NPASS Natural Product

Natural Product: NPC475568

Natural Product ID:	NPC475568
Common Name:	(4S,11S)-11-Hydroxy-4-Methyl-13-(2-Methylthiazol-4-Yl)Trideca-8,12-Dien-3-One
IUPAC Name:	(4S,8Z,11S,12E)-11-hydroxy-4-methyl-13-(2-methyl-1,3-thiazol-4-yl)trideca-8,12-dien-3-one
Synonyms:
Molecular Formula:	C18H27NO2S
Standard InCHIKey:	HYNDSRJYSBDNCW-JRHHNZPPSA-N
Standard InCHI:	InChI=1S/C18H27NO2S/c1-4-18(21)14(2)9-7-5-6-8-10-17(20)12-11-16-13-22-15(3)19-16/h6,8,11-14,17,20H,4-5,7,9-10H2,1-3H3/b8-6-,12-11+/t14-,17-/m0/s1
Canonical SMILES:	CCC(=O)[C@H](CCC/C=CC[C@@H](/C=C/c1csc(n1)C)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
NPO32627	sorangium cellulosum, strains so ce90/b2	Species	Polyangiaceae	Bacteria				PMID[11473410]

Biological Activity

Activity Type	# Activity
IC50	1

Activity Type	# Activity
Cell Line	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT1460	Cell Line	L929	Mus musculus	IC50	>	4	ug/ml	22439591

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 NPC475568 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	81
0.1-0.2	770
0.2-0.3	8435
0.3-0.4	19580
0.4-0.5	1888
0.5-0.6	65
0.6-0.7	29
0.7-0.8	13
0.8-0.85	26
0.85-0.9	0
0.9-0.95	1
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
0.9748	High Similarity	NPC475604
0.9206	High Similarity	NPC474070
0.8456	Intermediate Similarity	NPC474069
0.8214	Intermediate Similarity	NPC474102
0.8214	Intermediate Similarity	NPC157194
0.8214	Intermediate Similarity	NPC475683
0.8214	Intermediate Similarity	NPC474079
0.8214	Intermediate Similarity	NPC21449
0.8214	Intermediate Similarity	NPC474080
0.8169	Intermediate Similarity	NPC224609
0.8169	Intermediate Similarity	NPC268063
0.8156	Intermediate Similarity	NPC474067
0.8143	Intermediate Similarity	NPC474103
0.8143	Intermediate Similarity	NPC474068
0.8143	Intermediate Similarity	NPC474064
0.8143	Intermediate Similarity	NPC82436
0.8099	Intermediate Similarity	NPC32583
0.8099	Intermediate Similarity	NPC252616
0.8099	Intermediate Similarity	NPC163147
0.8099	Intermediate Similarity	NPC45576
0.8099	Intermediate Similarity	NPC474090
0.8099	Intermediate Similarity	NPC61667
0.8099	Intermediate Similarity	NPC154873
0.8099	Intermediate Similarity	NPC109498
0.8028	Intermediate Similarity	NPC475737
0.8028	Intermediate Similarity	NPC185665
0.8028	Intermediate Similarity	NPC474094
0.8	Intermediate Similarity	NPC127775
0.7862	Intermediate Similarity	NPC202591
0.7847	Intermediate Similarity	NPC206724
0.7847	Intermediate Similarity	NPC474515
0.7755	Intermediate Similarity	NPC315252
0.7755	Intermediate Similarity	NPC52587
0.774	Intermediate Similarity	NPC212214
0.7687	Intermediate Similarity	NPC21126
0.7635	Intermediate Similarity	NPC474538
0.7584	Intermediate Similarity	NPC231110
0.7533	Intermediate Similarity	NPC312887
0.7361	Intermediate Similarity	NPC190329
0.7103	Intermediate Similarity	NPC469801
0.7075	Intermediate Similarity	NPC319751
0.6933	Remote Similarity	NPC119481
0.6867	Remote Similarity	NPC473398
0.6503	Remote Similarity	NPC476103
0.6369	Remote Similarity	NPC14101
0.6343	Remote Similarity	NPC165538
0.6341	Remote Similarity	NPC97078
0.6341	Remote Similarity	NPC470146
0.6341	Remote Similarity	NPC24990
0.6341	Remote Similarity	NPC101980
0.6322	Remote Similarity	NPC122427
0.631	Remote Similarity	NPC475534
0.631	Remote Similarity	NPC476080
0.631	Remote Similarity	NPC161242
0.6229	Remote Similarity	NPC329961
0.6209	Remote Similarity	NPC478251
0.6209	Remote Similarity	NPC478252
0.6176	Remote Similarity	NPC475330
0.614	Remote Similarity	NPC263485
0.614	Remote Similarity	NPC229160
0.614	Remote Similarity	NPC174652
0.614	Remote Similarity	NPC25316
0.6129	Remote Similarity	NPC475390
0.6028	Remote Similarity	NPC214375
0.6024	Remote Similarity	NPC473886
0.6014	Remote Similarity	NPC278902
0.6011	Remote Similarity	NPC14877
0.6011	Remote Similarity	NPC475350
0.6011	Remote Similarity	NPC145178
0.6	Remote Similarity	NPC96016
0.5931	Remote Similarity	NPC267605
0.5916	Remote Similarity	NPC251036
0.5886	Remote Similarity	NPC161143
0.5833	Remote Similarity	NPC135558
0.5772	Remote Similarity	NPC89592
0.5754	Remote Similarity	NPC238242
0.5752	Remote Similarity	NPC478254
0.5752	Remote Similarity	NPC478253
0.5714	Remote Similarity	NPC51692
0.5682	Remote Similarity	NPC249662
0.5661	Remote Similarity	NPC75498
0.5655	Remote Similarity	NPC211555
0.5655	Remote Similarity	NPC56058
0.5655	Remote Similarity	NPC522
0.5652	Remote Similarity	NPC239660
0.5652	Remote Similarity	NPC106235
0.5621	Remote Similarity	NPC74917
0.5614	Remote Similarity	NPC475920
0.5612	Remote Similarity	NPC190955

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC475568 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	99
0.1-0.2	498
0.2-0.3	1314
0.3-0.4	5628
0.4-0.5	1548
0.5-0.6	64
0.6-0.7	5
0.7-0.8	4
0.8-0.85	1
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8028	Intermediate Similarity	NPD6907	Phase 2
0.7687	Intermediate Similarity	NPD6910	Phase 3
0.75	Intermediate Similarity	NPD6915	Approved
0.745	Intermediate Similarity	NPD6911	Discontinued
0.729	Intermediate Similarity	NPD6916	Clinical (unspecified phase)
0.6645	Remote Similarity	NPD5189	Clinical (unspecified phase)
0.6566	Remote Similarity	NPD2957	Phase 2
0.6561	Remote Similarity	NPD5634	Approved
0.6552	Remote Similarity	NPD1083	Clinical (unspecified phase)
0.6023	Remote Similarity	NPD6632	Clinical (unspecified phase)
0.5975	Remote Similarity	NPD1004	Phase 2
0.5975	Remote Similarity	NPD1005	Phase 2
0.5886	Remote Similarity	NPD1745	Approved
0.5882	Remote Similarity	NPD647	Approved
0.5825	Remote Similarity	NPD7496	Phase 2
0.5795	Remote Similarity	NPD7977	Clinical (unspecified phase)
0.5747	Remote Similarity	NPD5755	Clinical (unspecified phase)
0.5652	Remote Similarity	NPD8339	Clinical (unspecified phase)
0.5604	Remote Similarity	NPD6348	Clinical (unspecified phase)

Structure

NPC475568 OpenBabel07101718272D 22 22 0 0 1 0 0 0 0 0999 V2000 -9.2295 0.8193 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.0093 3.5600 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8090 -1.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.8227 1.7329 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.8446 2.1510 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2569 1.3420 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.8392 2.0464 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2623 1.4465 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.4269 2.8555 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8556 2.3600 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2788 1.7601 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2733 1.6555 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 -7.4215 2.7509 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8090 -0.5878 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 -1.8611 2.4646 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -7.8282 1.8374 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 -1.4543 3.3781 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.2404 1.0284 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.6180 0.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 1 4 1 0 0 0 0 3 15 1 0 0 0 0 4 18 1 0 0 0 0 5 6 1 0 0 0 0 5 7 1 0 0 0 0 6 8 2 0 0 0 0 7 9 1 0 0 0 0 8 10 1 0 0 0 0 9 14 1 0 0 0 0 10 17 1 0 0 0 0 11 12 2 0 0 0 0 11 16 1 0 0 0 0 12 17 1 0 0 0 0 13 16 2 0 0 0 0 13 22 1 0 0 0 0 14 2 1 1 0 0 0 14 18 1 0 0 0 0 15 19 2 0 0 0 0 15 22 1 0 0 0 0 16 19 1 0 0 0 0 17 20 1 6 0 0 0 18 21 2 0 0 0 0 M END $$$$

External Identifiers

PubChem CID	44559969
ChEMBL	CHEMBL508397
ZINC

Physicochemical Properties

Molecular Weight:	321.18
ALogP:	1.6627
MLogP:	3
XLogP:	4.073
# Rotatable Bonds:	14
Polar Surface Area:	78.43
# H-Bond Aceptor:	3
# H-Bond Donor:	1
# Rings:	1
# Heavy Atoms:	22

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