NPASS Compound

Structure

CID215917 OpenBabel06191716002D 34 36 0 0 1 0 0 0 0 0999 V2000 -1.7321 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.1962 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.6962 -1.8660 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 3.4641 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 -3.4641 -1.0000 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 -1.7321 -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 -2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -1.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.4641 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 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 1.7321 -1.0000 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 -1.7321 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -5.1962 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -0.0000 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 3.0000 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 13 2 0 0 0 0 2 13 1 0 0 0 0 3 26 1 0 0 0 0 4 26 1 0 0 0 0 5 33 1 0 0 0 0 6 7 2 0 0 0 0 6 15 1 0 0 0 0 7 16 1 0 0 0 0 8 9 1 0 0 0 0 9 26 1 0 0 0 0 10 14 1 0 0 0 0 10 17 1 0 0 0 0 11 15 2 0 0 0 0 11 18 1 0 0 0 0 12 19 2 0 0 0 0 12 20 1 0 0 0 0 13 14 1 0 0 0 0 14 8 1 6 0 0 0 15 27 1 0 0 0 0 16 18 2 0 0 0 0 17 19 1 0 0 0 0 17 24 2 0 0 0 0 18 28 1 0 0 0 0 19 29 1 0 0 0 0 20 21 2 0 0 0 0 20 33 1 0 0 0 0 21 22 1 0 0 0 0 21 24 1 0 0 0 0 22 23 1 0 0 0 0 22 30 2 0 0 0 0 23 25 1 0 0 0 0 23 31 1 6 0 0 0 24 34 1 0 0 0 0 25 16 1 1 0 0 0 25 34 1 0 0 0 0 26 32 1 0 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	472.21
Volume:	481.813
LogP:	3.172
LogD:	2.45
LogS:	-3.463
# Rotatable Bonds:	7
TPSA:	136.68
# H-Bond Aceptor:	8
# H-Bond Donor:	5
# Rings:	3
# Heavy Atoms:	8

MedChem Properties

QED Drug-Likeness Score:	0.383
Synthetic Accessibility Score:	4.146
Fsp3:	0.423
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Accepted
GSK Rule:	Rejected
BMS Rule:	1
Golden Triangle Rule:	Accepted
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-5.328
MDCK Permeability:	9.94458605418913e-06
Pgp-inhibitor:	0.018
Pgp-substrate:	0.612
Human Intestinal Absorption (HIA):	0.061
20% Bioavailability (F20%):	0.865
30% Bioavailability (F30%):	0.01

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.009
Plasma Protein Binding (PPB):	94.4185562133789%
Volume Distribution (VD):	0.784
Pgp-substrate:	2.482330322265625%

ADMET: Metabolism

CYP1A2-inhibitor:	0.072
CYP1A2-substrate:	0.266
CYP2C19-inhibitor:	0.208
CYP2C19-substrate:	0.117
CYP2C9-inhibitor:	0.848
CYP2C9-substrate:	0.954
CYP2D6-inhibitor:	0.641
CYP2D6-substrate:	0.299
CYP3A4-inhibitor:	0.457
CYP3A4-substrate:	0.262

ADMET: Excretion

Clearance (CL):	10.425
Half-life (T1/2):	0.682

ADMET: Toxicity

hERG Blockers:	0.063
Human Hepatotoxicity (H-HT):	0.112
Drug-inuced Liver Injury (DILI):	0.884
AMES Toxicity:	0.089
Rat Oral Acute Toxicity:	0.25
Maximum Recommended Daily Dose:	0.03
Skin Sensitization:	0.36
Carcinogencity:	0.038
Eye Corrosion:	0.003
Eye Irritation:	0.178
Respiratory Toxicity:	0.044

Download Data

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

Natural Product: NPC215917

Natural Product ID:	NPC215917
*Common Name:**	Kushenol H
IUPAC Name:	(2R,3R)-2-(2,4-dihydroxyphenyl)-3,7-dihydroxy-8-[(2R)-5-hydroxy-5-methyl-2-prop-1-en-2-ylhexyl]-5-methoxy-2,3-dihydrochromen-4-one
Synonyms:	Kushenol H
Standard InCHIKey:	YWHHRFNOJTVNBI-HVVPNVAPSA-N
Standard InCHI:	InChI=1S/C26H32O8/c1-13(2)14(8-9-26(3,4)32)10-17-19(29)12-20(33-5)21-22(30)23(31)25(34-24(17)21)16-7-6-15(27)11-18(16)28/h6-7,11-12,14,23,25,27-29,31-32H,1,8-10H2,2-5H3/t14-,23+,25-/m1/s1
SMILES:	C=C(C)[C@H](CCC(C)(C)O)Cc1c(cc(c2C(=O)[C@@H]([C@@H](c3ccc(cc3O)O)Oc12)O)OC)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL516688
PubChem CID:	44584091
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000261] Phenylpropanoids and polyketides [CHEMONTID:0000334] Flavonoids [CHEMONTID:0000337] Flavans [CHEMONTID:0003642] 8-prenylated flavans [CHEMONTID:0003508] 8-prenylated flavanones

*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
NPO19231	Sophora flavescens	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[10654410]
NPO19231	Sophora flavescens	Species	Fabaceae	Eukaryota	n.a.	root	n.a.	PMID[10843587]
NPO20142	Embelia schimperi	Species	Primulaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[11054840]
NPO18668	Asimina parviflora	Species	Annonaceae	Eukaryota	twigs	n.a.	n.a.	PMID[1453182]
NPO19667	Hypericum styphelioides	Species	Hypericaceae	Eukaryota	n.a.	leaf	n.a.	PMID[15165152]
NPO19667	Hypericum styphelioides	Species	Hypericaceae	Eukaryota	leaves	n.a.	n.a.	PMID[15165152]
NPO19231	Sophora flavescens	Species	Fabaceae	Eukaryota	Roots	n.a.	n.a.	PMID[15568770]
NPO18286	Lycogala epidendrum	Species	Enteridiidae	Eukaryota	n.a.	n.a.	n.a.	PMID[15911254]
NPO19231	Sophora flavescens	Species	Fabaceae	Eukaryota	n.a.	root	n.a.	PMID[16392664]
NPO19231	Sophora flavescens	Species	Fabaceae	Eukaryota	roots	Hualien Hsien, Taiwan	2003-JUL	PMID[16933887]
NPO19231	Sophora flavescens	Species	Fabaceae	Eukaryota	n.a.	root	n.a.	PMID[16933887]
NPO19231	Sophora flavescens	Species	Fabaceae	Eukaryota	n.a.	root	n.a.	PMID[17951038]
NPO19231	Sophora flavescens	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[18175961]
NPO20879	Clerodendrum bungei	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[18348535]
NPO18176	Ephedra sinica	Species	Ephedraceae	Eukaryota	n.a.	root	n.a.	PMID[18975262]
NPO3152	Morella rubra	Species	Myricaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[19407970]
NPO3152	Morella rubra	Species	Myricaceae	Eukaryota	n.a.	bark	n.a.	PMID[21553897]
NPO19231	Sophora flavescens	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[24295087]
NPO18176	Ephedra sinica	Species	Ephedraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[24333010]
NPO20598	Lythrum salicaria	Species	Lythraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[24459770]
NPO19231	Sophora flavescens	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[27575476]
NPO19231	Sophora flavescens	Species	Fabaceae	Eukaryota	Roots	n.a.	n.a.	PMID[30298740]
NPO19231	Sophora flavescens	Species	Fabaceae	Eukaryota	Roots	n.a.	n.a.	PMID[9868163]
NPO19231	Sophora flavescens	Species	Fabaceae	Eukaryota	n.a.	root	n.a.	Database[Article]
NPO20598	Lythrum salicaria	Species	Lythraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO19231	Sophora flavescens	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO18286	Lycogala epidendrum	Species	Enteridiidae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO18176	Ephedra sinica	Species	Ephedraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO17334	Onopordum acanthium	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO21170	Embelia parviflora	Species	Primulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO12056	Chondrodendron tomentosum	Species	Menispermaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO21375	Euphorbia nematocypha	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO12056	Chondrodendron tomentosum	Species	Menispermaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO20598	Lythrum salicaria	Species	Lythraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO18668	Asimina parviflora	Species	Annonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO20879	Clerodendrum bungei	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO3152	Morella rubra	Species	Myricaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO18286	Lycogala epidendrum	Species	Enteridiidae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO21170	Embelia parviflora	Species	Primulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO20142	Embelia schimperi	Species	Primulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO20680	Erythrina melanacantha	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO17334	Onopordum acanthium	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO21375	Euphorbia nematocypha	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO18176	Ephedra sinica	Species	Ephedraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO20489	Epilobium hirsutum	Species	Onagraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO19231	Sophora flavescens	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO20598	Lythrum salicaria	Species	Lythraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO21375	Euphorbia nematocypha	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO17334	Onopordum acanthium	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO19231	Sophora flavescens	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO20680	Erythrina melanacantha	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO18176	Ephedra sinica	Species	Ephedraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO21170	Embelia parviflora	Species	Primulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO18286	Lycogala epidendrum	Species	Enteridiidae	Eukaryota	n.a.	n.a.	n.a.	Database[Title]
NPO19231	Sophora flavescens	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO18176	Ephedra sinica	Species	Ephedraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO18286	Lycogala epidendrum	Species	Enteridiidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18866	Pteridium esculentum	Species	Dennstaedtiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17560	Pancratium sickenbergeri	Species	Amaryllidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17258	Rhinella marina	Species	Bufonidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9968	Shigella dysenteriae	Species	Enterobacteriaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO19810	Myxococcus stipitatus	Species	Myxococcaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO21495	Abelia chinensis	Species	Caprifoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18668	Asimina parviflora	Species	Annonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17334	Onopordum acanthium	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27367	Latrunculia magnifica	Species	Latrunculiidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20843	Monsonia senegalensis	Species	Geraniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20624	Simarouba glauca	Species	Simaroubaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19511	Dolabella californica	Species	Aplysiidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22961	Cordia leucocephala	Species	Cordiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18473	Plathymenia reticulata	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19036	Esenbeckia leiocarpa	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5903	Conus mus	Species	Conidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22937	Vernonia fagifolia	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21631	Faramea salicifolia	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21038	Lemaireocereus longispinus	Species	Cactaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19912	Vellozia nanuzae	Species	Velloziaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO3152	Morella rubra	Species	Myricaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21170	Embelia parviflora	Species	Primulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28202	Helichrysum tenuifolium	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20879	Clerodendrum bungei	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19667	Hypericum styphelioides	Species	Hypericaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20142	Embelia schimperi	Species	Primulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20084	Atraphaxis spinosa	Species	Polygonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18143	Dendronephthya griffini	Species	Nephtheidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20421	Aplophyllum alberti-regelii	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[UNPD]
NPO20598	Lythrum salicaria	Species	Lythraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16569	Gymnocalycium schickendantzii	Species	Cactaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19995	Baccharis neglecta	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11523	Erysimum leptophyllum	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21375	Euphorbia nematocypha	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20489	Epilobium hirsutum	Species	Onagraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28072	Theonella conica	Species	Theonellidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19231	Sophora flavescens	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17849	Centaurea maculosa	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18176	Ephedra sinica	Species	Ephedraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20680	Erythrina melanacantha	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21243	Siphonaria capensis	Species	Siphonariidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4051	Tricholoma columbetta	Species	Tricholomataceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13449	Syzygium polycephaloides	Species	Myrtaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21108	Eria anomala	Species	Orchidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12313	Haplophyllum obtusifolium	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14241	Planchonia grandis	Species	Asterolecaniidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16141	Piper regnellii	Species	Piperaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12056	Chondrodendron tomentosum	Species	Menispermaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21562	Diospyros assimilis	Species	Ebenaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]

☑ Note for Reference:
In addition to directly collecting NP source organism data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated them from below databases:
☉ UNPD: Universal Natural Products Database [PMID: 23638153].
☉ StreptomeDB: a database of streptomycetes natural products [PMID: 33051671].
☉ TM-MC: a database of medicinal materials and chemical compounds in Northeast Asian traditional medicine [PMID: 26156871].
☉ TCM@Taiwan: a Traditional Chinese Medicine database [PMID: 21253603].
☉ TCMID: a Traditional Chinese Medicine database [PMID: 29106634].
☉ TCMSP: The traditional Chinese medicine systems pharmacology database and analysis platform [PMID: 24735618].
☉ HerDing: a herb recommendation system to treat diseases using genes and chemicals [PMID: 26980517].
☉ MetaboLights: a metabolomics database [PMID: 27010336].
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].

NP Quantity Composition/Concentration

Organism ID	NP ID	Organism Material Preparation	Organism Part	NP Quantity (Standard)	NP Quantity (Minimum)	NP Quantity (Maximum)	Quantity Unit	Reference

☑ Note for Reference:
In addition to directly collecting NP quantitative data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated NP quantitative records for specific NP domains (e.g., NPS from foods or herbs) from domain-specific databases. These databases include:
☉ DUKE: Dr. Duke's Phytochemical and Ethnobotanical Databases.
☉ PHENOL EXPLORER: is the first comprehensive database on polyphenol content in foods [PMID: 24103452], its homepage can be accessed at here.
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].

Biological Activity

Activity Type	# Activity
EC50	2

Activity Type	# Activity
Organism	2

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT190	Organism	Human herpesvirus 1	Human herpesvirus 1	EC50	>	300.0	ug.mL-1	PMID[454560]
NPT1141	Organism	Human herpesvirus 2	Human herpesvirus 2	EC50	=	162.0	ug.mL-1	PMID[454560]

☑ 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 NPC215917 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	384
0.1-0.2	1399
0.2-0.3	3392
0.3-0.4	8350
0.4-0.5	10065
0.5-0.6	3921
0.6-0.7	5210
0.7-0.8	5455
0.8-0.85	2762
0.85-0.9	1237
0.9-0.95	468
0.95-1	54

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC10754
1.0	High Similarity	NPC20530
0.9797	High Similarity	NPC138288
0.9797	High Similarity	NPC216035
0.9797	High Similarity	NPC217149
0.9732	High Similarity	NPC293286
0.973	High Similarity	NPC262039
0.973	High Similarity	NPC278476
0.973	High Similarity	NPC254412
0.973	High Similarity	NPC319910
0.973	High Similarity	NPC262038
0.973	High Similarity	NPC471677
0.9667	High Similarity	NPC111341
0.9667	High Similarity	NPC259710
0.9667	High Similarity	NPC304745
0.9667	High Similarity	NPC304207
0.9667	High Similarity	NPC217706
0.9667	High Similarity	NPC48579
0.9667	High Similarity	NPC207809
0.9664	High Similarity	NPC35567
0.9664	High Similarity	NPC171651
0.9664	High Similarity	NPC243171
0.9662	High Similarity	NPC105136
0.96	High Similarity	NPC180301
0.96	High Similarity	NPC209760
0.96	High Similarity	NPC268193
0.96	High Similarity	NPC248793
0.96	High Similarity	NPC100134
0.9597	High Similarity	NPC244577
0.9597	High Similarity	NPC472420
0.9597	High Similarity	NPC263384
0.9597	High Similarity	NPC472422
0.9597	High Similarity	NPC471676
0.9595	High Similarity	NPC472628
0.9536	High Similarity	NPC477958
0.9533	High Similarity	NPC56232
0.9533	High Similarity	NPC244583
0.9533	High Similarity	NPC210597
0.9533	High Similarity	NPC161881
0.9533	High Similarity	NPC150123
0.9533	High Similarity	NPC475790
0.9533	High Similarity	NPC10807
0.947	High Similarity	NPC7989
0.947	High Similarity	NPC20907
0.947	High Similarity	NPC244250
0.947	High Similarity	NPC472583
0.947	High Similarity	NPC311579
0.947	High Similarity	NPC236756
0.947	High Similarity	NPC223701
0.9467	High Similarity	NPC289774
0.9467	High Similarity	NPC474021
0.9467	High Similarity	NPC474023
0.9467	High Similarity	NPC477897
0.9467	High Similarity	NPC209846
0.9467	High Similarity	NPC328740
0.9467	High Similarity	NPC472636
0.9463	High Similarity	NPC307052
0.9463	High Similarity	NPC139966
0.9463	High Similarity	NPC89442
0.9459	High Similarity	NPC176869
0.9459	High Similarity	NPC3779
0.9459	High Similarity	NPC472918
0.9459	High Similarity	NPC470670
0.9459	High Similarity	NPC47388
0.9459	High Similarity	NPC122828
0.9459	High Similarity	NPC476182
0.9459	High Similarity	NPC473133
0.9459	High Similarity	NPC44721
0.9459	High Similarity	NPC40086
0.9459	High Similarity	NPC472627
0.9459	High Similarity	NPC211466
0.9459	High Similarity	NPC91902
0.9408	High Similarity	NPC470681
0.9408	High Similarity	NPC471116
0.9408	High Similarity	NPC476169
0.9404	High Similarity	NPC477957
0.9404	High Similarity	NPC473996
0.94	High Similarity	NPC61258
0.9396	High Similarity	NPC10097
0.9392	High Similarity	NPC127059
0.9392	High Similarity	NPC472629
0.9392	High Similarity	NPC285630
0.9363	High Similarity	NPC471213
0.9359	High Similarity	NPC183672
0.9355	High Similarity	NPC472634
0.9355	High Similarity	NPC471499
0.9351	High Similarity	NPC22192
0.9351	High Similarity	NPC123544
0.9342	High Similarity	NPC112701
0.9342	High Similarity	NPC88983
0.9342	High Similarity	NPC109594
0.9342	High Similarity	NPC326592
0.9342	High Similarity	NPC469405
0.9338	High Similarity	NPC472580
0.9338	High Similarity	NPC471229
0.9338	High Similarity	NPC474772
0.9338	High Similarity	NPC472423
0.9338	High Similarity	NPC471675
0.9338	High Similarity	NPC474744
0.9333	High Similarity	NPC277032
0.9333	High Similarity	NPC470461
0.9329	High Similarity	NPC85773
0.9324	High Similarity	NPC124780
0.9324	High Similarity	NPC306607
0.9324	High Similarity	NPC470890
0.9324	High Similarity	NPC4152
0.9324	High Similarity	NPC49130
0.9324	High Similarity	NPC326506
0.9324	High Similarity	NPC473014
0.9324	High Similarity	NPC279417
0.9324	High Similarity	NPC131579
0.9324	High Similarity	NPC87486
0.9324	High Similarity	NPC235217
0.9324	High Similarity	NPC208176
0.9324	High Similarity	NPC142731
0.9324	High Similarity	NPC131568
0.9324	High Similarity	NPC62290
0.9295	High Similarity	NPC259834
0.9295	High Similarity	NPC131745
0.929	High Similarity	NPC470326
0.929	High Similarity	NPC470183
0.929	High Similarity	NPC282009
0.929	High Similarity	NPC306978
0.929	High Similarity	NPC472631
0.929	High Similarity	NPC287328
0.929	High Similarity	NPC472630
0.9286	High Similarity	NPC281137
0.9286	High Similarity	NPC282390
0.9276	High Similarity	NPC31627
0.9276	High Similarity	NPC327269
0.9276	High Similarity	NPC285623
0.9276	High Similarity	NPC476238
0.9272	High Similarity	NPC124478
0.9272	High Similarity	NPC177308
0.9272	High Similarity	NPC472421
0.9272	High Similarity	NPC267117
0.9267	High Similarity	NPC470460
0.9267	High Similarity	NPC145467
0.9267	High Similarity	NPC296869
0.9267	High Similarity	NPC218569
0.9262	High Similarity	NPC474302
0.9262	High Similarity	NPC1940
0.9262	High Similarity	NPC148011
0.9262	High Similarity	NPC124729
0.9262	High Similarity	NPC229190
0.9262	High Similarity	NPC316769
0.9257	High Similarity	NPC316816
0.9257	High Similarity	NPC81697
0.9257	High Similarity	NPC112749
0.9257	High Similarity	NPC478086
0.9257	High Similarity	NPC185276
0.9257	High Similarity	NPC223812
0.9257	High Similarity	NPC107177
0.9257	High Similarity	NPC214166
0.9257	High Similarity	NPC85162
0.9257	High Similarity	NPC18886
0.9257	High Similarity	NPC77794
0.9257	High Similarity	NPC278249
0.9257	High Similarity	NPC125894
0.9236	High Similarity	NPC278419
0.9236	High Similarity	NPC472625
0.9236	High Similarity	NPC66087
0.9236	High Similarity	NPC63438
0.9236	High Similarity	NPC179198
0.9231	High Similarity	NPC3629
0.9231	High Similarity	NPC289771
0.9221	High Similarity	NPC146636
0.9221	High Similarity	NPC208152
0.9221	High Similarity	NPC78492
0.9216	High Similarity	NPC203080
0.9216	High Similarity	NPC193200
0.9211	High Similarity	NPC295650
0.9205	High Similarity	NPC5173
0.9205	High Similarity	NPC473016
0.92	High Similarity	NPC296998
0.92	High Similarity	NPC473077
0.92	High Similarity	NPC21835
0.92	High Similarity	NPC51070
0.92	High Similarity	NPC222298
0.92	High Similarity	NPC308200
0.92	High Similarity	NPC283234
0.9195	High Similarity	NPC224714
0.9195	High Similarity	NPC473013
0.9195	High Similarity	NPC197252
0.9195	High Similarity	NPC216538
0.9195	High Similarity	NPC271288
0.9195	High Similarity	NPC209040
0.9195	High Similarity	NPC236766
0.9195	High Similarity	NPC473015
0.9195	High Similarity	NPC328623
0.9195	High Similarity	NPC326500
0.9195	High Similarity	NPC273538
0.9189	High Similarity	NPC32739
0.9189	High Similarity	NPC223500
0.9189	High Similarity	NPC328164
0.9189	High Similarity	NPC10937
0.9189	High Similarity	NPC220998
0.9189	High Similarity	NPC166482
0.9189	High Similarity	NPC66515
0.9189	High Similarity	NPC296917

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 NPC215917 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	334
0.1-0.2	868
0.2-0.3	1687
0.3-0.4	2579
0.4-0.5	1904
0.5-0.6	1081
0.6-0.7	480
0.7-0.8	166
0.8-0.85	31
0.85-0.9	17
0.9-0.95	3
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.9412	High Similarity	NPD7075	Discontinued
0.9272	High Similarity	NPD4380	Phase 2
0.9216	High Similarity	NPD7096	Clinical (unspecified phase)
0.9195	High Similarity	NPD4378	Clinical (unspecified phase)
0.9125	High Similarity	NPD7804	Clinical (unspecified phase)
0.9091	High Similarity	NPD2393	Clinical (unspecified phase)
0.9032	High Similarity	NPD8443	Clinical (unspecified phase)
0.9026	High Similarity	NPD6801	Discontinued
0.8938	High Similarity	NPD6168	Clinical (unspecified phase)
0.8938	High Similarity	NPD6167	Clinical (unspecified phase)
0.8938	High Similarity	NPD6166	Phase 2
0.8917	High Similarity	NPD4381	Clinical (unspecified phase)
0.8903	High Similarity	NPD1934	Approved
0.8851	High Similarity	NPD1550	Clinical (unspecified phase)
0.8851	High Similarity	NPD1552	Clinical (unspecified phase)
0.8792	High Similarity	NPD1549	Phase 2
0.8693	High Similarity	NPD7410	Clinical (unspecified phase)
0.8627	High Similarity	NPD6799	Approved
0.8614	High Similarity	NPD7251	Discontinued
0.8608	High Similarity	NPD7819	Suspended
0.8606	High Similarity	NPD7074	Phase 3
0.8599	High Similarity	NPD7411	Suspended
0.8563	High Similarity	NPD7808	Phase 3
0.8554	High Similarity	NPD6797	Phase 2
0.8553	High Similarity	NPD3817	Phase 2
0.8545	High Similarity	NPD7054	Approved
0.8533	High Similarity	NPD2796	Approved
0.8516	High Similarity	NPD1512	Approved
0.85	High Similarity	NPD3882	Suspended
0.8494	Intermediate Similarity	NPD7472	Approved
0.8491	Intermediate Similarity	NPD2801	Approved
0.8467	Intermediate Similarity	NPD1510	Phase 2
0.8462	Intermediate Similarity	NPD5403	Approved
0.8418	Intermediate Similarity	NPD6599	Discontinued
0.8405	Intermediate Similarity	NPD6959	Discontinued
0.8393	Intermediate Similarity	NPD6559	Discontinued
0.8387	Intermediate Similarity	NPD1511	Approved
0.8373	Intermediate Similarity	NPD3818	Discontinued
0.8344	Intermediate Similarity	NPD5494	Approved
0.8343	Intermediate Similarity	NPD4338	Clinical (unspecified phase)
0.8333	Intermediate Similarity	NPD5401	Approved
0.8323	Intermediate Similarity	NPD5402	Approved
0.8322	Intermediate Similarity	NPD1240	Approved
0.8272	Intermediate Similarity	NPD4868	Clinical (unspecified phase)
0.8253	Intermediate Similarity	NPD7852	Clinical (unspecified phase)
0.8212	Intermediate Similarity	NPD1607	Approved
0.8204	Intermediate Similarity	NPD7473	Discontinued
0.816	Intermediate Similarity	NPD7768	Phase 2
0.8118	Intermediate Similarity	NPD7993	Clinical (unspecified phase)
0.8092	Intermediate Similarity	NPD6651	Approved
0.8068	Intermediate Similarity	NPD7879	Clinical (unspecified phase)
0.8024	Intermediate Similarity	NPD6232	Discontinued
0.8013	Intermediate Similarity	NPD2800	Approved
0.8013	Intermediate Similarity	NPD7421	Clinical (unspecified phase)
0.8	Intermediate Similarity	NPD5844	Phase 1
0.7989	Intermediate Similarity	NPD8090	Clinical (unspecified phase)
0.7962	Intermediate Similarity	NPD4628	Phase 3
0.7947	Intermediate Similarity	NPD6859	Clinical (unspecified phase)
0.7919	Intermediate Similarity	NPD4419	Clinical (unspecified phase)
0.7892	Intermediate Similarity	NPD3749	Approved
0.7848	Intermediate Similarity	NPD3750	Approved
0.7841	Intermediate Similarity	NPD8434	Phase 2
0.7834	Intermediate Similarity	NPD970	Clinical (unspecified phase)
0.7829	Intermediate Similarity	NPD4907	Clinical (unspecified phase)
0.7821	Intermediate Similarity	NPD6099	Approved
0.7821	Intermediate Similarity	NPD2935	Discontinued
0.7821	Intermediate Similarity	NPD1551	Phase 2
0.7821	Intermediate Similarity	NPD6100	Approved
0.7803	Intermediate Similarity	NPD5953	Discontinued
0.7796	Intermediate Similarity	NPD7584	Approved
0.7791	Intermediate Similarity	NPD7286	Phase 2
0.7778	Intermediate Similarity	NPD4360	Phase 2
0.7778	Intermediate Similarity	NPD920	Approved
0.7778	Intermediate Similarity	NPD4363	Phase 3
0.7771	Intermediate Similarity	NPD8313	Approved
0.7771	Intermediate Similarity	NPD8312	Approved
0.7764	Intermediate Similarity	NPD2534	Approved
0.7764	Intermediate Similarity	NPD2532	Approved
0.7764	Intermediate Similarity	NPD2533	Approved
0.7756	Intermediate Similarity	NPD2799	Discontinued
0.7751	Intermediate Similarity	NPD1247	Approved
0.774	Intermediate Similarity	NPD8150	Discontinued
0.7738	Intermediate Similarity	NPD919	Approved
0.7733	Intermediate Similarity	NPD3751	Discontinued
0.7727	Intermediate Similarity	NPD1613	Approved
0.7727	Intermediate Similarity	NPD1612	Clinical (unspecified phase)
0.7706	Intermediate Similarity	NPD3787	Discontinued
0.7697	Intermediate Similarity	NPD7615	Clinical (unspecified phase)
0.7697	Intermediate Similarity	NPD4908	Phase 1
0.7677	Intermediate Similarity	NPD5123	Clinical (unspecified phase)
0.7677	Intermediate Similarity	NPD6355	Discontinued
0.7677	Intermediate Similarity	NPD5124	Phase 1
0.7673	Intermediate Similarity	NPD1243	Approved
0.7663	Intermediate Similarity	NPD6780	Approved
0.7663	Intermediate Similarity	NPD6782	Approved
0.7663	Intermediate Similarity	NPD6779	Approved
0.7663	Intermediate Similarity	NPD6777	Approved
0.7663	Intermediate Similarity	NPD6781	Approved
0.7663	Intermediate Similarity	NPD6778	Approved
0.7663	Intermediate Similarity	NPD6776	Approved
0.7661	Intermediate Similarity	NPD3926	Phase 2
0.7654	Intermediate Similarity	NPD642	Clinical (unspecified phase)
0.7643	Intermediate Similarity	NPD7033	Discontinued
0.764	Intermediate Similarity	NPD643	Clinical (unspecified phase)
0.7634	Intermediate Similarity	NPD7435	Discontinued
0.7625	Intermediate Similarity	NPD1878	Clinical (unspecified phase)
0.7625	Intermediate Similarity	NPD6398	Clinical (unspecified phase)
0.761	Intermediate Similarity	NPD2424	Discontinued
0.7605	Intermediate Similarity	NPD1465	Phase 2
0.7605	Intermediate Similarity	NPD8455	Phase 2
0.7597	Intermediate Similarity	NPD2313	Discontinued
0.7597	Intermediate Similarity	NPD6798	Discontinued
0.7584	Intermediate Similarity	NPD8055	Clinical (unspecified phase)
0.7584	Intermediate Similarity	NPD1547	Clinical (unspecified phase)
0.7584	Intermediate Similarity	NPD1610	Phase 2
0.7582	Intermediate Similarity	NPD6832	Phase 2
0.7576	Intermediate Similarity	NPD3226	Approved
0.7547	Intermediate Similarity	NPD2344	Approved
0.754	Intermediate Similarity	NPD7698	Approved
0.754	Intermediate Similarity	NPD7696	Phase 3
0.754	Intermediate Similarity	NPD7697	Approved
0.7532	Intermediate Similarity	NPD3748	Approved
0.75	Intermediate Similarity	NPD7870	Phase 2
0.75	Intermediate Similarity	NPD7871	Phase 2
0.75	Intermediate Similarity	NPD943	Approved
0.7485	Intermediate Similarity	NPD7390	Discontinued
0.7474	Intermediate Similarity	NPD7701	Phase 2
0.7473	Intermediate Similarity	NPD7501	Clinical (unspecified phase)
0.747	Intermediate Similarity	NPD7458	Discontinued
0.7469	Intermediate Similarity	NPD6190	Approved
0.7468	Intermediate Similarity	NPD1529	Clinical (unspecified phase)
0.7457	Intermediate Similarity	NPD7184	Clinical (unspecified phase)
0.7448	Intermediate Similarity	NPD7801	Approved
0.7446	Intermediate Similarity	NPD4362	Clinical (unspecified phase)
0.7446	Intermediate Similarity	NPD4361	Phase 2
0.7442	Intermediate Similarity	NPD7199	Phase 2
0.7439	Intermediate Similarity	NPD7004	Clinical (unspecified phase)
0.7438	Intermediate Similarity	NPD2346	Discontinued
0.7436	Intermediate Similarity	NPD6233	Phase 2
0.7421	Intermediate Similarity	NPD1509	Clinical (unspecified phase)
0.7419	Intermediate Similarity	NPD3027	Phase 3
0.7414	Intermediate Similarity	NPD2403	Approved
0.7414	Intermediate Similarity	NPD7784	Clinical (unspecified phase)
0.7403	Intermediate Similarity	NPD1530	Clinical (unspecified phase)
0.7401	Intermediate Similarity	NPD3823	Discontinued
0.7396	Intermediate Similarity	NPD7875	Clinical (unspecified phase)
0.7396	Intermediate Similarity	NPD7874	Approved
0.7391	Intermediate Similarity	NPD6535	Approved
0.7391	Intermediate Similarity	NPD6534	Approved
0.7389	Intermediate Similarity	NPD4060	Phase 1
0.7386	Intermediate Similarity	NPD1203	Approved
0.7382	Intermediate Similarity	NPD7585	Approved
0.7372	Intermediate Similarity	NPD3268	Approved
0.7372	Intermediate Similarity	NPD6410	Clinical (unspecified phase)
0.7366	Intermediate Similarity	NPD7699	Phase 2
0.7366	Intermediate Similarity	NPD7700	Phase 2
0.7365	Intermediate Similarity	NPD5808	Clinical (unspecified phase)
0.7363	Intermediate Similarity	NPD8397	Clinical (unspecified phase)
0.7362	Intermediate Similarity	NPD2309	Approved
0.7358	Intermediate Similarity	NPD7783	Phase 2
0.7358	Intermediate Similarity	NPD7782	Clinical (unspecified phase)
0.7349	Intermediate Similarity	NPD6980	Clinical (unspecified phase)
0.7346	Intermediate Similarity	NPD1652	Phase 2
0.7344	Intermediate Similarity	NPD8151	Discontinued
0.7338	Intermediate Similarity	NPD2798	Approved
0.7337	Intermediate Similarity	NPD37	Approved
0.733	Intermediate Similarity	NPD7228	Approved
0.733	Intermediate Similarity	NPD7583	Approved
0.7326	Intermediate Similarity	NPD6234	Discontinued
0.7316	Intermediate Similarity	NPD8319	Approved
0.7316	Intermediate Similarity	NPD8320	Phase 1
0.7315	Intermediate Similarity	NPD1548	Phase 1
0.731	Intermediate Similarity	NPD4966	Approved
0.731	Intermediate Similarity	NPD4967	Phase 2
0.731	Intermediate Similarity	NPD4965	Approved
0.7308	Intermediate Similarity	NPD4625	Phase 3
0.7302	Intermediate Similarity	NPD6823	Phase 2
0.7299	Intermediate Similarity	NPD5710	Approved
0.7299	Intermediate Similarity	NPD5711	Approved
0.7299	Intermediate Similarity	NPD7229	Phase 3
0.7294	Intermediate Similarity	NPD5760	Phase 2
0.7294	Intermediate Similarity	NPD5761	Phase 2
0.7289	Intermediate Similarity	NPD5049	Phase 3
0.7273	Intermediate Similarity	NPD2797	Approved
0.7263	Intermediate Similarity	NPD7685	Pre-registration
0.7256	Intermediate Similarity	NPD3887	Approved
0.7256	Intermediate Similarity	NPD2354	Approved
0.725	Intermediate Similarity	NPD7097	Phase 1
0.7235	Intermediate Similarity	NPD6844	Discontinued
0.7233	Intermediate Similarity	NPD230	Phase 1
0.7233	Intermediate Similarity	NPD1933	Approved
0.7229	Intermediate Similarity	NPD4661	Approved
0.7229	Intermediate Similarity	NPD4662	Approved
0.7205	Intermediate Similarity	NPD651	Clinical (unspecified phase)
0.7205	Intermediate Similarity	NPD4308	Phase 3
0.7202	Intermediate Similarity	NPD1653	Approved
0.719	Intermediate Similarity	NPD9717	Approved
0.7179	Intermediate Similarity	NPD2861	Phase 2
0.7151	Intermediate Similarity	NPD1729	Discontinued
0.7143	Intermediate Similarity	NPD4536	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