NPASS Natural Product

Natural Product: NPC93241

Natural Product ID:	NPC93241
Common Name:	Tanshinone I
IUPAC Name:	1,6-dimethylnaphtho[1,2-g][1]benzofuran-10,11-dione
Synonyms:	Tanshinone I
Molecular Formula:	C18H12O3
Standard InCHIKey:	AIGAZQPHXLWMOJ-UHFFFAOYSA-N
Standard InCHI:	InChI=1S/C18H12O3/c1-9-4-3-5-12-11(9)6-7-13-15(12)17(20)16(19)14-10(2)8-21-18(13)14/h3-8H,1-2H3
Canonical SMILES:	Cc1coc2c1C(=O)C(=O)c1c2ccc2c1cccc2C
First Find Year:
Max Developmental Stage:
Synthetic Gene Cluster:	;

Species Source

Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Reference
NPO5743	Salvia miltiorrhiza	Species	Lamiaceae	Eukaryota	PMID[20455578]
NPO5800	Radix salviae	Species	Lymnaeidae	Eukaryota	TCMSP*
NPO21137	Combretum indicum	Species	Combretaceae	Eukaryota	TM-MC*
NPO5743	Salvia miltiorrhiza	Species	Lamiaceae	Eukaryota	PMID[21775156]
NPO29700	Peucedani radix	NA	NA	NA	TCMSP*
NPO5743	Salvia miltiorrhiza	Species	Lamiaceae	Eukaryota	TM-MC*
NPO25779	Vicia sativa	Species	Fabaceae	Eukaryota	UNPD*
NPO11138	Veronicastrum sibiricum	Species	Plantaginaceae	Eukaryota	TCM_Taiwan*
NPO2385	Salvia bowleyana	Species	Lamiaceae	Eukaryota	TCMID*
NPO4009	Allochromatium minutissimum	Species	Chromatiaceae	Bacteria	UNPD*
NPO11138	Veronicastrum sibiricum	Species	Plantaginaceae	Eukaryota	HerDing*
NPO18449	Salvia yunnanensis	Species	Lamiaceae	Eukaryota	TCMID*
NPO12476	Delphinium cyphoplectrum	Species	Ranunculaceae	Eukaryota	UNPD*
NPO14213	Salvia bulleyana	Species	Lamiaceae	Eukaryota	HerDing*
NPO16750	Salvia castanea	Species	Lamiaceae	Eukaryota	TCMID*
NPO12800	Glycine falcata	Species	Fabaceae	Eukaryota	UNPD*
NPO14979	Salvia trijuga	Species	Lamiaceae	Eukaryota	TCM_Taiwan*
NPO26049	Salvia digitaloides	Species	Lamiaceae	Eukaryota	TCMID*
NPO10155	Stauntonia obovatifoliola	Species	Lardizabalaceae	Eukaryota	UNPD*
NPO14979	Salvia trijuga	Species	Lamiaceae	Eukaryota	HerDing*
NPO25813	Salvia przewalskii	Species	Lamiaceae	Eukaryota	TCMID*
NPO25868	Decachaeta ovatifolia	NA	NA	NA	UNPD*
NPO16750	Salvia castanea	Species	Lamiaceae	Eukaryota	HerDing*
NPO14213	Salvia bulleyana	Species	Lamiaceae	Eukaryota	TCMID*
NPO415	Deguelia hatschbachii	Species	Fabaceae	Eukaryota	UNPD*
NPO18449	Salvia yunnanensis	Species	Lamiaceae	Eukaryota	HerDing*
NPO27947	Salvia flava	Species	Lamiaceae	Eukaryota	TCMID*
NPO23417	Rhabdia lycioides	NA	NA	NA	UNPD*
NPO19451	Salvia prionitis	Species	Lamiaceae	Eukaryota	TCM_Taiwan*
NPO19451	Salvia prionitis	Species	Lamiaceae	Eukaryota	TCMID*
NPO25974	Streptomyces lateritius	Species	Streptomycetaceae	Bacteria	UNPD*
NPO19451	Salvia prionitis	Species	Lamiaceae	Eukaryota	HerDing*
NPO14558	Aquilaria sinensis	Species	Thymelaeaceae	Eukaryota	TCMID*
NPO26054	Palmaria palmata	Species	Palmariaceae	Eukaryota	UNPD*
NPO19925	Salvia sinica	Species	Lamiaceae	Eukaryota	HerDing*
NPO5743	Salvia miltiorrhiza	Species	Lamiaceae	Eukaryota	TCMID*
NPO11138	Veronicastrum sibiricum	Species	Plantaginaceae	Eukaryota	TCMID*
NPO11487	Senecio madagascariensis	Species	Asteraceae	Eukaryota	UNPD*
NPO2385	Salvia bowleyana	Species	Lamiaceae	Eukaryota	HerDing*
NPO25813	Salvia przewalskii	Species	Lamiaceae	Eukaryota	HerDing*
NPO19925	Salvia sinica	Species	Lamiaceae	Eukaryota	TCMID*
NPO24988	Viburnum sieboldi	Species	Adoxaceae	Eukaryota	UNPD*
NPO8225	Salvia karabachensis	Species	Lamiaceae	Eukaryota	TCMID*
NPO24740	Uvaria klaineana	Species	Annonaceae	Eukaryota	UNPD*
NPO14822	Salvia sclarea	Species	Lamiaceae	Eukaryota	TCMID*
NPO26223	Cladonia bellidiflora	Species	Cladoniaceae	Eukaryota	UNPD*
NPO25813.1	Salvia przewalskii var. mandarinorum	Varieties	Lamiaceae	Eukaryota	TCMID*
NPO23960	Artemisia siversiana	Species	Asteraceae	Eukaryota	UNPD*
NPO14979	Salvia trijuga	Species	Lamiaceae	Eukaryota	TCMID*
NPO25212	Ritterella rubra	NA	NA	NA	UNPD*
NPO27437	Camptothecium lutescens	Species	Brachytheciaceae	Eukaryota	UNPD*
NPO14253	Bothriocline longipes	Species	Asteraceae	Eukaryota	UNPD*
NPO25813	Salvia przewalskii	Species	Lamiaceae	Eukaryota	UNPD*
NPO25813.1	Salvia przewalskii var. mandarinorum	Varieties	Lamiaceae	Eukaryota	HerDing*
NPO28257	Dioscorea communis	Species	Dioscoreaceae	Eukaryota	UNPD*
NPO26049	Salvia digitaloides	Species	Lamiaceae	Eukaryota	HerDing*
NPO25701	Amentotaxus yunnanensis	Species	Taxaceae	Eukaryota	UNPD*
NPO27947	Salvia flava	Species	Lamiaceae	Eukaryota	HerDing*
NPO28189	Metzgeria pubescens	Species	Metzgeriaceae	Eukaryota	UNPD*
NPO30139	Salvia przewalskll	Species	Lamiaceae	Eukaryota	TCM_Taiwan*
NPO191	Amaranthus hybr	Species	Amaranthaceae	Eukaryota	UNPD*
NPO5743	Salvia miltiorrhiza	Species	Lamiaceae	Eukaryota	TCM_Taiwan*
NPO26087	Euphorbia retusa	Species	Euphorbiaceae	Eukaryota	UNPD*
NPO5743	Salvia miltiorrhiza	Species	Lamiaceae	Eukaryota	HerDing*
NPO22016	Notholaena dealbata	Species	Pteridaceae	Eukaryota	UNPD*
NPO8225	Salvia karabachensis	Species	Lamiaceae	Eukaryota	TCM_Taiwan*
NPO11003	Euphorbia sancta	Species	Euphorbiaceae	Eukaryota	UNPD*
NPO8225	Salvia karabachensis	Species	Lamiaceae	Eukaryota	HerDing*
NPO10497	Hydrolithon reinboldii	Species	Corallinaceae	Eukaryota	UNPD*
NPO22758	Picradeniopsis pringlei	Species	Asteraceae	Eukaryota	UNPD*
NPO15394	Angelica decursiva	Species	Apiaceae	Eukaryota	TM-MC*
NPO11814	Asphodeline tenuior	Species	Asphodelaceae	Eukaryota	UNPD*
NPO26316	Pleurophycus gardneri	Species	Alariaceae	Eukaryota	UNPD*
NPO11985	Glycyrrhiza triphylla	Species	Fabaceae	Eukaryota	UNPD*
NPO13164	Iris hoogiana	Species	Iridaceae	Eukaryota	UNPD*
NPO6346	Phallusia fumigata	Species	Ascidiidae	Eukaryota	UNPD*
NPO4340	Peucedanum praeruptorum	Species	Apiaceae	Eukaryota	TM-MC*
NPO5743	Salvia miltiorrhiza	Species	Lamiaceae	Eukaryota	PMID[17583950]
NPO6321	Agathosma thymifolia	Species	Rutaceae	Eukaryota	UNPD*
NPO17494	Prunella vulgaris	Species	Lamiaceae	Eukaryota	TM-MC*

Biological Activity

Activity Type	# Activity
EC50	11
ED50	2
IC50	19
Ki	6
Others	8
Potency	42

Activity Type	# Activity
Cell Line	6
Individual Protein	57
Organism	5
Others	19
Protein Complex	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT83	Cell Line	MCF7	Homo sapiens	ED50	=	0.82	ug/ml	15509181
NPT82	Cell Line	MDA-MB-231	Homo sapiens	ED50	=	0.75	ug/ml	15509181
NPT2	Others	Unspecified		IC50	=	12500	nM	17583950
NPT2	Others	Unspecified		IC50	=	8510	nM	17583950
NPT196	Cell Line	AGS	Homo sapiens	IC50	>	50000	nM	17583950
NPT2	Others	Unspecified		IC50	>	50000	nM	17583950
NPT65	Cell Line	HepG2	Homo sapiens	EC50	=	6300	nM	20455578
NPT2	Others	Unspecified		EC50	>	10000	nM	20455578
NPT65	Cell Line	HepG2	Homo sapiens	EC50	>	10000	nM	20455578
NPT668	Individual Protein	P-glycoprotein 1	Homo sapiens	Inhibition	=	50	%	20455578
NPT174	Organism	Streptococcus	Streptococcus	EC50	=	7626	nM	PubChem BioAssay data set
NPT1252	Organism	Streptococcus sp. 'group A'	Streptococcus sp. 'group A'	EC50	=	4649	nM	PubChem BioAssay data set
NPT312	Organism	Saccharomyces cerevisiae	Saccharomyces cerevisiae	Potency	=	35481.3	nM	PubChem BioAssay data set
NPT50	Individual Protein	Tyrosyl-DNA phosphodiesterase 1	Homo sapiens	Potency	=	11220.2	nM	PubChem BioAssay data set
NPT51	Individual Protein	Microtubule-associated protein tau	Homo sapiens	Potency	=	1995.3	nM	PubChem BioAssay data set
NPT3	Individual Protein	Thioredoxin glutathione reductase	Schistosoma mansoni	Potency	=	8912.5	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		IC50	=	336	nM	PubChem BioAssay data set
NPT54	Individual Protein	Nonstructural protein 1	Influenza A virus	Potency	=	1412.5	nM	PubChem BioAssay data set
NPT51	Individual Protein	Microtubule-associated protein tau	Homo sapiens	Potency	=	14125.4	nM	PubChem BioAssay data set
NPT55	Individual Protein	Putative fructose-1,6-bisphosphate aldolase	Giardia intestinalis	Potency	=	1255.9	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		EC50	=	78757	nM	PubChem BioAssay data set
NPT531	Individual Protein	Nuclear receptor ROR-gamma	Mus musculus	Potency	=	10000	nM	PubChem BioAssay data set
NPT58	Individual Protein	Bloom syndrome protein	Homo sapiens	Potency	=	25118.9	nM	PubChem BioAssay data set
NPT1254	Individual Protein	Streptokinase A	Streptococcus pyogenes serotype M1	EC50	=	2753	nM	PubChem BioAssay data set
NPT1254	Individual Protein	Streptokinase A	Streptococcus pyogenes serotype M1	EC50	>	150000	nM	PubChem BioAssay data set
NPT59	Individual Protein	DNA polymerase beta	Homo sapiens	Potency	=	19952.6	nM	PubChem BioAssay data set
NPT532	Individual Protein	Lysine-specific demethylase 4A	Homo sapiens	Potency		35481.3	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		EC50	>	80000	nM	PubChem BioAssay data set
NPT539	Individual Protein	Cellular tumor antigen p53	Homo sapiens	Potency		2511.9	nM	PubChem BioAssay data set
NPT5	Individual Protein	Histone-lysine N-methyltransferase, H3 lysine-9 specific 3	Homo sapiens	Potency		3162.3	nM	PubChem BioAssay data set
NPT63	Individual Protein	Bromodomain adjacent to zinc finger domain protein 2B	Homo sapiens	Potency		35481.3	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		IC50	=	2800	nM	PubChem BioAssay data set
NPT64	Individual Protein	ATPase family AAA domain-containing protein 5	Homo sapiens	Potency		29081	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		IC50	=	3910	nM	PubChem BioAssay data set
NPT783	Cell Line	MIA PaCa-2	Homo sapiens	IC50	=	10500	nM	21775156
NPT198	Individual Protein	Vitamin D receptor	Homo sapiens	Potency		63095.7	nM	PubChem BioAssay data set
NPT6	Organism	Plasmodium falciparum	Plasmodium falciparum	Potency		18526	nM	PubChem BioAssay data set
NPT135	Individual Protein	Chromobox protein homolog 1	Homo sapiens	Potency		15848.9	nM	PubChem BioAssay data set
NPT7	Individual Protein	Thioredoxin reductase 1, cytoplasmic	Rattus norvegicus	Potency		39810.7	nM	PubChem BioAssay data set
NPT8	Individual Protein	DNA polymerase iota	Homo sapiens	Potency		6309.6	nM	PubChem BioAssay data set
NPT803	Individual Protein	Flap endonuclease 1	Homo sapiens	Potency		10000	nM	PubChem BioAssay data set
NPT9	Individual Protein	DNA polymerase eta	Homo sapiens	Potency		28183.8	nM	PubChem BioAssay data set
NPT199	Individual Protein	DNA polymerase kappa	Homo sapiens	Potency		79432.8	nM	PubChem BioAssay data set
NPT6	Organism	Plasmodium falciparum	Plasmodium falciparum	Potency		11689.1	nM	PubChem BioAssay data set
NPT484	Individual Protein	Luciferin 4-monooxygenase	Photinus pyralis	Potency		10691	nM	PubChem BioAssay data set
NPT10	Individual Protein	Geminin	Homo sapiens	Potency		12995.3	nM	PubChem BioAssay data set
NPT478	Individual Protein	Ataxin-2	Homo sapiens	Potency		10000	nM	PubChem BioAssay data set
NPT10	Individual Protein	Geminin	Homo sapiens	Potency		5173.5	nM	PubChem BioAssay data set
NPT157	Individual Protein	Breast cancer type 1 susceptibility protein	Homo sapiens	Potency		3162.3	nM	PubChem BioAssay data set
NPT11	Individual Protein	Guanine nucleotide-binding protein G(s), subunit alpha	Homo sapiens	Potency		5623.4	nM	PubChem BioAssay data set
NPT755	Individual Protein	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	Homo sapiens	Potency		89125.1	nM	PubChem BioAssay data set
NPT1043	Individual Protein	Glycoprotein hormones alpha chain	Homo sapiens	Potency		5011.9	nM	PubChem BioAssay data set
NPT200	Individual Protein	SARS coronavirus 3C-like proteinase	SARS coronavirus	IC50	=	38700	nM	22884354
NPT200	Individual Protein	SARS coronavirus 3C-like proteinase	SARS coronavirus	IC50	=	8800	nM	22884354
NPT200	Individual Protein	SARS coronavirus 3C-like proteinase	SARS coronavirus	Ki	=	13700	nM	22884354
NPT200	Individual Protein	SARS coronavirus 3C-like proteinase	SARS coronavirus	IC50	=	700	nM	22884354
NPT2	Others	Unspecified		IC50	=	102700	nM	22884354
NPT202	Individual Protein	Protease	Human immunodeficiency virus 1	IC50	=	45900	nM	22884354
NPT200	Individual Protein	SARS coronavirus 3C-like proteinase	SARS coronavirus	IC50	=	11500	nM	22884354
NPT144	Individual Protein	Telomerase reverse transcriptase	Homo sapiens	Inhibition	=	65	%	22044621
NPT68	Individual Protein	Aldose reductase	Rattus norvegicus	IC50	=	10000	nM	10.1007/s00044-011-9681-6
NPT2	Others	Unspecified		FC	=	3.9		23286284
NPT203	Individual Protein	Carboxylesterase 2	Homo sapiens	Inhibition	=	68.7	%	23286284
NPT204	Individual Protein	Acetylcholinesterase	Homo sapiens	Ki	>	100000	nM	23286284
NPT203	Individual Protein	Carboxylesterase 2	Homo sapiens	Ki	=	1410	nM	23286284
NPT203	Individual Protein	Carboxylesterase 2	Homo sapiens	Ki	=	14550	nM	23286284
NPT166	Individual Protein	Acyl coenzyme A:cholesterol acyltransferase	Homo sapiens	Ki	=	26250	nM	23286284
NPT2	Others	Unspecified		Potency		4610.9	nM	PubChem BioAssay data set
NPT160	Individual Protein	TAR DNA-binding protein 43	Homo sapiens	Potency		6309.6	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency		2909.3	nM	PubChem BioAssay data set
NPT205	Individual Protein	Protein-tyrosine phosphatase 1C	Homo sapiens	IC50	=	1970	nM	23957426
NPT206	Individual Protein	Protein-tyrosine phosphatase 2C	Homo sapiens	IC50	=	2570	nM	23957426
NPT204	Individual Protein	Acetylcholinesterase	Homo sapiens	IC50	>	50000	nM	24900610
NPT444	Individual Protein	Ubiquitin carboxyl-terminal hydrolase 1	Homo sapiens	Potency		28183.8	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency		2818.4	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency		12589.3	nM	PubChem BioAssay data set
NPT831	Individual Protein	Serine/threonine-protein kinase PLK1	Homo sapiens	Potency		26679.5	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency		7079.5	nM	PubChem BioAssay data set
NPT446	Individual Protein	Rap guanine nucleotide exchange factor 3	Homo sapiens	Potency		79432.8	nM	PubChem BioAssay data set
NPT1123	Protein Complex	EZH2/SUZ12/EED complex	Homo sapiens	IC50	=	8900	nM	24767850
NPT2	Others	Unspecified		Potency		10000	nM	PubChem BioAssay data set
NPT3000	Individual Protein	Monoglyceride lipase	Homo sapiens	Inhibition	=	58	%	10.1039/C4MD00186A
NPT3000	Individual Protein	Monoglyceride lipase	Homo sapiens	Inhibition	=	12	%	10.1039/C4MD00186A
NPT3000	Individual Protein	Monoglyceride lipase	Homo sapiens	Inhibition	=	15	%	10.1039/C4MD00186A
NPT3000	Individual Protein	Monoglyceride lipase	Homo sapiens	Inhibition	=	31	%	10.1039/C4MD00186A

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 NPC93241 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	311
0.1-0.2	1407
0.2-0.3	2630
0.3-0.4	6881
0.4-0.5	6625
0.5-0.6	4699
0.6-0.7	5739
0.7-0.8	2483
0.8-0.85	92
0.85-0.9	11
0.9-0.95	8
0.95-1	3

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC27798
0.9783	High Similarity	NPC117674
0.9714	High Similarity	NPC281398
0.9444	High Similarity	NPC144010
0.9379	High Similarity	NPC145830
0.9252	High Similarity	NPC179170
0.9128	High Similarity	NPC221992
0.9067	High Similarity	NPC299094
0.9067	High Similarity	NPC10051
0.9054	High Similarity	NPC24232
0.9041	High Similarity	NPC192069
0.8993	High Similarity	NPC88958
0.8836	High Similarity	NPC478166
0.8741	High Similarity	NPC265181
0.8707	High Similarity	NPC233763
0.8639	High Similarity	NPC245522
0.8639	High Similarity	NPC114513
0.8633	High Similarity	NPC57552
0.8618	High Similarity	NPC23559
0.8618	High Similarity	NPC290927
0.8611	High Similarity	NPC233707
0.8608	High Similarity	NPC473945
0.8477	Intermediate Similarity	NPC472298
0.8467	Intermediate Similarity	NPC198427
0.8462	Intermediate Similarity	NPC324117
0.8431	Intermediate Similarity	NPC38361
0.8431	Intermediate Similarity	NPC130015
0.8421	Intermediate Similarity	NPC148423
0.8421	Intermediate Similarity	NPC135303
0.8421	Intermediate Similarity	NPC472406
0.8414	Intermediate Similarity	NPC177262
0.8411	Intermediate Similarity	NPC306788
0.8411	Intermediate Similarity	NPC474107
0.8408	Intermediate Similarity	NPC24761
0.8392	Intermediate Similarity	NPC470406
0.8389	Intermediate Similarity	NPC290038
0.8378	Intermediate Similarity	NPC69755
0.8344	Intermediate Similarity	NPC252208
0.8333	Intermediate Similarity	NPC1249
0.8333	Intermediate Similarity	NPC209858
0.8323	Intermediate Similarity	NPC233776
0.8322	Intermediate Similarity	NPC53016
0.8312	Intermediate Similarity	NPC10429
0.8311	Intermediate Similarity	NPC149780
0.8298	Intermediate Similarity	NPC50583
0.8289	Intermediate Similarity	NPC95526
0.8276	Intermediate Similarity	NPC217914
0.8261	Intermediate Similarity	NPC44602
0.8258	Intermediate Similarity	NPC41719
0.8247	Intermediate Similarity	NPC472407
0.8247	Intermediate Similarity	NPC471613
0.8235	Intermediate Similarity	NPC226578
0.8194	Intermediate Similarity	NPC282793
0.8194	Intermediate Similarity	NPC263676
0.817	Intermediate Similarity	NPC280025
0.8165	Intermediate Similarity	NPC472877
0.8158	Intermediate Similarity	NPC224418
0.8158	Intermediate Similarity	NPC190572
0.8156	Intermediate Similarity	NPC177925
0.8153	Intermediate Similarity	NPC160015
0.8153	Intermediate Similarity	NPC247677
0.8153	Intermediate Similarity	NPC81405
0.8141	Intermediate Similarity	NPC42458
0.8141	Intermediate Similarity	NPC208806
0.8141	Intermediate Similarity	NPC158261
0.8141	Intermediate Similarity	NPC25351
0.8141	Intermediate Similarity	NPC469966
0.8137	Intermediate Similarity	NPC472784
0.8129	Intermediate Similarity	NPC156244
0.8129	Intermediate Similarity	NPC116604
0.8125	Intermediate Similarity	NPC279596
0.8113	Intermediate Similarity	NPC472782
0.8113	Intermediate Similarity	NPC472781
0.8105	Intermediate Similarity	NPC478018
0.8101	Intermediate Similarity	NPC104380
0.8101	Intermediate Similarity	NPC473282
0.8101	Intermediate Similarity	NPC212967
0.8101	Intermediate Similarity	NPC294300
0.8101	Intermediate Similarity	NPC96342
0.8101	Intermediate Similarity	NPC164110
0.8101	Intermediate Similarity	NPC246647
0.8101	Intermediate Similarity	NPC260902
0.8101	Intermediate Similarity	NPC217602
0.8101	Intermediate Similarity	NPC296957
0.8101	Intermediate Similarity	NPC317900
0.8101	Intermediate Similarity	NPC140952
0.8101	Intermediate Similarity	NPC476404
0.8099	Intermediate Similarity	NPC428300
0.8095	Intermediate Similarity	NPC307401
0.8095	Intermediate Similarity	NPC42400
0.8092	Intermediate Similarity	NPC49282
0.8079	Intermediate Similarity	NPC163948
0.8079	Intermediate Similarity	NPC158871
0.8077	Intermediate Similarity	NPC44606
0.8077	Intermediate Similarity	NPC67654
0.8069	Intermediate Similarity	NPC183103
0.8067	Intermediate Similarity	NPC263337
0.8063	Intermediate Similarity	NPC472783
0.8063	Intermediate Similarity	NPC472780
0.8054	Intermediate Similarity	NPC18904
0.8054	Intermediate Similarity	NPC1268
0.8054	Intermediate Similarity	NPC223336
0.805	Intermediate Similarity	NPC476350
0.805	Intermediate Similarity	NPC476349
0.805	Intermediate Similarity	NPC472299
0.8041	Intermediate Similarity	NPC186647
0.8041	Intermediate Similarity	NPC284184
0.8039	Intermediate Similarity	NPC471346
0.8038	Intermediate Similarity	NPC180924
0.8026	Intermediate Similarity	NPC17262
0.8026	Intermediate Similarity	NPC308006
0.8025	Intermediate Similarity	NPC136641
0.8012	Intermediate Similarity	NPC193998
0.8	Intermediate Similarity	NPC477412
0.7987	Intermediate Similarity	NPC202260
0.7987	Intermediate Similarity	NPC123153
0.7975	Intermediate Similarity	NPC148938
0.7974	Intermediate Similarity	NPC478019
0.7973	Intermediate Similarity	NPC232996
0.7971	Intermediate Similarity	NPC137710
0.7964	Intermediate Similarity	NPC295914
0.7963	Intermediate Similarity	NPC65846
0.7962	Intermediate Similarity	NPC154683
0.7962	Intermediate Similarity	NPC40356
0.7962	Intermediate Similarity	NPC253872
0.7961	Intermediate Similarity	NPC167663
0.795	Intermediate Similarity	NPC304387
0.7949	Intermediate Similarity	NPC474660
0.7947	Intermediate Similarity	NPC124365
0.7943	Intermediate Similarity	NPC182646
0.7937	Intermediate Similarity	NPC287559
0.7933	Intermediate Similarity	NPC470407
0.7922	Intermediate Similarity	NPC300540
0.7919	Intermediate Similarity	NPC301341
0.7919	Intermediate Similarity	NPC29638
0.7917	Intermediate Similarity	NPC59502
0.7914	Intermediate Similarity	NPC246214
0.7914	Intermediate Similarity	NPC279768
0.7914	Intermediate Similarity	NPC41689
0.7911	Intermediate Similarity	NPC214632
0.7911	Intermediate Similarity	NPC1477
0.7911	Intermediate Similarity	NPC235333
0.7911	Intermediate Similarity	NPC213608
0.7911	Intermediate Similarity	NPC122365
0.7908	Intermediate Similarity	NPC189650
0.7902	Intermediate Similarity	NPC184391
0.7902	Intermediate Similarity	NPC237868
0.7902	Intermediate Similarity	NPC474264
0.7901	Intermediate Similarity	NPC56358
0.7898	Intermediate Similarity	NPC115324
0.7887	Intermediate Similarity	NPC56332
0.7885	Intermediate Similarity	NPC88445
0.7877	Intermediate Similarity	NPC164295
0.7877	Intermediate Similarity	NPC301717
0.7875	Intermediate Similarity	NPC268360
0.7871	Intermediate Similarity	NPC150215
0.7867	Intermediate Similarity	NPC62735
0.7866	Intermediate Similarity	NPC298071
0.7862	Intermediate Similarity	NPC213936
0.7862	Intermediate Similarity	NPC3898
0.7862	Intermediate Similarity	NPC297531
0.7857	Intermediate Similarity	NPC144547
0.7857	Intermediate Similarity	NPC62799
0.7857	Intermediate Similarity	NPC474261
0.7853	Intermediate Similarity	NPC132054
0.7852	Intermediate Similarity	NPC163029
0.7852	Intermediate Similarity	NPC141934
0.7848	Intermediate Similarity	NPC207624
0.7848	Intermediate Similarity	NPC5871
0.7847	Intermediate Similarity	NPC298884
0.7843	Intermediate Similarity	NPC66593
0.784	Intermediate Similarity	NPC269117
0.7838	Intermediate Similarity	NPC274876
0.7834	Intermediate Similarity	NPC191104
0.7834	Intermediate Similarity	NPC13282
0.7834	Intermediate Similarity	NPC255641
0.7834	Intermediate Similarity	NPC290954
0.7834	Intermediate Similarity	NPC473466
0.7831	Intermediate Similarity	NPC190351
0.7821	Intermediate Similarity	NPC135325
0.7821	Intermediate Similarity	NPC472839
0.7821	Intermediate Similarity	NPC266743
0.7818	Intermediate Similarity	NPC186392
0.7818	Intermediate Similarity	NPC472660
0.7817	Intermediate Similarity	NPC11799
0.7817	Intermediate Similarity	NPC178382
0.7817	Intermediate Similarity	NPC141252
0.7812	Intermediate Similarity	NPC213401
0.7806	Intermediate Similarity	NPC51641
0.7806	Intermediate Similarity	NPC250331
0.7806	Intermediate Similarity	NPC300267
0.7806	Intermediate Similarity	NPC71821
0.7805	Intermediate Similarity	NPC38914
0.7805	Intermediate Similarity	NPC270312
0.7801	Intermediate Similarity	NPC314329
0.7793	Intermediate Similarity	NPC125887
0.7792	Intermediate Similarity	NPC225884
0.7792	Intermediate Similarity	NPC229787
0.7791	Intermediate Similarity	NPC472664
0.7791	Intermediate Similarity	NPC477239

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC93241 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	346
0.1-0.2	1015
0.2-0.3	1170
0.3-0.4	2591
0.4-0.5	2328
0.5-0.6	1227
0.6-0.7	394
0.7-0.8	84
0.8-0.85	5
0.85-0.9	1
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8741	High Similarity	NPD1471	Phase 3
0.8356	Intermediate Similarity	NPD2343	Clinical (unspecified phase)
0.8356	Intermediate Similarity	NPD2344	Approved
0.8133	Intermediate Similarity	NPD2309	Approved
0.8117	Intermediate Similarity	NPD3226	Approved
0.8108	Intermediate Similarity	NPD2346	Discontinued
0.7975	Intermediate Similarity	NPD5616	Clinical (unspecified phase)
0.7927	Intermediate Similarity	NPD7893	Clinical (unspecified phase)
0.7848	Intermediate Similarity	NPD6280	Approved
0.7848	Intermediate Similarity	NPD6279	Approved
0.7801	Intermediate Similarity	NPD1547	Clinical (unspecified phase)
0.7756	Intermediate Similarity	NPD920	Approved
0.7742	Intermediate Similarity	NPD642	Clinical (unspecified phase)
0.7727	Intermediate Similarity	NPD643	Clinical (unspecified phase)
0.7687	Intermediate Similarity	NPD2313	Discontinued
0.7683	Intermediate Similarity	NPD6808	Phase 2
0.7647	Intermediate Similarity	NPD7421	Clinical (unspecified phase)
0.7639	Intermediate Similarity	NPD1876	Approved
0.7622	Intermediate Similarity	NPD3972	Approved
0.7622	Intermediate Similarity	NPD1247	Approved
0.7566	Intermediate Similarity	NPD2796	Approved
0.7546	Intermediate Similarity	NPD3749	Approved
0.7532	Intermediate Similarity	NPD1243	Approved
0.7531	Intermediate Similarity	NPD2296	Approved
0.75	Intermediate Similarity	NPD2799	Discontinued
0.7469	Intermediate Similarity	NPD7819	Suspended
0.7465	Intermediate Similarity	NPD1651	Approved
0.7453	Intermediate Similarity	NPD7411	Suspended
0.7438	Intermediate Similarity	NPD5808	Clinical (unspecified phase)
0.7425	Intermediate Similarity	NPD3926	Phase 2
0.7423	Intermediate Similarity	NPD8443	Clinical (unspecified phase)
0.7415	Intermediate Similarity	NPD2798	Approved
0.7413	Intermediate Similarity	NPD3412	Clinical (unspecified phase)
0.741	Intermediate Similarity	NPD6959	Discontinued
0.7394	Intermediate Similarity	NPD919	Approved
0.7394	Intermediate Similarity	NPD5537	Clinical (unspecified phase)
0.7372	Intermediate Similarity	NPD7003	Approved
0.7349	Intermediate Similarity	NPD5494	Approved
0.7326	Intermediate Similarity	NPD6559	Discontinued
0.7315	Intermediate Similarity	NPD6832	Phase 2
0.731	Intermediate Similarity	NPD1281	Approved
0.7296	Intermediate Similarity	NPD7410	Clinical (unspecified phase)
0.7278	Intermediate Similarity	NPD7852	Clinical (unspecified phase)
0.7262	Intermediate Similarity	NPD6232	Discontinued
0.725	Intermediate Similarity	NPD6273	Approved
0.7235	Intermediate Similarity	NPD7473	Discontinued
0.723	Intermediate Similarity	NPD3266	Approved
0.723	Intermediate Similarity	NPD1470	Approved
0.723	Intermediate Similarity	NPD3267	Approved
0.7216	Intermediate Similarity	NPD8434	Phase 2
0.719	Intermediate Similarity	NPD1899	Clinical (unspecified phase)
0.7188	Intermediate Similarity	NPD2533	Approved
0.7188	Intermediate Similarity	NPD2534	Approved
0.7188	Intermediate Similarity	NPD4378	Clinical (unspecified phase)
0.7188	Intermediate Similarity	NPD2532	Approved
0.7163	Intermediate Similarity	NPD1241	Discontinued
0.7162	Intermediate Similarity	NPD1283	Approved
0.7161	Intermediate Similarity	NPD1509	Clinical (unspecified phase)
0.7152	Intermediate Similarity	NPD5760	Phase 2
0.7152	Intermediate Similarity	NPD5761	Phase 2
0.7143	Intermediate Similarity	NPD1609	Clinical (unspecified phase)
0.7143	Intermediate Similarity	NPD1607	Approved
0.7134	Intermediate Similarity	NPD1549	Phase 2
0.7134	Intermediate Similarity	NPD5889	Approved
0.7134	Intermediate Similarity	NPD5890	Approved
0.7124	Intermediate Similarity	NPD4307	Phase 2
0.7124	Intermediate Similarity	NPD2979	Phase 3
0.7115	Intermediate Similarity	NPD1551	Phase 2
0.7107	Intermediate Similarity	NPD3295	Clinical (unspecified phase)
0.7099	Intermediate Similarity	NPD3869	Phase 3
0.7099	Intermediate Similarity	NPD3873	Phase 3
0.7093	Intermediate Similarity	NPD7177	Discontinued
0.7089	Intermediate Similarity	NPD2800	Approved
0.7075	Intermediate Similarity	NPD1201	Approved
0.7073	Intermediate Similarity	NPD6599	Discontinued
0.707	Intermediate Similarity	NPD1550	Clinical (unspecified phase)
0.707	Intermediate Similarity	NPD1552	Clinical (unspecified phase)
0.7066	Intermediate Similarity	NPD7768	Phase 2
0.7059	Intermediate Similarity	NPD8032	Phase 2
0.7059	Intermediate Similarity	NPD5668	Clinical (unspecified phase)
0.7055	Intermediate Similarity	NPD17	Approved
0.7052	Intermediate Similarity	NPD5844	Phase 1
0.7051	Intermediate Similarity	NPD1510	Phase 2
0.7051	Intermediate Similarity	NPD3748	Approved
0.7048	Intermediate Similarity	NPD7096	Clinical (unspecified phase)
0.7048	Intermediate Similarity	NPD2393	Clinical (unspecified phase)
0.7044	Intermediate Similarity	NPD4628	Phase 3
0.7013	Intermediate Similarity	NPD1240	Approved
0.7012	Intermediate Similarity	NPD7458	Discontinued
0.7006	Intermediate Similarity	NPD2935	Discontinued
0.6993	Remote Similarity	NPD3268	Approved
0.6993	Remote Similarity	NPD3764	Approved
0.6986	Remote Similarity	NPD5691	Approved
0.6975	Remote Similarity	NPD7004	Clinical (unspecified phase)
0.6975	Remote Similarity	NPD7422	Clinical (unspecified phase)
0.697	Remote Similarity	NPD6585	Discontinued
0.6968	Remote Similarity	NPD1933	Approved
0.6964	Remote Similarity	NPD3882	Suspended
0.6964	Remote Similarity	NPD4947	Clinical (unspecified phase)
0.6959	Remote Similarity	NPD1611	Approved
0.6949	Remote Similarity	NPD8313	Approved
0.6949	Remote Similarity	NPD8312	Approved
0.6943	Remote Similarity	NPD4308	Phase 3
0.6941	Remote Similarity	NPD710	Clinical (unspecified phase)
0.6928	Remote Similarity	NPD5952	Clinical (unspecified phase)
0.6923	Remote Similarity	NPD7075	Discontinued
0.6919	Remote Similarity	NPD8285	Discontinued
0.6914	Remote Similarity	NPD6799	Approved
0.6913	Remote Similarity	NPD1608	Approved
0.6899	Remote Similarity	NPD5404	Approved
0.6899	Remote Similarity	NPD2531	Phase 2
0.6899	Remote Similarity	NPD5406	Approved
0.6899	Remote Similarity	NPD5405	Approved
0.6899	Remote Similarity	NPD2438	Suspended
0.6899	Remote Similarity	NPD5408	Approved
0.6887	Remote Similarity	NPD1203	Approved
0.6886	Remote Similarity	NPD1934	Approved
0.6886	Remote Similarity	NPD6801	Discontinued
0.6867	Remote Similarity	NPD4380	Phase 2
0.6851	Remote Similarity	NPD8397	Clinical (unspecified phase)
0.6842	Remote Similarity	NPD1019	Discontinued
0.6832	Remote Similarity	NPD3750	Approved
0.6831	Remote Similarity	NPD2181	Clinical (unspecified phase)
0.6818	Remote Similarity	NPD7008	Discontinued
0.681	Remote Similarity	NPD7390	Discontinued
0.68	Remote Similarity	NPD9717	Approved
0.6796	Remote Similarity	NPD6040	Clinical (unspecified phase)
0.6795	Remote Similarity	NPD3142	Approved
0.6795	Remote Similarity	NPD3140	Approved
0.6792	Remote Similarity	NPD4476	Approved
0.6792	Remote Similarity	NPD4477	Approved
0.6788	Remote Similarity	NPD6980	Clinical (unspecified phase)
0.6786	Remote Similarity	NPD6844	Discontinued
0.6782	Remote Similarity	NPD4575	Clinical (unspecified phase)
0.6781	Remote Similarity	NPD405	Clinical (unspecified phase)
0.6776	Remote Similarity	NPD7879	Clinical (unspecified phase)
0.6776	Remote Similarity	NPD2797	Approved
0.6774	Remote Similarity	NPD411	Approved
0.6768	Remote Similarity	NPD4662	Approved
0.6768	Remote Similarity	NPD4661	Approved
0.6763	Remote Similarity	NPD7229	Phase 3
0.6758	Remote Similarity	NPD4287	Approved
0.6755	Remote Similarity	NPD5327	Phase 3
0.6746	Remote Similarity	NPD2801	Approved
0.6742	Remote Similarity	NPD6765	Approved
0.6742	Remote Similarity	NPD6764	Approved
0.6711	Remote Similarity	NPD4626	Approved
0.6708	Remote Similarity	NPD970	Clinical (unspecified phase)
0.6708	Remote Similarity	NPD2897	Discontinued
0.6707	Remote Similarity	NPD2651	Approved
0.6707	Remote Similarity	NPD2649	Approved
0.6707	Remote Similarity	NPD1511	Approved
0.6706	Remote Similarity	NPD3817	Phase 2
0.6705	Remote Similarity	NPD3818	Discontinued
0.6688	Remote Similarity	NPD9494	Approved
0.6687	Remote Similarity	NPD6099	Approved
0.6687	Remote Similarity	NPD6100	Approved
0.6687	Remote Similarity	NPD3887	Approved
0.6686	Remote Similarity	NPD6166	Phase 2
0.6686	Remote Similarity	NPD6168	Clinical (unspecified phase)
0.6686	Remote Similarity	NPD7577	Discontinued
0.6686	Remote Similarity	NPD6167	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD1699	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD5710	Approved
0.6667	Remote Similarity	NPD6798	Discontinued
0.6667	Remote Similarity	NPD5401	Approved
0.6667	Remote Similarity	NPD6812	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD5711	Approved
0.6646	Remote Similarity	NPD4618	Approved
0.6646	Remote Similarity	NPD4622	Approved
0.6646	Remote Similarity	NPD447	Suspended
0.6646	Remote Similarity	NPD2353	Approved
0.6646	Remote Similarity	NPD2355	Clinical (unspecified phase)
0.6644	Remote Similarity	NPD5585	Approved
0.6628	Remote Similarity	NPD4381	Clinical (unspecified phase)
0.6627	Remote Similarity	NPD1512	Approved
0.6626	Remote Similarity	NPD1878	Clinical (unspecified phase)
0.6625	Remote Similarity	NPD7033	Discontinued
0.6611	Remote Similarity	NPD4419	Clinical (unspecified phase)
0.661	Remote Similarity	NPD3751	Discontinued
0.6608	Remote Similarity	NPD5977	Approved
0.6608	Remote Similarity	NPD5978	Approved
0.6608	Remote Similarity	NPD5402	Approved
0.6606	Remote Similarity	NPD6143	Clinical (unspecified phase)
0.6603	Remote Similarity	NPD4625	Phase 3
0.6595	Remote Similarity	NPD3269	Clinical (unspecified phase)
0.6593	Remote Similarity	NPD6785	Approved
0.6593	Remote Similarity	NPD6784	Approved
0.6592	Remote Similarity	NPD5953	Discontinued
0.6587	Remote Similarity	NPD7427	Discontinued
0.6587	Remote Similarity	NPD5403	Approved
0.6582	Remote Similarity	NPD4140	Approved
0.6577	Remote Similarity	NPD1894	Discontinued
0.6573	Remote Similarity	NPD2182	Approved
0.657	Remote Similarity	NPD4868	Clinical (unspecified phase)
0.6562	Remote Similarity	NPD5688	Approved
0.6562	Remote Similarity	NPD5689	Approved
0.6541	Remote Similarity	NPD6355	Discontinued
0.6531	Remote Similarity	NPD5951	Approved
0.6526	Remote Similarity	NPD6782	Approved

Structure

CID93241 OpenBabel06191715432D 21 24 0 0 0 0 0 0 0 0999 V2000 5.0133 -2.9285 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8338 2.4471 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8478 -0.4808 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8480 -1.4458 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0125 0.0014 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3422 -1.9290 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5064 -1.4467 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0003 0.9644 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0131 -1.9285 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8341 1.4471 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1778 -1.4462 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1775 -0.4813 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5061 -0.4818 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6700 0.9648 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3417 0.0010 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5055 1.4476 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3414 0.9653 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6703 0.0005 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5053 2.4476 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.2073 1.4656 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 9 1 0 0 0 0 2 10 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 9 1 0 0 0 0 5 12 2 0 0 0 0 6 7 2 0 0 0 0 6 11 1 0 0 0 0 7 13 1 0 0 0 0 8 10 2 0 0 0 0 8 21 1 0 0 0 0 9 11 2 0 0 0 0 10 14 1 0 0 0 0 11 12 1 0 0 0 0 12 15 1 0 0 0 0 13 15 2 0 0 0 0 13 18 1 0 0 0 0 14 16 1 0 0 0 0 14 18 2 0 0 0 0 15 17 1 0 0 0 0 16 17 1 0 0 0 0 16 19 2 0 0 0 0 17 20 2 0 0 0 0 18 21 1 0 0 0 0 M END $$$$

External Identifiers

PubChem CID	114917
ChEMBL	CHEMBL363535
ZINC

Physicochemical Properties

Molecular Weight:	276.08
ALogP:	0.6023
MLogP:	3.11
XLogP:	4.57
# Rotatable Bonds:	2
Polar Surface Area:	47.28
# H-Bond Aceptor:	2
# H-Bond Donor:	0
# Rings:	4
# Heavy Atoms:	21

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