NPASS Natural Product

Natural Product: NPC209846

Natural Product ID:	NPC209846
Common Name:	Vitexin
IUPAC Name:	5,7-dihydroxy-2-(4-hydroxyphenyl)-8-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]chromen-4-one
Synonyms:	Vitexin
Molecular Formula:	C21H20O10
Standard InCHIKey:	SGEWCQFRYRRZDC-VPRICQMDSA-N
Standard InCHI:	InChI=1S/C21H20O10/c22-7-14-17(27)18(28)19(29)21(31-14)16-11(25)5-10(24)15-12(26)6-13(30-20(15)16)8-1-3-9(23)4-2-8/h1-6,14,17-19,21-25,27-29H,7H2/t14-,17-,18+,19-,21+/m1/s1
Canonical SMILES:	OC[C@H]1O[C@H]([C@@H]([C@H]([C@@H]1O)O)O)c1c(O)cc(c2c1oc(cc2=O)c1ccc(cc1)O)O
First Find Year:
Max Developmental Stage:
Synthetic Gene Cluster:	;

Species Source

Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Reference
NPO22311	Evolvulus alsinoides	Species	Convolvulaceae	Eukaryota	PMID[23357036]
NPO11769	Ageratina adenophora	Species	Asteraceae	Eukaryota	UNPD*
NPO17691	Santalum album	Species	Santalaceae	Eukaryota	TCMSP*
NPO24078	Pyrrosia petiolosa	Species	Polypodiaceae	Eukaryota	TM-MC*
NPO25910	Trichoderma polysporum	Species	Hypocreaceae	Eukaryota	UNPD*
NPO23721	Epidendrum rigidum	Species	Orchidaceae	Eukaryota	UNPD*
NPO18918	Lecanicillium muscarium	Species	Cordycipitaceae	Eukaryota	UNPD*
NPO27025	Erylus trisphaerus	Species	Geodiidae	Eukaryota	UNPD*
NPO27274	Amsinckia tessellata	Species	Boraginaceae	Eukaryota	UNPD*
NPO9290	Zanthoxylum piperitum	Species	Rutaceae	Eukaryota	UNPD*
NPO7080	Monascus purpureus	Species	Aspergillaceae	Eukaryota	UNPD*
NPO26709	Phyllanthus discoideus	Species	Leiothrichidae	Eukaryota	UNPD*
NPO7530	Cucumis sativus	Species	Cucurbitaceae	Eukaryota	TCM_Taiwan*
NPO5900	Sophorae tonkinensis radix et rhizome	NA	NA	NA	TCMSP*
NPO29331	Pyrrosia sheareri	Species	Polypodiaceae	Eukaryota	TM-MC*
NPO28820	Saccharum spontaneum	Species	Poaceae	Eukaryota	UNPD*
NPO24248.1	Lactarius deliciosus var. deterrimus	Varieties	Russulaceae	Eukaryota	UNPD*
NPO24736	Acacia pycnantha	Species	Fabaceae	Eukaryota	UNPD*
NPO5728	Gerbera piloselloides	Species	Asteraceae	Eukaryota	UNPD*
NPO22520	Felimida luteorosea	Species	Chromodorididae	Eukaryota	UNPD*
NPO26969	Sagittaria sagittifolia	Species	Alismataceae	Eukaryota	UNPD*
NPO24732	Cereus weberi	Species	Sagartiidae	Eukaryota	UNPD*
NPO27788	Eupatorium areolare	Species	Asteraceae	Eukaryota	UNPD*
NPO7715	Sophora tonkinensis	Species	Fabaceae	Eukaryota	TCM_Taiwan*
NPO6444	Humulus scandens	Species	Cannabaceae	Eukaryota	TCMSP*
NPO16445	Pyrrosia tricuspis	Species	Polypodiaceae	Eukaryota	TM-MC*
NPO28783	Dictyoloma incanescens	Species	Rutaceae	Eukaryota	UNPD*
NPO27761	Aspalathus linearis	Species	Fabaceae	Eukaryota	UNPD*
NPO27712	Helichrysum mixtum	Species	Asteraceae	Eukaryota	UNPD*
NPO6917	Kali turgidum	Species	Chenopodiaceae	Eukaryota	UNPD*
NPO7197	Colchicum robustum	Species	Colchicaceae	Eukaryota	UNPD*
NPO17980	Bugula dentata	Species	Bugulidae	Eukaryota	UNPD*
NPO26457	Alpinia allughas	Species	Staphylinidae	Eukaryota	UNPD*
NPO20052	Flemingia chappar	Species	Fabaceae	Eukaryota	UNPD*
NPO1240	Tanacetum albipannosum	Species	Asteraceae	Eukaryota	UNPD*
NPO13548	Chrozophora obliqua	Species	Euphorbiaceae	Eukaryota	UNPD*
NPO8210	Trigonella foenum-graecum	Species	Fabaceae	Eukaryota	TCM_Taiwan*
NPO26902	Vigna radiata	Species	Fabaceae	Eukaryota	TCMSP*
NPO28940	Sigesbeckia glabrescens	Species	Asteraceae	Eukaryota	TM-MC*
NPO26115	Asterogyne martiana	Species	Arecaceae	Eukaryota	UNPD*
NPO16681	Craibiodendron henryi	Species	Ericaceae	Eukaryota	UNPD*
NPO23769	Ainsliaea macrocephala	Species	Asteraceae	Eukaryota	UNPD*
NPO26162	Botrydium granulatum	Species	Botrydiaceae	Eukaryota	UNPD*
NPO18400	Salacia elliptica	Species	Celastraceae	Eukaryota	UNPD*
NPO12555	Aspergillus quadrilineatus	Species	Aspergillaceae	Eukaryota	UNPD*
NPO4945	Laurencia implicata	Species	Rhodomelaceae	Eukaryota	UNPD*
NPO16758	Satureja cuneifolia	Species	Lamiaceae	Eukaryota	UNPD*
NPO23178	Jasminum grandiflorum	Species	Oleaceae	Eukaryota	UNPD*
NPO28162	Gouania leptostachya	Species	Gobiesocidae	Eukaryota	UNPD*
NPO16896	Justicia ciliata	Species	Acanthaceae	Eukaryota	UNPD*
NPO29605	Microctis folium	NA	NA	NA	TCMSP*
NPO26395	Sigesbeckia pubescens	Species	Asteraceae	Eukaryota	TM-MC*
NPO26483	Chrysosplenium echinus	Species	Saxifragaceae	Eukaryota	UNPD*
NPO26534	Streptomyces clavifer	Species	Streptomycetaceae	Bacteria	UNPD*
NPO19173	Gleditsia caspica	Species	Fabaceae	Eukaryota	UNPD*
NPO27840	Stephania elegans	Species	Menispermaceae	Eukaryota	UNPD*
NPO4593	Lagerstroemia indica	Species	Lythraceae	Eukaryota	UNPD*
NPO21113	Coronophora gregaria	Species	Nitschkiaceae	Eukaryota	UNPD*
NPO24176	Streptomyces fradiae	Species	Streptomycetaceae	Bacteria	UNPD*
NPO14218	Spodoptera littoralis	Species	Noctuidae	Eukaryota	UNPD*
NPO29379	Felicia erigeroides	Species	Asteraceae	Eukaryota	UNPD*
NPO11599	Elaeagnus commutata	Species	Elaeagnaceae	Eukaryota	UNPD*
NPO18007	Agrimonia pilosa	Species	Rosaceae	Eukaryota	TM-MC*
NPO20808	Halopitys incurvus	NA	NA	NA	UNPD*
NPO25520	Uncaria laevigata	Species	Rubiaceae	Eukaryota	UNPD*
NPO15460	Caulerpa sertularioides	Species	Caulerpaceae	Eukaryota	UNPD*
NPO27099	Virgilia divaricata	Species	Fabaceae	Eukaryota	UNPD*
NPO24171	Chaetomium globosum	Species	Chaetomiaceae	Eukaryota	UNPD*
NPO15272	Mascarenhasia arborescens	Species	Apocynaceae	Eukaryota	UNPD*
NPO7865	Scapania nemorea	Species	Scapaniaceae	Eukaryota	UNPD*
NPO22582	Smenospongia echina	Species	Thorectidae	Eukaryota	UNPD*
NPO28862	Crotalaria anagyroides	Species	Fabaceae	Eukaryota	UNPD*
NPO25772	Lippia mexicana	Species	Verbenaceae	Eukaryota	UNPD*
NPO12934	Gynostemma pentaphyllum	Species	Cucurbitaceae	Eukaryota	UNPD*
NPO26589	Artemisia annua	Species	Asteraceae	Eukaryota	TM-MC*
NPO26848	Ligularia lamarum	Species	Asteraceae	Eukaryota	UNPD*
NPO16506	Synotis alata	Species	Asteraceae	Eukaryota	UNPD*
NPO26001	Carlina acaulis	Species	Asteraceae	Eukaryota	UNPD*
NPO11194	Bombus hortorum	Species	Apidae	Eukaryota	UNPD*
NPO16847	Consolida ajacis	Species	Ranunculaceae	Eukaryota	UNPD*
NPO27800	Usnea undulata	Species	Parmeliaceae	Eukaryota	UNPD*
NPO11067	Buxus papillosa	Species	Buxaceae	Eukaryota	UNPD*
NPO27453	Trichoderma koningi	Species	Hypocreaceae	Eukaryota	UNPD*
NPO4213	Dicranopteris linearis	Species	Gleicheniaceae	Eukaryota	UNPD*
NPO3405	Marine isolate	NA	NA	NA	UNPD*
NPO22940	Delphinium campylocentrum	Species	Ranunculaceae	Eukaryota	UNPD*
NPO10506	Artemisia apiacea	Species	Asteraceae	Eukaryota	TM-MC*
NPO25547	Spirodela polyrhiza	Species	Araceae	Eukaryota	TM-MC*
NPO18530	Shigella flexneri	Species	Enterobacteriaceae	Bacteria	UNPD*
NPO23473	Cinnamomum kotoense	Species	Lauraceae	Eukaryota	UNPD*
NPO23428	Tinus mamillata	NA	NA	NA	UNPD*
NPO11990	Coleostephus myconis	Species	Asteraceae	Eukaryota	UNPD*
NPO26017	Dalbergia stipulacea	Species	Fabaceae	Eukaryota	UNPD*
NPO22323	Pinus picea	Species	Pinaceae	Eukaryota	UNPD*
NPO25583	Beta vulgaris	Species	Chenopodiaceae	Eukaryota	UNPD*
NPO27640	Sorbus tianschanica	Species	Rosaceae	Eukaryota	UNPD*
NPO21736	Abies nobilis	Species	Pinaceae	Eukaryota	UNPD*
NPO29241	Macaranga peltata	Species	Euphorbiaceae	Eukaryota	UNPD*
NPO26744	Heliotropium eichwaldii	Species	Heliotropiaceae	Eukaryota	UNPD*
NPO5952	Phegopteris bukoensis	Species	Thelypteridaceae	Eukaryota	UNPD*
NPO29532	Vigna angularis	Species	Fabaceae	Eukaryota	TM-MC*
NPO433	Geranium sibiricum	Species	Geraniaceae	Eukaryota	UNPD*
NPO25093	Ericameria diffusa	Species	Asteraceae	Eukaryota	UNPD*
NPO29199	Lobophytum chevalieri	Species	Alcyoniidae	Eukaryota	UNPD*
NPO21352	Boronia ternata	Species	Rutaceae	Eukaryota	UNPD*
NPO27419	Aurelia aurita	Species	Ulmaridae	Eukaryota	UNPD*
NPO24015	Perknaster fuscus	Species	Ganeriidae	Eukaryota	UNPD*
NPO26210	Eupatorium birmanicum	Species	Asteraceae	Eukaryota	UNPD*
NPO25871	Cryptolestes ferrugineus	Species	Laemophloeidae	Eukaryota	UNPD*
NPO22062	Leptothorax acervorum	Species	Formicidae	Eukaryota	UNPD*
NPO24258	Vellozia nivea	Species	Velloziaceae	Eukaryota	UNPD*
NPO27440	Osteospermum muricatum	Species	Asteraceae	Eukaryota	UNPD*
NPO16175	Trichia floriformis	Species	Trichiidae	Eukaryota	UNPD*
NPO12011	Crataegus pinnatifida	Species	Rosaceae	Eukaryota	TM-MC*
NPO3734	Vigna umbellata	Species	Fabaceae	Eukaryota	TM-MC*
NPO17785	Avrainvillea nigricans	Species	Udoteaceae	Eukaryota	UNPD*
NPO24993	Conospermum teretifolium	Species	Proteaceae	Eukaryota	UNPD*
NPO25024	Lycoris traubii	Species	Amaryllidaceae	Eukaryota	UNPD*
NPO22248	Alkanna hirsutissima	Species	Boraginaceae	Eukaryota	UNPD*
NPO22994	Cordyline indivisa	Species	Asparagaceae	Eukaryota	UNPD*
NPO8050	Stichopus hermanni	Species	Stichopodidae	Eukaryota	UNPD*
NPO3552	Sargassum spinuligerum	Species	Sargassaceae	Eukaryota	UNPD*
NPO87	Alchornea trewioides	Species	Euphorbiaceae	Eukaryota	UNPD*
NPO10241	Afrocarpus falcatus	Species	Podocarpaceae	Eukaryota	UNPD*
NPO8210	Trigonella foenum-graecum	Species	Fabaceae	Eukaryota	UNPD*
NPO20954	Haloxylon salicornicum	Species	Chenopodiaceae	Eukaryota	UNPD*
NPO16678	Flindersia brayleyana	Species	Rutaceae	Eukaryota	UNPD*
NPO3292	Desmodium styracifolium	Species	Fabaceae	Eukaryota	TM-MC*
NPO18224	Vigna umbeuata	Species	Fabaceae	Eukaryota	TM-MC*
NPO12738	Ajuga australis	Species	Lamiaceae	Eukaryota	UNPD*
NPO20184	Streptomyces misawanensis	Species	Streptomycetaceae	Bacteria	UNPD*
NPO22123	Disepalum plagioneurum	Species	Annonaceae	Eukaryota	UNPD*
NPO26677	Garcinia pseudoguttifera	Species	Clusiaceae	Eukaryota	UNPD*
NPO21700	Capsicum tetragonum	Species	Solanaceae	Eukaryota	UNPD*
NPO15393	Eucalyptus flocktoniae	Species	Myrtaceae	Eukaryota	UNPD*
NPO28748	Aphis sambuci	Species	Aphididae	Eukaryota	UNPD*
NPO18735	Pinus mugo	Species	Pinaceae	Eukaryota	UNPD*
NPO27470	Centaurea huber-morathii	Species	Asteraceae	Eukaryota	UNPD*
NPO29217	Brickellia vernicosa	Species	Asteraceae	Eukaryota	UNPD*
NPO27696	Anolis lineatopus	Species	Iguanidae	Eukaryota	UNPD*
NPO19694	Senecio scandens	Species	Asteraceae	Eukaryota	UNPD*
NPO26819	Xanthium pungens	Species	Asteraceae	Eukaryota	UNPD*
NPO28754	Thelephora palmata	Species	Thelephoraceae	Eukaryota	UNPD*
NPO14602	Vitex negundo	Species	Lamiaceae	Eukaryota	TM-MC*
NPO2353	Bituminaria bituminosa	Species	Fabaceae	Eukaryota	UNPD*
NPO26945	Crangon vulgaris	Species	Crangonidae	Eukaryota	UNPD*
NPO1117	Hypholoma capnoides	Species	Strophariaceae	Eukaryota	UNPD*
NPO13859	Senecio flavus	Species	Asteraceae	Eukaryota	UNPD*
NPO3391	Jungermannia obovata	Species	Jungermanniaceae	Eukaryota	UNPD*
NPO14826	Streptomyces mobaraensis	Species	Streptomycetaceae	Bacteria	UNPD*
NPO21478	Buxus hyrcana	Species	Buxaceae	Eukaryota	UNPD*
NPO22819	Rodgersia podophylla	Species	Saxifragaceae	Eukaryota	UNPD*
NPO26525	Eriostemon thryptomenoides	Species	Rutaceae	Eukaryota	UNPD*
NPO25037	Nepeta cataria	Species	Lamiaceae	Eukaryota	UNPD*
NPO13400	Elaeagnus pungens	Species	Elaeagnaceae	Eukaryota	UNPD*
NPO26083	Eumorphia sericea	Species	Asteraceae	Eukaryota	UNPD*
NPO362	Gentiana crassicaulis	Species	Gentianaceae	Eukaryota	TM-MC*
NPO5986	Ziziphus jujuba	Species	Rhamnaceae	Eukaryota	TM-MC*
NPO21373	Vitex trifolia	Species	Lamiaceae	Eukaryota	UNPD*
NPO8499	Osmerus mordax	Species	Osmeridae	Eukaryota	UNPD*
NPO21636	Didemnum inarmatum	Species	Didemnidae	Eukaryota	UNPD*
NPO24630	Sophora exigua	Species	Fabaceae	Eukaryota	UNPD*
NPO7639	Senecio isatideus	Species	Asteraceae	Eukaryota	UNPD*
NPO15795	Humata pectinata	Species	Davalliaceae	Eukaryota	UNPD*
NPO27576	Lysiana subfalcata	Species	Loranthaceae	Eukaryota	UNPD*
NPO20498	Cephalaria ambrosioides	Species	Caprifoliaceae	Eukaryota	UNPD*
NPO27612	Peperomia vulcanica	Species	Piperaceae	Eukaryota	UNPD*
NPO21702	Decachaeta thieleana	NA	NA	NA	UNPD*
NPO29362	Euonymus sachalinensis	Species	Celastraceae	Eukaryota	UNPD*
NPO27	Gentiana dahurica	Species	Gentianaceae	Eukaryota	TM-MC*
NPO23896	Cytisus ratisbonensis	Species	Fabaceae	Eukaryota	UNPD*
NPO14557	Dictyopteris undulata	Species	Dictyotaceae	Eukaryota	UNPD*
NPO13230	Pedicularis condensata	Species	Orobanchaceae	Eukaryota	UNPD*
NPO22785	Nicotiana debneyi	Species	Solanaceae	Eukaryota	UNPD*
NPO14034	Salvia coulteri	Species	Lamiaceae	Eukaryota	UNPD*
NPO8075	Cacospongia scalaris	Species	Thorectidae	Eukaryota	UNPD*
NPO9780	Merremia umbellata	Species	Convolvulaceae	Eukaryota	UNPD*
NPO20678	Grindelia nana	Species	Asteraceae	Eukaryota	UNPD*
NPO29141	Panax ginseng	Species	Araliaceae	Eukaryota	UNPD*
NPO21594	Sporobolus cynosuroides	Species	Poaceae	Eukaryota	UNPD*
NPO27312	Citrus tangerina	Species	Rutaceae	Eukaryota	UNPD*
NPO27495	Sisyrinchium californicum	Species	Iridaceae	Eukaryota	UNPD*
NPO22686	Gentiana macrophylla	Species	Gentianaceae	Eukaryota	TM-MC*
NPO23264	Marrubium vulgare	Species	Lamiaceae	Eukaryota	UNPD*
NPO29413	Lupinus paniculatus	Species	Fabaceae	Eukaryota	UNPD*
NPO19074	Buddleja variabilis	Species	Scrophulariaceae	Eukaryota	UNPD*
NPO27050	Tsuga chinensis	Species	Pinaceae	Eukaryota	UNPD*
NPO27394	Sideritis euboea	Species	Lamiaceae	Eukaryota	UNPD*
NPO9698	Parablechnum minus	Species	Blechnaceae	Eukaryota	UNPD*
NPO24462	Pityrogramma ebenea	Species	Pteridaceae	Eukaryota	UNPD*
NPO21247	Nephroma australe	Species	Nephromataceae	Eukaryota	UNPD*
NPO25102	Goniobranchus kuniei	Species	Chromodorididae	Eukaryota	UNPD*
NPO12934	Gynostemma pentaphyllum	Species	Cucurbitaceae	Eukaryota	TCM_Taiwan*
NPO7597	Alchornea floribunda	Species	Euphorbiaceae	Eukaryota	UNPD*
NPO20352	Gentiana straminea	Species	Gentianaceae	Eukaryota	TM-MC*
NPO26001	Carlina acaulis	Species	Asteraceae	Eukaryota	TCMID*
NPO18359	Canella winterana	Species	Canellaceae	Eukaryota	UNPD*
NPO26916	Thermopsis alpina	Species	Fabaceae	Eukaryota	UNPD*
NPO26410	Tanacetum serotinum	Species	Asteraceae	Eukaryota	UNPD*
NPO14100	Persea kusanoi	Species	Lauraceae	Eukaryota	UNPD*
NPO14163	Hesperocyparis goveniana	Species	Cupressaceae	Eukaryota	UNPD*
NPO27345	Crocus minimus	Species	Iridaceae	Eukaryota	UNPD*
NPO1626	Primnoa reseda	Species	Primnoidae	Eukaryota	UNPD*
NPO16428	Millettia conraui	Species	Fabaceae	Eukaryota	UNPD*
NPO15028	Lespedeza cuneata	Species	Fabaceae	Eukaryota	TCM_Taiwan*
NPO17108	Lecanora lividocinerea	Species	Lecanoraceae	Eukaryota	UNPD*
NPO12194	Grataegus pinnatifida	NA	NA	NA	TM-MC*
NPO26912	Premna tomentosa	Species	Lamiaceae	Eukaryota	UNPD*
NPO23557	Zanthoxylum ailanthoides	Species	Rutaceae	Eukaryota	UNPD*
NPO3166	Arenaria oreophila	Species	Scolopacidae	Eukaryota	UNPD*
NPO5577	Methylobacterium rhodinum	Species	Methylobacteriaceae	Bacteria	UNPD*
NPO21998	Corydalis cornuta	Species	Papaveraceae	Eukaryota	UNPD*
NPO29188	Guatteria melosma	Species	Annonaceae	Eukaryota	UNPD*
NPO18486	Crataegus tanacetifolia	Species	Rosaceae	Eukaryota	UNPD*
NPO18212	Rhododendron ferrugineum	Species	Ericaceae	Eukaryota	UNPD*
NPO266	Pterogorgia anceps	Species	Gorgoniidae	Eukaryota	UNPD*
NPO14869	Ormosia panamensis	Species	Limoniidae	Eukaryota	UNPD*
NPO21373	Vitex trifolia	Species	Lamiaceae	Eukaryota	TCM_Taiwan*
NPO27376	Curculigo pilosa	Species	Hypoxidaceae	Eukaryota	UNPD*
NPO1436	Houttuynia cordata	Species	Saururaceae	Eukaryota	TM-MC*
NPO1688	Barbus labeo	Species	Cyprinidae	Eukaryota	UNPD*
NPO8744	Clematis recta	Species	Ranunculaceae	Eukaryota	UNPD*
NPO22762	Eremophila serrulata	Species	Scrophulariaceae	Eukaryota	UNPD*
NPO26984	Suberites carnosus	Species	Suberitidae	Eukaryota	UNPD*
NPO24510	Turricula parryi	Species	Namaceae	Eukaryota	UNPD*
NPO9016	Aspicilia caesiocinerea	Species	Megasporaceae	Eukaryota	UNPD*
NPO23302	Strychnos camptoneura	Species	Loganiaceae	Eukaryota	UNPD*
NPO10006	Paraburkholderia caryophylli	Species	Burkholderiaceae	Bacteria	UNPD*
NPO27675	Platycarya strobilacea	Species	Juglandaceae	Eukaryota	UNPD*
NPO28666	Strychnos staudtii	Species	Loganiaceae	Eukaryota	UNPD*
NPO12680	Perityle vaseyi	Species	Asteraceae	Eukaryota	UNPD*
NPO21939	Phyllostachys nigra	Species	Poaceae	Eukaryota	TCM_Taiwan*
NPO15138	Rheum webbianum	Species	Polygonaceae	Eukaryota	UNPD*
NPO13056	Lophatherum gracile	Species	Poaceae	Eukaryota	TM-MC*
NPO26882	Swertia swertopsis	Species	Gentianaceae	Eukaryota	UNPD*
NPO27064	Taxus brevifolia	Species	Taxaceae	Eukaryota	UNPD*
NPO1535	Solanum americanum	Species	Solanaceae	Eukaryota	UNPD*
NPO23135	Formica fusca	Species	Formicidae	Eukaryota	UNPD*
NPO21875	Persea indica	Species	Lauraceae	Eukaryota	UNPD*
NPO18819	Croton cascarilloides	Species	Euphorbiaceae	Eukaryota	UNPD*
NPO18100	Physalis edulis	Species	Solanaceae	Eukaryota	UNPD*
NPO26049	Salvia digitaloides	Species	Lamiaceae	Eukaryota	UNPD*
NPO24301	Buxus microphylla	Species	Buxaceae	Eukaryota	UNPD*
NPO16516	Centaurea seridis	Species	Asteraceae	Eukaryota	UNPD*
NPO23807	Trollius macropetalus	Species	Ranunculaceae	Eukaryota	TCM_Taiwan*
NPO19202	Phaeolus schweinitzii	Species	Hymenochaetaceae	Eukaryota	UNPD*
NPO23847	Lysimachia christinae	Species	Primulaceae	Eukaryota	TM-MC*
NPO23930	Luculia pinceana	Species	Rubiaceae	Eukaryota	UNPD*
NPO11199	Agelas nakamurai	Species	Agelasidae	Eukaryota	UNPD*
NPO20536	Salvia nubicola	Species	Lamiaceae	Eukaryota	UNPD*
NPO27815	Sia ferox	Species	Stenopelmatidae	Eukaryota	UNPD*
NPO15961	Sida cordifolia	Species	Malvaceae	Eukaryota	UNPD*
NPO21505	Calea megacephala	Species	Asteraceae	Eukaryota	UNPD*
NPO24324	Halobacterium salinarum	Species	Halobacteriaceae	Archaea	UNPD*
NPO27290	Carica dodecaphylla	Species	Caricaceae	Eukaryota	UNPD*
NPO14394	Hakea saligna	Species	Proteaceae	Eukaryota	UNPD*
NPO4267	Ceratocystis clavigera	Species	Ceratocystidaceae	Eukaryota	UNPD*
NPO24492	Tamarindus indica	Species	Fabaceae	Eukaryota	TCM_Taiwan*
NPO27007	Cunonia macrophylla	Species	Cunoniaceae	Eukaryota	UNPD*
NPO4560	Helichrysum infaustum	Species	Asteraceae	Eukaryota	UNPD*
NPO4935	Dinemasporium strigosum	Species	Chaetosphaeriaceae	Eukaryota	UNPD*
NPO2350	Microcos paniculata	Species	Malvaceae	Eukaryota	TM-MC*
NPO14247	Melaleuca uncinata	Species	Myrtaceae	Eukaryota	UNPD*
NPO4305	Pertusaria wulfenii	Species	Pertusariaceae	Eukaryota	UNPD*
NPO2263	Croton megistocarpus	Species	Euphorbiaceae	Eukaryota	UNPD*
NPO12450	Cneorum pulverulentum	Species	Rutaceae	Eukaryota	UNPD*
NPO22454	Picris radicata	Species	Asteraceae	Eukaryota	UNPD*
NPO7484	Salacia chinensis	Species	Celastraceae	Eukaryota	UNPD*
NPO18571	Drypetes roxburghii	Species	Putranjivaceae	Eukaryota	UNPD*
NPO29034	Suberea mollis	Species	Aplysinellidae	Eukaryota	UNPD*
NPO4843	Gossampiniflos	NA	NA	NA	TCMSP*
NPO26589	Artemisia annua	Species	Asteraceae	Eukaryota	TCM_Taiwan*
NPO9366	Rosa transmorrisonensis	Species	Rosaceae	Eukaryota	UNPD*
NPO3478	Nelumbo nucifera	Species	Nelumbonaceae	Eukaryota	TM-MC*
NPO29003	Croton poilanei	Species	Euphorbiaceae	Eukaryota	UNPD*
NPO26786	Berkheya zeyheri	Species	Asteraceae	Eukaryota	UNPD*
NPO29046	Tsuga mertensiana	Species	Pinaceae	Eukaryota	UNPD*
NPO11881	Adenopeltis colliguaya	Species	Euphorbiaceae	Eukaryota	UNPD*
NPO15755	Thymbra spicata	Species	Lamiaceae	Eukaryota	UNPD*
NPO28984	Dasymaschalon sootepense	Species	Annonaceae	Eukaryota	UNPD*
NPO918	Dahlia pinnata	Species	Asteraceae	Eukaryota	UNPD*
NPO4582	Baphicacanthus cusia	Species	Acanthaceae	Eukaryota	UNPD*
NPO7513	Cannabis sativa	Species	Cannabaceae	Eukaryota	TCMSP*
NPO26889	Chaetomium subaffine	Species	Chaetomiaceae	Eukaryota	UNPD*
NPO25716	Persicaria orientalis	Species	Polygonaceae	Eukaryota	TM-MC*
NPO24447	Thalictrum cultratum	Species	Ranunculaceae	Eukaryota	UNPD*
NPO22710	Acrocomia sclerocarpa	Species	Arecaceae	Eukaryota	UNPD*
NPO27215	Gracilaria textorii	Species	Gracilariaceae	Eukaryota	UNPD*
NPO23289	Heracleum sphondylium	Species	Apiaceae	Eukaryota	UNPD*
NPO5375	Hyptis oblongifolia	Species	Lamiaceae	Eukaryota	UNPD*
NPO8912	Daphne giraldii	Species	Thymelaeaceae	Eukaryota	UNPD*
NPO22684	Enrichment culture	Species	NA	NA	UNPD*
NPO14555	Porella swartziana	Species	Porellaceae	Eukaryota	UNPD*
NPO29553	Hordei fructus germinatus	NA	NA	NA	TCMSP*
NPO15858	Phoebe formosana	Species	Lauraceae	Eukaryota	UNPD*
NPO4640	Portulaca oleracea	Species	Portulacaceae	Eukaryota	TM-MC*
NPO16146	Osmundaria colensoi	Species	Rhodomelaceae	Eukaryota	UNPD*
NPO14449	Cedronella canariensis	Species	Lamiaceae	Eukaryota	UNPD*
NPO29311	Securinega melanthesoides	Species	Phyllanthaceae	Eukaryota	UNPD*
NPO12977	Solenopsis invicta	Species	Formicidae	Eukaryota	UNPD*
NPO12416	Quercus mongolica	Species	Fagaceae	Eukaryota	UNPD*
NPO27525	Saussurea amara	Species	Asteraceae	Eukaryota	UNPD*
NPO23057	Primula hirsuta	Species	Primulaceae	Eukaryota	UNPD*
NPO24952	Galeopsis tetrahit	Species	Lamiaceae	Eukaryota	UNPD*
NPO29705	Viticis fructus	Species	Curculionidae	Eukaryota	TCMSP*
NPO25929	Ophryosporus chilca	Species	Asteraceae	Eukaryota	UNPD*
NPO1639	Pyrrosia lingua	Species	Polypodiaceae	Eukaryota	TM-MC*
NPO25402	Kuehneromyces mutabilis	Species	Strophariaceae	Eukaryota	UNPD*
NPO15868	Nostoc spongiaeforme	Species	Nostocaceae	Bacteria	UNPD*
NPO22188	Piper aequale	Species	Piperaceae	Eukaryota	UNPD*
NPO23474	Abies veitchii	Species	Pinaceae	Eukaryota	UNPD*
NPO25080	Sphaeria maculans	NA	NA	NA	UNPD*
NPO20043	Vallaris solanacea	Species	Apocynaceae	Eukaryota	UNPD*
NPO23546	Clausena lansium	Species	Rutaceae	Eukaryota	UNPD*
NPO29583	Commelinae herba	NA	NA	NA	TCMSP*
NPO26660	Phoma betae	Species	Didymellaceae	Eukaryota	UNPD*
NPO27254	Utricularia australis	Species	Lentibulariaceae	Eukaryota	UNPD*
NPO29449	Boehmeria nivea	Species	Urticaceae	Eukaryota	UNPD*
NPO13375	Palafoxia rosea	Species	Asteraceae	Eukaryota	UNPD*
NPO25643	Streptomyces chattanoogensis	Species	Streptomycetaceae	Bacteria	UNPD*
NPO11245	Pelvetia canaliculata	Species	Fucaceae	Eukaryota	UNPD*
NPO24498	Casearia membranacea	Species	Salicaceae	Eukaryota	UNPD*
NPO25474	Ocotea pulchella	Species	Lauraceae	Eukaryota	UNPD*
NPO21298	Leucanthemum maximum	Species	Asteraceae	Eukaryota	UNPD*
NPO15835	Glycyrrhiza	Species	Fabaceae	Eukaryota	TCMSP*
NPO29712	Spirodelae herba	NA	NA	NA	TCMSP*
NPO7144	Rosa davurica	Species	Rosaceae	Eukaryota	UNPD*
NPO5256	Lissoclinum vareau	Species	Didemnidae	Eukaryota	UNPD*
NPO5078	Turraeanthus mannii	Species	Meliaceae	Eukaryota	UNPD*
NPO19921	Polyphaga sinensis	Species	NA	Eukaryota	UNPD*
NPO26970	Lygodium flexuosum	Species	Lygodiaceae	Eukaryota	UNPD*
NPO5269	Coleus garckeanus	Species	Lamiaceae	Eukaryota	UNPD*
NPO21798	Dacrydium biforme	Species	Mytilidae	Eukaryota	UNPD*
NPO7873	Artemisia sibirica	Species	Asteraceae	Eukaryota	UNPD*
NPO2108	Pentagonia gigantifolia	Species	Rubiaceae	Eukaryota	UNPD*
NPO2722	Humulus japonicus	Species	Cannabaceae	Eukaryota	TCM_Taiwan*
NPO9650	Zanthoxylum nitidum	Species	Rutaceae	Eukaryota	TCMSP*
NPO9420	Aspergillus arenarius	Species	Aspergillaceae	Eukaryota	UNPD*
NPO12297	Nigella sativa	Species	Ranunculaceae	Eukaryota	UNPD*
NPO12225	Amsinckia menziesii	Species	Boraginaceae	Eukaryota	UNPD*
NPO27076	Aspergillus mutabilis	Species	Aspergillaceae	Eukaryota	UNPD*
NPO2629	Cystoseira caespitosa	Species	Sargassaceae	Eukaryota	UNPD*
NPO25324	Phorbas amaranthus	Species	Hymedesmiidae	Eukaryota	UNPD*
NPO26645	Beilschmiedia volckii	Species	Lauraceae	Eukaryota	UNPD*
NPO15015	Meconopsis napaulensis	Species	Papaveraceae	Eukaryota	UNPD*
NPO13710	Lyophyllum shimeji	Species	Lyophyllaceae	Eukaryota	UNPD*
NPO31351	Spirodela polyrrhiza	Species	Araceae	Eukaryota	TCM_Taiwan*
NPO14737	Trigonellae semen	NA	NA	NA	TCMSP*
NPO15398	Rhizopus stolonifer	Species	Rhizopodaceae	Eukaryota	UNPD*
NPO5552	Solanum sisymbriifolium	Species	Solanaceae	Eukaryota	UNPD*
NPO7257	Didemnum solidum	Species	Didemnidae	Eukaryota	UNPD*
NPO23684	Narcissus obesus	Species	Amaryllidaceae	Eukaryota	UNPD*
NPO26975	Aloe vulgaris	Species	Asphodelaceae	Eukaryota	UNPD*
NPO24834	Cystoseira jabukae	Species	Sargassaceae	Eukaryota	UNPD*
NPO20360	Mentha pulegiformis	Species	Lamiaceae	Eukaryota	UNPD*
NPO27111	Justicia debilis	Species	Acanthaceae	Eukaryota	UNPD*
NPO31425	Lsodon oresbia	NA	NA	NA	TCM_Taiwan*
NPO26589	Artemisia annua	Species	Asteraceae	Eukaryota	TCMSP*
NPO26312	Cirsium tanakae	Species	Asteraceae	Eukaryota	UNPD*
NPO27138	Entada rheedei	Species	Fabaceae	Eukaryota	UNPD*
NPO15510	Kummerowia striata	Species	Fabaceae	Eukaryota	UNPD*
NPO26853	Baccharis magellanica	Species	Asteraceae	Eukaryota	UNPD*
NPO27237	Aucuba chinensis	Species	Garryaceae	Eukaryota	UNPD*
NPO24653	Calonectria cylindrospora	Species	Nectriaceae	Eukaryota	UNPD*
NPO23849	Dicoma anomala	Species	Asteraceae	Eukaryota	UNPD*
NPO33122	microtea debilis	Species	Microteaceae	Eukaryota	PMID[9214739]
NPO31536	Crataegus oxyacantha	Species	Rosaceae	Eukaryota	TCM_Taiwan*
NPO29578	Crataegi folium	NA	NA	NA	TCMSP*
NPO27732	Cynometra lujae	Species	Fabaceae	Eukaryota	UNPD*
NPO27597	Haplophyllum ramosissimum	Species	Rutaceae	Eukaryota	UNPD*
NPO25349	Bistorta vivipara	Species	Polygonaceae	Eukaryota	UNPD*
NPO12712	Cereus bridgesii	Species	Sagartiidae	Eukaryota	UNPD*
NPO3356	Bryophyllum fedtschenkoi	Species	Spathidiidae	Eukaryota	UNPD*
NPO23218	Viscum coloratum	Species	Viscaceae	Eukaryota	UNPD*
NPO28927	Gutierrezia microcephala	Species	Asteraceae	Eukaryota	UNPD*

Biological Activity

Activity Type	# Activity
IC50	8
Others	11
Potency	3

Activity Type	# Activity
Cell Line	1
Individual Protein	12
Organism	4
Others	4
Protein-Protein Interaction	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT1310	Individual Protein	Xanthine dehydrogenase	Bos taurus	Inhibition	=	0	%	3379415
NPT1315	Individual Protein	Adenosine A1 receptor	Rattus norvegicus	Activity	=	103	%	9214739
NPT493	Individual Protein	Neuraminidase	Influenza A virus	IC50	=	46500	nM	18640042
NPT493	Individual Protein	Neuraminidase	Influenza A virus	IC50	=	45100	nM	18640042
NPT493	Individual Protein	Neuraminidase	Influenza A virus	IC50	=	49600	nM	18640042
NPT2	Others	Unspecified		IC50	=	109940	nM	18986201
NPT2	Others	Unspecified		IC50	=	84950	nM	18986201
NPT35	Others	n.a.		Activity	=	0.216	MU	19944611
NPT2	Others	Unspecified		Activity	=	0.205	MU	19944611
NPT1602	Individual Protein	Neuraminidase	Influenza A virus (A/Puerto Rico/8/1934(H1N1))	IC50	=	20.85	ug/ml	20116898
NPT520	Cell Line	3T3-L1	Mus musculus	FC	=	1.1		20605096
NPT533	Protein-Protein Interaction	Runt-related transcription factor 1/Core-binding factor subunit beta	Homo sapiens	Potency		17782.8	nM	PubChem BioAssay data set
NPT199	Individual Protein	DNA polymerase kappa	Homo sapiens	Potency		23778.1	nM	PubChem BioAssay data set
NPT41	Individual Protein	Aldose reductase	Homo sapiens	IC50	=	566660	nM	22261024
NPT66	Individual Protein	Acetylcholinesterase	Electrophorus electricus	Inhibition	=	3.3	%	23062825
NPT67	Individual Protein	Cholinesterase	Equus caballus	Inhibition	=	2.26	%	23062825
NPT68	Individual Protein	Aldose reductase	Rattus norvegicus	IC50	=	2030	nM	10.1007/s00044-010-9412-4
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Activity	=	439.1	ug/ml	23357036
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Activity	=	821.6	mg/dl	23357036
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Activity	=	92.13	mg/dl	23357036
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Activity	=	9.78	mg/kg	23357036
NPT49	Individual Protein	DNA-(apurinic or apyrimidinic site) lyase	Homo sapiens	Potency		8912.5	nM	PubChem BioAssay data set

Similar Natural Products 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 NPC209846 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	313
0.1-0.2	1062
0.2-0.3	2262
0.3-0.4	5416
0.4-0.5	7452
0.5-0.6	3013
0.6-0.7	3578
0.7-0.8	4078
0.8-0.85	1424
0.85-0.9	1630
0.9-0.95	602
0.95-1	59

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC477897
1.0	High Similarity	NPC289774
1.0	High Similarity	NPC328740
0.9931	High Similarity	NPC56232
0.9931	High Similarity	NPC244583
0.9931	High Similarity	NPC10807
0.9931	High Similarity	NPC161881
0.9931	High Similarity	NPC150123
0.9863	High Similarity	NPC109594
0.9863	High Similarity	NPC268193
0.9863	High Similarity	NPC326592
0.9863	High Similarity	NPC112701
0.9796	High Similarity	NPC111341
0.9796	High Similarity	NPC304745
0.9793	High Similarity	NPC177308
0.9793	High Similarity	NPC124478
0.9728	High Similarity	NPC472583
0.9728	High Similarity	NPC223701
0.9728	High Similarity	NPC7989
0.9662	High Similarity	NPC470681
0.9662	High Similarity	NPC259710
0.9662	High Similarity	NPC304207
0.9662	High Similarity	NPC217706
0.9662	High Similarity	NPC207809
0.9662	High Similarity	NPC48579
0.966	High Similarity	NPC475790
0.9655	High Similarity	NPC10097
0.96	High Similarity	NPC117418
0.96	High Similarity	NPC53545
0.9595	High Similarity	NPC469405
0.9595	High Similarity	NPC248793
0.9595	High Similarity	NPC20907
0.9595	High Similarity	NPC180301
0.9595	High Similarity	NPC244250
0.9592	High Similarity	NPC262038
0.9592	High Similarity	NPC254412
0.9592	High Similarity	NPC244577
0.9592	High Similarity	NPC472420
0.9592	High Similarity	NPC263384
0.9592	High Similarity	NPC319910
0.9592	High Similarity	NPC278476
0.9592	High Similarity	NPC474021
0.9592	High Similarity	NPC262039
0.9592	High Similarity	NPC471677
0.9592	High Similarity	NPC472422
0.9592	High Similarity	NPC474023
0.9592	High Similarity	NPC471676
0.9589	High Similarity	NPC89442
0.9589	High Similarity	NPC307052
0.9589	High Similarity	NPC139966
0.953	High Similarity	NPC477958
0.9527	High Similarity	NPC35567
0.9527	High Similarity	NPC243171
0.9527	High Similarity	NPC217149
0.9527	High Similarity	NPC216035
0.9527	High Similarity	NPC138288
0.9527	High Similarity	NPC171651
0.9524	High Similarity	NPC105136
0.9517	High Similarity	NPC472629
0.9474	High Similarity	NPC26326
0.9474	High Similarity	NPC47923
0.9474	High Similarity	NPC289771
0.947	High Similarity	NPC123544
0.9467	High Similarity	NPC78492
0.9467	High Similarity	NPC20530
0.9467	High Similarity	NPC208152
0.9467	High Similarity	NPC215917
0.9467	High Similarity	NPC10754
0.9463	High Similarity	NPC311579
0.9463	High Similarity	NPC293286
0.9463	High Similarity	NPC236756
0.9459	High Similarity	NPC472636
0.9459	High Similarity	NPC471675
0.9456	High Similarity	NPC5173
0.9456	High Similarity	NPC472628
0.9452	High Similarity	NPC473077
0.9452	High Similarity	NPC296998
0.9452	High Similarity	NPC85773
0.9452	High Similarity	NPC472627
0.9448	High Similarity	NPC470890
0.9448	High Similarity	NPC87486
0.9448	High Similarity	NPC224714
0.9448	High Similarity	NPC124780
0.9412	High Similarity	NPC131745
0.9412	High Similarity	NPC44947
0.9408	High Similarity	NPC472320
0.9408	High Similarity	NPC475784
0.9404	High Similarity	NPC161749
0.9404	High Similarity	NPC197896
0.9404	High Similarity	NPC313163
0.9404	High Similarity	NPC258035
0.9404	High Similarity	NPC156457
0.94	High Similarity	NPC476169
0.94	High Similarity	NPC477530
0.9396	High Similarity	NPC285623
0.9396	High Similarity	NPC327269
0.9396	High Similarity	NPC473996
0.9396	High Similarity	NPC476238
0.9396	High Similarity	NPC31627
0.9392	High Similarity	NPC472633
0.9384	High Similarity	NPC67805
0.9384	High Similarity	NPC312973
0.9384	High Similarity	NPC176229
0.9384	High Similarity	NPC20488
0.9384	High Similarity	NPC195621
0.9384	High Similarity	NPC214774
0.9384	High Similarity	NPC474302
0.9384	High Similarity	NPC142405
0.9384	High Similarity	NPC267375
0.9384	High Similarity	NPC475052
0.9384	High Similarity	NPC88964
0.9384	High Similarity	NPC301276
0.9384	High Similarity	NPC83357
0.9384	High Similarity	NPC470647
0.9384	High Similarity	NPC246948
0.9384	High Similarity	NPC54577
0.9384	High Similarity	NPC111786
0.9351	High Similarity	NPC66087
0.9351	High Similarity	NPC124155
0.9351	High Similarity	NPC183672
0.9351	High Similarity	NPC278419
0.9351	High Similarity	NPC257566
0.9351	High Similarity	NPC179198
0.9346	High Similarity	NPC97812
0.9346	High Similarity	NPC142252
0.9346	High Similarity	NPC474038
0.9342	High Similarity	NPC73511
0.9338	High Similarity	NPC471787
0.9333	High Similarity	NPC88983
0.9333	High Similarity	NPC83283
0.9333	High Similarity	NPC210003
0.9333	High Similarity	NPC143851
0.9333	High Similarity	NPC39360
0.9333	High Similarity	NPC29763
0.9329	High Similarity	NPC472580
0.9329	High Similarity	NPC474744
0.9329	High Similarity	NPC472423
0.9329	High Similarity	NPC474772
0.932	High Similarity	NPC3779
0.932	High Similarity	NPC47388
0.932	High Similarity	NPC91902
0.932	High Similarity	NPC44721
0.932	High Similarity	NPC470670
0.932	High Similarity	NPC23728
0.932	High Similarity	NPC211466
0.932	High Similarity	NPC110303
0.932	High Similarity	NPC476182
0.932	High Similarity	NPC473133
0.932	High Similarity	NPC40086
0.932	High Similarity	NPC283234
0.932	High Similarity	NPC122828
0.932	High Similarity	NPC176869
0.932	High Similarity	NPC51070
0.932	High Similarity	NPC222298
0.9315	High Similarity	NPC49130
0.9315	High Similarity	NPC4152
0.9315	High Similarity	NPC326506
0.9315	High Similarity	NPC470136
0.9315	High Similarity	NPC279417
0.9315	High Similarity	NPC470135
0.9315	High Similarity	NPC39045
0.9315	High Similarity	NPC142731
0.9315	High Similarity	NPC62290
0.9315	High Similarity	NPC319752
0.9315	High Similarity	NPC208176
0.9315	High Similarity	NPC306607
0.931	High Similarity	NPC194432
0.931	High Similarity	NPC227579
0.931	High Similarity	NPC64915
0.931	High Similarity	NPC166482
0.931	High Similarity	NPC107572
0.931	High Similarity	NPC10937
0.931	High Similarity	NPC76372
0.931	High Similarity	NPC223500
0.931	High Similarity	NPC78
0.931	High Similarity	NPC125855
0.931	High Similarity	NPC228504
0.931	High Similarity	NPC32739
0.931	High Similarity	NPC37496
0.931	High Similarity	NPC182852
0.931	High Similarity	NPC76338
0.931	High Similarity	NPC324134
0.931	High Similarity	NPC167624
0.931	High Similarity	NPC161506
0.931	High Similarity	NPC328164
0.931	High Similarity	NPC148757
0.931	High Similarity	NPC324436
0.931	High Similarity	NPC66515
0.931	High Similarity	NPC177354
0.931	High Similarity	NPC40833
0.931	High Similarity	NPC166934
0.931	High Similarity	NPC306829
0.931	High Similarity	NPC296917
0.931	High Similarity	NPC220998
0.931	High Similarity	NPC265040
0.931	High Similarity	NPC1089
0.9286	High Similarity	NPC259834
0.9281	High Similarity	NPC118256
0.9281	High Similarity	NPC119209
0.9281	High Similarity	NPC192686

Similar Clinical/Approved Drugs

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules.

● The left chart: Distribution of similarity level between NPC209846 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	309
0.1-0.2	804
0.2-0.3	1554
0.3-0.4	2494
0.4-0.5	2063
0.5-0.6	1178
0.6-0.7	507
0.7-0.8	194
0.8-0.85	20
0.85-0.9	26
0.9-0.95	11
0.95-1	1

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.9793	High Similarity	NPD4380	Phase 2
0.9404	High Similarity	NPD4381	Clinical (unspecified phase)
0.9205	High Similarity	NPD2393	Clinical (unspecified phase)
0.9184	High Similarity	NPD4378	Clinical (unspecified phase)
0.915	High Similarity	NPD7075	Discontinued
0.9114	High Similarity	NPD7804	Clinical (unspecified phase)
0.9097	High Similarity	NPD1552	Clinical (unspecified phase)
0.9097	High Similarity	NPD1550	Clinical (unspecified phase)
0.9034	High Similarity	NPD1549	Phase 2
0.902	High Similarity	NPD8443	Clinical (unspecified phase)
0.9013	High Similarity	NPD6801	Discontinued
0.9013	High Similarity	NPD1934	Approved
0.8954	High Similarity	NPD7096	Clinical (unspecified phase)
0.8926	High Similarity	NPD7410	Clinical (unspecified phase)
0.8924	High Similarity	NPD6168	Clinical (unspecified phase)
0.8924	High Similarity	NPD6167	Clinical (unspecified phase)
0.8924	High Similarity	NPD6166	Phase 2
0.8828	High Similarity	NPD1510	Phase 2
0.8824	High Similarity	NPD7411	Suspended
0.8767	High Similarity	NPD2796	Approved
0.8758	High Similarity	NPD7054	Approved
0.8733	High Similarity	NPD1511	Approved
0.871	High Similarity	NPD2801	Approved
0.8704	High Similarity	NPD7074	Phase 3
0.8704	High Similarity	NPD7472	Approved
0.8696	High Similarity	NPD3818	Discontinued
0.8684	High Similarity	NPD5403	Approved
0.865	High Similarity	NPD6797	Phase 2
0.8618	High Similarity	NPD1512	Approved
0.8616	High Similarity	NPD6959	Discontinued
0.8599	High Similarity	NPD4868	Clinical (unspecified phase)
0.8598	High Similarity	NPD7251	Discontinued
0.859	High Similarity	NPD7819	Suspended
0.8553	High Similarity	NPD5401	Approved
0.8545	High Similarity	NPD7808	Phase 3
0.8545	High Similarity	NPD4338	Clinical (unspecified phase)
0.8535	High Similarity	NPD5402	Approved
0.8535	High Similarity	NPD3817	Phase 2
0.8487	Intermediate Similarity	NPD6799	Approved
0.8485	Intermediate Similarity	NPD6559	Discontinued
0.8457	Intermediate Similarity	NPD7852	Clinical (unspecified phase)
0.8438	Intermediate Similarity	NPD5494	Approved
0.8425	Intermediate Similarity	NPD1240	Approved
0.8365	Intermediate Similarity	NPD3882	Suspended
0.8311	Intermediate Similarity	NPD1607	Approved
0.8289	Intermediate Similarity	NPD3750	Approved
0.828	Intermediate Similarity	NPD6599	Discontinued
0.825	Intermediate Similarity	NPD7768	Phase 2
0.8204	Intermediate Similarity	NPD7993	Clinical (unspecified phase)
0.8193	Intermediate Similarity	NPD5844	Phase 1
0.811	Intermediate Similarity	NPD6232	Discontinued
0.8105	Intermediate Similarity	NPD7421	Clinical (unspecified phase)
0.8105	Intermediate Similarity	NPD2800	Approved
0.8086	Intermediate Similarity	NPD3749	Approved
0.8072	Intermediate Similarity	NPD7473	Discontinued
0.8052	Intermediate Similarity	NPD4628	Phase 3
0.8026	Intermediate Similarity	NPD1551	Phase 2
0.8	Intermediate Similarity	NPD4419	Clinical (unspecified phase)
0.7975	Intermediate Similarity	NPD920	Approved
0.7966	Intermediate Similarity	NPD8090	Clinical (unspecified phase)
0.7962	Intermediate Similarity	NPD642	Clinical (unspecified phase)
0.7961	Intermediate Similarity	NPD3748	Approved
0.7955	Intermediate Similarity	NPD4363	Phase 3
0.7955	Intermediate Similarity	NPD4360	Phase 2
0.7949	Intermediate Similarity	NPD643	Clinical (unspecified phase)
0.7947	Intermediate Similarity	NPD6651	Approved
0.7933	Intermediate Similarity	NPD1612	Clinical (unspecified phase)
0.7933	Intermediate Similarity	NPD1613	Approved
0.7922	Intermediate Similarity	NPD970	Clinical (unspecified phase)
0.7919	Intermediate Similarity	NPD4907	Clinical (unspecified phase)
0.7919	Intermediate Similarity	NPD2313	Discontinued
0.7919	Intermediate Similarity	NPD6859	Clinical (unspecified phase)
0.7908	Intermediate Similarity	NPD2935	Discontinued
0.7901	Intermediate Similarity	NPD1465	Phase 2
0.7882	Intermediate Similarity	NPD5953	Discontinued
0.7871	Intermediate Similarity	NPD1243	Approved
0.7869	Intermediate Similarity	NPD7584	Approved
0.7849	Intermediate Similarity	NPD8313	Approved
0.7849	Intermediate Similarity	NPD8312	Approved
0.7848	Intermediate Similarity	NPD2533	Approved
0.7848	Intermediate Similarity	NPD2534	Approved
0.7848	Intermediate Similarity	NPD2532	Approved
0.7841	Intermediate Similarity	NPD7879	Clinical (unspecified phase)
0.7821	Intermediate Similarity	NPD1878	Clinical (unspecified phase)
0.7793	Intermediate Similarity	NPD1547	Clinical (unspecified phase)
0.7791	Intermediate Similarity	NPD8455	Phase 2
0.7785	Intermediate Similarity	NPD4908	Phase 1
0.7765	Intermediate Similarity	NPD7286	Phase 2
0.7763	Intermediate Similarity	NPD5124	Phase 1
0.7763	Intermediate Similarity	NPD5123	Clinical (unspecified phase)
0.7727	Intermediate Similarity	NPD2799	Discontinued
0.7727	Intermediate Similarity	NPD7033	Discontinued
0.7725	Intermediate Similarity	NPD1247	Approved
0.7711	Intermediate Similarity	NPD919	Approved
0.7706	Intermediate Similarity	NPD3751	Discontinued
0.7697	Intermediate Similarity	NPD943	Approved
0.7679	Intermediate Similarity	NPD3787	Discontinued
0.7673	Intermediate Similarity	NPD7390	Discontinued
0.7671	Intermediate Similarity	NPD1610	Phase 2
0.7667	Intermediate Similarity	NPD1529	Clinical (unspecified phase)
0.7654	Intermediate Similarity	NPD3226	Approved
0.7639	Intermediate Similarity	NPD1548	Phase 1
0.7628	Intermediate Similarity	NPD2344	Approved
0.7625	Intermediate Similarity	NPD7004	Clinical (unspecified phase)
0.76	Intermediate Similarity	NPD1530	Clinical (unspecified phase)
0.7584	Intermediate Similarity	NPD1203	Approved
0.758	Intermediate Similarity	NPD2424	Discontinued
0.7564	Intermediate Similarity	NPD6099	Approved
0.7564	Intermediate Similarity	NPD6100	Approved
0.7561	Intermediate Similarity	NPD7615	Clinical (unspecified phase)
0.755	Intermediate Similarity	NPD6832	Phase 2
0.7546	Intermediate Similarity	NPD5808	Clinical (unspecified phase)
0.7541	Intermediate Similarity	NPD6781	Approved
0.7541	Intermediate Similarity	NPD6780	Approved
0.7541	Intermediate Similarity	NPD6782	Approved
0.7541	Intermediate Similarity	NPD6776	Approved
0.7541	Intermediate Similarity	NPD6778	Approved
0.7541	Intermediate Similarity	NPD6777	Approved
0.7541	Intermediate Similarity	NPD6779	Approved
0.7532	Intermediate Similarity	NPD1652	Phase 2
0.7529	Intermediate Similarity	NPD3926	Phase 2
0.7516	Intermediate Similarity	NPD2346	Discontinued
0.7514	Intermediate Similarity	NPD4361	Phase 2
0.7514	Intermediate Similarity	NPD4362	Clinical (unspecified phase)
0.75	Intermediate Similarity	NPD3027	Phase 3
0.75	Intermediate Similarity	NPD1509	Clinical (unspecified phase)
0.7485	Intermediate Similarity	NPD1653	Approved
0.7451	Intermediate Similarity	NPD3268	Approved
0.7451	Intermediate Similarity	NPD6798	Discontinued
0.7447	Intermediate Similarity	NPD7585	Approved
0.7446	Intermediate Similarity	NPD7501	Clinical (unspecified phase)
0.7439	Intermediate Similarity	NPD7458	Discontinued
0.7438	Intermediate Similarity	NPD2309	Approved
0.743	Intermediate Similarity	NPD8397	Clinical (unspecified phase)
0.7423	Intermediate Similarity	NPD6980	Clinical (unspecified phase)
0.7419	Intermediate Similarity	NPD7435	Discontinued
0.7417	Intermediate Similarity	NPD2798	Approved
0.7416	Intermediate Similarity	NPD8150	Discontinued
0.7416	Intermediate Similarity	NPD8434	Phase 2
0.7412	Intermediate Similarity	NPD7199	Phase 2
0.741	Intermediate Similarity	NPD6844	Discontinued
0.7407	Intermediate Similarity	NPD8151	Discontinued
0.74	Intermediate Similarity	NPD3225	Approved
0.7394	Intermediate Similarity	NPD7583	Approved
0.7384	Intermediate Similarity	NPD7784	Clinical (unspecified phase)
0.7375	Intermediate Similarity	NPD6398	Clinical (unspecified phase)
0.7371	Intermediate Similarity	NPD3823	Discontinued
0.7368	Intermediate Similarity	NPD5711	Approved
0.7368	Intermediate Similarity	NPD5710	Approved
0.7351	Intermediate Similarity	NPD2797	Approved
0.733	Intermediate Similarity	NPD7783	Phase 2
0.733	Intermediate Similarity	NPD7782	Clinical (unspecified phase)
0.7329	Intermediate Similarity	NPD6190	Approved
0.7326	Intermediate Similarity	NPD7696	Phase 3
0.7326	Intermediate Similarity	NPD7698	Approved
0.7326	Intermediate Similarity	NPD7697	Approved
0.7321	Intermediate Similarity	NPD4288	Approved
0.7315	Intermediate Similarity	NPD422	Phase 1
0.7308	Intermediate Similarity	NPD230	Phase 1
0.7308	Intermediate Similarity	NPD6355	Discontinued
0.7308	Intermediate Similarity	NPD1933	Approved
0.7305	Intermediate Similarity	NPD37	Approved
0.7301	Intermediate Similarity	NPD4662	Approved
0.7301	Intermediate Similarity	NPD4661	Approved
0.7299	Intermediate Similarity	NPD7228	Approved
0.7294	Intermediate Similarity	NPD6234	Discontinued
0.729	Intermediate Similarity	NPD6233	Phase 2
0.7287	Intermediate Similarity	NPD7870	Phase 2
0.7287	Intermediate Similarity	NPD7871	Phase 2
0.7278	Intermediate Similarity	NPD4967	Phase 2
0.7278	Intermediate Similarity	NPD4965	Approved
0.7278	Intermediate Similarity	NPD4308	Phase 3
0.7278	Intermediate Similarity	NPD4966	Approved
0.7273	Intermediate Similarity	NPD4625	Phase 3
0.7273	Intermediate Similarity	NPD6823	Phase 2
0.7268	Intermediate Similarity	NPD6535	Approved
0.7268	Intermediate Similarity	NPD6534	Approved
0.7267	Intermediate Similarity	NPD9717	Approved
0.7263	Intermediate Similarity	NPD8055	Clinical (unspecified phase)
0.7263	Intermediate Similarity	NPD7701	Phase 2
0.7255	Intermediate Similarity	NPD2861	Phase 2
0.7246	Intermediate Similarity	NPD5890	Approved
0.7246	Intermediate Similarity	NPD5889	Approved
0.7232	Intermediate Similarity	NPD7685	Pre-registration
0.7225	Intermediate Similarity	NPD7184	Clinical (unspecified phase)
0.7216	Intermediate Similarity	NPD1729	Discontinued
0.7215	Intermediate Similarity	NPD4538	Approved
0.7215	Intermediate Similarity	NPD4537	Clinical (unspecified phase)
0.7215	Intermediate Similarity	NPD4536	Approved
0.7205	Intermediate Similarity	NPD5698	Clinical (unspecified phase)
0.7205	Intermediate Similarity	NPD2654	Approved
0.72	Intermediate Similarity	NPD1091	Approved
0.7197	Intermediate Similarity	NPD447	Suspended
0.7197	Intermediate Similarity	NPD1899	Clinical (unspecified phase)
0.7188	Intermediate Similarity	NPD7875	Clinical (unspecified phase)
0.7188	Intermediate Similarity	NPD7874	Approved
0.717	Intermediate Similarity	NPD651	Clinical (unspecified phase)
0.717	Intermediate Similarity	NPD5588	Approved
0.717	Intermediate Similarity	NPD5960	Phase 3
0.7168	Intermediate Similarity	NPD7229	Phase 3

Structure

CID209846 OpenBabel06191716002D 31 34 0 0 1 0 0 0 0 0999 V2000 -4.3301 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 3.0000 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 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 0.5000 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 -0.0000 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 0.0000 C 0 0 2 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 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 2 0 0 0 0 0 0 0 0 0 -1.7321 -1.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.7321 -0.0000 0.0000 C 0 0 2 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 1 0 0 0 0 0 0 0 0 0 0.8660 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 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 3 1 0 0 0 0 1 8 2 0 0 0 0 2 4 2 0 0 0 0 2 8 1 0 0 0 0 3 9 2 0 0 0 0 4 9 1 0 0 0 0 5 10 2 0 0 0 0 5 11 1 0 0 0 0 6 12 1 0 0 0 0 6 13 2 0 0 0 0 7 22 1 0 0 0 0 8 13 1 0 0 0 0 9 23 1 0 0 0 0 10 15 1 0 0 0 0 10 24 1 0 0 0 0 11 16 2 0 0 0 0 11 25 1 0 0 0 0 12 15 1 0 0 0 0 12 26 2 0 0 0 0 13 30 1 0 0 0 0 14 7 1 6 0 0 0 14 17 1 0 0 0 0 14 31 1 0 0 0 0 15 20 2 0 0 0 0 16 20 1 0 0 0 0 17 18 1 0 0 0 0 17 27 1 1 0 0 0 18 19 1 0 0 0 0 18 28 1 6 0 0 0 19 21 1 0 0 0 0 19 29 1 1 0 0 0 20 30 1 0 0 0 0 21 16 1 6 0 0 0 21 31 1 0 0 0 0 M END $$$$

External Identifiers

PubChem CID	5280441
ChEMBL	CHEMBL487417
ZINC

Physicochemical Properties

Molecular Weight:	432.11
ALogP:	-4.1202
MLogP:	2.67
XLogP:	-0.508
# Rotatable Bonds:	10
Polar Surface Area:	177.14
# H-Bond Aceptor:	6
# H-Bond Donor:	7
# Rings:	4
# Heavy Atoms:	31

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