Natural Product: NPC231110

Natural Product ID:  NPC231110
Common Name:   Epothilone E
IUPAC Name:   (1R,5S,6S,7R,10S,14S,16S)-6,10-dihydroxy-14-[(E)-1-[2-(hydroxymethyl)-1,3-thiazol-4-yl]prop-1-en-2-yl]-5,7,9,9-tetramethyl-13,17-dioxabicyclo[14.1.0]heptadecane-8,12-dione
Synonyms:   Epothilone E
Molecular Formula:   C26H39NO7S
Standard InCHIKey:  FCCNKYGSMOSYPV-OKOHHBBGSA-N
Standard InCHI:  InChI=1S/C26H39NO7S/c1-14-7-6-8-18-20(33-18)10-19(15(2)9-17-13-35-22(12-28)27-17)34-23(30)11-21(29)26(4,5)25(32)16(3)24(14)31/h9,13-14,16,18-21,24,28-29,31H,6-8,10-12H2,1-5H3/b15-9+/t14-,16+,18+,19-,20-,21-,24-/m0/s1
Canonical SMILES:  OCc1scc(n1)/C=C(/[C@H]1OC(=O)C[C@H](O)C(C)(C)C(=O)[C@H](C)[C@H]([C@H](CCC[C@@H]2[C@H](C1)O2)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

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT1460 Cell Line L929 Mus musculus IC50 = 0.01 ug/ml 19654408

  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 NPC231110 and all remaining natural products in the NPASS database.
●  The right table: Most similar natural products (Tc>=0.56 or Top200).

Similarity Score Similarity Level Natural Product ID
0.9932 High Similarity NPC312887
0.9795 High Similarity NPC212214
0.9728 High Similarity NPC21126
0.9662 High Similarity NPC52587
0.9662 High Similarity NPC474538
0.966 High Similarity NPC202591
0.9658 High Similarity NPC206724
0.9658 High Similarity NPC474515
0.9456 High Similarity NPC475737
0.9456 High Similarity NPC185665
0.9456 High Similarity NPC474094
0.9392 High Similarity NPC109498
0.9392 High Similarity NPC474090
0.9392 High Similarity NPC252616
0.9392 High Similarity NPC32583
0.9392 High Similarity NPC45576
0.9392 High Similarity NPC61667
0.9392 High Similarity NPC163147
0.9392 High Similarity NPC154873
0.9329 High Similarity NPC268063
0.9329 High Similarity NPC224609
0.9324 High Similarity NPC474067
0.932 High Similarity NPC474103
0.932 High Similarity NPC474064
0.932 High Similarity NPC82436
0.932 High Similarity NPC474068
0.9257 High Similarity NPC21449
0.9257 High Similarity NPC474079
0.9257 High Similarity NPC474102
0.9257 High Similarity NPC157194
0.9257 High Similarity NPC475683
0.9257 High Similarity NPC474080
0.9145 High Similarity NPC127775
0.8986 High Similarity NPC474069
0.8255 Intermediate Similarity NPC474070
0.7785 Intermediate Similarity NPC475604
0.7584 Intermediate Similarity NPC475568
0.7412 Intermediate Similarity NPC12660
0.7368 Intermediate Similarity NPC54983
0.7176 Intermediate Similarity NPC186452
0.7135 Intermediate Similarity NPC211555
0.7134 Intermediate Similarity NPC319751
0.7118 Intermediate Similarity NPC315252
0.7073 Intermediate Similarity NPC190329
0.7055 Intermediate Similarity NPC469801
0.7006 Intermediate Similarity NPC119481
0.6946 Remote Similarity NPC473398
0.6836 Remote Similarity NPC97078
0.6836 Remote Similarity NPC101980
0.6836 Remote Similarity NPC470146
0.6554 Remote Similarity NPC522
0.6554 Remote Similarity NPC56058
0.6519 Remote Similarity NPC164006
0.6461 Remote Similarity NPC210424
0.6458 Remote Similarity NPC165538
0.6444 Remote Similarity NPC475554
0.644 Remote Similarity NPC122427
0.6404 Remote Similarity NPC216720
0.6354 Remote Similarity NPC329961
0.6344 Remote Similarity NPC132662
0.6324 Remote Similarity NPC473704
0.6279 Remote Similarity NPC469858
0.627 Remote Similarity NPC134480
0.6196 Remote Similarity NPC24990
0.6146 Remote Similarity NPC475350
0.6146 Remote Similarity NPC14877
0.6146 Remote Similarity NPC145178
0.6085 Remote Similarity NPC161242
0.6058 Remote Similarity NPC251036
0.6 Remote Similarity NPC475390
0.6 Remote Similarity NPC476080
0.6 Remote Similarity NPC475534
0.5989 Remote Similarity NPC476103
0.5944 Remote Similarity NPC14101
0.5938 Remote Similarity NPC25316
0.5938 Remote Similarity NPC263485
0.5938 Remote Similarity NPC229160
0.59 Remote Similarity NPC239660
0.59 Remote Similarity NPC106235
0.5885 Remote Similarity NPC475330
0.5855 Remote Similarity NPC174652
0.5811 Remote Similarity NPC475196
0.5795 Remote Similarity NPC161143
0.5767 Remote Similarity NPC30527
0.5745 Remote Similarity NPC473886
0.5723 Remote Similarity NPC267605
0.5699 Remote Similarity NPC475455

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC231110 and all drugs/candidates.
●  The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

Similarity Score Similarity Level Drug ID Developmental Stage
0.9728 High Similarity NPD6910 Phase 3
0.9463 High Similarity NPD6911 Discontinued
0.9456 High Similarity NPD6907 Phase 2
0.9226 High Similarity NPD6916 Clinical (unspecified phase)
0.8526 High Similarity NPD6915 Approved
0.7194 Intermediate Similarity NPD7496 Phase 2
0.6398 Remote Similarity NPD2957 Phase 2
0.6271 Remote Similarity NPD5189 Clinical (unspecified phase)
0.6201 Remote Similarity NPD5634 Approved
0.602 Remote Similarity NPD6348 Clinical (unspecified phase)
0.59 Remote Similarity NPD8339 Clinical (unspecified phase)
0.5888 Remote Similarity NPD6349 Phase 1
0.5882 Remote Similarity NPD1083 Clinical (unspecified phase)
0.5789 Remote Similarity NPD6870 Phase 1
0.5635 Remote Similarity NPD7977 Clinical (unspecified phase)
0.5602 Remote Similarity NPD9579 Approved

Structure

External Identifiers

PubChem CID   9806341
ChEMBL   CHEMBL470478
ZINC  

Physicochemical Properties

Molecular Weight:  509.24
ALogP:  0.1433
MLogP:  3.33
XLogP:  1.375
# Rotatable Bonds:  11
Polar Surface Area:  157.72
# H-Bond Aceptor:  8
# H-Bond Donor:  3
# Rings:  3
# Heavy Atoms:  35

Download Data

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Similar NPs/Drugs