NPASS Natural Product

Natural Product: NPC28529

Natural Product ID:	NPC28529
Common Name:	Diazaanthraquinone
IUPAC Name:	1,4,6,9-tetramethylpyrido[3,2-g]quinoline-2,5,8,10-tetrone
Synonyms:	SCH-538415
Molecular Formula:	C16H14N2O4
Standard InCHIKey:	FUHFHTKNERQJIU-UHFFFAOYSA-N
Standard InCHI:	InChI=1S/C16H14N2O4/c1-7-5-9(19)17(3)13-11(7)15(21)12-8(2)6-10(20)18(4)14(12)16(13)22/h5-6H,1-4H3
Canonical SMILES:	O=c1c2c(c(C)cc(=O)n2C)c(=O)c2c1n(C)c(=O)cc2C
First Find Year:
Max Developmental Stage:
Synthetic Gene Cluster:	;

Species Source

Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Isolation Part	Collection Location	Collection Time	Reference
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria				PMID[16724845]

Biological Activity

Activity Type	# Activity
GI50	7
IC50	1
MIC	10

Activity Type	# Activity
Cell Line	7
Organism	10
Others	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT90	Cell Line	DU-145	Homo sapiens	GI50	=	1	ug/ml	10091690
NPT575	Cell Line	KM-20L2	Homo sapiens	GI50	=	0.32	ug/ml	10091690
NPT2	Others	Unspecified		IC50	=	4190	nM	27186676
NPT1081	Cell Line	BXPC-3	Homo sapiens	GI50	=	0.54	ug/ml	15921421
NPT83	Cell Line	MCF7	Homo sapiens	GI50	=	0.49	ug/ml	15921421
NPT168	Cell Line	P388	Mus musculus	GI50	=	1.4	ug/ml	26295746
NPT395	Cell Line	SF-268	Homo sapiens	GI50	=	1.3	ug/ml	26295746
NPT397	Cell Line	NCI-H460	Homo sapiens	GI50	=	1.2	ug/ml	20184336
NPT1118	Organism	Streptococcus pneumoniae	Streptococcus pneumoniae	MIC	=	16	ug/ml	20061158
NPT85	Organism	Filobasidiella neoformans	Cryptococcus neoformans	MIC	>	64	ug/ml	Open TG-GATES in vivo data: Biochemistry
NPT19	Organism	Escherichia coli	Escherichia coli	MIC	>	64	ug/ml	Open TG-GATES in vivo data: Biochemistry
NPT1033	Organism	Enterobacter cloacae	Enterobacter cloacae	MIC	>	64	ug/ml	Open TG-GATES in vivo data: Biochemistry
NPT175	Organism	Enterococcus faecalis	Enterococcus faecalis	MIC	>	64	ug/ml	Open TG-GATES in vivo data: Biochemistry
NPT20	Organism	Candida albicans	Candida albicans	MIC	>	64	ug/ml	Open TG-GATES in vivo data: Biochemistry
NPT1522	Organism	Neisseria gonorrhoeae	Neisseria gonorrhoeae	MIC	=	4	ug/ml	Open TG-GATES in vivo data: Biochemistry
NPT1521	Organism	Stenotrophomonas maltophilia	Stenotrophomonas maltophilia	MIC	>	64	ug/ml	Open TG-GATES in vivo data: Biochemistry
NPT729	Organism	Micrococcus luteus	Micrococcus luteus	MIC	>	64	ug/ml	Open TG-GATES in vivo data: Biochemistry
NPT16	Organism	Staphylococcus aureus	Staphylococcus aureus	MIC	>	64	ug/ml	Open TG-GATES in vivo data: Biochemistry

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 NPC28529 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	47
0.1-0.2	1076
0.2-0.3	18672
0.3-0.4	9722
0.4-0.5	1238
0.5-0.6	114
0.6-0.7	20
0.7-0.8	0
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Natural Product ID
0.6966	Remote Similarity	NPC475614
0.6512	Remote Similarity	NPC320667
0.6512	Remote Similarity	NPC214125
0.6463	Remote Similarity	NPC96272
0.6437	Remote Similarity	NPC86452
0.6437	Remote Similarity	NPC244256
0.6413	Remote Similarity	NPC296589
0.6395	Remote Similarity	NPC63284
0.6344	Remote Similarity	NPC476141
0.6237	Remote Similarity	NPC2640
0.6129	Remote Similarity	NPC135639
0.6129	Remote Similarity	NPC143344
0.6129	Remote Similarity	NPC78058
0.6129	Remote Similarity	NPC234822
0.6129	Remote Similarity	NPC61321
0.6111	Remote Similarity	NPC132858
0.6111	Remote Similarity	NPC77890
0.6111	Remote Similarity	NPC267203
0.6023	Remote Similarity	NPC281154
0.6	Remote Similarity	NPC42477
0.598	Remote Similarity	NPC473364
0.5976	Remote Similarity	NPC206660
0.5963	Remote Similarity	NPC143173
0.5926	Remote Similarity	NPC252684
0.5926	Remote Similarity	NPC477461
0.5926	Remote Similarity	NPC477459
0.59	Remote Similarity	NPC313265
0.5875	Remote Similarity	NPC133923
0.5761	Remote Similarity	NPC268580
0.5761	Remote Similarity	NPC120699
0.5761	Remote Similarity	NPC127430
0.575	Remote Similarity	NPC385
0.5729	Remote Similarity	NPC76283
0.5714	Remote Similarity	NPC46268
0.5714	Remote Similarity	NPC474001
0.5714	Remote Similarity	NPC308050
0.5714	Remote Similarity	NPC25513
0.5638	Remote Similarity	NPC226982
0.5638	Remote Similarity	NPC277341
0.5625	Remote Similarity	NPC207048
0.5619	Remote Similarity	NPC316730

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC28529 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	67
0.1-0.2	400
0.2-0.3	4634
0.3-0.4	3563
0.4-0.5	476
0.5-0.6	18
0.6-0.7	3
0.7-0.8	0
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
0.6235	Remote Similarity	NPD816	Approved
0.6235	Remote Similarity	NPD815	Approved
0.6111	Remote Similarity	NPD529	Approved
0.5765	Remote Similarity	NPD3709	Clinical (unspecified phase)
0.5607	Remote Similarity	NPD2905	Discontinued

Structure

NPC28529 OpenBabel07101718202D 22 24 0 0 0 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 0.0000 3.0000 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 0.0000 -1.0000 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 0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 0.5000 0.0000 C 0 0 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 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 7 1 0 0 0 0 2 8 1 0 0 0 0 3 17 1 0 0 0 0 4 18 1 0 0 0 0 5 7 2 0 0 0 0 5 9 1 0 0 0 0 6 8 2 0 0 0 0 6 10 1 0 0 0 0 7 11 1 0 0 0 0 8 12 1 0 0 0 0 9 17 1 0 0 0 0 9 19 2 0 0 0 0 10 18 1 0 0 0 0 10 20 2 0 0 0 0 11 13 2 0 0 0 0 11 15 1 0 0 0 0 12 14 2 0 0 0 0 12 15 1 0 0 0 0 13 16 1 0 0 0 0 13 17 1 0 0 0 0 14 16 1 0 0 0 0 14 18 1 0 0 0 0 15 21 2 0 0 0 0 16 22 2 0 0 0 0 M END $$$$

External Identifiers

PubChem CID	10469958
ChEMBL	CHEMBL124804
ZINC

Physicochemical Properties

Molecular Weight:	298.10
ALogP:	-0.3268
MLogP:	2.56
XLogP:	-0.232
# Rotatable Bonds:	4
Polar Surface Area:	74.76
# H-Bond Aceptor:	6
# H-Bond Donor:	0
# Rings:	3
# Heavy Atoms:	22

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