NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	137.05
Volume:	139.103
LogP:	-1.936
LogD:	-2.155
LogS:	0.568
# Rotatable Bonds:	1
TPSA:	44.01
# H-Bond Aceptor:	3
# H-Bond Donor:	0
# Rings:	1
# Heavy Atoms:	3

MedChem Properties

QED Drug-Likeness Score:	0.46
Synthetic Accessibility Score:	3.449
Fsp3:	0.143
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Accepted
GSK Rule:	Accepted
BMS Rule:	0
Golden Triangle Rule:	Rejected
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-5.222
MDCK Permeability:	3.299874879303388e-05
Pgp-inhibitor:	0.0
Pgp-substrate:	0.996
Human Intestinal Absorption (HIA):	0.947
20% Bioavailability (F20%):	0.91
30% Bioavailability (F30%):	0.965

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.524
Plasma Protein Binding (PPB):	8.958044052124023%
Volume Distribution (VD):	0.688
Pgp-substrate:	95.79496765136719%

ADMET: Metabolism

CYP1A2-inhibitor:	0.026
CYP1A2-substrate:	0.72
CYP2C19-inhibitor:	0.016
CYP2C19-substrate:	0.114
CYP2C9-inhibitor:	0.005
CYP2C9-substrate:	0.05
CYP2D6-inhibitor:	0.017
CYP2D6-substrate:	0.078
CYP3A4-inhibitor:	0.004
CYP3A4-substrate:	0.079

ADMET: Excretion

Clearance (CL):	3.669
Half-life (T1/2):	0.872

ADMET: Toxicity

hERG Blockers:	0.015
Human Hepatotoxicity (H-HT):	0.759
Drug-inuced Liver Injury (DILI):	0.087
AMES Toxicity:	0.006
Rat Oral Acute Toxicity:	0.197
Maximum Recommended Daily Dose:	0.012
Skin Sensitization:	0.199
Carcinogencity:	0.606
Eye Corrosion:	0.118
Eye Irritation:	0.993
Respiratory Toxicity:	0.102

Download Data

Data Type	Select
General Info & Identifiers & Properties
Structure MOL file
Source Organisms
Biological Activities
Similar NPs/Drugs

Natural Product: NPC159630

Natural Product ID:	NPC159630
*Common Name:**	Trigonelline Hydrochloride
IUPAC Name:	1-methylpyridin-1-ium-3-carboxylic acid;chloride
Synonyms:	Trigonelline; Trigonelline HCl
Standard InCHIKey:	TZSYLWAXZMNUJB-UHFFFAOYSA-N
Standard InCHI:	InChI=1S/C7H7NO2.ClH/c1-8-4-2-3-6(5-8)7(9)10;/h2-5H,1H3;1H
SMILES:	C[n+]1cccc(c1)C(=O)[O-].Cl
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL489961
PubChem CID:	134606 6419886
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000002] Organoheterocyclic compounds [CHEMONTID:0000089] Pyridines and derivatives [CHEMONTID:0001322] Pyridinecarboxylic acids and derivatives [CHEMONTID:0002414] Pyridinecarboxylic acids

*Note: the InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.
**Note: the Chemical Classification was calculated by NPClassifier Version 1.5. Reference: PMID:34662515.

Species Source

Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Isolation Part	Collection Location	Collection Time	Reference
NPO11043	Pisum sativum	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1016/j.jfca.2005.08.001]
NPO31303	Solanum lycopersicum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1016/j.jfca.2005.08.001]
NPO31303	Solanum lycopersicum	Species	Solanaceae	Eukaryota	n.a.	retail stores, supermarkets and market stalls in Forssa and in the Helsinki area	2003–2005	DOI[10.1016/j.jfca.2006.05.007]
NPO7513	Cannabis sativa	Species	Cannabaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1021/np50031a011]
NPO7732	Solanum melongena	Species	Solanaceae	Eukaryota	n.a.	root	n.a.	DOI[10.1271/bbb1961.42.623]
NPO31303	Solanum lycopersicum	Species	Solanaceae	Eukaryota	n.a.	n.a.	1996-Sep	PMID[10352947]
NPO16456	Mirabilis jalapa	Species	Nyctaginaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[11277746]
NPO10830	Dictamnus dasycarpus	Species	Rutaceae	Eukaryota	Root barks	n.a.	n.a.	PMID[11473427]
NPO18321	Medicago sativa	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[12232319]
NPO31303	Solanum lycopersicum	Species	Solanaceae	Eukaryota	n.a.	Himeji City, Japan	n.a.	PMID[15053555]
NPO11043	Pisum sativum	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[15286289]
NPO31303	Solanum lycopersicum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[15877880]
NPO31303	Solanum lycopersicum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[17764147]
NPO10830	Dictamnus dasycarpus	Species	Rutaceae	Eukaryota	root bark	n.a.	n.a.	PMID[18198838]
NPO7513	Cannabis sativa	Species	Cannabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[18303850]
NPO11043	Pisum sativum	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[18460139]
NPO31303	Solanum lycopersicum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[18460139]
NPO25206	Cucurbita moschata	Species	Cucurbitaceae	Eukaryota	n.a.	Northeastern Regional Plant Introduction Station at Geneva	1966, 1967, and 1968 crop seasons	PMID[18460139]
NPO31303	Solanum lycopersicum	Species	Solanaceae	Eukaryota	n.a.	Northeastern Regional Plant Introduction Station at Geneva	1966, 1967, and 1968 crop seasons	PMID[18460139]
NPO7513	Cannabis sativa	Species	Cannabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[18681481]
NPO2865	Abrus precatorius	Species	Fabaceae	Eukaryota	aerial parts	n.a.	n.a.	PMID[19299148]
NPO7513	Cannabis sativa	Species	Cannabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[19344127]
NPO28265	Morus alba	Species	Moraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[20815207]
NPO11043	Pisum sativum	Species	Fabaceae	Eukaryota	n.a.	seed	n.a.	PMID[20947202]
NPO28265	Morus alba	Species	Moraceae	Eukaryota	n.a.	root	n.a.	PMID[21319773]
NPO28265	Morus alba	Species	Moraceae	Eukaryota	n.a.	bark	n.a.	PMID[21319773]
NPO28265	Morus alba	Species	Moraceae	Eukaryota	n.a.	leaf	n.a.	PMID[21319773]
NPO7513	Cannabis sativa	Species	Cannabaceae	Eukaryota	n.a.	aerial part	n.a.	PMID[21902175]
NPO1762	Citropsis articulata	Species	Rutaceae	Eukaryota	Root Bark	n.a.	n.a.	PMID[21985060]
NPO1762	Citropsis articulata	Species	Rutaceae	Eukaryota	n.a.	root	n.a.	PMID[21985060]
NPO28265	Morus alba	Species	Moraceae	Eukaryota	n.a.	leaf	n.a.	PMID[22207282]
NPO18321	Medicago sativa	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[22208890]
NPO2865	Abrus precatorius	Species	Fabaceae	Eukaryota	n.a.	leaf	n.a.	PMID[22210168]
NPO2865	Abrus precatorius	Species	Fabaceae	Eukaryota	n.a.	stem	n.a.	PMID[22210168]
NPO28265	Morus alba	Species	Moraceae	Eukaryota	n.a.	root	n.a.	PMID[23806866]
NPO11043	Pisum sativum	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[24253552]
NPO28265	Morus alba	Species	Moraceae	Eukaryota	n.a.	Konya, Turkey	2007-APR	PMID[24901948]
NPO28265	Morus alba	Species	Moraceae	Eukaryota	root bark	University of Veterinary and Pharmaceutical Sciences Brno (UVPS Brno), Brno, Czech Republic	2011-APR	PMID[24901948]
NPO28265	Morus alba	Species	Moraceae	Eukaryota	leaves	Chungbuk, Korea	n.a.	PMID[25935644]
NPO28265	Morus alba	Species	Moraceae	Eukaryota	n.a.	root	n.a.	PMID[25981820]
NPO7513	Cannabis sativa	Species	Cannabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[26000707]
NPO25206	Cucurbita moschata	Species	Cucurbitaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[26477735]
NPO2865	Abrus precatorius	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[2691636]
NPO2865	Abrus precatorius	Species	Fabaceae	Eukaryota	Leaves	n.a.	n.a.	PMID[2691636]
NPO28265	Morus alba	Species	Moraceae	Eukaryota	n.a.	latex	n.a.	PMID[27294120]
NPO31303	Solanum lycopersicum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[2831703]
NPO28265	Morus alba	Species	Moraceae	Eukaryota	Root barks	n.a.	n.a.	PMID[3097265]
NPO25206	Cucurbita moschata	Species	Cucurbitaceae	Eukaryota	n.a.	The ‘Dolina Mogilnicy’ Organic Farming Products Cooperative (Wolkowo, Poland)	2016-Oct	PMID[31416184]
NPO7732	Solanum melongena	Species	Solanaceae	Eukaryota	Roots	n.a.	n.a.	PMID[31742403]
NPO7513	Cannabis sativa	Species	Cannabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[32880179]
NPO25206	Cucurbita moschata	Species	Cucurbitaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[6821187]
NPO11043	Pisum sativum	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[8987503]
NPO7513	Cannabis sativa	Species	Cannabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[Article]
NPO31303	Solanum lycopersicum	Species	Solanaceae	Eukaryota	Fruit	n.a.	n.a.	Database[FooDB]
NPO7732	Solanum melongena	Species	Solanaceae	Eukaryota	Fruit	n.a.	n.a.	Database[FooDB]
NPO11043	Pisum sativum	Species	Fabaceae	Eukaryota	Leaf	n.a.	n.a.	Database[FooDB]
NPO31303	Solanum lycopersicum	Species	Solanaceae	Eukaryota	Leaf	n.a.	n.a.	Database[FooDB]
NPO7732	Solanum melongena	Species	Solanaceae	Eukaryota	Leaf	n.a.	n.a.	Database[FooDB]
NPO11043	Pisum sativum	Species	Fabaceae	Eukaryota	Root	n.a.	n.a.	Database[FooDB]
NPO11043	Pisum sativum	Species	Fabaceae	Eukaryota	n.a.	n.a.		Database[FooDB]
NPO31303	Solanum lycopersicum	Species	Solanaceae	Eukaryota	Root	n.a.	n.a.	Database[FooDB]
NPO31303	Solanum lycopersicum	Species	Solanaceae	Eukaryota	n.a.	n.a.		Database[FooDB]
NPO11043	Pisum sativum	Species	Fabaceae	Eukaryota	Seed	n.a.	n.a.	Database[FooDB]
NPO7732	Solanum melongena	Species	Solanaceae	Eukaryota	n.a.	n.a.		Database[FooDB]
NPO11043	Pisum sativum	Species	Fabaceae	Eukaryota	Shoot	n.a.	n.a.	Database[FooDB]
NPO31303	Solanum lycopersicum	Species	Solanaceae	Eukaryota	Shoot	n.a.	n.a.	Database[FooDB]
NPO11043	Pisum sativum	Species	Fabaceae	Eukaryota	Sprout Seedling	n.a.	n.a.	Database[FooDB]
NPO31303	Solanum lycopersicum	Species	Solanaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO11043	Pisum sativum	Species	Fabaceae	Eukaryota	Stem	n.a.	n.a.	Database[FooDB]
NPO18321	Medicago sativa	Species	Fabaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO11043	Pisum sativum	Species	Fabaceae	Eukaryota	Tissue Culture	n.a.	n.a.	Database[FooDB]
NPO11043	Pisum sativum	Species	Fabaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO11043	Pisum sativum	Species	Fabaceae	Eukaryota	Wax	n.a.	n.a.	Database[FooDB]
NPO7732	Solanum melongena	Species	Solanaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO25206	Cucurbita moschata	Species	Cucurbitaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO17336	Benincasa hispida	Species	Cucurbitaceae	Eukaryota	Fruit	n.a.	n.a.	Database[FooDB]
NPO17336	Benincasa hispida	Species	Cucurbitaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO11043	Pisum sativum	Species	Fabaceae	Eukaryota	Fruit	n.a.	n.a.	Database[FooDB]
NPO29775	Quisqualis indica	Species	Combretaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO29976	Triglochin maritimum	Species	Juncaginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO2865	Abrus precatorius	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO12178	Pinellia pedatisecta	Species	Araceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO25206	Cucurbita moschata	Species	Cucurbitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO31156	Strophanthus sp	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO25014	Achillea millefolium	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO10830	Dictamnus dasycarpus	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO28265	Morus alba	Species	Moraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO18321	Medicago sativa	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO30626	Trigonella foenum	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO25945	Semen benincasae	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[HerDing]
NPO946	Campanula rotundifolia	Species	Campanulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO67	Fructus mori	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[HerDing]
NPO31303	Solanum lycopersicum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO11043	Pisum sativum	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO12444	Astragalus sinicus	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO6467	Fructus malvae	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[HerDing]
NPO7513	Cannabis sativa	Species	Cannabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO17336	Benincasa hispida	Species	Cucurbitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO16456	Mirabilis jalapa	Species	Nyctaginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO7732	Solanum melongena	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO19048	Pinellia ternata	Species	Araceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO7732	Solanum melongena	Species	Solanaceae	Eukaryota	n.a.	n.a.		Database[Phenol-Explorer]
NPO11043	Pisum sativum	Species	Fabaceae	Eukaryota	Seeds	n.a.		Database[Phenol-Explorer]
NPO11043	Pisum sativum	Species	Fabaceae	Eukaryota	n.a.	n.a.		Database[Phenol-Explorer]
NPO31303	Solanum lycopersicum	Species	Solanaceae	Eukaryota	n.a.	n.a.		Database[Phenol-Explorer]
NPO11043	Pisum sativum	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO16456	Mirabilis jalapa	Species	Nyctaginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO6467	Fructus malvae	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[TCMID]
NPO17336	Benincasa hispida	Species	Cucurbitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO28265	Morus alba	Species	Moraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO2865	Abrus precatorius	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO7732	Solanum melongena	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO25206	Cucurbita moschata	Species	Cucurbitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO19048	Pinellia ternata	Species	Araceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO7513	Cannabis sativa	Species	Cannabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO946	Campanula rotundifolia	Species	Campanulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO67	Fructus mori	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[TCMID]
NPO18321	Medicago sativa	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO12178	Pinellia pedatisecta	Species	Araceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO12444	Astragalus sinicus	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO25014	Achillea millefolium	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO10830	Dictamnus dasycarpus	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO25945	Semen benincasae	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[TCMID]
NPO7513	Cannabis sativa	Species	Cannabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO31303	Solanum lycopersicum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO25206	Cucurbita moschata	Species	Cucurbitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO7732	Solanum melongena	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO12178	Pinellia pedatisecta	Species	Araceae	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]
NPO19048	Pinellia ternata	Species	Araceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO12444	Astragalus sinicus	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO29775	Quisqualis indica	Species	Combretaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO10830	Dictamnus dasycarpus	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO17336	Benincasa hispida	Species	Cucurbitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO2865	Abrus precatorius	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO25014	Achillea millefolium	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO29976	Triglochin maritimum	Species	Juncaginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO28265	Morus alba	Species	Moraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO7513	Cannabis sativa	Species	Cannabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO17336	Benincasa hispida	Species	Cucurbitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO28265	Morus alba	Species	Moraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO10830	Dictamnus dasycarpus	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO19048	Pinellia ternata	Species	Araceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO1762	Citropsis articulata	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12178	Pinellia pedatisecta	Species	Araceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7513	Cannabis sativa	Species	Cannabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12444	Astragalus sinicus	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO2865	Abrus precatorius	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11043	Pisum sativum	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25206	Cucurbita moschata	Species	Cucurbitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16456	Mirabilis jalapa	Species	Nyctaginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19048	Pinellia ternata	Species	Araceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17336	Benincasa hispida	Species	Cucurbitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18321	Medicago sativa	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28265	Morus alba	Species	Moraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO946	Campanula rotundifolia	Species	Campanulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7732	Solanum melongena	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25014	Achillea millefolium	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10830	Dictamnus dasycarpus	Species	Rutaceae	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	NP ID	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
EC50	2
IC50	3
Others	3
Potency	3

Activity Type	# Activity
Cell Line	2
Individual Protein	5
Organism	3
Others	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT459	Individual Protein	Human immunodeficiency virus type 1 reverse transcriptase	Human immunodeficiency virus 1	IC50	>	200.0	ug.mL-1	PMID[572044]
NPT31	Individual Protein	Cyclooxygenase-2	Homo sapiens	Inhibition	<	30.0	%	PMID[572045]
NPT65	Cell Line	HepG2	Homo sapiens	Potency	n.a.	5011.9	nM	PMID[572046]
NPT189	Cell Line	Vero	Chlorocebus aethiops	IC50	>	50.0	ug.mL-1	PMID[572047]
NPT66	Individual Protein	Acetylcholinesterase	Electrophorus electricus	Inhibition	=	-1.47	%	PMID[572048]
NPT7	Individual Protein	Thioredoxin reductase 1, cytoplasmic	Rattus norvegicus	Potency	n.a.	100.0	nM	PMID[572046]
NPT1225	Organism	Plasmodium falciparum (isolate FcB1 / Columbia)	Plasmodium falciparum FcB1/Columbia	IC50	>	100.0	ug.mL-1	PMID[572047]
NPT633	Organism	Leishmania donovani	Leishmania donovani	EC50	>	125.0	ug.mL-1	PMID[572047]
NPT471	Organism	Trypanosoma brucei brucei	Trypanosoma brucei brucei	EC50	>	125.0	ug.mL-1	PMID[572047]
NPT2	Others	Unspecified		Potency	n.a.	316.2	nM	PMID[572046]
NPT67	Individual Protein	Cholinesterase	Equus caballus	Inhibition	=	-5.02	%	PMID[572048]

☑ Note for Activity Records:
☉ The quantitative biological activities were primarily integrated from ChEMBL (Version-30) database and were also directly collected from PubMed literature. PubMed PMID was provided as the reference link for each activity record.

Chemically structural similarity: I. Similar Active Natural Products in NPASS

Top-200 similar NPs were calculated against the active-NP-set (includes 4,3285 NPs with experimentally-derived bioactivity available in NPASS)

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient

● The left chart: Distribution of similarity level between NPC159630 and all remaining natural products in the NPASS database.
● The right table: Most similar natural products (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	701
0.1-0.2	7156
0.2-0.3	12051
0.3-0.4	15851
0.4-0.5	3698
0.5-0.6	2350
0.6-0.7	789
0.7-0.8	82
0.8-0.85	10
0.85-0.9	2
0.9-0.95	5
0.95-1	2

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC230085
0.95	High Similarity	NPC112741
0.9496	High Similarity	NPC167400
0.9371	High Similarity	NPC312860
0.9306	High Similarity	NPC263455
0.9236	High Similarity	NPC107287
0.8859	High Similarity	NPC113812
0.8592	High Similarity	NPC114310
0.8481	Intermediate Similarity	NPC476419
0.8417	Intermediate Similarity	NPC471589
0.8408	Intermediate Similarity	NPC273532
0.8323	Intermediate Similarity	NPC317010
0.8291	Intermediate Similarity	NPC249614
0.8264	Intermediate Similarity	NPC29702
0.8085	Intermediate Similarity	NPC212125
0.8056	Intermediate Similarity	NPC322488
0.7958	Intermediate Similarity	NPC306397
0.7958	Intermediate Similarity	NPC165370
0.7895	Intermediate Similarity	NPC302159
0.7875	Intermediate Similarity	NPC41717
0.7818	Intermediate Similarity	NPC164340
0.7613	Intermediate Similarity	NPC105811
0.7597	Intermediate Similarity	NPC467188
0.7558	Intermediate Similarity	NPC44354
0.7532	Intermediate Similarity	NPC471323
0.7529	Intermediate Similarity	NPC207851
0.7485	Intermediate Similarity	NPC282103
0.7468	Intermediate Similarity	NPC70406
0.7458	Intermediate Similarity	NPC329024
0.745	Intermediate Similarity	NPC330326
0.7443	Intermediate Similarity	NPC135950
0.7416	Intermediate Similarity	NPC324245
0.7416	Intermediate Similarity	NPC320748
0.7407	Intermediate Similarity	NPC76540
0.7405	Intermediate Similarity	NPC313889
0.7375	Intermediate Similarity	NPC33229
0.7375	Intermediate Similarity	NPC229055
0.7375	Intermediate Similarity	NPC209362
0.7374	Intermediate Similarity	NPC103361
0.7333	Intermediate Similarity	NPC79223
0.7329	Intermediate Similarity	NPC74357
0.7318	Intermediate Similarity	NPC474916
0.7318	Intermediate Similarity	NPC317672
0.7318	Intermediate Similarity	NPC59033
0.7312	Intermediate Similarity	NPC251391
0.7303	Intermediate Similarity	NPC328029
0.7299	Intermediate Similarity	NPC278434
0.7297	Intermediate Similarity	NPC313823
0.7293	Intermediate Similarity	NPC328559
0.7293	Intermediate Similarity	NPC32451
0.7273	Intermediate Similarity	NPC138370
0.7268	Intermediate Similarity	NPC289086
0.725	Intermediate Similarity	NPC472260
0.7248	Intermediate Similarity	NPC71236
0.7246	Intermediate Similarity	NPC27802
0.7216	Intermediate Similarity	NPC469489
0.7211	Intermediate Similarity	NPC151489
0.7207	Intermediate Similarity	NPC109922
0.7182	Intermediate Similarity	NPC123395
0.7178	Intermediate Similarity	NPC213914
0.7174	Intermediate Similarity	NPC12944
0.7174	Intermediate Similarity	NPC25442
0.7167	Intermediate Similarity	NPC90229
0.7158	Intermediate Similarity	NPC57398
0.7151	Intermediate Similarity	NPC63041
0.7151	Intermediate Similarity	NPC470190
0.7151	Intermediate Similarity	NPC146724
0.7135	Intermediate Similarity	NPC309498
0.7125	Intermediate Similarity	NPC123906
0.7119	Intermediate Similarity	NPC83111
0.7112	Intermediate Similarity	NPC472752
0.7112	Intermediate Similarity	NPC472550
0.7112	Intermediate Similarity	NPC304179
0.7112	Intermediate Similarity	NPC48042
0.7108	Intermediate Similarity	NPC265100
0.7105	Intermediate Similarity	NPC194541
0.7097	Intermediate Similarity	NPC156044
0.7086	Intermediate Similarity	NPC295158
0.7086	Intermediate Similarity	NPC315320
0.7083	Intermediate Similarity	NPC70949
0.7083	Intermediate Similarity	NPC470894
0.7079	Intermediate Similarity	NPC114974
0.7073	Intermediate Similarity	NPC138018
0.7051	Intermediate Similarity	NPC85443
0.7037	Intermediate Similarity	NPC470189
0.7037	Intermediate Similarity	NPC40919
0.7032	Intermediate Similarity	NPC472288
0.7032	Intermediate Similarity	NPC65408
0.7024	Intermediate Similarity	NPC114637
0.7014	Intermediate Similarity	NPC240136
0.7014	Intermediate Similarity	NPC471402
0.7014	Intermediate Similarity	NPC297486
0.7	Intermediate Similarity	NPC323551
0.7	Intermediate Similarity	NPC280473
0.7	Intermediate Similarity	NPC471313
0.7	Intermediate Similarity	NPC472553
0.7	Intermediate Similarity	NPC476467
0.7	Intermediate Similarity	NPC253810
0.7	Intermediate Similarity	NPC471311
0.6989	Remote Similarity	NPC311282
0.6963	Remote Similarity	NPC83987
0.6963	Remote Similarity	NPC165837
0.6963	Remote Similarity	NPC41724
0.6963	Remote Similarity	NPC51008
0.6959	Remote Similarity	NPC191310
0.6954	Remote Similarity	NPC61011
0.6946	Remote Similarity	NPC242116
0.6944	Remote Similarity	NPC56170
0.6933	Remote Similarity	NPC470679
0.6933	Remote Similarity	NPC217021
0.6933	Remote Similarity	NPC109158
0.6932	Remote Similarity	NPC285923
0.6928	Remote Similarity	NPC80681
0.6927	Remote Similarity	NPC264674
0.6927	Remote Similarity	NPC319128
0.6927	Remote Similarity	NPC228331
0.6927	Remote Similarity	NPC4421
0.6919	Remote Similarity	NPC469529
0.6906	Remote Similarity	NPC103230
0.6901	Remote Similarity	NPC235843
0.6895	Remote Similarity	NPC309845
0.6891	Remote Similarity	NPC477909
0.6891	Remote Similarity	NPC62844
0.6891	Remote Similarity	NPC42678
0.6891	Remote Similarity	NPC477907
0.6891	Remote Similarity	NPC477910
0.6891	Remote Similarity	NPC207531
0.6891	Remote Similarity	NPC193361
0.6891	Remote Similarity	NPC470306
0.6886	Remote Similarity	NPC322644
0.6875	Remote Similarity	NPC327373
0.6868	Remote Similarity	NPC202812
0.6857	Remote Similarity	NPC73994
0.6856	Remote Similarity	NPC471014
0.6856	Remote Similarity	NPC475408
0.6856	Remote Similarity	NPC206343
0.6856	Remote Similarity	NPC6981
0.6856	Remote Similarity	NPC477908
0.6856	Remote Similarity	NPC471016
0.6854	Remote Similarity	NPC118084
0.6852	Remote Similarity	NPC477974
0.6848	Remote Similarity	NPC298288
0.6839	Remote Similarity	NPC219848
0.6839	Remote Similarity	NPC83774
0.6836	Remote Similarity	NPC46895
0.6824	Remote Similarity	NPC182570
0.6824	Remote Similarity	NPC48564
0.6824	Remote Similarity	NPC265605
0.6823	Remote Similarity	NPC111732
0.6821	Remote Similarity	NPC62367
0.6821	Remote Similarity	NPC144779
0.6821	Remote Similarity	NPC6576
0.6821	Remote Similarity	NPC187494
0.6821	Remote Similarity	NPC473115
0.6821	Remote Similarity	NPC158020
0.6821	Remote Similarity	NPC75600
0.6821	Remote Similarity	NPC294579
0.6821	Remote Similarity	NPC473089
0.6821	Remote Similarity	NPC319556
0.6821	Remote Similarity	NPC212768
0.6809	Remote Similarity	NPC472259
0.6802	Remote Similarity	NPC302647
0.68	Remote Similarity	NPC256268
0.6795	Remote Similarity	NPC291517
0.6789	Remote Similarity	NPC266249
0.6786	Remote Similarity	NPC84815
0.6786	Remote Similarity	NPC231655
0.6786	Remote Similarity	NPC301368
0.6786	Remote Similarity	NPC472555
0.6786	Remote Similarity	NPC216428
0.6784	Remote Similarity	NPC319456
0.6782	Remote Similarity	NPC84347
0.678	Remote Similarity	NPC243058
0.6774	Remote Similarity	NPC470279
0.6772	Remote Similarity	NPC82053
0.6768	Remote Similarity	NPC473878
0.6765	Remote Similarity	NPC471178
0.6761	Remote Similarity	NPC52831
0.6761	Remote Similarity	NPC325705
0.6751	Remote Similarity	NPC477901
0.6748	Remote Similarity	NPC100726
0.6742	Remote Similarity	NPC203635
0.6735	Remote Similarity	NPC91958
0.6735	Remote Similarity	NPC143603
0.6733	Remote Similarity	NPC290094
0.6725	Remote Similarity	NPC98187
0.672	Remote Similarity	NPC81535
0.6719	Remote Similarity	NPC123839
0.6717	Remote Similarity	NPC477903
0.6717	Remote Similarity	NPC477912
0.671	Remote Similarity	NPC174421
0.671	Remote Similarity	NPC324611
0.671	Remote Similarity	NPC256893
0.6706	Remote Similarity	NPC473057
0.6689	Remote Similarity	NPC476322
0.6688	Remote Similarity	NPC23215
0.6687	Remote Similarity	NPC318935
0.6685	Remote Similarity	NPC322043
0.6685	Remote Similarity	NPC325093
0.6683	Remote Similarity	NPC235364

Chemically structural similarity: II. Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC159630 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	231
0.1-0.2	814
0.2-0.3	826
0.3-0.4	2095
0.4-0.5	3013
0.5-0.6	1700
0.6-0.7	419
0.7-0.8	43
0.8-0.85	4
0.85-0.9	1
0.9-0.95	4
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.9778	High Similarity	NPD107	Approved
0.95	High Similarity	NPD9271	Approved
0.9496	High Similarity	NPD9075	Approved
0.9496	High Similarity	NPD9074	Approved
0.9048	High Similarity	NPD820	Phase 3
0.8403	Intermediate Similarity	NPD203	Clinical (unspecified phase)
0.8322	Intermediate Similarity	NPD272	Approved
0.8261	Intermediate Similarity	NPD8304	Clinical (unspecified phase)
0.8085	Intermediate Similarity	NPD9284	Approved
0.7958	Intermediate Similarity	NPD9080	Approved
0.784	Intermediate Similarity	NPD485	Clinical (unspecified phase)
0.7712	Intermediate Similarity	NPD175	Clinical (unspecified phase)
0.7644	Intermediate Similarity	NPD5975	Clinical (unspecified phase)
0.7613	Intermediate Similarity	NPD1270	Approved
0.76	Intermediate Similarity	NPD9506	Approved
0.7586	Intermediate Similarity	NPD1173	Approved
0.7568	Intermediate Similarity	NPD1627	Clinical (unspecified phase)
0.7566	Intermediate Similarity	NPD1649	Discontinued
0.745	Intermediate Similarity	NPD9100	Approved
0.7434	Intermediate Similarity	NPD2896	Discontinued
0.7419	Intermediate Similarity	NPD1352	Discontinued
0.7412	Intermediate Similarity	NPD1783	Clinical (unspecified phase)
0.7358	Intermediate Similarity	NPD510	Phase 1
0.7358	Intermediate Similarity	NPD5965	Clinical (unspecified phase)
0.7317	Intermediate Similarity	NPD5088	Discontinued
0.7308	Intermediate Similarity	NPD751	Clinical (unspecified phase)
0.7273	Intermediate Similarity	NPD2336	Approved
0.7268	Intermediate Similarity	NPD944	Approved
0.7268	Intermediate Similarity	NPD2831	Approved
0.7239	Intermediate Similarity	NPD1630	Approved
0.7232	Intermediate Similarity	NPD981	Phase 2
0.7226	Intermediate Similarity	NPD9599	Approved
0.7225	Intermediate Similarity	NPD1096	Discontinued
0.7197	Intermediate Similarity	NPD3813	Approved
0.7189	Intermediate Similarity	NPD3371	Approved
0.7174	Intermediate Similarity	NPD3947	Discontinued
0.7174	Intermediate Similarity	NPD7396	Approved
0.7161	Intermediate Similarity	NPD4804	Approved
0.7111	Intermediate Similarity	NPD2307	Discontinued
0.711	Intermediate Similarity	NPD3178	Discontinued
0.7108	Intermediate Similarity	NPD1631	Approved
0.7099	Intermediate Similarity	NPD180	Clinical (unspecified phase)
0.7086	Intermediate Similarity	NPD9206	Approved
0.7086	Intermediate Similarity	NPD9207	Approved
0.707	Intermediate Similarity	NPD4805	Approved
0.7049	Intermediate Similarity	NPD4491	Clinical (unspecified phase)
0.7039	Intermediate Similarity	NPD4376	Phase 3
0.7037	Intermediate Similarity	NPD4417	Approved
0.7033	Intermediate Similarity	NPD4987	Clinical (unspecified phase)
0.7032	Intermediate Similarity	NPD200	Phase 2
0.7032	Intermediate Similarity	NPD201	Phase 2
0.7027	Intermediate Similarity	NPD2121	Clinical (unspecified phase)
0.7024	Intermediate Similarity	NPD4174	Clinical (unspecified phase)
0.6995	Remote Similarity	NPD1623	Approved
0.6993	Remote Similarity	NPD269	Clinical (unspecified phase)
0.6988	Remote Similarity	NPD2511	Approved
0.6979	Remote Similarity	NPD5490	Discontinued
0.6968	Remote Similarity	NPD2509	Approved
0.6968	Remote Similarity	NPD2510	Approved
0.6951	Remote Similarity	NPD2061	Approved
0.6943	Remote Similarity	NPD569	Clinical (unspecified phase)
0.6941	Remote Similarity	NPD1573	Approved
0.6941	Remote Similarity	NPD1575	Approved
0.6932	Remote Similarity	NPD721	Approved
0.6919	Remote Similarity	NPD5322	Clinical (unspecified phase)
0.691	Remote Similarity	NPD4948	Discontinued
0.6864	Remote Similarity	NPD1568	Clinical (unspecified phase)
0.6859	Remote Similarity	NPD206	Clinical (unspecified phase)
0.6851	Remote Similarity	NPD6665	Discontinued
0.6848	Remote Similarity	NPD2809	Approved
0.6824	Remote Similarity	NPD271	Approved
0.6824	Remote Similarity	NPD270	Clinical (unspecified phase)
0.6824	Remote Similarity	NPD268	Approved
0.6821	Remote Similarity	NPD1586	Approved
0.6809	Remote Similarity	NPD6987	Phase 1
0.6786	Remote Similarity	NPD9099	Clinical (unspecified phase)
0.6786	Remote Similarity	NPD9098	Phase 3
0.6784	Remote Similarity	NPD1343	Approved
0.6783	Remote Similarity	NPD4823	Approved
0.6783	Remote Similarity	NPD4824	Approved
0.6771	Remote Similarity	NPD5475	Discontinued
0.6763	Remote Similarity	NPD750	Phase 2
0.6761	Remote Similarity	NPD1643	Phase 3
0.6761	Remote Similarity	NPD9510	Approved
0.6758	Remote Similarity	NPD3406	Suspended
0.675	Remote Similarity	NPD5020	Approved
0.6727	Remote Similarity	NPD9595	Approved
0.6727	Remote Similarity	NPD9596	Approved
0.6723	Remote Similarity	NPD9362	Approved
0.6723	Remote Similarity	NPD4011	Clinical (unspecified phase)
0.672	Remote Similarity	NPD5901	Discontinued
0.6705	Remote Similarity	NPD1587	Approved
0.6686	Remote Similarity	NPD1292	Clinical (unspecified phase)
0.6684	Remote Similarity	NPD7010	Phase 3
0.6667	Remote Similarity	NPD1291	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD2581	Approved
0.6667	Remote Similarity	NPD2582	Approved
0.6648	Remote Similarity	NPD3569	Discontinued
0.6646	Remote Similarity	NPD4702	Approved
0.6646	Remote Similarity	NPD4703	Approved
0.6633	Remote Similarity	NPD4301	Approved
0.6633	Remote Similarity	NPD3393	Approved
0.6633	Remote Similarity	NPD3394	Approved
0.6633	Remote Similarity	NPD3389	Approved
0.6631	Remote Similarity	NPD6137	Clinical (unspecified phase)
0.663	Remote Similarity	NPD4988	Discontinued
0.6629	Remote Similarity	NPD4883	Approved
0.6628	Remote Similarity	NPD5611	Phase 2
0.6627	Remote Similarity	NPD704	Clinical (unspecified phase)
0.6627	Remote Similarity	NPD5255	Approved
0.6615	Remote Similarity	NPD3795	Approved
0.6615	Remote Similarity	NPD3794	Approved
0.6615	Remote Similarity	NPD1367	Phase 2
0.6611	Remote Similarity	NPD2814	Clinical (unspecified phase)
0.6605	Remote Similarity	NPD3717	Discontinued
0.6603	Remote Similarity	NPD9726	Discontinued
0.6591	Remote Similarity	NPD3238	Discontinued
0.6579	Remote Similarity	NPD9357	Approved
0.6573	Remote Similarity	NPD2481	Approved
0.6573	Remote Similarity	NPD2479	Phase 3
0.6571	Remote Similarity	NPD1599	Approved
0.6562	Remote Similarity	NPD9076	Clinical (unspecified phase)
0.6562	Remote Similarity	NPD1380	Discovery
0.6559	Remote Similarity	NPD6226	Phase 3
0.6559	Remote Similarity	NPD7061	Clinical (unspecified phase)
0.6558	Remote Similarity	NPD2119	Approved
0.6558	Remote Similarity	NPD2118	Approved
0.6554	Remote Similarity	NPD2753	Discontinued
0.655	Remote Similarity	NPD5400	Approved
0.6545	Remote Similarity	NPD6323	Clinical (unspecified phase)
0.6543	Remote Similarity	NPD7000	Clinical (unspecified phase)
0.6543	Remote Similarity	NPD6999	Discontinued
0.6538	Remote Similarity	NPD9364	Phase 2
0.6538	Remote Similarity	NPD9363	Approved
0.6533	Remote Similarity	NPD7404	Approved
0.6532	Remote Similarity	NPD6446	Discontinued
0.6512	Remote Similarity	NPD6635	Approved
0.6508	Remote Similarity	NPD5228	Phase 3
0.6497	Remote Similarity	NPD5100	Phase 3
0.6497	Remote Similarity	NPD749	Clinical (unspecified phase)
0.6495	Remote Similarity	NPD6529	Discontinued
0.6494	Remote Similarity	NPD9583	Approved
0.6492	Remote Similarity	NPD5513	Phase 2
0.649	Remote Similarity	NPD5891	Approved
0.648	Remote Similarity	NPD1618	Phase 2
0.6474	Remote Similarity	NPD925	Approved
0.6474	Remote Similarity	NPD926	Approved
0.6461	Remote Similarity	NPD5751	Clinical (unspecified phase)
0.6455	Remote Similarity	NPD7049	Clinical (unspecified phase)
0.6452	Remote Similarity	NPD4526	Approved
0.6452	Remote Similarity	NPD4528	Approved
0.6452	Remote Similarity	NPD4529	Approved
0.6448	Remote Similarity	NPD2770	Discontinued
0.6442	Remote Similarity	NPD1383	Phase 3
0.6442	Remote Similarity	NPD1382	Phase 2
0.6441	Remote Similarity	NPD482	Approved
0.6433	Remote Similarity	NPD3475	Approved
0.6433	Remote Similarity	NPD3476	Approved
0.6432	Remote Similarity	NPD3805	Clinical (unspecified phase)
0.6429	Remote Similarity	NPD4889	Approved
0.6429	Remote Similarity	NPD9343	Clinical (unspecified phase)
0.6425	Remote Similarity	NPD4559	Clinical (unspecified phase)
0.6425	Remote Similarity	NPD5398	Clinical (unspecified phase)
0.6421	Remote Similarity	NPD4396	Clinical (unspecified phase)
0.6421	Remote Similarity	NPD8248	Clinical (unspecified phase)
0.6419	Remote Similarity	NPD60	Approved
0.6418	Remote Similarity	NPD3280	Approved
0.6412	Remote Similarity	NPD276	Clinical (unspecified phase)
0.641	Remote Similarity	NPD5583	Clinical (unspecified phase)
0.641	Remote Similarity	NPD1095	Clinical (unspecified phase)
0.641	Remote Similarity	NPD1031	Discontinued
0.6402	Remote Similarity	NPD1427	Clinical (unspecified phase)
0.64	Remote Similarity	NPD6872	Clinical (unspecified phase)
0.6398	Remote Similarity	NPD5505	Discontinued
0.6398	Remote Similarity	NPD7098	Clinical (unspecified phase)
0.6395	Remote Similarity	NPD687	Clinical (unspecified phase)
0.6395	Remote Similarity	NPD112	Approved
0.6395	Remote Similarity	NPD9705	Discontinued
0.6393	Remote Similarity	NPD3315	Phase 3
0.6392	Remote Similarity	NPD6135	Phase 1
0.6389	Remote Similarity	NPD3927	Phase 2
0.6387	Remote Similarity	NPD5017	Discontinued
0.6386	Remote Similarity	NPD7469	Discontinued
0.6386	Remote Similarity	NPD6148	Clinical (unspecified phase)
0.6383	Remote Similarity	NPD2290	Phase 3
0.6383	Remote Similarity	NPD2289	Phase 3
0.638	Remote Similarity	NPD1395	Clinical (unspecified phase)
0.6379	Remote Similarity	NPD2780	Approved
0.6379	Remote Similarity	NPD2782	Approved
0.6378	Remote Similarity	NPD3321	Discontinued
0.6374	Remote Similarity	NPD9382	Approved
0.6374	Remote Similarity	NPD9383	Approved
0.6368	Remote Similarity	NPD6661	Clinical (unspecified phase)
0.6364	Remote Similarity	NPD8823	Approved
0.6359	Remote Similarity	NPD7467	Discontinued
0.6359	Remote Similarity	NPD6791	Phase 2
0.6352	Remote Similarity	NPD1993	Approved
0.6352	Remote Similarity	NPD1994	Approved
0.6352	Remote Similarity	NPD1995	Approved
0.6348	Remote Similarity	NPD4736	Clinical (unspecified phase)

Bioactivity similarity: Similar Natural Products in NPASS

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