NPASS Compound

Structure

CID149505 OpenBabel06191715522D 31 35 0 0 1 0 0 0 0 0999 V2000 -0.1932 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1369 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0029 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5388 -5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4049 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5388 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2709 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1369 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5878 0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5418 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4049 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5388 0.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.2709 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2709 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5388 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2709 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0029 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4049 -1.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.5388 -0.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 4.1369 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4049 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0029 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5878 -0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2788 -1.7601 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.6728 -4.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.1369 -4.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.1369 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.4049 -5.0000 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 5.9540 -0.8090 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.9540 0.8090 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 25 1 0 0 0 0 2 26 1 0 0 0 0 3 27 1 0 0 0 0 4 28 1 0 0 0 0 5 14 1 0 0 0 0 6 11 2 0 0 0 0 6 15 1 0 0 0 0 7 11 1 0 0 0 0 7 16 2 0 0 0 0 8 13 2 0 0 0 0 8 17 1 0 0 0 0 9 12 1 0 0 0 0 9 29 1 0 0 0 0 10 30 1 0 0 0 0 10 31 1 0 0 0 0 12 5 1 6 0 0 0 12 19 1 0 0 0 0 13 14 1 0 0 0 0 13 18 1 0 0 0 0 14 20 2 0 0 0 0 15 21 2 0 0 0 0 15 25 1 0 0 0 0 16 21 1 0 0 0 0 16 26 1 0 0 0 0 17 22 2 0 0 0 0 17 30 1 0 0 0 0 18 11 1 1 0 0 0 18 19 1 0 0 0 0 19 23 1 1 0 0 0 20 22 1 0 0 0 0 20 27 1 0 0 0 0 21 28 1 0 0 0 0 22 31 1 0 0 0 0 23 24 2 0 0 0 0 23 29 1 0 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	428.15
Volume:	415.448
LogP:	2.758
LogD:	2.948
LogS:	-4.283
# Rotatable Bonds:	5
TPSA:	81.68
# H-Bond Aceptor:	8
# H-Bond Donor:	0
# Rings:	5
# Heavy Atoms:	8

MedChem Properties

QED Drug-Likeness Score:	0.673
Synthetic Accessibility Score:	3.736
Fsp3:	0.435
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Accepted
GSK Rule:	Rejected
BMS Rule:	0
Golden Triangle Rule:	Accepted
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-4.825
MDCK Permeability:	3.280385863035917e-05
Pgp-inhibitor:	0.995
Pgp-substrate:	0.0
Human Intestinal Absorption (HIA):	0.002
20% Bioavailability (F20%):	0.002
30% Bioavailability (F30%):	0.051

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.044
Plasma Protein Binding (PPB):	94.76837158203125%
Volume Distribution (VD):	0.879
Pgp-substrate:	5.242123126983643%

ADMET: Metabolism

CYP1A2-inhibitor:	0.059
CYP1A2-substrate:	0.984
CYP2C19-inhibitor:	0.868
CYP2C19-substrate:	0.912
CYP2C9-inhibitor:	0.772
CYP2C9-substrate:	0.841
CYP2D6-inhibitor:	0.091
CYP2D6-substrate:	0.638
CYP3A4-inhibitor:	0.941
CYP3A4-substrate:	0.928

ADMET: Excretion

Clearance (CL):	8.362
Half-life (T1/2):	0.204

ADMET: Toxicity

hERG Blockers:	0.173
Human Hepatotoxicity (H-HT):	0.136
Drug-inuced Liver Injury (DILI):	0.692
AMES Toxicity:	0.057
Rat Oral Acute Toxicity:	0.091
Maximum Recommended Daily Dose:	0.907
Skin Sensitization:	0.206
Carcinogencity:	0.08
Eye Corrosion:	0.003
Eye Irritation:	0.071
Respiratory Toxicity:	0.776

Download Data

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

Natural Product: NPC149505

Natural Product ID:	NPC149505
*Common Name:**	Beta-Peltatin-A Methylether
IUPAC Name:	(5aR,8aR,9R)-4-methoxy-9-(3,4,5-trimethoxyphenyl)-5a,6,8a,9-tetrahydro-5H-[2]benzofuro[6,5-f][1,3]benzodioxol-8-one
Synonyms:	Beta-Peltatin A Methyl Ether; Beta-Peltatin-A Methylether
Standard InCHIKey:	BFKORKXLSJUYSS-RQUSPXKASA-N
Standard InCHI:	InChI=1S/C23H24O8/c1-25-15-6-11(7-16(26-2)21(15)28-4)18-13-8-17-22(31-10-30-17)20(27-3)14(13)5-12-9-29-23(24)19(12)18/h6-8,12,18-19H,5,9-10H2,1-4H3/t12-,18+,19-/m0/s1
SMILES:	COc1cc(cc(c1OC)OC)[C@@H]1c2cc3c(c(c2C[C@H]2COC(=O)[C@H]12)OC)OCO3
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL483004
PubChem CID:	159962
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0001392] Lignans, neolignans and related compounds [CHEMONTID:0001510] Lignan lactones

*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
NPO17839	Machaerium mucronulatum	Species	Dolichopodidae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1016/S0031-9422(00)94598-9]
NPO25454	Plumbago europaea	Species	Plumbaginaceae	Eukaryota	n.a.	root	n.a.	DOI[10.2225/vol5-issue3-fulltext-4]
NPO21302	Cladosporium herbarum	Species	Cladosporiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[11325242]
NPO7174	Callyspongia truncata	Species	Callyspongiidae	Eukaryota	n.a.	n.a.	n.a.	PMID[12088440]
NPO7174	Callyspongia truncata	Species	Callyspongiidae	Eukaryota	n.a.	n.a.	n.a.	PMID[12713420]
NPO7090	Ammi majus	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[15009205]
NPO21302	Cladosporium herbarum	Species	Cladosporiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[16038560]
NPO23848	Podophyllum peltatum	Species	Berberidaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[16933860]
NPO1338	Arcangelisia gusanlung	Species	Menispermaceae	Eukaryota	n.a.	stem	n.a.	PMID[21500777]
NPO9604	Amycolatopsis lurida	Species	Pseudonocardiaceae	Bacteria	n.a.	n.a.	n.a.	PMID[25323720]
NPO16653	Matteuccia struthiopteris	Species	Onocleaceae	Eukaryota	rhizomes	Liaoning province, China	2011-SEP	PMID[25927664]
NPO16966	Leptospermum scoparium	Species	Myrtaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[26731565]
NPO8247	Austrobaileya scandens	Species	Austrobaileyaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[27214307]
NPO18983	Cleidion brevipetiolatum	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[31419126]
NPO23682	Juniperus phoenicea	Species	Cupressaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[6253598]
NPO23848	Podophyllum peltatum	Species	Berberidaceae	Eukaryota	n.a.	root	n.a.	Database[Article]
NPO16653	Matteuccia struthiopteris	Species	Onocleaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO25454	Plumbago europaea	Species	Plumbaginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO18306	Juniperus thurifera	Species	Cupressaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO13963	Laurencia elata	Species	Rhodomelaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO23848	Podophyllum peltatum	Species	Berberidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO19127	Citrus tankan	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO16653	Matteuccia struthiopteris	Species	Onocleaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO7090	Ammi majus	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO3158	Linum album	Species	Linaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO16293	Babylonia japonica	Species	Buccinidae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO17385	Magnolia acuminata	Species	Magnoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO15358	Entandrophragma cylindricum	Species	Meliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO17831	Millettia racemosa	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO18306	Juniperus thurifera	Species	Cupressaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO19127	Citrus tankan	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO13963	Laurencia elata	Species	Rhodomelaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO5764	Ophioglossum vulgatum	Species	Ophioglossaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO16293	Babylonia japonica	Species	Buccinidae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO3158	Linum album	Species	Linaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO17385	Magnolia acuminata	Species	Magnoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO23848	Podophyllum peltatum	Species	Berberidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO23682	Juniperus phoenicea	Species	Cupressaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO7090	Ammi majus	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO16653	Matteuccia struthiopteris	Species	Onocleaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO25454	Plumbago europaea	Species	Plumbaginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO23848	Podophyllum peltatum	Species	Berberidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO19127	Citrus tankan	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO16653	Matteuccia struthiopteris	Species	Onocleaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO17385	Magnolia acuminata	Species	Magnoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO7090	Ammi majus	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO3158	Linum album	Species	Linaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO17068	Talaromyces wortmanni	Species	Trichocomaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13594	Hippocratea indica	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17596	Ficus maxima	Species	Moraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11603	Lathyrus macrorrhizus	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5764	Ophioglossum vulgatum	Species	Ophioglossaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18377	Chaetomium retardatum	Species	Chaetomiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10712	Tabebuia rosea	Species	Bignoniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7090	Ammi majus	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15358	Entandrophragma cylindricum	Species	Meliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21938	Coleus carnosus	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16829	Dunaliella acidophila	Species	Dunaliellaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12785	Bursera fagaroides	Species	Burseraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11677	Lactobacillus acidophilus	Species	Lactobacillaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO16293	Babylonia japonica	Species	Buccinidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17718	Artemisia schmidtiana	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19057	Lentinellus omphalodes	Species	Auriscalpiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17839	Machaerium mucronulatum	Species	Dolichopodidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19189	Brickellia pendula	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12801	Aglaia meridionalis	Species	Meliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18575	Ochtodes crockeri	Species	Rhizophyllidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18173	Pyrocystis lunula	Species	Pyrocystaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17831	Millettia racemosa	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18792	Crotalaria lechnaultii	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO3158	Linum album	Species	Linaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO1338	Arcangelisia gusanlung	Species	Menispermaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO3050	Cladonia pseudodidyma	Species	Cladoniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25454	Plumbago europaea	Species	Plumbaginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18983	Cleidion brevipetiolatum	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9535	Cortinarius basirubescens	Species	Cortinariaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15608	Tanacetum santolina	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23848	Podophyllum peltatum	Species	Berberidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18306	Juniperus thurifera	Species	Cupressaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21302	Cladosporium herbarum	Species	Cladosporiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18520	Helipterum strictum	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17385	Magnolia acuminata	Species	Magnoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7807	Polyporus sulphureus	Species	Polyporaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17275	Chamaemelum scariosum	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13963	Laurencia elata	Species	Rhodomelaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17709	Timonius kaniensis	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7174	Callyspongia truncata	Species	Callyspongiidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16966	Leptospermum scoparium	Species	Myrtaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17802	Simmondsia chinensis	Species	Simmondsiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18061	Anacystis cyanea	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[UNPD]
NPO8247	Austrobaileya scandens	Species	Austrobaileyaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16653	Matteuccia struthiopteris	Species	Onocleaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO3746	Hesperocyparis nevadensis	Species	Cupressaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9604	Amycolatopsis lurida	Species	Pseudonocardiaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO12282	Parmelia conspersa	Species	Parmeliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18847	Copaifera paupera	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17190	Senecio erraticus	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23682	Juniperus phoenicea	Species	Cupressaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18707	Allium ursinum	Species	Amaryllidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19127	Citrus tankan	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18242	Gleichenia glauca	Species	Gleicheniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12072	Escallonia philippiana	Species	Escalloniaceae	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	1
IC50	3

Activity Type	# Activity
Cell Line	1
NON-MOLECULAR	1
Organism	2

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT91	Cell Line	KB	Homo sapiens	ED50	=	0.026	ug ml-1	PMID[547016]
NPT190	Organism	Human herpesvirus 1	Human herpesvirus 1	IC50	=	23.0	nM	PMID[547015]
NPT195	Organism	Vesicular stomatitis virus	Vesicular stomatitis virus	IC50	=	23.0	nM	PMID[547015]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	IC50	=	16.0	nM	PMID[547017]

☑ 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 NPC149505 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	393
0.1-0.2	1544
0.2-0.3	3285
0.3-0.4	8094
0.4-0.5	10940
0.5-0.6	4104
0.6-0.7	9536
0.7-0.8	4395
0.8-0.85	243
0.85-0.9	103
0.9-0.95	37
0.95-1	23

Similarity Score	Similarity Level	Natural Product ID
0.9792	High Similarity	NPC13985
0.9792	High Similarity	NPC210642
0.9789	High Similarity	NPC104024
0.9789	High Similarity	NPC65574
0.9789	High Similarity	NPC304687
0.9789	High Similarity	NPC80230
0.9789	High Similarity	NPC101755
0.9726	High Similarity	NPC273578
0.9653	High Similarity	NPC262455
0.9653	High Similarity	NPC177476
0.953	High Similarity	NPC181168
0.953	High Similarity	NPC115281
0.953	High Similarity	NPC163527
0.953	High Similarity	NPC19947
0.953	High Similarity	NPC207584
0.9463	High Similarity	NPC237946
0.9463	High Similarity	NPC32373
0.9437	High Similarity	NPC151423
0.9437	High Similarity	NPC40237
0.9404	High Similarity	NPC96593
0.9388	High Similarity	NPC303519
0.9342	High Similarity	NPC288149
0.9338	High Similarity	NPC474043
0.9329	High Similarity	NPC30009
0.9329	High Similarity	NPC103197
0.9315	High Similarity	NPC262804
0.9315	High Similarity	NPC40654
0.9306	High Similarity	NPC92693
0.9306	High Similarity	NPC475000
0.9306	High Similarity	NPC218841
0.9301	High Similarity	NPC176586
0.9301	High Similarity	NPC210354
0.9276	High Similarity	NPC150943
0.9276	High Similarity	NPC470637
0.9276	High Similarity	NPC119910
0.9276	High Similarity	NPC91634
0.9276	High Similarity	NPC268718
0.9262	High Similarity	NPC245948
0.9216	High Similarity	NPC152424
0.9216	High Similarity	NPC100465
0.92	High Similarity	NPC178195
0.92	High Similarity	NPC348849
0.9178	High Similarity	NPC193779
0.9172	High Similarity	NPC177644
0.9172	High Similarity	NPC191158
0.9161	High Similarity	NPC222531
0.9139	High Similarity	NPC234730
0.9103	High Similarity	NPC474288
0.9097	High Similarity	NPC14294
0.9097	High Similarity	NPC116759
0.9091	High Similarity	NPC209411
0.9091	High Similarity	NPC239890
0.9091	High Similarity	NPC115624
0.9014	High Similarity	NPC44245
0.9014	High Similarity	NPC72796
0.8993	High Similarity	NPC477695
0.8993	High Similarity	NPC174512
0.8993	High Similarity	NPC477698
0.8993	High Similarity	NPC293757
0.8993	High Similarity	NPC474965
0.8993	High Similarity	NPC668
0.8981	High Similarity	NPC474042
0.8981	High Similarity	NPC174734
0.8981	High Similarity	NPC306475
0.8968	High Similarity	NPC191352
0.8968	High Similarity	NPC258322
0.8966	High Similarity	NPC218092
0.8966	High Similarity	NPC246474
0.8966	High Similarity	NPC162851
0.8954	High Similarity	NPC239113
0.8954	High Similarity	NPC115123
0.8954	High Similarity	NPC473900
0.8951	High Similarity	NPC11453
0.8933	High Similarity	NPC24425
0.8924	High Similarity	NPC185498
0.8919	High Similarity	NPC321958
0.8919	High Similarity	NPC321696
0.8919	High Similarity	NPC87295
0.8912	High Similarity	NPC18211
0.8912	High Similarity	NPC143092
0.8889	High Similarity	NPC196420
0.8882	High Similarity	NPC178574
0.8882	High Similarity	NPC65591
0.8881	High Similarity	NPC211386
0.8874	High Similarity	NPC477700
0.8874	High Similarity	NPC164082
0.8868	High Similarity	NPC117911
0.8867	High Similarity	NPC145569
0.8867	High Similarity	NPC85141
0.8867	High Similarity	NPC216223
0.8851	High Similarity	NPC474158
0.8851	High Similarity	NPC327651
0.8851	High Similarity	NPC318286
0.8844	High Similarity	NPC218510
0.8844	High Similarity	NPC76415
0.8816	High Similarity	NPC56184
0.8816	High Similarity	NPC477699
0.8816	High Similarity	NPC104353
0.8812	High Similarity	NPC179240
0.88	High Similarity	NPC304821
0.879	High Similarity	NPC61141
0.8784	High Similarity	NPC326144
0.8782	High Similarity	NPC78944
0.8774	High Similarity	NPC19600
0.8766	High Similarity	NPC188962
0.8766	High Similarity	NPC42871
0.8766	High Similarity	NPC202249
0.8758	High Similarity	NPC474514
0.875	High Similarity	NPC474975
0.875	High Similarity	NPC32079
0.8741	High Similarity	NPC205915
0.8726	High Similarity	NPC319749
0.8718	High Similarity	NPC125713
0.8718	High Similarity	NPC325122
0.871	High Similarity	NPC477380
0.8701	High Similarity	NPC136757
0.869	High Similarity	NPC143895
0.8688	High Similarity	NPC79322
0.8684	High Similarity	NPC473989
0.8684	High Similarity	NPC316989
0.8675	High Similarity	NPC198129
0.8675	High Similarity	NPC327352
0.8675	High Similarity	NPC477375
0.8675	High Similarity	NPC252281
0.8671	High Similarity	NPC280778
0.8671	High Similarity	NPC22130
0.8671	High Similarity	NPC116838
0.8662	High Similarity	NPC474770
0.8658	High Similarity	NPC474036
0.8654	High Similarity	NPC477885
0.8649	High Similarity	NPC287124
0.8645	High Similarity	NPC238834
0.8639	High Similarity	NPC216434
0.8639	High Similarity	NPC103448
0.8636	High Similarity	NPC477377
0.8625	High Similarity	NPC471923
0.8618	High Similarity	NPC322426
0.8618	High Similarity	NPC477376
0.8618	High Similarity	NPC477374
0.8608	High Similarity	NPC15212
0.8601	High Similarity	NPC192255
0.8598	High Similarity	NPC196771
0.8591	High Similarity	NPC470811
0.8591	High Similarity	NPC477696
0.8591	High Similarity	NPC477697
0.859	High Similarity	NPC301897
0.8581	High Similarity	NPC312763
0.8581	High Similarity	NPC54179
0.8581	High Similarity	NPC198461
0.8571	High Similarity	NPC473531
0.8571	High Similarity	NPC477378
0.8571	High Similarity	NPC475453
0.8571	High Similarity	NPC475229
0.8562	High Similarity	NPC209229
0.8562	High Similarity	NPC32189
0.8562	High Similarity	NPC477884
0.8553	High Similarity	NPC316676
0.8553	High Similarity	NPC325720
0.8552	High Similarity	NPC110958
0.8552	High Similarity	NPC19890
0.8543	High Similarity	NPC33832
0.8542	High Similarity	NPC65183
0.8542	High Similarity	NPC261812
0.8542	High Similarity	NPC72046
0.8533	High Similarity	NPC166884
0.8533	High Similarity	NPC141569
0.8533	High Similarity	NPC477701
0.8523	High Similarity	NPC474295
0.8523	High Similarity	NPC191231
0.8516	High Similarity	NPC474606
0.8509	High Similarity	NPC320471
0.8509	High Similarity	NPC83049
0.8509	High Similarity	NPC118162
0.8506	High Similarity	NPC475756
0.8497	Intermediate Similarity	NPC127827
0.8497	Intermediate Similarity	NPC125570
0.8493	Intermediate Similarity	NPC25333
0.8493	Intermediate Similarity	NPC148893
0.8493	Intermediate Similarity	NPC49235
0.8487	Intermediate Similarity	NPC116019
0.8483	Intermediate Similarity	NPC266848
0.8483	Intermediate Similarity	NPC136750
0.8477	Intermediate Similarity	NPC477702
0.8476	Intermediate Similarity	NPC474568
0.8471	Intermediate Similarity	NPC29727
0.8467	Intermediate Similarity	NPC106920
0.8467	Intermediate Similarity	NPC273657
0.8462	Intermediate Similarity	NPC473425
0.8457	Intermediate Similarity	NPC311912
0.8456	Intermediate Similarity	NPC312199
0.8452	Intermediate Similarity	NPC471154
0.8452	Intermediate Similarity	NPC220577
0.8442	Intermediate Similarity	NPC475722
0.8438	Intermediate Similarity	NPC198796
0.8435	Intermediate Similarity	NPC121651
0.8425	Intermediate Similarity	NPC31530
0.8425	Intermediate Similarity	NPC145722
0.8425	Intermediate Similarity	NPC256776
0.8425	Intermediate Similarity	NPC185680
0.8421	Intermediate Similarity	NPC212890

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 NPC149505 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	318
0.1-0.2	904
0.2-0.3	1691
0.3-0.4	2747
0.4-0.5	1941
0.5-0.6	996
0.6-0.7	476
0.7-0.8	66
0.8-0.85	5
0.85-0.9	2
0.9-0.95	4
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.9463	High Similarity	NPD4967	Phase 2
0.9463	High Similarity	NPD4965	Approved
0.9463	High Similarity	NPD4966	Approved
0.9338	High Similarity	NPD6234	Discontinued
0.9262	High Similarity	NPD37	Approved
0.8924	High Similarity	NPD7228	Approved
0.8846	High Similarity	NPD7199	Phase 2
0.8734	High Similarity	NPD7184	Clinical (unspecified phase)
0.8704	High Similarity	NPD7240	Approved
0.8431	Intermediate Similarity	NPD6980	Clinical (unspecified phase)
0.8323	Intermediate Similarity	NPD7090	Clinical (unspecified phase)
0.8117	Intermediate Similarity	NPD6143	Clinical (unspecified phase)
0.7988	Intermediate Similarity	NPD6232	Discontinued
0.7966	Intermediate Similarity	NPD7237	Clinical (unspecified phase)
0.7952	Intermediate Similarity	NPD7473	Discontinued
0.7902	Intermediate Similarity	NPD3705	Approved
0.7849	Intermediate Similarity	NPD8055	Clinical (unspecified phase)
0.779	Intermediate Similarity	NPD7680	Approved
0.7758	Intermediate Similarity	NPD5494	Approved
0.7751	Intermediate Similarity	NPD5844	Phase 1
0.7692	Intermediate Similarity	NPD3818	Discontinued
0.7683	Intermediate Similarity	NPD4868	Clinical (unspecified phase)
0.7665	Intermediate Similarity	NPD7229	Phase 3
0.7662	Intermediate Similarity	NPD2438	Suspended
0.7622	Intermediate Similarity	NPD3817	Phase 2
0.7561	Intermediate Similarity	NPD7819	Suspended
0.755	Intermediate Similarity	NPD6859	Clinical (unspecified phase)
0.7516	Intermediate Similarity	NPD6674	Discontinued
0.75	Intermediate Similarity	NPD2532	Approved
0.75	Intermediate Similarity	NPD2534	Approved
0.75	Intermediate Similarity	NPD2533	Approved
0.7485	Intermediate Similarity	NPD7028	Phase 2
0.7484	Intermediate Similarity	NPD3748	Approved
0.7455	Intermediate Similarity	NPD1465	Phase 2
0.7451	Intermediate Similarity	NPD2979	Phase 3
0.7446	Intermediate Similarity	NPD5005	Approved
0.7446	Intermediate Similarity	NPD5006	Approved
0.7421	Intermediate Similarity	NPD5084	Clinical (unspecified phase)
0.7415	Intermediate Similarity	NPD1281	Approved
0.7414	Intermediate Similarity	NPD6559	Discontinued
0.7399	Intermediate Similarity	NPD7074	Phase 3
0.7396	Intermediate Similarity	NPD8127	Discontinued
0.7386	Intermediate Similarity	NPD8032	Phase 2
0.7381	Intermediate Similarity	NPD919	Approved
0.7371	Intermediate Similarity	NPD4338	Clinical (unspecified phase)
0.7368	Intermediate Similarity	NPD7827	Phase 1
0.7365	Intermediate Similarity	NPD3882	Suspended
0.7358	Intermediate Similarity	NPD4109	Clinical (unspecified phase)
0.7358	Intermediate Similarity	NPD4110	Phase 3
0.7358	Intermediate Similarity	NPD6398	Clinical (unspecified phase)
0.7351	Intermediate Similarity	NPD3018	Phase 2
0.7349	Intermediate Similarity	NPD8455	Phase 2
0.7342	Intermediate Similarity	NPD970	Clinical (unspecified phase)
0.7341	Intermediate Similarity	NPD7054	Approved
0.7322	Intermediate Similarity	NPD4420	Approved
0.7318	Intermediate Similarity	NPD8397	Clinical (unspecified phase)
0.731	Intermediate Similarity	NPD3926	Phase 2
0.7299	Intermediate Similarity	NPD7472	Approved
0.729	Intermediate Similarity	NPD6355	Discontinued
0.729	Intermediate Similarity	NPD1933	Approved
0.7289	Intermediate Similarity	NPD1934	Approved
0.7284	Intermediate Similarity	NPD7004	Clinical (unspecified phase)
0.7273	Intermediate Similarity	NPD5283	Phase 1
0.7267	Intermediate Similarity	NPD1283	Approved
0.7256	Intermediate Similarity	NPD1653	Approved
0.7255	Intermediate Similarity	NPD3027	Phase 3
0.7251	Intermediate Similarity	NPD3787	Discontinued
0.725	Intermediate Similarity	NPD3750	Approved
0.7248	Intermediate Similarity	NPD2981	Phase 2
0.7246	Intermediate Similarity	NPD2801	Approved
0.7246	Intermediate Similarity	NPD2393	Clinical (unspecified phase)
0.7239	Intermediate Similarity	NPD1940	Clinical (unspecified phase)
0.7226	Intermediate Similarity	NPD4060	Phase 1
0.7215	Intermediate Similarity	NPD2531	Phase 2
0.7215	Intermediate Similarity	NPD6099	Approved
0.7215	Intermediate Similarity	NPD6100	Approved
0.7212	Intermediate Similarity	NPD7458	Discontinued
0.7211	Intermediate Similarity	NPD1651	Approved
0.7211	Intermediate Similarity	NPD5691	Approved
0.7209	Intermediate Similarity	NPD5242	Approved
0.7208	Intermediate Similarity	NPD6798	Discontinued
0.7208	Intermediate Similarity	NPD4907	Clinical (unspecified phase)
0.72	Intermediate Similarity	NPD2983	Phase 2
0.72	Intermediate Similarity	NPD2982	Phase 2
0.719	Intermediate Similarity	NPD4908	Phase 1
0.7175	Intermediate Similarity	NPD7808	Phase 3
0.7169	Intermediate Similarity	NPD6599	Discontinued
0.7168	Intermediate Similarity	NPD6168	Clinical (unspecified phase)
0.7168	Intermediate Similarity	NPD6167	Clinical (unspecified phase)
0.7168	Intermediate Similarity	NPD6166	Phase 2
0.7162	Intermediate Similarity	NPD17	Approved
0.7159	Intermediate Similarity	NPD7993	Clinical (unspecified phase)
0.7159	Intermediate Similarity	NPD6797	Phase 2
0.7143	Intermediate Similarity	NPD7096	Clinical (unspecified phase)
0.7143	Intermediate Similarity	NPD7879	Clinical (unspecified phase)
0.7135	Intermediate Similarity	NPD8312	Approved
0.7135	Intermediate Similarity	NPD8313	Approved
0.7126	Intermediate Similarity	NPD7411	Suspended
0.7126	Intermediate Similarity	NPD7615	Clinical (unspecified phase)
0.7124	Intermediate Similarity	NPD1530	Clinical (unspecified phase)
0.7119	Intermediate Similarity	NPD7685	Pre-registration
0.7119	Intermediate Similarity	NPD7251	Discontinued
0.7118	Intermediate Similarity	NPD4381	Clinical (unspecified phase)
0.7118	Intermediate Similarity	NPD7075	Discontinued
0.7117	Intermediate Similarity	NPD6799	Approved
0.7115	Intermediate Similarity	NPD1612	Clinical (unspecified phase)
0.7115	Intermediate Similarity	NPD1613	Approved
0.7107	Intermediate Similarity	NPD2796	Approved
0.7101	Intermediate Similarity	NPD5353	Approved
0.7093	Intermediate Similarity	NPD1247	Approved
0.7093	Intermediate Similarity	NPD6959	Discontinued
0.7089	Intermediate Similarity	NPD7097	Phase 1
0.7083	Intermediate Similarity	NPD6801	Discontinued
0.7078	Intermediate Similarity	NPD1529	Clinical (unspecified phase)
0.707	Intermediate Similarity	NPD3657	Discovery
0.7063	Intermediate Similarity	NPD5762	Approved
0.7063	Intermediate Similarity	NPD5763	Approved
0.7059	Intermediate Similarity	NPD7768	Phase 2
0.7049	Intermediate Similarity	NPD7296	Approved
0.7032	Intermediate Similarity	NPD4625	Phase 3
0.703	Intermediate Similarity	NPD6273	Approved
0.702	Intermediate Similarity	NPD1608	Approved
0.7018	Intermediate Similarity	NPD3749	Approved
0.7006	Intermediate Similarity	NPD4140	Approved
0.7006	Intermediate Similarity	NPD3226	Approved
0.7006	Intermediate Similarity	NPD3619	Clinical (unspecified phase)
0.7006	Intermediate Similarity	NPD5808	Clinical (unspecified phase)
0.7006	Intermediate Similarity	NPD3620	Phase 2
0.7	Intermediate Similarity	NPD8443	Clinical (unspecified phase)
0.7	Intermediate Similarity	NPD5402	Approved
0.6994	Remote Similarity	NPD6190	Approved
0.6993	Remote Similarity	NPD3267	Approved
0.6993	Remote Similarity	NPD3266	Approved
0.6993	Remote Similarity	NPD2797	Approved
0.6989	Remote Similarity	NPD3751	Discontinued
0.6988	Remote Similarity	NPD920	Approved
0.6987	Remote Similarity	NPD3764	Approved
0.6987	Remote Similarity	NPD1699	Clinical (unspecified phase)
0.6975	Remote Similarity	NPD1243	Approved
0.6975	Remote Similarity	NPD7421	Clinical (unspecified phase)
0.6971	Remote Similarity	NPD4481	Phase 3
0.6964	Remote Similarity	NPD4380	Phase 2
0.6962	Remote Similarity	NPD230	Phase 1
0.6959	Remote Similarity	NPD5536	Phase 2
0.6957	Remote Similarity	NPD6003	Clinical (unspecified phase)
0.6957	Remote Similarity	NPD6006	Clinical (unspecified phase)
0.6957	Remote Similarity	NPD7266	Discontinued
0.6957	Remote Similarity	NPD6005	Phase 3
0.6957	Remote Similarity	NPD6004	Phase 3
0.6957	Remote Similarity	NPD6002	Phase 3
0.6954	Remote Similarity	NPD1610	Phase 2
0.6954	Remote Similarity	NPD5711	Approved
0.6954	Remote Similarity	NPD5710	Approved
0.6949	Remote Similarity	NPD7804	Clinical (unspecified phase)
0.6948	Remote Similarity	NPD6917	Clinical (unspecified phase)
0.6943	Remote Similarity	NPD6663	Approved
0.6943	Remote Similarity	NPD8151	Discontinued
0.6943	Remote Similarity	NPD6233	Phase 2
0.6936	Remote Similarity	NPD6746	Phase 2
0.6933	Remote Similarity	NPD1878	Clinical (unspecified phase)
0.6933	Remote Similarity	NPD8166	Discontinued
0.6933	Remote Similarity	NPD4626	Approved
0.6933	Remote Similarity	NPD4628	Phase 3
0.6933	Remote Similarity	NPD7003	Approved
0.6923	Remote Similarity	NPD6386	Approved
0.6923	Remote Similarity	NPD7095	Approved
0.6923	Remote Similarity	NPD6385	Approved
0.6909	Remote Similarity	NPD1511	Approved
0.6894	Remote Similarity	NPD4476	Approved
0.6894	Remote Similarity	NPD4477	Approved
0.6894	Remote Similarity	NPD3539	Phase 1
0.6894	Remote Similarity	NPD2935	Discontinued
0.689	Remote Similarity	NPD5307	Clinical (unspecified phase)
0.6886	Remote Similarity	NPD5403	Approved
0.6879	Remote Similarity	NPD1296	Phase 2
0.6879	Remote Similarity	NPD3268	Approved
0.6879	Remote Similarity	NPD6410	Clinical (unspecified phase)
0.6875	Remote Similarity	NPD7852	Clinical (unspecified phase)
0.6867	Remote Similarity	NPD5401	Approved
0.6867	Remote Similarity	NPD642	Clinical (unspecified phase)
0.6867	Remote Similarity	NPD5585	Approved
0.6867	Remote Similarity	NPD4378	Clinical (unspecified phase)
0.6863	Remote Similarity	NPD5327	Phase 3
0.6863	Remote Similarity	NPD4749	Approved
0.6859	Remote Similarity	NPD6832	Phase 2
0.6852	Remote Similarity	NPD2346	Discontinued
0.6852	Remote Similarity	NPD3540	Phase 1
0.6851	Remote Similarity	NPD2971	Approved
0.6851	Remote Similarity	NPD2968	Approved
0.6849	Remote Similarity	NPD5535	Approved
0.6848	Remote Similarity	NPD7235	Clinical (unspecified phase)
0.6848	Remote Similarity	NPD643	Clinical (unspecified phase)
0.6842	Remote Similarity	NPD1611	Approved
0.6842	Remote Similarity	NPD5563	Clinical (unspecified phase)
0.6832	Remote Similarity	NPD1510	Phase 2
0.6832	Remote Similarity	NPD7033	Discontinued
0.6832	Remote Similarity	NPD2799	Discontinued
0.6832	Remote Similarity	NPD4108	Discontinued
0.6826	Remote Similarity	NPD1512	Approved
0.6821	Remote Similarity	NPD7975	Clinical (unspecified phase)

Bioactivity similarity: Similar Natural Products in NPASS

Bioactivity similarity was calculated based on bioactivity descriptors of compounds. The bioactivity descriptors were calculated by a recently developed AI algorithm Chemical Checker (CC) [Nature Biotechnology, 38:1087–1096, 2020; Nature Communications, 12:3932, 2021], which evaluated bioactivity similarities at five levels:
☉ A: chemistry similarity;
☉ B: biological targets similarity;
☉ C: networks similarity;
☉ D: cell-based bioactivity similarity;
☉ E: similarity based on clinical data.

Those 5 categories of CC bioactivity descriptors were calculated and then subjected to manifold projection using UMAP algorithm, to project all NPs on a 2-Dimensional space. The current NP was highlighted with a small circle in the 2-D map. Below figures: left-to-right, A-to-E.

A: chemistry similarity

B: biological targets similarity

C: networks similarity

D: cell-based bioactivity similarity

E: similarity based on clinical data