NPASS Natural Product

Natural Product: NPC95412

Natural Product ID:	NPC95412
Common Name:	Antimycin A
IUPAC Name:	[(2R,3S,6S,7R,8R)-3-[(3-formamido-2-hydroxybenzoyl)amino]-8-hexyl-2,6-dimethyl-4,9-dioxo-1,5-dioxonan-7-yl] 3-methylbutanoate
Synonyms:
Molecular Formula:	C28H40N2O9
Standard InCHIKey:	UIFFUZWRFRDZJC-SBOOETFBSA-N
Standard InCHI:	InChI=1S/C28H40N2O9/c1-6-7-8-9-11-20-25(39-22(32)14-16(2)3)18(5)38-28(36)23(17(4)37-27(20)35)30-26(34)19-12-10-13-21(24(19)33)29-15-31/h10,12-13,15-18,20,23,25,33H,6-9,11,14H2,1-5H3,(H,29,31)(H,30,34)/t17-,18+,20-,23+,25+/m1/s1
Canonical SMILES:	CCCCCC[C@H]1C(=O)O[C@H](C)[C@@H](C(=O)O[C@H]([C@@H]1OC(=O)CC(C)C)C)N=C(c1cccc(c1O)N=CO)O
First Find Year:
Max Developmental Stage:
Synthetic Gene Cluster:	BGC0000958 ;

Species Source

Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Reference
NPO23431	Aconitum umbrosum	Species	Ranunculaceae	Eukaryota	UNPD*
NPO24126.19	Streptomyces albus s4	Subspecies	Streptomycetaceae	Bacteria	StreptomeDB*
NPO23175	Streptomyces antibioticus	Species	Streptomycetaceae	Bacteria	UNPD*
NPO23175	Streptomyces antibioticus	Species	Streptomycetaceae	Bacteria	StreptomeDB*
NPO23363	Nodulisporium hinnuleum	Species	Xylariaceae	Eukaryota	UNPD*
NPO22810	Streptomyces	Species	Streptomycetaceae	Bacteria	StreptomeDB*
NPO24105	Artemisia iwayomogi	Species	Asteraceae	Eukaryota	UNPD*
NPO31985	Streptomyces ay m-306	Species	Streptomycetaceae	Bacteria	StreptomeDB*
NPO31915	Streptomyces m-506	Species	Streptomycetaceae	Bacteria	StreptomeDB*
NPO22028	Ligularia lankongensis	Species	Asteraceae	Eukaryota	UNPD*
NPO19987.1	Streptomyces wadayamensis a23	Subspecies	Streptomycetaceae	Bacteria	StreptomeDB*
NPO22210	Allium ampeloprasum	Species	Amaryllidaceae	Eukaryota	UNPD*
NPO23268	Xanthorrhoea reflexa	Species	Asphodelaceae	Eukaryota	UNPD*
NPO26544	Bolboschoenus maritimus	Species	Cyperaceae	Eukaryota	UNPD*
NPO23686	Selinum tenuifolium	Species	Apiaceae	Eukaryota	UNPD*
NPO19994	Scutellaria viscidula	Species	Lamiaceae	Eukaryota	UNPD*
NPO23781	Lemaireocereus stellatus	Species	Cactaceae	Eukaryota	UNPD*
NPO18919	Helenium amarum	Species	Asteraceae	Eukaryota	UNPD*
NPO24063	Evasterias retifera	Species	Asteriidae	Eukaryota	UNPD*
NPO9228.2	Narcissus pseudonarcissus subsp. radinganorum	Subspecies	Amaryllidaceae	Eukaryota	UNPD*
NPO21175	Senecio retrorsus	Species	Asteraceae	Eukaryota	UNPD*
NPO17801	Drimia altissima	Species	Hyacinthaceae	Eukaryota	UNPD*
NPO20290	Vernonia arkansana	Species	Asteraceae	Eukaryota	UNPD*
NPO23720	Taxus wallichiana	Species	Taxaceae	Eukaryota	UNPD*
NPO13151.1	Pulsatilla vulgaris subsp. grandis	Subspecies	Ranunculaceae	Eukaryota	UNPD*
NPO16976	Phebalium rotundifolium	Species	Rutaceae	Eukaryota	UNPD*
NPO23113	Garcinia neglecta	Species	Clusiaceae	Eukaryota	UNPD*
NPO17888	Myxococcus xanthus	Species	Myxococcaceae	Bacteria	UNPD*
NPO23611	Conyza pallidiflora	Species	Asteraceae	Eukaryota	UNPD*
NPO21747	Sideritis glacialis	Species	Lamiaceae	Eukaryota	UNPD*
NPO23981	Maytenus disticha	Species	Celastraceae	Eukaryota	UNPD*
NPO19539	Uperoleia rugosa	Species	Myobatrachidae	Eukaryota	UNPD*
NPO6439	Lithospermum carolinense	Species	Boraginaceae	Eukaryota	UNPD*
NPO23688	Lonicera nitida	Species	Caprifoliaceae	Eukaryota	UNPD*
NPO21915	Diospyros chloroxylon	Species	Ebenaceae	Eukaryota	UNPD*
NPO31762	Streptomyces spa-10191	Species	Streptomycetaceae	Bacteria	StreptomeDB*
NPO32393	Streptomyces spa-8893	Species	Streptomycetaceae	Bacteria	StreptomeDB*
NPO95.2	Streptomyces ambofaciens atcc 23877	Subspecies	Streptomycetaceae	Bacteria	StreptomeDB*
NPO31639	Streptomyces m-606	Species	Streptomycetaceae	Bacteria	StreptomeDB*

Biological Activity

Activity Type	# Activity
IC50	17
Ki	2
Others	13
Potency	32

Activity Type	# Activity
Cell Line	10
Individual Protein	32
Organism	7
Others	12
Protein Complex	2
Protein-Protein Interaction	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT4098	Protein Complex	Mitochondrial complex II; succinate dehydrogenase	Septoria tritici	IC50	>	30000	nM	16854082
NPT4098	Protein Complex	Mitochondrial complex II; succinate dehydrogenase	Septoria tritici	IC50	=	2	nM	16854082
NPT2	Others	Unspecified		Activity	=	150	%	17088489
NPT2351	Cell Line	MG-63	Homo sapiens	Activity	=	50	%	17088489
NPT2351	Cell Line	MG-63	Homo sapiens	Inhibition	=	70	%	17088489
NPT2	Others	Unspecified		Activity	=	0.014	nmol	17088489
NPT2	Others	Unspecified		IC50	>	10000	nM	19097788
NPT2558	Individual Protein	Dihydroorotate dehydrogenase	Plasmodium falciparum	IC50	>	10000	nM	19097788
NPT2559	Individual Protein	Dihydroorotate dehydrogenase	Saccharomyces cerevisiae S288c	IC50	>	10000	nM	19097788
NPT6	Organism	Plasmodium falciparum	Plasmodium falciparum	IC50	>	10000	nM	19097788
NPT81	Cell Line	A549	Homo sapiens	IC50	=	0.48	ug/ml	10096868
NPT146	Cell Line	SK-OV-3	Homo sapiens	IC50	=	5.5	ug/ml	10096868
NPT147	Cell Line	SK-MEL-2	Homo sapiens	IC50	=	0.27	ug/ml	10096868
NPT574	Cell Line	XF498	Homo sapiens	IC50	=	0.39	ug/ml	10096868
NPT148	Cell Line	HCT-15	Homo sapiens	IC50	=	0.41	ug/ml	10096868
NPT83	Cell Line	MCF7	Homo sapiens	Activity	=	1.52	nM	19027304
NPT2	Others	Unspecified		IC50	<	150	nM	20456960
NPT149	Individual Protein	Endoplasmic reticulum-associated amyloid beta-peptide-binding protein	Homo sapiens	Potency	=	31622.8	nM	PubChem BioAssay data set
NPT48	Individual Protein	Lysine-specific demethylase 4D-like	Homo sapiens	Potency	=	12589.3	nM	PubChem BioAssay data set
NPT50	Individual Protein	Tyrosyl-DNA phosphodiesterase 1	Homo sapiens	Potency	=	25118.9	nM	PubChem BioAssay data set
NPT51	Individual Protein	Microtubule-associated protein tau	Homo sapiens	Potency	=	12589.3	nM	PubChem BioAssay data set
NPT94	Individual Protein	Aldehyde dehydrogenase 1A1	Homo sapiens	Potency	=	39810.7	nM	PubChem BioAssay data set
NPT282	Individual Protein	MAP kinase ERK2	Homo sapiens	Potency	=	1000	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
NPT151	Individual Protein	15-hydroxyprostaglandin dehydrogenase [NAD+]	Homo sapiens	Potency	=	35481.3	nM	PubChem BioAssay data set
NPT531	Individual Protein	Nuclear receptor ROR-gamma	Mus musculus	Potency	=	44668.4	nM	PubChem BioAssay data set
NPT109	Individual Protein	Cytochrome P450 3A4	Homo sapiens	Potency	=	6309.6	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	=	56.2	nM	PubChem BioAssay data set
NPT6	Organism	Plasmodium falciparum	Plasmodium falciparum	IC50	=	2186	nM	20547797
NPT116	Cell Line	HL-60	Homo sapiens	IC50	=	45000	nM	21830784
NPT153	Individual Protein	Androgen Receptor	Homo sapiens	Potency		20	nM	PubChem BioAssay data set
NPT46	Individual Protein	Thyroid hormone receptor beta-1	Homo sapiens	Potency		63095.7	nM	PubChem BioAssay data set
NPT540	Individual Protein	Bile acid receptor FXR	Homo sapiens	Potency		44668.4	nM	PubChem BioAssay data set
NPT153	Individual Protein	Androgen Receptor	Homo sapiens	Potency		10	nM	PubChem BioAssay data set
NPT106	Individual Protein	Peroxisome proliferator-activated receptor delta	Homo sapiens	Potency		56.2	nM	PubChem BioAssay data set
NPT108	Individual Protein	Estrogen receptor alpha	Homo sapiens	Potency		14125.4	nM	PubChem BioAssay data set
NPT99	Individual Protein	Peroxisome proliferator-activated receptor gamma	Homo sapiens	Potency		6.3	nM	PubChem BioAssay data set
NPT106	Individual Protein	Peroxisome proliferator-activated receptor delta	Homo sapiens	Potency		89.1	nM	PubChem BioAssay data set
NPT99	Individual Protein	Peroxisome proliferator-activated receptor gamma	Homo sapiens	Potency		50118.7	nM	PubChem BioAssay data set
NPT198	Individual Protein	Vitamin D receptor	Homo sapiens	Potency		251.2	nM	PubChem BioAssay data set
NPT249	Individual Protein	Glucocorticoid receptor	Homo sapiens	Potency		22387.2	nM	PubChem BioAssay data set
NPT282	Individual Protein	MAP kinase ERK2	Homo sapiens	IC50	=	2116	nM	DrugMatrix in vitro pharmacology data
NPT65	Cell Line	HepG2	Homo sapiens	IC50	>	100000	nM	22586124
NPT474	Organism	Plasmodium berghei	Plasmodium berghei	IC50	=	2.3	nM	22586124
NPT152	Individual Protein	Nuclear factor erythroid 2-related factor 2	Homo sapiens	Potency		4327.7	nM	PubChem BioAssay data set
NPT539	Individual Protein	Cellular tumor antigen p53	Homo sapiens	Potency		20	nM	PubChem BioAssay data set
NPT158	Individual Protein	Nuclear receptor subfamily 1 group I member 2	Rattus norvegicus	Potency		50.1	nM	PubChem BioAssay data set
NPT866	Individual Protein	Peroxisome proliferator-activated receptor alpha	Homo sapiens	Potency		35481.3	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Inhibition	=	100	%	10.1584/jpestics.27.9
NPT635	Organism	Botryotinia fuckeliana	Botryotinia fuckeliana	Inhibition	=	100	%	19685448
NPT635	Organism	Botryotinia fuckeliana	Botryotinia fuckeliana	Inhibition	=	55	%	19685448
NPT635	Organism	Botryotinia fuckeliana	Botryotinia fuckeliana	Inhibition	=	77	%	19685448
NPT2	Others	Unspecified		Potency		18.8	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency		16.8	nM	PubChem BioAssay data set
NPT72	Individual Protein	Solute carrier organic anion transporter family member 1B3	Homo sapiens	Inhibition	=	28.62	%	23571415
NPT72	Individual Protein	Solute carrier organic anion transporter family member 1B3	Homo sapiens	Ki	=	3820	nM	23571415
NPT73	Individual Protein	Solute carrier organic anion transporter family member 1B1	Homo sapiens	Inhibition	=	31.93	%	23571415
NPT73	Individual Protein	Solute carrier organic anion transporter family member 1B1	Homo sapiens	Ki	=	2200	nM	23571415
NPT2	Others	Unspecified		Activity	=	1.2	pmol/min	24393721
NPT2	Others	Unspecified		Potency		50118.7	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency		1000	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency		3981.1	nM	PubChem BioAssay data set

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 NPC95412 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	146
0.1-0.2	783
0.2-0.3	2720
0.3-0.4	8739
0.4-0.5	6730
0.5-0.6	11196
0.6-0.7	554
0.7-0.8	17
0.8-0.85	0
0.85-0.9	3
0.9-0.95	0
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
0.9872	High Similarity	NPC83241
0.8988	High Similarity	NPC315934
0.8988	High Similarity	NPC477392
0.8713	High Similarity	NPC477391
0.7472	Intermediate Similarity	NPC225381
0.7394	Intermediate Similarity	NPC91953
0.7362	Intermediate Similarity	NPC6570
0.7333	Intermediate Similarity	NPC197921
0.7273	Intermediate Similarity	NPC475983
0.7262	Intermediate Similarity	NPC323798
0.725	Intermediate Similarity	NPC296712
0.7186	Intermediate Similarity	NPC469360
0.7126	Intermediate Similarity	NPC181526
0.7105	Intermediate Similarity	NPC70340
0.707	Intermediate Similarity	NPC190663
0.7066	Intermediate Similarity	NPC322526
0.7066	Intermediate Similarity	NPC471201
0.7062	Intermediate Similarity	NPC476194
0.7006	Intermediate Similarity	NPC473055
0.7006	Intermediate Similarity	NPC473052
0.7	Intermediate Similarity	NPC295287
0.6983	Remote Similarity	NPC72291
0.6982	Remote Similarity	NPC314113
0.6981	Remote Similarity	NPC160493
0.6975	Remote Similarity	NPC476353
0.697	Remote Similarity	NPC328070
0.6962	Remote Similarity	NPC80150
0.6954	Remote Similarity	NPC472329
0.6954	Remote Similarity	NPC472330
0.6942	Remote Similarity	NPC314270
0.6936	Remote Similarity	NPC315829
0.6931	Remote Similarity	NPC132751
0.6909	Remote Similarity	NPC45191
0.6901	Remote Similarity	NPC106183
0.6875	Remote Similarity	NPC474862
0.6865	Remote Similarity	NPC279871
0.6851	Remote Similarity	NPC292143
0.6851	Remote Similarity	NPC139506
0.6845	Remote Similarity	NPC126515
0.6845	Remote Similarity	NPC274002
0.6845	Remote Similarity	NPC472331
0.6829	Remote Similarity	NPC101372
0.6807	Remote Similarity	NPC313466
0.6806	Remote Similarity	NPC288854
0.6776	Remote Similarity	NPC314861
0.6776	Remote Similarity	NPC238430
0.6774	Remote Similarity	NPC158277
0.6774	Remote Similarity	NPC26108
0.676	Remote Similarity	NPC212699
0.676	Remote Similarity	NPC207675
0.676	Remote Similarity	NPC56635
0.6757	Remote Similarity	NPC310894
0.6755	Remote Similarity	NPC269750
0.6755	Remote Similarity	NPC194671
0.6754	Remote Similarity	NPC315542
0.675	Remote Similarity	NPC478015
0.675	Remote Similarity	NPC478014
0.675	Remote Similarity	NPC478016
0.6748	Remote Similarity	NPC4974
0.6746	Remote Similarity	NPC313804
0.6746	Remote Similarity	NPC315804
0.673	Remote Similarity	NPC310467
0.6706	Remote Similarity	NPC316574
0.6703	Remote Similarity	NPC133470
0.6703	Remote Similarity	NPC196091
0.6703	Remote Similarity	NPC191863
0.6703	Remote Similarity	NPC289776
0.6703	Remote Similarity	NPC199737
0.6702	Remote Similarity	NPC471050
0.6702	Remote Similarity	NPC471049
0.6702	Remote Similarity	NPC471048
0.6702	Remote Similarity	NPC294951
0.6687	Remote Similarity	NPC478147
0.6687	Remote Similarity	NPC319950
0.6685	Remote Similarity	NPC184161
0.6685	Remote Similarity	NPC39431
0.6667	Remote Similarity	NPC142577
0.6667	Remote Similarity	NPC169328
0.6667	Remote Similarity	NPC241392
0.6667	Remote Similarity	NPC227033
0.6667	Remote Similarity	NPC81026
0.6667	Remote Similarity	NPC244866
0.6648	Remote Similarity	NPC132771
0.6648	Remote Similarity	NPC256689
0.6648	Remote Similarity	NPC123011
0.6646	Remote Similarity	NPC47667
0.6631	Remote Similarity	NPC248670
0.663	Remote Similarity	NPC204179
0.6626	Remote Similarity	NPC469927
0.6617	Remote Similarity	NPC214368
0.6615	Remote Similarity	NPC469829
0.6614	Remote Similarity	NPC315406
0.6614	Remote Similarity	NPC315631
0.6613	Remote Similarity	NPC40234
0.6609	Remote Similarity	NPC266741
0.6607	Remote Similarity	NPC326966
0.6607	Remote Similarity	NPC275538
0.6595	Remote Similarity	NPC127362
0.6593	Remote Similarity	NPC291359
0.6587	Remote Similarity	NPC325651
0.6584	Remote Similarity	NPC311357
0.6582	Remote Similarity	NPC28510
0.6578	Remote Similarity	NPC474814
0.6578	Remote Similarity	NPC112336
0.6568	Remote Similarity	NPC470392
0.6566	Remote Similarity	NPC210950
0.6566	Remote Similarity	NPC199738
0.6564	Remote Similarity	NPC27581
0.6557	Remote Similarity	NPC231862
0.6555	Remote Similarity	NPC316297
0.6555	Remote Similarity	NPC66191
0.6555	Remote Similarity	NPC314817
0.655	Remote Similarity	NPC122542
0.6543	Remote Similarity	NPC137627
0.6543	Remote Similarity	NPC45777
0.6543	Remote Similarity	NPC476183
0.6543	Remote Similarity	NPC477061
0.6543	Remote Similarity	NPC306804
0.6533	Remote Similarity	NPC476218
0.6533	Remote Similarity	NPC108804
0.6532	Remote Similarity	NPC314252
0.6531	Remote Similarity	NPC473305
0.6531	Remote Similarity	NPC163961
0.6528	Remote Similarity	NPC477816
0.6528	Remote Similarity	NPC320394
0.6528	Remote Similarity	NPC244536
0.6524	Remote Similarity	NPC257354
0.6522	Remote Similarity	NPC237420
0.6522	Remote Similarity	NPC57105
0.6518	Remote Similarity	NPC316224
0.6515	Remote Similarity	NPC328763
0.6508	Remote Similarity	NPC155506
0.6508	Remote Similarity	NPC473354
0.6508	Remote Similarity	NPC159767
0.6508	Remote Similarity	NPC471165
0.6508	Remote Similarity	NPC476227
0.6505	Remote Similarity	NPC107938
0.6505	Remote Similarity	NPC294516
0.6505	Remote Similarity	NPC19555
0.6503	Remote Similarity	NPC476281
0.6503	Remote Similarity	NPC476184
0.6497	Remote Similarity	NPC227553
0.6495	Remote Similarity	NPC313886
0.6492	Remote Similarity	NPC475421
0.6492	Remote Similarity	NPC474815
0.6485	Remote Similarity	NPC236981
0.6485	Remote Similarity	NPC476241
0.6485	Remote Similarity	NPC476260
0.6482	Remote Similarity	NPC476207
0.6482	Remote Similarity	NPC476212
0.6482	Remote Similarity	NPC476206
0.6482	Remote Similarity	NPC259791
0.6482	Remote Similarity	NPC476205
0.6482	Remote Similarity	NPC476129
0.6482	Remote Similarity	NPC476256
0.6482	Remote Similarity	NPC476257
0.6477	Remote Similarity	NPC314186
0.6474	Remote Similarity	NPC50016
0.6468	Remote Similarity	NPC323662
0.6467	Remote Similarity	NPC306366
0.6458	Remote Similarity	NPC313708
0.6456	Remote Similarity	NPC316403
0.6455	Remote Similarity	NPC273755
0.6452	Remote Similarity	NPC186351
0.645	Remote Similarity	NPC108847
0.6447	Remote Similarity	NPC474059
0.6446	Remote Similarity	NPC476179
0.6446	Remote Similarity	NPC476125
0.644	Remote Similarity	NPC9475
0.6436	Remote Similarity	NPC475123
0.6436	Remote Similarity	NPC317727
0.6436	Remote Similarity	NPC46009
0.6436	Remote Similarity	NPC475204
0.6436	Remote Similarity	NPC471778
0.6429	Remote Similarity	NPC477839
0.6425	Remote Similarity	NPC475962
0.6424	Remote Similarity	NPC476278
0.6421	Remote Similarity	NPC227778
0.642	Remote Similarity	NPC314287
0.6417	Remote Similarity	NPC209463
0.6417	Remote Similarity	NPC278887
0.6416	Remote Similarity	NPC287358
0.6413	Remote Similarity	NPC471203
0.6402	Remote Similarity	NPC230611
0.6402	Remote Similarity	NPC89831
0.6392	Remote Similarity	NPC167763
0.6392	Remote Similarity	NPC272375
0.6392	Remote Similarity	NPC470112
0.6392	Remote Similarity	NPC469831
0.6392	Remote Similarity	NPC470903
0.6392	Remote Similarity	NPC469973
0.639	Remote Similarity	NPC317572
0.6387	Remote Similarity	NPC8467
0.6378	Remote Similarity	NPC19023
0.6378	Remote Similarity	NPC156348
0.6378	Remote Similarity	NPC291759
0.6378	Remote Similarity	NPC262725
0.6369	Remote Similarity	NPC254798
0.6364	Remote Similarity	NPC13696
0.6364	Remote Similarity	NPC15506

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC95412 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	132
0.1-0.2	453
0.2-0.3	807
0.3-0.4	1555
0.4-0.5	2887
0.5-0.6	2988
0.6-0.7	337
0.7-0.8	2
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.7204	Intermediate Similarity	NPD6045	Phase 3
0.716	Intermediate Similarity	NPD3400	Discontinued
0.6984	Remote Similarity	NPD3153	Approved
0.6984	Remote Similarity	NPD3154	Approved
0.6982	Remote Similarity	NPD7978	Discontinued
0.6963	Remote Similarity	NPD7629	Clinical (unspecified phase)
0.6963	Remote Similarity	NPD7628	Phase 3
0.6963	Remote Similarity	NPD7630	Phase 3
0.6951	Remote Similarity	NPD3136	Phase 2
0.6949	Remote Similarity	NPD6913	Approved
0.6943	Remote Similarity	NPD1759	Phase 1
0.6911	Remote Similarity	NPD1898	Discontinued
0.6879	Remote Similarity	NPD1758	Phase 1
0.6867	Remote Similarity	NPD5729	Clinical (unspecified phase)
0.686	Remote Similarity	NPD1196	Approved
0.6848	Remote Similarity	NPD4738	Phase 2
0.6839	Remote Similarity	NPD1543	Discontinued
0.6833	Remote Similarity	NPD3558	Approved
0.6833	Remote Similarity	NPD3560	Approved
0.6833	Remote Similarity	NPD3556	Approved
0.6833	Remote Similarity	NPD3557	Approved
0.6833	Remote Similarity	NPD3559	Clinical (unspecified phase)
0.6809	Remote Similarity	NPD6184	Discontinued
0.6802	Remote Similarity	NPD1195	Approved
0.6798	Remote Similarity	NPD3684	Discontinued
0.6776	Remote Similarity	NPD7129	Suspended
0.6772	Remote Similarity	NPD6104	Discontinued
0.6742	Remote Similarity	NPD1634	Approved
0.6706	Remote Similarity	NPD9279	Approved
0.67	Remote Similarity	NPD7566	Clinical (unspecified phase)
0.6685	Remote Similarity	NPD4335	Clinical (unspecified phase)
0.6685	Remote Similarity	NPD7972	Discontinued
0.6685	Remote Similarity	NPD1633	Approved
0.6685	Remote Similarity	NPD2162	Clinical (unspecified phase)
0.6683	Remote Similarity	NPD6874	Approved
0.6667	Remote Similarity	NPD3453	Discontinued
0.6667	Remote Similarity	NPD2366	Approved
0.6667	Remote Similarity	NPD9509	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD2672	Discontinued
0.6667	Remote Similarity	NPD8067	Phase 3
0.663	Remote Similarity	NPD3812	Clinical (unspecified phase)
0.6615	Remote Similarity	NPD4258	Approved
0.6615	Remote Similarity	NPD4259	Approved
0.6614	Remote Similarity	NPD3965	Phase 1
0.6611	Remote Similarity	NPD6502	Phase 2
0.6593	Remote Similarity	NPD6283	Phase 2
0.6592	Remote Similarity	NPD4003	Phase 3
0.6583	Remote Similarity	NPD4604	Approved
0.6583	Remote Similarity	NPD4605	Approved
0.6569	Remote Similarity	NPD6807	Phase 3
0.6562	Remote Similarity	NPD3253	Clinical (unspecified phase)
0.655	Remote Similarity	NPD4668	Phase 2
0.6545	Remote Similarity	NPD6211	Clinical (unspecified phase)
0.6528	Remote Similarity	NPD4086	Phase 1
0.6524	Remote Similarity	NPD4606	Clinical (unspecified phase)
0.6509	Remote Similarity	NPD1048	Approved
0.6506	Remote Similarity	NPD2579	Approved
0.6495	Remote Similarity	NPD8356	Approved
0.6489	Remote Similarity	NPD1913	Phase 1
0.6484	Remote Similarity	NPD980	Clinical (unspecified phase)
0.6482	Remote Similarity	NPD7256	Discontinued
0.648	Remote Similarity	NPD6390	Discontinued
0.648	Remote Similarity	NPD8025	Phase 2
0.648	Remote Similarity	NPD4186	Clinical (unspecified phase)
0.6471	Remote Similarity	NPD2249	Approved
0.6471	Remote Similarity	NPD2247	Approved
0.6453	Remote Similarity	NPD7476	Discontinued
0.6452	Remote Similarity	NPD8430	Approved
0.6444	Remote Similarity	NPD7523	Phase 3
0.6444	Remote Similarity	NPD8330	Clinical (unspecified phase)
0.6436	Remote Similarity	NPD7608	Discontinued
0.6436	Remote Similarity	NPD5608	Approved
0.6436	Remote Similarity	NPD5609	Approved
0.6429	Remote Similarity	NPD6793	Clinical (unspecified phase)
0.6417	Remote Similarity	NPD6746	Phase 2
0.6408	Remote Similarity	NPD6905	Phase 2
0.6393	Remote Similarity	NPD7615	Clinical (unspecified phase)
0.6392	Remote Similarity	NPD4955	Approved
0.6392	Remote Similarity	NPD4954	Approved
0.6392	Remote Similarity	NPD5034	Approved
0.6392	Remote Similarity	NPD7883	Discontinued
0.6392	Remote Similarity	NPD5026	Approved
0.6392	Remote Similarity	NPD5028	Approved
0.6392	Remote Similarity	NPD36	Approved
0.6392	Remote Similarity	NPD2802	Phase 3
0.6387	Remote Similarity	NPD2361	Approved
0.6383	Remote Similarity	NPD2681	Approved
0.6383	Remote Similarity	NPD2680	Approved
0.6379	Remote Similarity	NPD5788	Clinical (unspecified phase)
0.6378	Remote Similarity	NPD2996	Approved
0.6373	Remote Similarity	NPD5445	Approved
0.6369	Remote Similarity	NPD6682	Clinical (unspecified phase)
0.6368	Remote Similarity	NPD2248	Approved
0.6368	Remote Similarity	NPD2246	Approved
0.6364	Remote Similarity	NPD7596	Clinical (unspecified phase)
0.6359	Remote Similarity	NPD5035	Approved
0.6355	Remote Similarity	NPD7565	Approved
0.6346	Remote Similarity	NPD6593	Clinical (unspecified phase)
0.6343	Remote Similarity	NPD9570	Approved
0.634	Remote Similarity	NPD5030	Phase 2
0.6335	Remote Similarity	NPD2359	Approved
0.6332	Remote Similarity	NPD5871	Discontinued
0.6327	Remote Similarity	NPD8167	Discontinued
0.6324	Remote Similarity	NPD7599	Phase 2
0.6324	Remote Similarity	NPD2339	Phase 3
0.6324	Remote Similarity	NPD6060	Clinical (unspecified phase)
0.6321	Remote Similarity	NPD5557	Phase 1
0.6313	Remote Similarity	NPD3141	Discontinued
0.6308	Remote Similarity	NPD7292	Approved
0.6304	Remote Similarity	NPD7105	Phase 1
0.6302	Remote Similarity	NPD3909	Discontinued
0.6301	Remote Similarity	NPD555	Phase 2
0.6298	Remote Similarity	NPD7043	Discontinued
0.6296	Remote Similarity	NPD2821	Approved
0.629	Remote Similarity	NPD7318	Phase 3
0.6289	Remote Similarity	NPD3823	Discontinued
0.6289	Remote Similarity	NPD6833	Clinical (unspecified phase)
0.6283	Remote Similarity	NPD3953	Clinical (unspecified phase)
0.6283	Remote Similarity	NPD3952	Approved
0.6283	Remote Similarity	NPD3951	Phase 3
0.6271	Remote Similarity	NPD9277	Approved
0.6271	Remote Similarity	NPD75	Approved
0.627	Remote Similarity	NPD8019	Approved
0.6268	Remote Similarity	NPD7302	Phase 3
0.6268	Remote Similarity	NPD7300	Phase 3
0.6264	Remote Similarity	NPD7131	Phase 3
0.6263	Remote Similarity	NPD1839	Phase 1
0.6263	Remote Similarity	NPD5037	Approved
0.6263	Remote Similarity	NPD5038	Approved
0.6263	Remote Similarity	NPD4951	Discontinued
0.6257	Remote Similarity	NPD5595	Clinical (unspecified phase)
0.6256	Remote Similarity	NPD6162	Approved
0.6256	Remote Similarity	NPD6161	Approved
0.625	Remote Similarity	NPD5077	Approved
0.625	Remote Similarity	NPD5076	Approved
0.625	Remote Similarity	NPD181	Approved
0.6243	Remote Similarity	NPD3251	Approved
0.6243	Remote Similarity	NPD825	Approved
0.6243	Remote Similarity	NPD826	Approved
0.6243	Remote Similarity	NPD1664	Clinical (unspecified phase)
0.6234	Remote Similarity	NPD8367	Approved
0.6231	Remote Similarity	NPD5558	Clinical (unspecified phase)
0.623	Remote Similarity	NPD4083	Discontinued
0.623	Remote Similarity	NPD4150	Clinical (unspecified phase)
0.6229	Remote Similarity	NPD3555	Approved
0.6229	Remote Similarity	NPD3552	Approved
0.6229	Remote Similarity	NPD3553	Approved
0.6229	Remote Similarity	NPD3554	Approved
0.6228	Remote Similarity	NPD5108	Clinical (unspecified phase)
0.6221	Remote Similarity	NPD6298	Discontinued
0.6216	Remote Similarity	NPD7118	Clinical (unspecified phase)
0.6216	Remote Similarity	NPD3067	Approved
0.6216	Remote Similarity	NPD3778	Approved
0.6215	Remote Similarity	NPD9275	Approved
0.6215	Remote Similarity	NPD9278	Suspended
0.6215	Remote Similarity	NPD9274	Approved
0.6215	Remote Similarity	NPD9276	Approved
0.6215	Remote Similarity	NPD7083	Clinical (unspecified phase)
0.6212	Remote Similarity	NPD5036	Approved
0.6211	Remote Similarity	NPD1682	Approved
0.6211	Remote Similarity	NPD1680	Approved
0.6211	Remote Similarity	NPD1681	Approved
0.6207	Remote Similarity	NPD6347	Phase 2
0.6205	Remote Similarity	NPD7959	Clinical (unspecified phase)
0.6202	Remote Similarity	NPD4465	Phase 2
0.6202	Remote Similarity	NPD4467	Phase 2
0.6201	Remote Similarity	NPD2575	Approved
0.6199	Remote Similarity	NPD6359	Clinical (unspecified phase)
0.6197	Remote Similarity	NPD8492	Approved
0.6196	Remote Similarity	NPD5811	Approved
0.6196	Remote Similarity	NPD9568	Approved
0.6193	Remote Similarity	NPD6867	Clinical (unspecified phase)
0.6193	Remote Similarity	NPD6866	Clinical (unspecified phase)
0.6188	Remote Similarity	NPD7125	Discontinued
0.6188	Remote Similarity	NPD5150	Phase 2
0.6185	Remote Similarity	NPD520	Approved
0.6185	Remote Similarity	NPD259	Phase 1
0.6185	Remote Similarity	NPD7477	Discontinued
0.6184	Remote Similarity	NPD5848	Clinical (unspecified phase)
0.6184	Remote Similarity	NPD2498	Approved
0.6183	Remote Similarity	NPD7317	Phase 3
0.6183	Remote Similarity	NPD7495	Discontinued
0.6182	Remote Similarity	NPD5981	Approved
0.618	Remote Similarity	NPD4168	Approved
0.6173	Remote Similarity	NPD8014	Clinical (unspecified phase)
0.6167	Remote Similarity	NPD1835	Phase 1
0.6158	Remote Similarity	NPD7450	Phase 2
0.6158	Remote Similarity	NPD5823	Approved
0.6157	Remote Similarity	NPD7293	Approved
0.6154	Remote Similarity	NPD7695	Clinical (unspecified phase)
0.6154	Remote Similarity	NPD7597	Clinical (unspecified phase)
0.6154	Remote Similarity	NPD6480	Clinical (unspecified phase)
0.6154	Remote Similarity	NPD8370	Discontinued
0.615	Remote Similarity	NPD2792	Approved
0.6149	Remote Similarity	NPD2203	Discontinued
0.6149	Remote Similarity	NPD756	Suspended
0.6146	Remote Similarity	NPD7777	Approved
0.6146	Remote Similarity	NPD53	Approved
0.6146	Remote Similarity	NPD7778	Approved
0.6146	Remote Similarity	NPD2215	Approved

Structure

CID95412 OpenBabel06191715432D 39 40 0 0 1 0 0 0 0 0999 V2000 -3.9957 5.3842 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1797 0.6165 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8529 -0.4969 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9245 1.8012 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6321 0.1428 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3377 4.4445 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6949 3.6784 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7101 3.8521 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0673 3.0860 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2301 -1.3572 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0825 3.2597 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3641 -0.8572 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0962 -0.8572 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5521 1.2088 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.8282 0.1428 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1949 0.4428 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9397 1.6276 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.7660 0.6428 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 4.3641 0.1428 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4397 2.4936 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 6.0962 0.1428 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5673 1.0352 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7660 0.6428 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 5.2301 0.6428 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9397 1.6276 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.4981 0.6428 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 2.8356 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9622 0.6428 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.6321 0.1428 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 8.6942 0.6428 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.2253 0.0955 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.2301 1.6428 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4981 1.6428 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 3.8356 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.3420 -0.9397 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.4397 2.4936 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 -1.9245 1.8012 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 6 1 0 0 0 0 2 16 1 0 0 0 0 3 16 1 0 0 0 0 6 7 1 0 0 0 0 7 8 1 0 0 0 0 8 9 1 0 0 0 0 9 11 1 0 0 0 0 10 12 2 0 0 0 0 10 13 1 0 0 0 0 12 19 1 0 0 0 0 13 21 2 0 0 0 0 14 16 1 0 0 0 0 14 22 1 0 0 0 0 15 29 2 3 0 0 0 15 31 1 0 0 0 0 17 4 1 6 0 0 0 17 23 1 0 0 0 0 17 37 1 0 0 0 0 18 5 1 1 0 0 0 18 25 1 0 0 0 0 18 38 1 0 0 0 0 19 24 2 0 0 0 0 19 26 1 0 0 0 0 20 11 1 1 0 0 0 20 25 1 0 0 0 0 20 27 1 0 0 0 0 21 24 1 0 0 0 0 21 29 1 0 0 0 0 22 32 2 0 0 0 0 22 39 1 0 0 0 0 23 28 1 0 0 0 0 23 30 1 6 0 0 0 24 33 1 0 0 0 0 25 39 1 6 0 0 0 26 30 2 3 0 0 0 26 34 1 0 0 0 0 27 35 2 0 0 0 0 27 37 1 0 0 0 0 28 36 2 0 0 0 0 28 38 1 0 0 0 0 M END $$$$

External Identifiers

PubChem CID	14957
ChEMBL	CHEMBL211501
ZINC

Physicochemical Properties

Molecular Weight:	548.27
ALogP:	-1.5535
MLogP:	3.33
XLogP:	5.979
# Rotatable Bonds:	20
Polar Surface Area:	164.31
# H-Bond Aceptor:	10
# H-Bond Donor:	3
# Rings:	2
# Heavy Atoms:	39

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