NPASS Natural Product

Natural Product: NPC185928

Natural Product ID:	NPC185928
Common Name:	Pyranonigrin A
IUPAC Name:	(2R)-2,6-dihydroxy-5-[(E)-prop-1-enyl]-1,2-dihydropyrano[3,2-b]pyrrole-3,7-dione
Synonyms:
Molecular Formula:	C10H9NO5
Standard InCHIKey:	JHRSKIPBFMBFDI-VMZHVLLKSA-N
Standard InCHI:	InChI=1S/C10H9NO5/c1-2-3-4-6(12)7(13)5-9(16-4)8(14)10(15)11-5/h2-3,10-12,15H,1H3/b3-2+/t10-/m1/s1
Canonical SMILES:	C/C=C/c1oc2C(=O)[C@H](Nc2c(=O)c1O)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
NPO14234	Aspergillus niger	Species	Aspergillaceae	Eukaryota				PMID[15387655]

Biological Activity

Activity Type	# Activity
Others	2

Activity Type	# Activity
Organism	2

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT776	Organism	Spodoptera littoralis	Spodoptera littoralis	Activity	=	29	%	11975522
NPT776	Organism	Spodoptera littoralis	Spodoptera littoralis	Activity	=	85	%	24063567

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 NPC185928 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	42
0.1-0.2	973
0.2-0.3	16930
0.3-0.4	11595
0.4-0.5	1255
0.5-0.6	91
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	Natural Product ID
0.6404	Remote Similarity	NPC326126
0.6042	Remote Similarity	NPC312419
0.6022	Remote Similarity	NPC263266
0.5926	Remote Similarity	NPC313234
0.5682	Remote Similarity	NPC475618
0.5644	Remote Similarity	NPC296589

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC185928 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	59
0.1-0.2	447
0.2-0.3	5230
0.3-0.4	3207
0.4-0.5	195
0.5-0.6	23
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
0.5876	Remote Similarity	NPD5115	Clinical (unspecified phase)
0.5833	Remote Similarity	NPD9306	Approved

Structure

External Identifiers

PubChem CID	11379075
ChEMBL	CHEMBL452363
ZINC

Physicochemical Properties

Molecular Weight:	223.05
ALogP:	-1.4854
MLogP:	1.9
XLogP:	1.864
# Rotatable Bonds:	4
Polar Surface Area:	95.86
# H-Bond Aceptor:	6
# H-Bond Donor:	3
# Rings:	2
# Heavy Atoms:	16

Download Data

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General Info & Identifiers & Properties
Structure MOL file
Source Organisms
Biological Activities
Similar NPs/Drugs