NPASS Natural Product

Natural Product: NPC33611

Natural Product ID:	NPC33611
Common Name:	5-[(3R,3As,6R,6As)-3-(1,3-Benzodioxol-5-Yl)-1,3,3A,4,6,6A-Hexahydrofuro[3,4-C]Furan-6-Yl]-1,3-Benzodioxole
IUPAC Name:	5-[(3R,3aS,6R,6aS)-3-(1,3-benzodioxol-5-yl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-6-yl]-1,3-benzodioxole
Synonyms:
Molecular Formula:	C20H18O6
Standard InCHIKey:	PEYUIKBAABKQKQ-NSMLZSOPSA-N
Standard InCHI:	InChI=1S/C20H18O6/c1-3-15-17(25-9-23-15)5-11(1)19-13-7-22-20(14(13)8-21-19)12-2-4-16-18(6-12)26-10-24-16/h1-6,13-14,19-20H,7-10H2/t13-,14-,19+,20+/m1/s1
Canonical SMILES:	C1Oc2c(O1)cc(cc2)[C@@H]1OC[C@@H]2[C@H]1CO[C@H]2c1ccc2c(c1)OCO2
First Find Year:
Max Developmental Stage:
Synthetic Gene Cluster:	;

Species Source

Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Reference
NPO20209	Dorstenia lindeniana	Species	Moraceae	Eukaryota	UNPD*
NPO7090	Ammi majus	Species	Apiaceae	Eukaryota	UNPD*
NPO22315	Phlogacanthus thyrsiflorus	Species	Acanthaceae	Eukaryota	UNPD*
NPO18377	Chaetomium retardatum	Species	Chaetomiaceae	Eukaryota	UNPD*
NPO9469	Digitalis obscura	Species	Plantaginaceae	Eukaryota	UNPD*
NPO4176	Mosla scabra	Species	Lamiaceae	Eukaryota	UNPD*
NPO20972	Oscillatoria princeps	Species	Oscillatoriaceae	Bacteria	UNPD*
NPO17660	Podocarpus lawrencei	Species	Podocarpaceae	Eukaryota	UNPD*
NPO29440	Sarcomyxa serotina	Species	Tricholomataceae	Eukaryota	UNPD*
NPO29200	Moquiniastrum paniculatum	Species	Asteraceae	Eukaryota	UNPD*
NPO18707	Allium ursinum	Species	Amaryllidaceae	Eukaryota	UNPD*
NPO12362	Coreopsis fasciculata	Species	Asteraceae	Eukaryota	UNPD*
NPO17190	Senecio erraticus	Species	Asteraceae	Eukaryota	UNPD*
NPO20332	Dioscoreophyllum cumminsii	Species	Menispermaceae	Eukaryota	UNPD*
NPO20842	Beauveria felina	Species	Cordycipitaceae	Eukaryota	UNPD*
NPO4756	Mesua elegans	Species	Calophyllaceae	Eukaryota	UNPD*
NPO22447	Sidastrum acuminatum	Species	Malvaceae	Eukaryota	UNPD*
NPO16966	Leptospermum scoparium	Species	Myrtaceae	Eukaryota	UNPD*
NPO17802	Simmondsia chinensis	Species	Simmondsiaceae	Eukaryota	UNPD*
NPO29532	Vigna angularis	Species	Fabaceae	Eukaryota	UNPD*
NPO3215	Phora atra	Species	Phoridae	Eukaryota	UNPD*
NPO20096	Cirsium japonicum	Species	Asteraceae	Eukaryota	UNPD*
NPO18520	Helipterum strictum	Species	Asteraceae	Eukaryota	UNPD*
NPO13963	Laurencia elata	Species	Rhodomelaceae	Eukaryota	UNPD*
NPO924	Russula subnigricans	Species	Russulaceae	Eukaryota	UNPD*
NPO11557	Echinus miliaris	Species	Echinidae	Eukaryota	UNPD*
NPO5710	Michelia rajaniana	Species	Magnoliaceae	Eukaryota	UNPD*
NPO22976	Ruta microcarpa	Species	Rutaceae	Eukaryota	UNPD*
NPO1338	Arcangelisia gusanlung	Species	Menispermaceae	Eukaryota	UNPD*
NPO19189	Brickellia pendula	Species	Asteraceae	Eukaryota	UNPD*
NPO22121	Piper arboreum	Species	Piperaceae	Eukaryota	UNPD*
NPO3050	Cladonia pseudodidyma	Species	Cladoniaceae	Eukaryota	UNPD*
NPO21349	Punica granatum	Species	Lythraceae	Eukaryota	UNPD*
NPO12072	Escallonia philippiana	Species	Escalloniaceae	Eukaryota	UNPD*
NPO7807	Polyporus sulphureus	Species	Polyporaceae	Eukaryota	UNPD*
NPO7174	Callyspongia truncata	Species	Callyspongiidae	Eukaryota	UNPD*
NPO21302	Cladosporium herbarum	Species	Cladosporiaceae	Eukaryota	UNPD*
NPO16829	Dunaliella acidophila	Species	Dunaliellaceae	Eukaryota	UNPD*
NPO5764	Ophioglossum vulgatum	Species	Ophioglossaceae	Eukaryota	UNPD*
NPO17495	Isodon amethystoides	Species	Lamiaceae	Eukaryota	UNPD*
NPO17709	Timonius kaniensis	Species	Rubiaceae	Eukaryota	UNPD*
NPO18847	Copaifera paupera	Species	Fabaceae	Eukaryota	UNPD*
NPO15630	Manduca sexta	Species	Sphingidae	Eukaryota	UNPD*
NPO22509	Syncolostemon parviflorus	Species	Lamiaceae	Eukaryota	UNPD*
NPO9604	Amycolatopsis lurida	Species	Pseudonocardiaceae	Bacteria	UNPD*
NPO18792	Crotalaria lechnaultii	Species	Fabaceae	Eukaryota	UNPD*
NPO22763	Cuphea carthagenensis	Species	Lythraceae	Eukaryota	UNPD*
NPO21730	Pouzolzia occidentalis	Species	Urticaceae	Eukaryota	UNPD*
NPO22829	Ozoroa insignis	Species	Anacardiaceae	Eukaryota	UNPD*
NPO13594	Hippocratea indica	Species	Celastraceae	Eukaryota	UNPD*
NPO27240	Alcyonium grandis	Species	Alcyoniidae	Eukaryota	UNPD*
NPO13009	Laurencia saitoi	Species	Rhodomelaceae	Eukaryota	UNPD*
NPO22250	Parastrephia lepidophylla	Species	Asteraceae	Eukaryota	UNPD*
NPO21859	Centaurea nigrescens	Species	Asteraceae	Eukaryota	UNPD*
NPO17596	Ficus maxima	Species	Moraceae	Eukaryota	UNPD*
NPO28383	Vernonia tufnellae	Species	Asteraceae	Eukaryota	UNPD*
NPO22381	Euphorbia segetalis	Species	Euphorbiaceae	Eukaryota	UNPD*
NPO22635	Penstemon secundiflorus	Species	Plantaginaceae	Eukaryota	UNPD*
NPO17839	Machaerium mucronulatum	Species	Dolichopodidae	Eukaryota	UNPD*
NPO13355	Selinum carvifolium	Species	Apiaceae	Eukaryota	UNPD*
NPO1787	Agathis lanceolata	Species	Araucariaceae	Eukaryota	UNPD*
NPO11677	Lactobacillus acidophilus	Species	Lactobacillaceae	Bacteria	UNPD*
NPO21420	Phormia regina	Species	Calliphoridae	Eukaryota	UNPD*
NPO8378	Fagara heitzii	NA	NA	NA	UNPD*
NPO20146	Cladiella krempfi	Species	Alcyoniidae	Eukaryota	UNPD*
NPO8500	Eleutherococcus gracilistylus	Species	Araliaceae	Eukaryota	TM-MC*
NPO17718	Artemisia schmidtiana	Species	Asteraceae	Eukaryota	UNPD*
NPO16293	Babylonia japonica	Species	Buccinidae	Eukaryota	UNPD*
NPO16414	Thuja plicata	Species	Cupressaceae	Eukaryota	UNPD*
NPO11872	Eleutherococcus senticosus	Species	Araliaceae	Eukaryota	TM-MC*
NPO22893	Apterostigma dentigerum	Species	Formicidae	Eukaryota	UNPD*
NPO9535	Cortinarius basirubescens	Species	Cortinariaceae	Eukaryota	UNPD*
NPO11603	Lathyrus macrorrhizus	Species	Fabaceae	Eukaryota	UNPD*
NPO753	Acanthopanax sessiliflorum	NA	NA	NA	TM-MC*
NPO18173	Pyrocystis lunula	Species	Pyrocystaceae	Eukaryota	UNPD*
NPO14335	Ophiorrhiza kuroiwae	Species	Rubiaceae	Eukaryota	UNPD*
NPO21282	Aplidium orthium	Species	Polyclinidae	Eukaryota	UNPD*
NPO19057	Lentinellus omphalodes	Species	Auriscalpiaceae	Eukaryota	UNPD*
NPO12468	Asarum heterotropoides	Species	Aristolochiaceae	Eukaryota	TM-MC*
NPO6926	Colubrina asiatica	Species	Rhamnaceae	Eukaryota	UNPD*
NPO29466	Triglochin maritima	Species	Juncaginaceae	Eukaryota	UNPD*
NPO17275	Chamaemelum scariosum	Species	Asteraceae	Eukaryota	UNPD*
NPO21938	Coleus carnosus	Species	Lamiaceae	Eukaryota	UNPD*
NPO6336	Asarum sieboldii	Species	Aristolochiaceae	Eukaryota	TM-MC*
NPO15608	Tanacetum santolina	Species	Asteraceae	Eukaryota	UNPD*
NPO10765	Dracaena concinna	Species	Asparagaceae	Eukaryota	UNPD*
NPO16653	Matteuccia struthiopteris	Species	Onocleaceae	Eukaryota	UNPD*
NPO4659	Asiasarum heterotropoides	NA	NA	NA	TM-MC*
NPO12088	Conyza canadensis	Species	Asteraceae	Eukaryota	UNPD*
NPO22568	Aristolochia elegans	Species	Aristolochiaceae	Eukaryota	UNPD*
NPO14403	Taiwanofungus camphoratus	Species	Coriolaceae	Eukaryota	UNPD*
NPO29078	Asiasarum sieboldii	NA	NA	NA	TM-MC*
NPO21473	Urtica triangularis	Species	Urticaceae	Eukaryota	UNPD*
NPO4442	Artemisia austriaca	Species	Asteraceae	Eukaryota	UNPD*
NPO22052	Aspergillus candidus	Species	Aspergillaceae	Eukaryota	UNPD*
NPO26237	Piper longum	Species	Piperaceae	Eukaryota	TM-MC*
NPO3998	Neolitsea pulchella	Species	Lauraceae	Eukaryota	UNPD*
NPO3746	Hesperocyparis nevadensis	Species	Cupressaceae	Eukaryota	UNPD*
NPO1613	Cuscuta chinensis	Species	Convolvulaceae	Eukaryota	TCM_Taiwan*
NPO24778	Sesamum indicum	Species	Pedaliaceae	Eukaryota	TM-MC*
NPO21096	Cardiospermum halicacabum	Species	Sapindaceae	Eukaryota	UNPD*
NPO2780	Brenneria rubrifaciens	Species	Pectobacteriaceae	Bacteria	UNPD*
NPO9318	Stevia serrata	Species	Asteraceae	Eukaryota	UNPD*
NPO24778	Sesamum indicum	Species	Pedaliaceae	Eukaryota	TCM_Taiwan*
NPO6701	Cinnamomum camphora	Species	Lauraceae	Eukaryota	TCMID*
NPO18242	Gleichenia glauca	Species	Gleicheniaceae	Eukaryota	UNPD*
NPO18306	Juniperus thurifera	Species	Cupressaceae	Eukaryota	UNPD*
NPO6336	Asarum sieboldii	Species	Aristolochiaceae	Eukaryota	TCM_Taiwan*
NPO10542	Liparis keitaoensis	Species	Liparidae	Eukaryota	UNPD*
NPO19127	Citrus tankan	Species	Rutaceae	Eukaryota	UNPD*
NPO21991	Modiolus demissus	Species	Mytilidae	Eukaryota	UNPD*
NPO20779	Garcinia hombroniana	Species	Clusiaceae	Eukaryota	UNPD*
NPO9756	Daphne genkwa	Species	Thymelaeaceae	Eukaryota	TCM_Taiwan*
NPO19899	Crepis foetida	Species	Asteraceae	Eukaryota	UNPD*
NPO6557	Lotus villosus	Species	Fabaceae	Eukaryota	UNPD*
NPO12990	Umbelopsis vinacea	Species	Umbelopsidaceae	Eukaryota	UNPD*
NPO12801	Aglaia meridionalis	Species	Meliaceae	Eukaryota	UNPD*
NPO15358	Entandrophragma cylindricum	Species	Meliaceae	Eukaryota	UNPD*
NPO21227	Aglaia elaeagnoidea	Species	Meliaceae	Eukaryota	UNPD*
NPO23953	Zanthoxylum monophyllum	Species	Rutaceae	Eukaryota	UNPD*
NPO21603	Eskemukerjea megacarpum	NA	NA	NA	UNPD*
NPO12282	Parmelia conspersa	Species	Parmeliaceae	Eukaryota	UNPD*
NPO28912	Astragalus gummifer	Species	Fabaceae	Eukaryota	UNPD*
NPO23010	Crinum defixum	Species	Amaryllidaceae	Eukaryota	UNPD*
NPO18983	Cleidion brevipetiolatum	Species	Euphorbiaceae	Eukaryota	UNPD*
NPO25603	Lycoris x chejuensis	Species	Amaryllidaceae	Eukaryota	UNPD*
NPO18061	Anacystis cyanea	NA	NA	NA	UNPD*
NPO18575	Ochtodes crockeri	Species	Rhizophyllidaceae	Eukaryota	UNPD*
NPO6395	Phedimus kamtschaticus	Species	Crassulaceae	Eukaryota	UNPD*
NPO6533	Dipterocarpus pilosus	Species	Dipterocarpaceae	Eukaryota	UNPD*
NPO5060	Onychopetalum amazonicum	Species	Annonaceae	Eukaryota	UNPD*
NPO25454	Plumbago europaea	Species	Plumbaginaceae	Eukaryota	UNPD*
NPO11244	Chrysolaena propinqua	Species	Asteraceae	Eukaryota	UNPD*
NPO17068	Talaromyces wortmanni	Species	Trichocomaceae	Eukaryota	UNPD*
NPO17385	Magnolia acuminata	Species	Magnoliaceae	Eukaryota	UNPD*
NPO3426	Pseudocyphellaria hirsuta	Species	Lobariaceae	Eukaryota	UNPD*
NPO17831	Millettia racemosa	Species	Fabaceae	Eukaryota	UNPD*
NPO4909	Hilliardiella oligocephala	Species	Asteraceae	Eukaryota	UNPD*
NPO10712	Tabebuia rosea	Species	Bignoniaceae	Eukaryota	UNPD*
NPO11787	Orthosiphon wulfenioides	Species	Lamiaceae	Eukaryota	UNPD*
NPO25530	Daphne blagayana	Species	Thymelaeaceae	Eukaryota	UNPD*
NPO81	Erythrina orientalis	Species	Fabaceae	Eukaryota	UNPD*
NPO20652	Phytolacca acinosa	Species	Phytolaccaceae	Eukaryota	UNPD*

Biological Activity

Activity Type	# Activity
GI50	57
IC50	1
Others	1

Activity Type	# Activity
Cell Line	57
Others	2

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT368	Cell Line	SN12C	Homo sapiens	GI50		100000	nM	PubChem BioAssay data set
NPT367	Cell Line	MDA-N	Homo sapiens	GI50		80909.59	nM	PubChem BioAssay data set
NPT369	Cell Line	ACHN	Homo sapiens	GI50		100000	nM	PubChem BioAssay data set
NPT370	Cell Line	NCI-H23	Homo sapiens	GI50		65917.39	nM	PubChem BioAssay data set
NPT371	Cell Line	UO-31	Homo sapiens	GI50		65765.78	nM	PubChem BioAssay data set
NPT372	Cell Line	HOP-92	Homo sapiens	GI50		69342.58	nM	PubChem BioAssay data set
NPT90	Cell Line	DU-145	Homo sapiens	GI50		100000	nM	PubChem BioAssay data set
NPT116	Cell Line	HL-60	Homo sapiens	GI50		43954.16	nM	PubChem BioAssay data set
NPT374	Cell Line	SF-539	Homo sapiens	GI50		100000	nM	PubChem BioAssay data set
NPT373	Cell Line	SK-MEL-5	Homo sapiens	GI50		16032.45	nM	PubChem BioAssay data set
NPT375	Cell Line	Malme-3M	Homo sapiens	GI50		53333.49	nM	PubChem BioAssay data set
NPT111	Cell Line	K562	Homo sapiens	GI50		46773.51	nM	PubChem BioAssay data set
NPT376	Cell Line	A498	Homo sapiens	GI50		100000	nM	PubChem BioAssay data set
NPT377	Cell Line	OVCAR-3	Homo sapiens	GI50		43451.02	nM	PubChem BioAssay data set
NPT112	Cell Line	MOLT-4	Homo sapiens	GI50		28444.61	nM	PubChem BioAssay data set
NPT379	Cell Line	HOP-62	Homo sapiens	GI50		100000	nM	PubChem BioAssay data set
NPT378	Cell Line	NCI/ADR-RES	Homo sapiens	GI50		36643.76	nM	PubChem BioAssay data set
NPT380	Cell Line	U-251	Homo sapiens	GI50		60394.86	nM	PubChem BioAssay data set
NPT381	Cell Line	OVCAR-8	Homo sapiens	GI50		100000	nM	PubChem BioAssay data set
NPT382	Cell Line	OVCAR-5	Homo sapiens	GI50		100000	nM	PubChem BioAssay data set
NPT82	Cell Line	MDA-MB-231	Homo sapiens	GI50		93972.33	nM	PubChem BioAssay data set
NPT383	Cell Line	SNB-19	Homo sapiens	GI50		100000	nM	PubChem BioAssay data set
NPT384	Cell Line	TK-10	Homo sapiens	GI50		30338.91	nM	PubChem BioAssay data set
NPT323	Cell Line	SW-620	Homo sapiens	GI50		58344.51	nM	PubChem BioAssay data set
NPT386	Cell Line	KM12	Homo sapiens	GI50		23067.47	nM	PubChem BioAssay data set
NPT455	Cell Line	NCI-H522	Homo sapiens	GI50		100000	nM	PubChem BioAssay data set
NPT387	Cell Line	M14	Homo sapiens	GI50		62805.84	nM	PubChem BioAssay data set
NPT389	Cell Line	RPMI-8226	Homo sapiens	GI50		46344.69	nM	PubChem BioAssay data set
NPT388	Cell Line	NCI-H322M	Homo sapiens	GI50		75857.76	nM	PubChem BioAssay data set
NPT456	Cell Line	OVCAR-4	Homo sapiens	GI50		100000	nM	PubChem BioAssay data set
NPT390	Cell Line	LOX IMVI	Homo sapiens	GI50		36224.3	nM	PubChem BioAssay data set
NPT147	Cell Line	SK-MEL-2	Homo sapiens	GI50		100000	nM	PubChem BioAssay data set
NPT391	Cell Line	HCC 2998	Homo sapiens	GI50		100000	nM	PubChem BioAssay data set
NPT81	Cell Line	A549	Homo sapiens	GI50		62230.03	nM	PubChem BioAssay data set
NPT392	Cell Line	SNB-75	Homo sapiens	GI50		100000	nM	PubChem BioAssay data set
NPT148	Cell Line	HCT-15	Homo sapiens	GI50		100000	nM	PubChem BioAssay data set
NPT393	Cell Line	HCT-116	Homo sapiens	GI50		26915.35	nM	PubChem BioAssay data set
NPT395	Cell Line	SF-268	Homo sapiens	GI50		100000	nM	PubChem BioAssay data set
NPT394	Cell Line	EKVX	Homo sapiens	GI50		29716.66	nM	PubChem BioAssay data set
NPT306	Cell Line	PC-3	Homo sapiens	GI50		51404.37	nM	PubChem BioAssay data set
NPT83	Cell Line	MCF7	Homo sapiens	GI50		34914.03	nM	PubChem BioAssay data set
NPT146	Cell Line	SK-OV-3	Homo sapiens	GI50		100000	nM	PubChem BioAssay data set
NPT396	Cell Line	T47D	Homo sapiens	GI50		46344.69	nM	PubChem BioAssay data set
NPT397	Cell Line	NCI-H460	Homo sapiens	GI50		100000	nM	PubChem BioAssay data set
NPT398	Cell Line	UACC-62	Homo sapiens	GI50		100000	nM	PubChem BioAssay data set
NPT308	Cell Line	CAKI-1	Homo sapiens	GI50		30130.06	nM	PubChem BioAssay data set
NPT399	Cell Line	SF-295	Homo sapiens	GI50		100000	nM	PubChem BioAssay data set
NPT400	Cell Line	MDA-MB-435	Homo sapiens	GI50		54200.09	nM	PubChem BioAssay data set
NPT458	Cell Line	IGROV-1	Homo sapiens	GI50		87096.36	nM	PubChem BioAssay data set
NPT401	Cell Line	786-0	Homo sapiens	GI50		100000	nM	PubChem BioAssay data set
NPT403	Cell Line	UACC-257	Homo sapiens	GI50		13740.42	nM	PubChem BioAssay data set
NPT404	Cell Line	CCRF-CEM	Homo sapiens	GI50		44771.33	nM	PubChem BioAssay data set
NPT139	Cell Line	HT-29	Homo sapiens	GI50		60813.5	nM	PubChem BioAssay data set
NPT405	Cell Line	NCI-H226	Homo sapiens	GI50		100000	nM	PubChem BioAssay data set
NPT170	Cell Line	SK-MEL-28	Homo sapiens	GI50		100000	nM	PubChem BioAssay data set
NPT406	Cell Line	RXF 393	Homo sapiens	GI50		20796.97	nM	PubChem BioAssay data set
NPT407	Cell Line	COLO 205	Homo sapiens	GI50		100000	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Activity	=	126	%	26774654
NPT2	Others	Unspecified		IC50	=	26260	nM	26774654

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 NPC33611 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	362
0.1-0.2	1149
0.2-0.3	2655
0.3-0.4	7281
0.4-0.5	6227
0.5-0.6	3952
0.6-0.7	6729
0.7-0.8	2034
0.8-0.85	332
0.85-0.9	116
0.9-0.95	36
0.95-1	16

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC129687
1.0	High Similarity	NPC16830
1.0	High Similarity	NPC158526
1.0	High Similarity	NPC171928
1.0	High Similarity	NPC100223
0.9762	High Similarity	NPC227160
0.9762	High Similarity	NPC82111
0.9683	High Similarity	NPC233224
0.9683	High Similarity	NPC271208
0.9615	High Similarity	NPC101807
0.9615	High Similarity	NPC469981
0.9535	High Similarity	NPC47181
0.9524	High Similarity	NPC158471
0.9524	High Similarity	NPC57119
0.9524	High Similarity	NPC226862
0.9524	High Similarity	NPC165128
0.9462	High Similarity	NPC189474
0.9462	High Similarity	NPC18576
0.9462	High Similarity	NPC474139
0.9398	High Similarity	NPC312199
0.9385	High Similarity	NPC31530
0.938	High Similarity	NPC7744
0.9328	High Similarity	NPC311057
0.9313	High Similarity	NPC148893
0.9313	High Similarity	NPC25333
0.9313	High Similarity	NPC49235
0.9308	High Similarity	NPC266848
0.9308	High Similarity	NPC136750
0.9291	High Similarity	NPC158737
0.9248	High Similarity	NPC88640
0.9248	High Similarity	NPC193666
0.9248	High Similarity	NPC123526
0.9231	High Similarity	NPC65183
0.9231	High Similarity	NPC261812
0.9231	High Similarity	NPC72046
0.9206	High Similarity	NPC18449
0.9206	High Similarity	NPC121783
0.9206	High Similarity	NPC34902
0.9154	High Similarity	NPC192255
0.9111	High Similarity	NPC471908
0.9104	High Similarity	NPC113550
0.9091	High Similarity	NPC170779
0.9091	High Similarity	NPC90083
0.9084	High Similarity	NPC147616
0.9084	High Similarity	NPC259742
0.9084	High Similarity	NPC104077
0.9084	High Similarity	NPC219671
0.9077	High Similarity	NPC134764
0.9077	High Similarity	NPC171550
0.9037	High Similarity	NPC46591
0.9023	High Similarity	NPC142547
0.9023	High Similarity	NPC135777
0.8978	High Similarity	NPC298317
0.8978	High Similarity	NPC265154
0.8978	High Similarity	NPC255566
0.8968	High Similarity	NPC126935
0.8968	High Similarity	NPC216929
0.8968	High Similarity	NPC312713
0.8968	High Similarity	NPC80241
0.8968	High Similarity	NPC301641
0.8968	High Similarity	NPC65933
0.8968	High Similarity	NPC172676
0.8968	High Similarity	NPC57268
0.8963	High Similarity	NPC156376
0.8955	High Similarity	NPC121651
0.8923	High Similarity	NPC222127
0.8923	High Similarity	NPC82862
0.8915	High Similarity	NPC40352
0.8915	High Similarity	NPC213711
0.8905	High Similarity	NPC474295
0.8897	High Similarity	NPC56091
0.8889	High Similarity	NPC185908
0.8881	High Similarity	NPC174191
0.8855	High Similarity	NPC476748
0.8846	High Similarity	NPC8050
0.8846	High Similarity	NPC473093
0.8846	High Similarity	NPC473092
0.8841	High Similarity	NPC12728
0.8841	High Similarity	NPC185071
0.8815	High Similarity	NPC11453
0.881	High Similarity	NPC344161
0.8797	High Similarity	NPC471505
0.8786	High Similarity	NPC3982
0.8779	High Similarity	NPC328682
0.8779	High Similarity	NPC281864
0.8779	High Similarity	NPC54321
0.8777	High Similarity	NPC179521
0.8777	High Similarity	NPC166884
0.8777	High Similarity	NPC477701
0.8777	High Similarity	NPC141569
0.8769	High Similarity	NPC112571
0.8769	High Similarity	NPC206882
0.8769	High Similarity	NPC285725
0.8769	High Similarity	NPC50683
0.8768	High Similarity	NPC472562
0.8768	High Similarity	NPC80326
0.8768	High Similarity	NPC246947
0.8759	High Similarity	NPC216434
0.8759	High Similarity	NPC103448
0.8759	High Similarity	NPC177868
0.875	High Similarity	NPC166184
0.875	High Similarity	NPC283949
0.8741	High Similarity	NPC184938
0.8741	High Similarity	NPC150534
0.8741	High Similarity	NPC101624
0.8731	High Similarity	NPC1474
0.8731	High Similarity	NPC196937
0.8722	High Similarity	NPC161557
0.8722	High Similarity	NPC7171
0.8722	High Similarity	NPC27843
0.8722	High Similarity	NPC115207
0.8722	High Similarity	NPC228346
0.8722	High Similarity	NPC158079
0.8722	High Similarity	NPC40432
0.8714	High Similarity	NPC469586
0.8714	High Similarity	NPC205316
0.8705	High Similarity	NPC477898
0.8696	High Similarity	NPC300798
0.8696	High Similarity	NPC58137
0.8676	High Similarity	NPC143895
0.8667	High Similarity	NPC19890
0.8667	High Similarity	NPC110958
0.8657	High Similarity	NPC181049
0.8657	High Similarity	NPC207400
0.8657	High Similarity	NPC106739
0.8643	High Similarity	NPC177644
0.8643	High Similarity	NPC191158
0.8643	High Similarity	NPC84181
0.8636	High Similarity	NPC470084
0.8633	High Similarity	NPC287124
0.8633	High Similarity	NPC302506
0.8633	High Similarity	NPC174522
0.8626	High Similarity	NPC186845
0.8626	High Similarity	NPC88297
0.8626	High Similarity	NPC9891
0.8623	High Similarity	NPC226547
0.8623	High Similarity	NPC278076
0.8613	High Similarity	NPC14022
0.8593	High Similarity	NPC169973
0.8582	High Similarity	NPC22150
0.8582	High Similarity	NPC180953
0.8582	High Similarity	NPC38041
0.8582	High Similarity	NPC279298
0.8571	High Similarity	NPC474808
0.8561	High Similarity	NPC472711
0.8561	High Similarity	NPC177167
0.8561	High Similarity	NPC98745
0.854	High Similarity	NPC32189
0.8521	High Similarity	NPC112861
0.8521	High Similarity	NPC205796
0.8521	High Similarity	NPC276753
0.8519	High Similarity	NPC4940
0.8511	High Similarity	NPC92693
0.8511	High Similarity	NPC218841
0.8507	High Similarity	NPC275950
0.8507	High Similarity	NPC242807
0.8507	High Similarity	NPC64201
0.8507	High Similarity	NPC187998
0.8507	High Similarity	NPC153739
0.8507	High Similarity	NPC257582
0.8507	High Similarity	NPC77040
0.8507	High Similarity	NPC42300
0.8507	High Similarity	NPC145305
0.8507	High Similarity	NPC241522
0.8507	High Similarity	NPC174495
0.8507	High Similarity	NPC92164
0.85	High Similarity	NPC176586
0.85	High Similarity	NPC210354
0.8496	Intermediate Similarity	NPC129570
0.8496	Intermediate Similarity	NPC45774
0.8496	Intermediate Similarity	NPC184733
0.8496	Intermediate Similarity	NPC282703
0.8496	Intermediate Similarity	NPC21867
0.8496	Intermediate Similarity	NPC128208
0.8496	Intermediate Similarity	NPC11258
0.8478	Intermediate Similarity	NPC196420
0.8478	Intermediate Similarity	NPC474039
0.8472	Intermediate Similarity	NPC240521
0.8467	Intermediate Similarity	NPC236522
0.8467	Intermediate Similarity	NPC99572
0.8467	Intermediate Similarity	NPC126409
0.8456	Intermediate Similarity	NPC205915
0.8451	Intermediate Similarity	NPC18979
0.8451	Intermediate Similarity	NPC42716
0.8451	Intermediate Similarity	NPC474749
0.8451	Intermediate Similarity	NPC477702
0.8451	Intermediate Similarity	NPC11422
0.8451	Intermediate Similarity	NPC178014
0.8444	Intermediate Similarity	NPC476345
0.8444	Intermediate Similarity	NPC277804
0.844	Intermediate Similarity	NPC470950
0.844	Intermediate Similarity	NPC185307
0.8433	Intermediate Similarity	NPC475875
0.8417	Intermediate Similarity	NPC9068
0.8409	Intermediate Similarity	NPC17348
0.8406	Intermediate Similarity	NPC25695
0.8406	Intermediate Similarity	NPC78047
0.8406	Intermediate Similarity	NPC230968
0.8406	Intermediate Similarity	NPC172818
0.8406	Intermediate Similarity	NPC102260

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC33611 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	324
0.1-0.2	888
0.2-0.3	1541
0.3-0.4	2818
0.4-0.5	1901
0.5-0.6	1091
0.6-0.7	524
0.7-0.8	72
0.8-0.85	1
0.85-0.9	1
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8672	High Similarity	NPD3705	Approved
0.8254	Intermediate Similarity	NPD5283	Phase 1
0.7899	Intermediate Similarity	NPD3027	Phase 3
0.7843	Intermediate Similarity	NPD4966	Approved
0.7843	Intermediate Similarity	NPD4965	Approved
0.7843	Intermediate Similarity	NPD4967	Phase 2
0.7744	Intermediate Similarity	NPD1357	Approved
0.7742	Intermediate Similarity	NPD6234	Discontinued
0.7703	Intermediate Similarity	NPD6143	Clinical (unspecified phase)
0.7647	Intermediate Similarity	NPD37	Approved
0.7568	Intermediate Similarity	NPD5084	Clinical (unspecified phase)
0.7551	Intermediate Similarity	NPD6674	Discontinued
0.7518	Intermediate Similarity	NPD2981	Phase 2
0.75	Intermediate Similarity	NPD2861	Phase 2
0.7483	Intermediate Similarity	NPD1613	Approved
0.7483	Intermediate Similarity	NPD1612	Clinical (unspecified phase)
0.7464	Intermediate Similarity	NPD2983	Phase 2
0.7464	Intermediate Similarity	NPD2982	Phase 2
0.7434	Intermediate Similarity	NPD6980	Clinical (unspecified phase)
0.7421	Intermediate Similarity	NPD7199	Phase 2
0.7415	Intermediate Similarity	NPD1375	Discontinued
0.7407	Intermediate Similarity	NPD7228	Approved
0.74	Intermediate Similarity	NPD6783	Clinical (unspecified phase)
0.7376	Intermediate Similarity	NPD3018	Phase 2
0.7333	Intermediate Similarity	NPD5536	Phase 2
0.7333	Intermediate Similarity	NPD5307	Clinical (unspecified phase)
0.7329	Intermediate Similarity	NPD7184	Clinical (unspecified phase)
0.7324	Intermediate Similarity	NPD1529	Clinical (unspecified phase)
0.7319	Intermediate Similarity	NPD1091	Approved
0.7297	Intermediate Similarity	NPD7266	Discontinued
0.7285	Intermediate Similarity	NPD5058	Phase 3
0.7254	Intermediate Similarity	NPD1530	Clinical (unspecified phase)
0.7229	Intermediate Similarity	NPD7240	Approved
0.7222	Intermediate Similarity	NPD5109	Approved
0.7222	Intermediate Similarity	NPD5110	Phase 2
0.7222	Intermediate Similarity	NPD5111	Phase 2
0.72	Intermediate Similarity	NPD4237	Approved
0.72	Intermediate Similarity	NPD4236	Phase 3
0.7192	Intermediate Similarity	NPD3657	Discovery
0.7162	Intermediate Similarity	NPD4108	Discontinued
0.7161	Intermediate Similarity	NPD4210	Discontinued
0.7152	Intermediate Similarity	NPD4109	Clinical (unspecified phase)
0.7152	Intermediate Similarity	NPD2978	Approved
0.7152	Intermediate Similarity	NPD2977	Approved
0.7152	Intermediate Similarity	NPD4110	Phase 3
0.7143	Intermediate Similarity	NPD228	Approved
0.7123	Intermediate Similarity	NPD3619	Clinical (unspecified phase)
0.7123	Intermediate Similarity	NPD3620	Phase 2
0.7115	Intermediate Similarity	NPD6055	Clinical (unspecified phase)
0.7092	Intermediate Similarity	NPD5327	Phase 3
0.7091	Intermediate Similarity	NPD3818	Discontinued
0.7089	Intermediate Similarity	NPD3382	Approved
0.7089	Intermediate Similarity	NPD3384	Approved
0.7089	Intermediate Similarity	NPD3383	Approved
0.7083	Intermediate Similarity	NPD4908	Phase 1
0.7083	Intermediate Similarity	NPD5752	Clinical (unspecified phase)
0.7071	Intermediate Similarity	NPD1610	Phase 2
0.707	Intermediate Similarity	NPD7028	Phase 2
0.7059	Intermediate Similarity	NPD7124	Phase 2
0.7059	Intermediate Similarity	NPD7157	Approved
0.7051	Intermediate Similarity	NPD1653	Approved
0.705	Intermediate Similarity	NPD5125	Phase 3
0.705	Intermediate Similarity	NPD5126	Approved
0.7047	Intermediate Similarity	NPD6029	Clinical (unspecified phase)
0.7047	Intermediate Similarity	NPD5588	Approved
0.7047	Intermediate Similarity	NPD6028	Clinical (unspecified phase)
0.7045	Intermediate Similarity	NPD2684	Approved
0.7044	Intermediate Similarity	NPD5563	Clinical (unspecified phase)
0.7039	Intermediate Similarity	NPD6331	Phase 2
0.7037	Intermediate Similarity	NPD5494	Approved
0.7019	Intermediate Similarity	NPD7975	Clinical (unspecified phase)
0.7007	Intermediate Similarity	NPD4060	Phase 1
0.7	Intermediate Similarity	NPD2438	Suspended
0.7	Intermediate Similarity	NPD2161	Phase 2
0.6992	Remote Similarity	NPD3022	Approved
0.6992	Remote Similarity	NPD3021	Approved
0.6986	Remote Similarity	NPD4907	Clinical (unspecified phase)
0.698	Remote Similarity	NPD6895	Approved
0.698	Remote Similarity	NPD6896	Approved
0.6978	Remote Similarity	NPD5585	Approved
0.6974	Remote Similarity	NPD5698	Clinical (unspecified phase)
0.6972	Remote Similarity	NPD4379	Clinical (unspecified phase)
0.6963	Remote Similarity	NPD7843	Approved
0.6963	Remote Similarity	NPD5535	Approved
0.6959	Remote Similarity	NPD6355	Discontinued
0.6959	Remote Similarity	NPD8055	Clinical (unspecified phase)
0.6959	Remote Similarity	NPD5735	Approved
0.6939	Remote Similarity	NPD554	Clinical (unspecified phase)
0.6939	Remote Similarity	NPD1726	Clinical (unspecified phase)
0.6929	Remote Similarity	NPD17	Approved
0.6928	Remote Similarity	NPD6658	Clinical (unspecified phase)
0.6923	Remote Similarity	NPD7314	Clinical (unspecified phase)
0.6913	Remote Similarity	NPD2492	Phase 1
0.6906	Remote Similarity	NPD1182	Approved
0.6901	Remote Similarity	NPD1840	Phase 2
0.6901	Remote Similarity	NPD7090	Clinical (unspecified phase)
0.6894	Remote Similarity	NPD6374	Clinical (unspecified phase)
0.6892	Remote Similarity	NPD2979	Phase 3
0.6887	Remote Similarity	NPD3539	Phase 1
0.6879	Remote Similarity	NPD7243	Clinical (unspecified phase)
0.6867	Remote Similarity	NPD6111	Discontinued
0.6867	Remote Similarity	NPD4538	Approved
0.6867	Remote Similarity	NPD4537	Clinical (unspecified phase)
0.6867	Remote Similarity	NPD4536	Approved
0.6866	Remote Similarity	NPD5451	Approved
0.6863	Remote Similarity	NPD3060	Approved
0.6857	Remote Similarity	NPD5691	Approved
0.6853	Remote Similarity	NPD3600	Clinical (unspecified phase)
0.6842	Remote Similarity	NPD3540	Phase 1
0.6842	Remote Similarity	NPD5763	Approved
0.6842	Remote Similarity	NPD5762	Approved
0.6842	Remote Similarity	NPD1358	Approved
0.6832	Remote Similarity	NPD8455	Phase 2
0.6824	Remote Similarity	NPD7685	Pre-registration
0.6821	Remote Similarity	NPD5960	Phase 3
0.6815	Remote Similarity	NPD1940	Clinical (unspecified phase)
0.6815	Remote Similarity	NPD5261	Clinical (unspecified phase)
0.6812	Remote Similarity	NPD6387	Discontinued
0.681	Remote Similarity	NPD5604	Discontinued
0.6809	Remote Similarity	NPD5846	Approved
0.6809	Remote Similarity	NPD6516	Phase 2
0.6806	Remote Similarity	NPD8651	Approved
0.6806	Remote Similarity	NPD2922	Phase 1
0.6805	Remote Similarity	NPD7074	Phase 3
0.6803	Remote Similarity	NPD7095	Approved
0.6786	Remote Similarity	NPD1548	Phase 1
0.6783	Remote Similarity	NPD1608	Approved
0.6779	Remote Similarity	NPD2238	Phase 2
0.6779	Remote Similarity	NPD1558	Phase 1
0.6779	Remote Similarity	NPD4140	Approved
0.6772	Remote Similarity	NPD5976	Discontinued
0.677	Remote Similarity	NPD1934	Approved
0.677	Remote Similarity	NPD7945	Clinical (unspecified phase)
0.6767	Remote Similarity	NPD3134	Approved
0.6765	Remote Similarity	NPD1137	Approved
0.6765	Remote Similarity	NPD1139	Approved
0.6758	Remote Similarity	NPD7680	Approved
0.6757	Remote Similarity	NPD5718	Phase 2
0.6755	Remote Similarity	NPD7119	Phase 2
0.6755	Remote Similarity	NPD7097	Phase 1
0.6753	Remote Similarity	NPD4162	Approved
0.6753	Remote Similarity	NPD5177	Phase 3
0.6752	Remote Similarity	NPD4123	Phase 3
0.6746	Remote Similarity	NPD7054	Approved
0.6738	Remote Similarity	NPD1651	Approved
0.6736	Remote Similarity	NPD3685	Discontinued
0.6736	Remote Similarity	NPD4359	Approved
0.6732	Remote Similarity	NPD2029	Clinical (unspecified phase)
0.6715	Remote Similarity	NPD1138	Approved
0.6713	Remote Similarity	NPD1281	Approved
0.6711	Remote Similarity	NPD6233	Phase 2
0.671	Remote Similarity	NPD4628	Phase 3
0.6709	Remote Similarity	NPD7526	Approved
0.6709	Remote Similarity	NPD7527	Clinical (unspecified phase)
0.6709	Remote Similarity	NPD52	Approved
0.6708	Remote Similarity	NPD6385	Approved
0.6708	Remote Similarity	NPD6386	Approved
0.6706	Remote Similarity	NPD7472	Approved
0.6691	Remote Similarity	NPD709	Approved
0.6689	Remote Similarity	NPD6353	Approved
0.6689	Remote Similarity	NPD6653	Approved
0.6688	Remote Similarity	NPD4664	Clinical (unspecified phase)
0.6688	Remote Similarity	NPD1372	Clinical (unspecified phase)
0.6687	Remote Similarity	NPD8127	Discontinued
0.6687	Remote Similarity	NPD3817	Phase 2
0.6687	Remote Similarity	NPD4005	Discontinued
0.6687	Remote Similarity	NPD2563	Approved
0.6687	Remote Similarity	NPD2560	Approved
0.6667	Remote Similarity	NPD3454	Phase 3
0.6667	Remote Similarity	NPD7296	Approved
0.6667	Remote Similarity	NPD2231	Phase 2
0.6667	Remote Similarity	NPD2677	Approved
0.6667	Remote Similarity	NPD4481	Phase 3
0.6667	Remote Similarity	NPD2235	Phase 2
0.6667	Remote Similarity	NPD4420	Approved
0.6646	Remote Similarity	NPD4678	Approved
0.6646	Remote Similarity	NPD7004	Clinical (unspecified phase)
0.6646	Remote Similarity	NPD3882	Suspended
0.6646	Remote Similarity	NPD4868	Clinical (unspecified phase)
0.6646	Remote Similarity	NPD4675	Approved
0.6644	Remote Similarity	NPD6798	Discontinued
0.6644	Remote Similarity	NPD6859	Clinical (unspecified phase)
0.6643	Remote Similarity	NPD3596	Phase 2
0.6642	Remote Similarity	NPD968	Approved
0.663	Remote Similarity	NPD7237	Clinical (unspecified phase)
0.6626	Remote Similarity	NPD2393	Clinical (unspecified phase)
0.6626	Remote Similarity	NPD5772	Approved
0.6626	Remote Similarity	NPD5773	Approved
0.6625	Remote Similarity	NPD3686	Approved
0.6625	Remote Similarity	NPD3687	Approved
0.6623	Remote Similarity	NPD6002	Phase 3
0.6623	Remote Similarity	NPD1933	Approved
0.6623	Remote Similarity	NPD6004	Phase 3
0.6623	Remote Similarity	NPD4340	Discontinued
0.6623	Remote Similarity	NPD6003	Clinical (unspecified phase)
0.6623	Remote Similarity	NPD6005	Phase 3
0.6623	Remote Similarity	NPD6006	Clinical (unspecified phase)
0.6621	Remote Similarity	NPD4749	Approved
0.6607	Remote Similarity	NPD5242	Approved
0.6606	Remote Similarity	NPD4381	Clinical (unspecified phase)

Structure

CID33611 OpenBabel06191715362D 26 31 0 0 1 0 0 0 0 0999 V2000 2.0959 3.8148 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6040 -0.9636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0679 3.9139 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3960 -1.5353 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2676 2.1311 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5942 0.4083 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8359 0.4835 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8436 2.4479 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8114 2.0601 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.8321 -0.8018 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6957 2.9234 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7031 0.0082 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8419 1.4603 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8496 1.4708 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.6398 3.1216 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2872 -1.1352 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2396 2.2302 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3863 -0.1634 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8480 2.4374 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8556 0.4940 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.0077 2.9314 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 4.6113 3.0165 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.1808 -1.5298 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.0873 2.7162 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.8773 -1.0079 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 3 2 0 0 0 0 1 11 1 0 0 0 0 2 4 2 0 0 0 0 2 12 1 0 0 0 0 3 15 1 0 0 0 0 4 16 1 0 0 0 0 5 11 2 0 0 0 0 5 17 1 0 0 0 0 6 12 2 0 0 0 0 6 18 1 0 0 0 0 7 22 1 0 0 0 0 8 21 1 0 0 0 0 9 23 1 0 0 0 0 9 25 1 0 0 0 0 10 24 1 0 0 0 0 10 26 1 0 0 0 0 13 7 1 6 0 0 0 13 14 1 0 0 0 0 13 19 1 0 0 0 0 14 8 1 6 0 0 0 14 20 1 0 0 0 0 15 17 2 0 0 0 0 15 23 1 0 0 0 0 16 18 2 0 0 0 0 16 24 1 0 0 0 0 17 25 1 0 0 0 0 18 26 1 0 0 0 0 19 11 1 1 0 0 0 19 21 1 0 0 0 0 20 12 1 1 0 0 0 20 22 1 0 0 0 0 M END $$$$

External Identifiers

PubChem CID	382073
ChEMBL	CHEMBL1968861
ZINC

Physicochemical Properties

Molecular Weight:	354.11
ALogP:	-1.6034
MLogP:	3
XLogP:	2.576
# Rotatable Bonds:	2
Polar Surface Area:	55.38
# H-Bond Aceptor:	2
# H-Bond Donor:	0
# Rings:	6
# Heavy Atoms:	26

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