NPASS Natural Product

Natural Product: NPC213560

Natural Product ID:	NPC213560
Common Name:	Pencolide
IUPAC Name:	(Z)-2-(3-methyl-2,5-dioxopyrrol-1-yl)but-2-enoic acid
Synonyms:	Pencolide
Molecular Formula:	C9H9NO4
Standard InCHIKey:	NFDKQFGUQFNACT-UTCJRWHESA-N
Standard InCHI:	InChI=1S/C9H9NO4/c1-3-6(9(13)14)10-7(11)4-5(2)8(10)12/h3-4H,1-2H3,(H,13,14)/b6-3-
Canonical SMILES:	C/C=C(N1C(=O)C=C(C1=O)C)/C(=O)O
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
NPO26654	Penicillium citreonigrum	Species	Aspergillaceae	Eukaryota		Atlantic		PMID[20450206]

Biological Activity

Activity Type	# Activity
Others	4

Activity Type	# Activity
Organism	4

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT19	Organism	Escherichia coli	Escherichia coli	IZ	=	13	mm	DrugMatrix in vivo data: Biochemistry
NPT1190	Organism	Salmonella enterica	Salmonella enterica	IZ	=	13	mm	DrugMatrix in vivo data: Biochemistry
NPT1228	Organism	Streptococcus pyogenes	Streptococcus pyogenes	IZ	=	13	mm	DrugMatrix in vivo data: Biochemistry
NPT16	Organism	Staphylococcus aureus	Staphylococcus aureus	IZ	=	13	mm	DrugMatrix in vitro pharmacology data

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 NPC213560 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	36
0.1-0.2	7702
0.2-0.3	18366
0.3-0.4	4384
0.4-0.5	356
0.5-0.6	44
0.6-0.7	1
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
0.6533	Remote Similarity	NPC90782
0.5978	Remote Similarity	NPC313265
0.589	Remote Similarity	NPC305973
0.5679	Remote Similarity	NPC326126
0.5679	Remote Similarity	NPC252503
0.567	Remote Similarity	NPC26597
0.5652	Remote Similarity	NPC47230
0.5652	Remote Similarity	NPC17143

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC213560 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	52
0.1-0.2	2158
0.2-0.3	5704
0.3-0.4	1087
0.4-0.5	149
0.5-0.6	11
0.6-0.7	0
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
		NPD

Structure

External Identifiers

PubChem CID	38353904
ChEMBL	CHEMBL1095506
ZINC

Physicochemical Properties

Molecular Weight:	195.05
ALogP:	0.2699
MLogP:	1.9
XLogP:	0.041
# Rotatable Bonds:	5
Polar Surface Area:	74.68
# H-Bond Aceptor:	5
# H-Bond Donor:	1
# Rings:	1
# Heavy Atoms:	14

Download Data

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