NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	270.09
Volume:	270.409
LogP:	3.168
LogD:	3.12
LogS:	-4.095
# Rotatable Bonds:	1
TPSA:	47.92
# H-Bond Aceptor:	4
# H-Bond Donor:	1
# Rings:	4
# Heavy Atoms:	4

MedChem Properties

QED Drug-Likeness Score:	0.865
Synthetic Accessibility Score:	3.143
Fsp3:	0.25
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Rejected
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:	-4.781
MDCK Permeability:	1.671349491516594e-05
Pgp-inhibitor:	0.007
Pgp-substrate:	0.002
Human Intestinal Absorption (HIA):	0.004
20% Bioavailability (F20%):	0.002
30% Bioavailability (F30%):	0.011

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.127
Plasma Protein Binding (PPB):	98.06721496582031%
Volume Distribution (VD):	0.761
Pgp-substrate:	3.6889548301696777%

ADMET: Metabolism

CYP1A2-inhibitor:	0.905
CYP1A2-substrate:	0.936
CYP2C19-inhibitor:	0.935
CYP2C19-substrate:	0.756
CYP2C9-inhibitor:	0.858
CYP2C9-substrate:	0.942
CYP2D6-inhibitor:	0.835
CYP2D6-substrate:	0.919
CYP3A4-inhibitor:	0.784
CYP3A4-substrate:	0.625

ADMET: Excretion

Clearance (CL):	7.55
Half-life (T1/2):	0.305

ADMET: Toxicity

hERG Blockers:	0.151
Human Hepatotoxicity (H-HT):	0.751
Drug-inuced Liver Injury (DILI):	0.89
AMES Toxicity:	0.93
Rat Oral Acute Toxicity:	0.106
Maximum Recommended Daily Dose:	0.87
Skin Sensitization:	0.689
Carcinogencity:	0.489
Eye Corrosion:	0.004
Eye Irritation:	0.774
Respiratory Toxicity:	0.667

Download Data

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

Natural Product: NPC39064

Natural Product ID:	NPC39064
*Common Name:**	(6Ar,11Ar)-9-Methoxy-6A,11A-Dihydro-6H-[1]Benzofuro[3,2-C]Chromen-3-Ol
IUPAC Name:	(6aR,11aR)-9-methoxy-6a,11a-dihydro-6H-[1]benzofuro[3,2-c]chromen-3-ol
Synonyms:	(-)-Medicarpin
Standard InCHIKey:	NSRJSISNDPOJOP-BBRMVZONSA-N
Standard InCHI:	InChI=1S/C16H14O4/c1-18-10-3-5-11-13-8-19-14-6-9(17)2-4-12(14)16(13)20-15(11)7-10/h2-7,13,16-17H,8H2,1H3/t13-,16-/m0/s1
SMILES:	COc1ccc2[C@@H]3COc4cc(ccc4[C@@H]3Oc2c1)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL238845
PubChem CID:	336327
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000261] Phenylpropanoids and polyketides [CHEMONTID:0002506] Isoflavonoids [CHEMONTID:0002617] Furanoisoflavonoids [CHEMONTID:0001608] Pterocarpans

*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
NPO25426	Arachis hypogaea	Species	n.a.	n.a.	n.a.	n.a.	2007; 2008	DOI[10.1007/s11746-010-1589-7]
NPO22104	Trifolium pratense	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1016/S0031-9422(00)94679-X]
NPO15003	Streptomyces lydicus	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	DOI[10.1021/ja107190w]
NPO24846	Astragalus membranaceus	Species	Fabaceae	Eukaryota	n.a.	root	n.a.	DOI[10.1021/np50075a009]
NPO21911	Tephrosia purpurea	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[10814365]
NPO25426	Arachis hypogaea	Species	n.a.	n.a.	n.a.	cotyledon	n.a.	PMID[11283027]
NPO25426	Arachis hypogaea	Species	n.a.	n.a.	n.a.	seed	n.a.	PMID[12670184]
NPO15715	Astragalus mongholicus	Species	Fabaceae	Eukaryota	n.a.	root	n.a.	PMID[15763368]
NPO7154	Glycyrrhiza uralensis	Species	Fabaceae	Eukaryota	n.a.	root	n.a.	PMID[16441081]
NPO7154	Glycyrrhiza uralensis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[16675659]
NPO24846	Astragalus membranaceus	Species	Fabaceae	Eukaryota	n.a.	root	n.a.	PMID[17253088]
NPO23911	Alpinia officinarum	Species	Zingiberaceae	Eukaryota	n.a.	rhizome	n.a.	PMID[18484537]
NPO23911	Alpinia officinarum	Species	Zingiberaceae	Eukaryota	n.a.	root	n.a.	PMID[18484537]
NPO16422	Teclea gerrardii	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[19299148]
NPO23911	Alpinia officinarum	Species	Zingiberaceae	Eukaryota	rhizomes	n.a.	n.a.	PMID[19615910]
NPO25426	Arachis hypogaea	Species	n.a.	n.a.	n.a.	seed	n.a.	PMID[21348467]
NPO7154	Glycyrrhiza uralensis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[22074222]
NPO7154	Glycyrrhiza uralensis	Species	Fabaceae	Eukaryota	n.a.	root	n.a.	PMID[22074222]
NPO25426	Arachis hypogaea	Species	n.a.	n.a.	n.a.	n.a.	n.a.	PMID[22537213]
NPO18117	Dalbergia odorifera	Species	Fabaceae	Eukaryota	heartwood	n.a.	n.a.	PMID[23743282]
NPO7154	Glycyrrhiza uralensis	Species	Fabaceae	Eukaryota	n.a.	rhizome	n.a.	PMID[23867078]
NPO7154	Glycyrrhiza uralensis	Species	Fabaceae	Eukaryota	n.a.	root	n.a.	PMID[23867078]
NPO7154	Glycyrrhiza uralensis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[24479468]
NPO7154	Glycyrrhiza uralensis	Species	Fabaceae	Eukaryota	roots	n.a.	n.a.	PMID[24957203]
NPO24846	Astragalus membranaceus	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[25068786]
NPO7154	Glycyrrhiza uralensis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[25445757]
NPO7154	Glycyrrhiza uralensis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[25744461]
NPO15715	Astragalus mongholicus	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[25844502]
NPO21911	Tephrosia purpurea	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[26476665]
NPO7154	Glycyrrhiza uralensis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[26841168]
NPO25426	Arachis hypogaea	Species	n.a.	n.a.	Peanut Skins	n.a.	n.a.	PMID[28231711]
NPO23911	Alpinia officinarum	Species	Zingiberaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[29323912]
NPO22104	Trifolium pratense	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[30199256]
NPO24846	Astragalus membranaceus	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[30758201]
NPO7154	Glycyrrhiza uralensis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[32196343]
NPO16509	Avena sativa	Species	Poaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[6705789]
NPO23911	Alpinia officinarum	Species	Zingiberaceae	Eukaryota	n.a.	rhizome	n.a.	PMID[731398]
NPO23911	Alpinia officinarum	Species	Zingiberaceae	Eukaryota	n.a.	root	n.a.	PMID[731398]
NPO21911	Tephrosia purpurea	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[9322358]
NPO18117	Dalbergia odorifera	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[9525107]
NPO16509	Avena sativa	Species	Poaceae	Eukaryota	n.a.	n.a.		Database[FooDB]
NPO25426	Arachis hypogaea	Species	n.a.	n.a.		n.a.	n.a.	Database[FooDB]
NPO25426	Arachis hypogaea	Species	n.a.	n.a.	n.a.	n.a.		Database[FooDB]
NPO16509	Avena sativa	Species	Poaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO7960	Cicer arietinum	Species	Fabaceae	Eukaryota	n.a.	n.a.		Database[FooDB]
NPO16509	Avena sativa	Species	Poaceae	Eukaryota	Hay	n.a.	n.a.	Database[FooDB]
NPO16509	Avena sativa	Species	Poaceae	Eukaryota	Hull Husk	n.a.	n.a.	Database[FooDB]
NPO25426	Arachis hypogaea	Species	n.a.	n.a.	Leaf	n.a.	n.a.	Database[FooDB]
NPO16509	Avena sativa	Species	Poaceae	Eukaryota	Leaf	n.a.	n.a.	Database[FooDB]
NPO25426	Arachis hypogaea	Species	n.a.	n.a.	Oil	n.a.	n.a.	Database[FooDB]
NPO16509	Avena sativa	Species	Poaceae	Eukaryota	Plant	n.a.	n.a.	Database[FooDB]
NPO16509	Avena sativa	Species	Poaceae	Eukaryota	Root	n.a.	n.a.	Database[FooDB]
NPO25426	Arachis hypogaea	Species	n.a.	n.a.	Seed	n.a.	n.a.	Database[FooDB]
NPO16509	Avena sativa	Species	Poaceae	Eukaryota	Seed	n.a.	n.a.	Database[FooDB]
NPO7960	Cicer arietinum	Species	Fabaceae	Eukaryota	Seed	n.a.	n.a.	Database[FooDB]
NPO16509	Avena sativa	Species	Poaceae	Eukaryota	Shoot	n.a.	n.a.	Database[FooDB]
NPO7960	Cicer arietinum	Species	Fabaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO21911	Tephrosia purpurea	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO23911	Alpinia officinarum	Species	Zingiberaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO22104	Trifolium pratense	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO2611	Dalbergia variabilis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO15715	Astragalus mongholicus	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO12120	Thalictrum flavum	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO24846	Astragalus membranaceus	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO16509	Avena sativa	Species	Poaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO25426	Arachis hypogaea	Species	n.a.	n.a.	n.a.	n.a.	n.a.	Database[HerDing]
NPO16750	Salvia castanea	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO18117	Dalbergia odorifera	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO7154	Glycyrrhiza uralensis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO7960	Cicer arietinum	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO15715	Astragalus mongholicus	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[MetaboLights]
NPO25426	Arachis hypogaea	Species	n.a.	n.a.	Oils	n.a.		Database[Phenol-Explorer]
NPO25426	Arachis hypogaea	Species	n.a.	n.a.	Seeds	n.a.		Database[Phenol-Explorer]
NPO7960	Cicer arietinum	Species	Fabaceae	Eukaryota	Seeds	n.a.		Database[Phenol-Explorer]
NPO21911	Tephrosia purpurea	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO16750	Salvia castanea	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO17351	Tropicoporus linteus	Species	Hymenochaetaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO2611	Dalbergia variabilis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO25426	Arachis hypogaea	Species	n.a.	n.a.	n.a.	n.a.	n.a.	Database[TCMID]
NPO15715	Astragalus mongholicus	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO23018	Radix hedysari	Species	Lymnaeidae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO22104	Trifolium pratense	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO12120	Thalictrum flavum	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO24846	Astragalus membranaceus	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO7960	Cicer arietinum	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO23911	Alpinia officinarum	Species	Zingiberaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO16509	Avena sativa	Species	Poaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO8707.1	Pueraria montana var. lobata	Varieties	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO7154	Glycyrrhiza uralensis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO18117	Dalbergia odorifera	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO15715	Astragalus mongholicus	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO7960	Cicer arietinum	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO22104	Trifolium pratense	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO25426	Arachis hypogaea	Species	n.a.	n.a.	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO23911	Alpinia officinarum	Species	Zingiberaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO7154	Glycyrrhiza uralensis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO24846	Astragalus membranaceus	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO21911	Tephrosia purpurea	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO16509	Avena sativa	Species	Poaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO18117	Dalbergia odorifera	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO2611	Dalbergia variabilis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO8707.1	Pueraria montana var. lobata	Varieties	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO18117	Dalbergia odorifera	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO23911	Alpinia officinarum	Species	Zingiberaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO7154	Glycyrrhiza uralensis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO24846	Astragalus membranaceus	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO15715	Astragalus mongholicus	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO6792	Hedysarum polybotrys	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO12120	Thalictrum flavum	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16750	Salvia castanea	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7988.1	Fraxinus angustifolia subsp. oxycarpa	Subspecies	Oleaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8435	Hedysarum theinum	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO2611	Dalbergia variabilis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7154	Glycyrrhiza uralensis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10026	Mitracarpus scaber	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16422	Teclea gerrardii	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13700	Streptomyces nobilis	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO13210	Echinops transiliensis	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15715	Astragalus mongholicus	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8707.1	Pueraria montana var. lobata	Varieties	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14851	Lantana montevidensis	Species	Verbenaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9125	Haemanthus amarylloides	Species	Amaryllidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15384	Olearia pimeleoides	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25426	Arachis hypogaea	Species	n.a.	n.a.	n.a.	n.a.	n.a.	Database[UNPD]
NPO15003	Streptomyces lydicus	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO2318	Stellaria holostea	Species	Caryophyllaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23911	Alpinia officinarum	Species	Zingiberaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14543	Mycena sanguinolenta	Species	Tricholomataceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO6792	Hedysarum polybotrys	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15260	Senecio suaveolens	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4216	Dalbergia assamica	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24846	Astragalus membranaceus	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22207	Polyporus pini	Species	Polyporaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17351	Tropicoporus linteus	Species	Hymenochaetaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21911	Tephrosia purpurea	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18117	Dalbergia odorifera	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16509	Avena sativa	Species	Poaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15502	Muscari botryoides	Species	Hyacinthaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22104	Trifolium pratense	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15639	Dasycladus vermicularis	Species	Dasycladaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7786	Lentinus tigrinus	Species	Lentinaceae	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
GI50	55
IC50	6
Others	11
Potency	4

Activity Type	# Activity
Cell Line	55
Individual Protein	6
NON-MOLECULAR	4
Organism	7
Others	4

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT440	Individual Protein	Quinone oxidoreductase	Mus musculus	CD	=	13.7	uM	PMID[480966]
NPT368	Cell Line	SN12C	Homo sapiens	GI50	n.a.	38815.04	nM	PMID[480967]
NPT369	Cell Line	ACHN	Homo sapiens	GI50	n.a.	27164.39	nM	PMID[480967]
NPT370	Cell Line	NCI-H23	Homo sapiens	GI50	n.a.	26001.6	nM	PMID[480967]
NPT371	Cell Line	UO-31	Homo sapiens	GI50	n.a.	19998.62	nM	PMID[480967]
NPT116	Cell Line	HL-60	Homo sapiens	GI50	n.a.	18071.74	nM	PMID[480967]
NPT374	Cell Line	SF-539	Homo sapiens	GI50	n.a.	20749.14	nM	PMID[480967]
NPT373	Cell Line	SK-MEL-5	Homo sapiens	GI50	n.a.	17298.16	nM	PMID[480967]
NPT375	Cell Line	Malme-3M	Homo sapiens	GI50	n.a.	34753.62	nM	PMID[480967]
NPT111	Cell Line	K562	Homo sapiens	GI50	n.a.	30130.06	nM	PMID[480967]
NPT377	Cell Line	OVCAR-3	Homo sapiens	GI50	n.a.	29174.27	nM	PMID[480967]
NPT112	Cell Line	MOLT-4	Homo sapiens	GI50	n.a.	19815.27	nM	PMID[480967]
NPT379	Cell Line	HOP-62	Homo sapiens	GI50	n.a.	45498.81	nM	PMID[480967]
NPT380	Cell Line	U-251	Homo sapiens	GI50	n.a.	27925.44	nM	PMID[480967]
NPT381	Cell Line	OVCAR-8	Homo sapiens	GI50	n.a.	35974.93	nM	PMID[480967]
NPT382	Cell Line	OVCAR-5	Homo sapiens	GI50	n.a.	48640.72	nM	PMID[480967]
NPT572	Cell Line	DMS-273	Homo sapiens	GI50	n.a.	30902.95	nM	PMID[480967]
NPT383	Cell Line	SNB-19	Homo sapiens	GI50	n.a.	68076.94	nM	PMID[480967]
NPT385	Cell Line	SR	Homo sapiens	GI50	n.a.	14288.94	nM	PMID[480967]
NPT384	Cell Line	TK-10	Homo sapiens	GI50	n.a.	35318.32	nM	PMID[480967]
NPT323	Cell Line	SW-620	Homo sapiens	GI50	n.a.	32960.97	nM	PMID[480967]
NPT573	Cell Line	M19-MEL	Homo sapiens	GI50	n.a.	18030.18	nM	PMID[480967]
NPT455	Cell Line	NCI-H522	Homo sapiens	GI50	n.a.	22698.65	nM	PMID[480967]
NPT574	Cell Line	XF498	Homo sapiens	GI50	n.a.	20464.45	nM	PMID[480967]
NPT387	Cell Line	M14	Homo sapiens	GI50	n.a.	19230.92	nM	PMID[480967]
NPT388	Cell Line	NCI-H322M	Homo sapiens	GI50	n.a.	35727.28	nM	PMID[480967]
NPT389	Cell Line	RPMI-8226	Homo sapiens	GI50	n.a.	25703.96	nM	PMID[480967]
NPT456	Cell Line	OVCAR-4	Homo sapiens	GI50	n.a.	34593.94	nM	PMID[480967]
NPT390	Cell Line	LOX IMVI	Homo sapiens	GI50	n.a.	13031.67	nM	PMID[480967]
NPT147	Cell Line	SK-MEL-2	Homo sapiens	GI50	n.a.	26546.06	nM	PMID[480967]
NPT575	Cell Line	KM-20L2	Homo sapiens	GI50	n.a.	31622.78	nM	PMID[480967]
NPT391	Cell Line	HCC 2998	Homo sapiens	GI50	n.a.	22908.68	nM	PMID[480967]
NPT81	Cell Line	A549	Homo sapiens	GI50	n.a.	28575.91	nM	PMID[480967]
NPT392	Cell Line	SNB-75	Homo sapiens	GI50	n.a.	11194.38	nM	PMID[480967]
NPT148	Cell Line	HCT-15	Homo sapiens	GI50	n.a.	34119.29	nM	PMID[480967]
NPT393	Cell Line	HCT-116	Homo sapiens	GI50	n.a.	27605.78	nM	PMID[480967]
NPT394	Cell Line	EKVX	Homo sapiens	GI50	n.a.	34040.82	nM	PMID[480967]
NPT395	Cell Line	SF-268	Homo sapiens	GI50	n.a.	28054.34	nM	PMID[480967]
NPT146	Cell Line	SK-OV-3	Homo sapiens	GI50	n.a.	39536.66	nM	PMID[480967]
NPT731	Cell Line	LXFL 529	Homo sapiens	GI50	n.a.	25351.29	nM	PMID[480967]
NPT576	Cell Line	DMS-114	Homo sapiens	GI50	n.a.	17338.04	nM	PMID[480967]
NPT397	Cell Line	NCI-H460	Homo sapiens	GI50	n.a.	35075.19	nM	PMID[480967]
NPT398	Cell Line	UACC-62	Homo sapiens	GI50	n.a.	14288.94	nM	PMID[480967]
NPT308	Cell Line	CAKI-1	Homo sapiens	GI50	n.a.	24099.05	nM	PMID[480967]
NPT458	Cell Line	IGROV-1	Homo sapiens	GI50	n.a.	17458.22	nM	PMID[480967]
NPT399	Cell Line	SF-295	Homo sapiens	GI50	n.a.	35156.04	nM	PMID[480967]
NPT577	Cell Line	RXF 631	Homo sapiens	GI50	n.a.	31841.98	nM	PMID[480967]
NPT403	Cell Line	UACC-257	Homo sapiens	GI50	n.a.	21827.3	nM	PMID[480967]
NPT578	Cell Line	SNB-78	Homo sapiens	GI50	n.a.	29174.27	nM	PMID[480967]
NPT579	Cell Line	DLD-1	Homo sapiens	GI50	n.a.	34753.62	nM	PMID[480967]
NPT404	Cell Line	CCRF-CEM	Homo sapiens	GI50	n.a.	19186.69	nM	PMID[480967]
NPT139	Cell Line	HT-29	Homo sapiens	GI50	n.a.	34355.79	nM	PMID[480967]
NPT405	Cell Line	NCI-H226	Homo sapiens	GI50	n.a.	25061.09	nM	PMID[480967]
NPT406	Cell Line	RXF 393	Homo sapiens	GI50	n.a.	19319.68	nM	PMID[480967]
NPT407	Cell Line	COLO 205	Homo sapiens	GI50	n.a.	24099.05	nM	PMID[480967]
NPT732	Cell Line	HOP-18	Homo sapiens	GI50	n.a.	93540.57	nM	PMID[480967]
NPT1474	Individual Protein	ATP-dependent Clp protease proteolytic subunit	Bacillus subtilis (strain 168)	Potency	n.a.	707.9	nM	PMID[480968]
NPT10	Individual Protein	Geminin	Homo sapiens	Potency	n.a.	1158.2	nM	PMID[480968]
NPT152	Individual Protein	Nuclear factor erythroid 2-related factor 2	Homo sapiens	Potency	n.a.	35481.3	nM	PMID[480968]
NPT160	Individual Protein	TAR DNA-binding protein 43	Homo sapiens	Potency	n.a.	35481.3	nM	PMID[480968]
NPT1187	Individual Protein	Proteasome Macropain subunit MB1	Homo sapiens	IC50	>	100000.0	nM	PMID[480973]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	IC50	>	74000.0	nM	PMID[480966]
NPT2	Others	Unspecified		Ratio	>	5.4	n.a.	PMID[480966]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	IC50	=	83700.0	nM	PMID[480969]
NPT35	Others	n.a.		IC50	=	82.37	ug.mL-1	PMID[480970]
NPT35	Others	n.a.		IC50	=	86.29	ug.mL-1	PMID[480970]
NPT35	Others	n.a.		IC50	=	45.91	ug.mL-1	PMID[480970]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	Activity	=	18.0	%	PMID[480970]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	Activity	=	30.0	%	PMID[480970]
NPT18	Organism	Pseudomonas aeruginosa	Pseudomonas aeruginosa	Inhibition	=	7.57	%	PMID[480972]
NPT19	Organism	Escherichia coli	Escherichia coli	Inhibition	=	8.35	%	PMID[480972]
NPT173	Organism	Klebsiella pneumoniae	Klebsiella pneumoniae	Inhibition	=	-2.42	%	PMID[480972]
NPT20	Organism	Candida albicans	Candida albicans	Inhibition	=	12.91	%	PMID[480972]
NPT85	Organism	Filobasidiella neoformans	Cryptococcus neoformans	Inhibition	=	-18.12	%	PMID[480972]
NPT2922	Organism	Staphylococcus aureus subsp. aureus	Staphylococcus aureus subsp. aureus	Inhibition	=	7.33	%	PMID[480972]
NPT747	Organism	Acinetobacter baumannii	Acinetobacter baumannii	Inhibition	=	-10.59	%	PMID[480972]

☑ 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 NPC39064 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	373
0.1-0.2	1489
0.2-0.3	4062
0.3-0.4	11936
0.4-0.5	6572
0.5-0.6	4176
0.6-0.7	7728
0.7-0.8	5108
0.8-0.85	863
0.85-0.9	254
0.9-0.95	100
0.95-1	36

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC47283
0.9835	High Similarity	NPC262573
0.9835	High Similarity	NPC471215
0.9758	High Similarity	NPC236014
0.9758	High Similarity	NPC268917
0.9758	High Similarity	NPC17343
0.9758	High Similarity	NPC164574
0.9758	High Similarity	NPC280653
0.9758	High Similarity	NPC150011
0.9758	High Similarity	NPC300875
0.9758	High Similarity	NPC206224
0.9758	High Similarity	NPC118114
0.9758	High Similarity	NPC196765
0.9758	High Similarity	NPC12875
0.9758	High Similarity	NPC228369
0.9758	High Similarity	NPC207892
0.9758	High Similarity	NPC129106
0.9758	High Similarity	NPC476166
0.9758	High Similarity	NPC129784
0.968	High Similarity	NPC13005
0.9677	High Similarity	NPC27187
0.9677	High Similarity	NPC470225
0.9672	High Similarity	NPC50315
0.9672	High Similarity	NPC230479
0.9672	High Similarity	NPC26879
0.9672	High Similarity	NPC283049
0.96	High Similarity	NPC181497
0.96	High Similarity	NPC162801
0.96	High Similarity	NPC271945
0.9528	High Similarity	NPC296915
0.9528	High Similarity	NPC198154
0.9528	High Similarity	NPC223008
0.9528	High Similarity	NPC225696
0.9528	High Similarity	NPC115335
0.9528	High Similarity	NPC97834
0.9516	High Similarity	NPC38664
0.9516	High Similarity	NPC53986
0.9508	High Similarity	NPC294156
0.9508	High Similarity	NPC256015
0.9449	High Similarity	NPC85435
0.944	High Similarity	NPC93962
0.9426	High Similarity	NPC38761
0.9426	High Similarity	NPC76465
0.9421	High Similarity	NPC193364
0.9375	High Similarity	NPC117048
0.9375	High Similarity	NPC124085
0.936	High Similarity	NPC274717
0.9344	High Similarity	NPC100099
0.9344	High Similarity	NPC36016
0.9308	High Similarity	NPC474687
0.9291	High Similarity	NPC164804
0.9291	High Similarity	NPC118683
0.9291	High Similarity	NPC293203
0.9291	High Similarity	NPC244888
0.9291	High Similarity	NPC211413
0.9291	High Similarity	NPC68205
0.9274	High Similarity	NPC102540
0.9274	High Similarity	NPC188022
0.9274	High Similarity	NPC285040
0.9274	High Similarity	NPC17809
0.9274	High Similarity	NPC103420
0.9262	High Similarity	NPC54972
0.9256	High Similarity	NPC258979
0.9256	High Similarity	NPC8283
0.9256	High Similarity	NPC93398
0.9237	High Similarity	NPC236306
0.9237	High Similarity	NPC475836
0.9237	High Similarity	NPC473739
0.9237	High Similarity	NPC232164
0.9231	High Similarity	NPC18189
0.9231	High Similarity	NPC3049
0.9231	High Similarity	NPC262585
0.9231	High Similarity	NPC20829
0.9206	High Similarity	NPC222572
0.9206	High Similarity	NPC87224
0.92	High Similarity	NPC276212
0.9194	High Similarity	NPC86502
0.9194	High Similarity	NPC134195
0.9194	High Similarity	NPC197351
0.9194	High Similarity	NPC106914
0.9194	High Similarity	NPC246648
0.9167	High Similarity	NPC184797
0.9167	High Similarity	NPC27495
0.9167	High Similarity	NPC309124
0.9147	High Similarity	NPC77196
0.9147	High Similarity	NPC215037
0.9141	High Similarity	NPC103799
0.912	High Similarity	NPC167571
0.912	High Similarity	NPC81641
0.912	High Similarity	NPC278552
0.912	High Similarity	NPC207179
0.9098	High Similarity	NPC5155
0.9084	High Similarity	NPC141717
0.9077	High Similarity	NPC476615
0.9077	High Similarity	NPC476617
0.9077	High Similarity	NPC476616
0.9077	High Similarity	NPC473107
0.9032	High Similarity	NPC150026
0.903	High Similarity	NPC107161
0.9016	High Similarity	NPC295259
0.9016	High Similarity	NPC59561
0.9016	High Similarity	NPC172253
0.9008	High Similarity	NPC11727
0.9008	High Similarity	NPC15109
0.9008	High Similarity	NPC125579
0.9	High Similarity	NPC92805
0.9	High Similarity	NPC11060
0.8984	High Similarity	NPC134360
0.8976	High Similarity	NPC149796
0.8955	High Similarity	NPC247291
0.8952	High Similarity	NPC97432
0.8952	High Similarity	NPC190454
0.8947	High Similarity	NPC471388
0.8939	High Similarity	NPC248727
0.8939	High Similarity	NPC234952
0.8939	High Similarity	NPC162659
0.8939	High Similarity	NPC173660
0.8939	High Similarity	NPC471522
0.8939	High Similarity	NPC265433
0.8939	High Similarity	NPC270456
0.8934	High Similarity	NPC74821
0.8897	High Similarity	NPC93323
0.8897	High Similarity	NPC280092
0.8897	High Similarity	NPC12641
0.8897	High Similarity	NPC45257
0.8881	High Similarity	NPC160283
0.8881	High Similarity	NPC254759
0.8881	High Similarity	NPC174787
0.8881	High Similarity	NPC213607
0.8881	High Similarity	NPC182509
0.8872	High Similarity	NPC477938
0.8872	High Similarity	NPC470307
0.8872	High Similarity	NPC470308
0.8864	High Similarity	NPC195022
0.8864	High Similarity	NPC112939
0.8864	High Similarity	NPC112246
0.8864	High Similarity	NPC94750
0.8864	High Similarity	NPC474206
0.8864	High Similarity	NPC151224
0.8864	High Similarity	NPC470356
0.8864	High Similarity	NPC121812
0.8864	High Similarity	NPC61946
0.8864	High Similarity	NPC473413
0.8846	High Similarity	NPC472590
0.8837	High Similarity	NPC472797
0.8832	High Similarity	NPC469557
0.8824	High Similarity	NPC102044
0.8824	High Similarity	NPC85264
0.8824	High Similarity	NPC47633
0.8815	High Similarity	NPC471389
0.8815	High Similarity	NPC108674
0.8815	High Similarity	NPC263261
0.8815	High Similarity	NPC87725
0.881	High Similarity	NPC474160
0.8806	High Similarity	NPC70682
0.8806	High Similarity	NPC127218
0.8806	High Similarity	NPC260741
0.8806	High Similarity	NPC245207
0.8806	High Similarity	NPC32630
0.8806	High Similarity	NPC292487
0.8806	High Similarity	NPC292882
0.8806	High Similarity	NPC319647
0.8806	High Similarity	NPC25966
0.8797	High Similarity	NPC227503
0.8797	High Similarity	NPC474639
0.8797	High Similarity	NPC126101
0.8797	High Similarity	NPC230734
0.8797	High Similarity	NPC16435
0.8797	High Similarity	NPC306441
0.8788	High Similarity	NPC317380
0.8788	High Similarity	NPC474478
0.8779	High Similarity	NPC78770
0.8779	High Similarity	NPC86655
0.8779	High Similarity	NPC202762
0.8779	High Similarity	NPC126029
0.8779	High Similarity	NPC61477
0.8779	High Similarity	NPC261619
0.8779	High Similarity	NPC472798
0.8779	High Similarity	NPC185604
0.8779	High Similarity	NPC219876
0.8779	High Similarity	NPC15658
0.877	High Similarity	NPC229147
0.877	High Similarity	NPC85292
0.877	High Similarity	NPC54507
0.876	High Similarity	NPC38604
0.876	High Similarity	NPC211179
0.8759	High Similarity	NPC63879
0.875	High Similarity	NPC472353
0.8731	High Similarity	NPC276490
0.8731	High Similarity	NPC102904
0.8731	High Similarity	NPC103976
0.8731	High Similarity	NPC176051
0.8731	High Similarity	NPC94994
0.8731	High Similarity	NPC474282
0.8731	High Similarity	NPC211549
0.8731	High Similarity	NPC107551
0.8731	High Similarity	NPC326797
0.8722	High Similarity	NPC47398
0.8722	High Similarity	NPC234333
0.8722	High Similarity	NPC164787

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 NPC39064 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	299
0.1-0.2	905
0.2-0.3	1567
0.3-0.4	2721
0.4-0.5	1764
0.5-0.6	1069
0.6-0.7	654
0.7-0.8	157
0.8-0.85	7
0.85-0.9	4
0.9-0.95	3
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.9421	High Similarity	NPD1610	Phase 2
0.936	High Similarity	NPD4908	Phase 1
0.9213	High Similarity	NPD4907	Clinical (unspecified phase)
0.8934	High Similarity	NPD1548	Phase 1
0.8828	High Similarity	NPD2861	Phase 2
0.8779	High Similarity	NPD1613	Approved
0.8779	High Similarity	NPD1612	Clinical (unspecified phase)
0.8615	High Similarity	NPD1529	Clinical (unspecified phase)
0.8538	High Similarity	NPD1530	Clinical (unspecified phase)
0.8516	High Similarity	NPD4749	Approved
0.8409	Intermediate Similarity	NPD4625	Phase 3
0.8346	Intermediate Similarity	NPD6410	Clinical (unspecified phase)
0.8271	Intermediate Similarity	NPD3027	Phase 3
0.8129	Intermediate Similarity	NPD1550	Clinical (unspecified phase)
0.8129	Intermediate Similarity	NPD1552	Clinical (unspecified phase)
0.8077	Intermediate Similarity	NPD422	Phase 1
0.8074	Intermediate Similarity	NPD6859	Clinical (unspecified phase)
0.8071	Intermediate Similarity	NPD1549	Phase 2
0.8042	Intermediate Similarity	NPD7213	Phase 3
0.8042	Intermediate Similarity	NPD7212	Phase 2
0.8029	Intermediate Similarity	NPD5124	Phase 1
0.8029	Intermediate Similarity	NPD5123	Clinical (unspecified phase)
0.7986	Intermediate Similarity	NPD7447	Phase 1
0.7958	Intermediate Similarity	NPD7466	Approved
0.7887	Intermediate Similarity	NPD5698	Clinical (unspecified phase)
0.7867	Intermediate Similarity	NPD8443	Clinical (unspecified phase)
0.7862	Intermediate Similarity	NPD4378	Clinical (unspecified phase)
0.7852	Intermediate Similarity	NPD1934	Approved
0.7832	Intermediate Similarity	NPD3750	Approved
0.7812	Intermediate Similarity	NPD6671	Approved
0.7805	Intermediate Similarity	NPD968	Approved
0.7803	Intermediate Similarity	NPD1091	Approved
0.7801	Intermediate Similarity	NPD6100	Approved
0.7801	Intermediate Similarity	NPD6099	Approved
0.78	Intermediate Similarity	NPD2393	Clinical (unspecified phase)
0.7785	Intermediate Similarity	NPD7615	Clinical (unspecified phase)
0.7778	Intermediate Similarity	NPD6917	Clinical (unspecified phase)
0.773	Intermediate Similarity	NPD5588	Approved
0.773	Intermediate Similarity	NPD1510	Phase 2
0.7708	Intermediate Similarity	NPD3892	Phase 2
0.7698	Intermediate Similarity	NPD4060	Phase 1
0.7687	Intermediate Similarity	NPD3600	Clinical (unspecified phase)
0.7676	Intermediate Similarity	NPD2796	Approved
0.766	Intermediate Similarity	NPD4537	Clinical (unspecified phase)
0.766	Intermediate Similarity	NPD4538	Approved
0.766	Intermediate Similarity	NPD4536	Approved
0.7643	Intermediate Similarity	NPD6355	Discontinued
0.7639	Intermediate Similarity	NPD1652	Phase 2
0.763	Intermediate Similarity	NPD8651	Approved
0.7623	Intermediate Similarity	NPD846	Approved
0.7623	Intermediate Similarity	NPD940	Approved
0.7619	Intermediate Similarity	NPD7004	Clinical (unspecified phase)
0.7606	Intermediate Similarity	NPD7033	Discontinued
0.7603	Intermediate Similarity	NPD5058	Phase 3
0.76	Intermediate Similarity	NPD290	Approved
0.76	Intermediate Similarity	NPD4380	Phase 2
0.7586	Intermediate Similarity	NPD6398	Clinical (unspecified phase)
0.7574	Intermediate Similarity	NPD2797	Approved
0.7571	Intermediate Similarity	NPD1240	Approved
0.7556	Intermediate Similarity	NPD6582	Phase 2
0.7556	Intermediate Similarity	NPD6583	Phase 3
0.754	Intermediate Similarity	NPD2684	Approved
0.7538	Intermediate Similarity	NPD7157	Approved
0.7532	Intermediate Similarity	NPD7075	Discontinued
0.7532	Intermediate Similarity	NPD4381	Clinical (unspecified phase)
0.7518	Intermediate Similarity	NPD6584	Phase 3
0.75	Intermediate Similarity	NPD6696	Suspended
0.75	Intermediate Similarity	NPD6005	Phase 3
0.75	Intermediate Similarity	NPD37	Approved
0.75	Intermediate Similarity	NPD6003	Clinical (unspecified phase)
0.75	Intermediate Similarity	NPD6004	Phase 3
0.75	Intermediate Similarity	NPD6002	Phase 3
0.75	Intermediate Similarity	NPD6006	Clinical (unspecified phase)
0.7484	Intermediate Similarity	NPD6234	Discontinued
0.7483	Intermediate Similarity	NPD3748	Approved
0.7483	Intermediate Similarity	NPD5960	Phase 3
0.748	Intermediate Similarity	NPD4750	Phase 3
0.7468	Intermediate Similarity	NPD4965	Approved
0.7468	Intermediate Similarity	NPD7768	Phase 2
0.7468	Intermediate Similarity	NPD4966	Approved
0.7468	Intermediate Similarity	NPD4967	Phase 2
0.7468	Intermediate Similarity	NPD4868	Clinical (unspecified phase)
0.7465	Intermediate Similarity	NPD1607	Approved
0.7464	Intermediate Similarity	NPD3018	Phase 2
0.7459	Intermediate Similarity	NPD3020	Approved
0.7452	Intermediate Similarity	NPD7229	Phase 3
0.7451	Intermediate Similarity	NPD7819	Suspended
0.7451	Intermediate Similarity	NPD7096	Clinical (unspecified phase)
0.7447	Intermediate Similarity	NPD2238	Phase 2
0.7442	Intermediate Similarity	NPD5535	Approved
0.7442	Intermediate Similarity	NPD7843	Approved
0.7436	Intermediate Similarity	NPD5494	Approved
0.7434	Intermediate Similarity	NPD7411	Suspended
0.7432	Intermediate Similarity	NPD1511	Approved
0.7431	Intermediate Similarity	NPD1551	Phase 2
0.7429	Intermediate Similarity	NPD6798	Discontinued
0.7429	Intermediate Similarity	NPD3268	Approved
0.7426	Intermediate Similarity	NPD5327	Phase 3
0.7419	Intermediate Similarity	NPD3749	Approved
0.7413	Intermediate Similarity	NPD2200	Suspended
0.7398	Intermediate Similarity	NPD1242	Phase 1
0.7397	Intermediate Similarity	NPD2800	Approved
0.7394	Intermediate Similarity	NPD5735	Approved
0.7389	Intermediate Similarity	NPD7199	Phase 2
0.7389	Intermediate Similarity	NPD6959	Discontinued
0.7385	Intermediate Similarity	NPD5283	Phase 1
0.7383	Intermediate Similarity	NPD7410	Clinical (unspecified phase)
0.7372	Intermediate Similarity	NPD3225	Approved
0.7358	Intermediate Similarity	NPD6167	Clinical (unspecified phase)
0.7358	Intermediate Similarity	NPD6168	Clinical (unspecified phase)
0.7358	Intermediate Similarity	NPD6166	Phase 2
0.7355	Intermediate Similarity	NPD3882	Suspended
0.7353	Intermediate Similarity	NPD1608	Approved
0.7351	Intermediate Similarity	NPD1653	Approved
0.7338	Intermediate Similarity	NPD2801	Approved
0.7333	Intermediate Similarity	NPD1512	Approved
0.7329	Intermediate Similarity	NPD970	Clinical (unspecified phase)
0.7329	Intermediate Similarity	NPD2424	Discontinued
0.7324	Intermediate Similarity	NPD4140	Approved
0.7301	Intermediate Similarity	NPD6559	Discontinued
0.7299	Intermediate Similarity	NPD2982	Phase 2
0.7299	Intermediate Similarity	NPD2983	Phase 2
0.7296	Intermediate Similarity	NPD7184	Clinical (unspecified phase)
0.7292	Intermediate Similarity	NPD7097	Phase 1
0.7279	Intermediate Similarity	NPD6674	Discontinued
0.7279	Intermediate Similarity	NPD7421	Clinical (unspecified phase)
0.7267	Intermediate Similarity	NPD7228	Approved
0.7267	Intermediate Similarity	NPD3818	Discontinued
0.726	Intermediate Similarity	NPD5762	Approved
0.726	Intermediate Similarity	NPD5763	Approved
0.7259	Intermediate Similarity	NPD5846	Approved
0.7259	Intermediate Similarity	NPD6516	Phase 2
0.7254	Intermediate Similarity	NPD6233	Phase 2
0.725	Intermediate Similarity	NPD7852	Clinical (unspecified phase)
0.7248	Intermediate Similarity	NPD6667	Approved
0.7248	Intermediate Similarity	NPD6666	Approved
0.7239	Intermediate Similarity	NPD1182	Approved
0.723	Intermediate Similarity	NPD4628	Phase 3
0.7226	Intermediate Similarity	NPD2235	Phase 2
0.7226	Intermediate Similarity	NPD1840	Phase 2
0.7226	Intermediate Similarity	NPD2231	Phase 2
0.7226	Intermediate Similarity	NPD2981	Phase 2
0.7222	Intermediate Similarity	NPD4097	Suspended
0.7222	Intermediate Similarity	NPD6353	Approved
0.7222	Intermediate Similarity	NPD5844	Phase 1
0.7222	Intermediate Similarity	NPD7804	Clinical (unspecified phase)
0.7213	Intermediate Similarity	NPD2859	Approved
0.7213	Intermediate Similarity	NPD2860	Approved
0.7211	Intermediate Similarity	NPD7037	Approved
0.7209	Intermediate Similarity	NPD5451	Approved
0.7206	Intermediate Similarity	NPD3496	Discontinued
0.7203	Intermediate Similarity	NPD5837	Clinical (unspecified phase)
0.72	Intermediate Similarity	NPD7041	Phase 2
0.72	Intermediate Similarity	NPD6799	Approved
0.72	Intermediate Similarity	NPD7040	Clinical (unspecified phase)
0.7194	Intermediate Similarity	NPD3267	Approved
0.7194	Intermediate Similarity	NPD3266	Approved
0.719	Intermediate Similarity	NPD8158	Clinical (unspecified phase)
0.7185	Intermediate Similarity	NPD3443	Approved
0.7185	Intermediate Similarity	NPD3445	Approved
0.7185	Intermediate Similarity	NPD3444	Approved
0.7178	Intermediate Similarity	NPD7074	Phase 3
0.7176	Intermediate Similarity	NPD821	Approved
0.7174	Intermediate Similarity	NPD3685	Discontinued
0.7172	Intermediate Similarity	NPD4978	Clinical (unspecified phase)
0.7163	Intermediate Similarity	NPD1008	Clinical (unspecified phase)
0.7161	Intermediate Similarity	NPD6801	Discontinued
0.7153	Intermediate Similarity	NPD1535	Discovery
0.7153	Intermediate Similarity	NPD3705	Approved
0.7152	Intermediate Similarity	NPD2533	Approved
0.7152	Intermediate Similarity	NPD4419	Clinical (unspecified phase)
0.7152	Intermediate Similarity	NPD2534	Approved
0.7152	Intermediate Similarity	NPD2532	Approved
0.7143	Intermediate Similarity	NPD6599	Discontinued
0.7143	Intermediate Similarity	NPD3690	Phase 2
0.7143	Intermediate Similarity	NPD2557	Approved
0.7143	Intermediate Similarity	NPD2344	Approved
0.7143	Intermediate Similarity	NPD2029	Clinical (unspecified phase)
0.7143	Intermediate Similarity	NPD3691	Phase 2
0.7132	Intermediate Similarity	NPD5125	Phase 3
0.7132	Intermediate Similarity	NPD5126	Approved
0.7132	Intermediate Similarity	NPD2668	Approved
0.7132	Intermediate Similarity	NPD17	Approved
0.7132	Intermediate Similarity	NPD2667	Approved
0.7131	Intermediate Similarity	NPD2933	Approved
0.7131	Intermediate Similarity	NPD2934	Approved
0.7123	Intermediate Similarity	NPD3846	Clinical (unspecified phase)
0.7117	Intermediate Similarity	NPD7054	Approved
0.7115	Intermediate Similarity	NPD7046	Clinical (unspecified phase)
0.7115	Intermediate Similarity	NPD8455	Phase 2
0.7114	Intermediate Similarity	NPD4535	Phase 3
0.7113	Intermediate Similarity	NPD7095	Approved
0.7111	Intermediate Similarity	NPD1894	Discontinued
0.7111	Intermediate Similarity	NPD6581	Approved
0.7111	Intermediate Similarity	NPD7741	Discontinued
0.7111	Intermediate Similarity	NPD6580	Approved
0.7103	Intermediate Similarity	NPD2157	Approved
0.7103	Intermediate Similarity	NPD3052	Approved
0.7103	Intermediate Similarity	NPD3054	Approved
0.7101	Intermediate Similarity	NPD1481	Phase 2

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