Natural Product: NPC474538

Natural Product ID:  NPC474538
Common Name:   Epothilone B10
IUPAC Name:   (1R,5S,6S,7R,10S,14S,16S)-14-[(E)-1-(2-ethyl-1,3-thiazol-4-yl)prop-1-en-2-yl]-6,10-dihydroxy-5,7,9,9-tetramethyl-13,17-dioxabicyclo[14.1.0]heptadecane-8,12-dione
Synonyms:   Epothilone B10
Molecular Formula:   C27H41NO6S
Standard InCHIKey:  TXXFZHIQMSBVAR-YGFYDDMGSA-N
Standard InCHI:  InChI=1S/C27H41NO6S/c1-7-23-28-18(14-35-23)11-16(3)20-12-21-19(33-21)10-8-9-15(2)25(31)17(4)26(32)27(5,6)22(29)13-24(30)34-20/h11,14-15,17,19-22,25,29,31H,7-10,12-13H2,1-6H3/b16-11+/t15-,17+,19+,20-,21-,22-,25-/m0/s1
Canonical SMILES:  CCc1scc(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 = 0.0015 ug/ml 10.1039/C1MD00240F

  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 NPC474538 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
0.9862 High Similarity NPC212214
0.9795 High Similarity NPC21126
0.9728 High Similarity NPC52587
0.9726 High Similarity NPC202591
0.9724 High Similarity NPC474515
0.9724 High Similarity NPC206724
0.9662 High Similarity NPC231110
0.9597 High Similarity NPC312887
0.9521 High Similarity NPC475737
0.9521 High Similarity NPC474094
0.9521 High Similarity NPC185665
0.9456 High Similarity NPC474090
0.9456 High Similarity NPC61667
0.9456 High Similarity NPC45576
0.9456 High Similarity NPC109498
0.9456 High Similarity NPC154873
0.9456 High Similarity NPC252616
0.9456 High Similarity NPC32583
0.9456 High Similarity NPC163147
0.9392 High Similarity NPC268063
0.9392 High Similarity NPC224609
0.9388 High Similarity NPC474067
0.9384 High Similarity NPC474103
0.9384 High Similarity NPC474068
0.9384 High Similarity NPC474064
0.9384 High Similarity NPC82436
0.932 High Similarity NPC475683
0.932 High Similarity NPC474080
0.932 High Similarity NPC474102
0.932 High Similarity NPC474079
0.932 High Similarity NPC157194
0.932 High Similarity NPC21449
0.9205 High Similarity NPC127775
0.9048 High Similarity NPC474069
0.8311 Intermediate Similarity NPC474070
0.7838 Intermediate Similarity NPC475604
0.7635 Intermediate Similarity NPC475568
0.7365 Intermediate Similarity NPC315252
0.7329 Intermediate Similarity NPC190329
0.7151 Intermediate Similarity NPC12660
0.711 Intermediate Similarity NPC54983
0.7099 Intermediate Similarity NPC469801
0.7073 Intermediate Similarity NPC319751
0.6946 Remote Similarity NPC119481
0.6919 Remote Similarity NPC186452
0.6886 Remote Similarity NPC473398
0.6879 Remote Similarity NPC211555
0.678 Remote Similarity NPC101980
0.678 Remote Similarity NPC470146
0.678 Remote Similarity NPC97078
0.6591 Remote Similarity NPC56058
0.6591 Remote Similarity NPC522
0.6464 Remote Similarity NPC164006
0.6406 Remote Similarity NPC165538
0.6404 Remote Similarity NPC210424
0.6389 Remote Similarity NPC475554
0.6387 Remote Similarity NPC122427
0.6348 Remote Similarity NPC216720
0.6308 Remote Similarity NPC469858
0.6302 Remote Similarity NPC329961
0.629 Remote Similarity NPC132662
0.627 Remote Similarity NPC473704
0.6216 Remote Similarity NPC134480
0.6158 Remote Similarity NPC14101
0.6098 Remote Similarity NPC475350
0.6098 Remote Similarity NPC14877
0.6098 Remote Similarity NPC145178
0.6054 Remote Similarity NPC24990
0.6032 Remote Similarity NPC161242
0.601 Remote Similarity NPC251036
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
0.593 Remote Similarity NPC106235
0.593 Remote Similarity NPC239660
0.5885 Remote Similarity NPC229160
0.5885 Remote Similarity NPC25316
0.5885 Remote Similarity NPC263485
0.5837 Remote Similarity NPC475196
0.5833 Remote Similarity NPC475330
0.5825 Remote Similarity NPC161143
0.5803 Remote Similarity NPC174652
0.5714 Remote Similarity NPC30527
0.565 Remote Similarity NPC478251
0.565 Remote Similarity NPC478252

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC474538 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
0.9795 High Similarity NPD6910 Phase 3
0.9527 High Similarity NPD6911 Discontinued
0.9521 High Similarity NPD6907 Phase 2
0.9286 High Similarity NPD6916 Clinical (unspecified phase)
0.8701 High Similarity NPD6915 Approved
0.7409 Intermediate Similarity NPD7496 Phase 2
0.6494 Remote Similarity NPD5189 Clinical (unspecified phase)
0.6432 Remote Similarity NPD2957 Phase 2
0.642 Remote Similarity NPD5634 Approved
0.6134 Remote Similarity NPD6348 Clinical (unspecified phase)
0.6108 Remote Similarity NPD1083 Clinical (unspecified phase)
0.6 Remote Similarity NPD6349 Phase 1
0.593 Remote Similarity NPD8339 Clinical (unspecified phase)
0.5904 Remote Similarity NPD6870 Phase 1
0.5744 Remote Similarity NPD7977 Clinical (unspecified phase)
0.5694 Remote Similarity NPD8071 Approved
0.5622 Remote Similarity NPD4949 Discontinued
0.5619 Remote Similarity NPD6642 Approved
0.5619 Remote Similarity NPD6641 Approved

Structure

External Identifiers

PubChem CID   10791734
ChEMBL   CHEMBL471287
ZINC  

Physicochemical Properties

Molecular Weight:  507.27
ALogP:  0.3553
MLogP:  3.55
XLogP:  2.865
# Rotatable Bonds:  11
Polar Surface Area:  137.49
# H-Bond Aceptor:  7
# H-Bond Donor:  2
# Rings:  3
# Heavy Atoms:  35

Download Data

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Structure MOL file  
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Biological Activities  
Similar NPs/Drugs