NPASS Compound

Structure

CID221090 OpenBabel06191716012D 21 22 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 -1.5000 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 -3.4641 -0.0000 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 -1.5000 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 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 -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 -5.1962 -2.0000 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 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 -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 19 1 0 0 0 0 2 3 2 0 0 0 0 2 6 1 0 0 0 0 3 7 1 0 0 0 0 4 6 2 0 0 0 0 4 8 1 0 0 0 0 5 14 1 0 0 0 0 6 20 1 0 0 0 0 7 8 2 0 0 0 0 7 15 1 0 0 0 0 8 19 1 0 0 0 0 9 5 1 6 0 0 0 9 10 1 0 0 0 0 9 21 1 0 0 0 0 10 11 1 0 0 0 0 10 16 1 1 0 0 0 11 12 1 0 0 0 0 11 17 1 6 0 0 0 12 13 1 0 0 0 0 12 18 1 1 0 0 0 13 20 1 6 0 0 0 13 21 1 0 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	302.1
Volume:	278.704
LogP:	-0.734
LogD:	-0.366
LogS:	-0.724
# Rotatable Bonds:	4
TPSA:	128.84
# H-Bond Aceptor:	8
# H-Bond Donor:	5
# Rings:	2
# Heavy Atoms:	8

MedChem Properties

QED Drug-Likeness Score:	0.458
Synthetic Accessibility Score:	3.404
Fsp3:	0.538
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Accepted
GSK Rule:	Accepted
BMS Rule:	0
Golden Triangle Rule:	Accepted
Chelating Alert:	1
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-6.01
MDCK Permeability:	5.165482798474841e-05
Pgp-inhibitor:	0.003
Pgp-substrate:	0.08
Human Intestinal Absorption (HIA):	0.7
20% Bioavailability (F20%):	0.005
30% Bioavailability (F30%):	0.911

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.395
Plasma Protein Binding (PPB):	54.179134368896484%
Volume Distribution (VD):	0.543
Pgp-substrate:	32.05976486206055%

ADMET: Metabolism

CYP1A2-inhibitor:	0.089
CYP1A2-substrate:	0.119
CYP2C19-inhibitor:	0.019
CYP2C19-substrate:	0.719
CYP2C9-inhibitor:	0.002
CYP2C9-substrate:	0.448
CYP2D6-inhibitor:	0.017
CYP2D6-substrate:	0.483
CYP3A4-inhibitor:	0.005
CYP3A4-substrate:	0.039

ADMET: Excretion

Clearance (CL):	3.936
Half-life (T1/2):	0.878

ADMET: Toxicity

hERG Blockers:	0.098
Human Hepatotoxicity (H-HT):	0.059
Drug-inuced Liver Injury (DILI):	0.059
AMES Toxicity:	0.36
Rat Oral Acute Toxicity:	0.044
Maximum Recommended Daily Dose:	0.004
Skin Sensitization:	0.463
Carcinogencity:	0.505
Eye Corrosion:	0.014
Eye Irritation:	0.354
Respiratory Toxicity:	0.053

Download Data

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

Natural Product: NPC221090

Natural Product ID:	NPC221090
*Common Name:**	Tachioside
IUPAC Name:	(2S,3R,4S,5S,6R)-2-(4-hydroxy-3-methoxyphenoxy)-6-(hydroxymethyl)oxane-3,4,5-triol
Synonyms:	Tachioside
Standard InCHIKey:	KWVHACHAQJFTLZ-UJPOAAIJSA-N
Standard InCHI:	InChI=1S/C13H18O8/c1-19-8-4-6(2-3-7(8)15)20-13-12(18)11(17)10(16)9(5-14)21-13/h2-4,9-18H,5H2,1H3/t9-,10-,11+,12-,13-/m1/s1
SMILES:	OC[C@H]1O[C@@H](Oc2ccc(c(c2)OC)O)[C@@H]([C@H]([C@@H]1O)O)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL1077078
PubChem CID:	11962143
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
NPO25114	Linum usitatissimum	Species	Linaceae	Eukaryota	Seeds	n.a.		DOI[10.1002/ejlt.201100207]
NPO25114	Linum usitatissimum	Species	Linaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1007/s11746-997-0093-1]
NPO12079	Dysoxylum cumingianum	Species	Meliaceae	Eukaryota	n.a.	leaf	n.a.	DOI[10.1021/jo00051a050]
NPO25114	Linum usitatissimum	Species	Linaceae	Eukaryota	Seeds	n.a.		DOI[10.5219/332]
NPO11391	Polygonum cuspidatum	Species	Polygonaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[11076555]
NPO14520	Bassia muricata	Species	Chenopodiaceae	Eukaryota	n.a.	aerial part	n.a.	PMID[11454355]
NPO11391	Polygonum cuspidatum	Species	Polygonaceae	Eukaryota	Roots	n.a.	n.a.	PMID[11459643]
NPO8063	Clerodendrum calamitosum	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[11473423]
NPO11391	Polygonum cuspidatum	Species	Polygonaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[1517743]
NPO12477	Dodonaea viscosa	Species	Sapindaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[19719093]
NPO18521	Capparis flavicans	Species	Capparaceae	Eukaryota	aerial parts	Khon Kaen Province, Thailand	2006-Aug	PMID[19943620]
NPO12477	Dodonaea viscosa	Species	Sapindaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[22512738]
NPO25114	Linum usitatissimum	Species	Linaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[22537213]
NPO6648	Piper retrofractum	Species	Piperaceae	Eukaryota	Fruits	n.a.	n.a.	PMID[23506561]
NPO25114	Linum usitatissimum	Species	Linaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[24417583]
NPO6648	Piper retrofractum	Species	Piperaceae	Eukaryota	leaves	n.a.	n.a.	PMID[25127165]
NPO25114	Linum usitatissimum	Species	Linaceae	Eukaryota	Seeds	n.a.	n.a.	PMID[26923696]
NPO13237	Teucrium yemense	Species	n.a.	n.a.	Aerial Parts	n.a.	n.a.	PMID[28581290]
NPO12588	Cornus officinalis	Species	Cornaceae	Eukaryota	Fruits	n.a.	n.a.	PMID[29140705]
NPO11391	Polygonum cuspidatum	Species	Polygonaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[8277318]
NPO25114	Linum usitatissimum	Species	Linaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO25114	Linum usitatissimum	Species	Linaceae	Eukaryota	Seed	n.a.	n.a.	Database[FooDB]
NPO25114	Linum usitatissimum	Species	Linaceae	Eukaryota	Seed Oil	n.a.	n.a.	Database[FooDB]
NPO25114	Linum usitatissimum	Species	Linaceae	Eukaryota	n.a.	n.a.		Database[FooDB]
NPO14014	Eriocheir sinensis	Species	Varunidae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO11391	Polygonum cuspidatum	Species	Polygonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO23659	Rostellularia procumbens	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[HerDing]
NPO25114	Linum usitatissimum	Species	Linaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO30858	Atractylodes japonica	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO2340	Caulis spatholobi	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[HerDing]
NPO22230	Rhodiola crenulata	Species	Crassulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO12477	Dodonaea viscosa	Species	Sapindaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO12588	Cornus officinalis	Species	Cornaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO14304	Physalis alkekengi	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO2340	Caulis spatholobi	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[TCMID]
NPO6648	Piper retrofractum	Species	Piperaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO277	Caulis millettiae	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[TCMID]
NPO14014	Eriocheir sinensis	Species	Varunidae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO23795	Herba seu radix cirsii japonici	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[TCMID]
NPO23659	Rostellularia procumbens	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[TCMID]
NPO12588	Cornus officinalis	Species	Cornaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO11391	Polygonum cuspidatum	Species	Polygonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO25890	Herba cirsii japonici	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[TCMID]
NPO22230	Rhodiola crenulata	Species	Crassulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO15297	Aconitum seravschanicum	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO12477	Dodonaea viscosa	Species	Sapindaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO4853	Carduus crispus	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO19689	Radix cirsii japonici	Species	Lymnaeidae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO14304	Physalis alkekengi	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO25114	Linum usitatissimum	Species	Linaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO14014	Eriocheir sinensis	Species	Varunidae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO22230	Rhodiola crenulata	Species	Crassulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO12588	Cornus officinalis	Species	Cornaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO4853	Carduus crispus	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO30858	Atractylodes japonica	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO11391	Polygonum cuspidatum	Species	Polygonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO12477	Dodonaea viscosa	Species	Sapindaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO23659	Rostellularia procumbens	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO14304	Physalis alkekengi	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO25114	Linum usitatissimum	Species	Linaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO11391	Polygonum cuspidatum	Species	Polygonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO12588	Cornus officinalis	Species	Cornaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO22230	Rhodiola crenulata	Species	Crassulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO9448	Dictyopteris australis	Species	Dictyotaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13237	Teucrium yemense	Species	n.a.	n.a.	n.a.	n.a.	n.a.	Database[UNPD]
NPO7819.1	Epichloe festucae var. lolii	Varieties	Clavicipitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO986	Rattus rattus	Species	Muridae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8063	Clerodendrum calamitosum	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25114	Linum usitatissimum	Species	Linaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14520	Bassia muricata	Species	Chenopodiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12079	Dysoxylum cumingianum	Species	Meliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13403	Gadus morhua callarias	Species	Gadidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10688	Flacourtia jangomas	Species	Salicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11391	Polygonum cuspidatum	Species	Polygonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16590	Cytophaga hutchinsoni	Species	Cytophagaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO2631	Aster sedifolius	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5932	Berchemia racemosa	Species	Rhamnaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15297	Aconitum seravschanicum	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9752	Miliusa velutina	Species	Annonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13421	Sphaerella laricina	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[UNPD]
NPO22230	Rhodiola crenulata	Species	Crassulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13716	Aconitum tasiromontanum	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14304	Physalis alkekengi	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12252	Psychotria stachyoides	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO1501	Senecio subdentatus	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4345	Caulocystis cephalornithos	Species	Sargassaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12477	Dodonaea viscosa	Species	Sapindaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22526	Justicia secunda	Species	Acanthaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO2198	Rivularia firma	Species	Rivulariaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO14014	Eriocheir sinensis	Species	Varunidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18521	Capparis flavicans	Species	Capparaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13523	Neobalanocarpus heimii	Species	Dipterocarpaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO624	Isaria fumosorosea	Species	Cordycipitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10355	Echinopsis macrogona	Species	Cactaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14104	Dendriopoterium menendezii	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12588	Cornus officinalis	Species	Cornaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11580	Onobrychis arenaria	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14412	Aphyllocladus denticulatus	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23659	Rostellularia procumbens	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[UNPD]
NPO3214	Lavandula vera	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8386	Enceliopsis argophylla	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO6648	Piper retrofractum	Species	Piperaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14217	Adansonia grandidieri	Species	Malvaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11749	Eria mollis	Species	Orchidaceae	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	12

Activity Type	# Activity
Cell Line	6
Individual Protein	1
Others	5

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT83	Cell Line	MCF7	Homo sapiens	Activity	<	0.1	uM	PMID[540558]
NPT83	Cell Line	MCF7	Homo sapiens	Activity	=	0.2	uM	PMID[540558]
NPT83	Cell Line	MCF7	Homo sapiens	Activity	>	100.0	uM	PMID[540558]
NPT396	Cell Line	T47D	Homo sapiens	Activity	<	0.1	uM	PMID[540558]
NPT396	Cell Line	T47D	Homo sapiens	Activity	=	10.0	uM	PMID[540558]
NPT396	Cell Line	T47D	Homo sapiens	Activity	>	100.0	uM	PMID[540558]
NPT60	Individual Protein	Lysosomal alpha-glucosidase	Homo sapiens	Inhibition	=	4.6	%	PMID[540559]
NPT35	Others	n.a.		Activity	=	0.21	uM	PMID[540559]
NPT35	Others	n.a.		Activity	=	1.65	uM	PMID[540559]
NPT35	Others	n.a.		Activity	=	0.63	uM	PMID[540559]
NPT35	Others	n.a.		Activity	=	21.42	%	PMID[540559]

☑ 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 NPC221090 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	381
0.1-0.2	2575
0.2-0.3	9007
0.3-0.4	10948
0.4-0.5	5049
0.5-0.6	7421
0.6-0.7	5705
0.7-0.8	1484
0.8-0.85	91
0.85-0.9	18
0.9-0.95	10
0.95-1	8

Similarity Score	Similarity Level	Natural Product ID
0.9915	High Similarity	NPC192810
0.9829	High Similarity	NPC152722
0.975	High Similarity	NPC37074
0.9667	High Similarity	NPC469622
0.9667	High Similarity	NPC189589
0.9667	High Similarity	NPC298845
0.9658	High Similarity	NPC276195
0.95	High Similarity	NPC25817
0.9435	High Similarity	NPC287780
0.9426	High Similarity	NPC469621
0.9417	High Similarity	NPC217854
0.9355	High Similarity	NPC208769
0.9355	High Similarity	NPC60756
0.9316	High Similarity	NPC9248
0.9286	High Similarity	NPC60982
0.9194	High Similarity	NPC247146
0.9187	High Similarity	NPC171533
0.906	High Similarity	NPC142319
0.8917	High Similarity	NPC228907
0.8779	High Similarity	NPC104167
0.8692	High Similarity	NPC132895
0.8692	High Similarity	NPC49074
0.8647	High Similarity	NPC212770
0.8647	High Similarity	NPC98777
0.8629	High Similarity	NPC57751
0.8615	High Similarity	NPC299144
0.8615	High Similarity	NPC470270
0.8615	High Similarity	NPC162093
0.8571	High Similarity	NPC59324
0.8571	High Similarity	NPC65530
0.8538	High Similarity	NPC166168
0.8529	High Similarity	NPC252169
0.8504	High Similarity	NPC12308
0.8496	Intermediate Similarity	NPC164857
0.8496	Intermediate Similarity	NPC242028
0.8496	Intermediate Similarity	NPC203230
0.8485	Intermediate Similarity	NPC13745
0.8485	Intermediate Similarity	NPC48863
0.8485	Intermediate Similarity	NPC251981
0.8485	Intermediate Similarity	NPC107478
0.8462	Intermediate Similarity	NPC124712
0.8456	Intermediate Similarity	NPC475084
0.8456	Intermediate Similarity	NPC469559
0.8456	Intermediate Similarity	NPC189115
0.8433	Intermediate Similarity	NPC195196
0.8421	Intermediate Similarity	NPC470236
0.8417	Intermediate Similarity	NPC227902
0.8409	Intermediate Similarity	NPC69513
0.8409	Intermediate Similarity	NPC215833
0.8403	Intermediate Similarity	NPC247871
0.8387	Intermediate Similarity	NPC214289
0.8385	Intermediate Similarity	NPC248355
0.8385	Intermediate Similarity	NPC166040
0.8385	Intermediate Similarity	NPC307110
0.8382	Intermediate Similarity	NPC469661
0.8376	Intermediate Similarity	NPC232654
0.8374	Intermediate Similarity	NPC151617
0.8374	Intermediate Similarity	NPC76915
0.8357	Intermediate Similarity	NPC478237
0.8357	Intermediate Similarity	NPC175976
0.8346	Intermediate Similarity	NPC87696
0.8333	Intermediate Similarity	NPC25292
0.8333	Intermediate Similarity	NPC473045
0.8308	Intermediate Similarity	NPC40377
0.8308	Intermediate Similarity	NPC302378
0.8295	Intermediate Similarity	NPC233559
0.8291	Intermediate Similarity	NPC307875
0.8273	Intermediate Similarity	NPC475096
0.8271	Intermediate Similarity	NPC115022
0.8271	Intermediate Similarity	NPC294166
0.8268	Intermediate Similarity	NPC105147
0.8268	Intermediate Similarity	NPC228875
0.8268	Intermediate Similarity	NPC126216
0.8261	Intermediate Similarity	NPC473044
0.8258	Intermediate Similarity	NPC248307
0.8258	Intermediate Similarity	NPC65942
0.8254	Intermediate Similarity	NPC205850
0.8244	Intermediate Similarity	NPC218003
0.8231	Intermediate Similarity	NPC140750
0.8214	Intermediate Similarity	NPC99515
0.8214	Intermediate Similarity	NPC190714
0.8214	Intermediate Similarity	NPC125755
0.8209	Intermediate Similarity	NPC310854
0.8195	Intermediate Similarity	NPC252833
0.8195	Intermediate Similarity	NPC26080
0.8195	Intermediate Similarity	NPC85799
0.8195	Intermediate Similarity	NPC165686
0.8195	Intermediate Similarity	NPC303422
0.8189	Intermediate Similarity	NPC226712
0.8182	Intermediate Similarity	NPC213197
0.8182	Intermediate Similarity	NPC80600
0.8182	Intermediate Similarity	NPC472024
0.8182	Intermediate Similarity	NPC262606
0.8175	Intermediate Similarity	NPC210478
0.8169	Intermediate Similarity	NPC206264
0.8169	Intermediate Similarity	NPC313334
0.8169	Intermediate Similarity	NPC212670
0.8168	Intermediate Similarity	NPC198487
0.8162	Intermediate Similarity	NPC138738
0.8162	Intermediate Similarity	NPC470413
0.8156	Intermediate Similarity	NPC39657
0.8148	Intermediate Similarity	NPC238243
0.8148	Intermediate Similarity	NPC185778
0.8143	Intermediate Similarity	NPC161700
0.8143	Intermediate Similarity	NPC277867
0.8134	Intermediate Similarity	NPC25821
0.8134	Intermediate Similarity	NPC6836
0.812	Intermediate Similarity	NPC121376
0.811	Intermediate Similarity	NPC269242
0.8106	Intermediate Similarity	NPC97326
0.8106	Intermediate Similarity	NPC26653
0.8106	Intermediate Similarity	NPC270849
0.8102	Intermediate Similarity	NPC100389
0.8088	Intermediate Similarity	NPC165482
0.8088	Intermediate Similarity	NPC186418
0.8088	Intermediate Similarity	NPC197723
0.8088	Intermediate Similarity	NPC3293
0.8088	Intermediate Similarity	NPC25695
0.8088	Intermediate Similarity	NPC172818
0.8088	Intermediate Similarity	NPC138350
0.8088	Intermediate Similarity	NPC40664
0.8074	Intermediate Similarity	NPC130496
0.8074	Intermediate Similarity	NPC470881
0.8074	Intermediate Similarity	NPC188555
0.8074	Intermediate Similarity	NPC35731
0.8074	Intermediate Similarity	NPC170694
0.8071	Intermediate Similarity	NPC469313
0.8071	Intermediate Similarity	NPC76176
0.8071	Intermediate Similarity	NPC138227
0.8071	Intermediate Similarity	NPC168579
0.8071	Intermediate Similarity	NPC297342
0.8069	Intermediate Similarity	NPC78809
0.806	Intermediate Similarity	NPC160991
0.806	Intermediate Similarity	NPC16208
0.806	Intermediate Similarity	NPC35932
0.806	Intermediate Similarity	NPC7903
0.806	Intermediate Similarity	NPC184447
0.8058	Intermediate Similarity	NPC472714
0.8058	Intermediate Similarity	NPC5262
0.8045	Intermediate Similarity	NPC470079
0.8042	Intermediate Similarity	NPC51328
0.8042	Intermediate Similarity	NPC286235
0.8042	Intermediate Similarity	NPC55158
0.8042	Intermediate Similarity	NPC106138
0.8031	Intermediate Similarity	NPC60589
0.8031	Intermediate Similarity	NPC469708
0.8029	Intermediate Similarity	NPC262328
0.8029	Intermediate Similarity	NPC87777
0.8029	Intermediate Similarity	NPC124149
0.8028	Intermediate Similarity	NPC41844
0.8028	Intermediate Similarity	NPC473480
0.8028	Intermediate Similarity	NPC15538
0.8015	Intermediate Similarity	NPC110677
0.8015	Intermediate Similarity	NPC472337
0.8	Intermediate Similarity	NPC37793
0.7985	Intermediate Similarity	NPC9912
0.7985	Intermediate Similarity	NPC469698
0.7985	Intermediate Similarity	NPC475067
0.7985	Intermediate Similarity	NPC472597
0.7985	Intermediate Similarity	NPC473412
0.7972	Intermediate Similarity	NPC130449
0.7972	Intermediate Similarity	NPC248132
0.7972	Intermediate Similarity	NPC96294
0.7969	Intermediate Similarity	NPC198734
0.7969	Intermediate Similarity	NPC469412
0.7956	Intermediate Similarity	NPC37468
0.7956	Intermediate Similarity	NPC52277
0.7956	Intermediate Similarity	NPC157554
0.7956	Intermediate Similarity	NPC199459
0.7956	Intermediate Similarity	NPC472336
0.7956	Intermediate Similarity	NPC177035
0.7956	Intermediate Similarity	NPC472334
0.7955	Intermediate Similarity	NPC216836
0.7943	Intermediate Similarity	NPC473046
0.7943	Intermediate Similarity	NPC118385
0.7943	Intermediate Similarity	NPC187774
0.7943	Intermediate Similarity	NPC472712
0.7943	Intermediate Similarity	NPC472713
0.7941	Intermediate Similarity	NPC187194
0.7939	Intermediate Similarity	NPC470510
0.7929	Intermediate Similarity	NPC157816
0.7914	Intermediate Similarity	NPC106944
0.7914	Intermediate Similarity	NPC202700
0.791	Intermediate Similarity	NPC474491
0.791	Intermediate Similarity	NPC220935
0.791	Intermediate Similarity	NPC472338
0.7899	Intermediate Similarity	NPC304152
0.7899	Intermediate Similarity	NPC474282
0.7899	Intermediate Similarity	NPC102904
0.7899	Intermediate Similarity	NPC107551
0.7899	Intermediate Similarity	NPC176051
0.7899	Intermediate Similarity	NPC134260
0.7899	Intermediate Similarity	NPC326797
0.7899	Intermediate Similarity	NPC103976
0.7895	Intermediate Similarity	NPC19694
0.7887	Intermediate Similarity	NPC307466
0.7883	Intermediate Similarity	NPC55040
0.7883	Intermediate Similarity	NPC134968
0.7877	Intermediate Similarity	NPC21902
0.7872	Intermediate Similarity	NPC46092

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 NPC221090 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	314
0.1-0.2	1075
0.2-0.3	2909
0.3-0.4	2597
0.4-0.5	1284
0.5-0.6	794
0.6-0.7	166
0.7-0.8	10
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
0.8189	Intermediate Similarity	NPD1091	Approved
0.8169	Intermediate Similarity	NPD1653	Approved
0.8034	Intermediate Similarity	NPD291	Approved
0.7869	Intermediate Similarity	NPD556	Approved
0.7704	Intermediate Similarity	NPD3027	Phase 3
0.7664	Intermediate Similarity	NPD1613	Approved
0.7664	Intermediate Similarity	NPD1612	Clinical (unspecified phase)
0.7521	Intermediate Similarity	NPD9296	Approved
0.7519	Intermediate Similarity	NPD1408	Clinical (unspecified phase)
0.7518	Intermediate Similarity	NPD3454	Phase 3
0.7372	Intermediate Similarity	NPD1529	Clinical (unspecified phase)
0.7299	Intermediate Similarity	NPD1530	Clinical (unspecified phase)
0.7265	Intermediate Similarity	NPD9365	Approved
0.7197	Intermediate Similarity	NPD7533	Approved
0.7197	Intermediate Similarity	NPD7534	Approved
0.7188	Intermediate Similarity	NPD7054	Approved
0.7143	Intermediate Similarity	NPD7472	Approved
0.7143	Intermediate Similarity	NPD7074	Phase 3
0.7143	Intermediate Similarity	NPD1357	Approved
0.7122	Intermediate Similarity	NPD3537	Clinical (unspecified phase)
0.7117	Intermediate Similarity	NPD4338	Clinical (unspecified phase)
0.7103	Intermediate Similarity	NPD7266	Discontinued
0.7094	Intermediate Similarity	NPD9295	Approved
0.7019	Intermediate Similarity	NPD3818	Discontinued
0.7009	Intermediate Similarity	NPD9094	Approved
0.7008	Intermediate Similarity	NPD290	Approved
0.6994	Remote Similarity	NPD6797	Phase 2
0.6951	Remote Similarity	NPD7251	Discontinued
0.6943	Remote Similarity	NPD4381	Clinical (unspecified phase)
0.694	Remote Similarity	NPD1548	Phase 1
0.6929	Remote Similarity	NPD968	Approved
0.6914	Remote Similarity	NPD7228	Approved
0.6909	Remote Similarity	NPD7808	Phase 3
0.6899	Remote Similarity	NPD6234	Discontinued
0.6892	Remote Similarity	NPD6674	Discontinued
0.6892	Remote Similarity	NPD1652	Phase 2
0.6884	Remote Similarity	NPD2982	Phase 2
0.6884	Remote Similarity	NPD2983	Phase 2
0.6879	Remote Similarity	NPD4908	Phase 1
0.6875	Remote Similarity	NPD9552	Approved
0.6871	Remote Similarity	NPD521	Clinical (unspecified phase)
0.6861	Remote Similarity	NPD3705	Approved
0.6861	Remote Similarity	NPD1610	Phase 2
0.6842	Remote Similarity	NPD191	Approved
0.6812	Remote Similarity	NPD2981	Phase 2
0.6795	Remote Similarity	NPD37	Approved
0.6795	Remote Similarity	NPD1934	Approved
0.6794	Remote Similarity	NPD228	Approved
0.6783	Remote Similarity	NPD4907	Clinical (unspecified phase)
0.6772	Remote Similarity	NPD4966	Approved
0.6772	Remote Similarity	NPD4967	Phase 2
0.6772	Remote Similarity	NPD4965	Approved
0.6765	Remote Similarity	NPD1798	Approved
0.6765	Remote Similarity	NPD1797	Approved
0.6752	Remote Similarity	NPD2801	Approved
0.6742	Remote Similarity	NPD7843	Approved
0.6739	Remote Similarity	NPD422	Phase 1
0.6708	Remote Similarity	NPD7199	Phase 2
0.6692	Remote Similarity	NPD2684	Approved
0.669	Remote Similarity	NPD3018	Phase 2
0.6687	Remote Similarity	NPD6168	Clinical (unspecified phase)
0.6687	Remote Similarity	NPD6166	Phase 2
0.6687	Remote Similarity	NPD6167	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD4868	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD6410	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD7804	Clinical (unspecified phase)
0.6646	Remote Similarity	NPD2393	Clinical (unspecified phase)
0.6645	Remote Similarity	NPD5058	Phase 3
0.6643	Remote Similarity	NPD4749	Approved
0.6642	Remote Similarity	NPD9299	Approved
0.6641	Remote Similarity	NPD9501	Approved
0.6618	Remote Similarity	NPD1102	Approved
0.6618	Remote Similarity	NPD1103	Approved
0.6593	Remote Similarity	NPD6671	Approved
0.6593	Remote Similarity	NPD7157	Approved
0.6582	Remote Similarity	NPD3383	Approved
0.6582	Remote Similarity	NPD3384	Approved
0.6582	Remote Similarity	NPD3382	Approved
0.6573	Remote Similarity	NPD2861	Phase 2
0.6552	Remote Similarity	NPD6859	Clinical (unspecified phase)
0.6549	Remote Similarity	NPD3827	Clinical (unspecified phase)
0.6548	Remote Similarity	NPD6559	Discontinued
0.6531	Remote Similarity	NPD5124	Phase 1
0.6531	Remote Similarity	NPD5123	Clinical (unspecified phase)
0.6525	Remote Similarity	NPD4379	Clinical (unspecified phase)
0.6524	Remote Similarity	NPD7184	Clinical (unspecified phase)
0.6507	Remote Similarity	NPD6233	Phase 2
0.6496	Remote Similarity	NPD9089	Approved
0.6486	Remote Similarity	NPD2224	Approved
0.6486	Remote Similarity	NPD2223	Approved
0.6483	Remote Similarity	NPD4625	Phase 3
0.6467	Remote Similarity	NPD5844	Phase 1
0.6466	Remote Similarity	NPD2671	Approved
0.6466	Remote Similarity	NPD2673	Approved
0.6463	Remote Similarity	NPD1558	Phase 1
0.646	Remote Similarity	NPD3882	Suspended
0.6458	Remote Similarity	NPD5266	Clinical (unspecified phase)
0.6458	Remote Similarity	NPD2250	Discontinued
0.6456	Remote Similarity	NPD4678	Approved
0.6456	Remote Similarity	NPD4675	Approved
0.645	Remote Similarity	NPD7240	Approved
0.645	Remote Similarity	NPD7685	Pre-registration
0.6443	Remote Similarity	NPD4536	Approved
0.6443	Remote Similarity	NPD4537	Clinical (unspecified phase)
0.6443	Remote Similarity	NPD4538	Approved
0.6438	Remote Similarity	NPD2978	Approved
0.6438	Remote Similarity	NPD2977	Approved
0.6438	Remote Similarity	NPD8455	Phase 2
0.6429	Remote Similarity	NPD915	Approved
0.6424	Remote Similarity	NPD1375	Discontinued
0.642	Remote Similarity	NPD7975	Clinical (unspecified phase)
0.6419	Remote Similarity	NPD230	Phase 1
0.6416	Remote Similarity	NPD6841	Approved
0.6416	Remote Similarity	NPD6843	Phase 3
0.6416	Remote Similarity	NPD6842	Approved
0.641	Remote Similarity	NPD9093	Approved
0.6398	Remote Similarity	NPD3817	Phase 2
0.6398	Remote Similarity	NPD5402	Approved
0.6389	Remote Similarity	NPD5647	Approved
0.6387	Remote Similarity	NPD1511	Approved
0.6387	Remote Similarity	NPD1774	Approved
0.6369	Remote Similarity	NPD5403	Approved
0.6364	Remote Similarity	NPD3787	Discontinued
0.6364	Remote Similarity	NPD6190	Approved
0.6352	Remote Similarity	NPD4380	Phase 2
0.6333	Remote Similarity	NPD7097	Phase 1
0.6319	Remote Similarity	NPD7075	Discontinued
0.6316	Remote Similarity	NPD1550	Clinical (unspecified phase)
0.6316	Remote Similarity	NPD1552	Clinical (unspecified phase)
0.6312	Remote Similarity	NPD3496	Discontinued
0.6309	Remote Similarity	NPD1933	Approved
0.6306	Remote Similarity	NPD1512	Approved
0.6299	Remote Similarity	NPD1878	Clinical (unspecified phase)
0.6296	Remote Similarity	NPD6374	Clinical (unspecified phase)
0.6294	Remote Similarity	NPD3685	Discontinued
0.6294	Remote Similarity	NPD7993	Clinical (unspecified phase)
0.6291	Remote Similarity	NPD5588	Approved
0.6291	Remote Similarity	NPD5960	Phase 3
0.6282	Remote Similarity	NPD7212	Phase 2
0.6282	Remote Similarity	NPD6143	Clinical (unspecified phase)
0.6282	Remote Similarity	NPD7213	Phase 3
0.6276	Remote Similarity	NPD6917	Clinical (unspecified phase)
0.6275	Remote Similarity	NPD1549	Phase 2
0.6267	Remote Similarity	NPD6653	Approved
0.6266	Remote Similarity	NPD6980	Clinical (unspecified phase)
0.6259	Remote Similarity	NPD3180	Approved
0.6259	Remote Similarity	NPD3179	Approved
0.625	Remote Similarity	NPD8651	Approved
0.625	Remote Similarity	NPD1551	Phase 2
0.6242	Remote Similarity	NPD3620	Phase 2
0.6242	Remote Similarity	NPD3619	Clinical (unspecified phase)
0.6242	Remote Similarity	NPD5401	Approved
0.6241	Remote Similarity	NPD5125	Phase 3
0.6241	Remote Similarity	NPD1358	Approved
0.6241	Remote Similarity	NPD5126	Approved
0.6235	Remote Similarity	NPD1465	Phase 2
0.6234	Remote Similarity	NPD5698	Clinical (unspecified phase)
0.6226	Remote Similarity	NPD3687	Approved
0.6226	Remote Similarity	NPD3686	Approved
0.6225	Remote Similarity	NPD4978	Clinical (unspecified phase)
0.6216	Remote Similarity	NPD1048	Approved
0.6213	Remote Similarity	NPD3751	Discontinued
0.6209	Remote Similarity	NPD3540	Phase 1
0.6207	Remote Similarity	NPD8055	Clinical (unspecified phase)
0.6207	Remote Similarity	NPD6362	Approved
0.6204	Remote Similarity	NPD5283	Phase 1
0.6203	Remote Similarity	NPD1940	Clinical (unspecified phase)
0.62	Remote Similarity	NPD447	Suspended
0.6197	Remote Similarity	NPD155	Clinical (unspecified phase)
0.6194	Remote Similarity	NPD4628	Phase 3
0.6188	Remote Similarity	NPD6055	Clinical (unspecified phase)
0.6188	Remote Similarity	NPD7237	Clinical (unspecified phase)
0.6184	Remote Similarity	NPD7033	Discontinued
0.6178	Remote Similarity	NPD6799	Approved
0.6178	Remote Similarity	NPD4357	Discontinued
0.6174	Remote Similarity	NPD1726	Clinical (unspecified phase)
0.6173	Remote Similarity	NPD6801	Discontinued
0.6169	Remote Similarity	NPD2424	Discontinued
0.6164	Remote Similarity	NPD1469	Clinical (unspecified phase)
0.6154	Remote Similarity	NPD1535	Discovery
0.6154	Remote Similarity	NPD5307	Clinical (unspecified phase)
0.6154	Remote Similarity	NPD9088	Approved
0.6154	Remote Similarity	NPD2219	Phase 1
0.6154	Remote Similarity	NPD2677	Approved
0.6145	Remote Similarity	NPD5494	Approved
0.6144	Remote Similarity	NPD3539	Phase 1
0.6141	Remote Similarity	NPD7680	Approved
0.6139	Remote Similarity	NPD7447	Phase 1
0.6139	Remote Similarity	NPD4123	Phase 3
0.6135	Remote Similarity	NPD5772	Approved
0.6135	Remote Similarity	NPD7096	Clinical (unspecified phase)
0.6135	Remote Similarity	NPD5773	Approved
0.6133	Remote Similarity	NPD4060	Phase 1
0.6131	Remote Similarity	NPD821	Approved
0.6129	Remote Similarity	NPD4236	Phase 3
0.6129	Remote Similarity	NPD3060	Approved
0.6129	Remote Similarity	NPD5177	Phase 3
0.6129	Remote Similarity	NPD4237	Approved
0.6127	Remote Similarity	NPD7549	Discontinued
0.6127	Remote Similarity	NPD5846	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