NPASS Natural Product

Natural Product: NPC12402

Natural Product ID:	NPC12402
Common Name:	Heliomycin
IUPAC Name:
Synonyms:	Heliomycin
Molecular Formula:	C22H16O6
Standard InCHIKey:	ABLACSIRCKEUOB-UHFFFAOYSA-N
Standard InCHI:	InChI=1S/C22H16O6/c1-7-4-9(23)15-18-13(7)10(24)5-8-14(18)19-16(20(15)27)11(25)6-12(26)17(19)21(28)22(8,2)3/h4-6,23-26H,1-3H3
Canonical SMILES:	Oc1cc(O)c2c3c1C(=O)C(c1c3c3c(C2=O)c(O)cc(c3c(c1)O)C)(C)C
First Find Year:
Max Developmental Stage:
Synthetic Gene Cluster:	BGC0000264 ;

Species Source

Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Reference
NPO25736.1	Streptomyces olivocinereus 11-98	Subspecies	Streptomycetaceae	Bacteria	StreptomeDB*
NPO16278	Streptomyces aurantiacus	Species	Streptomycetaceae	Bacteria	StreptomeDB*
NPO12950	Squalus suckleyi	Species	Squalidae	Eukaryota	UNPD*
NPO2575	Psorothamnus fremontii	Species	Fabaceae	Eukaryota	UNPD*
NPO17065	Streptomyces griseoflavus	Species	Streptomycetaceae	Bacteria	UNPD*
NPO11362	Givotia madagascariensis	Species	Euphorbiaceae	Eukaryota	UNPD*
NPO19843	Rohdea yunnanensis	Species	Asparagaceae	Eukaryota	UNPD*
NPO16616	Juniperus virginiana	Species	Cupressaceae	Eukaryota	UNPD*
NPO12344	Streptomyces robefuscus	Species	Streptomycetaceae	Bacteria	StreptomeDB*
NPO25736.2	Streptomyces olivocinereus 11-98 mfu	Subspecies	Streptomycetaceae	Bacteria	StreptomeDB*
NPO24954	Streptomyces sulphureus	Species	Streptomycetaceae	Bacteria	StreptomeDB*
NPO13439.1	Streptomyces canus byb02	Subspecies	Streptomycetaceae	Bacteria	StreptomeDB*
NPO31779	Streptomyces mbt73	Species	Streptomycetaceae	Bacteria	StreptomeDB*
NPO8986	Streptomyces resistomycificus	Species	Streptomycetaceae	Bacteria	StreptomeDB*
NPO25736	Streptomyces olivocinereus	Species	Streptomycetaceae	Bacteria	StreptomeDB*
NPO8595	Streptomyces heliomycini	Species	Streptomycetaceae	Bacteria	StreptomeDB*
NPO16278.1	Streptomyces aurantiacus aaa5	Subspecies	Streptomycetaceae	Bacteria	StreptomeDB*
NPO13298	Streptomyces griseoincarnatus	Species	Streptomycetaceae	Bacteria	StreptomeDB*

Biological Activity

Activity Type	# Activity
AC50	1
IC50	25
MIC	2
Others	2
Potency	82

Activity Type	# Activity
Individual Protein	21
Organism	13
Others	74
Protein-Protein Interaction	4

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT197	Protein-Protein Interaction	Menin/Histone-lysine N-methyltransferase MLL	Homo sapiens	Potency	=	3162.3	nM	PubChem BioAssay data set
NPT197	Protein-Protein Interaction	Menin/Histone-lysine N-methyltransferase MLL	Homo sapiens	Potency	=	354.8	nM	PubChem BioAssay data set
NPT47	Individual Protein	ATP-dependent DNA helicase Q1	Homo sapiens	Potency	=	1778.3	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	=	316.2	nM	PubChem BioAssay data set
NPT1197	Individual Protein	Huntingtin	Homo sapiens	Potency	=	3162.3	nM	PubChem BioAssay data set
NPT51	Individual Protein	Microtubule-associated protein tau	Homo sapiens	Potency	=	7943.3	nM	PubChem BioAssay data set
NPT46	Individual Protein	Thyroid hormone receptor beta-1	Homo sapiens	Potency	=	7079.5	nM	PubChem BioAssay data set
NPT51	Individual Protein	Microtubule-associated protein tau	Homo sapiens	Potency	=	8912.5	nM	PubChem BioAssay data set
NPT531	Individual Protein	Nuclear receptor ROR-gamma	Mus musculus	Potency	=	35481.3	nM	PubChem BioAssay data set
NPT531	Individual Protein	Nuclear receptor ROR-gamma	Mus musculus	Potency	=	3981.1	nM	PubChem BioAssay data set
NPT53	Individual Protein	4'-phosphopantetheinyl transferase ffp	Bacillus subtilis	Potency	=	56234.1	nM	PubChem BioAssay data set
NPT197	Protein-Protein Interaction	Menin/Histone-lysine N-methyltransferase MLL	Homo sapiens	Potency	=	11220.2	nM	PubChem BioAssay data set
NPT197	Protein-Protein Interaction	Menin/Histone-lysine N-methyltransferase MLL	Homo sapiens	Potency	=	14125.4	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	=	15848.9	nM	PubChem BioAssay data set
NPT58	Individual Protein	Bloom syndrome protein	Homo sapiens	Potency	=	14125.4	nM	PubChem BioAssay data set
NPT58	Individual Protein	Bloom syndrome protein	Homo sapiens	Potency	=	7079.5	nM	PubChem BioAssay data set
NPT531	Individual Protein	Nuclear receptor ROR-gamma	Mus musculus	Potency	=	7079.5	nM	PubChem BioAssay data set
NPT198	Individual Protein	Vitamin D receptor	Homo sapiens	Potency		39810.7	nM	PubChem BioAssay data set
NPT6	Organism	Plasmodium falciparum	Plasmodium falciparum	Potency		1510.1	nM	PubChem BioAssay data set
NPT199	Individual Protein	DNA polymerase kappa	Homo sapiens	Potency		15848.9	nM	PubChem BioAssay data set
NPT6	Organism	Plasmodium falciparum	Plasmodium falciparum	Potency		2685.5	nM	PubChem BioAssay data set
NPT444	Individual Protein	Ubiquitin carboxyl-terminal hydrolase 1	Homo sapiens	Potency		50118.7	nM	PubChem BioAssay data set
NPT445	Individual Protein	Peripheral myelin protein 22	Rattus norvegicus	Potency		12579.7	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency		8087.5	nM	PubChem BioAssay data set
NPT10	Individual Protein	Geminin	Homo sapiens	Potency		2113.6	nM	PubChem BioAssay data set
NPT10	Individual Protein	Geminin	Homo sapiens	Potency		5956.9	nM	PubChem BioAssay data set
NPT1198	Organism	Magnaporthe grisea	Magnaporthe grisea	Activity	=	66.8	%	23360202
NPT1198	Organism	Magnaporthe grisea	Magnaporthe grisea	Activity	<	25	%	23360202
NPT1198	Organism	Magnaporthe grisea	Magnaporthe grisea	IC50	=	5.55	ug/ml	23360202
NPT1198	Organism	Magnaporthe grisea	Magnaporthe grisea	IC50	=	3.8	ug/ml	23360202
NPT1199	Organism	Valsa mali	Valsa mali	IC50	=	1.1	ug/ml	23360202
NPT1200	Organism	Fusarium oxysporum f. sp. melongenae	Fusarium oxysporum f. sp. melongenae	IC50	>	100	ug/ml	23360202
NPT1201	Organism	Fusarium oxysporum f. sp. cucumerinum	Fusarium oxysporum f. sp. cucumerinum	IC50	>	100	ug/ml	23360202
NPT1202	Organism	Dothiorella gregaria	Dothiorella gregaria	IC50	>	100	ug/ml	23360202
NPT529	Organism	Rhizoctonia solani	Rhizoctonia solani	IC50	>	100	ug/ml	23360202
NPT1203	Organism	Fusarium graminearum	Fusarium graminearum	IC50	>	100	ug/ml	23360202
NPT2	Others	Unspecified		Potency		11885.6	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency		730.8	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency		1032.3	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency		207.7	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency		290.8	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency		2371	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency		1693	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency		1188.3	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency		1299.2	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency		20590.4	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency		841.3	nM	PubChem BioAssay data set
NPT152	Individual Protein	Nuclear factor erythroid 2-related factor 2	Homo sapiens	Potency		10319.6	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency		473.1	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency		14125.4	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency		1835.1	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency		2818.4	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency		6309.6	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency		595.6	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency		6511.2	nM	PubChem BioAssay data set
NPT106	Individual Protein	Peroxisome proliferator-activated receptor delta	Homo sapiens	Potency		4108.3	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency		13333.2	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency		580.3	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency		3757.8	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency		19952.6	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency		2660.3	nM	PubChem BioAssay data set
NPT153	Individual Protein	Androgen Receptor	Homo sapiens	Potency		952.1	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency		2131.4	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency		535.4	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency		1059.1	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency		5172.1	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency		239.1	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency		943.9	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency		3661.5	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency		730.6	nM	PubChem BioAssay data set
NPT106	Individual Protein	Peroxisome proliferator-activated receptor delta	Homo sapiens	Potency		2310.3	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency		461	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency		1333.3	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency		1157.9	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency		167.9	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		IC50		1071.5	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		AC50		1000	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency		3548.1	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency		927.7	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		IC50		10000	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		IC50		2911.1	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency		316.2	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		IC50		3005.65	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		IC50		70.89	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency		2058.8	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		IC50		57.35	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency		826.8	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		IC50		2073.72	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		IC50		1000.3	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		IC50		77.47	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency		2933.8	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency		1635.3	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		IC50		57.97	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		IC50		332.09	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		IC50		100.5	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		IC50		75.4	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		IC50		81.99	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency		819.6	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		MIC	=	0.25	ug/ml	25537064
NPT1207	Organism	Acinetobacter	Acinetobacter	MIC	=	0.43	ug/ml	25537064

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 NPC12402 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	303
0.1-0.2	1368
0.2-0.3	2353
0.3-0.4	5962
0.4-0.5	7741
0.5-0.6	4051
0.6-0.7	4877
0.7-0.8	3737
0.8-0.85	394
0.85-0.9	81
0.9-0.95	21
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
0.9504	High Similarity	NPC227841
0.9433	High Similarity	NPC293545
0.9433	High Similarity	NPC313047
0.9433	High Similarity	NPC474203
0.9433	High Similarity	NPC295712
0.9433	High Similarity	NPC174905
0.9433	High Similarity	NPC451542
0.9306	High Similarity	NPC290194
0.9306	High Similarity	NPC37709
0.9296	High Similarity	NPC296752
0.9291	High Similarity	NPC246638
0.9209	High Similarity	NPC191976
0.9143	High Similarity	NPC53001
0.913	High Similarity	NPC267205
0.9091	High Similarity	NPC193555
0.9078	High Similarity	NPC87723
0.9065	High Similarity	NPC12070
0.9048	High Similarity	NPC477221
0.9014	High Similarity	NPC242994
0.9014	High Similarity	NPC138099
0.9007	High Similarity	NPC471905
0.9	High Similarity	NPC249272
0.8993	High Similarity	NPC114183
0.8973	High Similarity	NPC143685
0.8966	High Similarity	NPC10764
0.8958	High Similarity	NPC239136
0.8958	High Similarity	NPC19631
0.8951	High Similarity	NPC181560
0.8951	High Similarity	NPC169452
0.8936	High Similarity	NPC254847
0.8929	High Similarity	NPC270899
0.8873	High Similarity	NPC53206
0.8873	High Similarity	NPC53414
0.8849	High Similarity	NPC72669
0.8849	High Similarity	NPC474517
0.8844	High Similarity	NPC110882
0.8844	High Similarity	NPC271944
0.8844	High Similarity	NPC85393
0.8828	High Similarity	NPC474961
0.8828	High Similarity	NPC135524
0.8811	High Similarity	NPC13715
0.8803	High Similarity	NPC118919
0.88	High Similarity	NPC35
0.8794	High Similarity	NPC282780
0.8794	High Similarity	NPC287604
0.8794	High Similarity	NPC166480
0.8794	High Similarity	NPC472262
0.8794	High Similarity	NPC161964
0.8767	High Similarity	NPC471682
0.8759	High Similarity	NPC204045
0.8759	High Similarity	NPC305845
0.8759	High Similarity	NPC290550
0.875	High Similarity	NPC143438
0.8741	High Similarity	NPC44960
0.8741	High Similarity	NPC474110
0.8723	High Similarity	NPC48036
0.8705	High Similarity	NPC92624
0.8699	High Similarity	NPC73061
0.8699	High Similarity	NPC257644
0.8681	High Similarity	NPC473622
0.8662	High Similarity	NPC474519
0.8662	High Similarity	NPC44437
0.8658	High Similarity	NPC34802
0.8654	High Similarity	NPC315772
0.8652	High Similarity	NPC175738
0.8649	High Similarity	NPC34482
0.8649	High Similarity	NPC471683
0.8645	High Similarity	NPC472052
0.8645	High Similarity	NPC470342
0.8645	High Similarity	NPC472060
0.8643	High Similarity	NPC259942
0.863	High Similarity	NPC110810
0.8627	High Similarity	NPC226656
0.8627	High Similarity	NPC66508
0.8621	High Similarity	NPC190457
0.8621	High Similarity	NPC162939
0.8611	High Similarity	NPC62272
0.8609	High Similarity	NPC205766
0.8601	High Similarity	NPC80035
0.8601	High Similarity	NPC290803
0.8601	High Similarity	NPC283088
0.8592	High Similarity	NPC180261
0.8592	High Similarity	NPC37299
0.8592	High Similarity	NPC225051
0.8591	High Similarity	NPC470570
0.8581	High Similarity	NPC21599
0.8581	High Similarity	NPC471906
0.8581	High Similarity	NPC48762
0.8581	High Similarity	NPC177650
0.8581	High Similarity	NPC193703
0.8581	High Similarity	NPC244691
0.8571	High Similarity	NPC276238
0.8571	High Similarity	NPC85310
0.8562	High Similarity	NPC472211
0.8562	High Similarity	NPC96421
0.8552	High Similarity	NPC4214
0.8551	High Similarity	NPC477454
0.8543	High Similarity	NPC329933
0.8531	High Similarity	NPC475088
0.8526	High Similarity	NPC312993
0.8526	High Similarity	NPC186325
0.8514	High Similarity	NPC163948
0.8514	High Similarity	NPC84266
0.8489	Intermediate Similarity	NPC267846
0.8489	Intermediate Similarity	NPC473691
0.8489	Intermediate Similarity	NPC160499
0.8483	Intermediate Similarity	NPC245923
0.8471	Intermediate Similarity	NPC189552
0.8471	Intermediate Similarity	NPC273467
0.8471	Intermediate Similarity	NPC18380
0.8467	Intermediate Similarity	NPC314437
0.8462	Intermediate Similarity	NPC195167
0.8462	Intermediate Similarity	NPC324736
0.8462	Intermediate Similarity	NPC115458
0.8446	Intermediate Similarity	NPC94076
0.8446	Intermediate Similarity	NPC182255
0.8442	Intermediate Similarity	NPC329844
0.8442	Intermediate Similarity	NPC214632
0.844	Intermediate Similarity	NPC474998
0.844	Intermediate Similarity	NPC303910
0.844	Intermediate Similarity	NPC109123
0.8431	Intermediate Similarity	NPC149526
0.8431	Intermediate Similarity	NPC474417
0.8429	Intermediate Similarity	NPC103356
0.8429	Intermediate Similarity	NPC100067
0.8429	Intermediate Similarity	NPC30501
0.8429	Intermediate Similarity	NPC23126
0.8429	Intermediate Similarity	NPC190043
0.8429	Intermediate Similarity	NPC266689
0.8429	Intermediate Similarity	NPC162612
0.8429	Intermediate Similarity	NPC98254
0.8429	Intermediate Similarity	NPC176130
0.8429	Intermediate Similarity	NPC169250
0.8429	Intermediate Similarity	NPC78364
0.8429	Intermediate Similarity	NPC116513
0.8429	Intermediate Similarity	NPC84672
0.8429	Intermediate Similarity	NPC72158
0.8429	Intermediate Similarity	NPC69424
0.8429	Intermediate Similarity	NPC105157
0.8425	Intermediate Similarity	NPC20210
0.8421	Intermediate Similarity	NPC158338
0.8421	Intermediate Similarity	NPC100985
0.8421	Intermediate Similarity	NPC97028
0.8421	Intermediate Similarity	NPC288036
0.8421	Intermediate Similarity	NPC65589
0.8421	Intermediate Similarity	NPC97029
0.8414	Intermediate Similarity	NPC155211
0.8414	Intermediate Similarity	NPC474813
0.8411	Intermediate Similarity	NPC56433
0.8411	Intermediate Similarity	NPC118027
0.8411	Intermediate Similarity	NPC289042
0.8411	Intermediate Similarity	NPC312929
0.8411	Intermediate Similarity	NPC245584
0.8411	Intermediate Similarity	NPC190648
0.8411	Intermediate Similarity	NPC126767
0.8408	Intermediate Similarity	NPC292863
0.8408	Intermediate Similarity	NPC184326
0.8403	Intermediate Similarity	NPC50924
0.8387	Intermediate Similarity	NPC66029
0.8387	Intermediate Similarity	NPC318270
0.8387	Intermediate Similarity	NPC254351
0.838	Intermediate Similarity	NPC62219
0.8378	Intermediate Similarity	NPC91019
0.8378	Intermediate Similarity	NPC106519
0.8378	Intermediate Similarity	NPC187843
0.8375	Intermediate Similarity	NPC477835
0.8369	Intermediate Similarity	NPC41263
0.8369	Intermediate Similarity	NPC221777
0.8369	Intermediate Similarity	NPC48248
0.8369	Intermediate Similarity	NPC21305
0.8369	Intermediate Similarity	NPC473017
0.8366	Intermediate Similarity	NPC477914
0.8366	Intermediate Similarity	NPC470568
0.8357	Intermediate Similarity	NPC62952
0.8357	Intermediate Similarity	NPC254492
0.8356	Intermediate Similarity	NPC290030
0.8355	Intermediate Similarity	NPC256672
0.8355	Intermediate Similarity	NPC7025
0.8355	Intermediate Similarity	NPC27221
0.8355	Intermediate Similarity	NPC471907
0.8354	Intermediate Similarity	NPC137232
0.8345	Intermediate Similarity	NPC278375
0.8345	Intermediate Similarity	NPC173978
0.8345	Intermediate Similarity	NPC475917
0.8344	Intermediate Similarity	NPC55443
0.8344	Intermediate Similarity	NPC18699
0.8344	Intermediate Similarity	NPC470333
0.8344	Intermediate Similarity	NPC228654
0.8333	Intermediate Similarity	NPC91105
0.8333	Intermediate Similarity	NPC314048
0.8333	Intermediate Similarity	NPC474360
0.8333	Intermediate Similarity	NPC477139
0.8333	Intermediate Similarity	NPC53896
0.8323	Intermediate Similarity	NPC208806
0.8322	Intermediate Similarity	NPC137649
0.8322	Intermediate Similarity	NPC275504
0.8322	Intermediate Similarity	NPC469520
0.8322	Intermediate Similarity	NPC41847
0.8322	Intermediate Similarity	NPC17083
0.8313	Intermediate Similarity	NPC469664

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC12402 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	329
0.1-0.2	1000
0.2-0.3	1380
0.3-0.4	2813
0.4-0.5	2210
0.5-0.6	1016
0.6-0.7	320
0.7-0.8	83
0.8-0.85	4
0.85-0.9	5
0.9-0.95	0
0.95-1	1

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.9504	High Similarity	NPD7390	Discontinued
0.8936	High Similarity	NPD1509	Clinical (unspecified phase)
0.8611	High Similarity	NPD5404	Approved
0.8611	High Similarity	NPD5405	Approved
0.8611	High Similarity	NPD5408	Approved
0.8611	High Similarity	NPD5406	Approved
0.8354	Intermediate Similarity	NPD6959	Discontinued
0.8129	Intermediate Similarity	NPD1201	Approved
0.8039	Intermediate Similarity	NPD7422	Clinical (unspecified phase)
0.8028	Intermediate Similarity	NPD1470	Approved
0.7963	Intermediate Similarity	NPD6232	Discontinued
0.7927	Intermediate Similarity	NPD7473	Discontinued
0.7925	Intermediate Similarity	NPD8443	Clinical (unspecified phase)
0.7891	Intermediate Similarity	NPD943	Approved
0.7866	Intermediate Similarity	NPD7852	Clinical (unspecified phase)
0.7806	Intermediate Similarity	NPD7410	Clinical (unspecified phase)
0.7778	Intermediate Similarity	NPD7003	Approved
0.7736	Intermediate Similarity	NPD7411	Suspended
0.7692	Intermediate Similarity	NPD4378	Clinical (unspecified phase)
0.7667	Intermediate Similarity	NPD1607	Approved
0.764	Intermediate Similarity	NPD7819	Suspended
0.758	Intermediate Similarity	NPD2532	Approved
0.758	Intermediate Similarity	NPD2533	Approved
0.758	Intermediate Similarity	NPD2534	Approved
0.7566	Intermediate Similarity	NPD1510	Phase 2
0.7566	Intermediate Similarity	NPD651	Clinical (unspecified phase)
0.7546	Intermediate Similarity	NPD7768	Phase 2
0.7533	Intermediate Similarity	NPD1240	Approved
0.7532	Intermediate Similarity	NPD970	Clinical (unspecified phase)
0.7531	Intermediate Similarity	NPD2393	Clinical (unspecified phase)
0.75	Intermediate Similarity	NPD3226	Approved
0.75	Intermediate Similarity	NPD3749	Approved
0.7483	Intermediate Similarity	NPD3019	Approved
0.7453	Intermediate Similarity	NPD4380	Phase 2
0.7415	Intermediate Similarity	NPD1164	Approved
0.7413	Intermediate Similarity	NPD4196	Clinical (unspecified phase)
0.7412	Intermediate Similarity	NPD5844	Phase 1
0.7403	Intermediate Similarity	NPD6099	Approved
0.7403	Intermediate Similarity	NPD6100	Approved
0.7391	Intermediate Similarity	NPD7458	Discontinued
0.7372	Intermediate Similarity	NPD2800	Approved
0.7361	Intermediate Similarity	NPD2932	Approved
0.7355	Intermediate Similarity	NPD1550	Clinical (unspecified phase)
0.7355	Intermediate Similarity	NPD1552	Clinical (unspecified phase)
0.7338	Intermediate Similarity	NPD3299	Clinical (unspecified phase)
0.7337	Intermediate Similarity	NPD6167	Clinical (unspecified phase)
0.7337	Intermediate Similarity	NPD6168	Clinical (unspecified phase)
0.7337	Intermediate Similarity	NPD6166	Phase 2
0.7325	Intermediate Similarity	NPD3750	Approved
0.732	Intermediate Similarity	NPD6651	Approved
0.7308	Intermediate Similarity	NPD1549	Phase 2
0.7296	Intermediate Similarity	NPD1511	Approved
0.729	Intermediate Similarity	NPD2935	Discontinued
0.7273	Intermediate Similarity	NPD8438	Clinical (unspecified phase)
0.7261	Intermediate Similarity	NPD7421	Clinical (unspecified phase)
0.7256	Intermediate Similarity	NPD1934	Approved
0.7239	Intermediate Similarity	NPD6599	Discontinued
0.7233	Intermediate Similarity	NPD3300	Phase 2
0.7212	Intermediate Similarity	NPD2801	Approved
0.7205	Intermediate Similarity	NPD1512	Approved
0.7203	Intermediate Similarity	NPD405	Clinical (unspecified phase)
0.7191	Intermediate Similarity	NPD8397	Clinical (unspecified phase)
0.7186	Intermediate Similarity	NPD7075	Discontinued
0.7179	Intermediate Similarity	NPD2796	Approved
0.7134	Intermediate Similarity	NPD2346	Discontinued
0.7111	Intermediate Similarity	NPD7879	Clinical (unspecified phase)
0.711	Intermediate Similarity	NPD6020	Phase 2
0.7108	Intermediate Similarity	NPD7096	Clinical (unspecified phase)
0.7107	Intermediate Similarity	NPD6398	Clinical (unspecified phase)
0.7107	Intermediate Similarity	NPD8166	Discontinued
0.709	Intermediate Similarity	NPD8151	Discontinued
0.7086	Intermediate Similarity	NPD6559	Discontinued
0.7075	Intermediate Similarity	NPD3026	Approved
0.7075	Intermediate Similarity	NPD3023	Approved
0.7073	Intermediate Similarity	NPD5808	Clinical (unspecified phase)
0.7071	Intermediate Similarity	NPD4750	Phase 3
0.7063	Intermediate Similarity	NPD5951	Approved
0.7059	Intermediate Similarity	NPD3764	Approved
0.7055	Intermediate Similarity	NPD3025	Approved
0.7055	Intermediate Similarity	NPD3024	Approved
0.705	Intermediate Similarity	NPD2342	Discontinued
0.7037	Intermediate Similarity	NPD7004	Clinical (unspecified phase)
0.7025	Intermediate Similarity	NPD2344	Approved
0.7024	Intermediate Similarity	NPD4868	Clinical (unspecified phase)
0.7024	Intermediate Similarity	NPD3882	Suspended
0.7018	Intermediate Similarity	NPD5710	Approved
0.7018	Intermediate Similarity	NPD5711	Approved
0.7011	Intermediate Similarity	NPD7804	Clinical (unspecified phase)
0.7007	Intermediate Similarity	NPD7163	Clinical (unspecified phase)
0.7006	Intermediate Similarity	NPD8312	Approved
0.7006	Intermediate Similarity	NPD8313	Approved
0.7006	Intermediate Similarity	NPD3748	Approved
0.7	Intermediate Similarity	NPD5494	Approved
0.6993	Remote Similarity	NPD4625	Phase 3
0.6983	Remote Similarity	NPD8150	Discontinued
0.6982	Remote Similarity	NPD4381	Clinical (unspecified phase)
0.6971	Remote Similarity	NPD7074	Phase 3
0.6946	Remote Similarity	NPD6801	Discontinued
0.694	Remote Similarity	NPD6534	Approved
0.694	Remote Similarity	NPD6535	Approved
0.6937	Remote Similarity	NPD1243	Approved
0.6914	Remote Similarity	NPD7054	Approved
0.6905	Remote Similarity	NPD1465	Phase 2
0.6899	Remote Similarity	NPD2799	Discontinued
0.6883	Remote Similarity	NPD7008	Discontinued
0.6878	Remote Similarity	NPD7871	Phase 2
0.6878	Remote Similarity	NPD7870	Phase 2
0.6875	Remote Similarity	NPD7472	Approved
0.6871	Remote Similarity	NPD6799	Approved
0.6867	Remote Similarity	NPD9269	Phase 2
0.6867	Remote Similarity	NPD3972	Approved
0.6864	Remote Similarity	NPD3817	Phase 2
0.6857	Remote Similarity	NPD7177	Discontinued
0.6855	Remote Similarity	NPD1551	Phase 2
0.6852	Remote Similarity	NPD2309	Approved
0.6845	Remote Similarity	NPD6777	Approved
0.6845	Remote Similarity	NPD6779	Approved
0.6845	Remote Similarity	NPD6776	Approved
0.6845	Remote Similarity	NPD6781	Approved
0.6845	Remote Similarity	NPD6780	Approved
0.6845	Remote Similarity	NPD6778	Approved
0.6845	Remote Similarity	NPD6782	Approved
0.6839	Remote Similarity	NPD4907	Clinical (unspecified phase)
0.6836	Remote Similarity	NPD6797	Phase 2
0.6836	Remote Similarity	NPD7993	Clinical (unspecified phase)
0.6828	Remote Similarity	NPD7699	Phase 2
0.6828	Remote Similarity	NPD7700	Phase 2
0.6824	Remote Similarity	NPD9268	Approved
0.6824	Remote Similarity	NPD1651	Approved
0.6806	Remote Similarity	NPD7635	Approved
0.6798	Remote Similarity	NPD7251	Discontinued
0.6797	Remote Similarity	NPD2798	Approved
0.6795	Remote Similarity	NPD6663	Approved
0.679	Remote Similarity	NPD4628	Phase 3
0.6788	Remote Similarity	NPD6273	Approved
0.6776	Remote Similarity	NPD1283	Approved
0.6761	Remote Similarity	NPD3818	Discontinued
0.676	Remote Similarity	NPD7808	Phase 3
0.676	Remote Similarity	NPD4419	Clinical (unspecified phase)
0.6755	Remote Similarity	NPD7501	Clinical (unspecified phase)
0.6753	Remote Similarity	NPD5736	Approved
0.6747	Remote Similarity	NPD6980	Clinical (unspecified phase)
0.6737	Remote Similarity	NPD7698	Approved
0.6737	Remote Similarity	NPD7696	Phase 3
0.6737	Remote Similarity	NPD7697	Approved
0.6737	Remote Similarity	NPD7435	Discontinued
0.6731	Remote Similarity	NPD3268	Approved
0.6724	Remote Similarity	NPD7229	Phase 3
0.671	Remote Similarity	NPD4908	Phase 1
0.6709	Remote Similarity	NPD230	Phase 1
0.6708	Remote Similarity	NPD1471	Phase 3
0.6703	Remote Similarity	NPD6212	Phase 3
0.6703	Remote Similarity	NPD6214	Clinical (unspecified phase)
0.6703	Remote Similarity	NPD6213	Phase 3
0.6702	Remote Similarity	NPD8319	Approved
0.6702	Remote Similarity	NPD8320	Phase 1
0.6691	Remote Similarity	NPD940	Approved
0.6691	Remote Similarity	NPD846	Approved
0.6687	Remote Similarity	NPD1878	Clinical (unspecified phase)
0.6686	Remote Similarity	NPD3926	Phase 2
0.6667	Remote Similarity	NPD2286	Discontinued
0.6667	Remote Similarity	NPD1247	Approved
0.6648	Remote Similarity	NPD5953	Discontinued
0.6647	Remote Similarity	NPD37	Approved
0.6647	Remote Similarity	NPD920	Approved
0.6644	Remote Similarity	NPD3091	Approved
0.6643	Remote Similarity	NPD9266	Approved
0.6643	Remote Similarity	NPD74	Approved
0.663	Remote Similarity	NPD4287	Approved
0.6629	Remote Similarity	NPD3787	Discontinued
0.6624	Remote Similarity	NPD6859	Clinical (unspecified phase)
0.6624	Remote Similarity	NPD2313	Discontinued
0.6623	Remote Similarity	NPD3094	Phase 2
0.6622	Remote Similarity	NPD9493	Approved
0.6619	Remote Similarity	NPD1242	Phase 1
0.6606	Remote Similarity	NPD643	Clinical (unspecified phase)
0.6598	Remote Similarity	NPD7701	Phase 2
0.6597	Remote Similarity	NPD6823	Phase 2
0.6582	Remote Similarity	NPD7783	Phase 2
0.6582	Remote Similarity	NPD7782	Clinical (unspecified phase)
0.6581	Remote Similarity	NPD6917	Clinical (unspecified phase)
0.658	Remote Similarity	NPD7211	Clinical (unspecified phase)
0.6579	Remote Similarity	NPD3092	Approved
0.6579	Remote Similarity	NPD1281	Approved
0.6575	Remote Similarity	NPD4338	Clinical (unspecified phase)
0.6573	Remote Similarity	NPD9265	Clinical (unspecified phase)
0.6573	Remote Similarity	NPD9264	Approved
0.6573	Remote Similarity	NPD9263	Approved
0.6573	Remote Similarity	NPD9267	Approved
0.6573	Remote Similarity	NPD3751	Discontinued
0.657	Remote Similarity	NPD5402	Approved
0.6561	Remote Similarity	NPD5952	Clinical (unspecified phase)
0.6556	Remote Similarity	NPD4059	Approved
0.6556	Remote Similarity	NPD4626	Approved
0.6552	Remote Similarity	NPD919	Approved
0.6552	Remote Similarity	NPD6234	Discontinued
0.6548	Remote Similarity	NPD5403	Approved
0.6538	Remote Similarity	NPD5035	Approved
0.6536	Remote Similarity	NPD7286	Phase 2
0.6532	Remote Similarity	NPD4967	Phase 2

Structure

CID12402 OpenBabel06191715342D 28 32 0 0 0 0 0 0 0 0999 V2000 3.7653 1.5304 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0003 -0.8864 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7679 -0.4427 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8533 2.5702 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5901 -0.0037 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5969 2.7506 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9078 1.8646 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7924 0.4568 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2676 2.9675 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3927 0.4599 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8006 3.2243 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6007 1.8385 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3902 1.3821 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7973 1.3810 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5919 2.7573 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0029 2.7638 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8030 1.3779 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5925 1.8427 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0040 1.8391 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7986 3.2153 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7933 0.4580 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 2.4027 3.8779 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.1610 0.0179 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8064 4.1106 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.3693 1.3969 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8033 4.1016 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.5586 0.0108 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 7 1 0 0 0 0 2 22 1 0 0 0 0 3 22 1 0 0 0 0 4 7 2 0 0 0 0 4 9 1 0 0 0 0 5 8 2 0 0 0 0 5 10 1 0 0 0 0 6 11 2 0 0 0 0 6 12 1 0 0 0 0 7 13 1 0 0 0 0 8 14 1 0 0 0 0 8 22 1 0 0 0 0 9 15 2 0 0 0 0 9 23 1 0 0 0 0 10 13 2 0 0 0 0 10 24 1 0 0 0 0 11 16 1 0 0 0 0 11 25 1 0 0 0 0 12 17 2 0 0 0 0 12 26 1 0 0 0 0 13 18 1 0 0 0 0 14 18 2 0 0 0 0 14 19 1 0 0 0 0 15 18 1 0 0 0 0 15 20 1 0 0 0 0 16 19 2 0 0 0 0 16 20 1 0 0 0 0 17 19 1 0 0 0 0 17 21 1 0 0 0 0 20 27 2 0 0 0 0 21 22 1 0 0 0 0 21 28 2 0 0 0 0 M END $$$$

External Identifiers

PubChem CID	5282060
ChEMBL	CHEMBL1320139
ZINC

Physicochemical Properties

Molecular Weight:	376.09
ALogP:	-0.8126
MLogP:	3.22
XLogP:	0.598
# Rotatable Bonds:	7
Polar Surface Area:	115.06
# H-Bond Aceptor:	2
# H-Bond Donor:	4
# Rings:	5
# Heavy Atoms:	28

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