NPASS Natural Product

Natural Product: NPC471768

Natural Product ID:	NPC471768
Common Name:	Formosusin C
IUPAC Name:	1-[(4E,6E)-6-methyl-7-(oxan-2-yl)hepta-4,6-dienoyl]pyrrolidin-2-one
Synonyms:
Molecular Formula:	C17H25NO3
Standard InCHIKey:	MQFDZDSLEBWGRN-WFHWPNACSA-N
Standard InCHI:	InChI=1S/C17H25NO3/c1-14(13-15-8-4-5-12-21-15)7-2-3-9-16(19)18-11-6-10-17(18)20/h2,7,13,15H,3-6,8-12H2,1H3/b7-2+,14-13+
Canonical SMILES:	C/C(=CC1CCCCO1)/C=C/CCC(=O)N1CCCC1=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
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
NPT6429	Individual Protein	DNA polymerase alpha catalytic subunit	Drosophila melanogaster	IC50	>	200000	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		IC50	>	200000	nM	20045319
NPT2	Others	Unspecified		IC50	>	200000	nM	20022253
NPT2	Others	Unspecified		IC50	>	200000	nM	17346076
NPT6320	Individual Protein	DNA polymerase delta catalytic subunit	Drosophila melanogaster	IC50	>	200000	nM	17346076
NPT26	Individual Protein	Reverse transcriptase	Human immunodeficiency virus 1	IC50	>	200000	nM	20541427
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
NPT2	Others	Unspecified		IC50	>	200000	nM	25856683
NPT4478	Individual Protein	Deoxyribonuclease-1	Bos taurus	IC50	>	200000	nM	23260578
NPT9	Individual Protein	DNA polymerase eta	Homo sapiens	IC50	>	200000	nM	22360613
NPT199	Individual Protein	DNA polymerase kappa	Homo sapiens	IC50	>	200000	nM	22360613
NPT6348	Individual Protein	DNA polymerase lambda	Mus musculus	IC50	>	200000	nM	21458999
NPT2	Others	Unspecified		IC50	>	200000	nM	24725159
NPT4232	Individual Protein	DNA polymerase delta subunit 1	Homo sapiens	IC50	>	200000	nM	24725159
NPT6223	Individual Protein	Polynucleotide kinase	Enterobacteria phage T4	IC50	>	200000	nM	12105963
NPT2	Others	Unspecified		IC50	>	200000	nM	19715320
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	23350733
NPT6333	Individual Protein	DNA polymerase	Enterobacteria phage T4	IC50	>	200000	nM	17959275
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 NPC471768 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	46
0.1-0.2	260
0.2-0.3	7368
0.3-0.4	17136
0.4-0.5	5372
0.5-0.6	666
0.6-0.7	38
0.7-0.8	1
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
0.8049	Intermediate Similarity	NPC226982
0.8049	Intermediate Similarity	NPC277341
0.7662	Intermediate Similarity	NPC96272
0.6966	Remote Similarity	NPC475975
0.6813	Remote Similarity	NPC130436
0.6813	Remote Similarity	NPC469860
0.6813	Remote Similarity	NPC469861
0.6774	Remote Similarity	NPC81195
0.6633	Remote Similarity	NPC241426
0.6633	Remote Similarity	NPC52820
0.6623	Remote Similarity	NPC133923
0.6569	Remote Similarity	NPC133420
0.65	Remote Similarity	NPC474985
0.6494	Remote Similarity	NPC385
0.6471	Remote Similarity	NPC474828
0.6471	Remote Similarity	NPC68001
0.6471	Remote Similarity	NPC199831
0.6471	Remote Similarity	NPC474827
0.6456	Remote Similarity	NPC252684
0.6395	Remote Similarity	NPC470994
0.6373	Remote Similarity	NPC474244
0.6354	Remote Similarity	NPC53240
0.6333	Remote Similarity	NPC209232
0.6329	Remote Similarity	NPC42477
0.6322	Remote Similarity	NPC34672
0.6279	Remote Similarity	NPC252503
0.6226	Remote Similarity	NPC474099
0.6204	Remote Similarity	NPC58281
0.6186	Remote Similarity	NPC159568
0.6182	Remote Similarity	NPC474984
0.618	Remote Similarity	NPC46268
0.6118	Remote Similarity	NPC477688
0.6117	Remote Similarity	NPC188785
0.6098	Remote Similarity	NPC206660
0.6075	Remote Similarity	NPC470072
0.6047	Remote Similarity	NPC97614
0.6042	Remote Similarity	NPC324506
0.6024	Remote Similarity	NPC182794
0.6019	Remote Similarity	NPC21324
0.6	Remote Similarity	NPC296589
0.6	Remote Similarity	NPC314550
0.5983	Remote Similarity	NPC36254
0.598	Remote Similarity	NPC476344
0.5963	Remote Similarity	NPC63511
0.596	Remote Similarity	NPC299808
0.596	Remote Similarity	NPC72183
0.596	Remote Similarity	NPC110875
0.596	Remote Similarity	NPC118844
0.5943	Remote Similarity	NPC205176
0.5941	Remote Similarity	NPC150041
0.5909	Remote Similarity	NPC326126
0.5905	Remote Similarity	NPC473289
0.5882	Remote Similarity	NPC175614
0.5856	Remote Similarity	NPC474995
0.5851	Remote Similarity	NPC473810
0.5849	Remote Similarity	NPC6271
0.5814	Remote Similarity	NPC23721
0.5814	Remote Similarity	NPC218477
0.5814	Remote Similarity	NPC474823
0.581	Remote Similarity	NPC77703
0.5794	Remote Similarity	NPC64168
0.5794	Remote Similarity	NPC469604
0.5783	Remote Similarity	NPC44343
0.5783	Remote Similarity	NPC210303
0.5783	Remote Similarity	NPC179087
0.5765	Remote Similarity	NPC248125
0.5752	Remote Similarity	NPC272166
0.5747	Remote Similarity	NPC475004
0.5739	Remote Similarity	NPC470300
0.5739	Remote Similarity	NPC476155
0.5739	Remote Similarity	NPC17581
0.5714	Remote Similarity	NPC477457
0.5714	Remote Similarity	NPC26597
0.5714	Remote Similarity	NPC97580
0.5714	Remote Similarity	NPC477456
0.5714	Remote Similarity	NPC233932
0.5702	Remote Similarity	NPC66007
0.5701	Remote Similarity	NPC173690
0.5701	Remote Similarity	NPC279833
0.5701	Remote Similarity	NPC80439
0.5698	Remote Similarity	NPC21998
0.5698	Remote Similarity	NPC194871
0.5698	Remote Similarity	NPC203335
0.5688	Remote Similarity	NPC271562
0.5686	Remote Similarity	NPC474974
0.5676	Remote Similarity	NPC469603
0.5673	Remote Similarity	NPC150967
0.567	Remote Similarity	NPC319913
0.5667	Remote Similarity	NPC470993
0.5667	Remote Similarity	NPC470992
0.5663	Remote Similarity	NPC151648
0.5648	Remote Similarity	NPC44514
0.5648	Remote Similarity	NPC75523
0.5638	Remote Similarity	NPC477523
0.5632	Remote Similarity	NPC470256
0.5619	Remote Similarity	NPC270813
0.5618	Remote Similarity	NPC163003
0.5612	Remote Similarity	NPC322672
0.561	Remote Similarity	NPC478095
0.5604	Remote Similarity	NPC329826
0.5604	Remote Similarity	NPC469414

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC471768 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	64
0.1-0.2	205
0.2-0.3	3089
0.3-0.4	4501
0.4-0.5	1216
0.5-0.6	84
0.6-0.7	2
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
0.6512	Remote Similarity	NPD1452	Discontinued
0.6341	Remote Similarity	NPD616	Clinical (unspecified phase)
0.5888	Remote Similarity	NPD7333	Discontinued
0.5752	Remote Similarity	NPD1000	Clinical (unspecified phase)
0.5728	Remote Similarity	NPD5349	Clinical (unspecified phase)
0.5663	Remote Similarity	NPD3205	Discontinued

Structure

NPC471768 OpenBabel07101718192D 21 22 0 0 1 0 0 0 0 0999 V2000 -5.1962 2.0000 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 -1.7321 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5827 -0.3364 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 -5.1962 -1.0000 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 1.0827 -1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9135 0.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 0.0000 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 -4.3301 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 0.0000 0.0000 C 0 0 3 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 0.1045 -0.9945 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 -1.7321 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.6386 -1.6637 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 14 1 0 0 0 0 2 3 1 0 0 0 0 2 7 2 0 0 0 0 3 9 1 0 0 0 0 4 5 1 0 0 0 0 4 8 1 0 0 0 0 5 12 1 0 0 0 0 6 10 1 0 0 0 0 6 11 1 0 0 0 0 7 14 1 0 0 0 0 8 15 1 0 0 0 0 9 16 1 0 0 0 0 10 17 1 0 0 0 0 11 18 1 0 0 0 0 12 21 1 0 0 0 0 13 14 2 0 0 0 0 13 15 1 0 0 0 0 15 21 1 0 0 0 0 16 18 1 0 0 0 0 16 19 2 0 0 0 0 17 18 1 0 0 0 0 17 20 2 0 0 0 0 M END $$$$

External Identifiers

PubChem CID	76321990
ChEMBL	CHEMBL3127729
ZINC

Physicochemical Properties

Molecular Weight:	291.18
ALogP:	-0.3844
MLogP:	2.89
XLogP:	2.151
# Rotatable Bonds:	7
Polar Surface Area:	46.61
# H-Bond Aceptor:	4
# H-Bond Donor:	0
# Rings:	2
# Heavy Atoms:	21

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