NPASS Natural Product

Natural Product: NPC54983

Natural Product ID:	NPC54983
Common Name:	Epothilone G2
IUPAC Name:	(1S,3S,7S,10R,11S,12S,16R)-7,11-dihydroxy-8,8,10,12,16-pentamethyl-3-[(E)-1-(2-methyl-1,3-oxazol-4-yl)prop-1-en-2-yl]-4,17-dioxabicyclo[14.1.0]heptadecane-5,9-dione
Synonyms:	Epothilone G2
Molecular Formula:	C27H41NO7
Standard InCHIKey:	WFXWKMLJLRBVHH-PVYNADRNSA-N
Standard InCHI:	InChI=1S/C27H41NO7/c1-15-9-8-10-27(7)22(35-27)12-20(16(2)11-19-14-33-18(4)28-19)34-23(30)13-21(29)26(5,6)25(32)17(3)24(15)31/h11,14-15,17,20-22,24,29,31H,8-10,12-13H2,1-7H3/b16-11+/t15-,17+,20-,21-,22-,24-,27+/m0/s1
Canonical SMILES:	O=C1O[C@@H](C[C@@H]2O[C@]2(C)CCC[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	=	0.001	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 NPC54983 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	168
0.1-0.2	733
0.2-0.3	2614
0.3-0.4	11409
0.4-0.5	15299
0.5-0.6	589
0.6-0.7	58
0.7-0.8	16
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	NPC12660
0.9669	High Similarity	NPC186452
0.9605	High Similarity	NPC211555
0.7719	Intermediate Similarity	NPC30527
0.7701	Intermediate Similarity	NPC475455
0.7427	Intermediate Similarity	NPC312887
0.7368	Intermediate Similarity	NPC231110
0.7251	Intermediate Similarity	NPC21126
0.7198	Intermediate Similarity	NPC58001
0.7198	Intermediate Similarity	NPC314523
0.7193	Intermediate Similarity	NPC212214
0.711	Intermediate Similarity	NPC52587
0.711	Intermediate Similarity	NPC474538
0.7093	Intermediate Similarity	NPC202591
0.7076	Intermediate Similarity	NPC474515
0.7076	Intermediate Similarity	NPC206724
0.7018	Intermediate Similarity	NPC185665
0.7018	Intermediate Similarity	NPC474094
0.7018	Intermediate Similarity	NPC475737
0.6995	Remote Similarity	NPC476829
0.6977	Remote Similarity	NPC474090
0.6977	Remote Similarity	NPC109498
0.6977	Remote Similarity	NPC252616
0.6977	Remote Similarity	NPC45576
0.6977	Remote Similarity	NPC61667
0.6977	Remote Similarity	NPC163147
0.6977	Remote Similarity	NPC32583
0.6977	Remote Similarity	NPC154873
0.6936	Remote Similarity	NPC224609
0.6936	Remote Similarity	NPC268063
0.6919	Remote Similarity	NPC474067
0.6901	Remote Similarity	NPC474068
0.6901	Remote Similarity	NPC474103
0.6901	Remote Similarity	NPC474064
0.6901	Remote Similarity	NPC82436
0.686	Remote Similarity	NPC474080
0.686	Remote Similarity	NPC474102
0.686	Remote Similarity	NPC474079
0.686	Remote Similarity	NPC21449
0.686	Remote Similarity	NPC475683
0.686	Remote Similarity	NPC157194
0.6818	Remote Similarity	NPC127775
0.6628	Remote Similarity	NPC474069
0.64	Remote Similarity	NPC208297
0.64	Remote Similarity	NPC224395
0.6372	Remote Similarity	NPC325683
0.6372	Remote Similarity	NPC476828
0.6326	Remote Similarity	NPC37924
0.6308	Remote Similarity	NPC476831
0.6308	Remote Similarity	NPC476827
0.6308	Remote Similarity	NPC476826
0.6279	Remote Similarity	NPC477219
0.6279	Remote Similarity	NPC476830
0.6269	Remote Similarity	NPC107458
0.6269	Remote Similarity	NPC295653
0.6256	Remote Similarity	NPC168135
0.6256	Remote Similarity	NPC322800
0.6221	Remote Similarity	NPC476832
0.6214	Remote Similarity	NPC258022
0.621	Remote Similarity	NPC177432
0.621	Remote Similarity	NPC299035
0.6182	Remote Similarity	NPC477218
0.615	Remote Similarity	NPC58112
0.615	Remote Similarity	NPC306300
0.615	Remote Similarity	NPC88938
0.6143	Remote Similarity	NPC477587
0.6143	Remote Similarity	NPC477589
0.6089	Remote Similarity	NPC477588
0.6089	Remote Similarity	NPC477586
0.6089	Remote Similarity	NPC477585
0.6089	Remote Similarity	NPC477590
0.6075	Remote Similarity	NPC309919
0.602	Remote Similarity	NPC103452
0.602	Remote Similarity	NPC199461
0.602	Remote Similarity	NPC46313
0.6012	Remote Similarity	NPC474070
0.6	Remote Similarity	NPC49195
0.5971	Remote Similarity	NPC289029
0.5971	Remote Similarity	NPC48323
0.5751	Remote Similarity	NPC72715
0.5638	Remote Similarity	NPC209981
0.5607	Remote Similarity	NPC475604

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC54983 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	418
0.2-0.3	1598
0.3-0.4	4104
0.4-0.5	2751
0.5-0.6	137
0.6-0.7	7
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
0.7251	Intermediate Similarity	NPD6910	Phase 3
0.7151	Intermediate Similarity	NPD6911	Discontinued
0.7053	Intermediate Similarity	NPD6347	Phase 2
0.7018	Intermediate Similarity	NPD6907	Phase 2
0.6927	Remote Similarity	NPD7490	Discontinued
0.6927	Remote Similarity	NPD6916	Clinical (unspecified phase)
0.6482	Remote Similarity	NPD7896	Approved
0.6333	Remote Similarity	NPD6915	Approved
0.6274	Remote Similarity	NPD6974	Phase 3
0.6238	Remote Similarity	NPD4667	Clinical (unspecified phase)
0.6019	Remote Similarity	NPD2779	Approved
0.5969	Remote Similarity	NPD6870	Phase 1
0.5874	Remote Similarity	NPD6857	Phase 3
0.5874	Remote Similarity	NPD2778	Approved
0.5864	Remote Similarity	NPD7547	Clinical (unspecified phase)
0.586	Remote Similarity	NPD1638	Discovery
0.5833	Remote Similarity	NPD2433	Clinical (unspecified phase)
0.5806	Remote Similarity	NPD5443	Clinical (unspecified phase)
0.5804	Remote Similarity	NPD4898	Clinical (unspecified phase)
0.576	Remote Similarity	NPD7496	Phase 2
0.5746	Remote Similarity	NPD7853	Phase 2
0.5727	Remote Similarity	NPD7180	Phase 3
0.5708	Remote Similarity	NPD7284	Clinical (unspecified phase)
0.5639	Remote Similarity	NPD1867	Approved

Structure

NPC54983 OpenBabel07101719522D 35 37 0 0 1 0 0 0 0 0999 V2000 -5.3572 -0.3403 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3732 -4.0501 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.9241 -3.0076 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2342 -1.9880 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.7751 -4.9010 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9510 -5.4674 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9642 -0.1459 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8879 0.1617 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8167 -0.2089 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8880 0.1486 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7333 -2.3559 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0991 -1.8913 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9538 -4.8783 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1182 -3.4774 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5330 -0.9067 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.0642 -3.0991 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.9409 -2.8254 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.3206 -2.3947 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7115 -2.5639 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0860 -2.8912 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.9537 -4.8652 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.2714 -0.9625 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.0250 -4.5078 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.9278 -1.8255 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.5703 -3.7542 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8725 -4.4705 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9692 -0.2462 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.4546 -1.8947 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.1617 -5.8434 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.4804 -5.3464 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.9059 -1.6175 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.4090 -4.2988 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.1127 -3.3729 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.3087 -3.8100 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 O 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 8 9 1 0 0 0 0 8 10 1 0 0 0 0 9 15 1 0 0 0 0 10 27 1 0 0 0 0 11 16 2 0 0 0 0 11 19 1 0 0 0 0 12 20 1 0 0 0 0 12 22 1 0 0 0 0 13 21 1 0 0 0 0 13 23 1 0 0 0 0 14 19 2 0 0 0 0 14 33 1 0 0 0 0 15 1 1 1 0 0 0 15 24 1 0 0 0 0 17 3 1 6 0 0 0 17 24 1 0 0 0 0 17 25 1 0 0 0 0 18 28 2 0 0 0 0 18 33 1 0 0 0 0 19 28 1 0 0 0 0 20 16 1 1 0 0 0 20 34 1 0 0 0 0 21 26 1 0 0 0 0 21 29 1 6 0 0 0 22 27 1 1 0 0 0 22 35 1 0 0 0 0 23 30 2 0 0 0 0 23 34 1 0 0 0 0 24 31 1 1 0 0 0 25 26 1 0 0 0 0 25 32 2 0 0 0 0 27 7 1 6 0 0 0 27 35 1 0 0 0 0 M END $$$$

External Identifiers

PubChem CID	9870258
ChEMBL	CHEMBL471485
ZINC

Physicochemical Properties

Molecular Weight:	491.29
ALogP:	0.6472
MLogP:	3.55
XLogP:	2.323
# Rotatable Bonds:	11
Polar Surface Area:	122.39
# H-Bond Aceptor:	7
# H-Bond Donor:	2
# Rings:	3
# Heavy Atoms:	35

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