NPASS Natural Product

Natural Product: NPC12660

Natural Product ID:	NPC12660
Common Name:	Epothilone G1
IUPAC Name:	(1R,5S,6S,7R,10S,14S,16S)-6,10-dihydroxy-5,7,9,9-tetramethyl-14-[(E)-1-(2-methyl-1,3-oxazol-4-yl)prop-1-en-2-yl]-13,17-dioxabicyclo[14.1.0]heptadecane-8,12-dione
Synonyms:	Epothilone G1
Molecular Formula:	C26H39NO7
Standard InCHIKey:	VKTJUSLRQGGFQY-KKQRBIROSA-N
Standard InCHI:	InChI=1S/C26H39NO7/c1-14-8-7-9-19-21(33-19)11-20(15(2)10-18-13-32-17(4)27-18)34-23(29)12-22(28)26(5,6)25(31)16(3)24(14)30/h10,13-14,16,19-22,24,28,30H,7-9,11-12H2,1-6H3/b15-10+/t14-,16+,19+,20-,21-,22-,24-/m0/s1
Canonical SMILES:	O=C1O[C@@H](C[C@@H]2O[C@@H]2CCC[C@@H]([C@@H]([C@H](C(=O)C([C@H](C1)O)(C)C)C)O)C)/C(=C/c1coc(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	=	0.006	ug/ml	18077363

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 NPC12660 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	166
0.1-0.2	724
0.2-0.3	2616
0.3-0.4	11341
0.4-0.5	15419
0.5-0.6	544
0.6-0.7	51
0.7-0.8	25
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	3

Similarity Score	Similarity Level	Natural Product ID
0.9934	High Similarity	NPC54983
0.9733	High Similarity	NPC186452
0.9669	High Similarity	NPC211555
0.7765	Intermediate Similarity	NPC30527
0.7746	Intermediate Similarity	NPC475455
0.7412	Intermediate Similarity	NPC231110
0.7368	Intermediate Similarity	NPC312887
0.7238	Intermediate Similarity	NPC314523
0.7238	Intermediate Similarity	NPC58001
0.7235	Intermediate Similarity	NPC212214
0.7193	Intermediate Similarity	NPC21126
0.7151	Intermediate Similarity	NPC474538
0.7151	Intermediate Similarity	NPC52587
0.7135	Intermediate Similarity	NPC202591
0.7118	Intermediate Similarity	NPC474515
0.7118	Intermediate Similarity	NPC206724
0.7059	Intermediate Similarity	NPC474094
0.7059	Intermediate Similarity	NPC185665
0.7059	Intermediate Similarity	NPC475737
0.7031	Intermediate Similarity	NPC476829
0.7018	Intermediate Similarity	NPC163147
0.7018	Intermediate Similarity	NPC61667
0.7018	Intermediate Similarity	NPC252616
0.7018	Intermediate Similarity	NPC154873
0.7018	Intermediate Similarity	NPC45576
0.7018	Intermediate Similarity	NPC32583
0.7018	Intermediate Similarity	NPC109498
0.7018	Intermediate Similarity	NPC474090
0.6977	Remote Similarity	NPC224609
0.6977	Remote Similarity	NPC268063
0.6959	Remote Similarity	NPC474067
0.6941	Remote Similarity	NPC474064
0.6941	Remote Similarity	NPC474103
0.6941	Remote Similarity	NPC474068
0.6941	Remote Similarity	NPC82436
0.6901	Remote Similarity	NPC474080
0.6901	Remote Similarity	NPC21449
0.6901	Remote Similarity	NPC474079
0.6901	Remote Similarity	NPC475683
0.6901	Remote Similarity	NPC157194
0.6901	Remote Similarity	NPC474102
0.6857	Remote Similarity	NPC127775
0.6667	Remote Similarity	NPC474069
0.6432	Remote Similarity	NPC208297
0.6432	Remote Similarity	NPC224395
0.6402	Remote Similarity	NPC325683
0.6402	Remote Similarity	NPC476828
0.6355	Remote Similarity	NPC37924
0.6338	Remote Similarity	NPC476831
0.6338	Remote Similarity	NPC476826
0.6338	Remote Similarity	NPC476827
0.6308	Remote Similarity	NPC476830
0.6308	Remote Similarity	NPC477219
0.63	Remote Similarity	NPC295653
0.63	Remote Similarity	NPC107458
0.6284	Remote Similarity	NPC322800
0.6284	Remote Similarity	NPC168135
0.625	Remote Similarity	NPC476832
0.6244	Remote Similarity	NPC258022
0.6239	Remote Similarity	NPC299035
0.6239	Remote Similarity	NPC177432
0.621	Remote Similarity	NPC477218
0.6181	Remote Similarity	NPC58112
0.6181	Remote Similarity	NPC88938
0.6181	Remote Similarity	NPC306300
0.6171	Remote Similarity	NPC477589
0.6171	Remote Similarity	NPC477587
0.6116	Remote Similarity	NPC477590
0.6116	Remote Similarity	NPC477586
0.6116	Remote Similarity	NPC477585
0.6116	Remote Similarity	NPC477588
0.6103	Remote Similarity	NPC309919
0.605	Remote Similarity	NPC103452
0.605	Remote Similarity	NPC46313
0.605	Remote Similarity	NPC199461
0.6047	Remote Similarity	NPC474070
0.6028	Remote Similarity	NPC49195
0.6	Remote Similarity	NPC289029
0.6	Remote Similarity	NPC48323
0.5776	Remote Similarity	NPC72715
0.5661	Remote Similarity	NPC209981
0.564	Remote Similarity	NPC475604
0.5606	Remote Similarity	NPC475421
0.5605	Remote Similarity	NPC314633

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC12660 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	142
0.1-0.2	412
0.2-0.3	1571
0.3-0.4	4087
0.4-0.5	2793
0.5-0.6	144
0.6-0.7	8
0.7-0.8	4
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
0.7193	Intermediate Similarity	NPD6910	Phase 3
0.7093	Intermediate Similarity	NPD6911	Discontinued
0.709	Intermediate Similarity	NPD6347	Phase 2
0.7059	Intermediate Similarity	NPD6907	Phase 2
0.6963	Remote Similarity	NPD7490	Discontinued
0.6872	Remote Similarity	NPD6916	Clinical (unspecified phase)
0.6515	Remote Similarity	NPD7896	Approved
0.6303	Remote Similarity	NPD6974	Phase 3
0.6278	Remote Similarity	NPD6915	Approved
0.6268	Remote Similarity	NPD4667	Clinical (unspecified phase)
0.6049	Remote Similarity	NPD2779	Approved
0.6	Remote Similarity	NPD6870	Phase 1
0.5902	Remote Similarity	NPD2778	Approved
0.5902	Remote Similarity	NPD6857	Phase 3
0.589	Remote Similarity	NPD7547	Clinical (unspecified phase)
0.586	Remote Similarity	NPD2433	Clinical (unspecified phase)
0.5833	Remote Similarity	NPD5443	Clinical (unspecified phase)
0.583	Remote Similarity	NPD4898	Clinical (unspecified phase)
0.5814	Remote Similarity	NPD1638	Discovery
0.5771	Remote Similarity	NPD7853	Phase 2
0.5753	Remote Similarity	NPD7180	Phase 3
0.5733	Remote Similarity	NPD7284	Clinical (unspecified phase)
0.5714	Remote Similarity	NPD7496	Phase 2
0.5664	Remote Similarity	NPD1867	Approved
0.5622	Remote Similarity	NPD3945	Discontinued
0.5604	Remote Similarity	NPD5512	Phase 3

Structure

NPC12660 OpenBabel07101719512D 34 36 0 0 1 0 0 0 0 0999 V2000 2.9945 -3.2088 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3159 -4.1557 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4625 -0.5342 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7251 -4.1769 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3214 0.9469 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6593 0.7518 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9239 -4.6447 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6310 -3.9375 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -5.0273 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.6538 -2.4569 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6310 -3.9375 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9239 -0.3827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.3689 -1.9732 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0137 -3.0137 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.9945 -3.2088 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6310 -1.0898 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -7.0463 -3.4426 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.6346 -2.6520 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 -5.0273 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.0137 -3.0137 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.9239 -4.6447 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.0000 0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.6310 -1.0898 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0137 -2.0137 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.9239 -0.3827 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 -6.0532 -3.5602 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.1951 0.9808 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4625 -0.5342 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.9945 -1.8186 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.4794 0.4488 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.2414 -2.4618 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7934 -5.6361 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.0137 -2.0137 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2 15 1 0 0 0 0 4 17 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 14 1 0 0 0 0 10 15 2 0 0 0 0 10 18 1 0 0 0 0 11 20 1 0 0 0 0 12 22 1 0 0 0 0 12 23 1 0 0 0 0 13 18 2 0 0 0 0 13 32 1 0 0 0 0 14 1 1 1 0 0 0 14 24 1 0 0 0 0 16 3 1 6 0 0 0 16 24 1 0 0 0 0 16 25 1 0 0 0 0 17 27 2 0 0 0 0 17 32 1 0 0 0 0 18 27 1 0 0 0 0 19 9 1 1 0 0 0 19 21 1 0 0 0 0 19 33 1 0 0 0 0 20 15 1 1 0 0 0 20 34 1 0 0 0 0 21 11 1 1 0 0 0 21 33 1 0 0 0 0 22 26 1 0 0 0 0 22 28 1 6 0 0 0 23 29 2 0 0 0 0 23 34 1 0 0 0 0 24 30 1 1 0 0 0 25 26 1 0 0 0 0 25 31 2 0 0 0 0 M END $$$$

External Identifiers

PubChem CID	9847893
ChEMBL	CHEMBL511141
ZINC

Physicochemical Properties

Molecular Weight:	477.27
ALogP:	-0.1014
MLogP:	3.44
XLogP:	1.906
# Rotatable Bonds:	10
Polar Surface Area:	122.39
# H-Bond Aceptor:	7
# H-Bond Donor:	2
# Rings:	3
# Heavy Atoms:	34

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