NPASS Natural Product

Natural Product: NPC88943

Natural Product ID:	NPC88943
Common Name:	Deacetylsirodesmin Pl
IUPAC Name:
Synonyms:	Deacetylsirodesmin PL
Molecular Formula:	C18H24N2O7S2
Standard InCHIKey:	ODGGLAWTFMFKDG-DKTCTLHISA-N
Standard InCHI:	InChI=1S/C18H24N2O7S2/c1-8-14(2,3)10(22)16(27-8)5-9-15(26,11(16)23)6-17-12(24)19(4)18(7-21,29-28-17)13(25)20(9)17/h8-9,11,21,23,26H,5-7H2,1-4H3/t8-,9-,11+,15+,16-,17-,18-/m1/s1
Canonical SMILES:	OC[C@@]12SS[C@@]3(N(C1=O)[C@@H]1C[C@@]4([C@H]([C@@]1(C3)O)O)O[C@@H](C(C4=O)(C)C)C)C(=O)N2C
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
NPO4482	Leptosphaeria maculans	Species	Leptosphaeriaceae	Eukaryota				PMID[18701303]
NPO13627	Sphaeria macula	NA	NA	NA				UNPD*

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
NPT193	Organism	Brassica napus	Brassica napus	FC	=	8		18701303
NPT192	Organism	Brassica juncea	Brassica juncea	FC	=	8		18701303

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 NPC88943 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	148
0.1-0.2	2320
0.2-0.3	13725
0.3-0.4	11211
0.4-0.5	3240
0.5-0.6	221
0.6-0.7	22
0.7-0.8	1
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
0.9695	High Similarity	NPC956
0.7133	Intermediate Similarity	NPC25327
0.6763	Remote Similarity	NPC271115
0.6667	Remote Similarity	NPC8325
0.6619	Remote Similarity	NPC309731
0.6525	Remote Similarity	NPC202722
0.6525	Remote Similarity	NPC39041
0.6525	Remote Similarity	NPC241294
0.6525	Remote Similarity	NPC471845
0.6525	Remote Similarity	NPC471846
0.6456	Remote Similarity	NPC243412
0.6405	Remote Similarity	NPC474210
0.6364	Remote Similarity	NPC28542
0.6306	Remote Similarity	NPC469800
0.6301	Remote Similarity	NPC266910
0.6267	Remote Similarity	NPC212106
0.6258	Remote Similarity	NPC45813
0.6242	Remote Similarity	NPC474371
0.6216	Remote Similarity	NPC473477
0.6188	Remote Similarity	NPC276822
0.6115	Remote Similarity	NPC471844
0.6067	Remote Similarity	NPC211848
0.6053	Remote Similarity	NPC220396
0.6013	Remote Similarity	NPC309249
0.5957	Remote Similarity	NPC137453
0.5899	Remote Similarity	NPC227622
0.5882	Remote Similarity	NPC476951
0.5882	Remote Similarity	NPC160066
0.5879	Remote Similarity	NPC264958
0.5879	Remote Similarity	NPC15440
0.5879	Remote Similarity	NPC185590
0.5865	Remote Similarity	NPC476019
0.5844	Remote Similarity	NPC476497
0.5833	Remote Similarity	NPC322966
0.5806	Remote Similarity	NPC470539
0.58	Remote Similarity	NPC208118
0.58	Remote Similarity	NPC99905
0.58	Remote Similarity	NPC96080
0.5779	Remote Similarity	NPC476501
0.5779	Remote Similarity	NPC262880
0.5779	Remote Similarity	NPC247902
0.5762	Remote Similarity	NPC477238
0.5762	Remote Similarity	NPC238323
0.5759	Remote Similarity	NPC475987
0.5759	Remote Similarity	NPC313348
0.5759	Remote Similarity	NPC120420
0.5745	Remote Similarity	NPC97336
0.5723	Remote Similarity	NPC99864
0.5714	Remote Similarity	NPC309525
0.5705	Remote Similarity	NPC476967
0.5698	Remote Similarity	NPC316244
0.5647	Remote Similarity	NPC44200
0.5647	Remote Similarity	NPC12124
0.5639	Remote Similarity	NPC52533
0.5629	Remote Similarity	NPC477237

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC88943 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	102
0.1-0.2	1438
0.2-0.3	4748
0.3-0.4	2358
0.4-0.5	418
0.5-0.6	94
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	1

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.9545	High Similarity	NPD5193	Discontinued
0.6187	Remote Similarity	NPD8140	Approved
0.6187	Remote Similarity	NPD8307	Discontinued
0.5944	Remote Similarity	NPD8087	Discontinued
0.5906	Remote Similarity	NPD8345	Approved
0.5906	Remote Similarity	NPD8347	Approved
0.5906	Remote Similarity	NPD8346	Approved
0.5899	Remote Similarity	NPD8139	Approved
0.5899	Remote Similarity	NPD8086	Approved
0.5899	Remote Similarity	NPD8083	Approved
0.5899	Remote Similarity	NPD8138	Approved
0.5899	Remote Similarity	NPD8085	Approved
0.5899	Remote Similarity	NPD8084	Approved
0.5899	Remote Similarity	NPD8082	Approved
0.5857	Remote Similarity	NPD8276	Approved
0.5857	Remote Similarity	NPD8275	Approved
0.5816	Remote Similarity	NPD8081	Approved
0.5786	Remote Similarity	NPD8387	Clinical (unspecified phase)
0.5775	Remote Similarity	NPD8393	Approved
0.5723	Remote Similarity	NPD8415	Approved
0.5658	Remote Similarity	NPD8274	Clinical (unspecified phase)

Structure

CID88943 OpenBabel06191715422D 29 33 0 0 1 0 0 0 0 0999 V2000 5.3907 3.7391 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5107 1.5283 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5107 2.5065 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2512 -0.9196 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1359 1.8602 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5043 -0.7488 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0385 1.0387 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0885 2.8087 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.5041 0.9906 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 5.0886 1.2259 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1583 0.4532 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.5508 -0.9542 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5509 1.1958 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6635 2.0174 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1360 0.1209 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.1583 1.5281 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.4819 -0.4167 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.3801 0.6585 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.3801 -0.4167 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.4818 0.6583 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.6545 0.5930 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.3910 0.2956 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.9498 -0.1217 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.5507 -1.9442 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.5510 2.1858 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.7111 -0.6704 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.1582 2.5064 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.7216 -0.4167 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 2 14 1 0 0 0 0 3 14 1 0 0 0 0 4 19 1 0 0 0 0 5 9 1 0 0 0 0 6 15 1 0 0 0 0 7 21 1 0 0 0 0 8 1 1 6 0 0 0 8 14 1 0 0 0 0 8 27 1 0 0 0 0 9 15 1 6 0 0 0 9 20 1 0 0 0 0 10 14 1 0 0 0 0 10 16 1 0 0 0 0 10 22 2 0 0 0 0 11 15 1 1 0 0 0 11 16 1 0 0 0 0 11 23 1 0 0 0 0 12 17 1 0 0 0 0 12 19 1 0 0 0 0 12 24 2 0 0 0 0 13 18 1 0 0 0 0 13 20 1 0 0 0 0 13 25 2 0 0 0 0 15 26 1 1 0 0 0 16 5 1 1 0 0 0 16 27 1 0 0 0 0 17 6 1 6 0 0 0 17 20 1 0 0 0 0 17 28 1 0 0 0 0 18 7 1 6 0 0 0 18 19 1 0 0 0 0 18 29 1 0 0 0 0 28 29 1 0 0 0 0 M END $$$$

External Identifiers

PubChem CID	15608380
ChEMBL	CHEMBL470102
ZINC

Physicochemical Properties

Molecular Weight:	444.10
ALogP:	-0.9776
MLogP:	2.23
XLogP:	-2.539
# Rotatable Bonds:	8
Polar Surface Area:	178.21
# H-Bond Aceptor:	9
# H-Bond Donor:	3
# Rings:	3
# Heavy Atoms:	29

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