NPASS Compound

Structure

CID271215 OpenBabel06191716072D 26 30 0 0 0 0 0 0 0 0999 V2000 0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1369 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 N 0 3 0 0 0 0 0 0 0 0 0 0 -4.3301 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.5491 -2.8090 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.5491 -1.1910 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 22 1 0 0 0 0 2 23 1 0 0 0 0 3 24 1 0 0 0 0 4 5 2 0 0 0 0 4 12 1 0 0 0 0 5 14 1 0 0 0 0 6 12 2 0 0 0 0 6 19 1 0 0 0 0 7 13 2 0 0 0 0 7 17 1 0 0 0 0 8 15 2 0 0 0 0 8 18 1 0 0 0 0 9 16 2 0 0 0 0 9 20 1 0 0 0 0 10 13 1 0 0 0 0 10 22 2 0 0 0 0 11 25 1 0 0 0 0 11 26 1 0 0 0 0 12 16 1 0 0 0 0 13 15 1 0 0 0 0 14 15 1 0 0 0 0 14 21 2 0 0 0 0 16 21 1 0 0 0 0 17 18 2 0 0 0 0 17 23 1 0 0 0 0 18 24 1 0 0 0 0 19 20 2 0 0 0 0 19 25 1 0 0 0 0 20 26 1 0 0 0 0 21 22 1 0 0 0 0 M CHG 1 22 1 M END $$$$

Physi-Chem Properties

Molecular Weight:	348.12
Volume:	352.738
LogP:	4.829
LogD:	3.639
LogS:	-7.797
# Rotatable Bonds:	2
TPSA:	40.8
# H-Bond Aceptor:	5
# H-Bond Donor:	0
# Rings:	5
# Heavy Atoms:	5

MedChem Properties

QED Drug-Likeness Score:	0.409
Synthetic Accessibility Score:	2.664
Fsp3:	0.19
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Rejected
GSK Rule:	Rejected
BMS Rule:	0
Golden Triangle Rule:	Accepted
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-5.019
MDCK Permeability:	8.18885673652403e-05
Pgp-inhibitor:	0.01
Pgp-substrate:	1.0
Human Intestinal Absorption (HIA):	0.005
20% Bioavailability (F20%):	0.012
30% Bioavailability (F30%):	0.972

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.742
Plasma Protein Binding (PPB):	70.8153305053711%
Volume Distribution (VD):	1.066
Pgp-substrate:	3.1148698329925537%

ADMET: Metabolism

CYP1A2-inhibitor:	0.869
CYP1A2-substrate:	0.949
CYP2C19-inhibitor:	0.377
CYP2C19-substrate:	0.888
CYP2C9-inhibitor:	0.024
CYP2C9-substrate:	0.86
CYP2D6-inhibitor:	0.907
CYP2D6-substrate:	0.938
CYP3A4-inhibitor:	0.341
CYP3A4-substrate:	0.239

ADMET: Excretion

Clearance (CL):	12.912
Half-life (T1/2):	0.213

ADMET: Toxicity

hERG Blockers:	0.067
Human Hepatotoxicity (H-HT):	0.165
Drug-inuced Liver Injury (DILI):	0.942
AMES Toxicity:	0.884
Rat Oral Acute Toxicity:	0.085
Maximum Recommended Daily Dose:	0.901
Skin Sensitization:	0.705
Carcinogencity:	0.96
Eye Corrosion:	0.004
Eye Irritation:	0.779
Respiratory Toxicity:	0.867

Download Data

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

Natural Product: NPC271215

Natural Product ID:	NPC271215
*Common Name:**	Nitidine
IUPAC Name:	2,3-dimethoxy-12-methyl-[1,3]benzodioxolo[5,6-c]phenanthridin-12-ium
Synonyms:
Standard InCHIKey:	KKMPSGJPCCJYRV-UHFFFAOYSA-N
Standard InCHI:	InChI=1S/C21H18NO4/c1-22-10-13-7-17(23-2)18(24-3)8-15(13)14-5-4-12-6-19-20(26-11-25-19)9-16(12)21(14)22/h4-10H,11H2,1-3H3/q+1
SMILES:	C[n+]1cc2cc(c(cc2c2ccc3cc4c(cc3c12)OCO4)OC)OC
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL176008
PubChem CID:	4501
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000002] Organoheterocyclic compounds [CHEMONTID:0001253] Quinolines and derivatives [CHEMONTID:0001908] Benzoquinolines [CHEMONTID:0000100] Phenanthridines and derivatives

*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
NPO5852	Litsea glutinosa	Species	Lauraceae	Eukaryota	n.a.	stem	n.a.	DOI[10.1016/S0031-9422(00)88469-1]
NPO5852	Litsea glutinosa	Species	Lauraceae	Eukaryota	n.a.	leaf	n.a.	DOI[10.1016/S0031-9422(00)88469-1]
NPO18723	Zanthoxylum avicennae	Species	Rutaceae	Eukaryota	stem wood	Pakuashan, Changhua County, Taiwan	2006-Jun	PMID[18211005]
NPO9650	Zanthoxylum nitidum	Species	Rutaceae	Eukaryota	Stems; Barks	n.a.	n.a.	PMID[18303853]
NPO9650	Zanthoxylum nitidum	Species	Rutaceae	Eukaryota	stem bark	n.a.	n.a.	PMID[18303853]
NPO23557	Zanthoxylum ailanthoides	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[19128011]
NPO19592	Michelia alba	Species	Magnoliaceae	Eukaryota	leaves	n.a.	n.a.	PMID[20584613]
NPO5315	Zanthoxylum bungeanum	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[24175626]
NPO7213	Toddalia asiatica	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[24597921]
NPO12970	Aspergillus fischeri	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[31920082]
NPO10128	Aplysia punctata	Species	Aplysiidae	Eukaryota	n.a.	n.a.	n.a.	PMID[9213585]
NPO19592	Michelia alba	Species	Magnoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO5315	Zanthoxylum bungeanum	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO1070	Matricaria suffruticosa	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO6320	Echinosophora koreensis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO11015	Zanthoxylum echinocarpum	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO2892	Wikstroemia chamaedaphne	Species	Thymelaeaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO5852	Litsea glutinosa	Species	Lauraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO4340	Peucedanum praeruptorum	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO9650	Zanthoxylum nitidum	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO20389	Zanthoxylum flavum	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO7213	Toddalia asiatica	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO29030	Zanthoxylum americanum	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO9087	Sarcococca vagans	Species	Buxaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO5118	Zanthoxylum myriacanthum	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO8471	Angelica taiwaniana	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO23493	Zanthoxylum dissitum	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO31328	Zanthoxylum clava-hercules	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO18723	Zanthoxylum avicennae	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO8642	Lithospermum officinale	Species	Boraginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO23557	Zanthoxylum ailanthoides	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO14991	Zanthoxylum cuspidatum	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO4120	Ulmus americana	Species	Ulmaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO23493	Zanthoxylum dissitum	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO20389	Zanthoxylum flavum	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO2892	Wikstroemia chamaedaphne	Species	Thymelaeaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO2517	Radix zanthoxyli	Species	Lymnaeidae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO26898	Jacobaea vulgaris	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO18723	Zanthoxylum avicennae	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO4340	Peucedanum praeruptorum	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO29030	Zanthoxylum americanum	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO19592	Michelia alba	Species	Magnoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO6320	Echinosophora koreensis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO9650	Zanthoxylum nitidum	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO7213	Toddalia asiatica	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO11015	Zanthoxylum echinocarpum	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO8471	Angelica taiwaniana	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO1070	Matricaria suffruticosa	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO8642	Lithospermum officinale	Species	Boraginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO5118	Zanthoxylum myriacanthum	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO9087	Sarcococca vagans	Species	Buxaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO14991	Zanthoxylum cuspidatum	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO20416	Zanthoxylum clava- hercules	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO5852	Litsea glutinosa	Species	Lauraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO23557	Zanthoxylum ailanthoides	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO5315	Zanthoxylum bungeanum	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO4120	Ulmus americana	Species	Ulmaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO7213	Toddalia asiatica	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO5315	Zanthoxylum bungeanum	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO9087	Sarcococca vagans	Species	Buxaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO29030	Zanthoxylum americanum	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO19592	Michelia alba	Species	Magnoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO8642	Lithospermum officinale	Species	Boraginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO31328	Zanthoxylum clava-hercules	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO18723	Zanthoxylum avicennae	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO14991	Zanthoxylum cuspidatum	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO4340	Peucedanum praeruptorum	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO9650	Zanthoxylum nitidum	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO29030	Zanthoxylum americanum	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[Title]
NPO5315	Zanthoxylum bungeanum	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO4340	Peucedanum praeruptorum	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO9650	Zanthoxylum nitidum	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO5315	Zanthoxylum bungeanum	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19592	Michelia alba	Species	Magnoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9650	Zanthoxylum nitidum	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16266	Didymium bahiense	Species	Didymiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21653	Grewia asiatica	Species	Malvaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9221	Trachelospermum lucidum	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO2199	Tecoma pentaphylla	Species	Bignoniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9733	Spongia bilamellata	Species	Spongiidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO1070	Matricaria suffruticosa	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7028	Sida veronicaefolia	Species	Malvaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20059.1	Lactobacillus delbrueckii subsp. bulgaricus	Subspecies	Lactobacillaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO4340	Peucedanum praeruptorum	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10509	Phebalium ralstoni	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9476	Metapenaeus bennettae	Species	Penaeidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO6894	Elegia deusta	Species	Restionaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9590	Xanthoria aureola	Species	Teloschistaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO777	Kielmeyera coriacea	Species	Calophyllaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23180	Senecio spartioides	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5118	Zanthoxylum myriacanthum	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO6983	Pavonia zeylanica	Species	Malvaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO1844	Osmanthus armatus	Species	Oleaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7847	Senecio densiflorus	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO405	Hyptis spicata	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5604	Chelonia japonica	Species	Cheloniidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20389	Zanthoxylum flavum	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10264	Platonia insignis	Species	Clusiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28571	Amaracus dictamnus	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[UNPD]
NPO2892	Wikstroemia chamaedaphne	Species	Thymelaeaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO3341	Leishmania major	Species	Trypanosomatidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23645	Verticimonosporium diffractum	Species	n.a.	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO1682	Rhytidoponera metallica	Species	Formicidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7841	Solanum transcaucasicum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10128	Aplysia punctata	Species	Aplysiidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO6801	Bellium bellidioides	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7650	Salvia munzii	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7213	Toddalia asiatica	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8471	Angelica taiwaniana	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18723	Zanthoxylum avicennae	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9995	Cynara humilis	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23786	Fusarium fusarioides	Species	Nectriaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8642	Lithospermum officinale	Species	Boraginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23557	Zanthoxylum ailanthoides	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13438	Centaurea calcitrapa	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12970	Aspergillus fischeri	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18603	Liagora viscida	Species	Liagoraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4523	Reaumuria hirtella	Species	Tamaricaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20893	Corallina officinalis	Species	Corallinaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23493	Zanthoxylum dissitum	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5564	Laurencia japonensis	Species	Rhodomelaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO6320	Echinosophora koreensis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO2999	Coprinellus flocculosus	Species	Psathyrellaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO6556	Garcinia intermedia	Species	Clusiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20792	Tephrosia nitens	Species	Geometridae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24083.1	Melanelixia fuliginosa subsp. glabratula	Subspecies	Parmeliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8022	Consolida hohenackeri	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO29030	Zanthoxylum americanum	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO1467	Wedelia prostrata	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO2015	Udotea petiolata	Species	Udoteaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO6378	Wilcoxia viperina	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[UNPD]
NPO26898	Jacobaea vulgaris	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14793	Erica glauca	Species	Ericaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9087	Sarcococca vagans	Species	Buxaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8253	Alexandrium hiranoi	Species	Gonyaulacaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5852	Litsea glutinosa	Species	Lauraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4120	Ulmus americana	Species	Ulmaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4895	Coleus esquirolii	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15558	Leucas neufliseana	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9245	Ventilago madraspatana	Species	Rhamnaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11015	Zanthoxylum echinocarpum	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
IC50	1

Activity Type	# Activity
Individual Protein	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT3166	Individual Protein	DOPA decarboxylase	Homo sapiens	IC50	=	1340000.0	nM	PMID[564881]

☑ 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 NPC271215 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	652
0.1-0.2	3560
0.2-0.3	13137
0.3-0.4	5475
0.4-0.5	13537
0.5-0.6	4186
0.6-0.7	1807
0.7-0.8	281
0.8-0.85	31
0.85-0.9	18
0.9-0.95	5
0.95-1	8

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC149471
0.9841	High Similarity	NPC188420
0.9793	High Similarity	NPC100079
0.9793	High Similarity	NPC23614
0.9641	High Similarity	NPC46451
0.9637	High Similarity	NPC235076
0.949	High Similarity	NPC204446
0.93	High Similarity	NPC118121
0.9175	High Similarity	NPC313189
0.9137	High Similarity	NPC251160
0.9062	High Similarity	NPC477019
0.9062	High Similarity	NPC234197
0.904	High Similarity	NPC202768
0.904	High Similarity	NPC296482
0.904	High Similarity	NPC53069
0.898	High Similarity	NPC135549
0.885	High Similarity	NPC96405
0.885	High Similarity	NPC171409
0.8821	High Similarity	NPC31930
0.8814	High Similarity	NPC4071
0.8814	High Similarity	NPC476582
0.8814	High Similarity	NPC476578
0.8698	High Similarity	NPC195268
0.8698	High Similarity	NPC133140
0.8687	High Similarity	NPC36229
0.8687	High Similarity	NPC476581
0.8687	High Similarity	NPC16452
0.8473	Intermediate Similarity	NPC290689
0.8466	Intermediate Similarity	NPC287588
0.839	Intermediate Similarity	NPC202605
0.839	Intermediate Similarity	NPC112206
0.8372	Intermediate Similarity	NPC22481
0.8333	Intermediate Similarity	NPC179704
0.8318	Intermediate Similarity	NPC278525
0.8295	Intermediate Similarity	NPC108342
0.8257	Intermediate Similarity	NPC182907
0.8257	Intermediate Similarity	NPC189903
0.8252	Intermediate Similarity	NPC208284
0.8249	Intermediate Similarity	NPC253675
0.8247	Intermediate Similarity	NPC204385
0.8229	Intermediate Similarity	NPC206201
0.8219	Intermediate Similarity	NPC166722
0.8208	Intermediate Similarity	NPC122463
0.8113	Intermediate Similarity	NPC174049
0.8103	Intermediate Similarity	NPC249405
0.8063	Intermediate Similarity	NPC210296
0.8037	Intermediate Similarity	NPC210434
0.8036	Intermediate Similarity	NPC124313
0.803	Intermediate Similarity	NPC474904
0.803	Intermediate Similarity	NPC312531
0.8029	Intermediate Similarity	NPC470020
0.8027	Intermediate Similarity	NPC84164
0.8027	Intermediate Similarity	NPC207283
0.8	Intermediate Similarity	NPC302001
0.7982	Intermediate Similarity	NPC24019
0.7969	Intermediate Similarity	NPC312872
0.7915	Intermediate Similarity	NPC236668
0.7915	Intermediate Similarity	NPC266931
0.7887	Intermediate Similarity	NPC473513
0.7883	Intermediate Similarity	NPC295228
0.7877	Intermediate Similarity	NPC146976
0.786	Intermediate Similarity	NPC183537
0.7843	Intermediate Similarity	NPC23080
0.7843	Intermediate Similarity	NPC193906
0.7833	Intermediate Similarity	NPC162653
0.783	Intermediate Similarity	NPC162530
0.7805	Intermediate Similarity	NPC212163
0.7805	Intermediate Similarity	NPC287437
0.7795	Intermediate Similarity	NPC285941
0.7793	Intermediate Similarity	NPC96584
0.7793	Intermediate Similarity	NPC255800
0.7788	Intermediate Similarity	NPC285558
0.7783	Intermediate Similarity	NPC77878
0.7773	Intermediate Similarity	NPC270515
0.7767	Intermediate Similarity	NPC173080
0.7758	Intermediate Similarity	NPC90875
0.7749	Intermediate Similarity	NPC24954
0.7748	Intermediate Similarity	NPC233334
0.7743	Intermediate Similarity	NPC217554
0.7729	Intermediate Similarity	NPC295676
0.7719	Intermediate Similarity	NPC284141
0.7703	Intermediate Similarity	NPC476999
0.7703	Intermediate Similarity	NPC201508
0.7692	Intermediate Similarity	NPC476997
0.7685	Intermediate Similarity	NPC473822
0.7682	Intermediate Similarity	NPC470018
0.7677	Intermediate Similarity	NPC190461
0.7667	Intermediate Similarity	NPC304183
0.7667	Intermediate Similarity	NPC323345
0.7667	Intermediate Similarity	NPC470164
0.7658	Intermediate Similarity	NPC476996
0.7658	Intermediate Similarity	NPC476998
0.7656	Intermediate Similarity	NPC475774
0.7655	Intermediate Similarity	NPC11408
0.7647	Intermediate Similarity	NPC74575
0.7626	Intermediate Similarity	NPC280272
0.7619	Intermediate Similarity	NPC244606
0.7619	Intermediate Similarity	NPC156728
0.7613	Intermediate Similarity	NPC476994
0.7602	Intermediate Similarity	NPC214980
0.7598	Intermediate Similarity	NPC114335
0.7598	Intermediate Similarity	NPC280964
0.7598	Intermediate Similarity	NPC141915
0.7594	Intermediate Similarity	NPC82548
0.7589	Intermediate Similarity	NPC49547
0.7569	Intermediate Similarity	NPC148409
0.7549	Intermediate Similarity	NPC92111
0.7535	Intermediate Similarity	NPC316981
0.7525	Intermediate Similarity	NPC33902
0.7525	Intermediate Similarity	NPC276674
0.7523	Intermediate Similarity	NPC123976
0.7523	Intermediate Similarity	NPC11464
0.7523	Intermediate Similarity	NPC167860
0.7522	Intermediate Similarity	NPC15406
0.7513	Intermediate Similarity	NPC477559
0.7513	Intermediate Similarity	NPC232924
0.7513	Intermediate Similarity	NPC160298
0.7513	Intermediate Similarity	NPC306902
0.7513	Intermediate Similarity	NPC266753
0.7512	Intermediate Similarity	NPC176538
0.7512	Intermediate Similarity	NPC11017
0.75	Intermediate Similarity	NPC76748
0.7489	Intermediate Similarity	NPC470017
0.7477	Intermediate Similarity	NPC174758
0.7476	Intermediate Similarity	NPC307963
0.7465	Intermediate Similarity	NPC474595
0.7458	Intermediate Similarity	NPC132385
0.7456	Intermediate Similarity	NPC470022
0.7456	Intermediate Similarity	NPC476995
0.7454	Intermediate Similarity	NPC94157
0.7451	Intermediate Similarity	NPC320088
0.7451	Intermediate Similarity	NPC296527
0.7449	Intermediate Similarity	NPC476432
0.7449	Intermediate Similarity	NPC24264
0.7444	Intermediate Similarity	NPC200888
0.7431	Intermediate Similarity	NPC170114
0.743	Intermediate Similarity	NPC470931
0.7414	Intermediate Similarity	NPC208522
0.7411	Intermediate Similarity	NPC247389
0.7409	Intermediate Similarity	NPC193267
0.7409	Intermediate Similarity	NPC213530
0.7404	Intermediate Similarity	NPC251090
0.7401	Intermediate Similarity	NPC470889
0.7398	Intermediate Similarity	NPC302527
0.7398	Intermediate Similarity	NPC225774
0.7398	Intermediate Similarity	NPC167546
0.7398	Intermediate Similarity	NPC16805
0.7393	Intermediate Similarity	NPC232727
0.7385	Intermediate Similarity	NPC470549
0.738	Intermediate Similarity	NPC473183
0.7371	Intermediate Similarity	NPC329708
0.7371	Intermediate Similarity	NPC165349
0.7371	Intermediate Similarity	NPC264166
0.7371	Intermediate Similarity	NPC274291
0.7371	Intermediate Similarity	NPC47059
0.7371	Intermediate Similarity	NPC118832
0.7368	Intermediate Similarity	NPC224928
0.7361	Intermediate Similarity	NPC199667
0.736	Intermediate Similarity	NPC219341
0.7359	Intermediate Similarity	NPC99891
0.7346	Intermediate Similarity	NPC315957
0.7336	Intermediate Similarity	NPC472111
0.733	Intermediate Similarity	NPC296742
0.7323	Intermediate Similarity	NPC298979
0.7323	Intermediate Similarity	NPC210918
0.7315	Intermediate Similarity	NPC473181
0.7315	Intermediate Similarity	NPC201697
0.7315	Intermediate Similarity	NPC174672
0.7308	Intermediate Similarity	NPC78284
0.7306	Intermediate Similarity	NPC76079
0.7302	Intermediate Similarity	NPC193777
0.7294	Intermediate Similarity	NPC26679
0.7294	Intermediate Similarity	NPC473180
0.7293	Intermediate Similarity	NPC473184
0.729	Intermediate Similarity	NPC137929
0.729	Intermediate Similarity	NPC164374
0.7286	Intermediate Similarity	NPC241055
0.7282	Intermediate Similarity	NPC224293
0.7277	Intermediate Similarity	NPC135887
0.7277	Intermediate Similarity	NPC199277
0.7277	Intermediate Similarity	NPC322482
0.7273	Intermediate Similarity	NPC86144
0.7273	Intermediate Similarity	NPC304659
0.7273	Intermediate Similarity	NPC274982
0.7264	Intermediate Similarity	NPC329747
0.7264	Intermediate Similarity	NPC329793
0.7263	Intermediate Similarity	NPC475959
0.726	Intermediate Similarity	NPC478074
0.7256	Intermediate Similarity	NPC474145
0.7256	Intermediate Similarity	NPC475841
0.7252	Intermediate Similarity	NPC17565
0.7251	Intermediate Similarity	NPC17677
0.7249	Intermediate Similarity	NPC473182
0.7246	Intermediate Similarity	NPC112676
0.7243	Intermediate Similarity	NPC223427
0.7243	Intermediate Similarity	NPC245816
0.7243	Intermediate Similarity	NPC476138
0.724	Intermediate Similarity	NPC476568
0.7238	Intermediate Similarity	NPC473053
0.7235	Intermediate Similarity	NPC185782

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 NPC271215 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	374
0.1-0.2	662
0.2-0.3	917
0.3-0.4	1533
0.4-0.5	2752
0.5-0.6	2074
0.6-0.7	740
0.7-0.8	92
0.8-0.85	1
0.85-0.9	4
0.9-0.95	0
0.95-1	1

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.9641	High Similarity	NPD3763	Approved
0.904	High Similarity	NPD3816	Phase 1
0.904	High Similarity	NPD3815	Phase 1
0.8698	High Similarity	NPD3923	Approved
0.8698	High Similarity	NPD3921	Approved
0.8698	High Similarity	NPD3924	Approved
0.8698	High Similarity	NPD3922	Approved
0.8125	Intermediate Similarity	NPD3920	Phase 2
0.8037	Intermediate Similarity	NPD6494	Phase 2
0.7847	Intermediate Similarity	NPD5658	Approved
0.7839	Intermediate Similarity	NPD6257	Clinical (unspecified phase)
0.7799	Intermediate Similarity	NPD7222	Phase 2
0.7783	Intermediate Similarity	NPD4418	Discontinued
0.7766	Intermediate Similarity	NPD7414	Clinical (unspecified phase)
0.7761	Intermediate Similarity	NPD6281	Approved
0.7668	Intermediate Similarity	NPD4885	Approved
0.7658	Intermediate Similarity	NPD7567	Approved
0.7642	Intermediate Similarity	NPD6230	Discontinued
0.7639	Intermediate Similarity	NPD4926	Clinical (unspecified phase)
0.7583	Intermediate Similarity	NPD5530	Phase 1
0.7581	Intermediate Similarity	NPD7571	Clinical (unspecified phase)
0.7562	Intermediate Similarity	NPD4889	Approved
0.7547	Intermediate Similarity	NPD7453	Approved
0.7547	Intermediate Similarity	NPD7452	Approved
0.7536	Intermediate Similarity	NPD4795	Phase 2
0.7535	Intermediate Similarity	NPD7069	Discontinued
0.7534	Intermediate Similarity	NPD7555	Discontinued
0.7524	Intermediate Similarity	NPD6975	Discontinued
0.7522	Intermediate Similarity	NPD6963	Approved
0.7522	Intermediate Similarity	NPD6964	Approved
0.7476	Intermediate Similarity	NPD1304	Clinical (unspecified phase)
0.7476	Intermediate Similarity	NPD1038	Approved
0.7455	Intermediate Similarity	NPD5070	Clinical (unspecified phase)
0.7431	Intermediate Similarity	NPD5612	Discontinued
0.7429	Intermediate Similarity	NPD6219	Discontinued
0.7427	Intermediate Similarity	NPD6569	Phase 2
0.7424	Intermediate Similarity	NPD1923	Clinical (unspecified phase)
0.7411	Intermediate Similarity	NPD1078	Clinical (unspecified phase)
0.7399	Intermediate Similarity	NPD7719	Discontinued
0.7385	Intermediate Similarity	NPD6140	Clinical (unspecified phase)
0.7383	Intermediate Similarity	NPD5429	Discontinued
0.7381	Intermediate Similarity	NPD4118	Clinical (unspecified phase)
0.7378	Intermediate Similarity	NPD7710	Clinical (unspecified phase)
0.7371	Intermediate Similarity	NPD4036	Approved
0.7371	Intermediate Similarity	NPD4037	Approved
0.7371	Intermediate Similarity	NPD4039	Approved
0.7371	Intermediate Similarity	NPD4033	Approved
0.7371	Intermediate Similarity	NPD31	Approved
0.7371	Intermediate Similarity	NPD4034	Approved
0.7371	Intermediate Similarity	NPD32	Approved
0.7371	Intermediate Similarity	NPD4122	Approved
0.7371	Intermediate Similarity	NPD4035	Approved
0.7371	Intermediate Similarity	NPD4038	Approved
0.7358	Intermediate Similarity	NPD6477	Clinical (unspecified phase)
0.7348	Intermediate Similarity	NPD7729	Clinical (unspecified phase)
0.7346	Intermediate Similarity	NPD1739	Approved
0.7346	Intermediate Similarity	NPD1740	Approved
0.7345	Intermediate Similarity	NPD5801	Clinical (unspecified phase)
0.7325	Intermediate Similarity	NPD7558	Phase 2
0.7322	Intermediate Similarity	NPD8091	Phase 3
0.7321	Intermediate Similarity	NPD3477	Phase 2
0.7321	Intermediate Similarity	NPD3478	Clinical (unspecified phase)
0.7316	Intermediate Similarity	NPD8017	Clinical (unspecified phase)
0.7316	Intermediate Similarity	NPD8016	Phase 3
0.7304	Intermediate Similarity	NPD7424	Clinical (unspecified phase)
0.7297	Intermediate Similarity	NPD7678	Clinical (unspecified phase)
0.729	Intermediate Similarity	NPD3397	Phase 2
0.7269	Intermediate Similarity	NPD5863	Clinical (unspecified phase)
0.7256	Intermediate Similarity	NPD2060	Approved
0.725	Intermediate Similarity	NPD7169	Suspended
0.7248	Intermediate Similarity	NPD4502	Phase 2
0.7234	Intermediate Similarity	NPD8100	Phase 3
0.7227	Intermediate Similarity	NPD5903	Approved
0.7227	Intermediate Similarity	NPD5902	Approved
0.7222	Intermediate Similarity	NPD6872	Clinical (unspecified phase)
0.722	Intermediate Similarity	NPD5930	Phase 3
0.722	Intermediate Similarity	NPD6344	Clinical (unspecified phase)
0.7217	Intermediate Similarity	NPD3825	Phase 3
0.7212	Intermediate Similarity	NPD7675	Phase 3
0.7212	Intermediate Similarity	NPD7674	Phase 3
0.7212	Intermediate Similarity	NPD7676	Clinical (unspecified phase)
0.7207	Intermediate Similarity	NPD7395	Discontinued
0.7207	Intermediate Similarity	NPD3354	Phase 2
0.7193	Intermediate Similarity	NPD8052	Clinical (unspecified phase)
0.719	Intermediate Similarity	NPD6491	Clinical (unspecified phase)
0.719	Intermediate Similarity	NPD6861	Clinical (unspecified phase)
0.7189	Intermediate Similarity	NPD7671	Approved
0.7189	Intermediate Similarity	NPD4859	Phase 1
0.7189	Intermediate Similarity	NPD7672	Approved
0.7179	Intermediate Similarity	NPD4875	Phase 3
0.7179	Intermediate Similarity	NPD6517	Phase 3
0.7179	Intermediate Similarity	NPD4876	Phase 3
0.7155	Intermediate Similarity	NPD7859	Phase 2
0.7143	Intermediate Similarity	NPD6242	Discontinued
0.7143	Intermediate Similarity	NPD8101	Phase 3
0.7143	Intermediate Similarity	NPD4551	Phase 2
0.7129	Intermediate Similarity	NPD6375	Clinical (unspecified phase)
0.7123	Intermediate Similarity	NPD7948	Phase 1
0.7122	Intermediate Similarity	NPD5522	Clinical (unspecified phase)
0.7121	Intermediate Similarity	NPD2782	Approved
0.7121	Intermediate Similarity	NPD2780	Approved
0.7113	Intermediate Similarity	NPD6503	Clinical (unspecified phase)
0.7111	Intermediate Similarity	NPD4881	Clinical (unspecified phase)
0.7105	Intermediate Similarity	NPD6553	Clinical (unspecified phase)
0.71	Intermediate Similarity	NPD5040	Clinical (unspecified phase)
0.71	Intermediate Similarity	NPD6741	Clinical (unspecified phase)
0.7097	Intermediate Similarity	NPD5601	Phase 2
0.7087	Intermediate Similarity	NPD4995	Approved
0.7087	Intermediate Similarity	NPD4996	Approved
0.708	Intermediate Similarity	NPD1856	Discontinued
0.7079	Intermediate Similarity	NPD5602	Clinical (unspecified phase)
0.7073	Intermediate Similarity	NPD4203	Approved
0.7073	Intermediate Similarity	NPD4204	Approved
0.7073	Intermediate Similarity	NPD3386	Phase 2
0.7064	Intermediate Similarity	NPD6790	Phase 1
0.7062	Intermediate Similarity	NPD5575	Clinical (unspecified phase)
0.7061	Intermediate Similarity	NPD7426	Phase 1
0.7054	Intermediate Similarity	NPD6568	Discontinued
0.7054	Intermediate Similarity	NPD8109	Clinical (unspecified phase)
0.705	Intermediate Similarity	NPD2781	Approved
0.7048	Intermediate Similarity	NPD2334	Discontinued
0.7043	Intermediate Similarity	NPD4925	Approved
0.7043	Intermediate Similarity	NPD6968	Phase 2
0.7043	Intermediate Similarity	NPD6969	Phase 2
0.7034	Intermediate Similarity	NPD6716	Phase 1
0.7032	Intermediate Similarity	NPD2189	Approved
0.7032	Intermediate Similarity	NPD2739	Clinical (unspecified phase)
0.7032	Intermediate Similarity	NPD5528	Clinical (unspecified phase)
0.7032	Intermediate Similarity	NPD2187	Approved
0.7032	Intermediate Similarity	NPD5529	Phase 1
0.7017	Intermediate Similarity	NPD5488	Discontinued
0.7014	Intermediate Similarity	NPD5939	Approved
0.7014	Intermediate Similarity	NPD5936	Approved
0.7009	Intermediate Similarity	NPD7889	Clinical (unspecified phase)
0.7009	Intermediate Similarity	NPD7823	Clinical (unspecified phase)
0.7005	Intermediate Similarity	NPD6991	Approved
0.7005	Intermediate Similarity	NPD5083	Clinical (unspecified phase)
0.7004	Intermediate Similarity	NPD1954	Phase 1
0.7	Intermediate Similarity	NPD2125	Clinical (unspecified phase)
0.7	Intermediate Similarity	NPD5559	Phase 2
0.6995	Remote Similarity	NPD6550	Discontinued
0.698	Remote Similarity	NPD5934	Clinical (unspecified phase)
0.6977	Remote Similarity	NPD4548	Discontinued
0.6964	Remote Similarity	NPD6147	Clinical (unspecified phase)
0.6964	Remote Similarity	NPD7112	Discontinued
0.6963	Remote Similarity	NPD6769	Clinical (unspecified phase)
0.696	Remote Similarity	NPD6298	Discontinued
0.6949	Remote Similarity	NPD5905	Phase 1
0.6948	Remote Similarity	NPD3324	Clinical (unspecified phase)
0.6947	Remote Similarity	NPD6500	Approved
0.6947	Remote Similarity	NPD6501	Approved
0.6944	Remote Similarity	NPD4396	Clinical (unspecified phase)
0.6941	Remote Similarity	NPD6150	Discontinued
0.6939	Remote Similarity	NPD7955	Approved
0.6939	Remote Similarity	NPD7956	Approved
0.6938	Remote Similarity	NPD4375	Approved
0.6937	Remote Similarity	NPD4131	Phase 3
0.6937	Remote Similarity	NPD5066	Phase 2
0.6937	Remote Similarity	NPD5067	Phase 2
0.6936	Remote Similarity	NPD5805	Approved
0.6933	Remote Similarity	NPD5164	Discontinued
0.6929	Remote Similarity	NPD6244	Phase 3
0.6929	Remote Similarity	NPD6243	Phase 3
0.6927	Remote Similarity	NPD5751	Clinical (unspecified phase)
0.6923	Remote Similarity	NPD5917	Clinical (unspecified phase)
0.692	Remote Similarity	NPD7417	Discontinued
0.6915	Remote Similarity	NPD7201	Clinical (unspecified phase)
0.6913	Remote Similarity	NPD7050	Clinical (unspecified phase)
0.6913	Remote Similarity	NPD7051	Phase 3
0.6911	Remote Similarity	NPD6228	Discontinued
0.6911	Remote Similarity	NPD7708	Approved
0.6909	Remote Similarity	NPD1392	Approved
0.6907	Remote Similarity	NPD6727	Phase 2
0.6904	Remote Similarity	NPD5483	Clinical (unspecified phase)
0.6903	Remote Similarity	NPD4429	Discontinued
0.6898	Remote Similarity	NPD6661	Clinical (unspecified phase)
0.6895	Remote Similarity	NPD4664	Clinical (unspecified phase)
0.6892	Remote Similarity	NPD6262	Clinical (unspecified phase)
0.6884	Remote Similarity	NPD112	Approved
0.6884	Remote Similarity	NPD9705	Discontinued
0.6884	Remote Similarity	NPD6988	Phase 1
0.6878	Remote Similarity	NPD7025	Clinical (unspecified phase)
0.6878	Remote Similarity	NPD5100	Phase 3
0.6875	Remote Similarity	NPD5945	Phase 1
0.6875	Remote Similarity	NPD5944	Phase 1
0.6872	Remote Similarity	NPD3402	Phase 1
0.6872	Remote Similarity	NPD7194	Discontinued
0.6869	Remote Similarity	NPD6590	Discontinued
0.6869	Remote Similarity	NPD3396	Approved
0.6869	Remote Similarity	NPD3395	Approved
0.6864	Remote Similarity	NPD3003	Approved
0.6863	Remote Similarity	NPD6607	Clinical (unspecified phase)
0.6857	Remote Similarity	NPD4919	Phase 3
0.6857	Remote Similarity	NPD4921	Phase 3
0.6857	Remote Similarity	NPD2917	Approved
0.6857	Remote Similarity	NPD4920	Clinical (unspecified phase)
0.6847	Remote Similarity	NPD4437	Phase 3
0.6846	Remote Similarity	NPD8358	Approved
0.6845	Remote Similarity	NPD1032	Phase 2
0.684	Remote Similarity	NPD8063	Discontinued

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