NPASS Natural Product

Natural Product: NPC49217

Natural Product ID:	NPC49217
Common Name:	Isoplysin A
IUPAC Name:	(5E)-5-(1H-indol-3-ylmethylidene)-1-methyl-2-(methylamino)imidazol-4-one
Synonyms:
Molecular Formula:	C14H14N4O
Standard InCHIKey:	UVIKYYAHZODERH-KPKJPENVSA-N
Standard InCHI:	InChI=1S/C14H14N4O/c1-15-14-17-13(19)12(18(14)2)7-9-8-16-11-6-4-3-5-10(9)11/h3-8,16H,1-2H3,(H,15,17,19)/b12-7+
Canonical SMILES:	CN=C1N=C(/C(=Cc2c[nH]c3c2cccc3)/N1C)O
First Find Year:
Max Developmental Stage:
Synthetic Gene Cluster:	;

Species Source

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Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Isolation Part	Collection Location	Collection Time	Reference
NPO20958	Smenospongia aurea	Species	Thorectidae	Eukaryota		Jamaican		PMID[11975483]
NPO33297	aplysina sp.	Species	Aplysinidae	Eukaryota		Okinawan		PMID[7964781]

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Biological Activity

Activity Type	# Activity
IC50	4
Ki	2
Others	2

Activity Type	# Activity
Cell Line	2
Individual Protein	4
Organism	1
Others	1

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Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT137	Cell Line	L1210	Mus musculus	IC50	=	11.5	ug/ml	PubChem BioAssay data set
NPT2	Others	Unspecified		Ratio IC50	=	11		18973388
NPT261	Individual Protein	Monoamine oxidase A	Homo sapiens	IC50	=	3075	nM	26317881
NPT291	Individual Protein	Serotonin 2b (5-HT2b) receptor	Homo sapiens	Ki	=	716	nM	16408017
NPT292	Individual Protein	Serotonin 2c (5-HT2c) receptor	Homo sapiens	Ki	=	2354	nM	PubChem BioAssay data set
NPT582	Individual Protein	Monoamine oxidase B	Homo sapiens	IC50	=	33833	nM	18077363
NPT6	Organism	Plasmodium falciparum	Plasmodium falciparum	IC50	=	0.97	ug/ml	19410459
NPT91	Cell Line	KB	Homo sapiens	Inhibition	=	31	%	PubChem BioAssay data set

Showing 1 to 8 of 8 entries

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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 NPC49217 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	528
0.1-0.2	6615
0.2-0.3	14410
0.3-0.4	5202
0.4-0.5	1676
0.5-0.6	1194
0.6-0.7	854
0.7-0.8	335
0.8-0.85	63
0.85-0.9	11
0.9-0.95	1
0.95-1	0

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Similarity Score	Similarity Level	Natural Product ID
0.7459	Intermediate Similarity	NPC235684
0.7469	Intermediate Similarity	NPC115611
0.7471	Intermediate Similarity	NPC97343
0.7472	Intermediate Similarity	NPC300688
0.7473	Intermediate Similarity	NPC65215

Showing 1 to 5 of 200 entries

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Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC49217 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	284
0.1-0.2	735
0.2-0.3	1059
0.3-0.4	1584
0.4-0.5	2428
0.5-0.6	1735
0.6-0.7	1092
0.7-0.8	226
0.8-0.85	18
0.85-0.9	0
0.9-0.95	0
0.95-1	0

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Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.7101	Intermediate Similarity	NPD1661	Suspended
0.7107	Intermediate Similarity	NPD3843	Clinical (unspecified phase)
0.711	Intermediate Similarity	NPD2865	Clinical (unspecified phase)
0.711	Intermediate Similarity	NPD1192	Clinical (unspecified phase)
0.711	Intermediate Similarity	NPD4326	Phase 2

Showing 1 to 5 of 200 entries

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Structure

External Identifiers

PubChem CID	6440681
ChEMBL	CHEMBL508657
ZINC

Physicochemical Properties

Molecular Weight:	254.12
ALogP:	-1.2171
MLogP:	2.45
XLogP:	2.762
# Rotatable Bonds:	4
Polar Surface Area:	63.98
# H-Bond Aceptor:	5
# H-Bond Donor:	2
# Rings:	3
# Heavy Atoms:	19

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