NPASS Compound

Structure

CID276195 OpenBabel06191716082D 24 25 0 0 1 0 0 0 0 0999 V2000 -5.1962 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -3.0000 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 -2.5981 -1.5000 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 -2.5981 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -0.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.0000 -2.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.3301 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -0.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.5981 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 20 1 0 0 0 0 2 21 1 0 0 0 0 3 22 1 0 0 0 0 4 7 2 0 0 0 0 4 8 1 0 0 0 0 5 7 1 0 0 0 0 5 9 2 0 0 0 0 6 16 1 0 0 0 0 7 23 1 0 0 0 0 8 14 2 0 0 0 0 8 20 1 0 0 0 0 9 14 1 0 0 0 0 9 21 1 0 0 0 0 10 6 1 6 0 0 0 10 11 1 0 0 0 0 10 24 1 0 0 0 0 11 12 1 0 0 0 0 11 17 1 1 0 0 0 12 13 1 0 0 0 0 12 18 1 6 0 0 0 13 15 1 0 0 0 0 13 19 1 1 0 0 0 14 22 1 0 0 0 0 15 23 1 6 0 0 0 15 24 1 0 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	346.13
Volume:	322.086
LogP:	-0.228
LogD:	-0.083
LogS:	-0.819
# Rotatable Bonds:	6
TPSA:	127.07
# H-Bond Aceptor:	9
# H-Bond Donor:	4
# Rings:	2
# Heavy Atoms:	9

MedChem Properties

QED Drug-Likeness Score:	0.507
Synthetic Accessibility Score:	3.417
Fsp3:	0.6
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Accepted
GSK Rule:	Accepted
BMS Rule:	0
Golden Triangle Rule:	Accepted
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-5.684
MDCK Permeability:	5.7402547099627554e-05
Pgp-inhibitor:	0.004
Pgp-substrate:	0.228
Human Intestinal Absorption (HIA):	0.172
20% Bioavailability (F20%):	0.003
30% Bioavailability (F30%):	0.399

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.455
Plasma Protein Binding (PPB):	34.80630111694336%
Volume Distribution (VD):	0.457
Pgp-substrate:	27.946996688842773%

ADMET: Metabolism

CYP1A2-inhibitor:	0.034
CYP1A2-substrate:	0.815
CYP2C19-inhibitor:	0.014
CYP2C19-substrate:	0.889
CYP2C9-inhibitor:	0.001
CYP2C9-substrate:	0.378
CYP2D6-inhibitor:	0.008
CYP2D6-substrate:	0.599
CYP3A4-inhibitor:	0.005
CYP3A4-substrate:	0.057

ADMET: Excretion

Clearance (CL):	4.266
Half-life (T1/2):	0.807

ADMET: Toxicity

hERG Blockers:	0.213
Human Hepatotoxicity (H-HT):	0.186
Drug-inuced Liver Injury (DILI):	0.039
AMES Toxicity:	0.099
Rat Oral Acute Toxicity:	0.01
Maximum Recommended Daily Dose:	0.009
Skin Sensitization:	0.426
Carcinogencity:	0.121
Eye Corrosion:	0.01
Eye Irritation:	0.068
Respiratory Toxicity:	0.042

Download Data

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

Natural Product: NPC276195

Natural Product ID:	NPC276195
*Common Name:**	3,4,5-Trimethoxyphenyl-Beta-D-Glucopyranoside
IUPAC Name:	(2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-(3,4,5-trimethoxyphenoxy)oxane-3,4,5-triol
Synonyms:
Standard InCHIKey:	NBLLRWANAFOKON-ZHZXCYKASA-N
Standard InCHI:	InChI=1S/C15H22O9/c1-20-8-4-7(5-9(21-2)14(8)22-3)23-15-13(19)12(18)11(17)10(6-16)24-15/h4-5,10-13,15-19H,6H2,1-3H3/t10-,11-,12+,13-,15-/m1/s1
SMILES:	OC[C@H]1O[C@@H](Oc2cc(OC)c(c(c2)OC)OC)[C@@H]([C@H]([C@@H]1O)O)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL469618
PubChem CID:	636454
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0004603] Organic oxygen compounds [CHEMONTID:0000323] Organooxygen compounds [CHEMONTID:0000011] Carbohydrates and carbohydrate conjugates [CHEMONTID:0002105] Glycosyl compounds [CHEMONTID:0004165] Phenolic glycosides

*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
NPO19242	Eucalyptus albens	Species	Myrtaceae	Eukaryota	flowers	n.a.	n.a.	PMID[10075775]
NPO11164	Renealmia alpinia	Species	Zingiberaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[10479331]
NPO19436	Annona cherimola	Species	Annonaceae	Eukaryota	Seeds	n.a.	n.a.	PMID[15387664]
NPO32690	salsola tetrandra	Species	Chenopodiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[16989538]
NPO19083	Alstonia angustiloba	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[18524603]
NPO17759	Rhododendron mucronulatum	Species	Ericaceae	Eukaryota	n.a.	stem	n.a.	PMID[21443171]
NPO14559	Acer saccharum	Species	Sapindaceae	Eukaryota	bark	n.a.	n.a.	PMID[22032697]
NPO14559	Acer saccharum	Species	Sapindaceae	Eukaryota	n.a.	bark	n.a.	PMID[22032697]
NPO18602	Melampodium leucanthum	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[23501116]
NPO22437	Eurya japonica	Species	Pentaphylacaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[23540981]
NPO18602	Melampodium leucanthum	Species	Asteraceae	Eukaryota	leaves and branches	San Antonio, Texas	2004-JUN	PMID[25685941]
NPO18602	Melampodium leucanthum	Species	Asteraceae	Eukaryota	leaves and branches	n.a.	n.a.	PMID[25685941]
NPO17296	Beesia calthifolia	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[26238319]
NPO18676	Clerodendrum trichotomum	Species	Lamiaceae	Eukaryota	Roots	n.a.	n.a.	PMID[29924604]
NPO11164	Renealmia alpinia	Species	Zingiberaceae	Eukaryota	n.a.	Suriname rainforest	n.a.	PMID[9428162]
NPO19436	Annona cherimola	Species	Annonaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO19436	Annona cherimola	Species	Annonaceae	Eukaryota	Fruit	n.a.	n.a.	Database[FooDB]
NPO19436	Annona cherimola	Species	Annonaceae	Eukaryota	Seed	n.a.	n.a.	Database[FooDB]
NPO19436	Annona cherimola	Species	Annonaceae	Eukaryota	n.a.	n.a.		Database[FooDB]
NPO17759	Rhododendron mucronulatum	Species	Ericaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO1783	Euonymus fortunei	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO18765	Juniperus scopulorum	Species	Cupressaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO19769	Boschniakia rossica	Species	Orobanchaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO14559	Acer saccharum	Species	Sapindaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO13737	Tephroseris kirilowii	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO22437	Eurya japonica	Species	Pentaphylacaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO17296	Beesia calthifolia	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO14233	Ormosia dasycarpa	Species	Limoniidae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO24402.1	Coffea liberica var. dewevrei	Varieties	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO17759	Rhododendron mucronulatum	Species	Ericaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO19769	Boschniakia rossica	Species	Orobanchaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO1783	Euonymus fortunei	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO13358	Piper brachystachyum	Species	Piperaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO11967	Delphinium giraldii	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO22437	Eurya japonica	Species	Pentaphylacaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO13737	Tephroseris kirilowii	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO18765	Juniperus scopulorum	Species	Cupressaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO18676	Clerodendrum trichotomum	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO14559	Acer saccharum	Species	Sapindaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO19769	Boschniakia rossica	Species	Orobanchaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO18765	Juniperus scopulorum	Species	Cupressaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO17759	Rhododendron mucronulatum	Species	Ericaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO15127	Senecio congestus	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19083	Alstonia angustiloba	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11646	Morella pensylvanica	Species	Myricaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19769	Boschniakia rossica	Species	Orobanchaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18262	Aspergillus microcysticus	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19572	Pellacalyx axillaris	Species	Rhizophoraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12914	Sarcophyton flexuosum	Species	Alcyoniidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17296	Beesia calthifolia	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11967	Delphinium giraldii	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO29531	Lupinus cosentinii	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19170	Lasianthaea podocephala	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11164	Renealmia alpinia	Species	Zingiberaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18424	Selinum libanotis	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17354	Micromonospora echinospora	Species	Micromonosporaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO17230	Psidium acutangulum	Species	Myrtaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18927	Clinacanthus nutans	Species	Acanthaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19709	Pseudocyphellaria australiensis	Species	Lobariaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17759	Rhododendron mucronulatum	Species	Ericaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19242	Eucalyptus albens	Species	Myrtaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26828	Barbarea verna	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13358	Piper brachystachyum	Species	Piperaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14559	Acer saccharum	Species	Sapindaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23780	Psoroma crassum	Species	Pannariaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12223	Stellaria media	Species	Caryophyllaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19371	Costasiella ocellifera	Species	Costasiellidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18348	Crotalaria stolzii	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26183	Scabiosa pyrenaica	Species	Caprifoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18048	Phlomis crinita	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8172	Emericellopsis minima	Species	n.a.	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4679	Hedysarum gmelini	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17630	Helenium integrifolium	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18533	Delisea elegans	Species	Bonnemaisoniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9906	Zephyranthes flava	Species	Amaryllidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO968	Artemisia pectinata	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5455	Euploca racemosa	Species	Heliotropiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17114	Streptomyces melanogenes	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO16135	Pestalotiopsis oenotherae	Species	Sporocadaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO2201	Orthocaulis attenuatus	Species	Anastrophyllaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25370	Botrychium ternatum	Species	Ophioglossaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18676	Clerodendrum trichotomum	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24402.1	Coffea liberica var. dewevrei	Varieties	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15802	Papaver pseudocanescens	Species	Papaveraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25532	Blitum virgatum	Species	Chenopodiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO1783	Euonymus fortunei	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13737	Tephroseris kirilowii	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO29450	Streptomyces parvisporogenes	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO18169	Creosphaeria sassafras	Species	Xylariaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16325	Sideritis dasygnaphala	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12870	Curcuma aeruginosa	Species	Zingiberaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11081	Baccharis grandicapitulata	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19436	Annona cherimola	Species	Annonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17499	Bursera kerberi	Species	Burseraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18765	Juniperus scopulorum	Species	Cupressaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14233	Ormosia dasycarpa	Species	Limoniidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22437	Eurya japonica	Species	Pentaphylacaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18602	Melampodium leucanthum	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25482	Phyllogeiton zeyheri	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[UNPD]
NPO16981	Gutierrezia dracunculoides	Species	Asteraceae	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
ED50	2
IC50	3
MIC	5
Others	3

Activity Type	# Activity
Cell Line	2
Organism	9
Others	2

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT393	Cell Line	HCT-116	Homo sapiens	IC50	<	5.0	ug.mL-1	PMID[496797]
NPT492	Cell Line	Caco-2	Homo sapiens	IC50	<	5.0	ug.mL-1	PMID[496797]
NPT176	Organism	Artemia salina	Artemia salina	ED50	=	28.9	uM	PMID[496796]
NPT17	Organism	Staphylococcus epidermidis	Staphylococcus epidermidis	MBC	>	700.0	ug ml-1	PMID[496796]
NPT729	Organism	Micrococcus luteus	Micrococcus luteus	MIC	=	500.0	ug.mL-1	PMID[496796]
NPT16	Organism	Staphylococcus aureus	Staphylococcus aureus	MIC	=	700.0	ug.mL-1	PMID[496796]
NPT729	Organism	Micrococcus luteus	Micrococcus luteus	MBC	>	700.0	ug ml-1	PMID[496796]
NPT16	Organism	Staphylococcus aureus	Staphylococcus aureus	MBC	>	700.0	ug ml-1	PMID[496796]
NPT19	Organism	Escherichia coli	Escherichia coli	MIC	>	700.0	ug.mL-1	PMID[496796]
NPT17	Organism	Staphylococcus epidermidis	Staphylococcus epidermidis	MIC	=	600.0	ug.mL-1	PMID[496796]
NPT18	Organism	Pseudomonas aeruginosa	Pseudomonas aeruginosa	MIC	>	700.0	ug.mL-1	PMID[496796]
NPT27	Others	Unspecified		IC50	<	5.0	ug.mL-1	PMID[496797]
NPT1	Others	Radical scavenging activity		ED50	>	100.0	uM	PMID[496798]

☑ 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 NPC276195 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	339
0.1-0.2	2253
0.2-0.3	8398
0.3-0.4	11689
0.4-0.5	5348
0.5-0.6	8174
0.6-0.7	5323
0.7-0.8	1056
0.8-0.85	82
0.85-0.9	19
0.9-0.95	8
0.95-1	8

Similarity Score	Similarity Level	Natural Product ID
0.9826	High Similarity	NPC152722
0.9741	High Similarity	NPC192810
0.9741	High Similarity	NPC217854
0.9658	High Similarity	NPC25817
0.9658	High Similarity	NPC221090
0.9496	High Similarity	NPC189589
0.9496	High Similarity	NPC469622
0.9496	High Similarity	NPC171533
0.9496	High Similarity	NPC298845
0.9417	High Similarity	NPC37074
0.9339	High Similarity	NPC247146
0.9256	High Similarity	NPC469621
0.9187	High Similarity	NPC60756
0.9187	High Similarity	NPC208769
0.9113	High Similarity	NPC287780
0.906	High Similarity	NPC228907
0.8974	High Similarity	NPC9248
0.8968	High Similarity	NPC60982
0.8879	High Similarity	NPC142319
0.876	High Similarity	NPC104167
0.874	High Similarity	NPC299144
0.874	High Similarity	NPC162093
0.8672	High Similarity	NPC215833
0.8672	High Similarity	NPC69513
0.8672	High Similarity	NPC49074
0.8605	High Similarity	NPC251981
0.8605	High Similarity	NPC13745
0.8605	High Similarity	NPC48863
0.8538	High Similarity	NPC470236
0.848	Intermediate Similarity	NPC12308
0.8473	Intermediate Similarity	NPC164857
0.8455	Intermediate Similarity	NPC57751
0.845	Intermediate Similarity	NPC470270
0.8425	Intermediate Similarity	NPC302378
0.8385	Intermediate Similarity	NPC132895
0.8359	Intermediate Similarity	NPC248355
0.8359	Intermediate Similarity	NPC166040
0.8348	Intermediate Similarity	NPC232654
0.8346	Intermediate Similarity	NPC212770
0.8346	Intermediate Similarity	NPC98777
0.8321	Intermediate Similarity	NPC107478
0.8295	Intermediate Similarity	NPC472024
0.8295	Intermediate Similarity	NPC80600
0.8284	Intermediate Similarity	NPC210478
0.8271	Intermediate Similarity	NPC59324
0.8271	Intermediate Similarity	NPC65530
0.8235	Intermediate Similarity	NPC252169
0.8231	Intermediate Similarity	NPC166168
0.822	Intermediate Similarity	NPC247871
0.8217	Intermediate Similarity	NPC270849
0.8217	Intermediate Similarity	NPC26653
0.8211	Intermediate Similarity	NPC214289
0.8197	Intermediate Similarity	NPC151617
0.8197	Intermediate Similarity	NPC76915
0.8195	Intermediate Similarity	NPC203230
0.8195	Intermediate Similarity	NPC242028
0.8162	Intermediate Similarity	NPC189115
0.8162	Intermediate Similarity	NPC475084
0.8162	Intermediate Similarity	NPC469559
0.816	Intermediate Similarity	NPC226712
0.8154	Intermediate Similarity	NPC262606
0.8145	Intermediate Similarity	NPC60589
0.8145	Intermediate Similarity	NPC469708
0.814	Intermediate Similarity	NPC40377
0.8134	Intermediate Similarity	NPC195196
0.8129	Intermediate Similarity	NPC227902
0.8125	Intermediate Similarity	NPC233559
0.812	Intermediate Similarity	NPC124712
0.8106	Intermediate Similarity	NPC294166
0.8106	Intermediate Similarity	NPC25821
0.8106	Intermediate Similarity	NPC115022
0.8095	Intermediate Similarity	NPC126216
0.8095	Intermediate Similarity	NPC105147
0.8095	Intermediate Similarity	NPC228875
0.8092	Intermediate Similarity	NPC469698
0.8092	Intermediate Similarity	NPC9912
0.8092	Intermediate Similarity	NPC473412
0.8088	Intermediate Similarity	NPC469661
0.808	Intermediate Similarity	NPC269242
0.808	Intermediate Similarity	NPC469412
0.808	Intermediate Similarity	NPC205850
0.808	Intermediate Similarity	NPC198734
0.8077	Intermediate Similarity	NPC307110
0.8077	Intermediate Similarity	NPC218003
0.8071	Intermediate Similarity	NPC96294
0.8071	Intermediate Similarity	NPC478237
0.8071	Intermediate Similarity	NPC175976
0.8062	Intermediate Similarity	NPC140750
0.806	Intermediate Similarity	NPC172818
0.806	Intermediate Similarity	NPC25695
0.8045	Intermediate Similarity	NPC187194
0.8045	Intermediate Similarity	NPC87696
0.8043	Intermediate Similarity	NPC25292
0.8043	Intermediate Similarity	NPC473045
0.803	Intermediate Similarity	NPC26080
0.803	Intermediate Similarity	NPC85799
0.803	Intermediate Similarity	NPC165686
0.803	Intermediate Similarity	NPC303422
0.8015	Intermediate Similarity	NPC474491
0.8	Intermediate Similarity	NPC198487
0.7986	Intermediate Similarity	NPC161700
0.7986	Intermediate Similarity	NPC277867
0.7986	Intermediate Similarity	NPC475096
0.7985	Intermediate Similarity	NPC238243
0.7985	Intermediate Similarity	NPC55040
0.7985	Intermediate Similarity	NPC185778
0.7971	Intermediate Similarity	NPC473044
0.7969	Intermediate Similarity	NPC287429
0.7958	Intermediate Similarity	NPC114740
0.7955	Intermediate Similarity	NPC121376
0.7955	Intermediate Similarity	NPC475067
0.7955	Intermediate Similarity	NPC65942
0.7955	Intermediate Similarity	NPC248307
0.7949	Intermediate Similarity	NPC307875
0.7939	Intermediate Similarity	NPC97326
0.7929	Intermediate Similarity	NPC190714
0.7929	Intermediate Similarity	NPC99515
0.7929	Intermediate Similarity	NPC125755
0.7926	Intermediate Similarity	NPC197723
0.7926	Intermediate Similarity	NPC138350
0.7926	Intermediate Similarity	NPC37468
0.7926	Intermediate Similarity	NPC165482
0.7926	Intermediate Similarity	NPC40664
0.7926	Intermediate Similarity	NPC3293
0.791	Intermediate Similarity	NPC188555
0.791	Intermediate Similarity	NPC476411
0.791	Intermediate Similarity	NPC310854
0.791	Intermediate Similarity	NPC130496
0.7907	Intermediate Similarity	NPC470510
0.7902	Intermediate Similarity	NPC213197
0.7899	Intermediate Similarity	NPC5262
0.7899	Intermediate Similarity	NPC472714
0.7895	Intermediate Similarity	NPC252833
0.7887	Intermediate Similarity	NPC212670
0.7887	Intermediate Similarity	NPC313334
0.7887	Intermediate Similarity	NPC206264
0.7883	Intermediate Similarity	NPC226547
0.7879	Intermediate Similarity	NPC469612
0.7879	Intermediate Similarity	NPC470079
0.7879	Intermediate Similarity	NPC469614
0.7872	Intermediate Similarity	NPC39657
0.7868	Intermediate Similarity	NPC138738
0.7868	Intermediate Similarity	NPC87777
0.7868	Intermediate Similarity	NPC470413
0.7868	Intermediate Similarity	NPC262328
0.7868	Intermediate Similarity	NPC124149
0.7846	Intermediate Similarity	NPC110677
0.7846	Intermediate Similarity	NPC473960
0.7842	Intermediate Similarity	NPC37793
0.7836	Intermediate Similarity	NPC6836
0.7832	Intermediate Similarity	NPC238140
0.782	Intermediate Similarity	NPC469613
0.782	Intermediate Similarity	NPC469625
0.782	Intermediate Similarity	NPC30043
0.7817	Intermediate Similarity	NPC270751
0.7817	Intermediate Similarity	NPC248132
0.7817	Intermediate Similarity	NPC93924
0.7817	Intermediate Similarity	NPC130449
0.7812	Intermediate Similarity	NPC476142
0.781	Intermediate Similarity	NPC100389
0.7803	Intermediate Similarity	NPC295970
0.7803	Intermediate Similarity	NPC218856
0.7803	Intermediate Similarity	NPC202582
0.7803	Intermediate Similarity	NPC3439
0.7803	Intermediate Similarity	NPC210623
0.7803	Intermediate Similarity	NPC273295
0.7803	Intermediate Similarity	NPC470258
0.7803	Intermediate Similarity	NPC285339
0.7803	Intermediate Similarity	NPC190629
0.7803	Intermediate Similarity	NPC226788
0.7803	Intermediate Similarity	NPC222004
0.7794	Intermediate Similarity	NPC186418
0.7794	Intermediate Similarity	NPC103409
0.7793	Intermediate Similarity	NPC78809
0.7786	Intermediate Similarity	NPC297342
0.7786	Intermediate Similarity	NPC138227
0.7786	Intermediate Similarity	NPC76176
0.7786	Intermediate Similarity	NPC473046
0.7786	Intermediate Similarity	NPC474119
0.7786	Intermediate Similarity	NPC472712
0.7786	Intermediate Similarity	NPC198798
0.7786	Intermediate Similarity	NPC216836
0.7786	Intermediate Similarity	NPC472713
0.7786	Intermediate Similarity	NPC168579
0.7786	Intermediate Similarity	NPC118385
0.7786	Intermediate Similarity	NPC469313
0.7786	Intermediate Similarity	NPC187774
0.7778	Intermediate Similarity	NPC170694
0.7778	Intermediate Similarity	NPC470881
0.7778	Intermediate Similarity	NPC35731
0.7762	Intermediate Similarity	NPC51328
0.7762	Intermediate Similarity	NPC35877
0.7762	Intermediate Similarity	NPC55715
0.7762	Intermediate Similarity	NPC286235
0.7762	Intermediate Similarity	NPC106138
0.7762	Intermediate Similarity	NPC55158
0.7762	Intermediate Similarity	NPC95392
0.7761	Intermediate Similarity	NPC16208
0.7761	Intermediate Similarity	NPC160991
0.7761	Intermediate Similarity	NPC7903

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 NPC276195 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	274
0.1-0.2	1082
0.2-0.3	2887
0.3-0.4	2627
0.4-0.5	1333
0.5-0.6	767
0.6-0.7	165
0.7-0.8	14
0.8-0.85	1
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.816	Intermediate Similarity	NPD1091	Approved
0.8158	Intermediate Similarity	NPD291	Approved
0.7983	Intermediate Similarity	NPD556	Approved
0.7887	Intermediate Similarity	NPD1653	Approved
0.7619	Intermediate Similarity	NPD1408	Clinical (unspecified phase)
0.7609	Intermediate Similarity	NPD3454	Phase 3
0.7407	Intermediate Similarity	NPD3027	Phase 3
0.7372	Intermediate Similarity	NPD1612	Clinical (unspecified phase)
0.7372	Intermediate Similarity	NPD1613	Approved
0.7368	Intermediate Similarity	NPD9365	Approved
0.7287	Intermediate Similarity	NPD7534	Approved
0.7287	Intermediate Similarity	NPD7533	Approved
0.7206	Intermediate Similarity	NPD3537	Clinical (unspecified phase)
0.7179	Intermediate Similarity	NPD9296	Approved
0.7132	Intermediate Similarity	NPD1530	Clinical (unspecified phase)
0.7099	Intermediate Similarity	NPD1357	Approved
0.7097	Intermediate Similarity	NPD290	Approved
0.7083	Intermediate Similarity	NPD6674	Discontinued
0.708	Intermediate Similarity	NPD1529	Clinical (unspecified phase)
0.7068	Intermediate Similarity	NPD3705	Approved
0.6966	Remote Similarity	NPD1652	Phase 2
0.6963	Remote Similarity	NPD2983	Phase 2
0.6963	Remote Similarity	NPD2982	Phase 2
0.696	Remote Similarity	NPD9552	Approved
0.6944	Remote Similarity	NPD521	Clinical (unspecified phase)
0.6937	Remote Similarity	NPD7054	Approved
0.6923	Remote Similarity	NPD191	Approved
0.6897	Remote Similarity	NPD9295	Approved
0.6894	Remote Similarity	NPD7472	Approved
0.6894	Remote Similarity	NPD7074	Phase 3
0.6889	Remote Similarity	NPD2981	Phase 2
0.6871	Remote Similarity	NPD4338	Clinical (unspecified phase)
0.6863	Remote Similarity	NPD37	Approved
0.6842	Remote Similarity	NPD1798	Approved
0.6842	Remote Similarity	NPD1797	Approved
0.6839	Remote Similarity	NPD4965	Approved
0.6839	Remote Similarity	NPD4967	Phase 2
0.6839	Remote Similarity	NPD4966	Approved
0.6828	Remote Similarity	NPD7266	Discontinued
0.6822	Remote Similarity	NPD7843	Approved
0.6795	Remote Similarity	NPD4381	Clinical (unspecified phase)
0.6772	Remote Similarity	NPD7199	Phase 2
0.6772	Remote Similarity	NPD2684	Approved
0.677	Remote Similarity	NPD3818	Discontinued
0.677	Remote Similarity	NPD7228	Approved
0.6768	Remote Similarity	NPD7808	Phase 3
0.6767	Remote Similarity	NPD1548	Phase 1
0.6763	Remote Similarity	NPD3018	Phase 2
0.6752	Remote Similarity	NPD6234	Discontinued
0.6748	Remote Similarity	NPD6797	Phase 2
0.6746	Remote Similarity	NPD968	Approved
0.672	Remote Similarity	NPD9501	Approved
0.6714	Remote Similarity	NPD4908	Phase 1
0.6711	Remote Similarity	NPD5058	Phase 3
0.6707	Remote Similarity	NPD7251	Discontinued
0.6692	Remote Similarity	NPD1102	Approved
0.6692	Remote Similarity	NPD1103	Approved
0.6691	Remote Similarity	NPD1610	Phase 2
0.6667	Remote Similarity	NPD7157	Approved
0.6667	Remote Similarity	NPD9094	Approved
0.6645	Remote Similarity	NPD3382	Approved
0.6645	Remote Similarity	NPD3383	Approved
0.6645	Remote Similarity	NPD3384	Approved
0.662	Remote Similarity	NPD6859	Clinical (unspecified phase)
0.662	Remote Similarity	NPD4907	Clinical (unspecified phase)
0.662	Remote Similarity	NPD6410	Clinical (unspecified phase)
0.6619	Remote Similarity	NPD3827	Clinical (unspecified phase)
0.6606	Remote Similarity	NPD7240	Approved
0.6594	Remote Similarity	NPD4749	Approved
0.6584	Remote Similarity	NPD7184	Clinical (unspecified phase)
0.6573	Remote Similarity	NPD6233	Phase 2
0.6569	Remote Similarity	NPD422	Phase 1
0.6568	Remote Similarity	NPD6842	Approved
0.6568	Remote Similarity	NPD6843	Phase 3
0.6568	Remote Similarity	NPD6841	Approved
0.6538	Remote Similarity	NPD2671	Approved
0.6538	Remote Similarity	NPD1934	Approved
0.6538	Remote Similarity	NPD2673	Approved
0.6525	Remote Similarity	NPD2250	Discontinued
0.6525	Remote Similarity	NPD5266	Clinical (unspecified phase)
0.6524	Remote Similarity	NPD7804	Clinical (unspecified phase)
0.6519	Remote Similarity	NPD4868	Clinical (unspecified phase)
0.6507	Remote Similarity	NPD4538	Approved
0.6507	Remote Similarity	NPD4537	Clinical (unspecified phase)
0.6507	Remote Similarity	NPD4536	Approved
0.6497	Remote Similarity	NPD8455	Phase 2
0.6497	Remote Similarity	NPD2801	Approved
0.6489	Remote Similarity	NPD228	Approved
0.6486	Remote Similarity	NPD1375	Discontinued
0.6483	Remote Similarity	NPD5124	Phase 1
0.6483	Remote Similarity	NPD5123	Clinical (unspecified phase)
0.6478	Remote Similarity	NPD7975	Clinical (unspecified phase)
0.6456	Remote Similarity	NPD3817	Phase 2
0.6456	Remote Similarity	NPD6374	Clinical (unspecified phase)
0.6447	Remote Similarity	NPD1774	Approved
0.6442	Remote Similarity	NPD6168	Clinical (unspecified phase)
0.6442	Remote Similarity	NPD6166	Phase 2
0.6442	Remote Similarity	NPD6167	Clinical (unspecified phase)
0.6424	Remote Similarity	NPD5844	Phase 1
0.642	Remote Similarity	NPD3787	Discontinued
0.6418	Remote Similarity	NPD6671	Approved
0.641	Remote Similarity	NPD4678	Approved
0.641	Remote Similarity	NPD4675	Approved
0.6408	Remote Similarity	NPD2861	Phase 2
0.6407	Remote Similarity	NPD6559	Discontinued
0.6395	Remote Similarity	NPD7097	Phase 1
0.6392	Remote Similarity	NPD2393	Clinical (unspecified phase)
0.637	Remote Similarity	NPD1933	Approved
0.6357	Remote Similarity	NPD3685	Discontinued
0.6352	Remote Similarity	NPD5402	Approved
0.6351	Remote Similarity	NPD5960	Phase 3
0.6351	Remote Similarity	NPD5588	Approved
0.6348	Remote Similarity	NPD9093	Approved
0.6346	Remote Similarity	NPD6055	Clinical (unspecified phase)
0.6343	Remote Similarity	NPD9299	Approved
0.6338	Remote Similarity	NPD5647	Approved
0.6338	Remote Similarity	NPD6917	Clinical (unspecified phase)
0.6327	Remote Similarity	NPD2224	Approved
0.6327	Remote Similarity	NPD2223	Approved
0.6323	Remote Similarity	NPD5403	Approved
0.6323	Remote Similarity	NPD6980	Clinical (unspecified phase)
0.6319	Remote Similarity	NPD4625	Phase 3
0.6319	Remote Similarity	NPD3179	Approved
0.6319	Remote Similarity	NPD3180	Approved
0.6312	Remote Similarity	NPD8651	Approved
0.6308	Remote Similarity	NPD1358	Approved
0.6304	Remote Similarity	NPD5126	Approved
0.6304	Remote Similarity	NPD5125	Phase 3
0.6299	Remote Similarity	NPD5401	Approved
0.6293	Remote Similarity	NPD9089	Approved
0.6291	Remote Similarity	NPD5698	Clinical (unspecified phase)
0.6269	Remote Similarity	NPD5283	Phase 1
0.6268	Remote Similarity	NPD6362	Approved
0.6267	Remote Similarity	NPD3540	Phase 1
0.6259	Remote Similarity	NPD3496	Discontinued
0.6259	Remote Similarity	NPD155	Clinical (unspecified phase)
0.6259	Remote Similarity	NPD230	Phase 1
0.6258	Remote Similarity	NPD1940	Clinical (unspecified phase)
0.6241	Remote Similarity	NPD4379	Clinical (unspecified phase)
0.6234	Remote Similarity	NPD6799	Approved
0.6234	Remote Similarity	NPD6143	Clinical (unspecified phase)
0.6233	Remote Similarity	NPD1726	Clinical (unspecified phase)
0.6225	Remote Similarity	NPD2424	Discontinued
0.6224	Remote Similarity	NPD1469	Clinical (unspecified phase)
0.6216	Remote Similarity	NPD6653	Approved
0.6214	Remote Similarity	NPD776	Approved
0.6213	Remote Similarity	NPD7685	Pre-registration
0.6211	Remote Similarity	NPD3882	Suspended
0.6209	Remote Similarity	NPD2677	Approved
0.6209	Remote Similarity	NPD5307	Clinical (unspecified phase)
0.6209	Remote Similarity	NPD2219	Phase 1
0.6203	Remote Similarity	NPD4380	Phase 2
0.62	Remote Similarity	NPD3539	Phase 1
0.6196	Remote Similarity	NPD5494	Approved
0.6194	Remote Similarity	NPD821	Approved
0.619	Remote Similarity	NPD1558	Phase 1
0.6188	Remote Similarity	NPD2977	Approved
0.6188	Remote Similarity	NPD7096	Clinical (unspecified phase)
0.6188	Remote Similarity	NPD2978	Approved
0.6187	Remote Similarity	NPD5846	Approved
0.6187	Remote Similarity	NPD1778	Approved
0.6187	Remote Similarity	NPD6516	Phase 2
0.6184	Remote Similarity	NPD4236	Phase 3
0.6184	Remote Similarity	NPD4237	Approved
0.6178	Remote Similarity	NPD3686	Approved
0.6178	Remote Similarity	NPD3687	Approved
0.6173	Remote Similarity	NPD7075	Discontinued
0.6168	Remote Similarity	NPD3751	Discontinued
0.6164	Remote Similarity	NPD1048	Approved
0.6164	Remote Similarity	NPD6798	Discontinued
0.6159	Remote Similarity	NPD1552	Clinical (unspecified phase)
0.6159	Remote Similarity	NPD5762	Approved
0.6159	Remote Similarity	NPD1550	Clinical (unspecified phase)
0.6159	Remote Similarity	NPD5763	Approved
0.6154	Remote Similarity	NPD1049	Clinical (unspecified phase)
0.6154	Remote Similarity	NPD9549	Phase 2
0.6154	Remote Similarity	NPD2082	Clinical (unspecified phase)
0.6154	Remote Similarity	NPD7993	Clinical (unspecified phase)
0.6149	Remote Similarity	NPD447	Suspended
0.6144	Remote Similarity	NPD1878	Clinical (unspecified phase)
0.6144	Remote Similarity	NPD4628	Phase 3
0.6143	Remote Similarity	NPD915	Approved
0.6139	Remote Similarity	NPD4005	Discontinued
0.6133	Remote Similarity	NPD7033	Discontinued
0.6129	Remote Similarity	NPD4357	Discontinued
0.6129	Remote Similarity	NPD7213	Phase 3
0.6129	Remote Similarity	NPD1511	Approved
0.6129	Remote Similarity	NPD7212	Phase 2
0.6125	Remote Similarity	NPD6801	Discontinued
0.6122	Remote Similarity	NPD4062	Phase 3
0.6119	Remote Similarity	NPD969	Suspended
0.6118	Remote Similarity	NPD1549	Phase 2
0.6104	Remote Similarity	NPD6190	Approved
0.6098	Remote Similarity	NPD5677	Discontinued
0.6093	Remote Similarity	NPD1551	Phase 2
0.609	Remote Similarity	NPD4123	Phase 3
0.6087	Remote Similarity	NPD1465	Phase 2
0.6087	Remote Similarity	NPD5536	Phase 2
0.6087	Remote Similarity	NPD5772	Approved
0.6087	Remote Similarity	NPD5773	Approved

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