NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	152.05
Volume:	154.193
LogP:	0.87
LogD:	0.997
LogS:	-1.013
# Rotatable Bonds:	1
TPSA:	57.53
# H-Bond Aceptor:	3
# H-Bond Donor:	2
# Rings:	1
# Heavy Atoms:	3

MedChem Properties

QED Drug-Likeness Score:	0.471
Synthetic Accessibility Score:	1.754
Fsp3:	0.125
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Accepted
GSK Rule:	Accepted
BMS Rule:	0
Golden Triangle Rule:	Rejected
Chelating Alert:	1
PAINS Alert:	1

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-4.602
MDCK Permeability:	1.4565865058102645e-05
Pgp-inhibitor:	0.001
Pgp-substrate:	0.007
Human Intestinal Absorption (HIA):	0.006
20% Bioavailability (F20%):	0.033
30% Bioavailability (F30%):	0.072

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.089
Plasma Protein Binding (PPB):	61.28687286376953%
Volume Distribution (VD):	0.688
Pgp-substrate:	30.07889175415039%

ADMET: Metabolism

CYP1A2-inhibitor:	0.845
CYP1A2-substrate:	0.518
CYP2C19-inhibitor:	0.125
CYP2C19-substrate:	0.06
CYP2C9-inhibitor:	0.184
CYP2C9-substrate:	0.766
CYP2D6-inhibitor:	0.208
CYP2D6-substrate:	0.526
CYP3A4-inhibitor:	0.301
CYP3A4-substrate:	0.211

ADMET: Excretion

Clearance (CL):	13.195
Half-life (T1/2):	0.905

ADMET: Toxicity

hERG Blockers:	0.017
Human Hepatotoxicity (H-HT):	0.055
Drug-inuced Liver Injury (DILI):	0.499
AMES Toxicity:	0.385
Rat Oral Acute Toxicity:	0.146
Maximum Recommended Daily Dose:	0.035
Skin Sensitization:	0.731
Carcinogencity:	0.359
Eye Corrosion:	0.893
Eye Irritation:	0.987
Respiratory Toxicity:	0.765

Download Data

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

Natural Product: NPC150919

Natural Product ID:	NPC150919
*Common Name:**	3,4-Dihydroxyacetophenone
IUPAC Name:	1-(3,4-dihydroxyphenyl)ethanone
Synonyms:	3,4-Dihydroxyacetophenone
Standard InCHIKey:	UCQUAMAQHHEXGD-UHFFFAOYSA-N
Standard InCHI:	InChI=1S/C8H8O3/c1-5(9)6-2-3-7(10)8(11)4-6/h2-4,10-11H,1H3
SMILES:	CC(=O)c1ccc(c(c1)O)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL243161
PubChem CID:	14530
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0004603] Organic oxygen compounds [CHEMONTID:0000323] Organooxygen compounds [CHEMONTID:0001831] Carbonyl compounds [CHEMONTID:0000118] Ketones [CHEMONTID:0003670] Aryl ketones [CHEMONTID:0004296] Phenylketones [CHEMONTID:0004298] Alkyl-phenylketones

*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
NPO20440	Chrysanthemum x morifolium	Species	Asteraceae	Eukaryota	Flowers	n.a.	n.a.	DOI[10.1016/j.foodchem.2009.03.042]
NPO27831	Phakellia flabellata	Species	Bubaridae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1021/jo00445a028]
NPO20440	Chrysanthemum x morifolium	Species	Asteraceae	Eukaryota	Flowers	n.a.	n.a.	DOI[10.3136/fstr.15.499]
NPO20440	Chrysanthemum x morifolium	Species	Asteraceae	Eukaryota	Flowers	n.a.	n.a.	DOI[10.5897/AJB10.140]
NPO20440	Chrysanthemum x morifolium	Species	Asteraceae	Eukaryota	Flowers	n.a.	n.a.	DOI[10.5897/AJB2010.000-3252]
NPO30270	Cordyceps sinensis	Species	Cordycipitaceae	Eukaryota	n.a.	mycelium	n.a.	PMID[10423860]
NPO29042	Vincetoxicum atratum	Species	Apocynaceae	Eukaryota	Roots	n.a.	n.a.	PMID[11374953]
NPO28107	Penicillium expansum	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[15056914]
NPO28107	Penicillium expansum	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[15270557]
NPO30270	Cordyceps sinensis	Species	Cordycipitaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[15863936]
NPO27850	Trichilia catigua	Species	Meliaceae	Eukaryota	n.a.	bark	n.a.	PMID[18020420]
NPO2421	Picea glauca	Species	Pinaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[18636777]
NPO28574	Oroxylum indicum	Species	Bignoniaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[19948405]
NPO28107	Penicillium expansum	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[20415462]
NPO30270	Cordyceps sinensis	Species	Cordycipitaceae	Eukaryota	n.a.	mycelium	n.a.	PMID[21848266]
NPO30270	Cordyceps sinensis	Species	Cordycipitaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[21848266]
NPO28574	Oroxylum indicum	Species	Bignoniaceae	Eukaryota	n.a.	seed	n.a.	PMID[23672042]
NPO28107	Penicillium expansum	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[24024763]
NPO20440	Chrysanthemum x morifolium	Species	Asteraceae	Eukaryota	Flowers	Tongxiang, China	n.a.	PMID[24621197]
NPO20440	Chrysanthemum x morifolium	Species	Asteraceae	Eukaryota	Flowers	n.a.	n.a.	PMID[28248102]
NPO691	Tarchonanthus camphoratus	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[29244495]
NPO284	Albizia procera	Species	Fabaceae	Eukaryota	Bark	n.a.	n.a.	PMID[30520635]
NPO30745	Chrysanthemum morifolium	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[8158164]
NPO30745	Chrysanthemum morifolium	Species	Asteraceae	Eukaryota	n.a.	inflorescence	n.a.	PMID[8158164]
NPO28050	Thalictrum podocarpum	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO30745	Chrysanthemum morifolium	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO28372	Corydalis pallida	Species	Papaveraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO30883	Vinegar	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[HerDing]
NPO28158	Polygala fruticosa	Species	Polygalaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO99	Artemisia porrecta	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO7155	Cypripedium calceolus	Species	Orchidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO28574	Oroxylum indicum	Species	Bignoniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO28197	Huperzia selago	Species	Lycopodiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO28300	Sorbaria arborea	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO7770	Lactuca laciniata	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO30641	Cynanchum atratum	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO5588	Bursera tonkinensis	Species	Burseraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO30270	Cordyceps sinensis	Species	Cordycipitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO14547.1	Ilex pubescens var. glaber	Varieties	Aquifoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO28176	Russula lepida	Species	Russulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO28050	Thalictrum podocarpum	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO5588	Bursera tonkinensis	Species	Burseraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO14547.1	Ilex pubescens var. glaber	Varieties	Aquifoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO28574	Oroxylum indicum	Species	Bignoniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO28372	Corydalis pallida	Species	Papaveraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO28507	Hymenoxys grandiflora	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO7770	Lactuca laciniata	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO20440	Chrysanthemum x morifolium	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO28197	Huperzia selago	Species	Lycopodiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO99	Artemisia porrecta	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO29042	Vincetoxicum atratum	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO3869	Russula delica	Species	Russulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO28158	Polygala fruticosa	Species	Polygalaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO28300	Sorbaria arborea	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO19432	Millettia pinnata	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO23448	Vinegar	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[TCMID]
NPO7155	Cypripedium calceolus	Species	Orchidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO28300	Sorbaria arborea	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO28372	Corydalis pallida	Species	Papaveraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO30641	Cynanchum atratum	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO30745	Chrysanthemum morifolium	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO14547.1	Ilex pubescens var. glaber	Varieties	Aquifoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO28574	Oroxylum indicum	Species	Bignoniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO28197	Huperzia selago	Species	Lycopodiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO30270	Cordyceps sinensis	Species	Cordycipitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO7155	Cypripedium calceolus	Species	Orchidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO842	Vincetoxicum versicolor	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO20440	Chrysanthemum x morifolium	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO28574	Oroxylum indicum	Species	Bignoniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO29042	Vincetoxicum atratum	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO28651	Othonna tagetes	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4117	Nauclea rhynchophylla	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27973	Simaba cuneata	Species	Simaroubaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7464	Uruparia lanosa	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[UNPD]
NPO6604	Melanothamnus afaqhusainii	Species	Rhodomelaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28300	Sorbaria arborea	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28107	Penicillium expansum	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28507	Hymenoxys grandiflora	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5641	Dendroctonus frontalis	Species	Curculionidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28443	Larix lyallii	Species	Pinaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28282	Turbina corymbosa	Species	Convolvulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO3255	Lampranthus sociorum	Species	Aizoaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO1899	Aria rostellata	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO3415	Perymenium mendezii	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27831	Phakellia flabellata	Species	Bubaridae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15597	Calystegia pubescens	Species	Convolvulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28611	Phragmatobia fuliginosa	Species	Erebidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28214	Phyllosticta cirsii	Species	Phyllostictaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4706	Streptomyces vinaceusdrappus	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO10173	Billbergia buchholtzii	Species	Bromeliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO29042	Vincetoxicum atratum	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28425	Senecio miser	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO284	Albizia procera	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28071	Dendrobates auratus	Species	Dendrobatidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28668	Agave cocui	Species	Asparagaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO978	Panzerina lanata	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28228	Kielmeyera rubriflora	Species	Calophyllaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9245	Ventilago madraspatana	Species	Rhamnaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28494	Hydroclathrus tenuis	Species	Scytosiphonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO1539	Artemisia giraldii	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4421	Penicillium cyclopium	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27956	Eupatoriastrum nelsonii	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[UNPD]
NPO7155	Cypripedium calceolus	Species	Orchidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO29287	Alectoria ochroleuca	Species	Parmeliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25330	Maackia floribunda	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27906	Philadelphus coronarius	Species	Hydrangeaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28574	Oroxylum indicum	Species	Bignoniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19432	Millettia pinnata	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28316	Scandix pecten-veneris	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO855	Elymnias thryallis	Species	Nymphalidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28050	Thalictrum podocarpum	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO2963	Diospyros glaucifolia	Species	Ebenaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5981	Achlys triphylla	Species	Berberidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7616	Melanargia galathea	Species	Nymphalidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO2421	Picea glauca	Species	Pinaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28479	Campanula hypopolia	Species	Campanulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28543	Alcyonium coralloides	Species	Alcyoniidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28158	Polygala fruticosa	Species	Polygalaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO3869	Russula delica	Species	Russulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11786	Cylindropuntia leptocaulis	Species	Cactaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO3963	Hortonia floribunda	Species	Monimiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28372	Corydalis pallida	Species	Papaveraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28197	Huperzia selago	Species	Lycopodiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7770	Lactuca laciniata	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28593	Pteris pedata	Species	Pteridaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO29373	Trichoplusia ni	Species	0ctuidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO3263	Thea sasanqua	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[UNPD]
NPO27918	Pterocarpus macrocarpus	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27891	Lethariella sinensis	Species	Parmeliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28461	Crepis czerepanovii	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO99	Artemisia porrecta	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28009	Pellina semitubulosa	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[UNPD]
NPO28404	Chasmanthera dependens	Species	Menispermaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO691	Tarchonanthus camphoratus	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20440	Chrysanthemum x morifolium	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5588	Bursera tonkinensis	Species	Burseraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27850	Trichilia catigua	Species	Meliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27938	Meliosma wightii	Species	Sabiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28176	Russula lepida	Species	Russulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10135	Tripteris microcarpa	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28525	Urginea riparia	Species	Hyacinthaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28333	Syzygium levinei	Species	Myrtaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO2832	Hazunta membranacea	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[UNPD]
NPO6844	Bulbophyllum protractum	Species	Orchidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4728	Streptomyces tsukubensis	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO4952	Pertusaria amara	Species	Pertusariaceae	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
Others	3

Activity Type	# Activity
Cell Line	2
PROTEIN COMPLEX	2

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT113	Cell Line	RAW264.7	Mus musculus	Inhibition	=	-29.2	%	PMID[481358]
NPT848	Cell Line	N9	Homo sapiens	Inhibition	=	-21.5	%	PMID[481358]
NPT22906	PROTEIN COMPLEX	Urease subunit alpha/Urease subunit beta	Helicobacter pylori (strain ATCC 700392 / 26695) (Campylobacterpylori)	Inhibition	=	41.0	%	PMID[481357]

☑ 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 NPC150919 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	329
0.1-0.2	1925
0.2-0.3	4969
0.3-0.4	12288
0.4-0.5	5722
0.5-0.6	6547
0.6-0.7	8467
0.7-0.8	2218
0.8-0.85	184
0.85-0.9	41
0.9-0.95	5
0.95-1	2

Similarity Score	Similarity Level	Natural Product ID
0.9115	High Similarity	NPC278102
0.9083	High Similarity	NPC34715
0.9083	High Similarity	NPC16651
0.9083	High Similarity	NPC226699
0.9083	High Similarity	NPC32163
0.9018	High Similarity	NPC231717
0.8991	High Similarity	NPC6984
0.8966	High Similarity	NPC156654
0.8926	High Similarity	NPC107672
0.8919	High Similarity	NPC95172
0.887	High Similarity	NPC277394
0.887	High Similarity	NPC299252
0.887	High Similarity	NPC61062
0.8862	High Similarity	NPC117609
0.8852	High Similarity	NPC234175
0.8814	High Similarity	NPC294361
0.8814	High Similarity	NPC236520
0.8807	High Similarity	NPC79672
0.8783	High Similarity	NPC4665
0.877	High Similarity	NPC158654
0.877	High Similarity	NPC324209
0.872	High Similarity	NPC50763
0.8673	High Similarity	NPC222084
0.8661	High Similarity	NPC17525
0.8651	High Similarity	NPC474715
0.864	High Similarity	NPC34070
0.864	High Similarity	NPC469526
0.8636	High Similarity	NPC52087
0.8629	High Similarity	NPC226855
0.8618	High Similarity	NPC473787
0.8618	High Similarity	NPC203719
0.8618	High Similarity	NPC117237
0.8609	High Similarity	NPC148969
0.8609	High Similarity	NPC242136
0.8609	High Similarity	NPC11824
0.8596	High Similarity	NPC114682
0.8596	High Similarity	NPC212718
0.8571	High Similarity	NPC135801
0.856	High Similarity	NPC26697
0.856	High Similarity	NPC66905
0.8516	High Similarity	NPC139519
0.8512	High Similarity	NPC114298
0.8512	High Similarity	NPC225710
0.8512	High Similarity	NPC139171
0.8509	High Similarity	NPC116842
0.8504	High Similarity	NPC294226
0.85	High Similarity	NPC225245
0.85	High Similarity	NPC190971
0.848	Intermediate Similarity	NPC94810
0.8475	Intermediate Similarity	NPC28169
0.8462	Intermediate Similarity	NPC322197
0.8462	Intermediate Similarity	NPC240163
0.8462	Intermediate Similarity	NPC161304
0.845	Intermediate Similarity	NPC7464
0.8443	Intermediate Similarity	NPC257976
0.8443	Intermediate Similarity	NPC164778
0.8443	Intermediate Similarity	NPC242372
0.8443	Intermediate Similarity	NPC4181
0.844	Intermediate Similarity	NPC280869
0.8435	Intermediate Similarity	NPC268388
0.8435	Intermediate Similarity	NPC297657
0.843	Intermediate Similarity	NPC120545
0.8425	Intermediate Similarity	NPC111888
0.8413	Intermediate Similarity	NPC298268
0.8413	Intermediate Similarity	NPC233056
0.8374	Intermediate Similarity	NPC273686
0.8374	Intermediate Similarity	NPC312404
0.8372	Intermediate Similarity	NPC258502
0.8372	Intermediate Similarity	NPC72918
0.8372	Intermediate Similarity	NPC208760
0.8362	Intermediate Similarity	NPC51698
0.8361	Intermediate Similarity	NPC86900
0.8361	Intermediate Similarity	NPC91478
0.8359	Intermediate Similarity	NPC138472
0.8359	Intermediate Similarity	NPC4170
0.8359	Intermediate Similarity	NPC283823
0.8359	Intermediate Similarity	NPC159418
0.8359	Intermediate Similarity	NPC111845
0.8359	Intermediate Similarity	NPC239855
0.8349	Intermediate Similarity	NPC260000
0.8349	Intermediate Similarity	NPC109955
0.8347	Intermediate Similarity	NPC248363
0.8346	Intermediate Similarity	NPC264145
0.8333	Intermediate Similarity	NPC473767
0.8333	Intermediate Similarity	NPC224584
0.8333	Intermediate Similarity	NPC299406
0.8321	Intermediate Similarity	NPC5014
0.8321	Intermediate Similarity	NPC165191
0.8321	Intermediate Similarity	NPC473479
0.8321	Intermediate Similarity	NPC297797
0.8321	Intermediate Similarity	NPC469680
0.8321	Intermediate Similarity	NPC61398
0.8321	Intermediate Similarity	NPC471974
0.8321	Intermediate Similarity	NPC289358
0.8321	Intermediate Similarity	NPC477849
0.8321	Intermediate Similarity	NPC51531
0.8321	Intermediate Similarity	NPC42384
0.8321	Intermediate Similarity	NPC469857
0.8321	Intermediate Similarity	NPC149773
0.8321	Intermediate Similarity	NPC23667
0.8321	Intermediate Similarity	NPC473779
0.8321	Intermediate Similarity	NPC91887
0.8321	Intermediate Similarity	NPC325625
0.8321	Intermediate Similarity	NPC416
0.8321	Intermediate Similarity	NPC46242
0.8321	Intermediate Similarity	NPC50615
0.8321	Intermediate Similarity	NPC114333
0.8321	Intermediate Similarity	NPC28592
0.8321	Intermediate Similarity	NPC469681
0.8321	Intermediate Similarity	NPC245760
0.8321	Intermediate Similarity	NPC157284
0.832	Intermediate Similarity	NPC156539
0.8319	Intermediate Similarity	NPC1786
0.8319	Intermediate Similarity	NPC269414
0.8319	Intermediate Similarity	NPC19149
0.8319	Intermediate Similarity	NPC294902
0.8319	Intermediate Similarity	NPC187913
0.8319	Intermediate Similarity	NPC1075
0.8308	Intermediate Similarity	NPC65005
0.8308	Intermediate Similarity	NPC194764
0.8308	Intermediate Similarity	NPC264112
0.8295	Intermediate Similarity	NPC204582
0.8293	Intermediate Similarity	NPC474691
0.8264	Intermediate Similarity	NPC260837
0.8258	Intermediate Similarity	NPC294330
0.8246	Intermediate Similarity	NPC29883
0.8246	Intermediate Similarity	NPC141523
0.8244	Intermediate Similarity	NPC290030
0.8244	Intermediate Similarity	NPC264022
0.824	Intermediate Similarity	NPC179777
0.8231	Intermediate Similarity	NPC153088
0.823	Intermediate Similarity	NPC219913
0.823	Intermediate Similarity	NPC163734
0.822	Intermediate Similarity	NPC81808
0.8217	Intermediate Similarity	NPC156124
0.8217	Intermediate Similarity	NPC304929
0.8217	Intermediate Similarity	NPC1321
0.8214	Intermediate Similarity	NPC196479
0.8211	Intermediate Similarity	NPC282577
0.8197	Intermediate Similarity	NPC98305
0.8195	Intermediate Similarity	NPC908
0.8195	Intermediate Similarity	NPC138438
0.8195	Intermediate Similarity	NPC473527
0.8182	Intermediate Similarity	NPC112135
0.8182	Intermediate Similarity	NPC161617
0.8175	Intermediate Similarity	NPC276466
0.8175	Intermediate Similarity	NPC214620
0.8175	Intermediate Similarity	NPC123722
0.8175	Intermediate Similarity	NPC151167
0.8175	Intermediate Similarity	NPC123228
0.8175	Intermediate Similarity	NPC5018
0.8168	Intermediate Similarity	NPC156307
0.8168	Intermediate Similarity	NPC156892
0.8168	Intermediate Similarity	NPC324929
0.8168	Intermediate Similarity	NPC475111
0.8167	Intermediate Similarity	NPC160199
0.8165	Intermediate Similarity	NPC107522
0.8158	Intermediate Similarity	NPC69332
0.8158	Intermediate Similarity	NPC95178
0.8158	Intermediate Similarity	NPC184658
0.8158	Intermediate Similarity	NPC29989
0.8158	Intermediate Similarity	NPC317592
0.8154	Intermediate Similarity	NPC144662
0.8142	Intermediate Similarity	NPC120719
0.8134	Intermediate Similarity	NPC84273
0.813	Intermediate Similarity	NPC201777
0.8125	Intermediate Similarity	NPC244441
0.8125	Intermediate Similarity	NPC110764
0.8125	Intermediate Similarity	NPC285776
0.812	Intermediate Similarity	NPC226250
0.812	Intermediate Similarity	NPC472903
0.812	Intermediate Similarity	NPC4796
0.8115	Intermediate Similarity	NPC206778
0.8115	Intermediate Similarity	NPC285829
0.8115	Intermediate Similarity	NPC265454
0.8115	Intermediate Similarity	NPC34634
0.811	Intermediate Similarity	NPC247250
0.811	Intermediate Similarity	NPC767
0.8106	Intermediate Similarity	NPC147418
0.8099	Intermediate Similarity	NPC474890
0.8099	Intermediate Similarity	NPC41567
0.8099	Intermediate Similarity	NPC161943
0.8099	Intermediate Similarity	NPC63126
0.8099	Intermediate Similarity	NPC273282
0.8099	Intermediate Similarity	NPC249435
0.8095	Intermediate Similarity	NPC8745
0.8095	Intermediate Similarity	NPC15837
0.8095	Intermediate Similarity	NPC303680
0.8095	Intermediate Similarity	NPC90128
0.8095	Intermediate Similarity	NPC84076
0.8092	Intermediate Similarity	NPC204592
0.8092	Intermediate Similarity	NPC18646
0.8083	Intermediate Similarity	NPC477453
0.8083	Intermediate Similarity	NPC131192
0.8083	Intermediate Similarity	NPC108288
0.808	Intermediate Similarity	NPC85565
0.808	Intermediate Similarity	NPC13238
0.808	Intermediate Similarity	NPC288945
0.808	Intermediate Similarity	NPC30216
0.8074	Intermediate Similarity	NPC469855

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 NPC150919 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	340
0.1-0.2	1011
0.2-0.3	1513
0.3-0.4	2956
0.4-0.5	1850
0.5-0.6	1061
0.6-0.7	342
0.7-0.8	70
0.8-0.85	5
0.85-0.9	2
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8618	High Similarity	NPD9494	Approved
0.8571	High Similarity	NPD943	Approved
0.8512	High Similarity	NPD9269	Phase 2
0.8308	Intermediate Similarity	NPD651	Clinical (unspecified phase)
0.8246	Intermediate Similarity	NPD9265	Clinical (unspecified phase)
0.8217	Intermediate Similarity	NPD230	Phase 1
0.8182	Intermediate Similarity	NPD9268	Approved
0.8083	Intermediate Similarity	NPD405	Clinical (unspecified phase)
0.7951	Intermediate Similarity	NPD9545	Approved
0.7886	Intermediate Similarity	NPD4196	Clinical (unspecified phase)
0.7797	Intermediate Similarity	NPD3022	Approved
0.7797	Intermediate Similarity	NPD3021	Approved
0.7717	Intermediate Similarity	NPD4379	Clinical (unspecified phase)
0.7674	Intermediate Similarity	NPD257	Approved
0.7674	Intermediate Similarity	NPD258	Approved
0.7667	Intermediate Similarity	NPD228	Approved
0.7597	Intermediate Similarity	NPD1470	Approved
0.7571	Intermediate Similarity	NPD1511	Approved
0.7563	Intermediate Similarity	NPD74	Approved
0.7563	Intermediate Similarity	NPD9266	Approved
0.7559	Intermediate Similarity	NPD1201	Approved
0.75	Intermediate Similarity	NPD9493	Approved
0.75	Intermediate Similarity	NPD1509	Clinical (unspecified phase)
0.7481	Intermediate Similarity	NPD9569	Approved
0.7479	Intermediate Similarity	NPD9267	Approved
0.7479	Intermediate Similarity	NPD9264	Approved
0.7479	Intermediate Similarity	NPD9263	Approved
0.7465	Intermediate Similarity	NPD1512	Approved
0.7459	Intermediate Similarity	NPD9379	Approved
0.7459	Intermediate Similarity	NPD9377	Approved
0.7407	Intermediate Similarity	NPD447	Suspended
0.7402	Intermediate Similarity	NPD3019	Approved
0.7402	Intermediate Similarity	NPD2932	Approved
0.7388	Intermediate Similarity	NPD259	Phase 1
0.7365	Intermediate Similarity	NPD3882	Suspended
0.7357	Intermediate Similarity	NPD8166	Discontinued
0.7347	Intermediate Similarity	NPD2801	Approved
0.7333	Intermediate Similarity	NPD1240	Approved
0.7333	Intermediate Similarity	NPD826	Approved
0.7333	Intermediate Similarity	NPD825	Approved
0.7328	Intermediate Similarity	NPD1164	Approved
0.731	Intermediate Similarity	NPD824	Approved
0.7308	Intermediate Similarity	NPD1755	Approved
0.7305	Intermediate Similarity	NPD6190	Approved
0.7281	Intermediate Similarity	NPD2934	Approved
0.7281	Intermediate Similarity	NPD1432	Clinical (unspecified phase)
0.7281	Intermediate Similarity	NPD2933	Approved
0.7279	Intermediate Similarity	NPD274	Approved
0.7279	Intermediate Similarity	NPD555	Phase 2
0.7279	Intermediate Similarity	NPD1934	Approved
0.7279	Intermediate Similarity	NPD275	Approved
0.7266	Intermediate Similarity	NPD2344	Approved
0.7258	Intermediate Similarity	NPD1241	Discontinued
0.7248	Intermediate Similarity	NPD111	Approved
0.7239	Intermediate Similarity	NPD9536	Phase 1
0.7239	Intermediate Similarity	NPD9537	Phase 1
0.7232	Intermediate Similarity	NPD9258	Approved
0.7232	Intermediate Similarity	NPD9256	Approved
0.7231	Intermediate Similarity	NPD3972	Approved
0.723	Intermediate Similarity	NPD2393	Clinical (unspecified phase)
0.7227	Intermediate Similarity	NPD1237	Approved
0.7226	Intermediate Similarity	NPD1607	Approved
0.7217	Intermediate Similarity	NPD2859	Approved
0.7217	Intermediate Similarity	NPD844	Approved
0.7217	Intermediate Similarity	NPD2860	Approved
0.7192	Intermediate Similarity	NPD3455	Phase 2
0.7185	Intermediate Similarity	NPD3764	Approved
0.7179	Intermediate Similarity	NPD3020	Approved
0.7165	Intermediate Similarity	NPD5536	Phase 2
0.7155	Intermediate Similarity	NPD288	Approved
0.7154	Intermediate Similarity	NPD9280	Clinical (unspecified phase)
0.7153	Intermediate Similarity	NPD7422	Clinical (unspecified phase)
0.7143	Intermediate Similarity	NPD9261	Approved
0.7143	Intermediate Similarity	NPD255	Approved
0.7143	Intermediate Similarity	NPD256	Approved
0.7122	Intermediate Similarity	NPD1510	Phase 2
0.7119	Intermediate Similarity	NPD289	Clinical (unspecified phase)
0.7071	Intermediate Similarity	NPD2935	Discontinued
0.7063	Intermediate Similarity	NPD2309	Approved
0.7063	Intermediate Similarity	NPD9281	Approved
0.702	Intermediate Similarity	NPD4868	Clinical (unspecified phase)
0.7	Intermediate Similarity	NPD9381	Approved
0.7	Intermediate Similarity	NPD9384	Approved
0.6993	Remote Similarity	NPD4628	Phase 3
0.6992	Remote Similarity	NPD1876	Approved
0.6975	Remote Similarity	NPD1242	Phase 1
0.6972	Remote Similarity	NPD970	Clinical (unspecified phase)
0.697	Remote Similarity	NPD9717	Approved
0.697	Remote Similarity	NPD1608	Approved
0.6966	Remote Similarity	NPD6143	Clinical (unspecified phase)
0.696	Remote Similarity	NPD1609	Clinical (unspecified phase)
0.6953	Remote Similarity	NPD9568	Approved
0.695	Remote Similarity	NPD9570	Approved
0.6949	Remote Similarity	NPD9495	Approved
0.6923	Remote Similarity	NPD1220	Phase 1
0.6917	Remote Similarity	NPD940	Approved
0.6917	Remote Similarity	NPD846	Approved
0.6917	Remote Similarity	NPD9622	Approved
0.6899	Remote Similarity	NPD1221	Approved
0.6897	Remote Similarity	NPD3300	Phase 2
0.6889	Remote Similarity	NPD2798	Approved
0.6887	Remote Similarity	NPD1465	Phase 2
0.6879	Remote Similarity	NPD2799	Discontinued
0.6875	Remote Similarity	NPD9257	Approved
0.6875	Remote Similarity	NPD9259	Approved
0.6866	Remote Similarity	NPD1283	Approved
0.6866	Remote Similarity	NPD9634	Clinical (unspecified phase)
0.686	Remote Similarity	NPD1930	Approved
0.686	Remote Similarity	NPD1929	Approved
0.686	Remote Similarity	NPD1931	Clinical (unspecified phase)
0.6855	Remote Similarity	NPD6831	Clinical (unspecified phase)
0.6853	Remote Similarity	NPD1549	Phase 2
0.6849	Remote Similarity	NPD7390	Discontinued
0.6835	Remote Similarity	NPD3818	Discontinued
0.6831	Remote Similarity	NPD5405	Approved
0.6831	Remote Similarity	NPD5404	Approved
0.6831	Remote Similarity	NPD5406	Approved
0.6831	Remote Similarity	NPD5408	Approved
0.6828	Remote Similarity	NPD2354	Approved
0.6824	Remote Similarity	NPD6980	Clinical (unspecified phase)
0.6818	Remote Similarity	NPD3026	Approved
0.6818	Remote Similarity	NPD3023	Approved
0.6815	Remote Similarity	NPD6168	Clinical (unspecified phase)
0.6815	Remote Similarity	NPD1203	Approved
0.6815	Remote Similarity	NPD3055	Approved
0.6815	Remote Similarity	NPD6167	Clinical (unspecified phase)
0.6815	Remote Similarity	NPD3053	Approved
0.6815	Remote Similarity	NPD6166	Phase 2
0.6812	Remote Similarity	NPD411	Approved
0.6806	Remote Similarity	NPD7421	Clinical (unspecified phase)
0.6797	Remote Similarity	NPD690	Clinical (unspecified phase)
0.6794	Remote Similarity	NPD3024	Approved
0.6794	Remote Similarity	NPD1651	Approved
0.6794	Remote Similarity	NPD3025	Approved
0.6783	Remote Similarity	NPD7266	Discontinued
0.6783	Remote Similarity	NPD1552	Clinical (unspecified phase)
0.6783	Remote Similarity	NPD1550	Clinical (unspecified phase)
0.678	Remote Similarity	NPD1809	Phase 2
0.6765	Remote Similarity	NPD9621	Approved
0.6765	Remote Similarity	NPD9619	Approved
0.6765	Remote Similarity	NPD9620	Approved
0.6752	Remote Similarity	NPD1202	Approved
0.6752	Remote Similarity	NPD845	Approved
0.6742	Remote Similarity	NPD17	Approved
0.6741	Remote Similarity	NPD5311	Approved
0.6741	Remote Similarity	NPD5310	Approved
0.6732	Remote Similarity	NPD3817	Phase 2
0.6716	Remote Similarity	NPD1481	Phase 2
0.6714	Remote Similarity	NPD3142	Approved
0.6714	Remote Similarity	NPD3140	Approved
0.6694	Remote Similarity	NPD1444	Approved
0.6694	Remote Similarity	NPD1445	Approved
0.6691	Remote Similarity	NPD2313	Discontinued
0.6689	Remote Similarity	NPD4380	Phase 2
0.6689	Remote Similarity	NPD4378	Clinical (unspecified phase)
0.6688	Remote Similarity	NPD6232	Discontinued
0.6687	Remote Similarity	NPD7054	Approved
0.6667	Remote Similarity	NPD9608	Approved
0.6667	Remote Similarity	NPD9610	Approved
0.6667	Remote Similarity	NPD164	Approved
0.6667	Remote Similarity	NPD2346	Discontinued
0.6667	Remote Similarity	NPD7473	Discontinued
0.6667	Remote Similarity	NPD5951	Approved
0.6646	Remote Similarity	NPD7074	Phase 3
0.6646	Remote Similarity	NPD7472	Approved
0.6645	Remote Similarity	NPD6386	Approved
0.6645	Remote Similarity	NPD6385	Approved
0.6644	Remote Similarity	NPD3750	Approved
0.6644	Remote Similarity	NPD1878	Clinical (unspecified phase)
0.6643	Remote Similarity	NPD6663	Approved
0.6643	Remote Similarity	NPD3299	Clinical (unspecified phase)
0.6642	Remote Similarity	NPD1281	Approved
0.6642	Remote Similarity	NPD1535	Discovery
0.6642	Remote Similarity	NPD1547	Clinical (unspecified phase)
0.6639	Remote Similarity	NPD1932	Approved
0.6623	Remote Similarity	NPD7458	Discontinued
0.6623	Remote Similarity	NPD5978	Approved
0.6623	Remote Similarity	NPD5977	Approved
0.6622	Remote Similarity	NPD6799	Approved
0.6619	Remote Similarity	NPD3027	Phase 3
0.6617	Remote Similarity	NPD4626	Approved
0.6612	Remote Similarity	NPD2066	Phase 3
0.6607	Remote Similarity	NPD9491	Approved
0.6605	Remote Similarity	NPD6797	Phase 2
0.6605	Remote Similarity	NPD7993	Clinical (unspecified phase)
0.6597	Remote Similarity	NPD2796	Approved
0.6594	Remote Similarity	NPD5736	Approved
0.6593	Remote Similarity	NPD4878	Approved
0.6593	Remote Similarity	NPD2337	Clinical (unspecified phase)
0.6591	Remote Similarity	NPD1759	Phase 1
0.6589	Remote Similarity	NPD5283	Phase 1
0.6577	Remote Similarity	NPD7410	Clinical (unspecified phase)
0.6571	Remote Similarity	NPD601	Approved
0.6571	Remote Similarity	NPD597	Approved
0.6571	Remote Similarity	NPD598	Approved
0.6564	Remote Similarity	NPD7685	Pre-registration
0.6564	Remote Similarity	NPD7251	Discontinued
0.6562	Remote Similarity	NPD9508	Approved
0.6558	Remote Similarity	NPD1006	Clinical (unspecified phase)
0.6554	Remote Similarity	NPD6884	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