NPASS Compound

Structure

CID150670 OpenBabel06191715522D 25 27 0 0 1 0 0 0 0 0999 V2000 -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 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -3.5000 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 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 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 -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 -0.8660 -1.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8660 -0.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.0000 -2.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.5981 -3.5000 0.0000 N 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 -2.5981 2.5000 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 -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 0.0000 -3.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 8 1 0 0 0 0 2 10 1 0 0 0 0 3 4 1 0 0 0 0 3 18 1 0 0 0 0 4 25 1 0 0 0 0 5 8 2 0 0 0 0 5 11 1 0 0 0 0 6 9 2 0 0 0 0 6 12 1 0 0 0 0 7 9 1 0 0 0 0 7 13 2 0 0 0 0 9 19 1 0 0 0 0 10 11 2 0 0 0 0 10 20 1 0 0 0 0 11 21 1 0 0 0 0 12 14 2 0 0 0 0 12 22 1 0 0 0 0 13 14 1 0 0 0 0 13 24 1 0 0 0 0 14 17 1 0 0 0 0 15 16 1 0 0 0 0 15 17 1 0 0 0 0 15 23 1 1 0 0 0 16 8 1 1 0 0 0 16 24 1 0 0 0 0 17 25 1 6 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	365.09
Volume:	343.347
LogP:	0.537
LogD:	0.722
LogS:	-3.022
# Rotatable Bonds:	4
TPSA:	136.4
# H-Bond Aceptor:	7
# H-Bond Donor:	7
# Rings:	3
# Heavy Atoms:	8

MedChem Properties

QED Drug-Likeness Score:	0.451
Synthetic Accessibility Score:	3.958
Fsp3:	0.294
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Accepted
GSK Rule:	Accepted
BMS Rule:	0
Golden Triangle Rule:	Accepted
Chelating Alert:	1
PAINS Alert:	1

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-6.213
MDCK Permeability:	3.3212913876923267e-06
Pgp-inhibitor:	0.006
Pgp-substrate:	0.515
Human Intestinal Absorption (HIA):	0.647
20% Bioavailability (F20%):	0.975
30% Bioavailability (F30%):	0.998

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.014
Plasma Protein Binding (PPB):	71.61483764648438%
Volume Distribution (VD):	0.907
Pgp-substrate:	20.034507751464844%

ADMET: Metabolism

CYP1A2-inhibitor:	0.429
CYP1A2-substrate:	0.278
CYP2C19-inhibitor:	0.049
CYP2C19-substrate:	0.056
CYP2C9-inhibitor:	0.434
CYP2C9-substrate:	0.885
CYP2D6-inhibitor:	0.167
CYP2D6-substrate:	0.462
CYP3A4-inhibitor:	0.604
CYP3A4-substrate:	0.162

ADMET: Excretion

Clearance (CL):	16.486
Half-life (T1/2):	0.906

ADMET: Toxicity

hERG Blockers:	0.055
Human Hepatotoxicity (H-HT):	0.183
Drug-inuced Liver Injury (DILI):	0.767
AMES Toxicity:	0.752
Rat Oral Acute Toxicity:	0.42
Maximum Recommended Daily Dose:	0.051
Skin Sensitization:	0.945
Carcinogencity:	0.149
Eye Corrosion:	0.003
Eye Irritation:	0.279
Respiratory Toxicity:	0.308

Download Data

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

Natural Product: NPC150670

Natural Product ID:	NPC150670
*Common Name:**	2-[(2R,3S,4S)-2-(3,4-Dihydroxy-Phenyl)-3,5,7-Trihydroxy-Chroman-4-Ylsulfanyl]-Ethyl-Ammonium
IUPAC Name:	(2R,3S,4S)-4-(2-aminoethylsulfanyl)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol
Synonyms:
Standard InCHIKey:	RTWGDOBXVVOEQF-BBWFWOEESA-N
Standard InCHI:	InChI=1S/C17H19NO6S/c18-3-4-25-17-14-12(22)6-9(19)7-13(14)24-16(15(17)23)8-1-2-10(20)11(21)5-8/h1-2,5-7,15-17,19-23H,3-4,18H2/t15-,16+,17-/m0/s1
SMILES:	NCCS[C@@H]1[C@@H](O)[C@H](Oc2c1c(O)cc(c2)O)c1ccc(c(c1)O)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL1161697
PubChem CID:	10939749
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000261] Phenylpropanoids and polyketides [CHEMONTID:0000334] Flavonoids [CHEMONTID:0000337] Flavans [CHEMONTID:0003012] Flavan-3-ols [CHEMONTID:0001584] Catechins

*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
NPO17024	Vitis vinifera	Species	Vitaceae	Eukaryota	n.a.	Nigeria(latitude 80°N and longitude 4°E)	2005; 2006	DOI[10.1002/ejlt.201000080]
NPO17024	Vitis vinifera	Species	Vitaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1007/s11306-010-0259-y]
NPO17024	Vitis vinifera	Species	Vitaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1007/s11306-014-0638-x]
NPO17024	Vitis vinifera	Species	Vitaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1007/s11746-997-0093-1]
NPO14685	Swertia franchetiana	Species	Gentianaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1016/j.bse.2004.02.008]
NPO17024	Vitis vinifera	Species	Vitaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1016/j.phytol.2008.07.007]
NPO17024	Vitis vinifera	Species	Vitaceae	Eukaryota	Seeds	Plovdiv, Plovdiv region in South Bulgaria		DOI[10.1051/CTV/20163101031]
NPO947	Rauvolfia vomitoria	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1080/01496395.2011.635623]
NPO17024	Vitis vinifera	Species	Vitaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[11170689]
NPO17024	Vitis vinifera	Species	Vitaceae	Eukaryota	n.a.	fruit	n.a.	PMID[11312782]
NPO17024	Vitis vinifera	Species	Vitaceae	Eukaryota	n.a.	leaf	n.a.	PMID[11312782]
NPO15659	Zanthoxylum tetraspermum	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[11324918]
NPO17024	Vitis vinifera	Species	Vitaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[11408943]
NPO17024	Vitis vinifera	Species	Vitaceae	Eukaryota	n.a.	fruit	n.a.	PMID[12105962]
NPO26327	Chaenomeles sinensis	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[14600382]
NPO15063	Leathesia nana	Species	Chordariaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[15497936]
NPO9516	Gnetum latifolium	Species	Gnetaceae	Eukaryota	stem bark	Veikabu bridge along the Hiritano highway 40 km from Port Moresby, Papua New Guinea	1998-FEB	PMID[16038553]
NPO6160	Vaccinium oxycoccos	Species	Ericaceae	Eukaryota	n.a.	fruit	n.a.	PMID[16417304]
NPO17024	Vitis vinifera	Species	Vitaceae	Eukaryota	n.a.	Esuela Tecnica Superior de Ingenieros Agrónomos de Albacete	2007	PMID[19256538]
NPO11917	Asterospicularia laurae	Species	Xeniidae	Eukaryota	n.a.	n.a.	n.a.	PMID[19863101]
NPO17094	Sinularia depressa	Species	Alcyoniidae	Eukaryota	n.a.	n.a.	n.a.	PMID[20121250]
NPO17024	Vitis vinifera	Species	Vitaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[20826702]
NPO4181	Pseudoalteromonas luteoviolacea	Species	Pseudoalteromonadaceae	Bacteria	n.a.	n.a.	n.a.	PMID[20973551]
NPO13642	Pastinaca sativa	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[21800857]
NPO17024	Vitis vinifera	Species	Vitaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[22537213]
NPO17094	Sinularia depressa	Species	Alcyoniidae	Eukaryota	n.a.	Hainan soft coral	n.a.	PMID[23357636]
NPO17024	Vitis vinifera	Species	Vitaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[23759170]
NPO17024	Vitis vinifera	Species	Vitaceae	Eukaryota	Stalks	n.a.	n.a.	PMID[24521157]
NPO13847	Streptomyces avermectinius	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[25611131]
NPO26327	Chaenomeles sinensis	Species	Rosaceae	Eukaryota	Twigs	n.a.	n.a.	PMID[25894905]
NPO26327	Chaenomeles sinensis	Species	Rosaceae	Eukaryota	Twigs	n.a.	n.a.	PMID[28358502]
NPO17024	Vitis vinifera	Species	Vitaceae	Eukaryota	Seeds	Benedictine Pannonhalma Archabbey, Hungary		PMID[29803478]
NPO17024	Vitis vinifera	Species	Vitaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[31433178]
NPO13847	Streptomyces avermectinius	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[464561]
NPO14685	Swertia franchetiana	Species	Gentianaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[7513747]
NPO14685	Swertia franchetiana	Species	Gentianaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[7561895]
NPO13642	Pastinaca sativa	Species	Apiaceae	Eukaryota	Seed	n.a.	n.a.	Database[FooDB]
NPO17024	Vitis vinifera	Species	Vitaceae	Eukaryota	Seed	n.a.	n.a.	Database[FooDB]
NPO17024	Vitis vinifera	Species	Vitaceae	Eukaryota	Stem	n.a.	n.a.	Database[FooDB]
NPO17024	Vitis vinifera	Species	Vitaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO6160	Vaccinium oxycoccos	Species	Ericaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO13642	Pastinaca sativa	Species	Apiaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO17024	Vitis vinifera	Species	Vitaceae	Eukaryota	Fruit	n.a.	n.a.	Database[FooDB]
NPO13642	Pastinaca sativa	Species	Apiaceae	Eukaryota	Roots	n.a.		Database[FooDB]
NPO13642	Pastinaca sativa	Species	Apiaceae	Eukaryota	Leaf	n.a.	n.a.	Database[FooDB]
NPO17024	Vitis vinifera	Species	Vitaceae	Eukaryota	Fruits	n.a.		Database[FooDB]
NPO17024	Vitis vinifera	Species	Vitaceae	Eukaryota	Leaf	n.a.	n.a.	Database[FooDB]
NPO17024	Vitis vinifera	Species	Vitaceae	Eukaryota	Leaf Essent. Oil	n.a.	n.a.	Database[FooDB]
NPO17024	Vitis vinifera	Species	Vitaceae	Eukaryota	Plant	n.a.	n.a.	Database[FooDB]
NPO13642	Pastinaca sativa	Species	Apiaceae	Eukaryota	Root	n.a.	n.a.	Database[FooDB]
NPO13642	Pastinaca sativa	Species	Apiaceae	Eukaryota	Root Essent. Oil	n.a.	n.a.	Database[FooDB]
NPO26327	Chaenomeles sinensis	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO13167	Scutellaria amoena	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO947	Rauvolfia vomitoria	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO13642	Pastinaca sativa	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO17024	Vitis vinifera	Species	Vitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO14685	Swertia franchetiana	Species	Gentianaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO17024	Vitis vinifera	Species	Vitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[MetaboLights]
NPO13642	Pastinaca sativa	Species	Apiaceae	Eukaryota	n.a.	n.a.		Database[Phenol-Explorer]
NPO6160	Vaccinium oxycoccos	Species	Ericaceae	Eukaryota	Fruits	n.a.		Database[Phenol-Explorer]
NPO13642	Pastinaca sativa	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO17024	Vitis vinifera	Species	Vitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO26327	Chaenomeles sinensis	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO9516	Gnetum latifolium	Species	Gnetaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO16857	Hypericum laricifolium	Species	Hypericaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO11641	Solanum laxum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO13167	Scutellaria amoena	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO947	Rauvolfia vomitoria	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO14685	Swertia franchetiana	Species	Gentianaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO13642	Pastinaca sativa	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO17024	Vitis vinifera	Species	Vitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO13167	Scutellaria amoena	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO26327	Chaenomeles sinensis	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO12703	Eucalyptus melliodora	Species	Myrtaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18022	Naucleopsis ternstroemiiflora	Species	Moraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17169	Adiantum lunulatum	Species	Pteridaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17094	Sinularia depressa	Species	Alcyoniidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13847	Streptomyces avermectinius	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO21724	Sabina sargentii	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[UNPD]
NPO17942	Wikstroemia retusa	Species	Thymelaeaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13167	Scutellaria amoena	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14859	Bishovia boliviensis	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[UNPD]
NPO26327	Chaenomeles sinensis	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17786	Marrubium anisodon	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15552	Anacystis montana	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[UNPD]
NPO17242	Laurencia spectabilis	Species	Rhodomelaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO947	Rauvolfia vomitoria	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17702	Astragalus sempervirens	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9516	Gnetum latifolium	Species	Gnetaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16731	Phoebe pittieri	Species	Lauraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15227	Helipterum roseum	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15803	Artemisia assoana	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15467	Hedysarum connatum	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16857	Hypericum laricifolium	Species	Hypericaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17024	Vitis vinifera	Species	Vitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO3964	Calostephane divaricata	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO6881	Caragana aurantiaca	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14395	Lysimachia mauritiana	Species	Primulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16611	Alstonia spathulata	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15063	Leathesia nana	Species	Chordariaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17472	Drechslera avenae	Species	Pleosporaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13642	Pastinaca sativa	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17544	Acacia adunca	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4181	Pseudoalteromonas luteoviolacea	Species	Pseudoalteromonadaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO16089	Dumortiera hirsuta	Species	Dumortieraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11641	Solanum laxum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7562	Premna odorata	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16493	Nasutitermes ephratae	Species	Termitoidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11538	Salvia syriaca	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15659	Zanthoxylum tetraspermum	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17400	Peltostigma guatemalense	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4325	Blastochloris viridis	Species	Hyphomicrobiaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO11917	Asterospicularia laurae	Species	Xeniidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14685	Swertia franchetiana	Species	Gentianaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17865	Amathia pinnata	Species	Vesiculariidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO2507	Rumex maritimus	Species	Polygonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13407	Goniothalamus malayanus	Species	Annonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17633	Viguiera incana	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8506	Cotyledon secunda	Species	Crassulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10989	Annona cornifolia	Species	Annonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10417	Ipomoea digitata	Species	Convolvulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO6160	Vaccinium oxycoccos	Species	Ericaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16369	Lepisorus ussuriensis	Species	Polypodiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]

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

NP Quantity Composition/Concentration

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

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

Biological Activity

Activity Type	# Activity
IC50	1

Activity Type	# Activity
Others	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT2	Others	Unspecified		IC50	=	89400.0	nM	PMID[549133]

☑ 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 NPC150670 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	309
0.1-0.2	1755
0.2-0.3	7069
0.3-0.4	12553
0.4-0.5	4321
0.5-0.6	6003
0.6-0.7	8330
0.7-0.8	2149
0.8-0.85	179
0.85-0.9	28
0.9-0.95	0
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
0.8699	High Similarity	NPC164787
0.8639	High Similarity	NPC16435
0.8639	High Similarity	NPC269091
0.8639	High Similarity	NPC306441
0.8639	High Similarity	NPC302701
0.8621	High Similarity	NPC219876
0.8621	High Similarity	NPC15658
0.8621	High Similarity	NPC61477
0.8621	High Similarity	NPC126029
0.8621	High Similarity	NPC185604
0.8621	High Similarity	NPC78770
0.8621	High Similarity	NPC261619
0.8608	High Similarity	NPC46067
0.8571	High Similarity	NPC112246
0.8571	High Similarity	NPC47398
0.8571	High Similarity	NPC61946
0.8571	High Similarity	NPC470356
0.8571	High Similarity	NPC234333
0.8571	High Similarity	NPC474206
0.8571	High Similarity	NPC151224
0.8571	High Similarity	NPC94750
0.8571	High Similarity	NPC121812
0.8571	High Similarity	NPC260898
0.8571	High Similarity	NPC112939
0.8562	High Similarity	NPC11060
0.8552	High Similarity	NPC42760
0.8552	High Similarity	NPC268266
0.8552	High Similarity	NPC220825
0.8552	High Similarity	NPC268342
0.8544	High Similarity	NPC186595
0.8514	High Similarity	NPC470802
0.8514	High Similarity	NPC474639
0.8514	High Similarity	NPC230734
0.8514	High Similarity	NPC227503
0.8456	Intermediate Similarity	NPC103976
0.8456	Intermediate Similarity	NPC211549
0.8456	Intermediate Similarity	NPC326797
0.8456	Intermediate Similarity	NPC107551
0.8456	Intermediate Similarity	NPC102904
0.8456	Intermediate Similarity	NPC176051
0.8456	Intermediate Similarity	NPC474282
0.8446	Intermediate Similarity	NPC473413
0.8435	Intermediate Similarity	NPC263064
0.8435	Intermediate Similarity	NPC475840
0.8411	Intermediate Similarity	NPC471389
0.8411	Intermediate Similarity	NPC178054
0.8389	Intermediate Similarity	NPC234952
0.8389	Intermediate Similarity	NPC162659
0.8389	Intermediate Similarity	NPC472334
0.8389	Intermediate Similarity	NPC265433
0.8389	Intermediate Similarity	NPC270456
0.8389	Intermediate Similarity	NPC248727
0.8389	Intermediate Similarity	NPC472336
0.8378	Intermediate Similarity	NPC317380
0.8378	Intermediate Similarity	NPC170694
0.8367	Intermediate Similarity	NPC202762
0.8367	Intermediate Similarity	NPC86655
0.8367	Intermediate Similarity	NPC253105
0.8367	Intermediate Similarity	NPC470752
0.8367	Intermediate Similarity	NPC127624
0.8367	Intermediate Similarity	NPC201587
0.8345	Intermediate Similarity	NPC46274
0.8345	Intermediate Similarity	NPC226331
0.8344	Intermediate Similarity	NPC309124
0.8344	Intermediate Similarity	NPC184797
0.8333	Intermediate Similarity	NPC276490
0.8322	Intermediate Similarity	NPC472337
0.8311	Intermediate Similarity	NPC168059
0.8311	Intermediate Similarity	NPC229442
0.8299	Intermediate Similarity	NPC309787
0.8299	Intermediate Similarity	NPC472597
0.8278	Intermediate Similarity	NPC473739
0.8278	Intermediate Similarity	NPC260741
0.8278	Intermediate Similarity	NPC25966
0.8278	Intermediate Similarity	NPC70682
0.8278	Intermediate Similarity	NPC319647
0.8278	Intermediate Similarity	NPC127218
0.8278	Intermediate Similarity	NPC236306
0.8278	Intermediate Similarity	NPC245207
0.8278	Intermediate Similarity	NPC232164
0.8278	Intermediate Similarity	NPC32630
0.8278	Intermediate Similarity	NPC471388
0.8276	Intermediate Similarity	NPC5447
0.8276	Intermediate Similarity	NPC250432
0.8255	Intermediate Similarity	NPC478085
0.8247	Intermediate Similarity	NPC138227
0.8247	Intermediate Similarity	NPC28440
0.8247	Intermediate Similarity	NPC168579
0.8247	Intermediate Similarity	NPC469313
0.8247	Intermediate Similarity	NPC171932
0.8247	Intermediate Similarity	NPC76176
0.8243	Intermediate Similarity	NPC7903
0.8243	Intermediate Similarity	NPC16208
0.8243	Intermediate Similarity	NPC184447
0.8243	Intermediate Similarity	NPC160991
0.8243	Intermediate Similarity	NPC35932
0.8235	Intermediate Similarity	NPC107161
0.8231	Intermediate Similarity	NPC472338
0.8231	Intermediate Similarity	NPC91291
0.8224	Intermediate Similarity	NPC22317
0.8219	Intermediate Similarity	NPC72529
0.8212	Intermediate Similarity	NPC474390
0.82	Intermediate Similarity	NPC195022
0.8194	Intermediate Similarity	NPC475096
0.8182	Intermediate Similarity	NPC37793
0.8182	Intermediate Similarity	NPC81638
0.8176	Intermediate Similarity	NPC103799
0.817	Intermediate Similarity	NPC265075
0.817	Intermediate Similarity	NPC87725
0.817	Intermediate Similarity	NPC263261
0.817	Intermediate Similarity	NPC247291
0.817	Intermediate Similarity	NPC469661
0.817	Intermediate Similarity	NPC35216
0.8163	Intermediate Similarity	NPC222004
0.8163	Intermediate Similarity	NPC210623
0.8163	Intermediate Similarity	NPC5851
0.8163	Intermediate Similarity	NPC285339
0.8163	Intermediate Similarity	NPC86030
0.8163	Intermediate Similarity	NPC3439
0.8163	Intermediate Similarity	NPC273295
0.8163	Intermediate Similarity	NPC212015
0.8163	Intermediate Similarity	NPC218856
0.8163	Intermediate Similarity	NPC202582
0.8163	Intermediate Similarity	NPC226788
0.8163	Intermediate Similarity	NPC170844
0.8163	Intermediate Similarity	NPC476968
0.8163	Intermediate Similarity	NPC190629
0.8163	Intermediate Similarity	NPC470258
0.8158	Intermediate Similarity	NPC22517
0.8146	Intermediate Similarity	NPC173660
0.8141	Intermediate Similarity	NPC99515
0.8141	Intermediate Similarity	NPC125755
0.8141	Intermediate Similarity	NPC190714
0.8138	Intermediate Similarity	NPC207179
0.8138	Intermediate Similarity	NPC167571
0.8138	Intermediate Similarity	NPC278552
0.8133	Intermediate Similarity	NPC310854
0.8133	Intermediate Similarity	NPC106215
0.8129	Intermediate Similarity	NPC93323
0.8129	Intermediate Similarity	NPC473108
0.8129	Intermediate Similarity	NPC45257
0.8129	Intermediate Similarity	NPC280092
0.8129	Intermediate Similarity	NPC12641
0.8129	Intermediate Similarity	NPC50250
0.8117	Intermediate Similarity	NPC2613
0.8117	Intermediate Similarity	NPC475084
0.8117	Intermediate Similarity	NPC475891
0.8117	Intermediate Similarity	NPC204347
0.8117	Intermediate Similarity	NPC189115
0.8117	Intermediate Similarity	NPC59841
0.8105	Intermediate Similarity	NPC160283
0.8105	Intermediate Similarity	NPC259519
0.8105	Intermediate Similarity	NPC254759
0.8105	Intermediate Similarity	NPC262189
0.8105	Intermediate Similarity	NPC27495
0.8105	Intermediate Similarity	NPC266197
0.8105	Intermediate Similarity	NPC291101
0.8095	Intermediate Similarity	NPC222572
0.8095	Intermediate Similarity	NPC87224
0.8095	Intermediate Similarity	NPC31707
0.8095	Intermediate Similarity	NPC474178
0.8095	Intermediate Similarity	NPC98631
0.8095	Intermediate Similarity	NPC206615
0.8095	Intermediate Similarity	NPC470213
0.8095	Intermediate Similarity	NPC252307
0.8095	Intermediate Similarity	NPC186843
0.8095	Intermediate Similarity	NPC245826
0.8089	Intermediate Similarity	NPC473480
0.8089	Intermediate Similarity	NPC474397
0.8089	Intermediate Similarity	NPC58190
0.8089	Intermediate Similarity	NPC170103
0.8089	Intermediate Similarity	NPC236202
0.8089	Intermediate Similarity	NPC18185
0.8089	Intermediate Similarity	NPC70409
0.8089	Intermediate Similarity	NPC263940
0.8089	Intermediate Similarity	NPC82917
0.8089	Intermediate Similarity	NPC227902
0.8089	Intermediate Similarity	NPC15538
0.8089	Intermediate Similarity	NPC204770
0.8089	Intermediate Similarity	NPC108811
0.8089	Intermediate Similarity	NPC202742
0.8089	Intermediate Similarity	NPC262911
0.8089	Intermediate Similarity	NPC294558
0.8079	Intermediate Similarity	NPC256262
0.8079	Intermediate Similarity	NPC134968
0.8077	Intermediate Similarity	NPC161700
0.8077	Intermediate Similarity	NPC277867
0.8065	Intermediate Similarity	NPC473044
0.8065	Intermediate Similarity	NPC47633
0.8065	Intermediate Similarity	NPC477616
0.8065	Intermediate Similarity	NPC252169
0.8065	Intermediate Similarity	NPC85264
0.8065	Intermediate Similarity	NPC102044
0.8054	Intermediate Similarity	NPC469613
0.8054	Intermediate Similarity	NPC474017
0.8054	Intermediate Similarity	NPC470095
0.8054	Intermediate Similarity	NPC30043
0.8054	Intermediate Similarity	NPC470096
0.8054	Intermediate Similarity	NPC469625
0.8052	Intermediate Similarity	NPC311530

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 NPC150670 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	194
0.1-0.2	822
0.2-0.3	1718
0.3-0.4	2835
0.4-0.5	1830
0.5-0.6	1026
0.6-0.7	653
0.7-0.8	69
0.8-0.85	1
0.85-0.9	2
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8621	High Similarity	NPD1612	Clinical (unspecified phase)
0.8621	High Similarity	NPD1613	Approved
0.8345	Intermediate Similarity	NPD1529	Clinical (unspecified phase)
0.8276	Intermediate Similarity	NPD1530	Clinical (unspecified phase)
0.817	Intermediate Similarity	NPD5698	Clinical (unspecified phase)
0.8163	Intermediate Similarity	NPD3027	Phase 3
0.7935	Intermediate Similarity	NPD1652	Phase 2
0.7922	Intermediate Similarity	NPD2029	Clinical (unspecified phase)
0.7619	Intermediate Similarity	NPD1610	Phase 2
0.7616	Intermediate Similarity	NPD4908	Phase 1
0.761	Intermediate Similarity	NPD2677	Approved
0.759	Intermediate Similarity	NPD6374	Clinical (unspecified phase)
0.7576	Intermediate Similarity	NPD1934	Approved
0.753	Intermediate Similarity	NPD2393	Clinical (unspecified phase)
0.7516	Intermediate Similarity	NPD4907	Clinical (unspecified phase)
0.7484	Intermediate Similarity	NPD3060	Approved
0.7469	Intermediate Similarity	NPD4160	Clinical (unspecified phase)
0.7468	Intermediate Similarity	NPD3540	Phase 1
0.7466	Intermediate Similarity	NPD1548	Phase 1
0.745	Intermediate Similarity	NPD2231	Phase 2
0.745	Intermediate Similarity	NPD2235	Phase 2
0.744	Intermediate Similarity	NPD4868	Clinical (unspecified phase)
0.7439	Intermediate Similarity	NPD1653	Approved
0.7434	Intermediate Similarity	NPD2861	Phase 2
0.7407	Intermediate Similarity	NPD7212	Phase 2
0.7407	Intermediate Similarity	NPD7213	Phase 3
0.7407	Intermediate Similarity	NPD1774	Approved
0.7405	Intermediate Similarity	NPD3539	Phase 1
0.7375	Intermediate Similarity	NPD4162	Approved
0.7372	Intermediate Similarity	NPD4340	Discontinued
0.7362	Intermediate Similarity	NPD7447	Phase 1
0.7341	Intermediate Similarity	NPD6166	Phase 2
0.7341	Intermediate Similarity	NPD6168	Clinical (unspecified phase)
0.7341	Intermediate Similarity	NPD6167	Clinical (unspecified phase)
0.7333	Intermediate Similarity	NPD6842	Approved
0.7333	Intermediate Similarity	NPD6843	Phase 3
0.7333	Intermediate Similarity	NPD6841	Approved
0.7329	Intermediate Similarity	NPD4535	Phase 3
0.7321	Intermediate Similarity	NPD5929	Approved
0.7321	Intermediate Similarity	NPD7089	Clinical (unspecified phase)
0.7317	Intermediate Similarity	NPD2236	Approved
0.7308	Intermediate Similarity	NPD1558	Phase 1
0.7289	Intermediate Similarity	NPD6055	Clinical (unspecified phase)
0.7267	Intermediate Similarity	NPD5062	Approved
0.7267	Intermediate Similarity	NPD5061	Approved
0.7267	Intermediate Similarity	NPD5177	Phase 3
0.7246	Intermediate Similarity	NPD4675	Approved
0.7246	Intermediate Similarity	NPD4678	Approved
0.7233	Intermediate Similarity	NPD3846	Clinical (unspecified phase)
0.7229	Intermediate Similarity	NPD3687	Approved
0.7229	Intermediate Similarity	NPD3686	Approved
0.7226	Intermediate Similarity	NPD4625	Phase 3
0.7222	Intermediate Similarity	NPD3892	Phase 2
0.7219	Intermediate Similarity	NPD2978	Approved
0.7219	Intermediate Similarity	NPD2801	Approved
0.7219	Intermediate Similarity	NPD2977	Approved
0.7212	Intermediate Similarity	NPD5261	Clinical (unspecified phase)
0.7197	Intermediate Similarity	NPD3062	Approved
0.7197	Intermediate Similarity	NPD3061	Approved
0.7197	Intermediate Similarity	NPD3059	Approved
0.7195	Intermediate Similarity	NPD1511	Approved
0.7193	Intermediate Similarity	NPD7975	Clinical (unspecified phase)
0.7179	Intermediate Similarity	NPD6410	Clinical (unspecified phase)
0.7175	Intermediate Similarity	NPD7074	Phase 3
0.7171	Intermediate Similarity	NPD4749	Approved
0.7159	Intermediate Similarity	NPD3818	Discontinued
0.7152	Intermediate Similarity	NPD1091	Approved
0.7143	Intermediate Similarity	NPD6584	Phase 3
0.7133	Intermediate Similarity	NPD9384	Approved
0.7133	Intermediate Similarity	NPD9381	Approved
0.7125	Intermediate Similarity	NPD2155	Approved
0.7125	Intermediate Similarity	NPD2156	Approved
0.7125	Intermediate Similarity	NPD2154	Approved
0.7119	Intermediate Similarity	NPD7054	Approved
0.7115	Intermediate Similarity	NPD3180	Approved
0.7115	Intermediate Similarity	NPD3179	Approved
0.711	Intermediate Similarity	NPD4666	Phase 3
0.7108	Intermediate Similarity	NPD7527	Clinical (unspecified phase)
0.7108	Intermediate Similarity	NPD7526	Approved
0.7108	Intermediate Similarity	NPD52	Approved
0.7108	Intermediate Similarity	NPD1512	Approved
0.7107	Intermediate Similarity	NPD3052	Approved
0.7107	Intermediate Similarity	NPD5314	Approved
0.7107	Intermediate Similarity	NPD3054	Approved
0.7097	Intermediate Similarity	NPD3018	Phase 2
0.7089	Intermediate Similarity	NPD3597	Clinical (unspecified phase)
0.7083	Intermediate Similarity	NPD3111	Phase 1
0.7083	Intermediate Similarity	NPD4005	Discontinued
0.7079	Intermediate Similarity	NPD7472	Approved
0.7073	Intermediate Similarity	NPD5307	Clinical (unspecified phase)
0.7072	Intermediate Similarity	NPD8053	Approved
0.7072	Intermediate Similarity	NPD8054	Approved
0.7056	Intermediate Similarity	NPD7549	Discontinued
0.7053	Intermediate Similarity	NPD7590	Clinical (unspecified phase)
0.7052	Intermediate Similarity	NPD5709	Phase 3
0.7051	Intermediate Similarity	NPD3537	Clinical (unspecified phase)
0.7048	Intermediate Similarity	NPD3536	Discontinued
0.7048	Intermediate Similarity	NPD3985	Discontinued
0.7041	Intermediate Similarity	NPD4380	Phase 2
0.7039	Intermediate Similarity	NPD6797	Phase 2
0.7039	Intermediate Similarity	NPD7993	Clinical (unspecified phase)
0.7035	Intermediate Similarity	NPD3882	Suspended
0.7032	Intermediate Similarity	NPD558	Phase 2
0.703	Intermediate Similarity	NPD3122	Phase 3
0.7029	Intermediate Similarity	NPD7229	Phase 3
0.7025	Intermediate Similarity	NPD6405	Approved
0.7025	Intermediate Similarity	NPD6407	Approved
0.7019	Intermediate Similarity	NPD6029	Clinical (unspecified phase)
0.7019	Intermediate Similarity	NPD6028	Clinical (unspecified phase)
0.7018	Intermediate Similarity	NPD5563	Clinical (unspecified phase)
0.7	Intermediate Similarity	NPD7615	Clinical (unspecified phase)
0.7	Intermediate Similarity	NPD2568	Approved
0.7	Intermediate Similarity	NPD6072	Discontinued
0.7	Intermediate Similarity	NPD7251	Discontinued
0.6995	Remote Similarity	NPD4663	Approved
0.6994	Remote Similarity	NPD4381	Clinical (unspecified phase)
0.6994	Remote Similarity	NPD6971	Discontinued
0.6984	Remote Similarity	NPD7237	Clinical (unspecified phase)
0.6981	Remote Similarity	NPD2238	Phase 2
0.6961	Remote Similarity	NPD4338	Clinical (unspecified phase)
0.6959	Remote Similarity	NPD3382	Approved
0.6959	Remote Similarity	NPD3383	Approved
0.6959	Remote Similarity	NPD3384	Approved
0.6957	Remote Similarity	NPD4536	Approved
0.6957	Remote Similarity	NPD4537	Clinical (unspecified phase)
0.6957	Remote Similarity	NPD4538	Approved
0.6954	Remote Similarity	NPD6234	Discontinued
0.6951	Remote Similarity	NPD4236	Phase 3
0.6951	Remote Similarity	NPD6674	Discontinued
0.6951	Remote Similarity	NPD4237	Approved
0.6949	Remote Similarity	NPD2489	Approved
0.6949	Remote Similarity	NPD27	Approved
0.6948	Remote Similarity	NPD2982	Phase 2
0.6948	Remote Similarity	NPD2983	Phase 2
0.6948	Remote Similarity	NPD6583	Phase 3
0.6948	Remote Similarity	NPD6582	Phase 2
0.6948	Remote Similarity	NPD9622	Approved
0.6946	Remote Similarity	NPD4123	Phase 3
0.6943	Remote Similarity	NPD600	Approved
0.6943	Remote Similarity	NPD596	Approved
0.6933	Remote Similarity	NPD7266	Discontinued
0.6933	Remote Similarity	NPD1552	Clinical (unspecified phase)
0.6933	Remote Similarity	NPD1550	Clinical (unspecified phase)
0.6927	Remote Similarity	NPD7680	Approved
0.6927	Remote Similarity	NPD5844	Phase 1
0.6923	Remote Similarity	NPD4578	Approved
0.6923	Remote Similarity	NPD4577	Approved
0.6918	Remote Similarity	NPD3530	Approved
0.6918	Remote Similarity	NPD3532	Approved
0.6918	Remote Similarity	NPD3531	Approved
0.6914	Remote Similarity	NPD5588	Approved
0.6914	Remote Similarity	NPD5960	Phase 3
0.6909	Remote Similarity	NPD7466	Approved
0.6909	Remote Similarity	NPD6331	Phase 2
0.6899	Remote Similarity	NPD6179	Discontinued
0.6894	Remote Similarity	NPD823	Approved
0.6894	Remote Similarity	NPD817	Approved
0.6893	Remote Similarity	NPD2970	Approved
0.6893	Remote Similarity	NPD2969	Approved
0.689	Remote Similarity	NPD1549	Phase 2
0.689	Remote Similarity	NPD2424	Discontinued
0.6883	Remote Similarity	NPD2981	Phase 2
0.6879	Remote Similarity	NPD2563	Approved
0.6879	Remote Similarity	NPD3817	Phase 2
0.6879	Remote Similarity	NPD2560	Approved
0.6875	Remote Similarity	NPD4060	Phase 1
0.6875	Remote Similarity	NPD7199	Phase 2
0.6875	Remote Similarity	NPD5837	Clinical (unspecified phase)
0.6872	Remote Similarity	NPD7228	Approved
0.6871	Remote Similarity	NPD6032	Approved
0.6871	Remote Similarity	NPD228	Approved
0.6868	Remote Similarity	NPD7808	Phase 3
0.6865	Remote Similarity	NPD7906	Approved
0.6864	Remote Similarity	NPD2900	Approved
0.6864	Remote Similarity	NPD2901	Approved
0.6864	Remote Similarity	NPD5976	Discontinued
0.686	Remote Similarity	NPD5722	Discontinued
0.686	Remote Similarity	NPD37	Approved
0.6859	Remote Similarity	NPD1819	Approved
0.6859	Remote Similarity	NPD1818	Approved
0.6859	Remote Similarity	NPD1794	Approved
0.6859	Remote Similarity	NPD1817	Approved
0.6859	Remote Similarity	NPD1820	Approved
0.6855	Remote Similarity	NPD3056	Clinical (unspecified phase)
0.6855	Remote Similarity	NPD6859	Clinical (unspecified phase)
0.6845	Remote Similarity	NPD1754	Clinical (unspecified phase)
0.6845	Remote Similarity	NPD1424	Approved
0.6842	Remote Similarity	NPD3049	Approved
0.6839	Remote Similarity	NPD4965	Approved
0.6839	Remote Similarity	NPD4967	Phase 2
0.6839	Remote Similarity	NPD3075	Approved
0.6839	Remote Similarity	NPD4581	Clinical (unspecified phase)
0.6839	Remote Similarity	NPD4966	Approved
0.6836	Remote Similarity	NPD3051	Approved
0.6836	Remote Similarity	NPD6071	Discontinued
0.6835	Remote Similarity	NPD5752	Clinical (unspecified phase)
0.6832	Remote Similarity	NPD5124	Phase 1
0.6832	Remote Similarity	NPD5123	Clinical (unspecified phase)
0.6831	Remote Similarity	NPD7311	Approved
0.6831	Remote Similarity	NPD7313	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