NPASS Natural Product

Natural Product: NPC243412

Natural Product ID:	NPC243412
Common Name:	Epicoccin S
IUPAC Name:
Synonyms:	Epicoccin S
Molecular Formula:	C20H22N2O7S3
Standard InCHIKey:	CTXSGNLLULNYBQ-IPDYFERDSA-N
Standard InCHI:	InChI=1S/C20H22N2O7S3/c1-2-29-15-14(26)11-7-5-19(30-16(15)12(7)24)17(27)22-10-6-4-20(22,18(28)21(11)19)32-31-9(13(10)25)3-8(6)23/h6-7,9-11,13-16,25-26H,2-5H2,1H3/t6-,7+,9+,10-,11-,13-,14+,15+,16+,19+,20+/m0/s1
Canonical SMILES:	CCO[C@H]1[C@@H]2S[C@]34N([C@H]([C@H]1O)[C@H](C2=O)C3)C(=O)[C@]12N(C4=O)[C@@H]3[C@@H](O)[C@H](SS1)CC(=O)[C@@H]3C2
First Find Year:
Max Developmental Stage:
Synthetic Gene Cluster:	;

Species Source

Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Collection Location	Collection Time	Reference
NPO18557	Epicoccum nigrum	Species	Didymellaceae	Eukaryota	The fungus is isolated from the leaves of L. rhodostegia, collected in June 2007 at Nanning, Guangxi Province, China	2007-JUN	PMID[20550196]
NPO23882	Cremastosperma microcarpum	Species	Annonaceae	Eukaryota			UNPD*
NPO28219	Euphorbia peplus	Species	Euphorbiaceae	Eukaryota			UNPD*
NPO28982	Calliandra confusa	Species	Fabaceae	Eukaryota			UNPD*
NPO28310	Phacelocarpus labillardieri	Species	Phacelocarpaceae	Eukaryota			UNPD*
NPO27974	Swertia leduci	Species	Gentianaceae	Eukaryota			UNPD*
NPO28114	Peltophorum adnatum	Species	Fabaceae	Eukaryota			UNPD*
NPO23676	Fleroya rubrostipulata	Species	Rubiaceae	Eukaryota			UNPD*
NPO28129	Reticulitermes virginicus	Species	Termitoidae	Eukaryota			UNPD*

Biological Activity

Activity Type	# Activity
IC50	1

Activity Type	# Activity
Others	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT2	Others	Unspecified		IC50	=	4950	nM	20550196

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 NPC243412 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	146
0.1-0.2	2600
0.2-0.3	16798
0.3-0.4	10229
0.4-0.5	1039
0.5-0.6	61
0.6-0.7	6
0.7-0.8	4
0.8-0.85	1
0.85-0.9	4
0.9-0.95	1
0.95-1	0

Similarity Score	Similarity Level	Natural Product ID
0.9265	High Similarity	NPC469800
0.8731	High Similarity	NPC8325
0.8657	High Similarity	NPC220396
0.8593	High Similarity	NPC25327
0.8571	High Similarity	NPC211848
0.8045	Intermediate Similarity	NPC28542
0.7941	Intermediate Similarity	NPC266910
0.7687	Intermediate Similarity	NPC309731
0.732	Intermediate Similarity	NPC276822
0.7319	Intermediate Similarity	NPC271115
0.6471	Remote Similarity	NPC41162
0.6456	Remote Similarity	NPC88943
0.6296	Remote Similarity	NPC956
0.6169	Remote Similarity	NPC247902
0.6169	Remote Similarity	NPC262880
0.6023	Remote Similarity	NPC475342
0.5732	Remote Similarity	NPC97580
0.5649	Remote Similarity	NPC476155
0.5649	Remote Similarity	NPC17581
0.5613	Remote Similarity	NPC470788

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC243412 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	104
0.1-0.2	1279
0.2-0.3	4956
0.3-0.4	2417
0.4-0.5	355
0.5-0.6	49
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	Drug ID	Developmental Stage
0.6196	Remote Similarity	NPD5193	Discontinued

Structure

CID243412 OpenBabel06191716042D 32 38 0 0 1 0 0 0 0 0999 V2000 2.0301 1.9650 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6952 1.3151 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9239 -0.6027 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3874 -0.2041 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5029 -1.8688 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3886 -0.6324 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 4.0380 -1.1615 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.1479 -0.1744 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9410 -1.4894 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.4057 -1.5191 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.5306 -0.4340 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.7211 -0.6070 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1822 -1.9474 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.4024 -0.1893 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.1300 -0.2357 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.0900 -0.5091 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.8889 -2.0067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9231 -0.2338 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6649 -1.5785 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.1467 -0.6620 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.6820 -0.6917 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.1296 -1.5488 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.1311 0.6931 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.2482 0.1590 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.1990 -2.8149 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.8149 0.6440 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.8721 -2.8743 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.9399 0.6338 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.4649 0.4142 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.6199 -0.9414 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -1.2790 -0.3427 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 2 29 1 0 0 0 0 3 8 1 0 0 0 0 6 4 1 6 0 0 0 6 8 1 0 0 0 0 6 10 1 0 0 0 0 7 5 1 6 0 0 0 7 11 1 0 0 0 0 7 12 1 0 0 0 0 8 23 2 0 0 0 0 9 3 1 1 0 0 0 9 13 1 0 0 0 0 9 31 1 0 0 0 0 10 13 1 0 0 0 0 10 22 1 6 0 0 0 11 14 1 0 0 0 0 11 21 1 6 0 0 0 12 24 2 0 0 0 0 13 25 1 1 0 0 0 14 15 1 0 0 0 0 14 26 1 6 0 0 0 15 16 1 0 0 0 0 15 29 1 6 0 0 0 16 12 1 1 0 0 0 16 30 1 0 0 0 0 17 19 1 0 0 0 0 17 22 1 0 0 0 0 17 27 2 0 0 0 0 18 20 1 0 0 0 0 18 21 1 0 0 0 0 18 28 2 0 0 0 0 19 5 1 6 0 0 0 19 21 1 0 0 0 0 19 30 1 0 0 0 0 20 4 1 1 0 0 0 20 22 1 0 0 0 0 20 32 1 0 0 0 0 31 32 1 0 0 0 0 M END $$$$

External Identifiers

PubChem CID	46873163
ChEMBL	CHEMBL1172227
ZINC

Physicochemical Properties

Molecular Weight:	498.06
ALogP:	-0.9103
MLogP:	2.34
XLogP:	-3.459
# Rotatable Bonds:	5
Polar Surface Area:	200.35
# H-Bond Aceptor:	9
# H-Bond Donor:	2
# Rings:	7
# Heavy Atoms:	32

Download Data

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