NPASS Natural Product

Natural Product: NPC96940

Natural Product ID:	NPC96940
Common Name:	Dronabinol
IUPAC Name:	(6aR,10aR)-6,6,9-trimethyl-3-pentyl-6a,7,8,10a-tetrahydrobenzo[c]chromen-1-ol
Synonyms:	delta-9-Tetrahydrocannabinol; delta-9-THC; Dronabinol; Marinol
Molecular Formula:	C21H30O2
Standard InCHIKey:	CYQFCXCEBYINGO-IAGOWNOFSA-N
Standard InCHI:	InChI=1S/C21H30O2/c1-5-6-7-8-15-12-18(22)20-16-11-14(2)9-10-17(16)21(3,4)23-19(20)13-15/h11-13,16-17,22H,5-10H2,1-4H3/t16-,17-/m1/s1
Canonical SMILES:	CCCCCc1cc(O)c2c(c1)OC([C@H]1[C@H]2C=C(C)CC1)(C)C
First Find Year:
Max Developmental Stage:
Synthetic Gene Cluster:	;

Species Source

Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Isolation Part	Reference
NPO7513	Cannabis sativa	Species	Cannabaceae	Eukaryota		PMID[18681481]
NPO7513	Cannabis sativa	Species	Cannabaceae	Eukaryota		TCMSP*
NPO7513	Cannabis sativa	Species	Cannabaceae	Eukaryota		HerDing*
NPO7513	Cannabis sativa	Species	Cannabaceae	Eukaryota	Aerial parts	PMID[21902175]
NPO7513.1	Cannabis sativa var. indica	Varieties	Cannabaceae	Eukaryota		HerDing*
NPO7513	Cannabis sativa	Species	Cannabaceae	Eukaryota		TCMID*
NPO7513.1	Cannabis sativa var. indica	Varieties	Cannabaceae	Eukaryota		TCMID*

Biological Activity

Activity Type	# Activity
EC50	15
ED50	46
IC50	9
Ki	52
LD50	1
MIC	6
Others	40
Potency	22

Activity Type	# Activity
Cell Line	1
Individual Protein	72
Organism	83
Others	31
Protein Family	4

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT1361	Individual Protein	Cannabinoid CB1 receptor	Rattus norvegicus	IC50	=	5.8	nM	7636873
NPT32	Organism	Mus musculus	Mus musculus	IC50	=	4	nM	7636873
NPT32	Organism	Mus musculus	Mus musculus	ED50	=	1.006	mg/kg	8057304
NPT32	Organism	Mus musculus	Mus musculus	ED50	=	1.415	mg/kg	8057304
NPT32	Organism	Mus musculus	Mus musculus	ED50	=	1.51	mg/kg	8057304
NPT32	Organism	Mus musculus	Mus musculus	ED50	=	3.2	mg/kg	2989518
NPT4118	Protein Family	Cannabinoid receptor	Rattus norvegicus	IC50	=	5.8	nM	10.1016/0960-894X(95)00560-G
NPT32	Organism	Mus musculus	Mus musculus	IC50	=	4	nM	10.1016/0960-894X(95)00560-G
NPT1361	Individual Protein	Cannabinoid CB1 receptor	Rattus norvegicus	Ki	=	47.6	nM	8809166
NPT1169	Individual Protein	Cannabinoid CB2 receptor	Mus musculus	Ki	=	39.3	nM	8809166
NPT232	Individual Protein	Cannabinoid CB1 receptor	Homo sapiens	Ki	=	41	nM	9784115
NPT32	Organism	Mus musculus	Mus musculus	ED50	=	1	mg/kg	9784115
NPT32	Organism	Mus musculus	Mus musculus	ED50	=	1.4	mg/kg	9784115
NPT32	Organism	Mus musculus	Mus musculus	ED50	=	1.5	mg/kg	9784115
NPT32	Organism	Mus musculus	Mus musculus	Activity	=	59		6296389
NPT32	Organism	Mus musculus	Mus musculus	Activity	=	20		6296389
NPT32	Organism	Mus musculus	Mus musculus	Activity	=	17		6296389
NPT32	Organism	Mus musculus	Mus musculus	Activity	=	6		6296389
NPT32	Organism	Mus musculus	Mus musculus	ED50	=	1	mg/kg	1659638
NPT32	Organism	Mus musculus	Mus musculus	ED50	=	1.4	mg/kg	1659638
NPT32	Organism	Mus musculus	Mus musculus	ED50	=	1.5	mg/kg	1659638
NPT32	Organism	Mus musculus	Mus musculus	ED50	=	0.6	mg/kg	1659638
NPT4118	Protein Family	Cannabinoid receptor	Rattus norvegicus	IC50	=	218	nM	1659638
NPT1170	Individual Protein	Cannabinoid CB1 receptor	Mus musculus	Ki	=	41	nM	9357528
NPT32	Organism	Mus musculus	Mus musculus	ED50	=	1	mg/kg	9357528
NPT32	Organism	Mus musculus	Mus musculus	ED50	=	1.4	mg/kg	9357528
NPT32	Organism	Mus musculus	Mus musculus	ED50	=	1.5	mg/kg	9357528
NPT1361	Individual Protein	Cannabinoid CB1 receptor	Rattus norvegicus	Ki	=	66.5	nM	9379442
NPT1361	Individual Protein	Cannabinoid CB1 receptor	Rattus norvegicus	Ki	=	80.3	nM	9379442
NPT1287	Individual Protein	Cannabinoid CB2 receptor	Homo sapiens	Ki	=	32.2	nM	9379442
NPT1361	Individual Protein	Cannabinoid CB1 receptor	Rattus norvegicus	EC50	=	11	nM	9379442
NPT1287	Individual Protein	Cannabinoid CB2 receptor	Homo sapiens	Inhibition	=	21	%	9379442
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	ED50	=	27	mg/kg	6681843
NPT32	Organism	Mus musculus	Mus musculus	ED50	=	43	mg/kg	6681843
NPT232	Individual Protein	Cannabinoid CB1 receptor	Homo sapiens	Ki	=	41	nM	11020293
NPT1287	Individual Protein	Cannabinoid CB2 receptor	Homo sapiens	Ki	=	36	nM	11020293
NPT736	Organism	Columba livia	Columba livia	ED50	=	0.16	mg/kg	1317925
NPT736	Organism	Columba livia	Columba livia	ED50	=	0.25	mg/kg	1317925
NPT736	Organism	Columba livia	Columba livia	ED50	=	1.21	mg/kg	1317925
NPT4118	Protein Family	Cannabinoid receptor	Rattus norvegicus	Ki	=	46	nM	1317925
NPT1362	Protein Family	Cannabinoid receptor	Homo sapiens	Ki	=	41	nM	10.1016/S0960-894X(01)80155-4
NPT32	Organism	Mus musculus	Mus musculus	ED50	=	4.7	umol/kg	10.1016/S0960-894X(01)80155-4
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	ED50	=	0.66	mg/kg	2155318
NPT736	Organism	Columba livia	Columba livia	ED50	=	0.18	mg/kg	2155318
NPT232	Individual Protein	Cannabinoid CB1 receptor	Homo sapiens	Ki	=	28.5	nM	14505654
NPT1287	Individual Protein	Cannabinoid CB2 receptor	Homo sapiens	Ki	=	25	nM	14505654
NPT232	Individual Protein	Cannabinoid CB1 receptor	Homo sapiens	Ratio	=	1.14		14505654
NPT232	Individual Protein	Cannabinoid CB1 receptor	Homo sapiens	Ki	=	41	nM	8831752
NPT1287	Individual Protein	Cannabinoid CB2 receptor	Homo sapiens	Ki	=	36	nM	8831752
NPT32	Organism	Mus musculus	Mus musculus	ED50	=	2.9	umol/kg	8831752
NPT32	Organism	Mus musculus	Mus musculus	ED50	=	4.8	umol/kg	8831752
NPT32	Organism	Mus musculus	Mus musculus	ED50	=	4.5	umol/kg	8831752
NPT1361	Individual Protein	Cannabinoid CB1 receptor	Rattus norvegicus	Ki	=	41	nM	16005223
NPT1287	Individual Protein	Cannabinoid CB2 receptor	Homo sapiens	Ki	=	36	nM	16005223
NPT2	Others	Unspecified		Ratio	=	1.1		16005223
NPT1361	Individual Protein	Cannabinoid CB1 receptor	Rattus norvegicus	Ki	=	37	nM	16078824
NPT2	Others	Unspecified		Ki	=	20	nM	16078824
NPT1363	Individual Protein	Anandamide amidohydrolase	Mus musculus	Inhibition	=	31	%	16078824
NPT1361	Individual Protein	Cannabinoid CB1 receptor	Rattus norvegicus	EC50	=	199.53	nM	16420041
NPT32	Organism	Mus musculus	Mus musculus	ED50	=	1	mg/kg	17257842
NPT32	Organism	Mus musculus	Mus musculus	ED50	=	1.4	mg/kg	17257842
NPT32	Organism	Mus musculus	Mus musculus	Activity	=	29	ug	17257842
NPT1169	Individual Protein	Cannabinoid CB2 receptor	Mus musculus	Ki	=	9.2	nM	17531479
NPT1170	Individual Protein	Cannabinoid CB1 receptor	Mus musculus	Ki	=	40	nM	17531479
NPT1287	Individual Protein	Cannabinoid CB2 receptor	Homo sapiens	Ki	=	3.3	nM	17531479
NPT232	Individual Protein	Cannabinoid CB1 receptor	Homo sapiens	Ki	=	17	nM	17531479
NPT32	Organism	Mus musculus	Mus musculus	ED50	=	0.4	mg/kg	17531479
NPT32	Organism	Mus musculus	Mus musculus	ED50	=	0.3	mg/kg	17531479
NPT1361	Individual Protein	Cannabinoid CB1 receptor	Rattus norvegicus	Ki	=	41	nM	17919913
NPT1287	Individual Protein	Cannabinoid CB2 receptor	Homo sapiens	Ki	=	36	nM	17919913
NPT2	Others	Unspecified		Ratio Ki	=	1.1		17919913
NPT16	Organism	Staphylococcus aureus	Staphylococcus aureus	MIC	=	2	ug/ml	18681481
NPT16	Organism	Staphylococcus aureus	Staphylococcus aureus	MIC	=	1	ug/ml	18681481
NPT16	Organism	Staphylococcus aureus	Staphylococcus aureus	MIC	=	0.5	ug/ml	18681481
NPT1287	Individual Protein	Cannabinoid CB2 receptor	Homo sapiens	Ki	=	41	nM	18522867
NPT232	Individual Protein	Cannabinoid CB1 receptor	Homo sapiens	Ki	=	2.9	nM	18522867
NPT1287	Individual Protein	Cannabinoid CB2 receptor	Homo sapiens	EC50	=	1.5	nM	18522867
NPT232	Individual Protein	Cannabinoid CB1 receptor	Homo sapiens	Ki	=	40	nM	20079638
NPT1287	Individual Protein	Cannabinoid CB2 receptor	Homo sapiens	Ki	=	36	nM	20079638
NPT1534	Individual Protein	Transient receptor potential cation channel subfamily A member 1	Rattus norvegicus	EC50	=	230	nM	20356305
NPT1287	Individual Protein	Cannabinoid CB2 receptor	Homo sapiens	Ki	=	36	nM	20621488
NPT1361	Individual Protein	Cannabinoid CB1 receptor	Rattus norvegicus	Ki	=	41	nM	20621488
NPT2	Others	Unspecified		Ratio Ki	=	1.1		20621488
NPT346	Individual Protein	Transient receptor potential cation channel subfamily A member 1	Homo sapiens	Activity	=	0.01	nM	16408004
NPT2	Others	Unspecified		Ratio Ki	=	1.1		20943404
NPT1287	Individual Protein	Cannabinoid CB2 receptor	Homo sapiens	Ki	=	36	nM	20943404
NPT1361	Individual Protein	Cannabinoid CB1 receptor	Rattus norvegicus	Ki	=	41	nM	20943404
NPT232	Individual Protein	Cannabinoid CB1 receptor	Homo sapiens	IC50	=	2.8	nM	21999614
NPT1287	Individual Protein	Cannabinoid CB2 receptor	Homo sapiens	IC50	=	9.5	nM	21999614
NPT232	Individual Protein	Cannabinoid CB1 receptor	Homo sapiens	Ki	=	10	nM	22284817
NPT232	Individual Protein	Cannabinoid CB1 receptor	Homo sapiens	EC50	=	17	nM	22284817
NPT1287	Individual Protein	Cannabinoid CB2 receptor	Homo sapiens	Ki	=	24	nM	22284817
NPT32	Organism	Mus musculus	Mus musculus	ED50	=	4.8	umol/kg	22341572
NPT32	Organism	Mus musculus	Mus musculus	ED50	=	4.5	umol/kg	22341572
NPT32	Organism	Mus musculus	Mus musculus	ED50	=	3.2	umol/kg	22341572
NPT232	Individual Protein	Cannabinoid CB1 receptor	Homo sapiens	Ki	=	41	nM	22341572
NPT1287	Individual Protein	Cannabinoid CB2 receptor	Homo sapiens	Ki	=	36	nM	22341572
NPT2	Others	Unspecified		Ratio Ki	=	1.1		22341572
NPT2	Others	Unspecified		Potency		26608.6	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency		21136	nM	PubChem BioAssay data set
NPT1287	Individual Protein	Cannabinoid CB2 receptor	Homo sapiens	Ki	=	71.6	nM	23679955
NPT232	Individual Protein	Cannabinoid CB1 receptor	Homo sapiens	Ki	=	3.88	nM	23679955
NPT4119	Individual Protein	N-arachidonyl glycine receptor	Homo sapiens	EC50	=	4610	nM	23679955
NPT4120	Individual Protein	G-protein coupled receptor 55	Homo sapiens	IC50	=	14200	nM	23679955
NPT2	Others	Unspecified		Potency		11883.2	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency		23710.1	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency		23914.5	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency		35481.3	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency		13333.2	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency		3757.8	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency		16785.5	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency		30106.5	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency		9439.2	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency		26832.5	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency		18995.9	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency		33491.5	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency		10590.9	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency		15848.9	nM	PubChem BioAssay data set
NPT4119	Individual Protein	N-arachidonyl glycine receptor	Homo sapiens	EC50	=	4610	nM	10.1039/C3MD00394A
NPT1287	Individual Protein	Cannabinoid CB2 receptor	Homo sapiens	Ki	=	71.6	nM	10.1039/C3MD00394A
NPT4119	Individual Protein	N-arachidonyl glycine receptor	Homo sapiens	EC50	=	960	nM	10.1039/C3MD00394A
NPT4120	Individual Protein	G-protein coupled receptor 55	Homo sapiens	EC50	=	14200	nM	10.1039/C3MD00394A
NPT232	Individual Protein	Cannabinoid CB1 receptor	Homo sapiens	Ki	=	3.88	nM	10.1039/C3MD00394A
NPT32	Organism	Mus musculus	Mus musculus	ED50	=	0.02	mg/kg	23865723
NPT2	Others	Unspecified		Ratio Ki	=	1.1		23865723
NPT1287	Individual Protein	Cannabinoid CB2 receptor	Homo sapiens	Ki	=	36.4	nM	23865723
NPT232	Individual Protein	Cannabinoid CB1 receptor	Homo sapiens	Ki	=	40.7	nM	23865723
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	ED50	=	0.062	mg/kg	691006
NPT32	Organism	Mus musculus	Mus musculus	ED50	>	100	mg/kg	691006
NPT32	Organism	Mus musculus	Mus musculus	ED50	=	43	mg/kg	691006
NPT2	Others	Unspecified		Ki	=	302	nM	722729
NPT2	Others	Unspecified		Ratio Ki	=	100		722729
NPT1361	Individual Protein	Cannabinoid CB1 receptor	Rattus norvegicus	Ki	=	39.5	nM	24900848
NPT1169	Individual Protein	Cannabinoid CB2 receptor	Mus musculus	Ki	=	40	nM	24900848
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Activity	=	15	%	817021
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Activity	=	41	%	817021
NPT32	Organism	Mus musculus	Mus musculus	Activity	=	20	mg/kg	817021
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Activity	=	39	%	817021
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Activity	=	21	%	817021
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Activity	=	6	%	817021
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Activity	=	8	%	817021
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Activity	=	0.7	%	817021
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Activity	=	7.5	%	817021
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Activity	=	7.3	%	817021
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Activity	=	8.2	%	817021
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Activity	=	8.9	%	817021
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Inhibition	=	0	%	817021
NPT32	Organism	Mus musculus	Mus musculus	LD50	>=	1000	mg/kg	817021
NPT32	Organism	Mus musculus	Mus musculus	ED50	=	9.6	mg/kg	966252
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	ED50	=	27.2	mg/kg	915915
NPT32	Organism	Mus musculus	Mus musculus	ED50	=	43	mg/kg	915915
NPT32	Organism	Mus musculus	Mus musculus	Inhibition	=	36	%	915915
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Inhibition	=	39	%	915915
NPT1016	Organism	Canis familiaris	Canis lupus familiaris	Activity	=	4	mg/kg	915915
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Inhibition	=	15	%	915915
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	ED50	=	27.2	mg/kg	817021
NPT32	Organism	Mus musculus	Mus musculus	ED50	=	43	mg/kg	817021
NPT32	Organism	Mus musculus	Mus musculus	Activity	=	68	%	817021
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Activity	=	14	%	817021
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Activity	=	72	%	817021
NPT232	Individual Protein	Cannabinoid CB1 receptor	Homo sapiens	Ki	=	22	nM	25072877
NPT1287	Individual Protein	Cannabinoid CB2 receptor	Homo sapiens	Ki	=	46	nM	25072877
NPT1287	Individual Protein	Cannabinoid CB2 receptor	Homo sapiens	EC50	=	12.3	nM	25072877
NPT232	Individual Protein	Cannabinoid CB1 receptor	Homo sapiens	EC50	=	77.5	nM	25072877
NPT82	Cell Line	MDA-MB-231	Homo sapiens	IC50	=	5000	nM	25671648
NPT426	Individual Protein	Glycine receptor subunit alpha-1	Homo sapiens	Activity	=	162	%	25790278
NPT426	Individual Protein	Glycine receptor subunit alpha-1	Homo sapiens	EC50	=	1300	nM	25790278
NPT1170	Individual Protein	Cannabinoid CB1 receptor	Mus musculus	Ki	=	15.3	nM	22904561
NPT543	Individual Protein	Pregnane X receptor	Homo sapiens	EC50	=	31600	nM	20966043
NPT543	Individual Protein	Pregnane X receptor	Homo sapiens	EC50	=	12600	nM	20966043
NPT2	Others	Unspecified		Potency		21313.8	nM	PubChem BioAssay data set
NPT32	Organism	Mus musculus	Mus musculus	Activity	=	194		26000707
NPT32	Organism	Mus musculus	Mus musculus	Activity	=	276.2		26000707
NPT32	Organism	Mus musculus	Mus musculus	Activity	=	190.9		26000707
NPT1287	Individual Protein	Cannabinoid CB2 receptor	Homo sapiens	Ki	=	42	nM	26000707
NPT232	Individual Protein	Cannabinoid CB1 receptor	Homo sapiens	Ki	=	18	nM	26000707
NPT1361	Individual Protein	Cannabinoid CB1 receptor	Rattus norvegicus	Ki	=	36	nM	26890113

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 NPC96940 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	258
0.1-0.2	1255
0.2-0.3	2397
0.3-0.4	7366
0.4-0.5	6262
0.5-0.6	2875
0.6-0.7	6219
0.7-0.8	3794
0.8-0.85	380
0.85-0.9	64
0.9-0.95	15
0.95-1	4

Similarity Score	Similarity Level	Natural Product ID
0.9587	High Similarity	NPC38604
0.9587	High Similarity	NPC211179
0.9508	High Similarity	NPC472796
0.9508	High Similarity	NPC472795
0.9407	High Similarity	NPC218753
0.935	High Similarity	NPC222108
0.935	High Similarity	NPC472797
0.935	High Similarity	NPC96719
0.9237	High Similarity	NPC137294
0.9237	High Similarity	NPC85895
0.9194	High Similarity	NPC16577
0.9187	High Similarity	NPC46978
0.9127	High Similarity	NPC472798
0.9048	High Similarity	NPC472590
0.9048	High Similarity	NPC160623
0.9032	High Similarity	NPC473134
0.9024	High Similarity	NPC476254
0.9024	High Similarity	NPC131397
0.9008	High Similarity	NPC212965
0.8976	High Similarity	NPC469611
0.8943	High Similarity	NPC270030
0.8934	High Similarity	NPC74137
0.8934	High Similarity	NPC120638
0.8917	High Similarity	NPC51341
0.8917	High Similarity	NPC184302
0.8906	High Similarity	NPC469610
0.8898	High Similarity	NPC8899
0.8846	High Similarity	NPC472800
0.8833	High Similarity	NPC190514
0.88	High Similarity	NPC283049
0.88	High Similarity	NPC26879
0.88	High Similarity	NPC230479
0.88	High Similarity	NPC50315
0.875	High Similarity	NPC33270
0.875	High Similarity	NPC69261
0.872	High Similarity	NPC293801
0.8707	High Similarity	NPC186385
0.8707	High Similarity	NPC299568
0.8699	High Similarity	NPC54972
0.8699	High Similarity	NPC193364
0.8667	High Similarity	NPC150624
0.8661	High Similarity	NPC38664
0.8661	High Similarity	NPC53986
0.8632	High Similarity	NPC168657
0.8629	High Similarity	NPC77789
0.8629	High Similarity	NPC36016
0.8629	High Similarity	NPC100099
0.8629	High Similarity	NPC18128
0.8605	High Similarity	NPC118683
0.8605	High Similarity	NPC244888
0.8605	High Similarity	NPC164804
0.8605	High Similarity	NPC293203
0.8605	High Similarity	NPC68205
0.8605	High Similarity	NPC211413
0.8605	High Similarity	NPC469907
0.8595	High Similarity	NPC244816
0.8595	High Similarity	NPC50521
0.8595	High Similarity	NPC221549
0.8594	High Similarity	NPC93962
0.8583	High Similarity	NPC53906
0.8583	High Similarity	NPC808
0.8582	High Similarity	NPC71046
0.8571	High Similarity	NPC105031
0.8561	High Similarity	NPC327735
0.8561	High Similarity	NPC126101
0.856	High Similarity	NPC261992
0.856	High Similarity	NPC76465
0.856	High Similarity	NPC38761
0.8559	High Similarity	NPC255068
0.855	High Similarity	NPC473107
0.8548	High Similarity	NPC168707
0.8548	High Similarity	NPC48623
0.8538	High Similarity	NPC13005
0.8527	High Similarity	NPC474481
0.8527	High Similarity	NPC470225
0.8527	High Similarity	NPC27187
0.8516	High Similarity	NPC47283
0.8516	High Similarity	NPC39064
0.8512	High Similarity	NPC114064
0.8504	High Similarity	NPC82299
0.8504	High Similarity	NPC170485
0.85	High Similarity	NPC22610
0.85	High Similarity	NPC276737
0.8496	Intermediate Similarity	NPC35550
0.8492	Intermediate Similarity	NPC86502
0.8492	Intermediate Similarity	NPC197351
0.8492	Intermediate Similarity	NPC106914
0.8492	Intermediate Similarity	NPC134195
0.8492	Intermediate Similarity	NPC246648
0.8485	Intermediate Similarity	NPC327382
0.848	Intermediate Similarity	NPC57199
0.848	Intermediate Similarity	NPC188997
0.8473	Intermediate Similarity	NPC77196
0.8473	Intermediate Similarity	NPC24913
0.8473	Intermediate Similarity	NPC177712
0.8468	Intermediate Similarity	NPC96423
0.8468	Intermediate Similarity	NPC102639
0.8468	Intermediate Similarity	NPC45663
0.8462	Intermediate Similarity	NPC164574
0.8462	Intermediate Similarity	NPC300875
0.8462	Intermediate Similarity	NPC280653
0.8462	Intermediate Similarity	NPC476166
0.8462	Intermediate Similarity	NPC17343
0.8462	Intermediate Similarity	NPC207892
0.8462	Intermediate Similarity	NPC471517
0.8462	Intermediate Similarity	NPC181497
0.8462	Intermediate Similarity	NPC150011
0.8462	Intermediate Similarity	NPC129106
0.8462	Intermediate Similarity	NPC271945
0.8462	Intermediate Similarity	NPC236014
0.8462	Intermediate Similarity	NPC268917
0.8462	Intermediate Similarity	NPC118114
0.8462	Intermediate Similarity	NPC129784
0.8462	Intermediate Similarity	NPC162801
0.8462	Intermediate Similarity	NPC196765
0.8462	Intermediate Similarity	NPC12875
0.8462	Intermediate Similarity	NPC206224
0.8462	Intermediate Similarity	NPC228369
0.8455	Intermediate Similarity	NPC471449
0.8443	Intermediate Similarity	NPC470759
0.8443	Intermediate Similarity	NPC15860
0.8443	Intermediate Similarity	NPC187993
0.8443	Intermediate Similarity	NPC474933
0.8443	Intermediate Similarity	NPC238176
0.8443	Intermediate Similarity	NPC127894
0.8443	Intermediate Similarity	NPC219070
0.8438	Intermediate Similarity	NPC473221
0.8438	Intermediate Similarity	NPC149796
0.843	Intermediate Similarity	NPC167934
0.8425	Intermediate Similarity	NPC103420
0.8425	Intermediate Similarity	NPC285040
0.8425	Intermediate Similarity	NPC188022
0.8425	Intermediate Similarity	NPC113495
0.8425	Intermediate Similarity	NPC17809
0.8425	Intermediate Similarity	NPC102540
0.8421	Intermediate Similarity	NPC270456
0.8421	Intermediate Similarity	NPC248727
0.8421	Intermediate Similarity	NPC162659
0.8421	Intermediate Similarity	NPC173660
0.8421	Intermediate Similarity	NPC265433
0.8421	Intermediate Similarity	NPC141717
0.8417	Intermediate Similarity	NPC319803
0.8409	Intermediate Similarity	NPC225696
0.8409	Intermediate Similarity	NPC223008
0.8409	Intermediate Similarity	NPC97834
0.8409	Intermediate Similarity	NPC198154
0.8409	Intermediate Similarity	NPC115335
0.8409	Intermediate Similarity	NPC317380
0.8409	Intermediate Similarity	NPC296915
0.8403	Intermediate Similarity	NPC224527
0.84	Intermediate Similarity	NPC476633
0.8397	Intermediate Similarity	NPC127624
0.8394	Intermediate Similarity	NPC469795
0.8387	Intermediate Similarity	NPC8283
0.8387	Intermediate Similarity	NPC258979
0.8387	Intermediate Similarity	NPC93398
0.8372	Intermediate Similarity	NPC222572
0.8372	Intermediate Similarity	NPC274717
0.8372	Intermediate Similarity	NPC215300
0.8372	Intermediate Similarity	NPC87224
0.8362	Intermediate Similarity	NPC37802
0.8361	Intermediate Similarity	NPC85292
0.8361	Intermediate Similarity	NPC69539
0.8361	Intermediate Similarity	NPC54507
0.8361	Intermediate Similarity	NPC141090
0.8361	Intermediate Similarity	NPC229147
0.8359	Intermediate Similarity	NPC476006
0.8359	Intermediate Similarity	NPC276212
0.8359	Intermediate Similarity	NPC471215
0.8359	Intermediate Similarity	NPC245060
0.8359	Intermediate Similarity	NPC262573
0.8358	Intermediate Similarity	NPC134260
0.8346	Intermediate Similarity	NPC138248
0.8346	Intermediate Similarity	NPC248557
0.8346	Intermediate Similarity	NPC61685
0.8346	Intermediate Similarity	NPC159132
0.8346	Intermediate Similarity	NPC151224
0.8346	Intermediate Similarity	NPC140521
0.8346	Intermediate Similarity	NPC228503
0.8346	Intermediate Similarity	NPC78446
0.8346	Intermediate Similarity	NPC195022
0.8333	Intermediate Similarity	NPC92805
0.8333	Intermediate Similarity	NPC85435
0.8333	Intermediate Similarity	NPC269528
0.8333	Intermediate Similarity	NPC36661
0.8333	Intermediate Similarity	NPC11060
0.8333	Intermediate Similarity	NPC469557
0.8321	Intermediate Similarity	NPC82503
0.8309	Intermediate Similarity	NPC265075
0.8308	Intermediate Similarity	NPC471518
0.8308	Intermediate Similarity	NPC134360
0.8308	Intermediate Similarity	NPC471519
0.8306	Intermediate Similarity	NPC295259
0.8296	Intermediate Similarity	NPC25966
0.8296	Intermediate Similarity	NPC70682
0.8296	Intermediate Similarity	NPC127218
0.8296	Intermediate Similarity	NPC260741
0.8296	Intermediate Similarity	NPC471388
0.8296	Intermediate Similarity	NPC319647
0.8296	Intermediate Similarity	NPC245207

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC96940 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	271
0.1-0.2	987
0.2-0.3	1386
0.3-0.4	2732
0.4-0.5	1860
0.5-0.6	1147
0.6-0.7	653
0.7-0.8	107
0.8-0.85	7
0.85-0.9	8
0.9-0.95	2
0.95-1	1

Similarity Score	Similarity Level	Drug ID	Developmental Stage
1.0	High Similarity	NPD4749	Approved
0.9431	High Similarity	NPD6410	Clinical (unspecified phase)
0.9194	High Similarity	NPD4625	Phase 3
0.8779	High Similarity	NPD6099	Approved
0.8779	High Similarity	NPD6100	Approved
0.8707	High Similarity	NPD4750	Phase 3
0.8699	High Similarity	NPD1610	Phase 2
0.8661	High Similarity	NPD4908	Phase 1
0.8657	High Similarity	NPD6398	Clinical (unspecified phase)
0.8651	High Similarity	NPD6917	Clinical (unspecified phase)
0.8527	High Similarity	NPD4907	Clinical (unspecified phase)
0.843	Intermediate Similarity	NPD6671	Approved
0.8295	Intermediate Similarity	NPD1530	Clinical (unspecified phase)
0.8231	Intermediate Similarity	NPD1529	Clinical (unspecified phase)
0.8226	Intermediate Similarity	NPD1548	Phase 1
0.8203	Intermediate Similarity	NPD6696	Suspended
0.8154	Intermediate Similarity	NPD2861	Phase 2
0.8065	Intermediate Similarity	NPD7340	Approved
0.7985	Intermediate Similarity	NPD1613	Approved
0.7985	Intermediate Similarity	NPD1612	Clinical (unspecified phase)
0.7969	Intermediate Similarity	NPD422	Phase 1
0.7967	Intermediate Similarity	NPD1398	Phase 1
0.7692	Intermediate Similarity	NPD7837	Clinical (unspecified phase)
0.7664	Intermediate Similarity	NPD5124	Phase 1
0.7664	Intermediate Similarity	NPD5123	Clinical (unspecified phase)
0.7647	Intermediate Similarity	NPD940	Approved
0.7647	Intermediate Similarity	NPD846	Approved
0.763	Intermediate Similarity	NPD3027	Phase 3
0.7607	Intermediate Similarity	NPD288	Approved
0.7594	Intermediate Similarity	NPD2797	Approved
0.7538	Intermediate Similarity	NPD1778	Approved
0.7535	Intermediate Similarity	NPD5698	Clinical (unspecified phase)
0.7521	Intermediate Similarity	NPD844	Approved
0.7517	Intermediate Similarity	NPD7004	Clinical (unspecified phase)
0.75	Intermediate Similarity	NPD1608	Approved
0.7483	Intermediate Similarity	NPD3892	Phase 2
0.7483	Intermediate Similarity	NPD3750	Approved
0.7445	Intermediate Similarity	NPD6859	Clinical (unspecified phase)
0.7444	Intermediate Similarity	NPD3600	Clinical (unspecified phase)
0.7429	Intermediate Similarity	NPD2200	Suspended
0.7424	Intermediate Similarity	NPD1091	Approved
0.7405	Intermediate Similarity	NPD4626	Approved
0.7397	Intermediate Similarity	NPD7447	Phase 1
0.7388	Intermediate Similarity	NPD8651	Approved
0.7368	Intermediate Similarity	NPD2230	Approved
0.7368	Intermediate Similarity	NPD2232	Approved
0.7368	Intermediate Similarity	NPD2233	Approved
0.7361	Intermediate Similarity	NPD7466	Approved
0.7357	Intermediate Similarity	NPD4097	Suspended
0.7343	Intermediate Similarity	NPD970	Clinical (unspecified phase)
0.7339	Intermediate Similarity	NPD290	Approved
0.7338	Intermediate Similarity	NPD2238	Phase 2
0.7338	Intermediate Similarity	NPD4060	Phase 1
0.7329	Intermediate Similarity	NPD7212	Phase 2
0.7329	Intermediate Similarity	NPD7213	Phase 3
0.7319	Intermediate Similarity	NPD3268	Approved
0.7308	Intermediate Similarity	NPD7644	Approved
0.728	Intermediate Similarity	NPD2684	Approved
0.7279	Intermediate Similarity	NPD6584	Phase 3
0.7279	Intermediate Similarity	NPD4378	Clinical (unspecified phase)
0.7273	Intermediate Similarity	NPD1550	Clinical (unspecified phase)
0.7273	Intermediate Similarity	NPD1552	Clinical (unspecified phase)
0.7273	Intermediate Similarity	NPD17	Approved
0.7273	Intermediate Similarity	NPD1242	Phase 1
0.7258	Intermediate Similarity	NPD968	Approved
0.7237	Intermediate Similarity	NPD2393	Clinical (unspecified phase)
0.7234	Intermediate Similarity	NPD1607	Approved
0.7226	Intermediate Similarity	NPD3018	Phase 2
0.7222	Intermediate Similarity	NPD1549	Phase 2
0.7218	Intermediate Similarity	NPD3496	Discontinued
0.7203	Intermediate Similarity	NPD1551	Phase 2
0.7197	Intermediate Similarity	NPD5691	Approved
0.719	Intermediate Similarity	NPD3020	Approved
0.719	Intermediate Similarity	NPD8443	Clinical (unspecified phase)
0.7188	Intermediate Similarity	NPD7635	Approved
0.7185	Intermediate Similarity	NPD5327	Phase 3
0.7179	Intermediate Similarity	NPD6959	Discontinued
0.7172	Intermediate Similarity	NPD6674	Discontinued
0.7171	Intermediate Similarity	NPD1934	Approved
0.7164	Intermediate Similarity	NPD1611	Approved
0.7163	Intermediate Similarity	NPD5735	Approved
0.7162	Intermediate Similarity	NPD7410	Clinical (unspecified phase)
0.7154	Intermediate Similarity	NPD7157	Approved
0.7153	Intermediate Similarity	NPD5762	Approved
0.7153	Intermediate Similarity	NPD5763	Approved
0.7153	Intermediate Similarity	NPD4624	Approved
0.7133	Intermediate Similarity	NPD4308	Phase 3
0.7133	Intermediate Similarity	NPD3748	Approved
0.7133	Intermediate Similarity	NPD7033	Discontinued
0.7132	Intermediate Similarity	NPD3225	Approved
0.7132	Intermediate Similarity	NPD5283	Phase 1
0.7131	Intermediate Similarity	NPD289	Clinical (unspecified phase)
0.7124	Intermediate Similarity	NPD7819	Suspended
0.7122	Intermediate Similarity	NPD7095	Approved
0.7113	Intermediate Similarity	NPD6353	Approved
0.7111	Intermediate Similarity	NPD2235	Phase 2
0.7111	Intermediate Similarity	NPD2231	Phase 2
0.7109	Intermediate Similarity	NPD228	Approved
0.7101	Intermediate Similarity	NPD1712	Approved
0.7101	Intermediate Similarity	NPD2237	Approved
0.7095	Intermediate Similarity	NPD1511	Approved
0.7092	Intermediate Similarity	NPD1240	Approved
0.7092	Intermediate Similarity	NPD4140	Approved
0.7083	Intermediate Similarity	NPD2796	Approved
0.7063	Intermediate Similarity	NPD2342	Discontinued
0.7059	Intermediate Similarity	NPD6582	Phase 2
0.7059	Intermediate Similarity	NPD6583	Phase 3
0.7059	Intermediate Similarity	NPD845	Approved
0.7059	Intermediate Similarity	NPD2983	Phase 2
0.7059	Intermediate Similarity	NPD2982	Phase 2
0.7055	Intermediate Similarity	NPD1652	Phase 2
0.7055	Intermediate Similarity	NPD2800	Approved
0.7054	Intermediate Similarity	NPD5535	Approved
0.7054	Intermediate Similarity	NPD7843	Approved
0.7047	Intermediate Similarity	NPD2534	Approved
0.7047	Intermediate Similarity	NPD2532	Approved
0.7047	Intermediate Similarity	NPD2533	Approved
0.7032	Intermediate Similarity	NPD4868	Clinical (unspecified phase)
0.7023	Intermediate Similarity	NPD709	Approved
0.702	Intermediate Similarity	NPD1653	Approved
0.7015	Intermediate Similarity	NPD2667	Approved
0.7015	Intermediate Similarity	NPD2668	Approved
0.7014	Intermediate Similarity	NPD1510	Phase 2
0.7013	Intermediate Similarity	NPD2801	Approved
0.7	Intermediate Similarity	NPD1512	Approved
0.6993	Remote Similarity	NPD7615	Clinical (unspecified phase)
0.6985	Remote Similarity	NPD2981	Phase 2
0.6974	Remote Similarity	NPD5808	Clinical (unspecified phase)
0.6972	Remote Similarity	NPD3619	Clinical (unspecified phase)
0.6972	Remote Similarity	NPD3620	Phase 2
0.6957	Remote Similarity	NPD3266	Approved
0.6957	Remote Similarity	NPD3267	Approved
0.6953	Remote Similarity	NPD3022	Approved
0.6953	Remote Similarity	NPD3021	Approved
0.6948	Remote Similarity	NPD37	Approved
0.6943	Remote Similarity	NPD6234	Discontinued
0.6942	Remote Similarity	NPD2859	Approved
0.6942	Remote Similarity	NPD2860	Approved
0.694	Remote Similarity	NPD3445	Approved
0.694	Remote Similarity	NPD3443	Approved
0.694	Remote Similarity	NPD5585	Approved
0.694	Remote Similarity	NPD3444	Approved
0.6929	Remote Similarity	NPD1008	Clinical (unspecified phase)
0.6923	Remote Similarity	NPD4966	Approved
0.6923	Remote Similarity	NPD7768	Phase 2
0.6923	Remote Similarity	NPD4967	Phase 2
0.6923	Remote Similarity	NPD4965	Approved
0.6923	Remote Similarity	NPD821	Approved
0.6918	Remote Similarity	NPD6003	Clinical (unspecified phase)
0.6918	Remote Similarity	NPD6005	Phase 3
0.6918	Remote Similarity	NPD6006	Clinical (unspecified phase)
0.6918	Remote Similarity	NPD6004	Phase 3
0.6918	Remote Similarity	NPD2346	Discontinued
0.6918	Remote Similarity	NPD6002	Phase 3
0.6914	Remote Similarity	NPD5844	Phase 1
0.6913	Remote Similarity	NPD6815	Approved
0.6906	Remote Similarity	NPD3690	Phase 2
0.6906	Remote Similarity	NPD3691	Phase 2
0.6899	Remote Similarity	NPD6746	Phase 2
0.6894	Remote Similarity	NPD2557	Approved
0.6887	Remote Similarity	NPD6090	Discontinued
0.6884	Remote Similarity	NPD1283	Approved
0.6883	Remote Similarity	NPD7411	Suspended
0.6879	Remote Similarity	NPD7075	Discontinued
0.6879	Remote Similarity	NPD3749	Approved
0.6875	Remote Similarity	NPD2157	Approved
0.6871	Remote Similarity	NPD7037	Approved
0.6863	Remote Similarity	NPD3226	Approved
0.686	Remote Similarity	NPD2933	Approved
0.686	Remote Similarity	NPD1432	Clinical (unspecified phase)
0.686	Remote Similarity	NPD2934	Approved
0.6855	Remote Similarity	NPD7199	Phase 2
0.6853	Remote Similarity	NPD4307	Phase 2
0.6853	Remote Similarity	NPD1558	Phase 1
0.6832	Remote Similarity	NPD6167	Clinical (unspecified phase)
0.6832	Remote Similarity	NPD6166	Phase 2
0.6832	Remote Similarity	NPD6168	Clinical (unspecified phase)
0.6831	Remote Similarity	NPD411	Approved
0.6831	Remote Similarity	NPD1296	Phase 2
0.6831	Remote Similarity	NPD1699	Clinical (unspecified phase)
0.6831	Remote Similarity	NPD6812	Clinical (unspecified phase)
0.6831	Remote Similarity	NPD7985	Registered
0.6828	Remote Similarity	NPD6111	Discontinued
0.6828	Remote Similarity	NPD4538	Approved
0.6828	Remote Similarity	NPD4536	Approved
0.6828	Remote Similarity	NPD4537	Clinical (unspecified phase)
0.6824	Remote Similarity	NPD5177	Phase 3
0.6822	Remote Similarity	NPD5451	Approved
0.6821	Remote Similarity	NPD1754	Clinical (unspecified phase)
0.6818	Remote Similarity	NPD6599	Discontinued
0.6818	Remote Similarity	NPD4380	Phase 2
0.6815	Remote Similarity	NPD3882	Suspended
0.6815	Remote Similarity	NPD1651	Approved
0.6813	Remote Similarity	NPD6232	Discontinued
0.6813	Remote Similarity	NPD7229	Phase 3
0.6806	Remote Similarity	NPD6355	Discontinued
0.6803	Remote Similarity	NPD7030	Discontinued
0.6803	Remote Similarity	NPD1809	Phase 2
0.68	Remote Similarity	NPD6667	Approved
0.68	Remote Similarity	NPD6666	Approved

Structure

CID96940 OpenBabel06191715432D 23 25 0 0 1 0 0 0 0 0999 V2000 -3.4641 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 0.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 1.0000 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 -3.0000 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 -0.0000 -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 -1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -2.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.7321 -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 -0.8660 -1.5000 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 -1.7321 -3.0000 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 1 5 1 0 0 0 0 2 14 1 0 0 0 0 3 21 1 0 0 0 0 4 21 1 0 0 0 0 5 6 1 0 0 0 0 6 7 1 0 0 0 0 7 8 1 0 0 0 0 8 15 1 0 0 0 0 9 10 1 0 0 0 0 9 14 1 0 0 0 0 11 14 2 0 0 0 0 12 15 2 0 0 0 0 12 18 1 0 0 0 0 13 15 1 0 0 0 0 13 19 2 0 0 0 0 16 11 1 1 0 0 0 16 17 1 0 0 0 0 16 20 1 0 0 0 0 17 10 1 6 0 0 0 17 21 1 0 0 0 0 18 20 2 0 0 0 0 18 22 1 0 0 0 0 19 20 1 0 0 0 0 19 23 1 0 0 0 0 21 23 1 0 0 0 0 M END $$$$

External Identifiers

PubChem CID	16078
ChEMBL	CHEMBL465
ZINC

Physicochemical Properties

Molecular Weight:	314.22
ALogP:	0.0246
MLogP:	3.55
XLogP:	6.205
# Rotatable Bonds:	9
Polar Surface Area:	29.46
# H-Bond Aceptor:	0
# H-Bond Donor:	1
# Rings:	3
# Heavy Atoms:	23

Download Data

Data Type	Select
General Info & Identifiers & Properties
Structure MOL file
Source Organisms
Biological Activities
Similar NPs/Drugs