Drug Information

Drug ID:  NPD8269
Drug Name:  Eribulin
Molecular Formula:  C40H59NO11
Canonical SMILES:  NC[C@H](C[C@H]1O[C@@H]2[C@@H]([C@H]1OC)CC(=O)CC1CC[C@H]3[C@H](O1)[C@@H]1O[C@]4(CC[C@@H]5O[C@@H](CC[C@@H]6O[C@H](C2)C(=C)[C@@H](C6)C)C(=C)C5)O[C@@H]2[C@H](O3)[C@H]1O[C@@H]2C4)O
Standard InCHI:  InChI=1S/C40H59NO11/c1-19-11-24-5-7-28-20(2)12-26(45-28)9-10-40-17-33-36(51-40)37-38(50-33)39(52-40)35-29(49-37)8-6-25(47-35)13-22(42)14-27-31(16-30(46-24)21(19)3)48-32(34(27)44-4)15-23(43)18-41/h19,23-39,43H,2-3,5-18,41H2,1,4H3/t19-,23+,24+,25?,26+,27+,28+,29+,30-,31+,32-,33-,34-,35+,36+,37+,38-,39+,40+/m1/s1
Standard InCHIKey:  UFNVPOGXISZXJD-WVMZDRIUSA-N
Max Developmental Stage:  Approved
Max Developmental Stage Source:  DrugBank

  Structural Similarity Between NPASS Natural Products and NPD8269

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
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.


  Similar Natural Products

High Similarity Level: Tc>=0.85; Intermediate Similarity Level: 0.7 <= Tc < 0.85; Remote Similarity Level: 0.65 <= Tc < 0.7

Similarity Level Similarity Score Natural Product ID
Intermediate Similarity 0.7851 NPC308858
Intermediate Similarity 0.7851 NPC475537
Intermediate Similarity 0.7686 NPC473849
Intermediate Similarity 0.7686 NPC312498
Intermediate Similarity 0.75 NPC473771
Intermediate Similarity 0.75 NPC475275
Intermediate Similarity 0.7209 NPC475298
Intermediate Similarity 0.7188 NPC313802
Intermediate Similarity 0.7188 NPC477515
Intermediate Similarity 0.7188 NPC67917
Intermediate Similarity 0.7188 NPC314268
Intermediate Similarity 0.7016 NPC313668
Intermediate Similarity 0.7016 NPC315836
Remote Similarity 0.697 NPC315783
Remote Similarity 0.6935 NPC475150
Remote Similarity 0.6746 NPC473578
Remote Similarity 0.6742 NPC317635
Remote Similarity 0.6742 NPC329008
Remote Similarity 0.6721 NPC67296
Remote Similarity 0.6719 NPC469865
Remote Similarity 0.6716 NPC186339
Remote Similarity 0.6696 NPC314364
Remote Similarity 0.6696 NPC51662
Remote Similarity 0.6691 NPC314361
Remote Similarity 0.6667 NPC313569
Remote Similarity 0.664 NPC476740
Remote Similarity 0.664 NPC476738
Remote Similarity 0.6613 NPC473816
Remote Similarity 0.6613 NPC474581
Remote Similarity 0.6613 NPC475367
Remote Similarity 0.6613 NPC309398
Remote Similarity 0.6612 NPC304445
Remote Similarity 0.6612 NPC236580
Remote Similarity 0.6585 NPC305085
Remote Similarity 0.6585 NPC84042
Remote Similarity 0.6581 NPC92974
Remote Similarity 0.6569 NPC314282
Remote Similarity 0.6569 NPC11732
Remote Similarity 0.6535 NPC475960
Remote Similarity 0.6532 NPC80144
Remote Similarity 0.6529 NPC476009
Remote Similarity 0.6529 NPC158416
Remote Similarity 0.6529 NPC76862
Remote Similarity 0.6529 NPC39859
Remote Similarity 0.6529 NPC470883
Remote Similarity 0.6512 NPC126897
Remote Similarity 0.6512 NPC297945
Remote Similarity 0.65 NPC316401
Remote Similarity 0.6496 NPC177629
Remote Similarity 0.6496 NPC58219
Remote Similarity 0.6493 NPC108072
Remote Similarity 0.6493 NPC142882
Remote Similarity 0.648 NPC473148
Remote Similarity 0.6475 NPC316205
Remote Similarity 0.6475 NPC315387
Remote Similarity 0.6471 NPC314629
Remote Similarity 0.6466 NPC475309
Remote Similarity 0.6462 NPC469466
Remote Similarity 0.6454 NPC224623
Remote Similarity 0.6446 NPC475900
Remote Similarity 0.6444 NPC183353
Remote Similarity 0.6444 NPC469812
Remote Similarity 0.6444 NPC170880
Remote Similarity 0.6439 NPC277583
Remote Similarity 0.6429 NPC469351
Remote Similarity 0.6429 NPC231271
Remote Similarity 0.6429 NPC470519
Remote Similarity 0.6423 NPC249171
Remote Similarity 0.6423 NPC314451
Remote Similarity 0.6423 NPC313333
Remote Similarity 0.6423 NPC313342
Remote Similarity 0.6423 NPC314512
Remote Similarity 0.6423 NPC49833
Remote Similarity 0.641 NPC186148
Remote Similarity 0.6406 NPC193765
Remote Similarity 0.6403 NPC172823
Remote Similarity 0.64 NPC227622
Remote Similarity 0.6393 NPC474297
Remote Similarity 0.6387 NPC474323
Remote Similarity 0.6387 NPC206614
Remote Similarity 0.6385 NPC471251
Remote Similarity 0.6378 NPC478038
Remote Similarity 0.6378 NPC236644
Remote Similarity 0.6377 NPC474371
Remote Similarity 0.6376 NPC316249
Remote Similarity 0.6371 NPC206711
Remote Similarity 0.6371 NPC271207
Remote Similarity 0.6371 NPC255175
Remote Similarity 0.6371 NPC225978
Remote Similarity 0.6364 NPC71589
Remote Similarity 0.635 NPC1538
Remote Similarity 0.635 NPC42747
Remote Similarity 0.6341 NPC58267
Remote Similarity 0.6341 NPC266842
Remote Similarity 0.6341 NPC263674
Remote Similarity 0.6341 NPC261372
Remote Similarity 0.6338 NPC475487
Remote Similarity 0.6336 NPC276995
Remote Similarity 0.6336 NPC76660
Remote Similarity 0.6333 NPC470373
Remote Similarity 0.6333 NPC329952
Remote Similarity 0.6333 NPC470379
Remote Similarity 0.6331 NPC475273
Remote Similarity 0.6331 NPC168849
Remote Similarity 0.6325 NPC476015
Remote Similarity 0.6325 NPC474949
Remote Similarity 0.6325 NPC475019
Remote Similarity 0.6325 NPC474762
Remote Similarity 0.632 NPC316250
Remote Similarity 0.6312 NPC201359
Remote Similarity 0.6311 NPC167893
Remote Similarity 0.6308 NPC83005
Remote Similarity 0.6308 NPC477997
Remote Similarity 0.6308 NPC475463
Remote Similarity 0.6304 NPC144625
Remote Similarity 0.6299 NPC469869
Remote Similarity 0.6299 NPC474917
Remote Similarity 0.6296 NPC161738
Remote Similarity 0.6294 NPC120420
Remote Similarity 0.6293 NPC473791
Remote Similarity 0.629 NPC255592
Remote Similarity 0.629 NPC261377
Remote Similarity 0.629 NPC308567
Remote Similarity 0.6286 NPC476091
Remote Similarity 0.6286 NPC476078
Remote Similarity 0.6286 NPC471086
Remote Similarity 0.6279 NPC473807
Remote Similarity 0.6277 NPC192309
Remote Similarity 0.627 NPC106668
Remote Similarity 0.626 NPC91771
Remote Similarity 0.626 NPC189629
Remote Similarity 0.626 NPC195645
Remote Similarity 0.626 NPC180722
Remote Similarity 0.626 NPC165332
Remote Similarity 0.626 NPC142529
Remote Similarity 0.6259 NPC210729
Remote Similarity 0.6259 NPC82931
Remote Similarity 0.6259 NPC217901
Remote Similarity 0.6259 NPC172365
Remote Similarity 0.625 NPC170432
Remote Similarity 0.625 NPC163693
Remote Similarity 0.625 NPC99864
Remote Similarity 0.625 NPC147635
Remote Similarity 0.6241 NPC162495
Remote Similarity 0.6241 NPC13071
Remote Similarity 0.6239 NPC329749
Remote Similarity 0.6232 NPC318445
Remote Similarity 0.6232 NPC316133
Remote Similarity 0.6231 NPC471250
Remote Similarity 0.623 NPC190294
Remote Similarity 0.6222 NPC93688
Remote Similarity 0.6222 NPC109603
Remote Similarity 0.622 NPC27687
Remote Similarity 0.622 NPC475928
Remote Similarity 0.6212 NPC474927
Remote Similarity 0.6212 NPC1111
Remote Similarity 0.6212 NPC261750
Remote Similarity 0.6212 NPC471244
Remote Similarity 0.621 NPC323421
Remote Similarity 0.621 NPC328562
Remote Similarity 0.6204 NPC473228
Remote Similarity 0.6204 NPC182900
Remote Similarity 0.6204 NPC470829
Remote Similarity 0.6204 NPC249553
Remote Similarity 0.6202 NPC469788
Remote Similarity 0.6202 NPC290247
Remote Similarity 0.6202 NPC469787
Remote Similarity 0.6202 NPC176756
Remote Similarity 0.6202 NPC148270
Remote Similarity 0.6202 NPC197813
Remote Similarity 0.6202 NPC80338
Remote Similarity 0.6198 NPC12172
Remote Similarity 0.6198 NPC469627
Remote Similarity 0.6198 NPC208886
Remote Similarity 0.6198 NPC184463
Remote Similarity 0.6197 NPC473838
Remote Similarity 0.6197 NPC475389
Remote Similarity 0.6194 NPC88945
Remote Similarity 0.619 NPC162024
Remote Similarity 0.6187 NPC326386
Remote Similarity 0.6187 NPC469494
Remote Similarity 0.6187 NPC477985
Remote Similarity 0.6187 NPC471087
Remote Similarity 0.6186 NPC162071
Remote Similarity 0.6183 NPC49730
Remote Similarity 0.6183 NPC46407
Remote Similarity 0.6183 NPC98633
Remote Similarity 0.6183 NPC98069
Remote Similarity 0.6183 NPC137104
Remote Similarity 0.6183 NPC124053
Remote Similarity 0.6183 NPC320383
Remote Similarity 0.6183 NPC474786
Remote Similarity 0.6179 NPC36954
Remote Similarity 0.6172 NPC203659
Remote Similarity 0.6172 NPC100487
Remote Similarity 0.6172 NPC472748
Remote Similarity 0.617 NPC173173
Remote Similarity 0.617 NPC188291
Remote Similarity 0.6167 NPC474951
Remote Similarity 0.6167 NPC173926

Drug Structure

External Identifiers

TTD  
DrugBank   DB08871
ChEMBL   CHEMBL1683590
IUPHAR/BPS  
PharmaGKB  
KEGG Drug   D08914
PubChem CID  
ChEBI   63587
CAS Number  253128-41-5

Drug Properties

Molecular Weight  729.41
ALogP  -4.8867
MLogP  4.54
XLogP  0.56
HDA  12
HBD  2
Rotatable Bonds  8
TPSA  146.39
RO5 Violation  1