0.0831 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.0597 0.1965 1.8519 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.0108 -1.4051 1.0858 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 2 0 7 8 1 0 8 9 2 0 3 10 1 0 10 11 2 0 10 12 1 0 12 13 1 0 13 14 1 0 14 15 1 0 15 16 1 0 16 17 1 0 17 18 1 0 18 19 1 0 18 20 1 0 20 21 1 0 9 4 1 0 19 13 1 0 20 15 1 0 1 22 1 0 2 23 1 0 2 24 1 0 3 25 1 6 5 26 1 0 6 27 1 0 7 28 1 0 8 29 1 0 9 30 1 0 13 31 1 1 14 32 1 0 14 33 1 0 15 34 1 6 16 35 1 0 16 36 1 0 17 37 1 0 17 38 1 0 18 39 1 1 19 40 1 0 19 41 1 0 21 42 1 0 21 43 1 0 21 44 1 0 M END

Standard InCHIKey	RKUNBYITZUJHSG-FXUDXRNXSA-N
Standard InCHI	InChI=1S/C17H23NO3/c1-18-13-7-8-14(18)10-15(9-13)21-17(20)16(11-19)12-5-3-2-4-6-12/h2-6,13-16,19H,7-11H2,1H3/t13-,14+,15+,16-/m1/s1
SMILES	OC[C@H](c1ccccc1)C(=O)O[C@@H]1C[C@@H]2CC[C@H](C1)N2C

Calculated Properties

Physi-Chem Properties

Molecular Weight:	289.17	Volume:	303.74 ? Van der Waals volume.
Dense:	0.952	LogP:	1.291 ? The logarithm of the n-octanol/water distribution coefficients.
logD7.4:	0.731 ? The logarithm of the n-octanol/water distribution coefficient at pH=7.4.	LogS:	-1.353 ? The logarithm of aqueous solubility value.
Rotatable Bonds:	5.0	Rigid Bonds:	16.0
TPSA:	49.77 ? Topological Polar Surface Area.	H-Bond Acceptor:	4.0
H-Bond Donor:	1.0	Rings:	3.0
Heavy Atoms:	4.0

MedChem Properties

QED Drug-Likeness Score:	0.861	GASA:	0.0 ? GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:	4.071	Fsp³:	0.588
MCE-18:	56.296 ? MCE-18 stands for medicinal chemistry evolution.MCE-18≥45 is considered a suitable value.	Lipinski Rule-of-5:	Rejected
Pfizer Rule:	Rejected	GSK Rule:	Rejected
Golden Triangle Rule:	Rejected	BMS Rule:	0
Chelating Alert:	0	PAINS Alert:	0
Colloidal aggregators:	0.316	Fluc inhibitor:	0.0 ? The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:	0.038 ? The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1	Green fluorescence:	0.075 ? The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:	0.015	Promiscuous compounds:	0.582

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:	-4.936	MDCK Permeability:	-4.814
Pgp-inhibitor:	0.003	Pgp-substrate:	0.219
PAMPA:	0.86 ? 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%):	0.007	30% Bioavailability (F30%):	0.425
50% Bioavailability (F50%):	0.714

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.013	MRP1:	0.27
Plasma Protein Binding (PPB):	39.372%	Volume Distribution (VD):	0.525
Fu:	54.304% ? The fraction unbound in plasms.	OATP1B1 inhibitor:	0.911
OATP1B3 inhibitor:	0.844	BCRP inhibitor:	0.011
BSEP inhibitor:	0.002

ADMET: Metabolism

CYP1A2-inhibitor:	0.001	CYP1A2-substrate:	0.0
CYP2C19-inhibitor:	0.998	CYP2C19-substrate:	0.0
CYP2C9-inhibitor:	0.779	CYP2C9-substrate:	0.0
CYP2D6-inhibitor:	0.005	CYP2D6-substrate:	0.0
CYP3A4-inhibitor:	0.985	CYP3A4-substrate:	0.009
CYP2B6-substrate:	0.0	CYP2C8-inhibitor:	0.0
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):

9.389

Half-life (T1/2):

1.471

ADMET: Toxicity

hERG Blockers:	0.317	hERG Blockers (10um):	0.173
Human Hepatotoxicity (H-HT):	0.905	Drug-induced Liver Injury (DILI):	0.235
AMES Toxicity:	0.078	Rat Oral Acute Toxicity:	0.282
Maximum Recommended Daily Dose:	0.876	Skin Sensitization:	0.962
Carcinogencity:	0.026	Eye Corrosion:	0.027
Eye Irritation:	0.62	Respiratory Toxicity:	0.878
Drug-induced Neurotoxicity:	0.881	Ototoxicity:	0.578
Hematotoxicity:	0.088	Drug-induced Nephrotoxicity:	0.647
Genotoxicity:	0.54	RPMI-8226 Immunitoxicity:	0.032
A549 Cytotoxicity:	0.091	Hek293 Cytotoxicity:	0.071
BCF:	0.61 ? 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:	3.239 ? 48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:	4.722 ? 48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].	LC50FM:	4.046 ? 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
NPO56544	Brugmansia candida	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1002/(SICI)1099-1573(1998)12:1+%3CS18::AID-PTR237%3E3.0.CO;2-L]
NPO6797	Hyoscyamus reticulatus	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1002/elsc.201800087]
NPO56544	Brugmansia candida	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1016/S0141-0229(99)00137-4]
NPO56544	Brugmansia candida	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1080/13102818.2006.10817345]
NPO16999	Paeonia emodi	Species	Paeoniaceae	Eukaryota	n.a.	root	n.a.	PMID[12612406]
NPO16333	Chenopodium album	Species	Chenopodiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[15387648]
NPO9587	Saussurea laniceps	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[15921425]
NPO16561	Viscum articulatum	Species	Viscaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[20121165]
NPO14263	Cipadessa baccifera	Species	Meliaceae	Eukaryota	leaves	n.a.	n.a.	PMID[20666364]
NPO21393	Datura inoxia	Species	Solanaceae	Eukaryota	n.a.	flower	n.a.	PMID[21280589]
NPO21393	Datura inoxia	Species	Solanaceae	Eukaryota	n.a.	leaf	n.a.	PMID[21280589]
NPO7191	Mimosa pudica	Species	Fabaceae	Eukaryota	n.a.	root	n.a.	PMID[26661932]
NPO13602	Lavandula multifida	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[31500359]
NPO14263	Cipadessa baccifera	Species	Meliaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[32468815]
NPO13602	Lavandula multifida	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[36676052]
NPO10071	Ipomopsis aggregata	Species	Polemoniaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[6736973]
NPO11089	Sanicula europaea	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[9392884]
NPO1865	Penicillium raistrickii	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[9748377]
NPO16333	Chenopodium album	Species	Chenopodiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO17581	Streptomyces fulvoviridis	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	Database[COCONUT]
NPO6797	Hyoscyamus reticulatus	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO2527	Physochlaina orientalis	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO13850	Bazzania trilobata	Species	Lepidoziaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO13602	Lavandula multifida	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO9587	Saussurea laniceps	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO21393	Datura inoxia	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO7191	Mimosa pudica	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO10384	Scopolia carniolica	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO10756	Callitris drummondii	Species	Cupressaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO4787	Capuronianthus mahafalensis	Species	Meliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO1854	Cardiospermum hirsutum	Species	Sapindaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO8002	Solanum olgae	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO26585	Botrylloides leachii	Species	Styelidae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO16999	Paeonia emodi	Species	Paeoniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO7945	Tecomella undulata	Species	Bignoniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO14263	Cipadessa baccifera	Species	Meliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO7152	Centaurea hyrcanica	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO16561	Viscum articulatum	Species	Viscaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO11089	Sanicula europaea	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO15163	Euphorbia stepposa	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO14552	Stevia tomentosa	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO10848	Ligularia speciosa	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO1865	Penicillium raistrickii	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO8657	Mikania batatifolia	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO11703	Terpios hoshinota	Species	n.a.	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO14011	Sargassum yezoense	Species	Sargassaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO10096	Streptomyces flaveolus	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	Database[COCONUT]
NPO9779	Streptomyces endus	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	Database[COCONUT]
NPO16333	Chenopodium album	Species	Chenopodiaceae	Eukaryota	Leaf	n.a.	n.a.	Database[FooDB]
NPO16333	Chenopodium album	Species	Chenopodiaceae	Eukaryota	Plant	n.a.	n.a.	Database[FooDB]
NPO16333	Chenopodium album	Species	Chenopodiaceae	Eukaryota	Seed	n.a.	n.a.	Database[FooDB]
NPO16333	Chenopodium album	Species	Chenopodiaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO10384	Scopolia carniolica	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO7191	Mimosa pudica	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO16999	Paeonia emodi	Species	Paeoniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO14263	Cipadessa baccifera	Species	Meliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO16333	Chenopodium album	Species	Chenopodiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO1854	Cardiospermum hirsutum	Species	Sapindaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO16561	Viscum articulatum	Species	Viscaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO21393	Datura inoxia	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO13850	Bazzania trilobata	Species	Lepidoziaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO16561	Viscum articulatum	Species	Viscaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO16999	Paeonia emodi	Species	Paeoniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO9587	Saussurea laniceps	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO7191	Mimosa pudica	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO14263	Cipadessa baccifera	Species	Meliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO1854	Cardiospermum hirsutum	Species	Sapindaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO16333	Chenopodium album	Species	Chenopodiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO5201	Peucedanum officinale	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO10384	Scopolia carniolica	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO16464	Podocarpus philippinensis	Species	Podocarpaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO11086	Maesa chisia	Species	Primulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO16561	Viscum articulatum	Species	Viscaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO14263	Cipadessa baccifera	Species	Meliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO15163	Euphorbia stepposa	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO11086	Maesa chisia	Species	Primulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO16464	Podocarpus philippinensis	Species	Podocarpaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO10384	Scopolia carniolica	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO11086	Maesa chisia	Species	Primulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5201	Peucedanum officinale	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27933	Sarcostemma clausum	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16093	Achillea atrata	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17581	Streptomyces fulvoviridis	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO25348	Metapochonia suchlasporia	Species	Clavicipitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8002	Solanum olgae	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16333	Chenopodium album	Species	Chenopodiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4787	Capuronianthus mahafalensis	Species	Meliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10756	Callitris drummondii	Species	Cupressaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14410	Doris odhneri	Species	Dorididae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16464	Podocarpus philippinensis	Species	Podocarpaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7015	Fagara chalybea	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[UNPD]
NPO1854	Cardiospermum hirsutum	Species	Sapindaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10096	Streptomyces flaveolus	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO1865	Penicillium raistrickii	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11703	Terpios hoshinota	Species	n.a.	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14957	Byssomerulius corium	Species	Irpicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12621	Celastrus rosthornianus	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16999	Paeonia emodi	Species	Paeoniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11089	Sanicula europaea	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8657	Mikania batatifolia	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15163	Euphorbia stepposa	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9587	Saussurea laniceps	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21393	Datura inoxia	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9779	Streptomyces endus	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO13345	Dendrobium farmerii	Species	Orchidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10071	Ipomopsis aggregata	Species	Polemoniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO2527	Physochlaina orientalis	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10047	Psychotria correae	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14011	Sargassum yezoense	Species	Sargassaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13602	Lavandula multifida	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17634	Lycopodium carinatum	Species	Lycopodiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7152	Centaurea hyrcanica	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26585	Botrylloides leachii	Species	Styelidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16843	Euonymus revolutus	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10384	Scopolia carniolica	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7191	Mimosa pudica	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14552	Stevia tomentosa	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10848	Ligularia speciosa	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7940	Leiothrix curvifolia	Species	Eriocaulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5830	Ilex canariensis	Species	Aquifoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16561	Viscum articulatum	Species	Viscaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7945	Tecomella undulata	Species	Bignoniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12260	Penicillium aragonense	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8906	Baptisia versicolor	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13850	Bazzania trilobata	Species	Lepidoziaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11377	Vespa orientalis	Species	Vespidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO6797	Hyoscyamus reticulatus	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12629	Potentilla argentea	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14263	Cipadessa baccifera	Species	Meliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9411	Alternaria radicina	Species	Pleosporaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24530	Ulva reticulata	Species	Ulvaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11361	Pelargonium quercifolium	Species	Geraniaceae	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

Activity Type	# Activity
Potency	6
Inhibition	11
IC50	1
AC50	71
Inhibition index	1
Hit score	1

Activity Type	# Activity
Individual protein	80
Single protein	5
Organism	6

Molecular-level activity

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT10	Individual protein	Geminin	Homo sapiens	Potency	n.a.	183.6	nM	PubChem BioAssay data set
NPT261	Individual protein	Monoamine oxidase A	Homo sapiens	AC50	>	30000.0	nM	PMID[37468498]
NPT222	Individual protein	Alpha-2a adrenergic receptor	Homo sapiens	AC50	>	30000.0	nM	PMID[37468498]
NPT262	Individual protein	Muscarinic acetylcholine receptor M1	Homo sapiens	AC50	=	6.3	nM	PMID[37468498]
NPT291	Individual protein	Serotonin 2b (5-HT2b) receptor	Homo sapiens	AC50	>	30000.0	nM	PMID[37468498]
NPT224	Individual protein	Alpha-2c adrenergic receptor	Homo sapiens	AC50	=	29000.1	nM	PMID[37468498]
NPT272	Individual protein	Kappa opioid receptor	Homo sapiens	AC50	>	30000.0	nM	PMID[37468498]
NPT217	Individual protein	Adenosine A2a receptor	Homo sapiens	AC50	>	10000.0	nM	PMID[37468498]
NPT263	Individual protein	Muscarinic acetylcholine receptor M2	Homo sapiens	AC50	=	16.7	nM	PMID[37468498]
NPT228	Individual protein	Norepinephrine transporter	Homo sapiens	AC50	>	10000.0	nM	PMID[37468498]
NPT271	Individual protein	Delta opioid receptor	Homo sapiens	AC50	>	30000.0	nM	PMID[37468498]
NPT2719	Individual protein	Voltage-gated L-type calcium channel alpha-1C subunit	Rattus norvegicus	AC50	>	30000.0	nM	PMID[37468498]
NPT1163	Individual protein	Glutamate (NMDA) receptor subunit zeta 1	Rattus norvegicus	AC50	>	30000.0	nM	PMID[37468498]
NPT251	Individual protein	Histamine H1 receptor	Homo sapiens	AC50	=	3394.1	nM	PMID[37468498]
NPT230	Individual protein	Bradykinin B2 receptor	Homo sapiens	AC50	>	10000.0	nM	PMID[37468498]
NPT249	Individual protein	Glucocorticoid receptor	Homo sapiens	AC50	>	10000.0	nM	PMID[37468498]
NPT299	Individual protein	Androgen Receptor	Rattus norvegicus	AC50	>	10000.0	nM	PMID[37468498]
NPT145	Individual protein	Mu opioid receptor	Homo sapiens	AC50	>	30000.0	nM	PMID[37468498]
NPT1410	Individual protein	GABA receptor alpha-1 subunit	Rattus norvegicus	AC50	>	30000.0	nM	PMID[37468498]
NPT1788	Individual protein	Alpha-1a adrenergic receptor	Homo sapiens	AC50	>	30000.0	nM	PMID[37468498]
NPT242	Individual protein	Dopamine D1 receptor	Homo sapiens	AC50	>	30000.0	nM	PMID[37468498]
NPT290	Individual protein	Serotonin 2a (5-HT2a) receptor	Homo sapiens	AC50	>	30000.0	nM	PMID[37468498]
NPT263	Individual protein	Muscarinic acetylcholine receptor M2	Homo sapiens	AC50	>	30000.0	nM	PMID[37468498]
NPT2769	Individual protein	Thromboxane A2 receptor	Homo sapiens	AC50	>	10000.0	nM	PMID[37468498]
NPT244	Individual protein	Dopamine D3 receptor	Homo sapiens	AC50	>	30000.0	nM	PMID[37468498]
NPT252	Individual protein	Histamine H2 receptor	Homo sapiens	AC50	>	30000.0	nM	PMID[37468498]
NPT239	Individual protein	Cholecystokinin A receptor	Homo sapiens	AC50	>	10000.0	nM	PMID[37468498]
NPT225	Individual protein	Beta-1 adrenergic receptor	Homo sapiens	AC50	>	10000.0	nM	PMID[37468498]
NPT2879	Individual protein	Equilibrative nucleoside transporter 1	Homo sapiens	AC50	>	10000.0	nM	PMID[37468498]
NPT262	Individual protein	Muscarinic acetylcholine receptor M1	Homo sapiens	AC50	>	30000.0	nM	PMID[37468498]
NPT31	Individual protein	Cyclooxygenase-2	Homo sapiens	AC50	>	10000.0	nM	PMID[37468498]
NPT243	Individual protein	Dopamine D2 receptor	Homo sapiens	AC50	>	30000.0	nM	PMID[37468498]
NPT303	Individual protein	Vasopressin V1a receptor	Homo sapiens	AC50	>	10000.0	nM	PMID[37468498]
NPT1788	Individual protein	Alpha-1a adrenergic receptor	Homo sapiens	AC50	=	23999.9	nM	PMID[37468498]
NPT216	Individual protein	Adenosine A1 receptor	Homo sapiens	AC50	>	10000.0	nM	PMID[37468498]
NPT262	Individual protein	Muscarinic acetylcholine receptor M1	Homo sapiens	AC50	=	7.4	nM	PMID[37468498]
NPT264	Individual protein	Muscarinic acetylcholine receptor M3	Homo sapiens	AC50	=	4.1	nM	PMID[37468498]
NPT267	Individual protein	Neuropeptide Y receptor type 1	Homo sapiens	AC50	>	10000.0	nM	PMID[37468498]
NPT246	Individual protein	Dopamine transporter	Homo sapiens	AC50	>	10000.0	nM	PMID[37468498]
NPT1464	Individual protein	Phosphodiesterase 4D	Homo sapiens	AC50	>	30000.0	nM	PMID[37468498]
NPT292	Individual protein	Serotonin 2c (5-HT2c) receptor	Homo sapiens	AC50	=	26999.8	nM	PMID[37468498]
NPT223	Individual protein	Alpha-2b adrenergic receptor	Homo sapiens	AC50	>	30000.0	nM	PMID[37468498]
NPT1647	Individual protein	Vasopressin V2 receptor	Homo sapiens	AC50	>	10000.0	nM	PMID[37468498]
NPT232	Individual protein	Cannabinoid CB1 receptor	Homo sapiens	AC50	>	30000.0	nM	PMID[37468498]
NPT226	Individual protein	Beta-2 adrenergic receptor	Homo sapiens	AC50	>	10000.0	nM	PMID[37468498]
NPT218	Individual protein	Adenosine A3 receptor	Homo sapiens	AC50	>	10000.0	nM	PMID[37468498]
NPT108	Individual protein	Estrogen receptor alpha	Homo sapiens	AC50	>	10000.0	nM	PMID[37468498]
NPT263	Individual protein	Muscarinic acetylcholine receptor M2	Homo sapiens	AC50	=	6.3	nM	PMID[37468498]
NPT259	Individual protein	Melanocortin receptor 4	Homo sapiens	AC50	>	10000.0	nM	PMID[37468498]
NPT295	Individual protein	Serotonin transporter	Homo sapiens	AC50	>	10000.0	nM	PMID[37468498]
NPT72	Individual protein	Solute carrier organic anion transporter family member 1B3	Homo sapiens	Inhibition	=	102.17	%	PMID[23571415]
NPT713	Individual protein	Bile salt export pump	Homo sapiens	IC50	>	1000000.0	nM	PMID[22961681]
NPT5301	Individual protein	Motilin receptor	Homo sapiens	AC50	>	10000.0	nM	PMID[37468498]
NPT713	Individual protein	Bile salt export pump	Homo sapiens	AC50	>	300000.0	nM	PMID[37468498]
NPT67	Individual protein	Cholinesterase	Equus caballus	Inhibition	=	3.5	%	PMID[23062825]
NPT73	Individual protein	Solute carrier organic anion transporter family member 1B1	Homo sapiens	Inhibition	=	97.76	%	PMID[23571415]
NPT831	Individual protein	Serine/threonine-protein kinase PLK1	Homo sapiens	Potency	n.a.	29934.9	nM	PubChem BioAssay data set
NPT20556	Single protein	Replicase polyprotein 1ab	Severe acute respiratory syndrome coronavirus 2	Inhibition	=	28.35	%	DOI[10.6019/CHEMBL4495564]
NPT4358	Individual protein	Type-1 angiotensin II receptor	Homo sapiens	AC50	>	10000.0	nM	PMID[37468498]
NPT692	Individual protein	Histone deacetylase 6	Homo sapiens	Inhibition	=	-3.06	%	HDAC6 screening dataset using tau-based substrate in an enzymatic assay yields selective inhibitors and activators
NPT542	Individual protein	Progesterone receptor	Homo sapiens	AC50	>	10000.0	nM	PMID[37468498]
NPT98	Individual protein	HERG	Homo sapiens	AC50	>	30000.0	nM	PMID[37468498]
NPT29430	Single protein	Neuronal acetylcholine receptor protein alpha-4 subunit	Homo sapiens	AC50	>	10000.0	nM	PMID[37468498]
NPT692	Individual protein	Histone deacetylase 6	Homo sapiens	Inhibition	=	-73.36	%	HDAC6 screening dataset using tau-based substrate in an enzymatic assay yields selective inhibitors and activators
NPT8	Individual protein	DNA polymerase iota	Homo sapiens	Potency	n.a.	89125.1	nM	PubChem BioAssay data set
NPT66	Individual protein	Acetylcholinesterase	Electrophorus electricus	Inhibition	=	15.53	%	PMID[23062825]
NPT5104	Individual protein	Phosphodiesterase 3A	Homo sapiens	AC50	>	30000.0	nM	PMID[37468498]
NPT29454	Single protein	Deoxynucleoside triphosphate triphosphohydrolase SAMHD1	Homo sapiens	Inhibition	=	-2.69	%	PMID[38318365]
NPT92	Individual protein	Serotonin 1a (5-HT1a) receptor	Homo sapiens	AC50	>	30000.0	nM	PMID[37468498]
NPT5975	Individual protein	Cyclooxygenase-1	Rattus norvegicus	AC50	>	10000.0	nM	PMID[37468498]
NPT28814	Single protein	Ghrelin receptor	Homo sapiens	AC50	>	10000.0	nM	PMID[37468498]
NPT56	Individual protein	Beta-lactamase AmpC	Escherichia coli K-12	Potency	=	8912.5	nM	PubChem BioAssay data set
NPT64	Individual protein	ATPase family AAA domain-containing protein 5	Homo sapiens	Potency	n.a.	1031.8	nM	PubChem BioAssay data set
NPT30151	Single protein	Melanocortin receptor 3	Homo sapiens	AC50	>	10000.0	nM	PMID[37468498]
NPT543	Individual protein	Pregnane X receptor	Homo sapiens	AC50	>	10000.0	nM	PMID[37468498]
NPT425	Individual protein	Serotonin 3a (5-HT3a) receptor	Homo sapiens	AC50	>	30000.0	nM	PMID[37468498]

In vitro activity

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT6	Organism	Plasmodium falciparum	Plasmodium falciparum	Potency	n.a.	2936.2	nM	PubChem BioAssay data set
NPT20555	Organism	SARS-CoV-2	Severe acute respiratory syndrome coronavirus 2	Inhibition index	=	0.2122	n.a.	DOI[10.1101/2020.04.03.023846]
NPT20555	Organism	SARS-CoV-2	Severe acute respiratory syndrome coronavirus 2	Inhibition	=	0.25	%	DOI[10.21203/rs.3.rs-23951/v1]
NPT20555	Organism	SARS-CoV-2	Severe acute respiratory syndrome coronavirus 2	Hit score	=	0.0469	n.a.	DOI[10.1101/2020.04.21.054387]
NPT20555	Organism	SARS-CoV-2	Severe acute respiratory syndrome coronavirus 2	Inhibition	=	-0.15	%	DOI[10.6019/CHEMBL4495565]

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 NPC213126 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	13069
0.1-0.2	34218
0.2-0.3	2523
0.3-0.4	31
0.4-0.5	3
0.5-0.6	4
0.6-0.7	1
0.7-0.8	7
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	3

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC317474
1.0	High Similarity	NPC209773
1.0	High Similarity	NPC609072
0.75	Intermediate Similarity	NPC245836
0.75	Intermediate Similarity	NPC233910
0.75	Intermediate Similarity	NPC39830
0.74	Intermediate Similarity	NPC69496
0.74	Intermediate Similarity	NPC161229
0.6327	Remote Similarity	NPC65310
0.551	Remote Similarity	NPC26285
0.551	Remote Similarity	NPC609506
0.5472	Remote Similarity	NPC84281
0.5472	Remote Similarity	NPC169485

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC213126 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	2455
0.1-0.2	6097
0.2-0.3	541
0.3-0.4	16
0.4-0.5	13
0.5-0.6	10
0.6-0.7	2
0.7-0.8	7
0.8-0.85	0
0.85-0.9	2
0.9-0.95	0
0.95-1	3

Similarity Score	Similarity Level	Drug ID	Developmental Stage
1.0	High Similarity	NPD2610	Approved
1.0	High Similarity	NPD2611	Phase 4
1.0	High Similarity	NPD2612	Phase 4
0.8913	High Similarity	NPD2608	Approved
0.8913	High Similarity	NPD2609	Approved
0.75	Intermediate Similarity	NPD2570	Phase 4
0.75	Intermediate Similarity	NPD2571	Approved
0.75	Intermediate Similarity	NPD2572	Clinical (unspecified phase)
0.75	Intermediate Similarity	NPD2573	Approved
0.75	Intermediate Similarity	NPD2574	Discontinued
0.74	Intermediate Similarity	NPD2613	Approved
0.7347	Intermediate Similarity	NPD2566	Approved
0.6327	Remote Similarity	NPD2160	Phase 4
0.62	Remote Similarity	NPD2159	Approved
0.537	Remote Similarity	NPD3132	Phase 4
0.5179	Remote Similarity	NPD3089	Approved
0.5179	Remote Similarity	NPD3090	Approved
0.5179	Remote Similarity	NPD4217	Approved
0.5179	Remote Similarity	NPD4218	Phase 4
0.5088	Remote Similarity	NPD3087	Approved
0.5088	Remote Similarity	NPD3088	Approved
0.5088	Remote Similarity	NPD3131	Approved
0.5088	Remote Similarity	NPD4215	Approved
0.5088	Remote Similarity	NPD4216	Approved

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