NPASS Natural Product

Natural Product: NPC96272

Natural Product ID:	NPC96272
Common Name:	Formosusin B
IUPAC Name:	(4E,6E)-6-methyl-1-(2-oxopyrrolidin-1-yl)dodeca-4,6-diene-1,8-dione
Synonyms:
Molecular Formula:	C17H25NO3
Standard InCHIKey:	SHWIXYZQCHEFEH-SEYMNPNRSA-N
Standard InCHI:	InChI=1S/C17H25NO3/c1-3-4-9-15(19)13-14(2)8-5-6-10-16(20)18-12-7-11-17(18)21/h5,8,13H,3-4,6-7,9-12H2,1-2H3/b8-5+,14-13+
Canonical SMILES:	CCCCC(=O)/C=C(/C=C/CCC(=O)N1CCCC1=O)C
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
NPO32913	paecilomyces formosus	Species	Thermoascaceae	Eukaryota				PMID[24411199]

Biological Activity

Activity Type	# Activity
IC50	26

Activity Type	# Activity
Individual Protein	16
Others	10

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT2	Others	Unspecified		IC50	>	200000	nM	19674905
NPT2	Others	Unspecified		IC50	>	200000	nM	20022253
NPT6429	Individual Protein	DNA polymerase alpha catalytic subunit	Drosophila melanogaster	IC50	>	200000	nM	17346076
NPT6320	Individual Protein	DNA polymerase delta catalytic subunit	Drosophila melanogaster	IC50	>	200000	nM	17346076
NPT6594	Individual Protein	DNA-directed RNA polymerase	Enterobacteria phage T7	IC50	>	200000	nM	20541427
NPT6383	Individual Protein	Inosine-5'-monophosphate dehydrogenase 2	Mus musculus	IC50	>	200000	nM	24042007
NPT6333	Individual Protein	DNA polymerase	Enterobacteria phage T4	IC50	>	200000	nM	19124250
NPT2	Others	Unspecified		IC50	>	200000	nM	25856683
NPT6223	Individual Protein	Polynucleotide kinase	Enterobacteria phage T4	IC50	>	200000	nM	23398362
NPT4478	Individual Protein	Deoxyribonuclease-1	Bos taurus	IC50	>	200000	nM	23260578
NPT199	Individual Protein	DNA polymerase kappa	Homo sapiens	IC50	>	200000	nM	22360613
NPT26	Individual Protein	Reverse transcriptase	Human immunodeficiency virus 1	IC50	>	200000	nM	17343407
NPT9	Individual Protein	DNA polymerase eta	Homo sapiens	IC50	>	200000	nM	10869203
NPT4232	Individual Protein	DNA polymerase delta subunit 1	Homo sapiens	IC50	>	200000	nM	24725159
NPT2	Others	Unspecified		IC50	>	200000	nM	24725159
NPT4538	Individual Protein	DNA nucleotidylexotransferase	Bos taurus	IC50	>	200000	nM	23350733
NPT2	Others	Unspecified		IC50	>	200000	nM	23350733
NPT6396	Individual Protein	DNA-directed DNA/RNA polymerase mu	Homo sapiens	IC50	>	200000	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		IC50	>	200000	nM	10560729
NPT2	Others	Unspecified		IC50	>	200000	nM	18227183
NPT6348	Individual Protein	DNA polymerase lambda	Mus musculus	IC50	>	200000	nM	18838584
NPT2216	Individual Protein	DNA polymerase beta	Rattus norvegicus	IC50	>	200000	nM	19258280
NPT3732	Individual Protein	DNA polymerase lambda	Homo sapiens	IC50	>	200000	nM	19258280
NPT2	Others	Unspecified		IC50	>	200000	nM	8991944
NPT2	Others	Unspecified		IC50	>	200000	nM	20462233

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 NPC96272 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	1067
0.2-0.3	17797
0.3-0.4	9334
0.4-0.5	2350
0.5-0.6	268
0.6-0.7	24
0.7-0.8	5
0.8-0.85	2
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Natural Product ID
0.8154	Intermediate Similarity	NPC133923
0.8	Intermediate Similarity	NPC385
0.7922	Intermediate Similarity	NPC277341
0.7922	Intermediate Similarity	NPC226982
0.791	Intermediate Similarity	NPC252684
0.7662	Intermediate Similarity	NPC471768
0.7246	Intermediate Similarity	NPC42477
0.6962	Remote Similarity	NPC46268
0.6944	Remote Similarity	NPC206660
0.6786	Remote Similarity	NPC475975
0.6548	Remote Similarity	NPC473810
0.6512	Remote Similarity	NPC319913
0.6463	Remote Similarity	NPC28529
0.6437	Remote Similarity	NPC322672
0.6364	Remote Similarity	NPC324506
0.6364	Remote Similarity	NPC473525
0.6322	Remote Similarity	NPC76283
0.6282	Remote Similarity	NPC90782
0.625	Remote Similarity	NPC469861
0.625	Remote Similarity	NPC469860
0.625	Remote Similarity	NPC130436
0.625	Remote Similarity	NPC252503
0.6203	Remote Similarity	NPC97614
0.6203	Remote Similarity	NPC328895
0.6154	Remote Similarity	NPC53240
0.6098	Remote Similarity	NPC34672
0.6081	Remote Similarity	NPC6795
0.6076	Remote Similarity	NPC477688
0.6061	Remote Similarity	NPC100380
0.6029	Remote Similarity	NPC15325
0.6	Remote Similarity	NPC45283
0.593	Remote Similarity	NPC209232
0.5909	Remote Similarity	NPC191337
0.5897	Remote Similarity	NPC187315
0.587	Remote Similarity	NPC81195
0.5833	Remote Similarity	NPC320667
0.5833	Remote Similarity	NPC214125
0.5821	Remote Similarity	NPC262558
0.5821	Remote Similarity	NPC8610
0.5821	Remote Similarity	NPC471752
0.5816	Remote Similarity	NPC474985
0.5816	Remote Similarity	NPC26597
0.5806	Remote Similarity	NPC47230
0.5806	Remote Similarity	NPC17143
0.58	Remote Similarity	NPC474828
0.58	Remote Similarity	NPC68001
0.58	Remote Similarity	NPC199831
0.58	Remote Similarity	NPC474827
0.5789	Remote Similarity	NPC313265
0.5789	Remote Similarity	NPC474974
0.5775	Remote Similarity	NPC37644
0.5773	Remote Similarity	NPC52820
0.5765	Remote Similarity	NPC25513
0.5758	Remote Similarity	NPC477686
0.5714	Remote Similarity	NPC322457
0.5714	Remote Similarity	NPC63284
0.5694	Remote Similarity	NPC322461
0.5663	Remote Similarity	NPC326126
0.5652	Remote Similarity	NPC145311
0.5638	Remote Similarity	NPC473056
0.5606	Remote Similarity	NPC301972
0.5604	Remote Similarity	NPC296589
0.5604	Remote Similarity	NPC475614

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC96272 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	63
0.1-0.2	408
0.2-0.3	4764
0.3-0.4	3256
0.4-0.5	618
0.5-0.6	52
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
0.5904	Remote Similarity	NPD1452	Discontinued
0.5714	Remote Similarity	NPD466	Approved
0.5676	Remote Similarity	NPD605	Clinical (unspecified phase)
0.5657	Remote Similarity	NPD742	Approved
0.5625	Remote Similarity	NPD3709	Clinical (unspecified phase)

Structure

NPC96272 OpenBabel07101719512D 21 21 0 0 0 0 0 0 0 0999 V2000 -8.0926 -5.2450 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1537 -1.1999 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.0981 -5.3495 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.5103 -4.5405 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1646 -1.4090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1701 -1.5135 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3090 0.9511 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.7524 -2.2180 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9170 -3.6270 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5823 -0.7045 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 1.5388 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 -5.3347 -2.9225 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.7469 -2.1135 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.3292 -2.8180 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5878 -0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3090 0.9511 0.0000 C 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 -6.7360 -1.9044 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.1810 -1.7226 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.2601 1.2601 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 2 14 1 0 0 0 0 3 4 1 0 0 0 0 4 9 1 0 0 0 0 5 6 1 0 0 0 0 5 8 2 0 0 0 0 6 10 1 0 0 0 0 7 11 1 0 0 0 0 7 12 1 0 0 0 0 8 14 1 0 0 0 0 9 15 1 0 0 0 0 10 16 1 0 0 0 0 11 17 1 0 0 0 0 12 18 1 0 0 0 0 13 14 2 0 0 0 0 13 15 1 0 0 0 0 15 19 2 0 0 0 0 16 18 1 0 0 0 0 16 20 2 0 0 0 0 17 18 1 0 0 0 0 17 21 2 0 0 0 0 M END $$$$

External Identifiers

PubChem CID	76318301
ChEMBL	CHEMBL3127728
ZINC

Physicochemical Properties

Molecular Weight:	291.18
ALogP:	-0.1879
MLogP:	2.89
XLogP:	2.414
# Rotatable Bonds:	11
Polar Surface Area:	54.45
# H-Bond Aceptor:	4
# H-Bond Donor:	0
# Rings:	1
# Heavy Atoms:	21

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