Drug Information

Drug ID:  NPD6915
Drug Name:  Ixabepilone
Molecular Formula:  C27H42N2O5S
Canonical SMILES:  OC1=N[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/c1csc(n1)C)/C
Standard InCHI:  InChI=1S/C27H42N2O5S/c1-15-9-8-10-27(7)22(34-27)12-20(16(2)11-19-14-35-18(4)28-19)29-23(31)13-21(30)26(5,6)25(33)17(3)24(15)32/h11,14-15,17,20-22,24,30,32H,8-10,12-13H2,1-7H3,(H,29,31)/b16-11+/t15-,17+,20-,21-,22-,24-,27+/m0/s1
Standard InCHIKey:  FABUFPQFXZVHFB-PVYNADRNSA-N
Max Developmental Stage:  Approved
Max Developmental Stage Source:  TTD; ChEMBL; IUPHAR/BPS

  Structural Similarity Between NPASS Natural Products and NPD6915

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
High Similarity 0.8758 NPC21126
High Similarity 0.8701 NPC474538
High Similarity 0.8693 NPC212214
High Similarity 0.859 NPC312887
High Similarity 0.8581 NPC52587
High Similarity 0.8571 NPC202591
High Similarity 0.8562 NPC206724
High Similarity 0.8562 NPC474515
High Similarity 0.8526 NPC231110
Intermediate Similarity 0.8497 NPC475737
Intermediate Similarity 0.8497 NPC185665
Intermediate Similarity 0.8497 NPC474094
Intermediate Similarity 0.8442 NPC252616
Intermediate Similarity 0.8442 NPC163147
Intermediate Similarity 0.8442 NPC61667
Intermediate Similarity 0.8442 NPC154873
Intermediate Similarity 0.8442 NPC32583
Intermediate Similarity 0.8442 NPC45576
Intermediate Similarity 0.8442 NPC109498
Intermediate Similarity 0.8442 NPC474090
Intermediate Similarity 0.8387 NPC268063
Intermediate Similarity 0.8387 NPC224609
Intermediate Similarity 0.8377 NPC474067
Intermediate Similarity 0.8366 NPC474064
Intermediate Similarity 0.8366 NPC82436
Intermediate Similarity 0.8366 NPC474103
Intermediate Similarity 0.8366 NPC474068
Intermediate Similarity 0.8312 NPC474079
Intermediate Similarity 0.8312 NPC21449
Intermediate Similarity 0.8312 NPC474080
Intermediate Similarity 0.8312 NPC474102
Intermediate Similarity 0.8312 NPC157194
Intermediate Similarity 0.8312 NPC475683
Intermediate Similarity 0.8228 NPC127775
Intermediate Similarity 0.8176 NPC474070
Intermediate Similarity 0.8052 NPC474069
Intermediate Similarity 0.7703 NPC475604
Intermediate Similarity 0.7561 NPC315252
Intermediate Similarity 0.75 NPC475568
Intermediate Similarity 0.7059 NPC56058
Intermediate Similarity 0.7059 NPC522
Remote Similarity 0.6994 NPC190329
Remote Similarity 0.6871 NPC469801
Remote Similarity 0.6747 NPC319751
Remote Similarity 0.6649 NPC165538
Remote Similarity 0.6631 NPC122427
Remote Similarity 0.6627 NPC119481
Remote Similarity 0.6579 NPC239660
Remote Similarity 0.6579 NPC106235
Remote Similarity 0.6573 NPC24990
Remote Similarity 0.6568 NPC473398
Remote Similarity 0.6543 NPC329961
Remote Similarity 0.6519 NPC473704
Remote Similarity 0.6464 NPC134480
Remote Similarity 0.6448 NPC161242
Remote Similarity 0.6448 NPC132662
Remote Similarity 0.6444 NPC164006
Remote Similarity 0.6389 NPC101980
Remote Similarity 0.6389 NPC470146
Remote Similarity 0.6389 NPC97078
Remote Similarity 0.6369 NPC475554
Remote Similarity 0.6368 NPC469858
Remote Similarity 0.6359 NPC476080
Remote Similarity 0.6359 NPC475534
Remote Similarity 0.6354 NPC476103
Remote Similarity 0.6333 NPC54983
Remote Similarity 0.631 NPC161143
Remote Similarity 0.6294 NPC475390
Remote Similarity 0.629 NPC263485
Remote Similarity 0.629 NPC25316
Remote Similarity 0.629 NPC229160
Remote Similarity 0.6278 NPC12660
Remote Similarity 0.6238 NPC145178
Remote Similarity 0.6238 NPC14877
Remote Similarity 0.6238 NPC475350
Remote Similarity 0.6237 NPC475330
Remote Similarity 0.6203 NPC174652
Remote Similarity 0.6201 NPC210424
Remote Similarity 0.6176 NPC478251
Remote Similarity 0.6176 NPC478252
Remote Similarity 0.6146 NPC251036
Remote Similarity 0.6145 NPC186452
Remote Similarity 0.6145 NPC216720
Remote Similarity 0.6111 NPC211555
Remote Similarity 0.6025 NPC267605
Remote Similarity 0.5976 NPC89592
Remote Similarity 0.5924 NPC201968
Remote Similarity 0.5907 NPC96016
Remote Similarity 0.5897 NPC50694
Remote Similarity 0.5839 NPC135558
Remote Similarity 0.5818 NPC475196
Remote Similarity 0.5813 NPC214375
Remote Similarity 0.5756 NPC75498
Remote Similarity 0.574 NPC74917
Remote Similarity 0.5732 NPC51692
Remote Similarity 0.5706 NPC120917
Remote Similarity 0.5663 NPC49051
Remote Similarity 0.5654 NPC79386
Remote Similarity 0.5604 NPC14101

Drug Structure

External Identifiers

TTD   DAP001562
DrugBank   DB04845
ChEMBL   CHEMBL1201752
IUPHAR/BPS   6824
PharmaGKB   PA165958343
KEGG Drug   D04645
PubChem CID   6445540
ChEBI   63605
CAS Number  219989-84-1

Drug Properties

Molecular Weight  506.28
ALogP  1.2893
MLogP  3.55
XLogP  2.573
HDA  7
HBD  3
Rotatable Bonds  12
TPSA  143.78
RO5 Violation  0