NPASS Natural Product

Natural Product: NPC293454

Natural Product ID:	NPC293454
Common Name:	Carnosic Acid
IUPAC Name:	(4aR,10aS)-5,6-dihydroxy-1,1-dimethyl-7-propan-2-yl-2,3,4,9,10,10a-hexahydrophenanthrene-4a-carboxylic acid
Synonyms:	Carnosic Acid; Carnosolic Acid; Carsonic Acid
Molecular Formula:	C20H28O4
Standard InCHIKey:	QRYRORQUOLYVBU-VBKZILBWSA-N
Standard InCHI:	InChI=1S/C20H28O4/c1-11(2)13-10-12-6-7-14-19(3,4)8-5-9-20(14,18(23)24)15(12)17(22)16(13)21/h10-11,14,21-22H,5-9H2,1-4H3,(H,23,24)/t14-,20+/m0/s1
Canonical SMILES:	OC(=O)[C@@]12CCCC([C@@H]2CCc2c1c(O)c(c(c2)C(C)C)O)(C)C
First Find Year:
Max Developmental Stage:
Synthetic Gene Cluster:	;

Species Source

Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Isolation Part	Reference
NPO19580	Chamaemelum fuscatum	Species	Asteraceae	Eukaryota		UNPD*
NPO18055	Isodon adenolomus	Species	Lamiaceae	Eukaryota		UNPD*
NPO6098	Salvia officinalis	Species	Lamiaceae	Eukaryota		PMID[23507152]
NPO18606	Achyrocline bogotensis	Species	Asteraceae	Eukaryota		UNPD*
NPO18435	Tylophora atrofolliculata	Species	Apocynaceae	Eukaryota		UNPD*
NPO15497	Caria ino	Species	Riodinidae	Eukaryota		UNPD*
NPO16990	Verbesina virgata	Species	Asteraceae	Eukaryota		UNPD*
NPO19311	Dasymaschalon blumei	Species	Annonaceae	Eukaryota		UNPD*
NPO17643	Penicillium pedemontanum	Species	Aspergillaceae	Eukaryota		UNPD*
NPO2377	Cetraria ciliaris	Species	Parmeliaceae	Eukaryota		UNPD*
NPO17362	Alstonia yunnanensis	Species	Apocynaceae	Eukaryota		UNPD*
NPO12148.2	Acer pictum subsp. okamotoanum	Subspecies	Sapindaceae	Eukaryota		UNPD*
NPO4230	Protoparmeliopsis peltata	Species	Lecanoraceae	Eukaryota		UNPD*
NPO26138	Rosmarinus officinalis	Species	Lamiaceae	Eukaryota	Leaves	PMID[8229021]
NPO16567	Doriopsilla areolata	Species	Dendrodorididae	Eukaryota		UNPD*
NPO17119	Dalea versicolor	Species	Fabaceae	Eukaryota		UNPD*
NPO17783	Sideritis cystosiphon	Species	Lamiaceae	Eukaryota		UNPD*
NPO13414	Senecio fuertesii	Species	Asteraceae	Eukaryota		UNPD*
NPO19638	Scutellaria albida	Species	Lamiaceae	Eukaryota		UNPD*
NPO19777	Pholiota adiposa	Species	Strophariaceae	Eukaryota		UNPD*
NPO10852	Felimare midatlantica	Species	Chromodorididae	Eukaryota		UNPD*
NPO13832	Aspilia hispida	Species	Asteraceae	Eukaryota		UNPD*
NPO17911	Blepharisma japonicum	Species	Blepharismidae	Eukaryota		UNPD*
NPO19522	Arthropsis truncata	Species	NA	Eukaryota		UNPD*
NPO18356	Stachys tuberifera	Species	Lamiaceae	Eukaryota		UNPD*
NPO12935	Thymus quinquecostatus	Species	Lamiaceae	Eukaryota		TM-MC*
NPO19472	Thymus vulgaris	Species	Lamiaceae	Eukaryota		TM-MC*
NPO10608	Exodermis poria	NA	NA	NA		TCMID*

Biological Activity

Activity Type	# Activity
EC50	2
GI50	56
IC50	7
Ki	3
MIC	2
Others	16
Potency	18

Activity Type	# Activity
Cell Line	65
Individual Protein	31
Organism	1
Others	6
Protein-Protein Interaction	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT2797	Individual Protein	Pancreatic lipase	Homo sapiens	IC50	=	36000	nM	17521912
NPT202	Individual Protein	Protease	Human immunodeficiency virus 1	IC90	=	0.08	ug/ml	8229021
NPT24	Organism	Human immunodeficiency virus 1	Human immunodeficiency virus 1	IC90	=	0.32	ug/ml	8229021
NPT2	Others	Unspecified		MIC	=	2	ug/ml	18524600
NPT2794	Individual Protein	Quinolone resistance protein norA	Staphylococcus aureus	FC	=	2		18848780
NPT1	Others	Radical scavenging activity		IC50	=	53300	nM	12350144
NPT202	Individual Protein	Protease	Human immunodeficiency virus 1	IC50	=	240	nM	19813754
NPT171	Cell Line	MRC5	Homo sapiens	IC50	=	21800	nM	20359186
NPT196	Cell Line	AGS	Homo sapiens	IC50	=	89800	nM	20359186
NPT65	Cell Line	HepG2	Homo sapiens	IC50	=	41300	nM	20359186
NPT51	Individual Protein	Microtubule-associated protein tau	Homo sapiens	Potency	=	8912.5	nM	PubChem BioAssay data set
NPT51	Individual Protein	Microtubule-associated protein tau	Homo sapiens	Potency	=	14125.4	nM	PubChem BioAssay data set
NPT531	Individual Protein	Nuclear receptor ROR-gamma	Mus musculus	Potency	=	35481.3	nM	PubChem BioAssay data set
NPT94	Individual Protein	Aldehyde dehydrogenase 1A1	Homo sapiens	Potency	=	14125.4	nM	PubChem BioAssay data set
NPT53	Individual Protein	4'-phosphopantetheinyl transferase ffp	Bacillus subtilis	Potency	=	1412.5	nM	PubChem BioAssay data set
NPT442	Individual Protein	Ferritin light chain	Equus caballus	Potency	=	25118.9	nM	PubChem BioAssay data set
NPT51	Individual Protein	Microtubule-associated protein tau	Homo sapiens	Potency	=	10000	nM	PubChem BioAssay data set
NPT1119	Individual Protein	Arachidonate 12-lipoxygenase	Homo sapiens	Potency	=	1995.3	nM	PubChem BioAssay data set
NPT197	Protein-Protein Interaction	Menin/Histone-lysine N-methyltransferase MLL	Homo sapiens	Potency	=	22387.2	nM	PubChem BioAssay data set
NPT55	Individual Protein	Putative fructose-1,6-bisphosphate aldolase	Giardia intestinalis	Potency	=	9976.3	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	=	22387.2	nM	PubChem BioAssay data set
NPT151	Individual Protein	15-hydroxyprostaglandin dehydrogenase [NAD+]	Homo sapiens	Potency	=	15848.9	nM	PubChem BioAssay data set
NPT53	Individual Protein	4'-phosphopantetheinyl transferase ffp	Bacillus subtilis	Potency	=	2639.9	nM	PubChem BioAssay data set
NPT531	Individual Protein	Nuclear receptor ROR-gamma	Mus musculus	Potency	=	15848.9	nM	PubChem BioAssay data set
NPT5	Individual Protein	Histone-lysine N-methyltransferase, H3 lysine-9 specific 3	Homo sapiens	Potency		3548.1	nM	PubChem BioAssay data set
NPT1139	Individual Protein	Arachidonate 15-lipoxygenase, type II	Homo sapiens	Potency		354.8	nM	PubChem BioAssay data set
NPT198	Individual Protein	Vitamin D receptor	Homo sapiens	Potency		19952.6	nM	PubChem BioAssay data set
NPT367	Cell Line	MDA-N	Homo sapiens	GI50		32433.96	nM	PubChem BioAssay data set
NPT368	Cell Line	SN12C	Homo sapiens	GI50		23988.33	nM	PubChem BioAssay data set
NPT370	Cell Line	NCI-H23	Homo sapiens	GI50		19952.62	nM	PubChem BioAssay data set
NPT369	Cell Line	ACHN	Homo sapiens	GI50		13427.65	nM	PubChem BioAssay data set
NPT371	Cell Line	UO-31	Homo sapiens	GI50		14354.89	nM	PubChem BioAssay data set
NPT372	Cell Line	HOP-92	Homo sapiens	GI50		6223	nM	PubChem BioAssay data set
NPT90	Cell Line	DU-145	Homo sapiens	GI50		25061.09	nM	PubChem BioAssay data set
NPT374	Cell Line	SF-539	Homo sapiens	GI50		18706.82	nM	PubChem BioAssay data set
NPT373	Cell Line	SK-MEL-5	Homo sapiens	GI50		16180.8	nM	PubChem BioAssay data set
NPT111	Cell Line	K562	Homo sapiens	GI50		28444.61	nM	PubChem BioAssay data set
NPT377	Cell Line	OVCAR-3	Homo sapiens	GI50		22698.65	nM	PubChem BioAssay data set
NPT112	Cell Line	MOLT-4	Homo sapiens	GI50		11803.21	nM	PubChem BioAssay data set
NPT379	Cell Line	HOP-62	Homo sapiens	GI50		27227.01	nM	PubChem BioAssay data set
NPT380	Cell Line	U-251	Homo sapiens	GI50		13803.84	nM	PubChem BioAssay data set
NPT378	Cell Line	NCI/ADR-RES	Homo sapiens	GI50		15631.48	nM	PubChem BioAssay data set
NPT382	Cell Line	OVCAR-5	Homo sapiens	GI50		20796.97	nM	PubChem BioAssay data set
NPT381	Cell Line	OVCAR-8	Homo sapiens	GI50		15346.17	nM	PubChem BioAssay data set
NPT82	Cell Line	MDA-MB-231	Homo sapiens	GI50		31768.74	nM	PubChem BioAssay data set
NPT383	Cell Line	SNB-19	Homo sapiens	GI50		10000	nM	PubChem BioAssay data set
NPT384	Cell Line	TK-10	Homo sapiens	GI50		13427.65	nM	PubChem BioAssay data set
NPT385	Cell Line	SR	Homo sapiens	GI50		5333.35	nM	PubChem BioAssay data set
NPT323	Cell Line	SW-620	Homo sapiens	GI50		31841.98	nM	PubChem BioAssay data set
NPT455	Cell Line	NCI-H522	Homo sapiens	GI50		12971.79	nM	PubChem BioAssay data set
NPT386	Cell Line	KM12	Homo sapiens	GI50		14028.14	nM	PubChem BioAssay data set
NPT388	Cell Line	NCI-H322M	Homo sapiens	GI50		33419.5	nM	PubChem BioAssay data set
NPT389	Cell Line	RPMI-8226	Homo sapiens	GI50		7481.7	nM	PubChem BioAssay data set
NPT456	Cell Line	OVCAR-4	Homo sapiens	GI50		39536.66	nM	PubChem BioAssay data set
NPT390	Cell Line	LOX IMVI	Homo sapiens	GI50		19588.45	nM	PubChem BioAssay data set
NPT457	Cell Line	BT-549	Homo sapiens	GI50		10543.87	nM	PubChem BioAssay data set
NPT147	Cell Line	SK-MEL-2	Homo sapiens	GI50		18923.44	nM	PubChem BioAssay data set
NPT81	Cell Line	A549	Homo sapiens	GI50		18197.01	nM	PubChem BioAssay data set
NPT392	Cell Line	SNB-75	Homo sapiens	GI50		17823.79	nM	PubChem BioAssay data set
NPT391	Cell Line	HCC 2998	Homo sapiens	GI50		13243.42	nM	PubChem BioAssay data set
NPT148	Cell Line	HCT-15	Homo sapiens	GI50		27289.78	nM	PubChem BioAssay data set
NPT393	Cell Line	HCT-116	Homo sapiens	GI50		28707.81	nM	PubChem BioAssay data set
NPT395	Cell Line	SF-268	Homo sapiens	GI50		18836.49	nM	PubChem BioAssay data set
NPT306	Cell Line	PC-3	Homo sapiens	GI50		15310.87	nM	PubChem BioAssay data set
NPT83	Cell Line	MCF7	Homo sapiens	GI50		18879.91	nM	PubChem BioAssay data set
NPT394	Cell Line	EKVX	Homo sapiens	GI50		15885.47	nM	PubChem BioAssay data set
NPT146	Cell Line	SK-OV-3	Homo sapiens	GI50		37325.02	nM	PubChem BioAssay data set
NPT396	Cell Line	T47D	Homo sapiens	GI50		18407.72	nM	PubChem BioAssay data set
NPT397	Cell Line	NCI-H460	Homo sapiens	GI50		19860.95	nM	PubChem BioAssay data set
NPT398	Cell Line	UACC-62	Homo sapiens	GI50		13867.56	nM	PubChem BioAssay data set
NPT308	Cell Line	CAKI-1	Homo sapiens	GI50		27797.13	nM	PubChem BioAssay data set
NPT400	Cell Line	MDA-MB-435	Homo sapiens	GI50		16255.49	nM	PubChem BioAssay data set
NPT458	Cell Line	IGROV-1	Homo sapiens	GI50		19408.86	nM	PubChem BioAssay data set
NPT399	Cell Line	SF-295	Homo sapiens	GI50		22387.21	nM	PubChem BioAssay data set
NPT402	Cell Line	Hs-578T	Homo sapiens	GI50		24099.05	nM	PubChem BioAssay data set
NPT403	Cell Line	UACC-257	Homo sapiens	GI50		14554.59	nM	PubChem BioAssay data set
NPT401	Cell Line	786-0	Homo sapiens	GI50		30974.19	nM	PubChem BioAssay data set
NPT404	Cell Line	CCRF-CEM	Homo sapiens	GI50		3184.2	nM	PubChem BioAssay data set
NPT405	Cell Line	NCI-H226	Homo sapiens	GI50		10351.42	nM	PubChem BioAssay data set
NPT170	Cell Line	SK-MEL-28	Homo sapiens	GI50		13152.25	nM	PubChem BioAssay data set
NPT139	Cell Line	HT-29	Homo sapiens	GI50		16292.96	nM	PubChem BioAssay data set
NPT406	Cell Line	RXF 393	Homo sapiens	GI50		19633.6	nM	PubChem BioAssay data set
NPT407	Cell Line	COLO 205	Homo sapiens	GI50		24154.61	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency		14125.4	nM	PubChem BioAssay data set
NPT109	Individual Protein	Cytochrome P450 3A4	Homo sapiens	Ki	=	4300	nM	22531045
NPT212	Individual Protein	Cytochrome P450 2C9	Homo sapiens	Ki	=	9200	nM	22531045
NPT109	Individual Protein	Cytochrome P450 3A4	Homo sapiens	Inhibition	<	11	%	22531045
NPT241	Individual Protein	Cytochrome P450 2E1	Homo sapiens	Inhibition	<	11	%	22531045
NPT110	Individual Protein	Cytochrome P450 2D6	Homo sapiens	Inhibition	<	11	%	22531045
NPT213	Individual Protein	Cytochrome P450 2C19	Homo sapiens	Inhibition	<	11	%	22531045
NPT212	Individual Protein	Cytochrome P450 2C9	Homo sapiens	Inhibition	<	11	%	22531045
NPT628	Individual Protein	Cytochrome P450 2C8	Homo sapiens	Inhibition	<	11	%	22531045
NPT627	Individual Protein	Cytochrome P450 2B6	Homo sapiens	Inhibition	<	11	%	22531045
NPT208	Individual Protein	Cytochrome P450 1A2	Homo sapiens	Inhibition	<	11	%	22531045
NPT611	Cell Line	Hepatocyte	Homo sapiens	FC	=	2.4		22531045
NPT611	Cell Line	Hepatocyte	Homo sapiens	FC	=	4.5		22531045
NPT611	Cell Line	Hepatocyte	Homo sapiens	FC	=	13.9		22531045
NPT611	Cell Line	Hepatocyte	Homo sapiens	EC50	=	94800	nM	22531045
NPT611	Cell Line	Hepatocyte	Homo sapiens	EC50	=	95700	nM	22531045
NPT611	Cell Line	Hepatocyte	Homo sapiens	Activity	<	10	%	22531045
NPT956	Individual Protein	Prostaglandin E synthase	Homo sapiens	IC50	=	5000	nM	10.1039/C5MD00278H
NPT2	Others	Unspecified		Ki	=	5300	nM	27190602

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 NPC293454 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	238
0.1-0.2	1033
0.2-0.3	1973
0.3-0.4	4102
0.4-0.5	7440
0.5-0.6	5416
0.6-0.7	7826
0.7-0.8	2692
0.8-0.85	133
0.85-0.9	26
0.9-0.95	10
0.95-1	0

Similarity Score	Similarity Level	Natural Product ID
0.927	High Similarity	NPC126707
0.916	High Similarity	NPC291001
0.9137	High Similarity	NPC246229
0.9137	High Similarity	NPC474991
0.9137	High Similarity	NPC191899
0.9137	High Similarity	NPC58752
0.9118	High Similarity	NPC471853
0.9071	High Similarity	NPC470757
0.9065	High Similarity	NPC84786
0.9023	High Similarity	NPC111845
0.8971	High Similarity	NPC230811
0.8936	High Similarity	NPC127046
0.8929	High Similarity	NPC75295
0.8913	High Similarity	NPC2681
0.8913	High Similarity	NPC272907
0.8889	High Similarity	NPC153088
0.8881	High Similarity	NPC138472
0.8872	High Similarity	NPC243305
0.8849	High Similarity	NPC248068
0.8841	High Similarity	NPC3218
0.8828	High Similarity	NPC249340
0.8828	High Similarity	NPC162935
0.8794	High Similarity	NPC258856
0.8741	High Similarity	NPC471852
0.8741	High Similarity	NPC476282
0.8741	High Similarity	NPC49742
0.8714	High Similarity	NPC184935
0.8681	High Similarity	NPC142654
0.8623	High Similarity	NPC49911
0.8623	High Similarity	NPC277559
0.8605	High Similarity	NPC241001
0.8562	High Similarity	NPC124842
0.8561	High Similarity	NPC137750
0.8542	High Similarity	NPC10842
0.8531	High Similarity	NPC470038
0.8519	High Similarity	NPC108129
0.8485	Intermediate Similarity	NPC15127
0.8473	Intermediate Similarity	NPC121168
0.8467	Intermediate Similarity	NPC4170
0.8462	Intermediate Similarity	NPC164852
0.845	Intermediate Similarity	NPC42657
0.8446	Intermediate Similarity	NPC62051
0.844	Intermediate Similarity	NPC476534
0.844	Intermediate Similarity	NPC470035
0.8433	Intermediate Similarity	NPC176130
0.8433	Intermediate Similarity	NPC78364
0.8433	Intermediate Similarity	NPC84672
0.8433	Intermediate Similarity	NPC69424
0.8429	Intermediate Similarity	NPC61398
0.8429	Intermediate Similarity	NPC416
0.8409	Intermediate Similarity	NPC471187
0.8406	Intermediate Similarity	NPC213122
0.8406	Intermediate Similarity	NPC202225
0.8385	Intermediate Similarity	NPC478121
0.838	Intermediate Similarity	NPC92079
0.837	Intermediate Similarity	NPC229894
0.8346	Intermediate Similarity	NPC181334
0.8345	Intermediate Similarity	NPC258502
0.8333	Intermediate Similarity	NPC176208
0.8333	Intermediate Similarity	NPC11250
0.8333	Intermediate Similarity	NPC309169
0.8333	Intermediate Similarity	NPC196941
0.8322	Intermediate Similarity	NPC314271
0.8321	Intermediate Similarity	NPC259703
0.8321	Intermediate Similarity	NPC18798
0.8321	Intermediate Similarity	NPC32322
0.8321	Intermediate Similarity	NPC471851
0.831	Intermediate Similarity	NPC475907
0.8309	Intermediate Similarity	NPC276238
0.8309	Intermediate Similarity	NPC117899
0.8299	Intermediate Similarity	NPC303989
0.8298	Intermediate Similarity	NPC141368
0.8296	Intermediate Similarity	NPC72667
0.8295	Intermediate Similarity	NPC16030
0.8288	Intermediate Similarity	NPC52692
0.8286	Intermediate Similarity	NPC472308
0.8284	Intermediate Similarity	NPC87985
0.8276	Intermediate Similarity	NPC68441
0.8273	Intermediate Similarity	NPC477594
0.8273	Intermediate Similarity	NPC204582
0.8271	Intermediate Similarity	NPC275145
0.8268	Intermediate Similarity	NPC317869
0.8258	Intermediate Similarity	NPC154696
0.8243	Intermediate Similarity	NPC470037
0.8235	Intermediate Similarity	NPC193203
0.8231	Intermediate Similarity	NPC471907
0.8222	Intermediate Similarity	NPC254492
0.8219	Intermediate Similarity	NPC476535
0.8214	Intermediate Similarity	NPC43353
0.8214	Intermediate Similarity	NPC477596
0.8214	Intermediate Similarity	NPC103082
0.8209	Intermediate Similarity	NPC199273
0.8201	Intermediate Similarity	NPC239855
0.8195	Intermediate Similarity	NPC471794
0.8189	Intermediate Similarity	NPC471179
0.8188	Intermediate Similarity	NPC476847
0.8188	Intermediate Similarity	NPC312341
0.8175	Intermediate Similarity	NPC171460
0.8175	Intermediate Similarity	NPC303910
0.8169	Intermediate Similarity	NPC469681
0.8169	Intermediate Similarity	NPC469680
0.8169	Intermediate Similarity	NPC471974
0.8163	Intermediate Similarity	NPC5568
0.8162	Intermediate Similarity	NPC476536
0.8156	Intermediate Similarity	NPC326847
0.8156	Intermediate Similarity	NPC7464
0.814	Intermediate Similarity	NPC4665
0.8138	Intermediate Similarity	NPC477207
0.812	Intermediate Similarity	NPC293831
0.812	Intermediate Similarity	NPC253627
0.812	Intermediate Similarity	NPC369
0.8106	Intermediate Similarity	NPC133389
0.8106	Intermediate Similarity	NPC183339
0.8106	Intermediate Similarity	NPC234337
0.8102	Intermediate Similarity	NPC3009
0.8102	Intermediate Similarity	NPC234175
0.8099	Intermediate Similarity	NPC471152
0.8099	Intermediate Similarity	NPC475957
0.8099	Intermediate Similarity	NPC147418
0.8099	Intermediate Similarity	NPC477592
0.8092	Intermediate Similarity	NPC328694
0.8085	Intermediate Similarity	NPC279463
0.8085	Intermediate Similarity	NPC290803
0.8074	Intermediate Similarity	NPC224342
0.8074	Intermediate Similarity	NPC85565
0.8071	Intermediate Similarity	NPC477139
0.8071	Intermediate Similarity	NPC294226
0.8071	Intermediate Similarity	NPC78307
0.8067	Intermediate Similarity	NPC221249
0.8056	Intermediate Similarity	NPC327187
0.8052	Intermediate Similarity	NPC21046
0.8042	Intermediate Similarity	NPC28592
0.8042	Intermediate Similarity	NPC473479
0.8042	Intermediate Similarity	NPC157284
0.8042	Intermediate Similarity	NPC245760
0.8042	Intermediate Similarity	NPC51531
0.8042	Intermediate Similarity	NPC297797
0.8042	Intermediate Similarity	NPC46242
0.8042	Intermediate Similarity	NPC473779
0.8042	Intermediate Similarity	NPC165191
0.8042	Intermediate Similarity	NPC23667
0.8042	Intermediate Similarity	NPC289358
0.8042	Intermediate Similarity	NPC477849
0.8042	Intermediate Similarity	NPC50615
0.8042	Intermediate Similarity	NPC206207
0.8042	Intermediate Similarity	NPC149773
0.8042	Intermediate Similarity	NPC42384
0.8042	Intermediate Similarity	NPC469857
0.8042	Intermediate Similarity	NPC114333
0.8042	Intermediate Similarity	NPC477593
0.8042	Intermediate Similarity	NPC91887
0.8042	Intermediate Similarity	NPC5014
0.8039	Intermediate Similarity	NPC296044
0.8039	Intermediate Similarity	NPC167098
0.803	Intermediate Similarity	NPC469644
0.803	Intermediate Similarity	NPC176893
0.8028	Intermediate Similarity	NPC118919
0.8028	Intermediate Similarity	NPC475111
0.8028	Intermediate Similarity	NPC223836
0.8026	Intermediate Similarity	NPC472835
0.8015	Intermediate Similarity	NPC304510
0.8015	Intermediate Similarity	NPC172219
0.8014	Intermediate Similarity	NPC100242
0.8014	Intermediate Similarity	NPC199936
0.8	Intermediate Similarity	NPC476532
0.8	Intermediate Similarity	NPC273683
0.8	Intermediate Similarity	NPC59239
0.8	Intermediate Similarity	NPC48949
0.8	Intermediate Similarity	NPC198014
0.7986	Intermediate Similarity	NPC191280
0.7986	Intermediate Similarity	NPC99795
0.7986	Intermediate Similarity	NPC294330
0.7973	Intermediate Similarity	NPC63918
0.7972	Intermediate Similarity	NPC53001
0.7971	Intermediate Similarity	NPC96024
0.797	Intermediate Similarity	NPC475245
0.797	Intermediate Similarity	NPC190501
0.797	Intermediate Similarity	NPC318552
0.7969	Intermediate Similarity	NPC176279
0.7969	Intermediate Similarity	NPC260323
0.7959	Intermediate Similarity	NPC260152
0.7956	Intermediate Similarity	NPC474945
0.7956	Intermediate Similarity	NPC476022
0.7955	Intermediate Similarity	NPC471671
0.7947	Intermediate Similarity	NPC75377
0.7945	Intermediate Similarity	NPC477873
0.7945	Intermediate Similarity	NPC469447
0.7943	Intermediate Similarity	NPC471749
0.7943	Intermediate Similarity	NPC37299
0.7943	Intermediate Similarity	NPC180261
0.7943	Intermediate Similarity	NPC114183
0.7935	Intermediate Similarity	NPC185617
0.7931	Intermediate Similarity	NPC29599
0.7931	Intermediate Similarity	NPC473527
0.7931	Intermediate Similarity	NPC168471
0.7931	Intermediate Similarity	NPC203063
0.7931	Intermediate Similarity	NPC169452
0.7931	Intermediate Similarity	NPC181560
0.7931	Intermediate Similarity	NPC315578
0.7929	Intermediate Similarity	NPC78575

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC293454 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	255
0.1-0.2	865
0.2-0.3	1409
0.3-0.4	2637
0.4-0.5	2225
0.5-0.6	1149
0.6-0.7	538
0.7-0.8	82
0.8-0.85	1
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8276	Intermediate Similarity	NPD7422	Clinical (unspecified phase)
0.797	Intermediate Similarity	NPD3019	Approved
0.7877	Intermediate Similarity	NPD8166	Discontinued
0.7847	Intermediate Similarity	NPD5406	Approved
0.7847	Intermediate Similarity	NPD5405	Approved
0.7847	Intermediate Similarity	NPD5408	Approved
0.7847	Intermediate Similarity	NPD5404	Approved
0.7836	Intermediate Similarity	NPD2932	Approved
0.7778	Intermediate Similarity	NPD1509	Clinical (unspecified phase)
0.7722	Intermediate Similarity	NPD6232	Discontinued
0.7688	Intermediate Similarity	NPD7473	Discontinued
0.7676	Intermediate Similarity	NPD6663	Approved
0.7643	Intermediate Similarity	NPD5736	Approved
0.76	Intermediate Similarity	NPD7390	Discontinued
0.7538	Intermediate Similarity	NPD3021	Approved
0.7538	Intermediate Similarity	NPD3022	Approved
0.7536	Intermediate Similarity	NPD9269	Phase 2
0.7532	Intermediate Similarity	NPD6234	Discontinued
0.7518	Intermediate Similarity	NPD3023	Approved
0.7518	Intermediate Similarity	NPD3026	Approved
0.75	Intermediate Similarity	NPD1470	Approved
0.75	Intermediate Similarity	NPD3025	Approved
0.75	Intermediate Similarity	NPD943	Approved
0.75	Intermediate Similarity	NPD3024	Approved
0.7464	Intermediate Similarity	NPD1201	Approved
0.7436	Intermediate Similarity	NPD37	Approved
0.7429	Intermediate Similarity	NPD1283	Approved
0.7415	Intermediate Similarity	NPD651	Clinical (unspecified phase)
0.74	Intermediate Similarity	NPD7003	Approved
0.7388	Intermediate Similarity	NPD5951	Approved
0.7376	Intermediate Similarity	NPD3094	Phase 2
0.7372	Intermediate Similarity	NPD4196	Clinical (unspecified phase)
0.7368	Intermediate Similarity	NPD7635	Approved
0.7351	Intermediate Similarity	NPD6190	Approved
0.7338	Intermediate Similarity	NPD3092	Approved
0.7329	Intermediate Similarity	NPD230	Phase 1
0.732	Intermediate Similarity	NPD2533	Approved
0.732	Intermediate Similarity	NPD2534	Approved
0.732	Intermediate Similarity	NPD2532	Approved
0.7296	Intermediate Similarity	NPD4967	Phase 2
0.7296	Intermediate Similarity	NPD4965	Approved
0.7296	Intermediate Similarity	NPD4966	Approved
0.7296	Intermediate Similarity	NPD4868	Clinical (unspecified phase)
0.7273	Intermediate Similarity	NPD5844	Phase 1
0.7252	Intermediate Similarity	NPD2342	Discontinued
0.7248	Intermediate Similarity	NPD6099	Approved
0.7248	Intermediate Similarity	NPD6100	Approved
0.7246	Intermediate Similarity	NPD9268	Approved
0.7244	Intermediate Similarity	NPD7458	Discontinued
0.7244	Intermediate Similarity	NPD3226	Approved
0.7241	Intermediate Similarity	NPD3764	Approved
0.7214	Intermediate Similarity	NPD1281	Approved
0.7212	Intermediate Similarity	NPD7228	Approved
0.7208	Intermediate Similarity	NPD7004	Clinical (unspecified phase)
0.72	Intermediate Similarity	NPD2346	Discontinued
0.719	Intermediate Similarity	NPD3300	Phase 2
0.7174	Intermediate Similarity	NPD3091	Approved
0.7171	Intermediate Similarity	NPD4628	Phase 3
0.7171	Intermediate Similarity	NPD6398	Clinical (unspecified phase)
0.717	Intermediate Similarity	NPD1465	Phase 2
0.717	Intermediate Similarity	NPD2393	Clinical (unspecified phase)
0.7151	Intermediate Similarity	NPD8397	Clinical (unspecified phase)
0.7143	Intermediate Similarity	NPD2979	Phase 3
0.7143	Intermediate Similarity	NPD4060	Phase 1
0.7143	Intermediate Similarity	NPD6143	Clinical (unspecified phase)
0.7143	Intermediate Similarity	NPD3620	Phase 2
0.7143	Intermediate Similarity	NPD3619	Clinical (unspecified phase)
0.7083	Intermediate Similarity	NPD258	Approved
0.7083	Intermediate Similarity	NPD257	Approved
0.7076	Intermediate Similarity	NPD8055	Clinical (unspecified phase)
0.7075	Intermediate Similarity	NPD8032	Phase 2
0.7071	Intermediate Similarity	NPD4626	Approved
0.7071	Intermediate Similarity	NPD4059	Approved
0.7071	Intermediate Similarity	NPD7163	Clinical (unspecified phase)
0.7067	Intermediate Similarity	NPD3299	Clinical (unspecified phase)
0.7042	Intermediate Similarity	NPD1608	Approved
0.7039	Intermediate Similarity	NPD970	Clinical (unspecified phase)
0.702	Intermediate Similarity	NPD2935	Discontinued
0.7015	Intermediate Similarity	NPD4750	Phase 3
0.7012	Intermediate Similarity	NPD7199	Phase 2
0.7012	Intermediate Similarity	NPD8127	Discontinued
0.7008	Intermediate Similarity	NPD1809	Phase 2
0.7007	Intermediate Similarity	NPD2629	Approved
0.6993	Remote Similarity	NPD7421	Clinical (unspecified phase)
0.6957	Remote Similarity	NPD2801	Approved
0.695	Remote Similarity	NPD3095	Discontinued
0.6948	Remote Similarity	NPD4110	Phase 3
0.6948	Remote Similarity	NPD4109	Clinical (unspecified phase)
0.6939	Remote Similarity	NPD7095	Approved
0.6939	Remote Similarity	NPD5952	Clinical (unspecified phase)
0.6936	Remote Similarity	NPD8150	Discontinued
0.6928	Remote Similarity	NPD7184	Clinical (unspecified phase)
0.6923	Remote Similarity	NPD1511	Approved
0.6913	Remote Similarity	NPD825	Approved
0.6913	Remote Similarity	NPD826	Approved
0.6908	Remote Similarity	NPD2438	Suspended
0.6897	Remote Similarity	NPD1164	Approved
0.6894	Remote Similarity	NPD1934	Approved
0.6883	Remote Similarity	NPD6674	Discontinued
0.6879	Remote Similarity	NPD1651	Approved
0.6879	Remote Similarity	NPD4160	Clinical (unspecified phase)
0.6867	Remote Similarity	NPD7229	Phase 3
0.6866	Remote Similarity	NPD9265	Clinical (unspecified phase)
0.6852	Remote Similarity	NPD7819	Suspended
0.6846	Remote Similarity	NPD3020	Approved
0.6842	Remote Similarity	NPD2799	Discontinued
0.6835	Remote Similarity	NPD1512	Approved
0.6835	Remote Similarity	NPD6273	Approved
0.6831	Remote Similarity	NPD17	Approved
0.6822	Remote Similarity	NPD288	Approved
0.6815	Remote Similarity	NPD6831	Clinical (unspecified phase)
0.6813	Remote Similarity	NPD5808	Clinical (unspecified phase)
0.6807	Remote Similarity	NPD6959	Discontinued
0.6803	Remote Similarity	NPD9569	Approved
0.68	Remote Similarity	NPD4140	Approved
0.6797	Remote Similarity	NPD2531	Phase 2
0.6795	Remote Similarity	NPD7910	Clinical (unspecified phase)
0.6794	Remote Similarity	NPD289	Clinical (unspecified phase)
0.6786	Remote Similarity	NPD405	Clinical (unspecified phase)
0.6784	Remote Similarity	NPD7993	Clinical (unspecified phase)
0.6779	Remote Similarity	NPD6798	Discontinued
0.6766	Remote Similarity	NPD5711	Approved
0.6766	Remote Similarity	NPD5710	Approved
0.6761	Remote Similarity	NPD5691	Approved
0.6759	Remote Similarity	NPD3600	Clinical (unspecified phase)
0.6759	Remote Similarity	NPD1755	Approved
0.6755	Remote Similarity	NPD274	Approved
0.6755	Remote Similarity	NPD6355	Discontinued
0.6755	Remote Similarity	NPD275	Approved
0.6753	Remote Similarity	NPD7266	Discontinued
0.6744	Remote Similarity	NPD7240	Approved
0.6744	Remote Similarity	NPD844	Approved
0.6733	Remote Similarity	NPD259	Phase 1
0.6731	Remote Similarity	NPD3750	Approved
0.6731	Remote Similarity	NPD3400	Discontinued
0.6724	Remote Similarity	NPD7090	Clinical (unspecified phase)
0.6719	Remote Similarity	NPD845	Approved
0.6714	Remote Similarity	NPD4198	Discontinued
0.6713	Remote Similarity	NPD1778	Approved
0.6713	Remote Similarity	NPD2286	Discontinued
0.6712	Remote Similarity	NPD6696	Suspended
0.6711	Remote Similarity	NPD9537	Phase 1
0.6711	Remote Similarity	NPD7008	Discontinued
0.6711	Remote Similarity	NPD4097	Suspended
0.6711	Remote Similarity	NPD9536	Phase 1
0.6707	Remote Similarity	NPD3817	Phase 2
0.6707	Remote Similarity	NPD8438	Clinical (unspecified phase)
0.6691	Remote Similarity	NPD4869	Clinical (unspecified phase)
0.669	Remote Similarity	NPD9545	Approved
0.6689	Remote Similarity	NPD1530	Clinical (unspecified phase)
0.6689	Remote Similarity	NPD9494	Approved
0.6688	Remote Similarity	NPD4476	Approved
0.6688	Remote Similarity	NPD4477	Approved
0.6688	Remote Similarity	NPD9570	Approved
0.6686	Remote Similarity	NPD6166	Phase 2
0.6686	Remote Similarity	NPD6168	Clinical (unspecified phase)
0.6686	Remote Similarity	NPD6167	Clinical (unspecified phase)
0.6685	Remote Similarity	NPD7879	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD1699	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD2313	Discontinued
0.6667	Remote Similarity	NPD1432	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD3882	Suspended
0.6667	Remote Similarity	NPD8312	Approved
0.6667	Remote Similarity	NPD4378	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD6124	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD7985	Registered
0.6667	Remote Similarity	NPD3534	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD7028	Phase 2
0.6667	Remote Similarity	NPD2797	Approved
0.6667	Remote Similarity	NPD6599	Discontinued
0.6667	Remote Similarity	NPD7325	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD3268	Approved
0.6667	Remote Similarity	NPD8313	Approved
0.6667	Remote Similarity	NPD2800	Approved
0.6667	Remote Similarity	NPD6859	Clinical (unspecified phase)
0.6645	Remote Similarity	NPD5762	Approved
0.6645	Remote Similarity	NPD2029	Clinical (unspecified phase)
0.6645	Remote Similarity	NPD555	Phase 2
0.6645	Remote Similarity	NPD5763	Approved
0.6644	Remote Similarity	NPD4379	Clinical (unspecified phase)
0.6644	Remote Similarity	NPD1529	Clinical (unspecified phase)
0.6643	Remote Similarity	NPD4093	Discontinued
0.6641	Remote Similarity	NPD1088	Approved
0.6629	Remote Similarity	NPD2490	Approved
0.6629	Remote Similarity	NPD2488	Approved
0.6628	Remote Similarity	NPD5190	Phase 2
0.6627	Remote Similarity	NPD7075	Discontinued
0.6621	Remote Similarity	NPD1611	Approved
0.6615	Remote Similarity	NPD2859	Approved
0.6615	Remote Similarity	NPD2860	Approved
0.6608	Remote Similarity	NPD7177	Discontinued
0.6608	Remote Similarity	NPD3818	Discontinued
0.6604	Remote Similarity	NPD2420	Approved
0.6604	Remote Similarity	NPD2421	Approved
0.66	Remote Similarity	NPD3027	Phase 3
0.66	Remote Similarity	NPD4625	Phase 3
0.6597	Remote Similarity	NPD3412	Clinical (unspecified phase)
0.6597	Remote Similarity	NPD1751	Approved
0.6591	Remote Similarity	NPD2066	Phase 3
0.6584	Remote Similarity	NPD6980	Clinical (unspecified phase)

Structure

CID293454 OpenBabel06191716102D 24 26 0 0 1 0 0 0 0 0999 V2000 -1.7321 -3.0000 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 4.4641 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 1.0000 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 -1.7321 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -0.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 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 3.4641 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.7321 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 11 1 0 0 0 0 2 11 1 0 0 0 0 3 19 1 0 0 0 0 4 19 1 0 0 0 0 5 8 1 0 0 0 0 5 9 1 0 0 0 0 6 7 1 0 0 0 0 6 12 1 0 0 0 0 7 14 1 0 0 0 0 8 19 1 0 0 0 0 9 20 1 0 0 0 0 10 12 2 0 0 0 0 10 13 1 0 0 0 0 11 13 1 0 0 0 0 12 15 1 0 0 0 0 13 16 2 0 0 0 0 14 19 1 0 0 0 0 14 20 1 6 0 0 0 15 17 2 0 0 0 0 15 20 1 0 0 0 0 16 17 1 0 0 0 0 16 21 1 0 0 0 0 17 22 1 0 0 0 0 18 23 2 0 0 0 0 18 24 1 0 0 0 0 20 18 1 6 0 0 0 M END $$$$

External Identifiers

PubChem CID	65126
ChEMBL	CHEMBL484853
ZINC

Physicochemical Properties

Molecular Weight:	332.20
ALogP:	-0.0192
MLogP:	3.22
XLogP:	5.183
# Rotatable Bonds:	9
Polar Surface Area:	77.76
# H-Bond Aceptor:	2
# H-Bond Donor:	3
# Rings:	3
# Heavy Atoms:	24

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