NPASS Natural Product

Natural Product: NPC161923

Natural Product ID:	NPC161923
Common Name:	Sandaracopimaric Acid
IUPAC Name:	(1R,4aR,4bS,7R,10aR)-7-ethenyl-1,4a,7-trimethyl-3,4,4b,5,6,9,10,10a-octahydro-2H-phenanthrene-1-carboxylic acid
Synonyms:	Sandaracopimaric Acid
Molecular Formula:	C20H30O2
Standard InCHIKey:	MHVJRKBZMUDEEV-KRFUXDQASA-N
Standard InCHI:	InChI=1S/C20H30O2/c1-5-18(2)12-9-15-14(13-18)7-8-16-19(15,3)10-6-11-20(16,4)17(21)22/h5,13,15-16H,1,6-12H2,2-4H3,(H,21,22)/t15-,16+,18-,19+,20+/m0/s1
Canonical SMILES:	C=C[C@@]1(C)CC[C@H]2C(=C1)CC[C@@H]1[C@]2(C)CCC[C@@]1(C)C(=O)O
First Find Year:
Max Developmental Stage:
Synthetic Gene Cluster:	;

Species Source

Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Isolation Part	Reference
NPO25454	Plumbago europaea	Species	Plumbaginaceae	Eukaryota		UNPD*
NPO20121	Afraegle paniculata	Species	Rutaceae	Eukaryota		UNPD*
NPO12282	Parmelia conspersa	Species	Parmeliaceae	Eukaryota		UNPD*
NPO11843	Stephania zippeliana	Species	Menispermaceae	Eukaryota		UNPD*
NPO28534	Athrixia elata	Species	Asteraceae	Eukaryota		UNPD*
NPO13594	Hippocratea indica	Species	Celastraceae	Eukaryota		UNPD*
NPO18575	Ochtodes crockeri	Species	Rhizophyllidaceae	Eukaryota		UNPD*
NPO24882	Erythrophleum chlorostachys	Species	Fabaceae	Eukaryota		UNPD*
NPO1815	Breonia chinensis	Species	Rubiaceae	Eukaryota		UNPD*
NPO5764	Ophioglossum vulgatum	Species	Ophioglossaceae	Eukaryota		UNPD*
NPO16293	Babylonia japonica	Species	Buccinidae	Eukaryota		UNPD*
NPO17831	Millettia racemosa	Species	Fabaceae	Eukaryota		UNPD*
NPO27480	Pinna muricata	Species	Pinnidae	Eukaryota		UNPD*
NPO25441	Desmodium pulchellu	Species	Fabaceae	Eukaryota		UNPD*
NPO22618	Psolus eximius	Species	Psolidae	Eukaryota		UNPD*
NPO28499	Aethalium septicum	NA	NA	NA		UNPD*
NPO15295	Polyachyrus sphaerocephalus	Species	Asteraceae	Eukaryota		UNPD*
NPO26474	Uvaria hookeri	Species	Annonaceae	Eukaryota		UNPD*
NPO18706	Anemone thalictroides	Species	Ranunculaceae	Eukaryota		UNPD*
NPO28262	Marasmius graminum	Species	Marasmiaceae	Eukaryota		UNPD*
NPO17190	Senecio erraticus	Species	Asteraceae	Eukaryota		UNPD*
NPO12091	Martensia denticulata	Species	Delesseriaceae	Eukaryota		UNPD*
NPO25466	Lecanora sulphurella	Species	Lecanoraceae	Eukaryota		UNPD*
NPO28321	Cortinellus berkeleyanus	NA	NA	NA		UNPD*
NPO7807	Polyporus sulphureus	Species	Polyporaceae	Eukaryota		UNPD*
NPO12796	Periploca sepium	Species	Apocynaceae	Eukaryota		UNPD*
NPO28139	Umbilicaria pustulata	Species	Umbilicariaceae	Eukaryota		UNPD*
NPO7174	Callyspongia truncata	Species	Callyspongiidae	Eukaryota		UNPD*
NPO28124	Tamarix gallica	Species	Tamaricaceae	Eukaryota		UNPD*
NPO28466	Torreya nucifera	Species	Taxaceae	Eukaryota		UNPD*
NPO18983	Cleidion brevipetiolatum	Species	Euphorbiaceae	Eukaryota		UNPD*
NPO17718	Artemisia schmidtiana	Species	Asteraceae	Eukaryota		UNPD*
NPO22152	Tecoma undulata	Species	Bignoniaceae	Eukaryota		UNPD*
NPO28191	Hardwickia pinnata	Species	Fabaceae	Eukaryota		UNPD*
NPO28208	Salvia dichroa	Species	Lamiaceae	Eukaryota		UNPD*
NPO28345	Cladanthus arabicus	Species	Asteraceae	Eukaryota		UNPD*
NPO18061	Anacystis cyanea	NA	NA	NA		UNPD*
NPO17596	Ficus maxima	Species	Moraceae	Eukaryota		UNPD*
NPO27878	Viola hondoensis	Species	Violaceae	Eukaryota		UNPD*
NPO18847	Copaifera paupera	Species	Fabaceae	Eukaryota		UNPD*
NPO9319	Pterocaulon virgatum	Species	Asteraceae	Eukaryota		UNPD*
NPO9138	Syzygium cumini	Species	Myrtaceae	Eukaryota		UNPD*
NPO10922	Pentaclethra macrophylla	Species	Fabaceae	Eukaryota		UNPD*
NPO28555	Adina trichotoma	Species	Rubiaceae	Eukaryota		UNPD*
NPO526	Salvia sessei	Species	Lamiaceae	Eukaryota		UNPD*
NPO27894	Rubus pungens	Species	Rosaceae	Eukaryota		UNPD*
NPO14888	Pelargonium x hortorum	Species	Geraniaceae	Eukaryota		UNPD*
NPO28305	Daphnandra johnsonii	Species	Atherospermataceae	Eukaryota		UNPD*
NPO10605	Tristania conferta	Species	Myrtaceae	Eukaryota		UNPD*
NPO18377	Chaetomium retardatum	Species	Chaetomiaceae	Eukaryota		UNPD*
NPO28330	Colchicum arenarium	Species	Colchicaceae	Eukaryota		UNPD*
NPO22283	Alhagi maurorum	Species	Fabaceae	Eukaryota		UNPD*
NPO18987	Lupinus polyphyllus	Species	Fabaceae	Eukaryota		UNPD*
NPO18520	Helipterum strictum	Species	Asteraceae	Eukaryota		UNPD*
NPO9454	Piperis fructus	NA	NA	NA		TCMSP*
NPO3050	Cladonia pseudodidyma	Species	Cladoniaceae	Eukaryota		UNPD*
NPO28378	Kokoona ochracea	Species	Celastraceae	Eukaryota		UNPD*
NPO27220	Centaurea cheiranthifolia	Species	Asteraceae	Eukaryota		UNPD*
NPO17068	Talaromyces wortmanni	Species	Trichocomaceae	Eukaryota		UNPD*
NPO3721	Achyranthes obtusifolia	Species	Amaranthaceae	Eukaryota		UNPD*
NPO12565	Hypericum polyanthemum	Species	Hypericaceae	Eukaryota		UNPD*
NPO28512	Astragalus glycyphyllos	Species	Fabaceae	Eukaryota		UNPD*
NPO25389	Allium angulosum	Species	Amaryllidaceae	Eukaryota		UNPD*
NPO24373	Lobelia inflata	Species	Campanulaceae	Eukaryota		UNPD*
NPO25252	Nannocystis exedens	Species	Nannocystaceae	Bacteria		UNPD*
NPO6731	Ononis spinosa	Species	Fabaceae	Eukaryota		UNPD*
NPO25492	Botryllus leachi	Species	Styelidae	Eukaryota		UNPD*
NPO10638	Plectranthus myrianthus	Species	Lamiaceae	Eukaryota		UNPD*
NPO24730	Lactarius deliciosus	Species	Russulaceae	Eukaryota		UNPD*
NPO24852	Helicia nilagirica	Species	Proteaceae	Eukaryota		UNPD*
NPO5043	Eria japonica	Species	Orchidaceae	Eukaryota		UNPD*
NPO24566	Marasmiellus ramealis	Species	Omphalotaceae	Eukaryota		UNPD*
NPO17385	Magnolia acuminata	Species	Magnoliaceae	Eukaryota		UNPD*
NPO28928	Piper nigrum	Species	Piperaceae	Eukaryota		TCMID*
NPO18242	Gleichenia glauca	Species	Gleicheniaceae	Eukaryota		UNPD*
NPO21938	Coleus carnosus	Species	Lamiaceae	Eukaryota		UNPD*
NPO5456	Juniperus drupacea	Species	Cupressaceae	Eukaryota		UNPD*
NPO25311	Guettarda platypoda	Species	Rubiaceae	Eukaryota		UNPD*
NPO16653	Matteuccia struthiopteris	Species	Onocleaceae	Eukaryota		UNPD*
NPO18707	Allium ursinum	Species	Amaryllidaceae	Eukaryota		UNPD*
NPO15358	Entandrophragma cylindricum	Species	Meliaceae	Eukaryota		UNPD*
NPO24264	Pinus luchuensis	Species	Pinaceae	Eukaryota		PMID[12502340]
NPO27604	Erythrina burttii	Species	Fabaceae	Eukaryota		UNPD*
NPO28568	Hippeastrum aulicum	Species	Amaryllidaceae	Eukaryota		UNPD*
NPO27689	Mentha pulegium	Species	Lamiaceae	Eukaryota		UNPD*
NPO11576	Glycosmis macrophylla	Species	Rutaceae	Eukaryota		UNPD*
NPO25366	Sapium indicum	Species	Euphorbiaceae	Eukaryota		UNPD*
NPO27318	Sideritis lanata	Species	Lamiaceae	Eukaryota		UNPD*
NPO28006	Pinus pumila	Species	Pinaceae	Eukaryota		UNPD*
NPO18306	Juniperus thurifera	Species	Cupressaceae	Eukaryota		UNPD*
NPO9704	Sonneratia caseolaris	Species	Lythraceae	Eukaryota		UNPD*
NPO28049	Piper callosum	Species	Piperaceae	Eukaryota		UNPD*
NPO11190	Veronica polita	Species	Plantaginaceae	Eukaryota		UNPD*
NPO32847	fokienia hodginsii	Species	Cupressaceae	Eukaryota	Twigs and Leaves	PMID[23691952]
NPO27681	Mikania grazielae	Species	Asteraceae	Eukaryota		UNPD*
NPO7822.1	Eucalyptus globulus subsp. bicostata	Subspecies	Myrtaceae	Eukaryota		UNPD*
NPO22691	Mentha cardiaca	Species	Lamiaceae	Eukaryota		UNPD*
NPO16829	Dunaliella acidophila	Species	Dunaliellaceae	Eukaryota		UNPD*
NPO13135	Campylotropis hirtella	Species	Fabaceae	Eukaryota		UNPD*
NPO3873	Crotalaria candicans	Species	Fabaceae	Eukaryota		UNPD*
NPO12205	Eucalyptus apodophylla	Species	Myrtaceae	Eukaryota		UNPD*
NPO12072	Escallonia philippiana	Species	Escalloniaceae	Eukaryota		UNPD*
NPO17275	Chamaemelum scariosum	Species	Asteraceae	Eukaryota		UNPD*
NPO24461	Clusia sandiensis	Species	Clusiidae	Eukaryota		UNPD*
NPO1598	Leucojum vernum	Species	Amaryllidaceae	Eukaryota		UNPD*
NPO9535	Cortinarius basirubescens	Species	Cortinariaceae	Eukaryota		UNPD*
NPO27847	Suillus granulatus	Species	Suillaceae	Eukaryota		UNPD*
NPO6645.1	Picea jezoensis var. jezoensis	Varieties	Pinaceae	Eukaryota		UNPD*
NPO28276	Artemisia argyi	Species	Asteraceae	Eukaryota		UNPD*
NPO10712	Tabebuia rosea	Species	Bignoniaceae	Eukaryota		UNPD*
NPO16927	Erodendrum neriifolium	NA	NA	NA		UNPD*
NPO24802	Diploprion bifasciatum	Species	Serranidae	Eukaryota		UNPD*
NPO1257	Distephanus angulifolius	Species	Asteraceae	Eukaryota		UNPD*
NPO18173	Pyrocystis lunula	Species	Pyrocystaceae	Eukaryota		UNPD*
NPO23788	Beauveria bassiana	Species	Cordycipitaceae	Eukaryota		UNPD*
NPO28168	Armina maculata	Species	NA	Eukaryota		UNPD*
NPO23272	Cassinia subtropica	Species	Asteraceae	Eukaryota		UNPD*
NPO7773	Crinum moorei	Species	Amaryllidaceae	Eukaryota		UNPD*
NPO14189	Osmundaria spiralis	Species	Rhodomelaceae	Eukaryota		UNPD*
NPO11677	Lactobacillus acidophilus	Species	Lactobacillaceae	Bacteria		UNPD*
NPO16966	Leptospermum scoparium	Species	Myrtaceae	Eukaryota		UNPD*
NPO7090	Ammi majus	Species	Apiaceae	Eukaryota		UNPD*
NPO19189	Brickellia pendula	Species	Asteraceae	Eukaryota		UNPD*
NPO865	Dendrobium loddigesii	Species	Orchidaceae	Eukaryota		UNPD*
NPO24278	Pistacia chinensis	Species	Anacardiaceae	Eukaryota		UNPD*
NPO28433	Russula queletii	Species	Russulaceae	Eukaryota		UNPD*
NPO20264	Moonia heterophylla	NA	NA	NA		UNPD*
NPO4266	Botryotrichum murorum	Species	Chaetomiaceae	Eukaryota		UNPD*
NPO8934	Gypsophila perfoliata	Species	Caryophyllaceae	Eukaryota		UNPD*
NPO17709	Timonius kaniensis	Species	Rubiaceae	Eukaryota		UNPD*
NPO27532	Lamprolobium fruticosum	Species	Fabaceae	Eukaryota		UNPD*
NPO16983	Persea obovatifolia	Species	Lauraceae	Eukaryota		UNPD*
NPO27350	Scytalidium uredinicola	Species	NA	Eukaryota		UNPD*
NPO27390	Vernonia brevifolia	Species	Asteraceae	Eukaryota		UNPD*
NPO9367	Jacobaea argunensis	Species	Asteraceae	Eukaryota		UNPD*
NPO15608	Tanacetum santolina	Species	Asteraceae	Eukaryota		UNPD*
NPO18792	Crotalaria lechnaultii	Species	Fabaceae	Eukaryota		UNPD*
NPO19057	Lentinellus omphalodes	Species	Auriscalpiaceae	Eukaryota		UNPD*
NPO27861	Laggera aurita	Species	Asteraceae	Eukaryota		UNPD*
NPO28074	Dianella revoluta	Species	Xanthorrhoeaceae	Eukaryota		UNPD*
NPO27746	Taxus mairei	Species	Taxaceae	Eukaryota		UNPD*
NPO6289	Ceropegia dichotoma	Species	Apocynaceae	Eukaryota		UNPD*
NPO17152	Pittocaulon bombycophole	Species	Asteraceae	Eukaryota		UNPD*
NPO12801	Aglaia meridionalis	Species	Meliaceae	Eukaryota		UNPD*
NPO4056	Streptomyces roseoviridis	Species	Streptomycetaceae	Bacteria		UNPD*
NPO17802	Simmondsia chinensis	Species	Simmondsiaceae	Eukaryota		UNPD*
NPO23384	Rhodiola semenovii	Species	Crassulaceae	Eukaryota		UNPD*
NPO28430	Biota orientalis	NA	NA	NA	Leaves	PMID[21793559]
NPO28253	Ceratiomyxa fruticulosa	Species	Ceratiomyxaceae	Eukaryota		UNPD*
NPO19127	Citrus tankan	Species	Rutaceae	Eukaryota		UNPD*
NPO1338	Arcangelisia gusanlung	Species	Menispermaceae	Eukaryota		UNPD*
NPO25277	Seiridium cupressi	Species	Sporocadaceae	Eukaryota		UNPD*
NPO28061	Gyrothyra underwoodiana	Species	Gyrothyraceae	Eukaryota		UNPD*
NPO28430	Biota orientalis	NA	NA	NA	Twigs	PMID[21793559]
NPO9532	Vernonia cistifolia	Species	Asteraceae	Eukaryota		UNPD*
NPO9604	Amycolatopsis lurida	Species	Pseudonocardiaceae	Bacteria		UNPD*
NPO15482	Vanderbylia fraxinea	Species	Polyporaceae	Eukaryota		UNPD*
NPO25054	Phaleria macrocarpa	Species	Thymelaeaceae	Eukaryota		UNPD*
NPO28928	Piper nigrum	Species	Piperaceae	Eukaryota		HerDing*
NPO3746	Hesperocyparis nevadensis	Species	Cupressaceae	Eukaryota		UNPD*
NPO27334	Siphula roccellaeformis	Species	Icmadophilaceae	Eukaryota		UNPD*
NPO4094	Aspergillus ruber	Species	Aspergillaceae	Eukaryota		UNPD*
NPO2950	Artemisia saissanica	Species	Asteraceae	Eukaryota		UNPD*
NPO23894	Pulicaria insignis	Species	Asteraceae	Eukaryota		UNPD*
NPO3985	Baccharis leptocephala	Species	Asteraceae	Eukaryota		UNPD*
NPO13963	Laurencia elata	Species	Rhodomelaceae	Eukaryota		UNPD*
NPO21302	Cladosporium herbarum	Species	Cladosporiaceae	Eukaryota		UNPD*
NPO11603	Lathyrus macrorrhizus	Species	Fabaceae	Eukaryota		UNPD*
NPO23994	Ormosia macrophylla	Species	Limoniidae	Eukaryota		UNPD*
NPO20443	Cratoxylum pruniflorum	Species	Hypericaceae	Eukaryota		UNPD*
NPO17839	Machaerium mucronulatum	Species	Dolichopodidae	Eukaryota		UNPD*
NPO21720	Talaromyces variabilis	Species	Trichocomaceae	Eukaryota		UNPD*
NPO24607	Goniothalamus dolichocarpus	Species	Annonaceae	Eukaryota		UNPD*
NPO28460	Achyrocline tomentosa	Species	Asteraceae	Eukaryota		UNPD*
NPO28174	Poterium sanguisorba	Species	Rosaceae	Eukaryota		UNPD*

Biological Activity

Activity Type	# Activity
EC50	6
IC50	6
Others	20

Activity Type	# Activity
Cell Line	6
Organism	3
Others	23

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT2	Others	Unspecified		Activity	=	0	%	12502340
NPT2	Others	Unspecified		Activity	=	22.5	%	12502340
NPT2	Others	Unspecified		Activity	=	70.4	%	12502340
NPT2	Others	Unspecified		Activity	=	91.9	%	12502340
NPT80	Cell Line	Raji	Homo sapiens	Activity	=	70	%	12502340
NPT2	Others	Unspecified		IC50	=	650000	nM	10.1021/np50116a012
NPT2	Others	Unspecified		EC50	=	48100	nM	21793559
NPT2	Others	Unspecified		EC50	=	33300	nM	21793559
NPT2	Others	Unspecified		EC50	=	24900	nM	21793559
NPT2	Others	Unspecified		EC50	=	31200	nM	21793559
NPT2	Others	Unspecified		EC50	=	56600	nM	21793559
NPT2	Others	Unspecified		EC50	=	40700	nM	21793559
NPT2	Others	Unspecified		Ratio EC50	=	6.02		21793559
NPT2	Others	Unspecified		Ratio EC50	=	4.25		21793559
NPT2	Others	Unspecified		Ratio EC50	=	10.32		21793559
NPT2	Others	Unspecified		Ratio EC50	=	11.69		21793559
NPT2	Others	Unspecified		Ratio EC50	=	12.79		21793559
NPT2	Others	Unspecified		Ratio EC50	=	7.79		21793559
NPT2	Others	Unspecified		Ratio	=	1.43		21793559
NPT2	Others	Unspecified		Ratio	=	0.5		21793559
NPT2	Others	Unspecified		Ratio	=	0.92		21793559
NPT2	Others	Unspecified		Ratio	=	0.94		21793559
NPT2	Others	Unspecified		Ratio	=	0.98		21793559
NPT32	Organism	Mus musculus	Mus musculus	Activity	=	31.8	m	21793559
NPT32	Organism	Mus musculus	Mus musculus	Activity	=	25.1	m	21793559
NPT32	Organism	Mus musculus	Mus musculus	Activity	=	22.3	m	21793559
NPT660	Cell Line	SW480	Homo sapiens	IC50	>	40000	nM	23691952
NPT83	Cell Line	MCF7	Homo sapiens	IC50	>	40000	nM	23691952
NPT81	Cell Line	A549	Homo sapiens	IC50	>	40000	nM	23691952
NPT659	Cell Line	SMMC-7721	Homo sapiens	IC50	>	40000	nM	23691952
NPT116	Cell Line	HL-60	Homo sapiens	IC50	>	40000	nM	23691952

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 NPC161923 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	81
0.1-0.2	620
0.2-0.3	3329
0.3-0.4	10521
0.4-0.5	6857
0.5-0.6	4779
0.6-0.7	3340
0.7-0.8	1165
0.8-0.85	125
0.85-0.9	45
0.9-0.95	18
0.95-1	9

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC183503
1.0	High Similarity	NPC283908
1.0	High Similarity	NPC103958
0.9855	High Similarity	NPC279666
0.9855	High Similarity	NPC192540
0.9714	High Similarity	NPC69143
0.971	High Similarity	NPC251970
0.971	High Similarity	NPC241854
0.971	High Similarity	NPC476046
0.9429	High Similarity	NPC237591
0.9429	High Similarity	NPC3753
0.9306	High Similarity	NPC165711
0.9306	High Similarity	NPC471897
0.9306	High Similarity	NPC107039
0.9306	High Similarity	NPC471899
0.9296	High Similarity	NPC476844
0.9178	High Similarity	NPC280654
0.9178	High Similarity	NPC110094
0.9178	High Similarity	NPC260385
0.9167	High Similarity	NPC309399
0.9167	High Similarity	NPC89294
0.9155	High Similarity	NPC166797
0.9143	High Similarity	NPC160817
0.9054	High Similarity	NPC199595
0.9054	High Similarity	NPC231431
0.9054	High Similarity	NPC16394
0.9028	High Similarity	NPC201027
0.8947	High Similarity	NPC302661
0.8947	High Similarity	NPC238991
0.8933	High Similarity	NPC104545
0.8933	High Similarity	NPC37038
0.8919	High Similarity	NPC179028
0.8889	High Similarity	NPC301065
0.8816	High Similarity	NPC263272
0.8816	High Similarity	NPC471898
0.8816	High Similarity	NPC267691
0.8816	High Similarity	NPC278459
0.8816	High Similarity	NPC142244
0.8816	High Similarity	NPC274050
0.8816	High Similarity	NPC162632
0.8816	High Similarity	NPC221647
0.8816	High Similarity	NPC147066
0.8784	High Similarity	NPC61952
0.8767	High Similarity	NPC476795
0.8714	High Similarity	NPC36616
0.8714	High Similarity	NPC290445
0.8701	High Similarity	NPC251779
0.8701	High Similarity	NPC69101
0.8684	High Similarity	NPC477057
0.8667	High Similarity	NPC198240
0.8667	High Similarity	NPC59436
0.8667	High Similarity	NPC321514
0.8667	High Similarity	NPC239098
0.8649	High Similarity	NPC180886
0.863	High Similarity	NPC18819
0.863	High Similarity	NPC46610
0.863	High Similarity	NPC255168
0.8608	High Similarity	NPC474537
0.8608	High Similarity	NPC29447
0.859	High Similarity	NPC477852
0.859	High Similarity	NPC102197
0.859	High Similarity	NPC200752
0.859	High Similarity	NPC70834
0.859	High Similarity	NPC167103
0.8571	High Similarity	NPC38350
0.8571	High Similarity	NPC201912
0.8553	High Similarity	NPC327674
0.8553	High Similarity	NPC477371
0.8553	High Similarity	NPC158846
0.8533	High Similarity	NPC472300
0.8533	High Similarity	NPC97377
0.85	High Similarity	NPC82979
0.8493	Intermediate Similarity	NPC330659
0.8493	Intermediate Similarity	NPC35656
0.8493	Intermediate Similarity	NPC36310
0.8493	Intermediate Similarity	NPC161187
0.8493	Intermediate Similarity	NPC244708
0.8481	Intermediate Similarity	NPC96095
0.8481	Intermediate Similarity	NPC477289
0.8481	Intermediate Similarity	NPC156981
0.8472	Intermediate Similarity	NPC91369
0.8462	Intermediate Similarity	NPC320514
0.8462	Intermediate Similarity	NPC260956
0.8462	Intermediate Similarity	NPC73882
0.8442	Intermediate Similarity	NPC26139
0.8442	Intermediate Similarity	NPC476809
0.8421	Intermediate Similarity	NPC74410
0.84	Intermediate Similarity	NPC899
0.8375	Intermediate Similarity	NPC76333
0.8356	Intermediate Similarity	NPC72343
0.8354	Intermediate Similarity	NPC312480
0.8354	Intermediate Similarity	NPC215893
0.8354	Intermediate Similarity	NPC83569
0.8354	Intermediate Similarity	NPC105803
0.8354	Intermediate Similarity	NPC69279
0.8333	Intermediate Similarity	NPC14203
0.8333	Intermediate Similarity	NPC229584
0.8333	Intermediate Similarity	NPC473420
0.8333	Intermediate Similarity	NPC40228
0.8333	Intermediate Similarity	NPC90055
0.8333	Intermediate Similarity	NPC327002
0.8333	Intermediate Similarity	NPC14151
0.8333	Intermediate Similarity	NPC477372
0.8312	Intermediate Similarity	NPC474113
0.8312	Intermediate Similarity	NPC192329
0.8272	Intermediate Similarity	NPC325594
0.8272	Intermediate Similarity	NPC155011
0.8272	Intermediate Similarity	NPC324063
0.8272	Intermediate Similarity	NPC73038
0.825	Intermediate Similarity	NPC248758
0.8243	Intermediate Similarity	NPC177826
0.8228	Intermediate Similarity	NPC133391
0.8219	Intermediate Similarity	NPC235586
0.8205	Intermediate Similarity	NPC267517
0.8205	Intermediate Similarity	NPC2482
0.8193	Intermediate Similarity	NPC262043
0.8182	Intermediate Similarity	NPC471409
0.8182	Intermediate Similarity	NPC4827
0.8182	Intermediate Similarity	NPC247783
0.8182	Intermediate Similarity	NPC275494
0.8182	Intermediate Similarity	NPC269543
0.8171	Intermediate Similarity	NPC476409
0.8171	Intermediate Similarity	NPC88716
0.8171	Intermediate Similarity	NPC173089
0.8171	Intermediate Similarity	NPC307426
0.8171	Intermediate Similarity	NPC68160
0.8171	Intermediate Similarity	NPC477926
0.8171	Intermediate Similarity	NPC51700
0.8171	Intermediate Similarity	NPC102683
0.8171	Intermediate Similarity	NPC71507
0.8171	Intermediate Similarity	NPC474684
0.8171	Intermediate Similarity	NPC136948
0.8171	Intermediate Similarity	NPC18064
0.8171	Intermediate Similarity	NPC293564
0.8171	Intermediate Similarity	NPC98442
0.8171	Intermediate Similarity	NPC142361
0.8171	Intermediate Similarity	NPC171203
0.8171	Intermediate Similarity	NPC158141
0.8171	Intermediate Similarity	NPC130577
0.8171	Intermediate Similarity	NPC242468
0.8171	Intermediate Similarity	NPC142415
0.8171	Intermediate Similarity	NPC96496
0.8158	Intermediate Similarity	NPC104806
0.8158	Intermediate Similarity	NPC246445
0.8148	Intermediate Similarity	NPC474680
0.8148	Intermediate Similarity	NPC269638
0.8143	Intermediate Similarity	NPC234767
0.8133	Intermediate Similarity	NPC306928
0.8133	Intermediate Similarity	NPC213223
0.8125	Intermediate Similarity	NPC49019
0.8125	Intermediate Similarity	NPC97913
0.8125	Intermediate Similarity	NPC477373
0.8101	Intermediate Similarity	NPC121984
0.8101	Intermediate Similarity	NPC474955
0.8101	Intermediate Similarity	NPC225515
0.8101	Intermediate Similarity	NPC3915
0.8077	Intermediate Similarity	NPC215843
0.8077	Intermediate Similarity	NPC196827
0.8077	Intermediate Similarity	NPC274996
0.8077	Intermediate Similarity	NPC100906
0.8072	Intermediate Similarity	NPC48107
0.8072	Intermediate Similarity	NPC474511
0.8072	Intermediate Similarity	NPC17733
0.8072	Intermediate Similarity	NPC40552
0.8072	Intermediate Similarity	NPC52169
0.8072	Intermediate Similarity	NPC473242
0.8072	Intermediate Similarity	NPC474474
0.8072	Intermediate Similarity	NPC470629
0.8072	Intermediate Similarity	NPC290690
0.8072	Intermediate Similarity	NPC181225
0.8072	Intermediate Similarity	NPC182797
0.8072	Intermediate Similarity	NPC474512
0.8072	Intermediate Similarity	NPC246708
0.8072	Intermediate Similarity	NPC1753
0.8052	Intermediate Similarity	NPC66105
0.8052	Intermediate Similarity	NPC68828
0.8052	Intermediate Similarity	NPC212661
0.8052	Intermediate Similarity	NPC471035
0.8049	Intermediate Similarity	NPC72638
0.8049	Intermediate Similarity	NPC322159
0.8049	Intermediate Similarity	NPC262085
0.8025	Intermediate Similarity	NPC164577
0.8025	Intermediate Similarity	NPC194937
0.8025	Intermediate Similarity	NPC472864
0.8025	Intermediate Similarity	NPC472865
0.8025	Intermediate Similarity	NPC165064
0.8025	Intermediate Similarity	NPC19849
0.8025	Intermediate Similarity	NPC476038
0.8	Intermediate Similarity	NPC151519
0.8	Intermediate Similarity	NPC472813
0.8	Intermediate Similarity	NPC202118
0.8	Intermediate Similarity	NPC197238
0.8	Intermediate Similarity	NPC212083
0.8	Intermediate Similarity	NPC301244
0.8	Intermediate Similarity	NPC193347
0.8	Intermediate Similarity	NPC48362
0.8	Intermediate Similarity	NPC310989
0.7976	Intermediate Similarity	NPC225585
0.7976	Intermediate Similarity	NPC474972
0.7976	Intermediate Similarity	NPC475921

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC161923 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	113
0.1-0.2	1026
0.2-0.3	3673
0.3-0.4	2848
0.4-0.5	902
0.5-0.6	274
0.6-0.7	226
0.7-0.8	95
0.8-0.85	4
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8205	Intermediate Similarity	NPD4695	Discontinued
0.8	Intermediate Similarity	NPD3667	Approved
0.8	Intermediate Similarity	NPD4221	Approved
0.8	Intermediate Similarity	NPD4223	Phase 3
0.7831	Intermediate Similarity	NPD4519	Discontinued
0.7831	Intermediate Similarity	NPD4623	Approved
0.7805	Intermediate Similarity	NPD4786	Approved
0.7805	Intermediate Similarity	NPD3133	Approved
0.7805	Intermediate Similarity	NPD4197	Approved
0.7805	Intermediate Similarity	NPD3666	Approved
0.7805	Intermediate Similarity	NPD3665	Phase 1
0.7791	Intermediate Similarity	NPD7515	Phase 2
0.7791	Intermediate Similarity	NPD5281	Approved
0.7791	Intermediate Similarity	NPD5284	Approved
0.7765	Intermediate Similarity	NPD7285	Clinical (unspecified phase)
0.7738	Intermediate Similarity	NPD3573	Approved
0.7722	Intermediate Similarity	NPD3617	Approved
0.7711	Intermediate Similarity	NPD5329	Approved
0.7701	Intermediate Similarity	NPD6399	Phase 3
0.7619	Intermediate Similarity	NPD5205	Approved
0.7619	Intermediate Similarity	NPD6098	Approved
0.7619	Intermediate Similarity	NPD4690	Approved
0.7619	Intermediate Similarity	NPD7146	Approved
0.7619	Intermediate Similarity	NPD4688	Approved
0.7619	Intermediate Similarity	NPD4138	Approved
0.7619	Intermediate Similarity	NPD7521	Approved
0.7619	Intermediate Similarity	NPD7334	Approved
0.7619	Intermediate Similarity	NPD4693	Phase 3
0.7619	Intermediate Similarity	NPD6684	Approved
0.7619	Intermediate Similarity	NPD5690	Phase 2
0.7619	Intermediate Similarity	NPD3618	Phase 1
0.7619	Intermediate Similarity	NPD6409	Approved
0.7619	Intermediate Similarity	NPD4689	Approved
0.7619	Intermediate Similarity	NPD5330	Approved
0.7614	Intermediate Similarity	NPD7748	Approved
0.7561	Intermediate Similarity	NPD4752	Clinical (unspecified phase)
0.7442	Intermediate Similarity	NPD6903	Approved
0.7442	Intermediate Similarity	NPD5208	Approved
0.7442	Intermediate Similarity	NPD7513	Clinical (unspecified phase)
0.7442	Intermediate Similarity	NPD5737	Approved
0.7442	Intermediate Similarity	NPD6672	Approved
0.7412	Intermediate Similarity	NPD3574	Clinical (unspecified phase)
0.7412	Intermediate Similarity	NPD5280	Approved
0.7412	Intermediate Similarity	NPD5279	Phase 3
0.7412	Intermediate Similarity	NPD4694	Approved
0.7407	Intermediate Similarity	NPD4195	Approved
0.7386	Intermediate Similarity	NPD6411	Approved
0.7386	Intermediate Similarity	NPD6079	Approved
0.7381	Intermediate Similarity	NPD3668	Phase 3
0.7368	Intermediate Similarity	NPD4137	Phase 3
0.7363	Intermediate Similarity	NPD6084	Phase 2
0.7363	Intermediate Similarity	NPD6083	Phase 2
0.7363	Intermediate Similarity	NPD7902	Approved
0.7356	Intermediate Similarity	NPD6904	Approved
0.7356	Intermediate Similarity	NPD6080	Approved
0.7356	Intermediate Similarity	NPD6673	Approved
0.7356	Intermediate Similarity	NPD4753	Phase 2
0.7356	Intermediate Similarity	NPD5328	Approved
0.7333	Intermediate Similarity	NPD5695	Phase 3
0.7294	Intermediate Similarity	NPD7520	Clinical (unspecified phase)
0.7283	Intermediate Similarity	NPD5696	Approved
0.7273	Intermediate Similarity	NPD4691	Approved
0.7273	Intermediate Similarity	NPD5207	Approved
0.7273	Intermediate Similarity	NPD4747	Approved
0.7253	Intermediate Similarity	NPD7614	Phase 1
0.7237	Intermediate Similarity	NPD3621	Clinical (unspecified phase)
0.7229	Intermediate Similarity	NPD4692	Approved
0.7229	Intermediate Similarity	NPD4139	Approved
0.7215	Intermediate Similarity	NPD4785	Approved
0.7215	Intermediate Similarity	NPD4784	Approved
0.7215	Intermediate Similarity	NPD4058	Approved
0.7206	Intermediate Similarity	NPD3172	Approved
0.72	Intermediate Similarity	NPD4224	Phase 2
0.7191	Intermediate Similarity	NPD5693	Phase 1
0.7191	Intermediate Similarity	NPD5694	Approved
0.7179	Intermediate Similarity	NPD4243	Approved
0.7159	Intermediate Similarity	NPD5764	Clinical (unspecified phase)
0.7159	Intermediate Similarity	NPD6101	Approved
0.7143	Intermediate Similarity	NPD5210	Approved
0.7143	Intermediate Similarity	NPD4629	Approved
0.7125	Intermediate Similarity	NPD8039	Approved
0.7111	Intermediate Similarity	NPD4202	Approved
0.7101	Intermediate Similarity	NPD4266	Approved
0.7101	Intermediate Similarity	NPD3195	Phase 2
0.7101	Intermediate Similarity	NPD3196	Approved
0.7101	Intermediate Similarity	NPD3194	Approved
0.7079	Intermediate Similarity	NPD4096	Approved
0.7079	Intermediate Similarity	NPD5692	Phase 3
0.7065	Intermediate Similarity	NPD5222	Approved
0.7065	Intermediate Similarity	NPD5220	Clinical (unspecified phase)
0.7065	Intermediate Similarity	NPD5221	Approved
0.7045	Intermediate Similarity	NPD4518	Approved
0.7037	Intermediate Similarity	NPD3701	Clinical (unspecified phase)
0.7033	Intermediate Similarity	NPD7900	Approved
0.7033	Intermediate Similarity	NPD7901	Clinical (unspecified phase)
0.7033	Intermediate Similarity	NPD6001	Approved
0.7021	Intermediate Similarity	NPD6404	Discontinued
0.7	Intermediate Similarity	NPD4687	Approved
0.7	Intermediate Similarity	NPD6050	Approved
0.6989	Remote Similarity	NPD5173	Approved
0.6974	Remote Similarity	NPD7331	Phase 2
0.6962	Remote Similarity	NPD5276	Approved
0.6957	Remote Similarity	NPD6356	Clinical (unspecified phase)
0.6939	Remote Similarity	NPD5697	Approved
0.6914	Remote Similarity	NPD5275	Approved
0.6914	Remote Similarity	NPD4190	Phase 3
0.6914	Remote Similarity	NPD6942	Approved
0.6914	Remote Similarity	NPD7339	Approved
0.6882	Remote Similarity	NPD4697	Phase 3
0.6869	Remote Similarity	NPD6011	Approved
0.6869	Remote Similarity	NPD6899	Approved
0.6869	Remote Similarity	NPD6881	Approved
0.6867	Remote Similarity	NPD5784	Clinical (unspecified phase)
0.686	Remote Similarity	NPD4788	Approved
0.6842	Remote Similarity	NPD5286	Approved
0.6842	Remote Similarity	NPD4696	Approved
0.6842	Remote Similarity	NPD7341	Phase 2
0.6842	Remote Similarity	NPD5285	Approved
0.6837	Remote Similarity	NPD5739	Approved
0.6837	Remote Similarity	NPD6675	Approved
0.6837	Remote Similarity	NPD6402	Approved
0.6837	Remote Similarity	NPD7128	Approved
0.6824	Remote Similarity	NPD857	Phase 3
0.6813	Remote Similarity	NPD8034	Phase 2
0.6813	Remote Similarity	NPD8035	Phase 2
0.6809	Remote Similarity	NPD4755	Approved
0.68	Remote Similarity	NPD6012	Approved
0.68	Remote Similarity	NPD6014	Approved
0.68	Remote Similarity	NPD6013	Approved
0.679	Remote Similarity	NPD5733	Approved
0.6786	Remote Similarity	NPD7645	Phase 2
0.6771	Remote Similarity	NPD5223	Approved
0.6768	Remote Similarity	NPD5701	Approved
0.675	Remote Similarity	NPD6081	Approved
0.6739	Remote Similarity	NPD5778	Approved
0.6739	Remote Similarity	NPD5779	Approved
0.6739	Remote Similarity	NPD5133	Approved
0.6737	Remote Similarity	NPD7638	Approved
0.6733	Remote Similarity	NPD7102	Approved
0.6733	Remote Similarity	NPD6883	Approved
0.6733	Remote Similarity	NPD7290	Approved
0.6705	Remote Similarity	NPD1694	Approved
0.6702	Remote Similarity	NPD7732	Phase 3
0.6701	Remote Similarity	NPD5091	Approved
0.6701	Remote Similarity	NPD4633	Approved
0.6701	Remote Similarity	NPD5224	Approved
0.6701	Remote Similarity	NPD5211	Phase 2
0.6701	Remote Similarity	NPD5226	Approved
0.6701	Remote Similarity	NPD5225	Approved
0.67	Remote Similarity	NPD7320	Approved
0.6667	Remote Similarity	NPD4192	Approved
0.6667	Remote Similarity	NPD7639	Approved
0.6667	Remote Similarity	NPD4194	Approved
0.6667	Remote Similarity	NPD28	Approved
0.6667	Remote Similarity	NPD6869	Approved
0.6667	Remote Similarity	NPD4700	Approved
0.6667	Remote Similarity	NPD6649	Approved
0.6667	Remote Similarity	NPD6847	Approved
0.6667	Remote Similarity	NPD29	Approved
0.6667	Remote Similarity	NPD7640	Approved
0.6667	Remote Similarity	NPD8130	Phase 1
0.6667	Remote Similarity	NPD6650	Approved
0.6667	Remote Similarity	NPD4193	Approved
0.6667	Remote Similarity	NPD4191	Approved
0.6667	Remote Similarity	NPD6617	Approved
0.6634	Remote Similarity	NPD6373	Approved
0.6634	Remote Similarity	NPD6372	Approved
0.6633	Remote Similarity	NPD5174	Approved
0.6633	Remote Similarity	NPD5175	Approved
0.6618	Remote Similarity	NPD3173	Approved
0.6602	Remote Similarity	NPD6882	Approved
0.6602	Remote Similarity	NPD8297	Approved
0.6596	Remote Similarity	NPD5654	Approved
0.6585	Remote Similarity	NPD6113	Clinical (unspecified phase)
0.6585	Remote Similarity	NPD6926	Approved
0.6585	Remote Similarity	NPD6924	Approved
0.6566	Remote Similarity	NPD5141	Approved
0.6538	Remote Similarity	NPD4632	Approved
0.6535	Remote Similarity	NPD6686	Approved
0.6512	Remote Similarity	NPD5368	Approved
0.6512	Remote Similarity	NPD7525	Registered
0.6506	Remote Similarity	NPD3702	Approved
0.6505	Remote Similarity	NPD6401	Clinical (unspecified phase)
0.6489	Remote Similarity	NPD5122	Clinical (unspecified phase)
0.6477	Remote Similarity	NPD5362	Discontinued
0.6471	Remote Similarity	NPD622	Approved
0.6465	Remote Similarity	NPD6052	Approved
0.6465	Remote Similarity	NPD4754	Approved
0.6458	Remote Similarity	NPD5959	Approved
0.6452	Remote Similarity	NPD7637	Suspended
0.6437	Remote Similarity	NPD5369	Approved
0.6436	Remote Similarity	NPD6412	Phase 2
0.6436	Remote Similarity	NPD6614	Approved
0.6429	Remote Similarity	NPD6933	Approved
0.6429	Remote Similarity	NPD6117	Approved
0.642	Remote Similarity	NPD7143	Approved
0.642	Remote Similarity	NPD7144	Approved
0.6415	Remote Similarity	NPD6868	Approved
0.6413	Remote Similarity	NPD6051	Approved
0.641	Remote Similarity	NPD3171	Clinical (unspecified phase)

Structure

CID161923 OpenBabel06191715532D 22 24 0 0 1 0 0 0 0 0999 V2000 4.6888 4.2247 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2575 2.3912 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.7229 3.9659 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 2.5981 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 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 2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 2.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 3.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.0000 -1.7321 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 -0.8660 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 5 2 0 0 0 0 5 18 1 0 0 0 0 6 10 1 0 0 0 0 6 11 1 0 0 0 0 7 8 1 0 0 0 0 7 14 1 0 0 0 0 8 16 1 0 0 0 0 9 12 1 0 0 0 0 9 15 1 0 0 0 0 10 19 1 0 0 0 0 11 20 1 0 0 0 0 12 18 1 0 0 0 0 13 14 2 0 0 0 0 13 18 1 0 0 0 0 14 15 1 0 0 0 0 15 19 1 1 0 0 0 16 19 1 1 0 0 0 16 20 1 0 0 0 0 17 20 1 0 0 0 0 17 21 2 0 0 0 0 17 22 1 0 0 0 0 18 2 1 1 0 0 0 19 3 1 1 0 0 0 20 4 1 1 0 0 0 M END $$$$

External Identifiers

PubChem CID	221580
ChEMBL	CHEMBL513197
ZINC

Physicochemical Properties

Molecular Weight:	302.22
ALogP:	1.7675
MLogP:	3.44
XLogP:	6.935
# Rotatable Bonds:	6
Polar Surface Area:	37.3
# H-Bond Aceptor:	2
# H-Bond Donor:	1
# Rings:	3
# Heavy Atoms:	22

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