NPASS Compound

Structure

CID270620 OpenBabel06191716072D 25 27 0 0 0 0 0 0 0 0999 V2000 -3.4641 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 22 1 0 0 0 0 2 23 1 0 0 0 0 3 24 1 0 0 0 0 4 5 2 0 0 0 0 4 9 1 0 0 0 0 5 13 1 0 0 0 0 6 9 2 0 0 0 0 6 11 1 0 0 0 0 7 10 2 0 0 0 0 7 12 1 0 0 0 0 8 10 1 0 0 0 0 8 14 2 0 0 0 0 9 17 1 0 0 0 0 10 22 1 0 0 0 0 11 13 2 0 0 0 0 11 19 1 0 0 0 0 12 15 2 0 0 0 0 12 20 1 0 0 0 0 13 23 1 0 0 0 0 14 15 1 0 0 0 0 14 25 1 0 0 0 0 15 16 1 0 0 0 0 16 18 1 0 0 0 0 16 21 2 0 0 0 0 17 18 2 0 0 0 0 17 25 1 0 0 0 0 18 24 1 0 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	344.09
Volume:	334.655
LogP:	3.234
LogD:	2.762
LogS:	-3.933
# Rotatable Bonds:	4
TPSA:	98.36
# H-Bond Aceptor:	7
# H-Bond Donor:	2
# Rings:	3
# Heavy Atoms:	7

MedChem Properties

QED Drug-Likeness Score:	0.751
Synthetic Accessibility Score:	2.357
Fsp3:	0.167
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:	-4.827
MDCK Permeability:	1.9595214325818233e-05
Pgp-inhibitor:	0.988
Pgp-substrate:	0.001
Human Intestinal Absorption (HIA):	0.018
20% Bioavailability (F20%):	0.003
30% Bioavailability (F30%):	0.007

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.009
Plasma Protein Binding (PPB):	89.98681640625%
Volume Distribution (VD):	0.779
Pgp-substrate:	12.05643081665039%

ADMET: Metabolism

CYP1A2-inhibitor:	0.955
CYP1A2-substrate:	0.961
CYP2C19-inhibitor:	0.702
CYP2C19-substrate:	0.093
CYP2C9-inhibitor:	0.733
CYP2C9-substrate:	0.912
CYP2D6-inhibitor:	0.607
CYP2D6-substrate:	0.899
CYP3A4-inhibitor:	0.679
CYP3A4-substrate:	0.239

ADMET: Excretion

Clearance (CL):	5.55
Half-life (T1/2):	0.763

ADMET: Toxicity

hERG Blockers:	0.026
Human Hepatotoxicity (H-HT):	0.157
Drug-inuced Liver Injury (DILI):	0.969
AMES Toxicity:	0.589
Rat Oral Acute Toxicity:	0.14
Maximum Recommended Daily Dose:	0.326
Skin Sensitization:	0.262
Carcinogencity:	0.034
Eye Corrosion:	0.004
Eye Irritation:	0.868
Respiratory Toxicity:	0.303

Download Data

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

Natural Product: NPC270620

Natural Product ID:	NPC270620
*Common Name:**	Ayanin
IUPAC Name:	5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-3,7-dimethoxychromen-4-one
Synonyms:	Ayanin
Standard InCHIKey:	KPCRYSMUMBNTCK-UHFFFAOYSA-N
Standard InCHI:	InChI=1S/C18H16O7/c1-22-10-7-12(20)15-14(8-10)25-17(18(24-3)16(15)21)9-4-5-13(23-2)11(19)6-9/h4-8,19-20H,1-3H3
SMILES:	COc1cc(O)c2c(c1)oc(c(c2=O)OC)c1ccc(c(c1)O)OC
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL74898
PubChem CID:	5280682
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000261] Phenylpropanoids and polyketides [CHEMONTID:0000334] Flavonoids [CHEMONTID:0002585] O-methylated flavonoids [CHEMONTID:0002592] 7-O-methylated flavonoids

*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
NPO15454	Vitex rotundifolia	Species	Lamiaceae	Eukaryota	Fruits	n.a.	n.a.	PMID[10579867]
NPO15454	Vitex rotundifolia	Species	Lamiaceae	Eukaryota	subterranean part	n.a.	n.a.	PMID[11374949]
NPO15454	Vitex rotundifolia	Species	Lamiaceae	Eukaryota	n.a.	fruit	n.a.	PMID[11536386]
NPO20244	Melicope semecarpifolia	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[11575945]
NPO28450	Phyllanthus emblica	Species	Phyllanthaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[11754604]
NPO15454	Vitex rotundifolia	Species	Lamiaceae	Eukaryota	fruits	n.a.	n.a.	PMID[11975496]
NPO11059	Callicarpa japonica	Species	Lamiaceae	Eukaryota	n.a.	leaf	n.a.	PMID[12165300]
NPO22842	Lissoclinum bistratum	Species	Didemnidae	Eukaryota	n.a.	n.a.	n.a.	PMID[12608858]
NPO23263	Crinum yemense	Species	Amaryllidaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[15270564]
NPO23510	Vicia faba	Species	Fabaceae	Eukaryota	flowers	n.a.	n.a.	PMID[16180811]
NPO19240	Ligularia cymbulifera	Species	Asteraceae	Eukaryota	Roots	n.a.	n.a.	PMID[16643057]
NPO8080	Sarcophyton elegans	Species	Alcyoniidae	Eukaryota	n.a.	n.a.	n.a.	PMID[18004813]
NPO20244	Melicope semecarpifolia	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[18163582]
NPO28450	Phyllanthus emblica	Species	Phyllanthaceae	Eukaryota	Roots	Simao city, Yunnan Province, China	2007-MAY	PMID[19374435]
NPO19832	Gambierdiscus toxicus	Species	Goniodomataceae	Eukaryota	n.a.	n.a.	n.a.	PMID[21250701]
NPO29806	Euodia elleryana	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[21275386]
NPO242	Calycopteris floribunda	Species	Combretaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[21275386]
NPO9888	Lobophytum laevigatum	Species	Alcyoniidae	Eukaryota	n.a.	Vietnamese	n.a.	PMID[21458279]
NPO9888	Lobophytum laevigatum	Species	Alcyoniidae	Eukaryota	n.a.	Vietnamese soft coral	n.a.	PMID[21507644]
NPO23510	Vicia faba	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[22014228]
NPO23510	Vicia faba	Species	Fabaceae	Eukaryota	n.a.	branch	n.a.	PMID[22014228]
NPO23510	Vicia faba	Species	Fabaceae	Eukaryota	n.a.	leaf	n.a.	PMID[22014228]
NPO15454	Vitex rotundifolia	Species	Lamiaceae	Eukaryota	fruits	n.a.	n.a.	PMID[24035341]
NPO22842	Lissoclinum bistratum	Species	Didemnidae	Eukaryota	n.a.	n.a.	n.a.	PMID[7807120]
NPO11059	Callicarpa japonica	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[9222055]
NPO27951	Vigna mungo	Species	Fabaceae	Eukaryota	Sprout Seedling	n.a.	n.a.	Database[FooDB]
NPO23510	Vicia faba	Species	Fabaceae	Eukaryota	Sprout Seedling	n.a.	n.a.	Database[FooDB]
NPO23510	Vicia faba	Species	Fabaceae	Eukaryota	Stem	n.a.	n.a.	Database[FooDB]
NPO23510	Vicia faba	Species	Fabaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO27951	Vigna mungo	Species	Fabaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO18599	Pangium edule	Species	Achariaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO1351	Artemisia vulgaris	Species	Asteraceae	Eukaryota	Flower	n.a.	n.a.	Database[FooDB]
NPO23510	Vicia faba	Species	Fabaceae	Eukaryota	Flower	n.a.	n.a.	Database[FooDB]
NPO23510	Vicia faba	Species	Fabaceae	Eukaryota	Fruit	n.a.	n.a.	Database[FooDB]
NPO1351	Artemisia vulgaris	Species	Asteraceae	Eukaryota	Leaf	n.a.	n.a.	Database[FooDB]
NPO27951	Vigna mungo	Species	Fabaceae	Eukaryota	Leaf Diffusate	n.a.	n.a.	Database[FooDB]
NPO23510	Vicia faba	Species	Fabaceae	Eukaryota	Oil	n.a.	n.a.	Database[FooDB]
NPO1351	Artemisia vulgaris	Species	Asteraceae	Eukaryota	Plant	n.a.	n.a.	Database[FooDB]
NPO1351	Artemisia vulgaris	Species	Asteraceae	Eukaryota	Root	n.a.	n.a.	Database[FooDB]
NPO27951	Vigna mungo	Species	Fabaceae	Eukaryota	Seed	n.a.	n.a.	Database[FooDB]
NPO23510	Vicia faba	Species	Fabaceae	Eukaryota	Seed	n.a.	n.a.	Database[FooDB]
NPO21600	Aconitum variegatum	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO15454	Vitex rotundifolia	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO28450	Phyllanthus emblica	Species	Phyllanthaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO1351	Artemisia vulgaris	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO22186	Baileya pauciradiata	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO15786	Umbilicaria esculenta	Species	Umbilicariaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO17584	Crataegus maximowiczii	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO20244	Melicope semecarpifolia	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO23510	Vicia faba	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO22500	Stephania dielsiana	Species	Menispermaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO14715	Trollius chinensis	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO16978	Entada phaseoloides	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO22683	Pteris bella	Species	Pteridaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO21600	Aconitum variegatum	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO1351	Artemisia vulgaris	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO17266	Hedychium yunnanense	Species	Zingiberaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO23107	Adiantum monochlamys	Species	Pteridaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO15454	Vitex rotundifolia	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO15786	Umbilicaria esculenta	Species	Umbilicariaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO22186	Baileya pauciradiata	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO20244	Melicope semecarpifolia	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO17584	Crataegus maximowiczii	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO14715	Trollius chinensis	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO23510	Vicia faba	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO242	Calycopteris floribunda	Species	Combretaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO11059	Callicarpa japonica	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO28450	Phyllanthus emblica	Species	Phyllanthaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO22500	Stephania dielsiana	Species	Menispermaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO22636	Sterculia foetida	Species	Malvaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO24496	Gymnopetalum integrifolium	Species	Cucurbitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO17749	Jackiella javanica	Species	Jackiellaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO16978	Entada phaseoloides	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO23510	Vicia faba	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO1351	Artemisia vulgaris	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO22636	Sterculia foetida	Species	Malvaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO28450	Phyllanthus emblica	Species	Phyllanthaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO21600	Aconitum variegatum	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO22186	Baileya pauciradiata	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO16978	Entada phaseoloides	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO17030	Calvatia lilacina	Species	Lycoperdaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO28450	Phyllanthus emblica	Species	Phyllanthaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO15454	Vitex rotundifolia	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO26532	Gmelina asiatica	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18672	Senecio adenophyllus	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17894	Rhus vulgaris	Species	Anacardiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18260	Eremanthus seidelii	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21344	Fadogia agrestis	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11059	Callicarpa japonica	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19240	Ligularia cymbulifera	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13182	Achillea wilhelmsii	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17373.1	Cunninghamia lanceolata var. konishii	Varieties	Cupressaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19571	Oreopteris quelpaertensis	Species	Thelypteridaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23562	Pachyphragma macrophyllum	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15966	Sassafras officinalis	Species	Lauraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13344	Helichrysum cephaloideum	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15454	Vitex rotundifolia	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO3711	Acalypha australis	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23427	Becium grandiflorum	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[UNPD]
NPO12873	Tessaria absinthioides	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18839	Lilium umbellatum	Species	Liliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16132	Bryum argenteum	Species	Bryaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21660	Magnolia montana	Species	Magnoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22186	Baileya pauciradiata	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO6943	Vernonanthura chamaedrys	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16776	Euphorbia amygdaloides	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18599	Pangium edule	Species	Achariaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18422	Stizolobium deeringianum	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[UNPD]
NPO12860	Clione antarctica	Species	Clionidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18041	Cladrastis platycarpa	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17707	Dioscorea villosa	Species	Dioscoreaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14715	Trollius chinensis	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19631	Aphis pini	Species	Aphididae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23695	Setosphaeria turcica	Species	Pleosporaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18231	Rhagoletis cerasi	Species	Tephritidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8080	Sarcophyton elegans	Species	Alcyoniidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17490	Trichophyton mentagrophytes	Species	Arthrodermataceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19706	Polyzonium rosalbum	Species	Polyzoniidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13727	Hemionitis japonica	Species	Pteridaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24576	Genista lydia	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17030	Calvatia lilacina	Species	Lycoperdaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO3990	Acacia salicina	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18163	Aulosira fertilissima	Species	Fortieaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO22636	Sterculia foetida	Species	Malvaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11083	Avrainvillea longicaulis	Species	Udoteaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10438	Tanacetum nubigenum	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17266	Hedychium yunnanense	Species	Zingiberaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18031	Russula vesca	Species	Russulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23300	Trichilia heudelotii	Species	Meliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9888	Lobophytum laevigatum	Species	Alcyoniidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14214	Sedum obtuso-lineare	Species	Crassulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15437	Aspergillus desertorum	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19168	Solidago flexicaulis	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22500	Stephania dielsiana	Species	Menispermaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21600	Aconitum variegatum	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO6746	Blighia welwitschii	Species	Sapindaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18925	Artemisia rehan	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO2591	Io fluvialis	Species	Pleuroceridae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21534	Ostrya carpinifolia	Species	Betulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23510	Vicia faba	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24014	Scapania bolanderi	Species	Scapaniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20857	Commiphora erythraea	Species	Burseraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25120	Vincetoxicum forrestii	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24139	Calamus strictus	Species	Sparidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17350	Jatropha macrorhiza	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9524	Kalanchoe blossfeldiana	Species	Crassulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24184	Argyrochosma pilifera	Species	Pteridaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24496	Gymnopetalum integrifolium	Species	Cucurbitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20584	Cheilanthes fragrans	Species	Pteridaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20244	Melicope semecarpifolia	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23263	Crinum yemense	Species	Amaryllidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17222	Hesperis matronalis	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19086	Nematolepis phebalioides	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18884	Apuleia leiocarpa	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16978	Entada phaseoloides	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16377	Juniperus ashei	Species	Cupressaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19832	Gambierdiscus toxicus	Species	Goniodomataceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19370	Coprosma areolata	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13731	Centaurea webbiana	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14249	Diplodia natalensis	Species	Botryosphaeriaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16316	Cylindrospermum muscicola	Species	0stocaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO19306	Cortinarius orellanus	Species	Cortinariaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22683	Pteris bella	Species	Pteridaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27951	Vigna mungo	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15481	Hypericum balearicum	Species	Hypericaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO1351	Artemisia vulgaris	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19010	Elephantopus hirtiflorus	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18768	Haliclona tubifera	Species	Chalinidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23426	Andromeda polifolia	Species	Ericaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO3446	Acanthaster planci	Species	Acanthasteridae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15786	Umbilicaria esculenta	Species	Umbilicariaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23648	Spilanthes mauritiana	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO2354	Rhizobium leguminosarum	Species	Rhizobiaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO23107	Adiantum monochlamys	Species	Pteridaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16254	Backhousia angustifolia	Species	Myrtaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4499	Aglaia formosana	Species	Meliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22842	Lissoclinum bistratum	Species	Didemnidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13008	Methanobrevibacter arboriphilus	Species	Methanobacteriaceae	Archaea	n.a.	n.a.	n.a.	Database[UNPD]
NPO17749	Jackiella javanica	Species	Jackiellaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19766	Viguiera linearis	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18345	Phora velutina	Species	Phoridae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28450	Phyllanthus emblica	Species	Phyllanthaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15119	Aphis graminum	Species	Aphididae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17584	Crataegus maximowiczii	Species	Rosaceae	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	60
IC50	23
Others	30

Activity Type	# Activity
Cell Line	72
CELL-LINE	6
Individual Protein	9
NON-MOLECULAR	19
Others	5
Protein Complex	2

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT517	Cell Line	Panel NCI-60 (60 carcinoma cell lines)	Homo sapiens	GI50	=	32000.0	nM	PMID[484302]
NPT91	Cell Line	KB	Homo sapiens	Activity	=	3.0	%	PMID[484304]
NPT1422	Individual Protein	ATP-binding cassette sub-family G member 2	Homo sapiens	IC50	=	460.0	nM	PMID[484305]
NPT1422	Individual Protein	ATP-binding cassette sub-family G member 2	Homo sapiens	IC50	=	680.0	nM	PMID[484305]
NPT1594	Individual Protein	Multidrug resistance-associated protein 1	Homo sapiens	IC50	=	50000.0	nM	PMID[484305]
NPT1422	Individual Protein	ATP-binding cassette sub-family G member 2	Homo sapiens	IC50	=	5700.0	nM	PMID[484306]
NPT520	Cell Line	3T3-L1	Mus musculus	Activity	=	18.5	%	PMID[484307]
NPT520	Cell Line	3T3-L1	Mus musculus	Activity	=	16.3	%	PMID[484307]
NPT520	Cell Line	3T3-L1	Mus musculus	Activity	=	2.6	%	PMID[484307]
NPT520	Cell Line	3T3-L1	Mus musculus	Activity	=	0.4	%	PMID[484307]
NPT367	Cell Line	MDA-N	Homo sapiens	GI50	n.a.	73113.91	nM	PMID[484308]
NPT368	Cell Line	SN12C	Homo sapiens	GI50	n.a.	61944.11	nM	PMID[484308]
NPT370	Cell Line	NCI-H23	Homo sapiens	GI50	n.a.	69502.43	nM	PMID[484308]
NPT369	Cell Line	ACHN	Homo sapiens	GI50	n.a.	33113.11	nM	PMID[484308]
NPT371	Cell Line	UO-31	Homo sapiens	GI50	n.a.	28906.8	nM	PMID[484308]
NPT116	Cell Line	HL-60	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[484308]
NPT90	Cell Line	DU-145	Homo sapiens	GI50	n.a.	20044.72	nM	PMID[484308]
NPT374	Cell Line	SF-539	Homo sapiens	GI50	n.a.	18407.72	nM	PMID[484308]
NPT375	Cell Line	Malme-3M	Homo sapiens	GI50	n.a.	23988.33	nM	PMID[484308]
NPT373	Cell Line	SK-MEL-5	Homo sapiens	GI50	n.a.	20417.38	nM	PMID[484308]
NPT111	Cell Line	K562	Homo sapiens	GI50	n.a.	60534.09	nM	PMID[484308]
NPT376	Cell Line	A498	Homo sapiens	GI50	n.a.	3443.5	nM	PMID[484308]
NPT377	Cell Line	OVCAR-3	Homo sapiens	GI50	n.a.	63826.35	nM	PMID[484308]
NPT379	Cell Line	HOP-62	Homo sapiens	GI50	n.a.	31477.48	nM	PMID[484308]
NPT112	Cell Line	MOLT-4	Homo sapiens	GI50	n.a.	42657.95	nM	PMID[484308]
NPT378	Cell Line	NCI/ADR-RES	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[484308]
NPT380	Cell Line	U-251	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[484308]
NPT381	Cell Line	OVCAR-8	Homo sapiens	GI50	n.a.	66527.32	nM	PMID[484308]
NPT382	Cell Line	OVCAR-5	Homo sapiens	GI50	n.a.	37411.06	nM	PMID[484308]
NPT383	Cell Line	SNB-19	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[484308]
NPT385	Cell Line	SR	Homo sapiens	GI50	n.a.	22130.95	nM	PMID[484308]
NPT82	Cell Line	MDA-MB-231	Homo sapiens	GI50	n.a.	14757.07	nM	PMID[484308]
NPT384	Cell Line	TK-10	Homo sapiens	GI50	n.a.	17579.24	nM	PMID[484308]
NPT323	Cell Line	SW-620	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[484308]
NPT386	Cell Line	KM12	Homo sapiens	GI50	n.a.	35727.28	nM	PMID[484308]
NPT455	Cell Line	NCI-H522	Homo sapiens	GI50	n.a.	29107.17	nM	PMID[484308]
NPT387	Cell Line	M14	Homo sapiens	GI50	n.a.	52239.62	nM	PMID[484308]
NPT388	Cell Line	NCI-H322M	Homo sapiens	GI50	n.a.	38018.94	nM	PMID[484308]
NPT389	Cell Line	RPMI-8226	Homo sapiens	GI50	n.a.	33113.11	nM	PMID[484308]
NPT456	Cell Line	OVCAR-4	Homo sapiens	GI50	n.a.	22130.95	nM	PMID[484308]
NPT457	Cell Line	BT-549	Homo sapiens	GI50	n.a.	20370.42	nM	PMID[484308]
NPT390	Cell Line	LOX IMVI	Homo sapiens	GI50	n.a.	20701.41	nM	PMID[484308]
NPT147	Cell Line	SK-MEL-2	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[484308]
NPT81	Cell Line	A549	Homo sapiens	GI50	n.a.	76559.66	nM	PMID[484308]
NPT392	Cell Line	SNB-75	Homo sapiens	GI50	n.a.	6137.62	nM	PMID[484308]
NPT391	Cell Line	HCC 2998	Homo sapiens	GI50	n.a.	28248.8	nM	PMID[484308]
NPT148	Cell Line	HCT-15	Homo sapiens	GI50	n.a.	14256.08	nM	PMID[484308]
NPT393	Cell Line	HCT-116	Homo sapiens	GI50	n.a.	32062.69	nM	PMID[484308]
NPT395	Cell Line	SF-268	Homo sapiens	GI50	n.a.	33189.45	nM	PMID[484308]
NPT83	Cell Line	MCF7	Homo sapiens	GI50	n.a.	15452.54	nM	PMID[484308]
NPT394	Cell Line	EKVX	Homo sapiens	GI50	n.a.	62517.27	nM	PMID[484308]
NPT306	Cell Line	PC-3	Homo sapiens	GI50	n.a.	30831.88	nM	PMID[484308]
NPT396	Cell Line	T47D	Homo sapiens	GI50	n.a.	3828.25	nM	PMID[484308]
NPT146	Cell Line	SK-OV-3	Homo sapiens	GI50	n.a.	35727.28	nM	PMID[484308]
NPT398	Cell Line	UACC-62	Homo sapiens	GI50	n.a.	23496.33	nM	PMID[484308]
NPT397	Cell Line	NCI-H460	Homo sapiens	GI50	n.a.	14028.14	nM	PMID[484308]
NPT308	Cell Line	CAKI-1	Homo sapiens	GI50	n.a.	6714.29	nM	PMID[484308]
NPT400	Cell Line	MDA-MB-435	Homo sapiens	GI50	n.a.	34673.69	nM	PMID[484308]
NPT399	Cell Line	SF-295	Homo sapiens	GI50	n.a.	7780.37	nM	PMID[484308]
NPT458	Cell Line	IGROV-1	Homo sapiens	GI50	n.a.	25351.29	nM	PMID[484308]
NPT402	Cell Line	Hs-578T	Homo sapiens	GI50	n.a.	7852.36	nM	PMID[484308]
NPT403	Cell Line	UACC-257	Homo sapiens	GI50	n.a.	85703.78	nM	PMID[484308]
NPT401	Cell Line	786-0	Homo sapiens	GI50	n.a.	12473.84	nM	PMID[484308]
NPT404	Cell Line	CCRF-CEM	Homo sapiens	GI50	n.a.	23604.78	nM	PMID[484308]
NPT405	Cell Line	NCI-H226	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[484308]
NPT139	Cell Line	HT-29	Homo sapiens	GI50	n.a.	79067.86	nM	PMID[484308]
NPT170	Cell Line	SK-MEL-28	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[484308]
NPT406	Cell Line	RXF 393	Homo sapiens	GI50	n.a.	57279.6	nM	PMID[484308]
NPT407	Cell Line	COLO 205	Homo sapiens	GI50	n.a.	76913.04	nM	PMID[484308]
NPT1628	Individual Protein	Thrombin	Oryctolagus cuniculus	TT	=	14.9	s	PMID[484309]
NPT1628	Individual Protein	Thrombin	Oryctolagus cuniculus	PT	=	6.0	s	PMID[484309]
NPT1628	Individual Protein	Thrombin	Oryctolagus cuniculus	APTT	=	61.7	s	PMID[484309]
NPT1628	Individual Protein	Thrombin	Oryctolagus cuniculus	Activity	=	5.3	g/L	PMID[484309]
NPT81	Cell Line	A549	Homo sapiens	IC50	=	20790.0	nM	PMID[484311]
NPT1668	Cell Line	NCI-H157	Homo sapiens	IC50	=	18640.0	nM	PMID[484311]
NPT1669	Cell Line	NCI-H1792	Homo sapiens	IC50	>	50000.0	nM	PMID[484311]
NPT455	Cell Line	NCI-H522	Homo sapiens	IC50	=	20210.0	nM	PMID[484311]
NPT379	Cell Line	HOP-62	Homo sapiens	IC50	=	20060.0	nM	PMID[484311]
NPT387	Cell Line	M14	Homo sapiens	IC50	=	37070.0	nM	PMID[484311]
NPT165	Cell Line	HeLa	Homo sapiens	IC50	=	19470.0	nM	PMID[484311]
NPT518	Protein Complex	Tubulin	Homo sapiens	IC50	>	40000.0	nM	PMID[484302]
NPT518	Protein Complex	Tubulin	Homo sapiens	Inhibition	=	0.0	%	PMID[484302]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	Inhibition	=	85.4	%	PMID[484303]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	Inhibition	=	13.3	%	PMID[484303]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	Inhibition	=	43.1	%	PMID[484303]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	Inhibition	=	88.3	%	PMID[484303]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	Inhibition	=	38.0	%	PMID[484303]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	Inhibition	=	66.1	%	PMID[484303]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	Inhibition	=	66.3	%	PMID[484303]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	Inhibition	=	80.3	%	PMID[484303]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	Inhibition	=	77.2	%	PMID[484303]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	Inhibition	=	81.9	%	PMID[484303]
NPT2	Others	Unspecified		Inhibition	=	0.0	%	PMID[484304]
NPT2	Others	Unspecified		IC50	=	9400.0	nM	PMID[484305]
NPT668	Individual Protein	P-glycoprotein 1	Homo sapiens	IC50	=	13000.0	nM	PMID[484305]
NPT27	Others	Unspecified		Activity	=	95.3	%	PMID[484310]
NPT27	Others	Unspecified		Activity	=	101.9	%	PMID[484310]
NPT22995	CELL-LINE	B16-F0	Mus musculus	Activity	=	203.4	%	PMID[484310]
NPT22995	CELL-LINE	B16-F0	Mus musculus	Activity	=	298.7	%	PMID[484310]
NPT22995	CELL-LINE	B16-F0	Mus musculus	Activity	=	127.7	%	PMID[484310]
NPT27	Others	Unspecified		Activity	=	90.2	%	PMID[484310]
NPT22995	CELL-LINE	B16-F0	Mus musculus	Activity	=	228.0	%	PMID[484310]
NPT22995	CELL-LINE	B16-F0	Mus musculus	Activity	=	181.4	%	PMID[484310]
NPT22995	CELL-LINE	B16-F0	Mus musculus	Activity	=	225.5	%	PMID[484310]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	IC50	=	12790.0	nM	PMID[484311]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	IC50	=	21920.0	nM	PMID[484311]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	IC50	>	50000.0	nM	PMID[484311]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	IC50	=	16230.0	nM	PMID[484311]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	IC50	=	45970.0	nM	PMID[484311]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	IC50	=	10840.0	nM	PMID[484311]

☑ 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 NPC270620 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	465
0.1-0.2	1989
0.2-0.3	5126
0.3-0.4	11261
0.4-0.5	5956
0.5-0.6	3911
0.6-0.7	5104
0.7-0.8	4720
0.8-0.85	2012
0.85-0.9	1274
0.9-0.95	597
0.95-1	282

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC179126
1.0	High Similarity	NPC236223
1.0	High Similarity	NPC78326
0.9932	High Similarity	NPC82325
0.9932	High Similarity	NPC279989
0.9865	High Similarity	NPC265511
0.9864	High Similarity	NPC162351
0.9864	High Similarity	NPC58382
0.9863	High Similarity	NPC200740
0.9863	High Similarity	NPC54394
0.9863	High Similarity	NPC125062
0.9863	High Similarity	NPC236769
0.9863	High Similarity	NPC252933
0.9799	High Similarity	NPC203891
0.9799	High Similarity	NPC101830
0.9799	High Similarity	NPC110070
0.9796	High Similarity	NPC55205
0.9796	High Similarity	NPC123886
0.9795	High Similarity	NPC50728
0.9795	High Similarity	NPC188871
0.9795	High Similarity	NPC166753
0.9795	High Similarity	NPC149127
0.9795	High Similarity	NPC286342
0.9733	High Similarity	NPC25495
0.9733	High Similarity	NPC18607
0.9733	High Similarity	NPC261004
0.9733	High Similarity	NPC18772
0.9733	High Similarity	NPC300943
0.9733	High Similarity	NPC105242
0.9733	High Similarity	NPC130894
0.9733	High Similarity	NPC204854
0.9733	High Similarity	NPC152166
0.9733	High Similarity	NPC115798
0.9733	High Similarity	NPC9609
0.9733	High Similarity	NPC191459
0.9733	High Similarity	NPC22472
0.9733	High Similarity	NPC176300
0.9733	High Similarity	NPC253634
0.9733	High Similarity	NPC19687
0.9733	High Similarity	NPC143828
0.9733	High Similarity	NPC7846
0.9733	High Similarity	NPC4481
0.9733	High Similarity	NPC288669
0.9732	High Similarity	NPC49824
0.9732	High Similarity	NPC266960
0.9732	High Similarity	NPC43243
0.9732	High Similarity	NPC100916
0.9732	High Similarity	NPC292107
0.9732	High Similarity	NPC55619
0.9732	High Similarity	NPC200388
0.9732	High Similarity	NPC245546
0.9728	High Similarity	NPC260895
0.9728	High Similarity	NPC133953
0.9728	High Similarity	NPC50403
0.9728	High Similarity	NPC76376
0.9728	High Similarity	NPC28274
0.9726	High Similarity	NPC183950
0.9726	High Similarity	NPC223579
0.9726	High Similarity	NPC177298
0.9726	High Similarity	NPC48479
0.9726	High Similarity	NPC159103
0.9726	High Similarity	NPC87125
0.9726	High Similarity	NPC270465
0.9726	High Similarity	NPC287101
0.9726	High Similarity	NPC52005
0.9726	High Similarity	NPC137062
0.9667	High Similarity	NPC7973
0.9667	High Similarity	NPC471479
0.9667	High Similarity	NPC189179
0.9667	High Similarity	NPC29841
0.9667	High Similarity	NPC471515
0.9667	High Similarity	NPC472438
0.9667	High Similarity	NPC93376
0.9667	High Similarity	NPC224137
0.9667	High Similarity	NPC163524
0.9667	High Similarity	NPC227192
0.9667	High Similarity	NPC78302
0.9667	High Similarity	NPC235215
0.9667	High Similarity	NPC287979
0.9667	High Similarity	NPC176665
0.9667	High Similarity	NPC305663
0.9667	High Similarity	NPC75215
0.9664	High Similarity	NPC26227
0.9664	High Similarity	NPC80534
0.9664	High Similarity	NPC56786
0.9664	High Similarity	NPC201451
0.9664	High Similarity	NPC44079
0.9664	High Similarity	NPC133392
0.9664	High Similarity	NPC32557
0.9664	High Similarity	NPC189960
0.9662	High Similarity	NPC39732
0.9662	High Similarity	NPC60972
0.966	High Similarity	NPC219330
0.9658	High Similarity	NPC120464
0.9658	High Similarity	NPC261548
0.9658	High Similarity	NPC195202
0.9603	High Similarity	NPC193842
0.96	High Similarity	NPC247017
0.96	High Similarity	NPC474520
0.96	High Similarity	NPC268161
0.96	High Similarity	NPC98661
0.96	High Similarity	NPC178854
0.96	High Similarity	NPC471500
0.9597	High Similarity	NPC183878
0.9597	High Similarity	NPC145379
0.9597	High Similarity	NPC160951
0.9597	High Similarity	NPC274327
0.9597	High Similarity	NPC86485
0.9597	High Similarity	NPC246204
0.9597	High Similarity	NPC255350
0.9597	High Similarity	NPC176775
0.9597	High Similarity	NPC231018
0.9597	High Similarity	NPC22519
0.9597	High Similarity	NPC47781
0.9597	High Similarity	NPC69394
0.9589	High Similarity	NPC12200
0.9589	High Similarity	NPC33265
0.9589	High Similarity	NPC62536
0.9589	High Similarity	NPC108406
0.9539	High Similarity	NPC246478
0.9536	High Similarity	NPC67876
0.9536	High Similarity	NPC174908
0.9533	High Similarity	NPC227325
0.9533	High Similarity	NPC20830
0.9533	High Similarity	NPC128863
0.9533	High Similarity	NPC214138
0.9533	High Similarity	NPC201136
0.9533	High Similarity	NPC256612
0.9533	High Similarity	NPC213622
0.9533	High Similarity	NPC167815
0.9533	High Similarity	NPC92659
0.9533	High Similarity	NPC183597
0.9533	High Similarity	NPC146165
0.9533	High Similarity	NPC2476
0.9533	High Similarity	NPC138360
0.9533	High Similarity	NPC280339
0.9533	High Similarity	NPC196439
0.9533	High Similarity	NPC4455
0.9533	High Similarity	NPC163780
0.9533	High Similarity	NPC50715
0.953	High Similarity	NPC241498
0.953	High Similarity	NPC198826
0.953	High Similarity	NPC239128
0.953	High Similarity	NPC100887
0.953	High Similarity	NPC63187
0.953	High Similarity	NPC120163
0.953	High Similarity	NPC187498
0.953	High Similarity	NPC301123
0.953	High Similarity	NPC131624
0.953	High Similarity	NPC71334
0.953	High Similarity	NPC212678
0.953	High Similarity	NPC57030
0.953	High Similarity	NPC222830
0.953	High Similarity	NPC156222
0.953	High Similarity	NPC275722
0.953	High Similarity	NPC188203
0.953	High Similarity	NPC37684
0.953	High Similarity	NPC301323
0.953	High Similarity	NPC157784
0.953	High Similarity	NPC83508
0.953	High Similarity	NPC275836
0.953	High Similarity	NPC162313
0.953	High Similarity	NPC256283
0.953	High Similarity	NPC293183
0.953	High Similarity	NPC471982
0.953	High Similarity	NPC304954
0.953	High Similarity	NPC25270
0.9521	High Similarity	NPC20791
0.9521	High Similarity	NPC179271
0.9521	High Similarity	NPC310259
0.9474	High Similarity	NPC195832
0.9474	High Similarity	NPC280680
0.947	High Similarity	NPC320825
0.947	High Similarity	NPC326037
0.947	High Similarity	NPC13858
0.9467	High Similarity	NPC250822
0.9467	High Similarity	NPC18727
0.9467	High Similarity	NPC75279
0.9467	High Similarity	NPC276409
0.9463	High Similarity	NPC225731
0.9463	High Similarity	NPC304295
0.9463	High Similarity	NPC226973
0.9463	High Similarity	NPC308451
0.9463	High Similarity	NPC205046
0.9463	High Similarity	NPC59162
0.9463	High Similarity	NPC208043
0.9459	High Similarity	NPC328119
0.9456	High Similarity	NPC299923
0.9456	High Similarity	NPC51443
0.9456	High Similarity	NPC74881
0.9412	High Similarity	NPC282009
0.9412	High Similarity	NPC287328
0.9408	High Similarity	NPC52530
0.9408	High Similarity	NPC470402
0.9404	High Similarity	NPC208197
0.9404	High Similarity	NPC234255
0.94	High Similarity	NPC219582
0.94	High Similarity	NPC302950
0.94	High Similarity	NPC134677
0.94	High Similarity	NPC477231

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 NPC270620 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	443
0.1-0.2	986
0.2-0.3	1860
0.3-0.4	2647
0.4-0.5	1729
0.5-0.6	961
0.6-0.7	359
0.7-0.8	106
0.8-0.85	35
0.85-0.9	12
0.9-0.95	8
0.95-1	4

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.9597	High Similarity	NPD2801	Approved
0.9521	High Similarity	NPD1512	Approved
0.947	High Similarity	NPD3882	Suspended
0.9404	High Similarity	NPD3817	Phase 2
0.94	High Similarity	NPD1934	Approved
0.9384	High Similarity	NPD1511	Approved
0.9211	High Similarity	NPD2393	Clinical (unspecified phase)
0.9172	High Similarity	NPD6168	Clinical (unspecified phase)
0.9172	High Similarity	NPD6166	Phase 2
0.9172	High Similarity	NPD6167	Clinical (unspecified phase)
0.906	High Similarity	NPD4378	Clinical (unspecified phase)
0.9006	High Similarity	NPD6797	Phase 2
0.8951	High Similarity	NPD7251	Discontinued
0.8896	High Similarity	NPD7808	Phase 3
0.8896	High Similarity	NPD4338	Clinical (unspecified phase)
0.8882	High Similarity	NPD7054	Approved
0.8827	High Similarity	NPD7472	Approved
0.882	High Similarity	NPD3818	Discontinued
0.8742	High Similarity	NPD6799	Approved
0.8712	High Similarity	NPD7074	Phase 3
0.8671	High Similarity	NPD7075	Discontinued
0.8599	High Similarity	NPD7096	Clinical (unspecified phase)
0.8535	High Similarity	NPD6801	Discontinued
0.8526	High Similarity	NPD4380	Phase 2
0.8491	Intermediate Similarity	NPD4868	Clinical (unspecified phase)
0.8467	Intermediate Similarity	NPD1550	Clinical (unspecified phase)
0.8467	Intermediate Similarity	NPD1552	Clinical (unspecified phase)
0.8456	Intermediate Similarity	NPD1510	Phase 2
0.8438	Intermediate Similarity	NPD4381	Clinical (unspecified phase)
0.8428	Intermediate Similarity	NPD5402	Approved
0.8424	Intermediate Similarity	NPD7804	Clinical (unspecified phase)
0.8411	Intermediate Similarity	NPD1549	Phase 2
0.8408	Intermediate Similarity	NPD6599	Discontinued
0.84	Intermediate Similarity	NPD2796	Approved
0.8344	Intermediate Similarity	NPD6232	Discontinued
0.8333	Intermediate Similarity	NPD5494	Approved
0.8333	Intermediate Similarity	NPD5403	Approved
0.8323	Intermediate Similarity	NPD7410	Clinical (unspecified phase)
0.8311	Intermediate Similarity	NPD1240	Approved
0.8303	Intermediate Similarity	NPD7473	Discontinued
0.8282	Intermediate Similarity	NPD1247	Approved
0.8272	Intermediate Similarity	NPD919	Approved
0.8214	Intermediate Similarity	NPD7993	Clinical (unspecified phase)
0.8205	Intermediate Similarity	NPD5401	Approved
0.82	Intermediate Similarity	NPD1607	Approved
0.8188	Intermediate Similarity	NPD943	Approved
0.8182	Intermediate Similarity	NPD3926	Phase 2
0.817	Intermediate Similarity	NPD970	Clinical (unspecified phase)
0.8137	Intermediate Similarity	NPD1465	Phase 2
0.8137	Intermediate Similarity	NPD7819	Suspended
0.8086	Intermediate Similarity	NPD8443	Clinical (unspecified phase)
0.8041	Intermediate Similarity	NPD1529	Clinical (unspecified phase)
0.8012	Intermediate Similarity	NPD7411	Suspended
0.7988	Intermediate Similarity	NPD5844	Phase 1
0.7974	Intermediate Similarity	NPD651	Clinical (unspecified phase)
0.7973	Intermediate Similarity	NPD1530	Clinical (unspecified phase)
0.7952	Intermediate Similarity	NPD6959	Discontinued
0.7949	Intermediate Similarity	NPD3750	Approved
0.7947	Intermediate Similarity	NPD1613	Approved
0.7947	Intermediate Similarity	NPD1612	Clinical (unspecified phase)
0.7895	Intermediate Similarity	NPD447	Suspended
0.7895	Intermediate Similarity	NPD230	Phase 1
0.7875	Intermediate Similarity	NPD6980	Clinical (unspecified phase)
0.7867	Intermediate Similarity	NPD3027	Phase 3
0.7857	Intermediate Similarity	NPD7184	Clinical (unspecified phase)
0.7849	Intermediate Similarity	NPD6559	Discontinued
0.7815	Intermediate Similarity	NPD6859	Clinical (unspecified phase)
0.7806	Intermediate Similarity	NPD1551	Phase 2
0.7806	Intermediate Similarity	NPD2935	Discontinued
0.7785	Intermediate Similarity	NPD6190	Approved
0.7771	Intermediate Similarity	NPD2800	Approved
0.7719	Intermediate Similarity	NPD3751	Discontinued
0.7711	Intermediate Similarity	NPD7768	Phase 2
0.7706	Intermediate Similarity	NPD7852	Clinical (unspecified phase)
0.7703	Intermediate Similarity	NPD4379	Clinical (unspecified phase)
0.7692	Intermediate Similarity	NPD3787	Discontinued
0.7688	Intermediate Similarity	NPD6143	Clinical (unspecified phase)
0.7665	Intermediate Similarity	NPD3749	Approved
0.7662	Intermediate Similarity	NPD1933	Approved
0.7658	Intermediate Similarity	NPD7421	Clinical (unspecified phase)
0.764	Intermediate Similarity	NPD2533	Approved
0.764	Intermediate Similarity	NPD2532	Approved
0.764	Intermediate Similarity	NPD2534	Approved
0.7633	Intermediate Similarity	NPD7199	Phase 2
0.7628	Intermediate Similarity	NPD3748	Approved
0.7616	Intermediate Similarity	NPD9494	Approved
0.761	Intermediate Similarity	NPD4628	Phase 3
0.761	Intermediate Similarity	NPD1878	Clinical (unspecified phase)
0.7607	Intermediate Similarity	NPD1653	Approved
0.758	Intermediate Similarity	NPD6100	Approved
0.758	Intermediate Similarity	NPD6099	Approved
0.7547	Intermediate Similarity	NPD1243	Approved
0.7546	Intermediate Similarity	NPD920	Approved
0.7532	Intermediate Similarity	NPD2344	Approved
0.7515	Intermediate Similarity	NPD6234	Discontinued
0.75	Intermediate Similarity	NPD6651	Approved
0.75	Intermediate Similarity	NPD4419	Clinical (unspecified phase)
0.7486	Intermediate Similarity	NPD8090	Clinical (unspecified phase)
0.7483	Intermediate Similarity	NPD1203	Approved
0.7472	Intermediate Similarity	NPD8055	Clinical (unspecified phase)
0.7468	Intermediate Similarity	NPD2313	Discontinued
0.7468	Intermediate Similarity	NPD6798	Discontinued
0.7459	Intermediate Similarity	NPD7501	Clinical (unspecified phase)
0.7459	Intermediate Similarity	NPD7879	Clinical (unspecified phase)
0.7455	Intermediate Similarity	NPD3226	Approved
0.7444	Intermediate Similarity	NPD8397	Clinical (unspecified phase)
0.7423	Intermediate Similarity	NPD642	Clinical (unspecified phase)
0.7419	Intermediate Similarity	NPD6233	Phase 2
0.7415	Intermediate Similarity	NPD1548	Phase 1
0.7407	Intermediate Similarity	NPD643	Clinical (unspecified phase)
0.7405	Intermediate Similarity	NPD1509	Clinical (unspecified phase)
0.7405	Intermediate Similarity	NPD2799	Discontinued
0.7399	Intermediate Similarity	NPD2403	Approved
0.7386	Intermediate Similarity	NPD5953	Discontinued
0.7371	Intermediate Similarity	NPD7286	Phase 2
0.7362	Intermediate Similarity	NPD7390	Discontinued
0.7355	Intermediate Similarity	NPD3268	Approved
0.7346	Intermediate Similarity	NPD2309	Approved
0.7345	Intermediate Similarity	NPD7685	Pre-registration
0.7338	Intermediate Similarity	NPD6832	Phase 2
0.7338	Intermediate Similarity	NPD4908	Phase 1
0.7333	Intermediate Similarity	NPD422	Phase 1
0.7325	Intermediate Similarity	NPD1899	Clinical (unspecified phase)
0.7325	Intermediate Similarity	NPD6355	Discontinued
0.7321	Intermediate Similarity	NPD37	Approved
0.732	Intermediate Similarity	NPD2798	Approved
0.7312	Intermediate Similarity	NPD2346	Discontinued
0.7299	Intermediate Similarity	NPD7784	Clinical (unspecified phase)
0.7296	Intermediate Similarity	NPD7033	Discontinued
0.7294	Intermediate Similarity	NPD4967	Phase 2
0.7294	Intermediate Similarity	NPD4966	Approved
0.7294	Intermediate Similarity	NPD4965	Approved
0.7285	Intermediate Similarity	NPD9269	Phase 2
0.7285	Intermediate Similarity	NPD9717	Approved
0.7284	Intermediate Similarity	NPD6398	Clinical (unspecified phase)
0.7273	Intermediate Similarity	NPD3018	Phase 2
0.7261	Intermediate Similarity	NPD4060	Phase 1
0.7255	Intermediate Similarity	NPD2797	Approved
0.7244	Intermediate Similarity	NPD4907	Clinical (unspecified phase)
0.7241	Intermediate Similarity	NPD5242	Approved
0.7239	Intermediate Similarity	NPD2354	Approved
0.7238	Intermediate Similarity	NPD8434	Phase 2
0.723	Intermediate Similarity	NPD5536	Phase 2
0.7222	Intermediate Similarity	NPD2654	Approved
0.7219	Intermediate Similarity	NPD1610	Phase 2
0.7219	Intermediate Similarity	NPD1547	Clinical (unspecified phase)
0.7216	Intermediate Similarity	NPD2163	Approved
0.7216	Intermediate Similarity	NPD7228	Approved
0.719	Intermediate Similarity	NPD3225	Approved
0.7189	Intermediate Similarity	NPD4363	Phase 3
0.7189	Intermediate Similarity	NPD4360	Phase 2
0.7188	Intermediate Similarity	NPD4308	Phase 3
0.7179	Intermediate Similarity	NPD7095	Approved
0.7171	Intermediate Similarity	NPD1608	Approved
0.716	Intermediate Similarity	NPD6386	Approved
0.716	Intermediate Similarity	NPD6385	Approved
0.7152	Intermediate Similarity	NPD4357	Discontinued
0.7135	Intermediate Similarity	NPD5353	Approved
0.7134	Intermediate Similarity	NPD411	Approved
0.7124	Intermediate Similarity	NPD2983	Phase 2
0.7124	Intermediate Similarity	NPD2982	Phase 2
0.7118	Intermediate Similarity	NPD6844	Discontinued
0.7117	Intermediate Similarity	NPD1652	Phase 2
0.7108	Intermediate Similarity	NPD7004	Clinical (unspecified phase)
0.7108	Intermediate Similarity	NPD3688	Clinical (unspecified phase)
0.7108	Intermediate Similarity	NPD7422	Clinical (unspecified phase)
0.7108	Intermediate Similarity	NPD3146	Approved
0.7107	Intermediate Similarity	NPD4340	Discontinued
0.7099	Intermediate Similarity	NPD1471	Phase 3
0.709	Intermediate Similarity	NPD6779	Approved
0.709	Intermediate Similarity	NPD6780	Approved
0.709	Intermediate Similarity	NPD6776	Approved
0.709	Intermediate Similarity	NPD6782	Approved
0.709	Intermediate Similarity	NPD6781	Approved
0.709	Intermediate Similarity	NPD6777	Approved
0.709	Intermediate Similarity	NPD6778	Approved
0.7089	Intermediate Similarity	NPD4062	Phase 3
0.7086	Intermediate Similarity	NPD5711	Approved
0.7086	Intermediate Similarity	NPD5710	Approved
0.7072	Intermediate Similarity	NPD8312	Approved
0.7072	Intermediate Similarity	NPD8313	Approved
0.707	Intermediate Similarity	NPD4625	Phase 3
0.7068	Intermediate Similarity	NPD7435	Discontinued
0.7066	Intermediate Similarity	NPD5049	Phase 3
0.7059	Intermediate Similarity	NPD2981	Phase 2
0.7059	Intermediate Similarity	NPD4361	Phase 2
0.7059	Intermediate Similarity	NPD4362	Clinical (unspecified phase)
0.7055	Intermediate Similarity	NPD228	Approved
0.7049	Intermediate Similarity	NPD8150	Discontinued
0.7047	Intermediate Similarity	NPD7584	Approved
0.7035	Intermediate Similarity	NPD4288	Approved
0.7032	Intermediate Similarity	NPD3267	Approved
0.7032	Intermediate Similarity	NPD3266	Approved
0.703	Intermediate Similarity	NPD3887	Approved
0.702	Intermediate Similarity	NPD9268	Approved
0.7013	Intermediate Similarity	NPD4749	Approved
0.6994	Remote Similarity	NPD2355	Clinical (unspecified phase)
0.6994	Remote Similarity	NPD7266	Discontinued
0.6994	Remote Similarity	NPD2353	Approved
0.6993	Remote Similarity	NPD1201	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