NPASS Compound

Structure

CID27410 OpenBabel06191715352D 21 24 0 0 1 0 0 0 0 0999 V2000 1.6874 -3.8332 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4247 -0.2691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4940 -2.4441 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5118 -1.4768 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6474 -2.9124 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6829 -0.9778 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4989 -1.4331 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5031 -2.3885 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0068 -2.8891 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6559 0.0099 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8186 -2.4134 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6629 -0.9504 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8363 -1.4461 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8375 -2.4038 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8258 0.4825 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8371 -1.4329 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0056 -0.9607 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6773 -2.8710 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8157 1.4447 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8281 0.4785 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 19 1 0 0 0 0 2 21 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 6 1 0 0 0 0 5 11 2 0 0 0 0 6 13 2 0 0 0 0 7 8 1 0 0 0 0 7 12 1 0 0 0 0 8 19 1 0 0 0 0 9 11 1 0 0 0 0 10 12 2 0 0 0 0 10 15 1 0 0 0 0 11 13 1 0 0 0 0 12 16 1 0 0 0 0 13 17 1 0 0 0 0 14 9 1 6 0 0 0 14 16 1 0 0 0 0 14 19 1 0 0 0 0 15 18 2 0 0 0 0 15 20 1 0 0 0 0 16 17 2 0 0 0 0 17 18 1 0 0 0 0 18 21 1 0 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	281.14
Volume:	298.417
LogP:	3.114
LogD:	2.833
LogS:	-1.919
# Rotatable Bonds:	1
TPSA:	32.7
# H-Bond Aceptor:	3
# H-Bond Donor:	1
# Rings:	4
# Heavy Atoms:	3

MedChem Properties

QED Drug-Likeness Score:	0.871
Synthetic Accessibility Score:	2.947
Fsp3:	0.333
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Rejected
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:	-4.676
MDCK Permeability:	2.160810436180327e-05
Pgp-inhibitor:	0.029
Pgp-substrate:	0.887
Human Intestinal Absorption (HIA):	0.003
20% Bioavailability (F20%):	0.017
30% Bioavailability (F30%):	0.179

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.997
Plasma Protein Binding (PPB):	89.76663970947266%
Volume Distribution (VD):	2.425
Pgp-substrate:	7.244935035705566%

ADMET: Metabolism

CYP1A2-inhibitor:	0.827
CYP1A2-substrate:	0.926
CYP2C19-inhibitor:	0.091
CYP2C19-substrate:	0.898
CYP2C9-inhibitor:	0.021
CYP2C9-substrate:	0.607
CYP2D6-inhibitor:	0.783
CYP2D6-substrate:	0.917
CYP3A4-inhibitor:	0.086
CYP3A4-substrate:	0.866

ADMET: Excretion

Clearance (CL):	9.334
Half-life (T1/2):	0.397

ADMET: Toxicity

hERG Blockers:	0.623
Human Hepatotoxicity (H-HT):	0.135
Drug-inuced Liver Injury (DILI):	0.155
AMES Toxicity:	0.815
Rat Oral Acute Toxicity:	0.85
Maximum Recommended Daily Dose:	0.96
Skin Sensitization:	0.374
Carcinogencity:	0.076
Eye Corrosion:	0.003
Eye Irritation:	0.013
Respiratory Toxicity:	0.882

Download Data

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

Natural Product: NPC27410

Natural Product ID:	NPC27410
*Common Name:**	N-Methylasimilobine
IUPAC Name:	(6aR)-1-methoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline-2-ol
Synonyms:	N-Methylasimilobine
Standard InCHIKey:	AKXOIHNFHOEPHN-CQSZACIVSA-N
Standard InCHI:	InChI=1S/C18H19NO2/c1-19-8-7-12-10-15(20)18(21-2)17-13-6-4-3-5-11(13)9-14(19)16(12)17/h3-6,10,14,20H,7-9H2,1-2H3/t14-/m1/s1
SMILES:	CN1CCc2cc(c(c3-c4ccccc4C[C@@H]1c23)OC)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL2316499
PubChem CID:	197017
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000279] Alkaloids and derivatives [CHEMONTID:0000381] Aporphines

*Note: the InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.
**Note: the Chemical Classification was calculated by NPClassifier Version 1.5. Reference: PMID:34662515.

Species Source

Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Isolation Part	Collection Location	Collection Time	Reference
NPO19242	Eucalyptus albens	Species	Myrtaceae	Eukaryota	flowers	n.a.	n.a.	PMID[10075775]
NPO11164	Renealmia alpinia	Species	Zingiberaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[10479331]
NPO19436	Annona cherimola	Species	Annonaceae	Eukaryota	Seeds	n.a.	n.a.	PMID[15387664]
NPO4368	Magnolia officinalis	Species	Magnoliaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[1659613]
NPO4368	Magnolia officinalis	Species	Magnoliaceae	Eukaryota	stem bark	n.a.	n.a.	PMID[17918910]
NPO11791	Magnolia obovata	Species	Magnoliaceae	Eukaryota	n.a.	stem	n.a.	PMID[18175990]
NPO19083	Alstonia angustiloba	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[18524603]
NPO4368	Magnolia officinalis	Species	Magnoliaceae	Eukaryota	Stems; Barks	n.a.	n.a.	PMID[19086868]
NPO3478	Nelumbo nucifera	Species	Nelumbonaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[19919095]
NPO17759	Rhododendron mucronulatum	Species	Ericaceae	Eukaryota	n.a.	stem	n.a.	PMID[21443171]
NPO11791	Magnolia obovata	Species	Magnoliaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[21625478]
NPO3478	Nelumbo nucifera	Species	Nelumbonaceae	Eukaryota	flower buds and leaves	Khon Kaen province, Thailand	2010	PMID[23270663]
NPO18602	Melampodium leucanthum	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[23501116]
NPO3478	Nelumbo nucifera	Species	Nelumbonaceae	Eukaryota	Leaves	n.a.	n.a.	PMID[23642481]
NPO4368	Magnolia officinalis	Species	Magnoliaceae	Eukaryota	n.a.	bark	n.a.	PMID[23823874]
NPO18602	Melampodium leucanthum	Species	Asteraceae	Eukaryota	leaves and branches	San Antonio, Texas	2004-JUN	PMID[25685941]
NPO18602	Melampodium leucanthum	Species	Asteraceae	Eukaryota	leaves and branches	n.a.	n.a.	PMID[25685941]
NPO17296	Beesia calthifolia	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[26238319]
NPO3478	Nelumbo nucifera	Species	Nelumbonaceae	Eukaryota	Flowers	n.a.	n.a.	PMID[26462418]
NPO4368	Magnolia officinalis	Species	Magnoliaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[28485933]
NPO18676	Clerodendrum trichotomum	Species	Lamiaceae	Eukaryota	Roots	n.a.	n.a.	PMID[29924604]
NPO11164	Renealmia alpinia	Species	Zingiberaceae	Eukaryota	n.a.	Suriname rainforest	n.a.	PMID[9428162]
NPO3478	Nelumbo nucifera	Species	Nelumbonaceae	Eukaryota	Fruit	n.a.	n.a.	Database[FooDB]
NPO3478	Nelumbo nucifera	Species	Nelumbonaceae	Eukaryota	Rhizome	n.a.	n.a.	Database[FooDB]
NPO19436	Annona cherimola	Species	Annonaceae	Eukaryota	Seed	n.a.	n.a.	Database[FooDB]
NPO3478	Nelumbo nucifera	Species	Nelumbonaceae	Eukaryota	Seed	n.a.	n.a.	Database[FooDB]
NPO3478	Nelumbo nucifera	Species	Nelumbonaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO19436	Annona cherimola	Species	Annonaceae	Eukaryota	n.a.	n.a.		Database[FooDB]
NPO19436	Annona cherimola	Species	Annonaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO19436	Annona cherimola	Species	Annonaceae	Eukaryota	Fruit	n.a.	n.a.	Database[FooDB]
NPO17759	Rhododendron mucronulatum	Species	Ericaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO18765	Juniperus scopulorum	Species	Cupressaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO3478	Nelumbo nucifera	Species	Nelumbonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO11791	Magnolia obovata	Species	Magnoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO4368	Magnolia officinalis	Species	Magnoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO1783	Euonymus fortunei	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO13737	Tephroseris kirilowii	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO19769	Boschniakia rossica	Species	Orobanchaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO17296	Beesia calthifolia	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO13737	Tephroseris kirilowii	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO18765	Juniperus scopulorum	Species	Cupressaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO11791	Magnolia obovata	Species	Magnoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO24402.1	Coffea liberica var. dewevrei	Varieties	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO17759	Rhododendron mucronulatum	Species	Ericaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO14233	Ormosia dasycarpa	Species	Limoniidae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO19769	Boschniakia rossica	Species	Orobanchaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO3478	Nelumbo nucifera	Species	Nelumbonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO1783	Euonymus fortunei	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO4368	Magnolia officinalis	Species	Magnoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO18676	Clerodendrum trichotomum	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO11967	Delphinium giraldii	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO13358	Piper brachystachyum	Species	Piperaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO18765	Juniperus scopulorum	Species	Cupressaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO19769	Boschniakia rossica	Species	Orobanchaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO17759	Rhododendron mucronulatum	Species	Ericaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO11791	Magnolia obovata	Species	Magnoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO4368	Magnolia officinalis	Species	Magnoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO3478	Nelumbo nucifera	Species	Nelumbonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO11791	Magnolia obovata	Species	Magnoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO3478	Nelumbo nucifera	Species	Nelumbonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO4368	Magnolia officinalis	Species	Magnoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO29531	Lupinus cosentinii	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19242	Eucalyptus albens	Species	Myrtaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4368	Magnolia officinalis	Species	Magnoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18533	Delisea elegans	Species	Bonnemaisoniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17354	Micromonospora echinospora	Species	Micromonosporaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO19371	Costasiella ocellifera	Species	Costasiellidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19170	Lasianthaea podocephala	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5455	Euploca racemosa	Species	Heliotropiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17759	Rhododendron mucronulatum	Species	Ericaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18048	Phlomis crinita	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24402.1	Coffea liberica var. dewevrei	Varieties	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4679	Hedysarum gmelini	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17630	Helenium integrifolium	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO29450	Streptomyces parvisporogenes	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO11967	Delphinium giraldii	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9906	Zephyranthes flava	Species	Amaryllidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO968	Artemisia pectinata	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12223	Stellaria media	Species	Caryophyllaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12870	Curcuma aeruginosa	Species	Zingiberaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18765	Juniperus scopulorum	Species	Cupressaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18424	Selinum libanotis	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17114	Streptomyces melanogenes	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO25370	Botrychium ternatum	Species	Ophioglossaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16981	Gutierrezia dracunculoides	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18927	Clinacanthus nutans	Species	Acanthaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16135	Pestalotiopsis oenotherae	Species	Sporocadaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO3478	Nelumbo nucifera	Species	Nelumbonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15127	Senecio congestus	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO1783	Euonymus fortunei	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18262	Aspergillus microcysticus	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15802	Papaver pseudocanescens	Species	Papaveraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18676	Clerodendrum trichotomum	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18169	Creosphaeria sassafras	Species	Xylariaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11791	Magnolia obovata	Species	Magnoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17296	Beesia calthifolia	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13737	Tephroseris kirilowii	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16325	Sideritis dasygnaphala	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19083	Alstonia angustiloba	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19436	Annona cherimola	Species	Annonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19572	Pellacalyx axillaris	Species	Rhizophoraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19709	Pseudocyphellaria australiensis	Species	Lobariaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14233	Ormosia dasycarpa	Species	Limoniidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11164	Renealmia alpinia	Species	Zingiberaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17499	Bursera kerberi	Species	Burseraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13358	Piper brachystachyum	Species	Piperaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18602	Melampodium leucanthum	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11646	Morella pensylvanica	Species	Myricaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11081	Baccharis grandicapitulata	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17230	Psidium acutangulum	Species	Myrtaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18348	Crotalaria stolzii	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12914	Sarcophyton flexuosum	Species	Alcyoniidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19769	Boschniakia rossica	Species	Orobanchaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8172	Emericellopsis minima	Species	n.a.	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
IC50	1
Others	17

Activity Type	# Activity
Individual Protein	1
NON-MOLECULAR	9
Others	8

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT43	Individual Protein	Tyrosinase	Agaricus bisporus	Inhibition	<	3.0	%	PMID[567745]
NPT2	Others	Unspecified		Inhibition	=	19.7	%	PMID[567745]
NPT2	Others	Unspecified		Inhibition	=	15.4	%	PMID[567745]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	FC	=	0.88	n.a.	PMID[567745]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	FC	=	0.96	n.a.	PMID[567745]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	FC	=	1.1	n.a.	PMID[567745]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	FC	=	0.49	n.a.	PMID[567745]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	FC	=	0.72	n.a.	PMID[567745]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	FC	=	0.79	n.a.	PMID[567745]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	FC	=	0.53	n.a.	PMID[567745]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	FC	=	0.76	n.a.	PMID[567745]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	FC	=	0.65	n.a.	PMID[567745]
NPT27	Others	Unspecified		Inhibition	=	82.0	%	PMID[567745]
NPT27	Others	Unspecified		Inhibition	=	86.0	%	PMID[567745]
NPT2	Others	Unspecified		IC50	=	14500.0	nM	PMID[567745]
NPT2	Others	Unspecified		Inhibition	=	90.5	%	PMID[567745]
NPT2	Others	Unspecified		Inhibition	=	70.6	%	PMID[567745]
NPT2	Others	Unspecified		Inhibition	=	37.9	%	PMID[567745]

☑ 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 NPC27410 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	318
0.1-0.2	1779
0.2-0.3	8656
0.3-0.4	9268
0.4-0.5	5934
0.5-0.6	11575
0.6-0.7	4038
0.7-0.8	703
0.8-0.85	215
0.85-0.9	116
0.9-0.95	68
0.95-1	27

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC166014
0.9737	High Similarity	NPC324144
0.9675	High Similarity	NPC81218
0.9675	High Similarity	NPC306555
0.9675	High Similarity	NPC12053
0.9675	High Similarity	NPC117188
0.9675	High Similarity	NPC205421
0.9675	High Similarity	NPC474931
0.9675	High Similarity	NPC145832
0.9675	High Similarity	NPC158376
0.9673	High Similarity	NPC13504
0.9673	High Similarity	NPC253043
0.9673	High Similarity	NPC306843
0.9673	High Similarity	NPC96603
0.9673	High Similarity	NPC78222
0.9673	High Similarity	NPC136508
0.9673	High Similarity	NPC477563
0.9673	High Similarity	NPC212794
0.9673	High Similarity	NPC196447
0.961	High Similarity	NPC476573
0.961	High Similarity	NPC81247
0.961	High Similarity	NPC35627
0.9608	High Similarity	NPC1229
0.953	High Similarity	NPC326316
0.953	High Similarity	NPC81733
0.9427	High Similarity	NPC118274
0.9427	High Similarity	NPC168753
0.9423	High Similarity	NPC298979
0.9367	High Similarity	NPC239775
0.9308	High Similarity	NPC66341
0.9308	High Similarity	NPC477020
0.9308	High Similarity	NPC192135
0.9304	High Similarity	NPC69712
0.9304	High Similarity	NPC477562
0.9304	High Similarity	NPC26240
0.9267	High Similarity	NPC103379
0.9267	High Similarity	NPC477565
0.9262	High Similarity	NPC179825
0.9262	High Similarity	NPC191376
0.9262	High Similarity	NPC321505
0.9255	High Similarity	NPC320223
0.9255	High Similarity	NPC114364
0.925	High Similarity	NPC229166
0.925	High Similarity	NPC128560
0.925	High Similarity	NPC199465
0.9221	High Similarity	NPC476572
0.9216	High Similarity	NPC2413
0.9216	High Similarity	NPC278799
0.9216	High Similarity	NPC207757
0.9216	High Similarity	NPC99659
0.9216	High Similarity	NPC110416
0.9216	High Similarity	NPC249797
0.9216	High Similarity	NPC193949
0.9216	High Similarity	NPC325871
0.9216	High Similarity	NPC5238
0.9216	High Similarity	NPC469817
0.9216	High Similarity	NPC184026
0.9216	High Similarity	NPC54379
0.9216	High Similarity	NPC39701
0.9216	High Similarity	NPC172765
0.9216	High Similarity	NPC204828
0.9216	High Similarity	NPC295691
0.9216	High Similarity	NPC127674
0.9216	High Similarity	NPC189266
0.9216	High Similarity	NPC276588
0.92	High Similarity	NPC147390
0.92	High Similarity	NPC246587
0.92	High Similarity	NPC428
0.92	High Similarity	NPC135538
0.92	High Similarity	NPC476571
0.92	High Similarity	NPC24233
0.9167	High Similarity	NPC60186
0.9156	High Similarity	NPC126519
0.9156	High Similarity	NPC170503
0.9156	High Similarity	NPC203784
0.9133	High Similarity	NPC476151
0.9128	High Similarity	NPC185838
0.9103	High Similarity	NPC266753
0.9103	High Similarity	NPC306902
0.9103	High Similarity	NPC232924
0.9103	High Similarity	NPC477559
0.9103	High Similarity	NPC160298
0.908	High Similarity	NPC474507
0.9079	High Similarity	NPC97221
0.9079	High Similarity	NPC192768
0.9079	High Similarity	NPC220858
0.9079	High Similarity	NPC88249
0.9079	High Similarity	NPC151895
0.9074	High Similarity	NPC148709
0.9074	High Similarity	NPC173416
0.9074	High Similarity	NPC476577
0.9032	High Similarity	NPC186063
0.897	High Similarity	NPC116284
0.8961	High Similarity	NPC26601
0.8944	High Similarity	NPC152212
0.8938	High Similarity	NPC210140
0.8931	High Similarity	NPC225774
0.8916	High Similarity	NPC33902
0.8916	High Similarity	NPC276674
0.8916	High Similarity	NPC135772
0.8909	High Similarity	NPC155442
0.8909	High Similarity	NPC476574
0.8909	High Similarity	NPC312918
0.8909	High Similarity	NPC477561
0.8903	High Similarity	NPC2295
0.8903	High Similarity	NPC477564
0.8896	High Similarity	NPC277669
0.8896	High Similarity	NPC76213
0.8875	High Similarity	NPC24264
0.8875	High Similarity	NPC219341
0.8875	High Similarity	NPC476432
0.8859	High Similarity	NPC470925
0.8848	High Similarity	NPC126284
0.882	High Similarity	NPC247389
0.8812	High Similarity	NPC302527
0.8812	High Similarity	NPC232514
0.8812	High Similarity	NPC167546
0.8812	High Similarity	NPC238530
0.8812	High Similarity	NPC16805
0.8812	High Similarity	NPC134858
0.8812	High Similarity	NPC276944
0.8792	High Similarity	NPC314682
0.878	High Similarity	NPC477558
0.8766	High Similarity	NPC92541
0.8766	High Similarity	NPC219162
0.8766	High Similarity	NPC207824
0.8766	High Similarity	NPC60538
0.8765	High Similarity	NPC241055
0.8758	High Similarity	NPC106295
0.8758	High Similarity	NPC13916
0.8758	High Similarity	NPC304659
0.8758	High Similarity	NPC16107
0.8758	High Similarity	NPC51957
0.8758	High Similarity	NPC210437
0.8758	High Similarity	NPC264850
0.8758	High Similarity	NPC476144
0.8758	High Similarity	NPC86144
0.875	High Similarity	NPC233650
0.8743	High Similarity	NPC248642
0.8733	High Similarity	NPC213206
0.8733	High Similarity	NPC188163
0.8733	High Similarity	NPC474915
0.8733	High Similarity	NPC328750
0.8718	High Similarity	NPC470924
0.8713	High Similarity	NPC478093
0.8706	High Similarity	NPC82763
0.8704	High Similarity	NPC210918
0.8701	High Similarity	NPC7467
0.8698	High Similarity	NPC320088
0.8696	High Similarity	NPC24465
0.8696	High Similarity	NPC168409
0.869	High Similarity	NPC156576
0.8679	High Similarity	NPC111485
0.8663	High Similarity	NPC478091
0.8663	High Similarity	NPC473589
0.8663	High Similarity	NPC478092
0.8663	High Similarity	NPC30182
0.8647	High Similarity	NPC476576
0.8647	High Similarity	NPC186546
0.8642	High Similarity	NPC256012
0.8642	High Similarity	NPC42549
0.8642	High Similarity	NPC268503
0.8642	High Similarity	NPC317272
0.8642	High Similarity	NPC124657
0.8642	High Similarity	NPC250846
0.8642	High Similarity	NPC240841
0.8636	High Similarity	NPC144863
0.8636	High Similarity	NPC90844
0.8636	High Similarity	NPC95075
0.8636	High Similarity	NPC253883
0.8634	High Similarity	NPC189470
0.8623	High Similarity	NPC32154
0.8618	High Similarity	NPC136860
0.8618	High Similarity	NPC128019
0.8618	High Similarity	NPC476567
0.8608	High Similarity	NPC244112
0.8599	High Similarity	NPC82285
0.8599	High Similarity	NPC133011
0.8591	High Similarity	NPC131204
0.8591	High Similarity	NPC301050
0.8589	High Similarity	NPC150879
0.8589	High Similarity	NPC204947
0.8581	High Similarity	NPC130941
0.858	High Similarity	NPC255607
0.858	High Similarity	NPC3375
0.8562	High Similarity	NPC221864
0.8553	High Similarity	NPC147091
0.8545	High Similarity	NPC19520
0.8545	High Similarity	NPC149090
0.8538	High Similarity	NPC474904
0.8537	High Similarity	NPC83198
0.8537	High Similarity	NPC470324
0.8537	High Similarity	NPC204908
0.8509	High Similarity	NPC271388
0.8509	High Similarity	NPC205167
0.8509	High Similarity	NPC235143
0.8509	High Similarity	NPC205255
0.8509	High Similarity	NPC119649
0.8509	High Similarity	NPC230956
0.8509	High Similarity	NPC249274

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 NPC27410 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	206
0.1-0.2	802
0.2-0.3	1054
0.3-0.4	1840
0.4-0.5	2635
0.5-0.6	1732
0.6-0.7	682
0.7-0.8	171
0.8-0.85	20
0.85-0.9	6
0.9-0.95	2
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.9195	High Similarity	NPD2420	Approved
0.9195	High Similarity	NPD2421	Approved
0.8758	High Similarity	NPD4584	Approved
0.8733	High Similarity	NPD4664	Clinical (unspecified phase)
0.865	High Similarity	NPD2489	Approved
0.865	High Similarity	NPD27	Approved
0.8537	High Similarity	NPD2898	Approved
0.8528	High Similarity	NPD3051	Approved
0.8476	Intermediate Similarity	NPD2970	Approved
0.8476	Intermediate Similarity	NPD2969	Approved
0.8442	Intermediate Similarity	NPD5241	Discontinued
0.8405	Intermediate Similarity	NPD7201	Clinical (unspecified phase)
0.8387	Intermediate Similarity	NPD3845	Phase 1
0.8387	Intermediate Similarity	NPD2422	Clinical (unspecified phase)
0.8304	Intermediate Similarity	NPD8054	Approved
0.8304	Intermediate Similarity	NPD8053	Approved
0.8303	Intermediate Similarity	NPD4010	Discontinued
0.8282	Intermediate Similarity	NPD7832	Clinical (unspecified phase)
0.8282	Intermediate Similarity	NPD7831	Phase 2
0.8282	Intermediate Similarity	NPD7833	Phase 2
0.8266	Intermediate Similarity	NPD7906	Approved
0.8246	Intermediate Similarity	NPD4578	Approved
0.8246	Intermediate Similarity	NPD4577	Approved
0.8187	Intermediate Similarity	NPD4017	Approved
0.8165	Intermediate Similarity	NPD1754	Clinical (unspecified phase)
0.814	Intermediate Similarity	NPD3534	Clinical (unspecified phase)
0.814	Intermediate Similarity	NPD7311	Approved
0.814	Intermediate Similarity	NPD7313	Approved
0.814	Intermediate Similarity	NPD7310	Approved
0.814	Intermediate Similarity	NPD7312	Approved
0.8103	Intermediate Similarity	NPD4663	Approved
0.8098	Intermediate Similarity	NPD6818	Clinical (unspecified phase)
0.8092	Intermediate Similarity	NPD7309	Approved
0.8086	Intermediate Similarity	NPD4772	Phase 2
0.8086	Intermediate Similarity	NPD4773	Phase 2
0.8068	Intermediate Similarity	NPD2490	Approved
0.8068	Intermediate Similarity	NPD2488	Approved
0.8037	Intermediate Similarity	NPD7298	Approved
0.8026	Intermediate Similarity	NPD3109	Approved
0.8026	Intermediate Similarity	NPD3110	Approved
0.795	Intermediate Similarity	NPD3639	Approved
0.795	Intermediate Similarity	NPD3640	Phase 3
0.795	Intermediate Similarity	NPD3641	Approved
0.7935	Intermediate Similarity	NPD6029	Clinical (unspecified phase)
0.7935	Intermediate Similarity	NPD6028	Clinical (unspecified phase)
0.7895	Intermediate Similarity	NPD8252	Approved
0.7895	Intermediate Similarity	NPD8099	Discontinued
0.7895	Intermediate Similarity	NPD8251	Approved
0.7892	Intermediate Similarity	NPD4581	Clinical (unspecified phase)
0.7892	Intermediate Similarity	NPD6788	Approved
0.7882	Intermediate Similarity	NPD4481	Phase 3
0.7849	Intermediate Similarity	NPD8156	Discontinued
0.784	Intermediate Similarity	NPD6030	Approved
0.784	Intermediate Similarity	NPD6031	Approved
0.7829	Intermediate Similarity	NPD5155	Approved
0.7829	Intermediate Similarity	NPD5156	Approved
0.7778	Intermediate Similarity	NPD5718	Phase 2
0.7771	Intermediate Similarity	NPD1632	Clinical (unspecified phase)
0.7765	Intermediate Similarity	NPD6071	Discontinued
0.7763	Intermediate Similarity	NPD2605	Approved
0.7763	Intermediate Similarity	NPD3594	Approved
0.7763	Intermediate Similarity	NPD3595	Approved
0.7763	Intermediate Similarity	NPD2606	Approved
0.775	Intermediate Similarity	NPD5084	Clinical (unspecified phase)
0.7736	Intermediate Similarity	NPD5177	Phase 3
0.7733	Intermediate Similarity	NPD5602	Clinical (unspecified phase)
0.7727	Intermediate Similarity	NPD2674	Phase 3
0.7725	Intermediate Similarity	NPD2563	Approved
0.7725	Intermediate Similarity	NPD2560	Approved
0.7712	Intermediate Similarity	NPD2669	Clinical (unspecified phase)
0.7707	Intermediate Similarity	NPD1753	Discontinued
0.7697	Intermediate Similarity	NPD3637	Approved
0.7697	Intermediate Similarity	NPD3635	Approved
0.7697	Intermediate Similarity	NPD3636	Approved
0.7676	Intermediate Similarity	NPD3452	Approved
0.7676	Intermediate Similarity	NPD2493	Approved
0.7676	Intermediate Similarity	NPD3450	Approved
0.7676	Intermediate Similarity	NPD2494	Approved
0.767	Intermediate Similarity	NPD8453	Clinical (unspecified phase)
0.7627	Intermediate Similarity	NPD2968	Approved
0.7627	Intermediate Similarity	NPD2971	Approved
0.7613	Intermediate Similarity	NPD4475	Approved
0.7613	Intermediate Similarity	NPD4474	Approved
0.7602	Intermediate Similarity	NPD7802	Discontinued
0.7561	Intermediate Similarity	NPD6090	Discontinued
0.7557	Intermediate Similarity	NPD6297	Approved
0.7553	Intermediate Similarity	NPD4583	Approved
0.7553	Intermediate Similarity	NPD4582	Approved
0.7548	Intermediate Similarity	NPD3145	Approved
0.7548	Intermediate Similarity	NPD3144	Approved
0.7546	Intermediate Similarity	NPD3124	Discontinued
0.7532	Intermediate Similarity	NPD5752	Clinical (unspecified phase)
0.75	Intermediate Similarity	NPD4002	Approved
0.75	Intermediate Similarity	NPD4726	Approved
0.75	Intermediate Similarity	NPD7667	Clinical (unspecified phase)
0.75	Intermediate Similarity	NPD4004	Approved
0.75	Intermediate Similarity	NPD4721	Approved
0.75	Intermediate Similarity	NPD4725	Approved
0.7485	Intermediate Similarity	NPD6783	Clinical (unspecified phase)
0.7469	Intermediate Similarity	NPD5754	Discontinued
0.746	Intermediate Similarity	NPD4040	Phase 1
0.7459	Intermediate Similarity	NPD2974	Approved
0.7459	Intermediate Similarity	NPD2973	Approved
0.7459	Intermediate Similarity	NPD2975	Approved
0.7453	Intermediate Similarity	NPD4257	Approved
0.7453	Intermediate Similarity	NPD4256	Phase 2
0.7439	Intermediate Similarity	NPD7598	Phase 2
0.743	Intermediate Similarity	NPD5917	Clinical (unspecified phase)
0.7427	Intermediate Similarity	NPD4055	Discovery
0.7425	Intermediate Similarity	NPD7261	Clinical (unspecified phase)
0.7423	Intermediate Similarity	NPD5160	Discontinued
0.7421	Intermediate Similarity	NPD6895	Approved
0.7421	Intermediate Similarity	NPD7718	Clinical (unspecified phase)
0.7421	Intermediate Similarity	NPD6896	Approved
0.7407	Intermediate Similarity	NPD3060	Approved
0.7401	Intermediate Similarity	NPD7479	Phase 2
0.7399	Intermediate Similarity	NPD6107	Approved
0.7389	Intermediate Similarity	NPD6851	Approved
0.7389	Intermediate Similarity	NPD6853	Approved
0.7383	Intermediate Similarity	NPD2226	Clinical (unspecified phase)
0.7362	Intermediate Similarity	NPD6748	Discontinued
0.7358	Intermediate Similarity	NPD4579	Clinical (unspecified phase)
0.7356	Intermediate Similarity	NPD4166	Phase 2
0.7354	Intermediate Similarity	NPD3448	Approved
0.7354	Intermediate Similarity	NPD2491	Approved
0.7353	Intermediate Similarity	NPD2978	Approved
0.7353	Intermediate Similarity	NPD2977	Approved
0.7349	Intermediate Similarity	NPD3647	Clinical (unspecified phase)
0.7347	Intermediate Similarity	NPD7047	Phase 3
0.7346	Intermediate Similarity	NPD7037	Approved
0.7345	Intermediate Similarity	NPD42	Phase 2
0.7345	Intermediate Similarity	NPD6042	Phase 2
0.7345	Intermediate Similarity	NPD4873	Discontinued
0.734	Intermediate Similarity	NPD4580	Approved
0.7338	Intermediate Similarity	NPD3055	Approved
0.7338	Intermediate Similarity	NPD3053	Approved
0.7333	Intermediate Similarity	NPD4093	Discontinued
0.7325	Intermediate Similarity	NPD6812	Clinical (unspecified phase)
0.732	Intermediate Similarity	NPD1669	Approved
0.7317	Intermediate Similarity	NPD3692	Discontinued
0.731	Intermediate Similarity	NPD5978	Approved
0.731	Intermediate Similarity	NPD5977	Approved
0.7305	Intermediate Similarity	NPD4727	Phase 1
0.7305	Intermediate Similarity	NPD1914	Approved
0.73	Intermediate Similarity	NPD6997	Phase 2
0.7289	Intermediate Similarity	NPD1424	Approved
0.7284	Intermediate Similarity	NPD2029	Clinical (unspecified phase)
0.7283	Intermediate Similarity	NPD6656	Clinical (unspecified phase)
0.7283	Intermediate Similarity	NPD7400	Phase 3
0.7267	Intermediate Similarity	NPD5303	Approved
0.7267	Intermediate Similarity	NPD5304	Approved
0.7263	Intermediate Similarity	NPD3057	Approved
0.7257	Intermediate Similarity	NPD6747	Phase 1
0.7256	Intermediate Similarity	NPD6331	Phase 2
0.7255	Intermediate Similarity	NPD2233	Approved
0.7255	Intermediate Similarity	NPD2230	Approved
0.7255	Intermediate Similarity	NPD2232	Approved
0.7241	Intermediate Similarity	NPD4666	Phase 3
0.7219	Intermediate Similarity	NPD824	Approved
0.7216	Intermediate Similarity	NPD6687	Approved
0.7216	Intermediate Similarity	NPD6688	Approved
0.7215	Intermediate Similarity	NPD2028	Clinical (unspecified phase)
0.7212	Intermediate Similarity	NPD5307	Clinical (unspecified phase)
0.7204	Intermediate Similarity	NPD7262	Phase 1
0.7202	Intermediate Similarity	NPD7427	Discontinued
0.7195	Intermediate Similarity	NPD4162	Approved
0.7186	Intermediate Similarity	NPD4160	Clinical (unspecified phase)
0.7184	Intermediate Similarity	NPD5709	Phase 3
0.7178	Intermediate Similarity	NPD7030	Discontinued
0.7174	Intermediate Similarity	NPD7291	Discontinued
0.7173	Intermediate Similarity	NPD2972	Approved
0.7173	Intermediate Similarity	NPD3533	Approved
0.7171	Intermediate Similarity	NPD2668	Approved
0.7171	Intermediate Similarity	NPD2667	Approved
0.7169	Intermediate Similarity	NPD6667	Approved
0.7169	Intermediate Similarity	NPD6666	Approved
0.7161	Intermediate Similarity	NPD7258	Clinical (unspecified phase)
0.7158	Intermediate Similarity	NPD5087	Clinical (unspecified phase)
0.7152	Intermediate Similarity	NPD3977	Clinical (unspecified phase)
0.7151	Intermediate Similarity	NPD5313	Approved
0.7151	Intermediate Similarity	NPD5312	Approved
0.7143	Intermediate Similarity	NPD6037	Discontinued
0.7135	Intermediate Similarity	NPD5938	Phase 3
0.7135	Intermediate Similarity	NPD7110	Phase 1
0.7135	Intermediate Similarity	NPD7109	Clinical (unspecified phase)
0.7134	Intermediate Similarity	NPD7045	Clinical (unspecified phase)
0.7125	Intermediate Similarity	NPD2238	Phase 2
0.7125	Intermediate Similarity	NPD3619	Clinical (unspecified phase)
0.7125	Intermediate Similarity	NPD3620	Phase 2
0.7118	Intermediate Similarity	NPD4005	Discontinued
0.7118	Intermediate Similarity	NPD6523	Clinical (unspecified phase)
0.7105	Intermediate Similarity	NPD8095	Phase 1
0.7101	Intermediate Similarity	NPD5976	Discontinued
0.7093	Intermediate Similarity	NPD7945	Clinical (unspecified phase)
0.7091	Intermediate Similarity	NPD4236	Phase 3
0.7091	Intermediate Similarity	NPD4237	Approved
0.7083	Intermediate Similarity	NPD7019	Approved
0.7083	Intermediate Similarity	NPD7020	Approved
0.7083	Intermediate Similarity	NPD4123	Phase 3
0.7079	Intermediate Similarity	NPD6607	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