Drug Information

Drug ID:  NPD2015
Drug Name:  E-2011
Molecular Formula:  C16H17N3O4S
Canonical SMILES:  COC[C@@H]1OC(=O)N(C1)c1ccc2c(c1)sc(n2)[C@H](CCC#N)O
Standard InCHI:  InChI=1S/C16H17N3O4S/c1-22-9-11-8-19(16(21)23-11)10-4-5-12-14(7-10)24-15(18-12)13(20)3-2-6-17/h4-5,7,11,13,20H,2-3,8-9H2,1H3/t11-,13+/m1/s1
Standard InCHIKey:  ZMMDIASCSLFNFE-YPMHNXCESA-N
Max Developmental Stage:  Discontinued
Max Developmental Stage Source:  TTD

  Structural Similarity Between NPASS Natural Products and NPD2015

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 0.7066 NPC273714
Intermediate Similarity 0.7024 NPC151779
Remote Similarity 0.6816 NPC320863
Remote Similarity 0.6784 NPC188104
Remote Similarity 0.6744 NPC287895
Remote Similarity 0.6667 NPC69277
Remote Similarity 0.6584 NPC122427
Remote Similarity 0.6584 NPC329961
Remote Similarity 0.652 NPC165538
Remote Similarity 0.6497 NPC475534
Remote Similarity 0.6497 NPC161242
Remote Similarity 0.6497 NPC476080
Remote Similarity 0.6495 NPC476103
Remote Similarity 0.6468 NPC79386
Remote Similarity 0.6468 NPC49051
Remote Similarity 0.6382 NPC475330
Remote Similarity 0.6359 NPC24990
Remote Similarity 0.635 NPC174652
Remote Similarity 0.635 NPC25316
Remote Similarity 0.635 NPC229160
Remote Similarity 0.635 NPC263485
Remote Similarity 0.6349 NPC161108
Remote Similarity 0.6269 NPC249662
Remote Similarity 0.6225 NPC96016
Remote Similarity 0.6143 NPC106235
Remote Similarity 0.6143 NPC239660
Remote Similarity 0.6108 NPC164228
Remote Similarity 0.6073 NPC475350
Remote Similarity 0.6073 NPC145178
Remote Similarity 0.6073 NPC14877
Remote Similarity 0.6042 NPC14101
Remote Similarity 0.6019 NPC470003
Remote Similarity 0.601 NPC473886
Remote Similarity 0.5991 NPC138562
Remote Similarity 0.5991 NPC251036
Remote Similarity 0.5971 NPC161143
Remote Similarity 0.5963 NPC214827
Remote Similarity 0.5963 NPC314930
Remote Similarity 0.5945 NPC182507
Remote Similarity 0.5933 NPC238242
Remote Similarity 0.5924 NPC129909
Remote Similarity 0.5917 NPC143325
Remote Similarity 0.5915 NPC294693
Remote Similarity 0.5913 NPC62510
Remote Similarity 0.5882 NPC475024
Remote Similarity 0.5859 NPC149014
Remote Similarity 0.5826 NPC475506
Remote Similarity 0.5826 NPC253987
Remote Similarity 0.5825 NPC133261
Remote Similarity 0.5821 NPC475920
Remote Similarity 0.582 NPC478030
Remote Similarity 0.5817 NPC163055
Remote Similarity 0.5815 NPC173344
Remote Similarity 0.581 NPC311858
Remote Similarity 0.5806 NPC313421
Remote Similarity 0.5805 NPC315715
Remote Similarity 0.5799 NPC155143
Remote Similarity 0.5797 NPC91179
Remote Similarity 0.5785 NPC478158
Remote Similarity 0.5784 NPC314557
Remote Similarity 0.5783 NPC216221
Remote Similarity 0.5775 NPC243716
Remote Similarity 0.576 NPC473640
Remote Similarity 0.5756 NPC469938
Remote Similarity 0.5739 NPC77022
Remote Similarity 0.5736 NPC471458
Remote Similarity 0.5735 NPC470498
Remote Similarity 0.5734 NPC192674
Remote Similarity 0.5728 NPC24594
Remote Similarity 0.5728 NPC472122
Remote Similarity 0.5722 NPC321617
Remote Similarity 0.5721 NPC40779
Remote Similarity 0.5721 NPC311276
Remote Similarity 0.5714 NPC140284
Remote Similarity 0.5714 NPC75609
Remote Similarity 0.5714 NPC272483
Remote Similarity 0.5707 NPC88121
Remote Similarity 0.57 NPC28848
Remote Similarity 0.57 NPC14325
Remote Similarity 0.57 NPC248454
Remote Similarity 0.5688 NPC149708
Remote Similarity 0.5685 NPC200214
Remote Similarity 0.5684 NPC153467
Remote Similarity 0.5683 NPC54744
Remote Similarity 0.5681 NPC46413
Remote Similarity 0.5681 NPC61435
Remote Similarity 0.5681 NPC213629
Remote Similarity 0.5663 NPC148592
Remote Similarity 0.5662 NPC293917
Remote Similarity 0.5662 NPC100321
Remote Similarity 0.5659 NPC158129
Remote Similarity 0.5658 NPC478157
Remote Similarity 0.5657 NPC470507
Remote Similarity 0.5656 NPC193761
Remote Similarity 0.5654 NPC238499
Remote Similarity 0.5652 NPC134586
Remote Similarity 0.565 NPC277350
Remote Similarity 0.5648 NPC319751
Remote Similarity 0.5646 NPC187827
Remote Similarity 0.5646 NPC472105
Remote Similarity 0.5644 NPC107077
Remote Similarity 0.5644 NPC223791
Remote Similarity 0.5634 NPC472323
Remote Similarity 0.563 NPC475196
Remote Similarity 0.5625 NPC211997
Remote Similarity 0.5625 NPC326575
Remote Similarity 0.5625 NPC64436
Remote Similarity 0.5622 NPC473320
Remote Similarity 0.5622 NPC57994
Remote Similarity 0.5622 NPC289299
Remote Similarity 0.5608 NPC328029
Remote Similarity 0.5607 NPC63279
Remote Similarity 0.5604 NPC189812
Remote Similarity 0.5604 NPC329688
Remote Similarity 0.5602 NPC104483
Remote Similarity 0.56 NPC469762

Drug Structure

External Identifiers

TTD   DIB005449
DrugBank  
ChEMBL  
IUPHAR/BPS  
PharmaGKB  
KEGG Drug  
PubChem CID  
ChEBI  
CAS Number  

Drug Properties

Molecular Weight  347.09
ALogP  -0.3016
MLogP  2.34
XLogP  0.747
HDA  7
HBD  1
Rotatable Bonds  8
TPSA  123.92
RO5 Violation  0