NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	267.13
Volume:	281.121
LogP:	1.913
LogD:	2.428
LogS:	-1.521
# Rotatable Bonds:	1
TPSA:	41.49
# H-Bond Aceptor:	3
# H-Bond Donor:	2
# Rings:	4
# Heavy Atoms:	3

MedChem Properties

QED Drug-Likeness Score:	0.835
Synthetic Accessibility Score:	3.028
Fsp3:	0.294
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Accepted
GSK Rule:	Accepted
BMS Rule:	0
Golden Triangle Rule:	Accepted
Chelating Alert:	1
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-5.099
MDCK Permeability:	1.794732452253811e-05
Pgp-inhibitor:	0.007
Pgp-substrate:	0.982
Human Intestinal Absorption (HIA):	0.004
20% Bioavailability (F20%):	0.015
30% Bioavailability (F30%):	0.088

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.99
Plasma Protein Binding (PPB):	73.71187591552734%
Volume Distribution (VD):	2.094
Pgp-substrate:	16.161724090576172%

ADMET: Metabolism

CYP1A2-inhibitor:	0.821
CYP1A2-substrate:	0.615
CYP2C19-inhibitor:	0.125
CYP2C19-substrate:	0.694
CYP2C9-inhibitor:	0.011
CYP2C9-substrate:	0.386
CYP2D6-inhibitor:	0.875
CYP2D6-substrate:	0.909
CYP3A4-inhibitor:	0.076
CYP3A4-substrate:	0.714

ADMET: Excretion

Clearance (CL):	3.808
Half-life (T1/2):	0.331

ADMET: Toxicity

hERG Blockers:	0.557
Human Hepatotoxicity (H-HT):	0.318
Drug-inuced Liver Injury (DILI):	0.273
AMES Toxicity:	0.869
Rat Oral Acute Toxicity:	0.816
Maximum Recommended Daily Dose:	0.97
Skin Sensitization:	0.494
Carcinogencity:	0.045
Eye Corrosion:	0.003
Eye Irritation:	0.012
Respiratory Toxicity:	0.901

Download Data

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

Natural Product: NPC35627

Natural Product ID:	NPC35627
*Common Name:**	(-)-Asimilobine
IUPAC Name:	(6aR)-1-methoxy-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline-2-ol
Synonyms:
Standard InCHIKey:	NBDNEUOVIJYCGZ-CYBMUJFWSA-N
Standard InCHI:	InChI=1S/C17H17NO2/c1-20-17-14(19)9-11-6-7-18-13-8-10-4-2-3-5-12(10)16(17)15(11)13/h2-5,9,13,18-19H,6-8H2,1H3/t13-/m1/s1
SMILES:	COc1c(O)cc2c3c1c1ccccc1C[C@H]3NCC2
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL469423
PubChem CID:	160875
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
NPO6333	Annona glabra	Species	Annonaceae	Eukaryota	n.a.	stem wood	n.a.	DOI[10.1021/np100247r]
NPO19242	Eucalyptus albens	Species	Myrtaceae	Eukaryota	flowers	n.a.	n.a.	PMID[10075775]
NPO6333	Annona glabra	Species	Annonaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[10395501]
NPO6333	Annona glabra	Species	Annonaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[10425140]
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]
NPO6333	Annona glabra	Species	Annonaceae	Eukaryota	Fruits	n.a.	n.a.	PMID[15568797]
NPO4368	Magnolia officinalis	Species	Magnoliaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[1659613]
NPO686	Magnolia x soulangiana	Hybrid Species	Magnoliaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[16989531]
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]
NPO6333	Annona glabra	Species	Annonaceae	Eukaryota	stem	Taipei Botanical Garden, Taipei, Taiwan, China	2006-MAR	PMID[20828184]
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]
NPO6333	Annona glabra	Species	Annonaceae	Eukaryota	fruits	n.a.	n.a.	PMID[25499882]
NPO18602	Melampodium leucanthum	Species	Asteraceae	Eukaryota	leaves and branches	n.a.	n.a.	PMID[25685941]
NPO18602	Melampodium leucanthum	Species	Asteraceae	Eukaryota	leaves and branches	San Antonio, Texas	2004-JUN	PMID[25685941]
NPO17612	Xanthium sibiricum	Species	Asteraceae	Eukaryota	Fruits	n.a.	n.a.	PMID[26110443]
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]
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]
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]
NPO22151	Stephania pierrei	Species	Menispermaceae	Eukaryota	tubers	n.a.	n.a.	PMID[8254346]
NPO11164	Renealmia alpinia	Species	Zingiberaceae	Eukaryota	n.a.	Suriname rainforest	n.a.	PMID[9428162]
NPO6333	Annona glabra	Species	Annonaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[9584397]
NPO6333	Annona glabra	Species	Annonaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[9599260]
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]
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]
NPO11791	Magnolia obovata	Species	Magnoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO13737	Tephroseris kirilowii	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO6333	Annona glabra	Species	Annonaceae	Eukaryota	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]
NPO4368	Magnolia officinalis	Species	Magnoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO17612	Xanthium sibiricum	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]
NPO5986	Ziziphus jujuba	Species	Rhamnaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO3478	Nelumbo nucifera	Species	Nelumbonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO18765	Juniperus scopulorum	Species	Cupressaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO16308	Citrus wilsonii	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO16308	Citrus wilsonii	Species	Rutaceae	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]
NPO18676	Clerodendrum trichotomum	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO17759	Rhododendron mucronulatum	Species	Ericaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO11967	Delphinium giraldii	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO19769	Boschniakia rossica	Species	Orobanchaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO14233	Ormosia dasycarpa	Species	Limoniidae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO17296	Beesia calthifolia	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO1783	Euonymus fortunei	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO3478	Nelumbo nucifera	Species	Nelumbonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO4368	Magnolia officinalis	Species	Magnoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO13358	Piper brachystachyum	Species	Piperaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO11791	Magnolia obovata	Species	Magnoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO17612	Xanthium sibiricum	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO6333	Annona glabra	Species	Annonaceae	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]
NPO13737	Tephroseris kirilowii	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO17612	Xanthium sibiricum	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO16308	Citrus wilsonii	Species	Rutaceae	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]
NPO3478	Nelumbo nucifera	Species	Nelumbonaceae	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]
NPO4368	Magnolia officinalis	Species	Magnoliaceae	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]
NPO11791	Magnolia obovata	Species	Magnoliaceae	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]
NPO16308	Citrus wilsonii	Species	Rutaceae	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]
NPO17612	Xanthium sibiricum	Species	Asteraceae	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]
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]
NPO12223	Stellaria media	Species	Caryophyllaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17759	Rhododendron mucronulatum	Species	Ericaceae	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]
NPO11373	0nomuraea spiralis	Species	Streptosporangiaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO11081	Baccharis grandicapitulata	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO968	Artemisia pectinata	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12870	Curcuma aeruginosa	Species	Zingiberaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4679	Hedysarum gmelini	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25370	Botrychium ternatum	Species	Ophioglossaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19083	Alstonia angustiloba	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18765	Juniperus scopulorum	Species	Cupressaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17499	Bursera kerberi	Species	Burseraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19572	Pellacalyx axillaris	Species	Rhizophoraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16981	Gutierrezia dracunculoides	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO6333	Annona glabra	Species	Annonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO1783	Euonymus fortunei	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15127	Senecio congestus	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9906	Zephyranthes flava	Species	Amaryllidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19769	Boschniakia rossica	Species	Orobanchaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11967	Delphinium giraldii	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18262	Aspergillus microcysticus	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12992	Shigella boydii	Species	Enterobacteriaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO17964	Aspergillus subolivaceus	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11791	Magnolia obovata	Species	Magnoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18424	Selinum libanotis	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13646	Phlebia strigosozonata	Species	Meruliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17114	Streptomyces melanogenes	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO16135	Pestalotiopsis oenotherae	Species	Sporocadaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4368	Magnolia officinalis	Species	Magnoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16325	Sideritis dasygnaphala	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18927	Clinacanthus nutans	Species	Acanthaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17296	Beesia calthifolia	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]
NPO19170	Lasianthaea podocephala	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19436	Annona cherimola	Species	Annonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13358	Piper brachystachyum	Species	Piperaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14233	Ormosia dasycarpa	Species	Limoniidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15887	Absidia orchidis	Species	Cunninghamellaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18602	Melampodium leucanthum	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22151	Stephania pierrei	Species	Menispermaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11164	Renealmia alpinia	Species	Zingiberaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18348	Crotalaria stolzii	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17612	Xanthium sibiricum	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO686	Magnolia x soulangiana	Hybrid Species	Magnoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11646	Morella pensylvanica	Species	Myricaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17230	Psidium acutangulum	Species	Myrtaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8172	Emericellopsis minima	Species	n.a.	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12914	Sarcophyton flexuosum	Species	Alcyoniidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16308	Citrus wilsonii	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15802	Papaver pseudocanescens	Species	Papaveraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18533	Delisea elegans	Species	Bonnemaisoniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO29531	Lupinus cosentinii	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18676	Clerodendrum trichotomum	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19242	Eucalyptus albens	Species	Myrtaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19371	Costasiella ocellifera	Species	Costasiellidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18169	Creosphaeria sassafras	Species	Xylariaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5455	Euploca racemosa	Species	Heliotropiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO3478	Nelumbo nucifera	Species	Nelumbonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17354	Micromonospora echinospora	Species	Micromonosporaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO13737	Tephroseris kirilowii	Species	Asteraceae	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	14
IC50	3
Others	2

Activity Type	# Activity
Cell Line	7
Individual Protein	3
NON-MOLECULAR	5
Organism	2
Others	2

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT453	Cell Line	HT-1080	Homo sapiens	ED50	>	20.0	ug ml-1	PMID[527894]
NPT147	Cell Line	SK-MEL-2	Homo sapiens	ED50	>	20.0	ug ml-1	PMID[527894]
NPT91	Cell Line	KB	Homo sapiens	ED50	>	20.0	ug ml-1	PMID[527894]
NPT168	Cell Line	P388	Mus musculus	ED50	>	20.0	ug ml-1	PMID[527894]
NPT762	Cell Line	A-431	Homo sapiens	ED50	>	20.0	ug ml-1	PMID[527894]
NPT858	Cell Line	LNCaP	Homo sapiens	ED50	>	20.0	ug ml-1	PMID[527894]
NPT133	Cell Line	ZR-75-1	Homo sapiens	ED50	>	20.0	ug ml-1	PMID[527894]
NPT66	Individual Protein	Acetylcholinesterase	Electrophorus electricus	IC50	>	100000.0	nM	PMID[527895]
NPT204	Individual Protein	Acetylcholinesterase	Homo sapiens	IC50	>	100000.0	nM	PMID[527895]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	ED50	>	20.0	ug ml-1	PMID[527894]
NPT6	Organism	Plasmodium falciparum	Plasmodium falciparum	ED50	=	950.0	ng/ml	PMID[527894]
NPT6	Organism	Plasmodium falciparum	Plasmodium falciparum	ED50	=	470.0	ng/ml	PMID[527894]
NPT2	Others	Unspecified		Ratio ED50	>	21.0	n.a.	PMID[527894]
NPT2	Others	Unspecified		Ratio ED50	>	42.0	n.a.	PMID[527894]
NPT67	Individual Protein	Cholinesterase	Equus caballus	IC50	>	100000.0	nM	PMID[527895]

☑ 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 NPC35627 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	317
0.1-0.2	1812
0.2-0.3	9510
0.3-0.4	8402
0.4-0.5	6641
0.5-0.6	11775
0.6-0.7	3322
0.7-0.8	572
0.8-0.85	183
0.85-0.9	104
0.9-0.95	45
0.95-1	14

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC81247
1.0	High Similarity	NPC476573
0.9684	High Similarity	NPC477020
0.9684	High Similarity	NPC66341
0.9684	High Similarity	NPC192135
0.9682	High Similarity	NPC69712
0.9682	High Similarity	NPC477562
0.9682	High Similarity	NPC26240
0.961	High Similarity	NPC27410
0.961	High Similarity	NPC166014
0.9542	High Similarity	NPC126519
0.9542	High Similarity	NPC203784
0.9542	High Similarity	NPC170503
0.9444	High Similarity	NPC474507
0.9441	High Similarity	NPC173416
0.9441	High Similarity	NPC476577
0.9441	High Similarity	NPC148709
0.9363	High Similarity	NPC324144
0.9313	High Similarity	NPC152212
0.9308	High Similarity	NPC474931
0.9308	High Similarity	NPC145832
0.9308	High Similarity	NPC81218
0.9308	High Similarity	NPC306555
0.9308	High Similarity	NPC117188
0.9308	High Similarity	NPC205421
0.9308	High Similarity	NPC158376
0.9308	High Similarity	NPC12053
0.9304	High Similarity	NPC136508
0.9304	High Similarity	NPC212794
0.9304	High Similarity	NPC13504
0.9304	High Similarity	NPC78222
0.9304	High Similarity	NPC196447
0.9304	High Similarity	NPC96603
0.9304	High Similarity	NPC253043
0.9304	High Similarity	NPC477563
0.9304	High Similarity	NPC306843
0.9286	High Similarity	NPC2295
0.9286	High Similarity	NPC477564
0.9281	High Similarity	NPC76213
0.9281	High Similarity	NPC277669
0.9273	High Similarity	NPC135772
0.9268	High Similarity	NPC477561
0.9268	High Similarity	NPC155442
0.9268	High Similarity	NPC312918
0.9268	High Similarity	NPC476574
0.9241	High Similarity	NPC1229
0.9156	High Similarity	NPC326316
0.9156	High Similarity	NPC81733
0.915	High Similarity	NPC207824
0.915	High Similarity	NPC60538
0.9141	High Similarity	NPC477558
0.9125	High Similarity	NPC86144
0.9125	High Similarity	NPC304659
0.9074	High Similarity	NPC168753
0.9074	High Similarity	NPC118274
0.9068	High Similarity	NPC298979
0.9018	High Similarity	NPC239775
0.9	High Similarity	NPC189470
0.8994	High Similarity	NPC476576
0.8994	High Similarity	NPC186546
0.8951	High Similarity	NPC204947
0.8916	High Similarity	NPC320223
0.8916	High Similarity	NPC114364
0.8909	High Similarity	NPC128560
0.8909	High Similarity	NPC199465
0.8909	High Similarity	NPC229166
0.8903	High Similarity	NPC477565
0.8903	High Similarity	NPC103379
0.8896	High Similarity	NPC191376
0.8896	High Similarity	NPC179825
0.8896	High Similarity	NPC321505
0.8868	High Similarity	NPC476572
0.8868	High Similarity	NPC79328
0.8861	High Similarity	NPC39701
0.8861	High Similarity	NPC54379
0.8861	High Similarity	NPC249797
0.8861	High Similarity	NPC127674
0.8861	High Similarity	NPC278799
0.8861	High Similarity	NPC99659
0.8861	High Similarity	NPC207757
0.8861	High Similarity	NPC184026
0.8861	High Similarity	NPC5238
0.8861	High Similarity	NPC204828
0.8861	High Similarity	NPC469817
0.8861	High Similarity	NPC276588
0.8861	High Similarity	NPC325871
0.8861	High Similarity	NPC172765
0.8861	High Similarity	NPC110416
0.8861	High Similarity	NPC189266
0.8861	High Similarity	NPC295691
0.8861	High Similarity	NPC193949
0.8861	High Similarity	NPC2413
0.8841	High Similarity	NPC6152
0.8839	High Similarity	NPC476571
0.8839	High Similarity	NPC147390
0.8839	High Similarity	NPC246587
0.8839	High Similarity	NPC135538
0.8839	High Similarity	NPC428
0.8839	High Similarity	NPC24233
0.8824	High Similarity	NPC294249
0.8824	High Similarity	NPC57036
0.882	High Similarity	NPC60186
0.8795	High Similarity	NPC329969
0.8774	High Similarity	NPC476151
0.8766	High Similarity	NPC185838
0.8758	High Similarity	NPC266753
0.8758	High Similarity	NPC306902
0.8758	High Similarity	NPC160298
0.8758	High Similarity	NPC232924
0.8758	High Similarity	NPC477559
0.8757	High Similarity	NPC476575
0.8726	High Similarity	NPC192768
0.8726	High Similarity	NPC88249
0.8726	High Similarity	NPC97221
0.8726	High Similarity	NPC220858
0.8726	High Similarity	NPC151895
0.8712	High Similarity	NPC284183
0.8712	High Similarity	NPC4138
0.8712	High Similarity	NPC121275
0.8688	High Similarity	NPC186063
0.8688	High Similarity	NPC29647
0.8675	High Similarity	NPC475215
0.8675	High Similarity	NPC108434
0.8671	High Similarity	NPC475754
0.8647	High Similarity	NPC116284
0.8639	High Similarity	NPC267408
0.8631	High Similarity	NPC112575
0.8616	High Similarity	NPC26601
0.8606	High Similarity	NPC210140
0.8598	High Similarity	NPC225774
0.8598	High Similarity	NPC209377
0.8596	High Similarity	NPC276674
0.8596	High Similarity	NPC33902
0.8588	High Similarity	NPC32413
0.8588	High Similarity	NPC474506
0.858	High Similarity	NPC23219
0.8545	High Similarity	NPC476432
0.8545	High Similarity	NPC219341
0.8545	High Similarity	NPC193853
0.8545	High Similarity	NPC195392
0.8545	High Similarity	NPC223077
0.8545	High Similarity	NPC56887
0.8545	High Similarity	NPC24264
0.8529	High Similarity	NPC470879
0.8529	High Similarity	NPC126284
0.8529	High Similarity	NPC258695
0.8514	High Similarity	NPC117717
0.8506	High Similarity	NPC470925
0.8503	High Similarity	NPC109925
0.8497	Intermediate Similarity	NPC211468
0.8497	Intermediate Similarity	NPC170170
0.8497	Intermediate Similarity	NPC219233
0.8494	Intermediate Similarity	NPC247389
0.8485	Intermediate Similarity	NPC238530
0.8485	Intermediate Similarity	NPC16805
0.8485	Intermediate Similarity	NPC167546
0.8485	Intermediate Similarity	NPC302527
0.8485	Intermediate Similarity	NPC232514
0.8485	Intermediate Similarity	NPC134858
0.8485	Intermediate Similarity	NPC276944
0.8443	Intermediate Similarity	NPC241055
0.8442	Intermediate Similarity	NPC323123
0.8442	Intermediate Similarity	NPC314682
0.8434	Intermediate Similarity	NPC264850
0.8434	Intermediate Similarity	NPC13916
0.8431	Intermediate Similarity	NPC253429
0.843	Intermediate Similarity	NPC248642
0.843	Intermediate Similarity	NPC275132
0.8428	Intermediate Similarity	NPC219162
0.8428	Intermediate Similarity	NPC92541
0.8424	Intermediate Similarity	NPC233650
0.8418	Intermediate Similarity	NPC210437
0.8418	Intermediate Similarity	NPC51957
0.8418	Intermediate Similarity	NPC476144
0.8418	Intermediate Similarity	NPC16107
0.8418	Intermediate Similarity	NPC106295
0.8409	Intermediate Similarity	NPC478093
0.84	Intermediate Similarity	NPC82763
0.8391	Intermediate Similarity	NPC320088
0.8387	Intermediate Similarity	NPC188163
0.8387	Intermediate Similarity	NPC474915
0.8387	Intermediate Similarity	NPC328750
0.8387	Intermediate Similarity	NPC213206
0.8385	Intermediate Similarity	NPC470924
0.8383	Intermediate Similarity	NPC210918
0.8382	Intermediate Similarity	NPC156576
0.8373	Intermediate Similarity	NPC24465
0.8373	Intermediate Similarity	NPC168409
0.8365	Intermediate Similarity	NPC7467
0.8362	Intermediate Similarity	NPC473589
0.8362	Intermediate Similarity	NPC30182
0.8362	Intermediate Similarity	NPC478092
0.8362	Intermediate Similarity	NPC478091
0.8354	Intermediate Similarity	NPC111485
0.8323	Intermediate Similarity	NPC240841
0.8323	Intermediate Similarity	NPC317272
0.8323	Intermediate Similarity	NPC42549
0.8323	Intermediate Similarity	NPC124657
0.8323	Intermediate Similarity	NPC256012
0.8323	Intermediate Similarity	NPC250846

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 NPC35627 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	190
0.1-0.2	754
0.2-0.3	1106
0.3-0.4	1853
0.4-0.5	2688
0.5-0.6	1691
0.6-0.7	674
0.7-0.8	176
0.8-0.85	14
0.85-0.9	4
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8831	High Similarity	NPD2421	Approved
0.8831	High Similarity	NPD2420	Approved
0.8766	High Similarity	NPD2422	Clinical (unspecified phase)
0.8766	High Similarity	NPD3845	Phase 1
0.8418	Intermediate Similarity	NPD4584	Approved
0.8387	Intermediate Similarity	NPD4664	Clinical (unspecified phase)
0.8333	Intermediate Similarity	NPD2489	Approved
0.8333	Intermediate Similarity	NPD27	Approved
0.8282	Intermediate Similarity	NPD7298	Approved
0.8242	Intermediate Similarity	NPD4581	Clinical (unspecified phase)
0.8225	Intermediate Similarity	NPD2898	Approved
0.8214	Intermediate Similarity	NPD3051	Approved
0.8199	Intermediate Similarity	NPD6030	Approved
0.8199	Intermediate Similarity	NPD6031	Approved
0.8166	Intermediate Similarity	NPD2970	Approved
0.8166	Intermediate Similarity	NPD2969	Approved
0.8141	Intermediate Similarity	NPD1632	Clinical (unspecified phase)
0.8113	Intermediate Similarity	NPD5241	Discontinued
0.8095	Intermediate Similarity	NPD7201	Clinical (unspecified phase)
0.8011	Intermediate Similarity	NPD8053	Approved
0.8011	Intermediate Similarity	NPD8054	Approved
0.8	Intermediate Similarity	NPD4010	Discontinued
0.8	Intermediate Similarity	NPD8453	Clinical (unspecified phase)
0.7978	Intermediate Similarity	NPD7906	Approved
0.7976	Intermediate Similarity	NPD7832	Clinical (unspecified phase)
0.7976	Intermediate Similarity	NPD7831	Phase 2
0.7976	Intermediate Similarity	NPD7833	Phase 2
0.7955	Intermediate Similarity	NPD4577	Approved
0.7955	Intermediate Similarity	NPD4578	Approved
0.7879	Intermediate Similarity	NPD4017	Approved
0.7853	Intermediate Similarity	NPD7313	Approved
0.7853	Intermediate Similarity	NPD3534	Clinical (unspecified phase)
0.7853	Intermediate Similarity	NPD7312	Approved
0.7853	Intermediate Similarity	NPD7310	Approved
0.7853	Intermediate Similarity	NPD1754	Clinical (unspecified phase)
0.7853	Intermediate Similarity	NPD7311	Approved
0.7821	Intermediate Similarity	NPD4663	Approved
0.7809	Intermediate Similarity	NPD7309	Approved
0.7798	Intermediate Similarity	NPD6818	Clinical (unspecified phase)
0.779	Intermediate Similarity	NPD2490	Approved
0.779	Intermediate Similarity	NPD2488	Approved
0.7784	Intermediate Similarity	NPD6297	Approved
0.7784	Intermediate Similarity	NPD4772	Phase 2
0.7784	Intermediate Similarity	NPD4773	Phase 2
0.7778	Intermediate Similarity	NPD5160	Discontinued
0.7764	Intermediate Similarity	NPD3060	Approved
0.7712	Intermediate Similarity	NPD3053	Approved
0.7712	Intermediate Similarity	NPD3055	Approved
0.7707	Intermediate Similarity	NPD3109	Approved
0.7707	Intermediate Similarity	NPD3110	Approved
0.7697	Intermediate Similarity	NPD3647	Clinical (unspecified phase)
0.7692	Intermediate Similarity	NPD2977	Approved
0.7692	Intermediate Similarity	NPD2978	Approved
0.7683	Intermediate Similarity	NPD7598	Phase 2
0.7651	Intermediate Similarity	NPD3640	Phase 3
0.7651	Intermediate Similarity	NPD4727	Phase 1
0.7651	Intermediate Similarity	NPD3641	Approved
0.7651	Intermediate Similarity	NPD3639	Approved
0.7627	Intermediate Similarity	NPD7479	Phase 2
0.7625	Intermediate Similarity	NPD6028	Clinical (unspecified phase)
0.7625	Intermediate Similarity	NPD6029	Clinical (unspecified phase)
0.7614	Intermediate Similarity	NPD8099	Discontinued
0.7614	Intermediate Similarity	NPD8251	Approved
0.7614	Intermediate Similarity	NPD8252	Approved
0.7611	Intermediate Similarity	NPD6851	Approved
0.7611	Intermediate Similarity	NPD6853	Approved
0.7602	Intermediate Similarity	NPD6788	Approved
0.76	Intermediate Similarity	NPD4481	Phase 3
0.7593	Intermediate Similarity	NPD4256	Phase 2
0.7593	Intermediate Similarity	NPD4257	Approved
0.758	Intermediate Similarity	NPD2028	Clinical (unspecified phase)
0.7572	Intermediate Similarity	NPD4666	Phase 3
0.7571	Intermediate Similarity	NPD4873	Discontinued
0.7571	Intermediate Similarity	NPD42	Phase 2
0.7571	Intermediate Similarity	NPD8156	Discontinued
0.7571	Intermediate Similarity	NPD6042	Phase 2
0.7546	Intermediate Similarity	NPD4162	Approved
0.7532	Intermediate Similarity	NPD2674	Phase 3
0.7531	Intermediate Similarity	NPD2029	Clinical (unspecified phase)
0.753	Intermediate Similarity	NPD1424	Approved
0.7529	Intermediate Similarity	NPD6107	Approved
0.7516	Intermediate Similarity	NPD5156	Approved
0.7516	Intermediate Similarity	NPD5155	Approved
0.7514	Intermediate Similarity	NPD5709	Phase 3
0.75	Intermediate Similarity	NPD3977	Clinical (unspecified phase)
0.7487	Intermediate Similarity	NPD4040	Phase 1
0.7486	Intermediate Similarity	NPD6071	Discontinued
0.7486	Intermediate Similarity	NPD4166	Phase 2
0.7473	Intermediate Similarity	NPD5087	Clinical (unspecified phase)
0.7468	Intermediate Similarity	NPD5718	Phase 2
0.7458	Intermediate Similarity	NPD5602	Clinical (unspecified phase)
0.7455	Intermediate Similarity	NPD5084	Clinical (unspecified phase)
0.7452	Intermediate Similarity	NPD3594	Approved
0.7452	Intermediate Similarity	NPD2606	Approved
0.7452	Intermediate Similarity	NPD2605	Approved
0.7452	Intermediate Similarity	NPD3595	Approved
0.7442	Intermediate Similarity	NPD2560	Approved
0.7442	Intermediate Similarity	NPD2563	Approved
0.744	Intermediate Similarity	NPD5976	Discontinued
0.7439	Intermediate Similarity	NPD5177	Phase 3
0.7425	Intermediate Similarity	NPD4160	Clinical (unspecified phase)
0.7421	Intermediate Similarity	NPD3450	Approved
0.7421	Intermediate Similarity	NPD2494	Approved
0.7421	Intermediate Similarity	NPD2493	Approved
0.7421	Intermediate Similarity	NPD3452	Approved
0.7419	Intermediate Similarity	NPD5311	Approved
0.7419	Intermediate Similarity	NPD5310	Approved
0.7407	Intermediate Similarity	NPD2154	Approved
0.7407	Intermediate Similarity	NPD2156	Approved
0.7407	Intermediate Similarity	NPD1753	Discontinued
0.7407	Intermediate Similarity	NPD2155	Approved
0.7405	Intermediate Similarity	NPD2669	Clinical (unspecified phase)
0.7391	Intermediate Similarity	NPD823	Approved
0.7391	Intermediate Similarity	NPD817	Approved
0.7389	Intermediate Similarity	NPD3636	Approved
0.7389	Intermediate Similarity	NPD3637	Approved
0.7389	Intermediate Similarity	NPD3635	Approved
0.7378	Intermediate Similarity	NPD7045	Clinical (unspecified phase)
0.7363	Intermediate Similarity	NPD2971	Approved
0.7363	Intermediate Similarity	NPD2968	Approved
0.7358	Intermediate Similarity	NPD3145	Approved
0.7358	Intermediate Similarity	NPD3144	Approved
0.7345	Intermediate Similarity	NPD4083	Discontinued
0.733	Intermediate Similarity	NPD7802	Discontinued
0.7321	Intermediate Similarity	NPD3645	Discontinued
0.7312	Intermediate Similarity	NPD4474	Approved
0.7312	Intermediate Similarity	NPD4475	Approved
0.7312	Intermediate Similarity	NPD554	Clinical (unspecified phase)
0.7306	Intermediate Similarity	NPD4583	Approved
0.7306	Intermediate Similarity	NPD4582	Approved
0.7278	Intermediate Similarity	NPD6090	Discontinued
0.7278	Intermediate Similarity	NPD5261	Clinical (unspecified phase)
0.7277	Intermediate Similarity	NPD6612	Phase 2
0.7262	Intermediate Similarity	NPD3124	Discontinued
0.7257	Intermediate Similarity	NPD4055	Discovery
0.7254	Intermediate Similarity	NPD4004	Approved
0.7254	Intermediate Similarity	NPD4002	Approved
0.7249	Intermediate Similarity	NPD7667	Clinical (unspecified phase)
0.7233	Intermediate Similarity	NPD5752	Clinical (unspecified phase)
0.7225	Intermediate Similarity	NPD5720	Discontinued
0.7222	Intermediate Similarity	NPD7827	Phase 1
0.7215	Intermediate Similarity	NPD2194	Approved
0.7215	Intermediate Similarity	NPD2195	Approved
0.7212	Intermediate Similarity	NPD4721	Approved
0.7212	Intermediate Similarity	NPD4726	Approved
0.7212	Intermediate Similarity	NPD4725	Approved
0.7211	Intermediate Similarity	NPD2974	Approved
0.7211	Intermediate Similarity	NPD2975	Approved
0.7211	Intermediate Similarity	NPD2973	Approved
0.7205	Intermediate Similarity	NPD1130	Approved
0.7205	Intermediate Similarity	NPD1132	Approved
0.7205	Intermediate Similarity	NPD1136	Approved
0.7202	Intermediate Similarity	NPD6783	Clinical (unspecified phase)
0.7186	Intermediate Similarity	NPD5754	Discontinued
0.7182	Intermediate Similarity	NPD5096	Phase 3
0.7182	Intermediate Similarity	NPD5095	Phase 3
0.7182	Intermediate Similarity	NPD3933	Discontinued
0.7174	Intermediate Similarity	NPD5917	Clinical (unspecified phase)
0.7169	Intermediate Similarity	NPD7153	Discontinued
0.7161	Intermediate Similarity	NPD2688	Clinical (unspecified phase)
0.716	Intermediate Similarity	NPD3059	Approved
0.716	Intermediate Similarity	NPD3061	Approved
0.716	Intermediate Similarity	NPD3062	Approved
0.7151	Intermediate Similarity	NPD7261	Clinical (unspecified phase)
0.7143	Intermediate Similarity	NPD598	Approved
0.7143	Intermediate Similarity	NPD601	Approved
0.7143	Intermediate Similarity	NPD2677	Approved
0.7143	Intermediate Similarity	NPD7262	Phase 1
0.7143	Intermediate Similarity	NPD8131	Suspended
0.7143	Intermediate Similarity	NPD597	Approved
0.7135	Intermediate Similarity	NPD6618	Phase 2
0.7134	Intermediate Similarity	NPD6895	Approved
0.7134	Intermediate Similarity	NPD6896	Approved
0.7134	Intermediate Similarity	NPD1669	Approved
0.7134	Intermediate Similarity	NPD7718	Clinical (unspecified phase)
0.7127	Intermediate Similarity	NPD5708	Clinical (unspecified phase)
0.7126	Intermediate Similarity	NPD2460	Phase 3
0.7126	Intermediate Similarity	NPD2458	Approved
0.7126	Intermediate Similarity	NPD2459	Approved
0.7118	Intermediate Similarity	NPD2874	Phase 2
0.7114	Intermediate Similarity	NPD7047	Phase 3
0.7113	Intermediate Similarity	NPD2491	Approved
0.7113	Intermediate Similarity	NPD3448	Approved
0.7099	Intermediate Similarity	NPD3530	Approved
0.7099	Intermediate Similarity	NPD3531	Approved
0.7099	Intermediate Similarity	NPD3532	Approved
0.7098	Intermediate Similarity	NPD4580	Approved
0.7086	Intermediate Similarity	NPD4585	Approved
0.7083	Intermediate Similarity	NPD6748	Discontinued
0.7083	Intermediate Similarity	NPD6331	Phase 2
0.7079	Intermediate Similarity	NPD6037	Discontinued
0.7078	Intermediate Similarity	NPD2226	Clinical (unspecified phase)
0.7073	Intermediate Similarity	NPD5314	Approved
0.7073	Intermediate Similarity	NPD2986	Phase 2
0.7073	Intermediate Similarity	NPD3052	Approved
0.7073	Intermediate Similarity	NPD2989	Phase 2
0.7073	Intermediate Similarity	NPD4579	Clinical (unspecified phase)
0.7073	Intermediate Similarity	NPD3054	Approved
0.7073	Intermediate Similarity	NPD6997	Phase 2
0.7066	Intermediate Similarity	NPD7037	Approved

Bioactivity similarity: Similar Natural Products in NPASS

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

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

A: chemistry similarity

B: biological targets similarity

C: networks similarity

D: cell-based bioactivity similarity

E: similarity based on clinical data