NPASS Natural Product

Natural Product: NPC127775

Natural Product ID:	NPC127775
Common Name:	Epothilone C7
IUPAC Name:	(4S,7R,8S,9S,13Z,15S,16R)-4,8,15-trihydroxy-5,5,7,9-tetramethyl-16-[(E)-1-(2-methyl-1,3-thiazol-4-yl)prop-1-en-2-yl]-1-oxacyclohexadec-13-ene-2,6-dione
Synonyms:	Epothilone C7
Molecular Formula:	C26H39NO6S
Standard InCHIKey:	XHORAZNTIGWOJV-XNHPUFHFSA-N
Standard InCHI:	InChI=1S/C26H39NO6S/c1-15-10-8-7-9-11-20(28)24(16(2)12-19-14-34-18(4)27-19)33-22(30)13-21(29)26(5,6)25(32)17(3)23(15)31/h9,11-12,14-15,17,20-21,23-24,28-29,31H,7-8,10,13H2,1-6H3/b11-9-,16-12+/t15-,17+,20-,21-,23-,24+/m0/s1
Canonical SMILES:	O=C1O[C@@H]([C@@H](O)/C=CCCC[C@@H]([C@@H]([C@H](C(=O)C([C@H](C1)O)(C)C)C)O)C)/C(=C/c1csc(n1)C)/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	=	0.025	ug/ml	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 NPC127775 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	117
0.1-0.2	638
0.2-0.3	2411
0.3-0.4	15554
0.4-0.5	11746
0.5-0.6	353
0.6-0.7	23
0.7-0.8	10
0.8-0.85	2
0.85-0.9	1
0.9-0.95	10
0.95-1	24

Similarity Score	Similarity Level	Natural Product ID
0.9793	High Similarity	NPC268063
0.9793	High Similarity	NPC224609
0.9724	High Similarity	NPC61667
0.9724	High Similarity	NPC32583
0.9724	High Similarity	NPC474090
0.9724	High Similarity	NPC109498
0.9724	High Similarity	NPC45576
0.9724	High Similarity	NPC252616
0.9724	High Similarity	NPC163147
0.9724	High Similarity	NPC154873
0.9655	High Similarity	NPC185665
0.9655	High Similarity	NPC475737
0.9655	High Similarity	NPC474067
0.9655	High Similarity	NPC474094
0.9586	High Similarity	NPC474102
0.9586	High Similarity	NPC474080
0.9586	High Similarity	NPC475683
0.9586	High Similarity	NPC21449
0.9586	High Similarity	NPC474079
0.9586	High Similarity	NPC157194
0.9517	High Similarity	NPC474068
0.9517	High Similarity	NPC474103
0.9517	High Similarity	NPC82436
0.9517	High Similarity	NPC474064
0.9333	High Similarity	NPC52587
0.9329	High Similarity	NPC202591
0.9329	High Similarity	NPC212214
0.931	High Similarity	NPC474069
0.9267	High Similarity	NPC21126
0.9205	High Similarity	NPC474538
0.9195	High Similarity	NPC474515
0.9195	High Similarity	NPC206724
0.9145	High Similarity	NPC231110
0.9085	High Similarity	NPC312887
0.869	High Similarity	NPC474070
0.8207	Intermediate Similarity	NPC475604
0.8	Intermediate Similarity	NPC475568
0.7365	Intermediate Similarity	NPC315252
0.7329	Intermediate Similarity	NPC190329
0.7178	Intermediate Similarity	NPC319751
0.7099	Intermediate Similarity	NPC469801
0.7076	Intermediate Similarity	NPC211555
0.7069	Intermediate Similarity	NPC101980
0.7069	Intermediate Similarity	NPC97078
0.7069	Intermediate Similarity	NPC470146
0.7048	Intermediate Similarity	NPC119481
0.7018	Intermediate Similarity	NPC186452
0.6988	Remote Similarity	NPC473398
0.6857	Remote Similarity	NPC12660
0.6818	Remote Similarity	NPC54983
0.6591	Remote Similarity	NPC56058
0.6591	Remote Similarity	NPC522
0.6497	Remote Similarity	NPC210424
0.648	Remote Similarity	NPC475554
0.6467	Remote Similarity	NPC132662
0.6462	Remote Similarity	NPC469858
0.6441	Remote Similarity	NPC216720
0.6406	Remote Similarity	NPC165538
0.6387	Remote Similarity	NPC122427
0.6374	Remote Similarity	NPC164006
0.6302	Remote Similarity	NPC329961
0.627	Remote Similarity	NPC473704
0.6216	Remote Similarity	NPC134480
0.6176	Remote Similarity	NPC475350
0.6176	Remote Similarity	NPC145178
0.6176	Remote Similarity	NPC14877
0.6158	Remote Similarity	NPC14101
0.6141	Remote Similarity	NPC24990
0.6087	Remote Similarity	NPC251036
0.6032	Remote Similarity	NPC161242
0.5947	Remote Similarity	NPC476080
0.5947	Remote Similarity	NPC475534
0.5946	Remote Similarity	NPC473886
0.5943	Remote Similarity	NPC475390
0.5936	Remote Similarity	NPC476103
0.5885	Remote Similarity	NPC229160
0.5885	Remote Similarity	NPC25316
0.5885	Remote Similarity	NPC263485
0.585	Remote Similarity	NPC106235
0.585	Remote Similarity	NPC239660
0.5837	Remote Similarity	NPC475196
0.5833	Remote Similarity	NPC475330
0.5803	Remote Similarity	NPC174652
0.5744	Remote Similarity	NPC161143
0.5729	Remote Similarity	NPC475455
0.565	Remote Similarity	NPC478251
0.565	Remote Similarity	NPC478252
0.5617	Remote Similarity	NPC315974

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC127775 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	128
0.1-0.2	392
0.2-0.3	1300
0.3-0.4	5057
0.4-0.5	2146
0.5-0.6	128
0.6-0.7	4
0.7-0.8	1
0.8-0.85	1
0.85-0.9	1
0.9-0.95	2
0.95-1	1

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.9655	High Similarity	NPD6907	Phase 2
0.9267	High Similarity	NPD6910	Phase 3
0.9013	High Similarity	NPD6911	Discontinued
0.8797	High Similarity	NPD6916	Clinical (unspecified phase)
0.8228	Intermediate Similarity	NPD6915	Approved
0.7056	Intermediate Similarity	NPD7496	Phase 2
0.6344	Remote Similarity	NPD2957	Phase 2
0.6307	Remote Similarity	NPD5189	Clinical (unspecified phase)
0.6236	Remote Similarity	NPD5634	Approved
0.6108	Remote Similarity	NPD1083	Clinical (unspecified phase)
0.5989	Remote Similarity	NPD6870	Phase 1
0.5888	Remote Similarity	NPD6348	Clinical (unspecified phase)
0.585	Remote Similarity	NPD8339	Clinical (unspecified phase)
0.5758	Remote Similarity	NPD6349	Phase 1
0.575	Remote Similarity	NPD7505	Discontinued
0.5744	Remote Similarity	NPD7977	Clinical (unspecified phase)
0.5699	Remote Similarity	NPD6642	Approved
0.5699	Remote Similarity	NPD6641	Approved
0.5636	Remote Similarity	NPD9579	Approved

Structure

NPC127775 OpenBabel07101719152D 34 35 0 0 1 0 0 0 0 0999 V2000 -1.4846 4.1302 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2457 0.4203 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0516 1.4629 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.1067 2.4825 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0785 -0.9969 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9026 -0.4305 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9845 4.6191 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9846 4.6322 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9033 4.2243 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0558 4.2616 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6011 3.5080 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6058 2.1145 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9187 -0.4078 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9907 0.9931 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6605 3.5638 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 4.9367 1.3714 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0683 1.6451 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 8.1932 2.0758 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5840 1.9066 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9717 2.5792 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.9188 -0.3947 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.8475 -0.0373 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0553 2.6450 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.9586 1.5793 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.6978 0.7163 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.3271 2.5758 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.9549 2.7615 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.7109 -1.3729 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.3922 -0.8759 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.0334 2.8529 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.5365 0.1717 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.5638 0.6605 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.9852 1.0976 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 2 16 1 0 0 0 0 4 18 1 0 0 0 0 5 26 1 0 0 0 0 6 26 1 0 0 0 0 7 8 1 0 0 0 0 7 9 1 0 0 0 0 8 10 1 0 0 0 0 9 11 2 0 0 0 0 10 15 1 0 0 0 0 11 20 1 0 0 0 0 12 16 2 0 0 0 0 12 19 1 0 0 0 0 13 21 1 0 0 0 0 13 22 1 0 0 0 0 14 19 2 0 0 0 0 14 34 1 0 0 0 0 15 1 1 1 0 0 0 15 23 1 0 0 0 0 17 3 1 6 0 0 0 17 23 1 0 0 0 0 17 25 1 0 0 0 0 18 27 2 0 0 0 0 18 34 1 0 0 0 0 19 27 1 0 0 0 0 20 24 1 0 0 0 0 20 28 1 6 0 0 0 21 26 1 0 0 0 0 21 29 1 6 0 0 0 22 30 2 0 0 0 0 22 33 1 0 0 0 0 23 31 1 1 0 0 0 24 16 1 1 0 0 0 24 33 1 0 0 0 0 25 26 1 0 0 0 0 25 32 2 0 0 0 0 M END $$$$

External Identifiers

PubChem CID	11071049
ChEMBL	CHEMBL459816
ZINC

Physicochemical Properties

Molecular Weight:	493.25
ALogP:	1.6869
MLogP:	3.44
XLogP:	2.691
# Rotatable Bonds:	11
Polar Surface Area:	145.19
# H-Bond Aceptor:	7
# H-Bond Donor:	3
# Rings:	2
# Heavy Atoms:	34

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