NPASS Compound

Structure

CID2770 OpenBabel06191715322D 22 25 0 0 1 0 0 0 0 0999 V2000 2.5184 -2.9811 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0553 -2.7863 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6938 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8469 -1.4668 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2191 -0.0002 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8469 0.4889 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.9779 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2193 0.9292 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4143 -1.3940 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8048 1.3938 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4145 -0.4646 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6938 -0.9779 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6095 0.9292 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.6095 -1.8588 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6098 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8047 -0.4646 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8048 -1.3941 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 2.4146 1.3938 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.5406 -1.4668 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.6096 -2.7880 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0002 -1.8588 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 21 1 0 0 0 0 2 22 1 0 0 0 0 3 6 2 0 0 0 0 3 12 1 0 0 0 0 4 7 2 0 0 0 0 4 12 1 0 0 0 0 5 8 1 0 0 0 0 5 11 1 0 0 0 0 6 18 1 0 0 0 0 7 18 1 0 0 0 0 8 19 1 0 0 0 0 9 11 2 0 0 0 0 9 14 1 0 0 0 0 10 18 1 0 0 0 0 11 15 1 0 0 0 0 12 20 2 0 0 0 0 13 10 1 6 0 0 0 13 15 1 0 0 0 0 13 19 1 0 0 0 0 14 17 2 0 0 0 0 14 21 1 0 0 0 0 15 16 2 0 0 0 0 16 17 1 0 0 0 0 16 18 1 0 0 0 0 17 22 1 0 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	297.14
Volume:	307.207
LogP:	1.168
LogD:	1.304
LogS:	-1.231
# Rotatable Bonds:	2
TPSA:	47.56
# H-Bond Aceptor:	4
# H-Bond Donor:	1
# Rings:	4
# Heavy Atoms:	4

MedChem Properties

QED Drug-Likeness Score:	0.909
Synthetic Accessibility Score:	4.041
Fsp3:	0.389
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Accepted
GSK Rule:	Accepted
BMS Rule:	0
Golden Triangle Rule:	Accepted
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-4.909
MDCK Permeability:	2.145500729966443e-05
Pgp-inhibitor:	0.052
Pgp-substrate:	0.079
Human Intestinal Absorption (HIA):	0.007
20% Bioavailability (F20%):	0.009
30% Bioavailability (F30%):	0.004

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.939
Plasma Protein Binding (PPB):	69.05231475830078%
Volume Distribution (VD):	1.603
Pgp-substrate:	15.03105640411377%

ADMET: Metabolism

CYP1A2-inhibitor:	0.114
CYP1A2-substrate:	0.488
CYP2C19-inhibitor:	0.27
CYP2C19-substrate:	0.842
CYP2C9-inhibitor:	0.024
CYP2C9-substrate:	0.658
CYP2D6-inhibitor:	0.456
CYP2D6-substrate:	0.544
CYP3A4-inhibitor:	0.035
CYP3A4-substrate:	0.886

ADMET: Excretion

Clearance (CL):	4.642
Half-life (T1/2):	0.849

ADMET: Toxicity

hERG Blockers:	0.555
Human Hepatotoxicity (H-HT):	0.647
Drug-inuced Liver Injury (DILI):	0.019
AMES Toxicity:	0.026
Rat Oral Acute Toxicity:	0.597
Maximum Recommended Daily Dose:	0.972
Skin Sensitization:	0.918
Carcinogencity:	0.916
Eye Corrosion:	0.004
Eye Irritation:	0.012
Respiratory Toxicity:	0.974

Download Data

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

Natural Product: NPC2770

Natural Product ID:	NPC2770
*Common Name:**	Stepharine
IUPAC Name:	n.a.
Synonyms:	Stepharine
Standard InCHIKey:	OGJKMZVUJJYWKO-ZDUSSCGKSA-N
Standard InCHI:	InChI=1S/C18H19NO3/c1-21-14-9-11-5-8-19-13-10-18(6-3-12(20)4-7-18)16(15(11)13)17(14)22-2/h3-4,6-7,9,13,19H,5,8,10H2,1-2H3/t13-/m0/s1
SMILES:	COc1cc2CCN[C@H]3CC4(C=CC(=O)C=C4)c(c23)c1OC
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL463957
PubChem CID:	830726
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000279] Alkaloids and derivatives [CHEMONTID:0002660] Proaporphines

*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
NPO1315	Sinomenium acutum	Species	Menispermaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.3987/COM-96-7609.]
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]
NPO10210	Artabotrys uncinatus	Species	Annonaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[11575948]
NPO19436	Annona cherimola	Species	Annonaceae	Eukaryota	Seeds	n.a.	n.a.	PMID[15387664]
NPO1315	Sinomenium acutum	Species	Menispermaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[16038566]
NPO1315	Sinomenium acutum	Species	Menispermaceae	Eukaryota	n.a.	stem	n.a.	PMID[16964757]
NPO1315	Sinomenium acutum	Species	Menispermaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[18081254]
NPO19083	Alstonia angustiloba	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[18524603]
NPO12773	Stephania tetrandra	Species	Menispermaceae	Eukaryota	n.a.	root	n.a.	PMID[20030508]
NPO17759	Rhododendron mucronulatum	Species	Ericaceae	Eukaryota	n.a.	stem	n.a.	PMID[21443171]
NPO1315	Sinomenium acutum	Species	Menispermaceae	Eukaryota	n.a.	rhizome	n.a.	PMID[23059629]
NPO18602	Melampodium leucanthum	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[23501116]
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]
NPO5986	Ziziphus jujuba	Species	Rhamnaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[27617953]
NPO5986	Ziziphus jujuba	Species	Rhamnaceae	Eukaryota	Roots	n.a.	n.a.	PMID[28257196]
NPO18676	Clerodendrum trichotomum	Species	Lamiaceae	Eukaryota	Roots	n.a.	n.a.	PMID[29924604]
NPO12773	Stephania tetrandra	Species	Menispermaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[3728032]
NPO11164	Renealmia alpinia	Species	Zingiberaceae	Eukaryota	n.a.	Suriname rainforest	n.a.	PMID[9428162]
NPO12773	Stephania tetrandra	Species	Menispermaceae	Eukaryota	n.a.	n.a.	n.a.	Database[Article]
NPO19436	Annona cherimola	Species	Annonaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO19436	Annona cherimola	Species	Annonaceae	Eukaryota	Fruit	n.a.	n.a.	Database[FooDB]
NPO19436	Annona cherimola	Species	Annonaceae	Eukaryota	Seed	n.a.	n.a.	Database[FooDB]
NPO19436	Annona cherimola	Species	Annonaceae	Eukaryota	n.a.	n.a.		Database[FooDB]
NPO18765	Juniperus scopulorum	Species	Cupressaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO12773	Stephania tetrandra	Species	Menispermaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO23604	Fructus choerospondiatis	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[HerDing]
NPO17759	Rhododendron mucronulatum	Species	Ericaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO1783	Euonymus fortunei	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO5986	Ziziphus jujuba	Species	Rhamnaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO19769	Boschniakia rossica	Species	Orobanchaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO1315	Sinomenium acutum	Species	Menispermaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO13737	Tephroseris kirilowii	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO10210	Artabotrys uncinatus	Species	Annonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO17296	Beesia calthifolia	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO18676	Clerodendrum trichotomum	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO14233	Ormosia dasycarpa	Species	Limoniidae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO13737	Tephroseris kirilowii	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO23604	Fructus choerospondiatis	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[TCMID]
NPO17759	Rhododendron mucronulatum	Species	Ericaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO19769	Boschniakia rossica	Species	Orobanchaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO1315	Sinomenium acutum	Species	Menispermaceae	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]
NPO1783	Euonymus fortunei	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO10210	Artabotrys uncinatus	Species	Annonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO12773	Stephania tetrandra	Species	Menispermaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO5493	Rhizoma menispermi	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[TCMID]
NPO11967	Delphinium giraldii	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO18765	Juniperus scopulorum	Species	Cupressaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO5986	Ziziphus jujuba	Species	Rhamnaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO13358	Piper brachystachyum	Species	Piperaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO19769	Boschniakia rossica	Species	Orobanchaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO1315	Sinomenium acutum	Species	Menispermaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO18765	Juniperus scopulorum	Species	Cupressaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO17759	Rhododendron mucronulatum	Species	Ericaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO5986	Ziziphus jujuba	Species	Rhamnaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO12773	Stephania tetrandra	Species	Menispermaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO1315	Sinomenium acutum	Species	Menispermaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO5986	Ziziphus jujuba	Species	Rhamnaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO12773	Stephania tetrandra	Species	Menispermaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO12914	Sarcophyton flexuosum	Species	Alcyoniidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18262	Aspergillus microcysticus	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10210	Artabotrys uncinatus	Species	Annonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO29531	Lupinus cosentinii	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17296	Beesia calthifolia	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12223	Stellaria media	Species	Caryophyllaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17354	Micromonospora echinospora	Species	Micromonosporaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO11164	Renealmia alpinia	Species	Zingiberaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19083	Alstonia angustiloba	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17230	Psidium acutangulum	Species	Myrtaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19572	Pellacalyx axillaris	Species	Rhizophoraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17759	Rhododendron mucronulatum	Species	Ericaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18424	Selinum libanotis	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19242	Eucalyptus albens	Species	Myrtaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11967	Delphinium giraldii	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19709	Pseudocyphellaria australiensis	Species	Lobariaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18927	Clinacanthus nutans	Species	Acanthaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19371	Costasiella ocellifera	Species	Costasiellidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13358	Piper brachystachyum	Species	Piperaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18348	Crotalaria stolzii	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18048	Phlomis crinita	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8172	Emericellopsis minima	Species	n.a.	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17630	Helenium integrifolium	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18533	Delisea elegans	Species	Bonnemaisoniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12773	Stephania tetrandra	Species	Menispermaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18676	Clerodendrum trichotomum	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO968	Artemisia pectinata	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5455	Euploca racemosa	Species	Heliotropiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4679	Hedysarum gmelini	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13737	Tephroseris kirilowii	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25370	Botrychium ternatum	Species	Ophioglossaceae	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]
NPO9906	Zephyranthes flava	Species	Amaryllidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO1783	Euonymus fortunei	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO29450	Streptomyces parvisporogenes	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO17114	Streptomyces melanogenes	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO16325	Sideritis dasygnaphala	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO1315	Sinomenium acutum	Species	Menispermaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12870	Curcuma aeruginosa	Species	Zingiberaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16135	Pestalotiopsis oenotherae	Species	Sporocadaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17499	Bursera kerberi	Species	Burseraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19436	Annona cherimola	Species	Annonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11081	Baccharis grandicapitulata	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18765	Juniperus scopulorum	Species	Cupressaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15802	Papaver pseudocanescens	Species	Papaveraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14233	Ormosia dasycarpa	Species	Limoniidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16981	Gutierrezia dracunculoides	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18169	Creosphaeria sassafras	Species	Xylariaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19769	Boschniakia rossica	Species	Orobanchaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18602	Melampodium leucanthum	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15127	Senecio congestus	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19170	Lasianthaea podocephala	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]

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

NP Quantity Composition/Concentration

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

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

Biological Activity

Activity Type	# Activity
Others	1

Activity Type	# Activity
Organism	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT580	Organism	Trypanosoma cruzi	Trypanosoma cruzi	Activity	=	65.0	%	PMID[525547]

☑ 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 NPC2770 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	1721
0.2-0.3	7070
0.3-0.4	10694
0.4-0.5	7218
0.5-0.6	13576
0.6-0.7	1458
0.7-0.8	586
0.8-0.85	49
0.85-0.9	2
0.9-0.95	2
0.95-1	3

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC39103
0.9608	High Similarity	NPC118804
0.9187	High Similarity	NPC470324
0.8743	High Similarity	NPC21885
0.8509	High Similarity	NPC170503
0.8509	High Similarity	NPC203784
0.8509	High Similarity	NPC126519
0.8487	Intermediate Similarity	NPC253429
0.8375	Intermediate Similarity	NPC476579
0.8365	Intermediate Similarity	NPC207824
0.8365	Intermediate Similarity	NPC60538
0.8284	Intermediate Similarity	NPC476331
0.8272	Intermediate Similarity	NPC477564
0.8272	Intermediate Similarity	NPC2295
0.8263	Intermediate Similarity	NPC304659
0.8263	Intermediate Similarity	NPC86144
0.8261	Intermediate Similarity	NPC85747
0.8261	Intermediate Similarity	NPC8337
0.8261	Intermediate Similarity	NPC277669
0.8261	Intermediate Similarity	NPC76213
0.8258	Intermediate Similarity	NPC314682
0.8224	Intermediate Similarity	NPC160692
0.8205	Intermediate Similarity	NPC328750
0.8205	Intermediate Similarity	NPC213206
0.8205	Intermediate Similarity	NPC188163
0.8205	Intermediate Similarity	NPC474915
0.8155	Intermediate Similarity	NPC81247
0.8155	Intermediate Similarity	NPC35627
0.8155	Intermediate Similarity	NPC476573
0.8148	Intermediate Similarity	NPC326316
0.8148	Intermediate Similarity	NPC81733
0.8144	Intermediate Similarity	NPC189470
0.8125	Intermediate Similarity	NPC51957
0.8125	Intermediate Similarity	NPC106295
0.8125	Intermediate Similarity	NPC16107
0.8125	Intermediate Similarity	NPC476144
0.8125	Intermediate Similarity	NPC210437
0.8113	Intermediate Similarity	NPC130926
0.8095	Intermediate Similarity	NPC255607
0.8095	Intermediate Similarity	NPC3375
0.8086	Intermediate Similarity	NPC223125
0.8075	Intermediate Similarity	NPC7467
0.8072	Intermediate Similarity	NPC106786
0.805	Intermediate Similarity	NPC294249
0.8036	Intermediate Similarity	NPC59567
0.8012	Intermediate Similarity	NPC6152
0.8012	Intermediate Similarity	NPC476151
0.8	Intermediate Similarity	NPC80129
0.8	Intermediate Similarity	NPC78733
0.8	Intermediate Similarity	NPC185838
0.8	Intermediate Similarity	NPC187022
0.8	Intermediate Similarity	NPC204947
0.7988	Intermediate Similarity	NPC223124
0.7988	Intermediate Similarity	NPC476580
0.7988	Intermediate Similarity	NPC470924
0.7987	Intermediate Similarity	NPC136860
0.7987	Intermediate Similarity	NPC128019
0.7987	Intermediate Similarity	NPC476567
0.7963	Intermediate Similarity	NPC475959
0.7952	Intermediate Similarity	NPC180756
0.7952	Intermediate Similarity	NPC323443
0.7952	Intermediate Similarity	NPC147091
0.7929	Intermediate Similarity	NPC476569
0.7919	Intermediate Similarity	NPC4669
0.7919	Intermediate Similarity	NPC192135
0.7919	Intermediate Similarity	NPC477020
0.7919	Intermediate Similarity	NPC66341
0.7917	Intermediate Similarity	NPC226428
0.7917	Intermediate Similarity	NPC232924
0.7917	Intermediate Similarity	NPC306902
0.7917	Intermediate Similarity	NPC477559
0.7917	Intermediate Similarity	NPC160298
0.7917	Intermediate Similarity	NPC266753
0.7914	Intermediate Similarity	NPC103379
0.7914	Intermediate Similarity	NPC219162
0.7914	Intermediate Similarity	NPC477565
0.7908	Intermediate Similarity	NPC160193
0.7907	Intermediate Similarity	NPC26240
0.7907	Intermediate Similarity	NPC477562
0.7907	Intermediate Similarity	NPC152212
0.7907	Intermediate Similarity	NPC69712
0.7904	Intermediate Similarity	NPC476572
0.7901	Intermediate Similarity	NPC191376
0.7901	Intermediate Similarity	NPC321505
0.7901	Intermediate Similarity	NPC179825
0.7892	Intermediate Similarity	NPC41178
0.7892	Intermediate Similarity	NPC99659
0.7892	Intermediate Similarity	NPC216459
0.7892	Intermediate Similarity	NPC325871
0.7892	Intermediate Similarity	NPC138487
0.7866	Intermediate Similarity	NPC274026
0.7853	Intermediate Similarity	NPC428
0.7853	Intermediate Similarity	NPC476571
0.7853	Intermediate Similarity	NPC246587
0.7853	Intermediate Similarity	NPC24233
0.7853	Intermediate Similarity	NPC135538
0.7853	Intermediate Similarity	NPC147390
0.7849	Intermediate Similarity	NPC241055
0.7844	Intermediate Similarity	NPC146288
0.7844	Intermediate Similarity	NPC57512
0.7841	Intermediate Similarity	NPC267408
0.7829	Intermediate Similarity	NPC112575
0.7829	Intermediate Similarity	NPC241704
0.7824	Intermediate Similarity	NPC475393
0.7824	Intermediate Similarity	NPC124433
0.7824	Intermediate Similarity	NPC293871
0.7811	Intermediate Similarity	NPC166014
0.7811	Intermediate Similarity	NPC27410
0.7805	Intermediate Similarity	NPC92541
0.7797	Intermediate Similarity	NPC32413
0.7797	Intermediate Similarity	NPC474506
0.7791	Intermediate Similarity	NPC253883
0.7791	Intermediate Similarity	NPC95075
0.7791	Intermediate Similarity	NPC284842
0.7791	Intermediate Similarity	NPC90844
0.7784	Intermediate Similarity	NPC469817
0.7784	Intermediate Similarity	NPC295691
0.7784	Intermediate Similarity	NPC5238
0.7784	Intermediate Similarity	NPC249797
0.7784	Intermediate Similarity	NPC193949
0.7784	Intermediate Similarity	NPC278799
0.7784	Intermediate Similarity	NPC23219
0.7784	Intermediate Similarity	NPC189266
0.7784	Intermediate Similarity	NPC184026
0.7784	Intermediate Similarity	NPC204828
0.7784	Intermediate Similarity	NPC110416
0.7784	Intermediate Similarity	NPC244112
0.7784	Intermediate Similarity	NPC207757
0.7784	Intermediate Similarity	NPC172765
0.7784	Intermediate Similarity	NPC127674
0.7784	Intermediate Similarity	NPC276588
0.7784	Intermediate Similarity	NPC54379
0.7784	Intermediate Similarity	NPC39701
0.7784	Intermediate Similarity	NPC2413
0.7778	Intermediate Similarity	NPC225774
0.7778	Intermediate Similarity	NPC231198
0.7771	Intermediate Similarity	NPC82285
0.7771	Intermediate Similarity	NPC477558
0.7771	Intermediate Similarity	NPC148898
0.7771	Intermediate Similarity	NPC133011
0.7744	Intermediate Similarity	NPC130941
0.774	Intermediate Similarity	NPC32154
0.774	Intermediate Similarity	NPC474507
0.774	Intermediate Similarity	NPC470879
0.774	Intermediate Similarity	NPC258695
0.7738	Intermediate Similarity	NPC234392
0.7738	Intermediate Similarity	NPC190931
0.7738	Intermediate Similarity	NPC31311
0.7733	Intermediate Similarity	NPC24264
0.7733	Intermediate Similarity	NPC219341
0.7733	Intermediate Similarity	NPC476432
0.7727	Intermediate Similarity	NPC476577
0.7727	Intermediate Similarity	NPC173416
0.7727	Intermediate Similarity	NPC148709
0.7709	Intermediate Similarity	NPC135772
0.7706	Intermediate Similarity	NPC97072
0.7706	Intermediate Similarity	NPC215829
0.7701	Intermediate Similarity	NPC75958
0.7697	Intermediate Similarity	NPC476574
0.7697	Intermediate Similarity	NPC155442
0.7697	Intermediate Similarity	NPC477561
0.7697	Intermediate Similarity	NPC312918
0.7692	Intermediate Similarity	NPC79328
0.7688	Intermediate Similarity	NPC298979
0.7688	Intermediate Similarity	NPC247389
0.7684	Intermediate Similarity	NPC121400
0.7683	Intermediate Similarity	NPC144863
0.7674	Intermediate Similarity	NPC16805
0.7674	Intermediate Similarity	NPC284183
0.7674	Intermediate Similarity	NPC121275
0.7674	Intermediate Similarity	NPC168409
0.7674	Intermediate Similarity	NPC302527
0.7674	Intermediate Similarity	NPC4138
0.7674	Intermediate Similarity	NPC167546
0.7665	Intermediate Similarity	NPC233029
0.7665	Intermediate Similarity	NPC210148
0.7651	Intermediate Similarity	NPC97221
0.7651	Intermediate Similarity	NPC220858
0.7651	Intermediate Similarity	NPC151895
0.7651	Intermediate Similarity	NPC192768
0.7651	Intermediate Similarity	NPC88249
0.7647	Intermediate Similarity	NPC477080
0.7647	Intermediate Similarity	NPC7393
0.7632	Intermediate Similarity	NPC217277
0.763	Intermediate Similarity	NPC124657
0.7616	Intermediate Similarity	NPC324144
0.761	Intermediate Similarity	NPC7018
0.7609	Intermediate Similarity	NPC469815
0.7609	Intermediate Similarity	NPC469816
0.7605	Intermediate Similarity	NPC476568
0.7602	Intermediate Similarity	NPC205167
0.7602	Intermediate Similarity	NPC249274
0.7586	Intermediate Similarity	NPC145832
0.7586	Intermediate Similarity	NPC117188
0.7586	Intermediate Similarity	NPC12053
0.7586	Intermediate Similarity	NPC205421
0.7586	Intermediate Similarity	NPC474931
0.7586	Intermediate Similarity	NPC306555
0.7586	Intermediate Similarity	NPC81218
0.7586	Intermediate Similarity	NPC57812

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 NPC2770 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	201
0.1-0.2	746
0.2-0.3	909
0.3-0.4	2162
0.4-0.5	2841
0.5-0.6	1656
0.6-0.7	553
0.7-0.8	79
0.8-0.85	2
0.85-0.9	0
0.9-0.95	1
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.9187	High Similarity	NPD2898	Approved
0.8205	Intermediate Similarity	NPD4664	Clinical (unspecified phase)
0.8125	Intermediate Similarity	NPD4584	Approved
0.8025	Intermediate Similarity	NPD6031	Approved
0.8025	Intermediate Similarity	NPD3639	Approved
0.8025	Intermediate Similarity	NPD3641	Approved
0.8025	Intermediate Similarity	NPD3640	Phase 3
0.8025	Intermediate Similarity	NPD6030	Approved
0.8	Intermediate Similarity	NPD7298	Approved
0.7908	Intermediate Similarity	NPD2669	Clinical (unspecified phase)
0.7904	Intermediate Similarity	NPD5978	Approved
0.7904	Intermediate Similarity	NPD5977	Approved
0.7836	Intermediate Similarity	NPD4166	Phase 2
0.7778	Intermediate Similarity	NPD6107	Approved
0.7738	Intermediate Similarity	NPD4585	Approved
0.7711	Intermediate Similarity	NPD4017	Approved
0.7644	Intermediate Similarity	NPD4481	Phase 3
0.7636	Intermediate Similarity	NPD3647	Clinical (unspecified phase)
0.7602	Intermediate Similarity	NPD7831	Phase 2
0.7602	Intermediate Similarity	NPD7832	Clinical (unspecified phase)
0.7602	Intermediate Similarity	NPD7833	Phase 2
0.7576	Intermediate Similarity	NPD1424	Approved
0.7561	Intermediate Similarity	NPD2120	Phase 2
0.7529	Intermediate Similarity	NPD6071	Discontinued
0.7528	Intermediate Similarity	NPD6297	Approved
0.7515	Intermediate Similarity	NPD4773	Phase 2
0.7515	Intermediate Similarity	NPD4772	Phase 2
0.75	Intermediate Similarity	NPD3534	Clinical (unspecified phase)
0.7486	Intermediate Similarity	NPD2969	Approved
0.7486	Intermediate Similarity	NPD2970	Approved
0.7485	Intermediate Similarity	NPD2560	Approved
0.7485	Intermediate Similarity	NPD2563	Approved
0.7468	Intermediate Similarity	NPD554	Clinical (unspecified phase)
0.7455	Intermediate Similarity	NPD3845	Phase 1
0.7443	Intermediate Similarity	NPD27	Approved
0.7443	Intermediate Similarity	NPD2489	Approved
0.7429	Intermediate Similarity	NPD3051	Approved
0.7381	Intermediate Similarity	NPD5976	Discontinued
0.7363	Intermediate Similarity	NPD6851	Approved
0.7363	Intermediate Similarity	NPD6853	Approved
0.7363	Intermediate Similarity	NPD6618	Phase 2
0.7346	Intermediate Similarity	NPD6028	Clinical (unspecified phase)
0.7346	Intermediate Similarity	NPD6029	Clinical (unspecified phase)
0.7341	Intermediate Similarity	NPD4581	Clinical (unspecified phase)
0.7333	Intermediate Similarity	NPD3977	Clinical (unspecified phase)
0.7322	Intermediate Similarity	NPD5087	Clinical (unspecified phase)
0.7317	Intermediate Similarity	NPD1372	Clinical (unspecified phase)
0.7314	Intermediate Similarity	NPD7201	Clinical (unspecified phase)
0.7308	Intermediate Similarity	NPD2968	Approved
0.7308	Intermediate Similarity	NPD2971	Approved
0.7305	Intermediate Similarity	NPD7598	Phase 2
0.7296	Intermediate Similarity	NPD5718	Phase 2
0.7289	Intermediate Similarity	NPD5084	Clinical (unspecified phase)
0.7278	Intermediate Similarity	NPD4727	Phase 1
0.7263	Intermediate Similarity	NPD8099	Discontinued
0.7263	Intermediate Similarity	NPD8251	Approved
0.7263	Intermediate Similarity	NPD8252	Approved
0.7246	Intermediate Similarity	NPD2422	Clinical (unspecified phase)
0.7241	Intermediate Similarity	NPD6788	Approved
0.7222	Intermediate Similarity	NPD2653	Approved
0.7222	Intermediate Similarity	NPD8156	Discontinued
0.7205	Intermediate Similarity	NPD3109	Approved
0.7205	Intermediate Similarity	NPD3110	Approved
0.7202	Intermediate Similarity	NPD3124	Discontinued
0.7195	Intermediate Similarity	NPD1632	Clinical (unspecified phase)
0.7186	Intermediate Similarity	NPD5241	Discontinued
0.7178	Intermediate Similarity	NPD6896	Approved
0.7178	Intermediate Similarity	NPD6895	Approved
0.7168	Intermediate Similarity	NPD5720	Discontinued
0.716	Intermediate Similarity	NPD1754	Clinical (unspecified phase)
0.7143	Intermediate Similarity	NPD4859	Phase 1
0.7135	Intermediate Similarity	NPD4010	Discontinued
0.7127	Intermediate Similarity	NPD5312	Approved
0.7127	Intermediate Similarity	NPD5313	Approved
0.7117	Intermediate Similarity	NPD2492	Phase 1
0.7101	Intermediate Similarity	NPD2421	Approved
0.7101	Intermediate Similarity	NPD2420	Approved
0.7074	Intermediate Similarity	NPD6656	Clinical (unspecified phase)
0.7074	Intermediate Similarity	NPD2488	Approved
0.7074	Intermediate Similarity	NPD2490	Approved
0.7074	Intermediate Similarity	NPD5525	Clinical (unspecified phase)
0.7066	Intermediate Similarity	NPD3060	Approved
0.7066	Intermediate Similarity	NPD4162	Approved
0.7063	Intermediate Similarity	NPD5752	Clinical (unspecified phase)
0.7059	Intermediate Similarity	NPD3645	Discontinued
0.7059	Intermediate Similarity	NPD7291	Discontinued
0.7052	Intermediate Similarity	NPD1337	Clinical (unspecified phase)
0.7047	Intermediate Similarity	NPD5457	Discontinued
0.7047	Intermediate Similarity	NPD4107	Approved
0.7031	Intermediate Similarity	NPD4420	Approved
0.7029	Intermediate Similarity	NPD6818	Clinical (unspecified phase)
0.7027	Intermediate Similarity	NPD7310	Approved
0.7027	Intermediate Similarity	NPD7311	Approved
0.7027	Intermediate Similarity	NPD7312	Approved
0.7027	Intermediate Similarity	NPD7313	Approved
0.7011	Intermediate Similarity	NPD5090	Approved
0.7011	Intermediate Similarity	NPD5089	Approved
0.7011	Intermediate Similarity	NPD6873	Phase 2
0.7006	Intermediate Similarity	NPD1309	Phase 2
0.7006	Intermediate Similarity	NPD1307	Phase 2
0.7006	Intermediate Similarity	NPD7045	Clinical (unspecified phase)
0.7	Intermediate Similarity	NPD6688	Approved
0.7	Intermediate Similarity	NPD6687	Approved
0.6989	Remote Similarity	NPD8053	Approved
0.6989	Remote Similarity	NPD7309	Approved
0.6989	Remote Similarity	NPD8054	Approved
0.6983	Remote Similarity	NPD7802	Discontinued
0.6982	Remote Similarity	NPD5160	Discontinued
0.6979	Remote Similarity	NPD5564	Approved
0.6978	Remote Similarity	NPD5708	Clinical (unspecified phase)
0.6975	Remote Similarity	NPD1336	Approved
0.6974	Remote Similarity	NPD595	Approved
0.6974	Remote Similarity	NPD3057	Approved
0.6974	Remote Similarity	NPD593	Approved
0.6973	Remote Similarity	NPD8453	Clinical (unspecified phase)
0.6968	Remote Similarity	NPD7906	Approved
0.6966	Remote Similarity	NPD5709	Phase 3
0.6964	Remote Similarity	NPD3638	Discontinued
0.6959	Remote Similarity	NPD1771	Clinical (unspecified phase)
0.6951	Remote Similarity	NPD1341	Clinical (unspecified phase)
0.6941	Remote Similarity	NPD6783	Clinical (unspecified phase)
0.694	Remote Similarity	NPD3050	Clinical (unspecified phase)
0.6935	Remote Similarity	NPD4577	Approved
0.6935	Remote Similarity	NPD4578	Approved
0.6933	Remote Similarity	NPD4475	Approved
0.6933	Remote Similarity	NPD4474	Approved
0.6933	Remote Similarity	NPD3532	Approved
0.6933	Remote Similarity	NPD3531	Approved
0.6933	Remote Similarity	NPD3530	Approved
0.6932	Remote Similarity	NPD2977	Approved
0.6932	Remote Similarity	NPD2978	Approved
0.6927	Remote Similarity	NPD4666	Phase 3
0.6923	Remote Similarity	NPD5602	Clinical (unspecified phase)
0.6923	Remote Similarity	NPD4482	Phase 3
0.6923	Remote Similarity	NPD5754	Discontinued
0.6914	Remote Similarity	NPD7110	Phase 1
0.6914	Remote Similarity	NPD7109	Clinical (unspecified phase)
0.6909	Remote Similarity	NPD2986	Phase 2
0.6909	Remote Similarity	NPD2989	Phase 2
0.6905	Remote Similarity	NPD7153	Discontinued
0.6897	Remote Similarity	NPD3866	Clinical (unspecified phase)
0.6897	Remote Similarity	NPD7261	Clinical (unspecified phase)
0.6891	Remote Similarity	NPD2973	Approved
0.6891	Remote Similarity	NPD2975	Approved
0.6891	Remote Similarity	NPD2974	Approved
0.6888	Remote Similarity	NPD2491	Approved
0.6888	Remote Similarity	NPD3448	Approved
0.6888	Remote Similarity	NPD3533	Approved
0.6888	Remote Similarity	NPD5005	Approved
0.6888	Remote Similarity	NPD2972	Approved
0.6888	Remote Similarity	NPD5006	Approved
0.6879	Remote Similarity	NPD2688	Clinical (unspecified phase)
0.6864	Remote Similarity	NPD5177	Phase 3
0.6848	Remote Similarity	NPD42	Phase 2
0.6848	Remote Similarity	NPD6042	Phase 2
0.6845	Remote Similarity	NPD5917	Clinical (unspecified phase)
0.6842	Remote Similarity	NPD7124	Phase 2
0.6839	Remote Similarity	NPD3687	Approved
0.6839	Remote Similarity	NPD3686	Approved
0.6839	Remote Similarity	NPD7667	Clinical (unspecified phase)
0.6829	Remote Similarity	NPD2674	Phase 3
0.6826	Remote Similarity	NPD2155	Approved
0.6826	Remote Similarity	NPD2154	Approved
0.6826	Remote Similarity	NPD2156	Approved
0.6825	Remote Similarity	NPD3863	Clinical (unspecified phase)
0.6825	Remote Similarity	NPD4663	Approved
0.6824	Remote Similarity	NPD6331	Phase 2
0.6818	Remote Similarity	NPD4040	Phase 1
0.6816	Remote Similarity	NPD4055	Discovery
0.68	Remote Similarity	NPD2649	Approved
0.68	Remote Similarity	NPD2651	Approved
0.68	Remote Similarity	NPD824	Approved
0.6791	Remote Similarity	NPD7190	Clinical (unspecified phase)
0.6789	Remote Similarity	NPD3349	Phase 2
0.6786	Remote Similarity	NPD4580	Approved
0.6786	Remote Similarity	NPD6612	Phase 2
0.6784	Remote Similarity	NPD5307	Clinical (unspecified phase)
0.6782	Remote Similarity	NPD6662	Clinical (unspecified phase)
0.6782	Remote Similarity	NPD1914	Approved
0.6778	Remote Similarity	NPD7400	Phase 3
0.6776	Remote Similarity	NPD6894	Phase 1
0.677	Remote Similarity	NPD3055	Approved
0.677	Remote Similarity	NPD3053	Approved
0.6763	Remote Similarity	NPD7019	Approved
0.6763	Remote Similarity	NPD2874	Phase 2
0.6763	Remote Similarity	NPD7020	Approved
0.6757	Remote Similarity	NPD4873	Discontinued
0.6751	Remote Similarity	NPD2494	Approved
0.6751	Remote Similarity	NPD2493	Approved
0.6751	Remote Similarity	NPD3452	Approved
0.6751	Remote Similarity	NPD3450	Approved
0.674	Remote Similarity	NPD6037	Discontinued
0.6737	Remote Similarity	NPD4084	Clinical (unspecified phase)
0.6728	Remote Similarity	NPD7905	Discontinued
0.6727	Remote Similarity	NPD2245	Discovery
0.6725	Remote Similarity	NPD6658	Clinical (unspecified phase)
0.6725	Remote Similarity	NPD6748	Discontinued
0.6724	Remote Similarity	NPD7526	Approved
0.6724	Remote Similarity	NPD2676	Approved
0.6724	Remote Similarity	NPD5261	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