Drug Information

Drug ID:  NPD5189
Drug Name:  
Molecular Formula:  C22H28N2O3S
Canonical SMILES:  CCC(C(=O)O)(CC(=Nc1cccc(c1)/C=C/c1scc(n1)C(C)C)O)CC
Standard InCHI:  InChI=1S/C22H28N2O3S/c1-5-22(6-2,21(26)27)13-19(25)23-17-9-7-8-16(12-17)10-11-20-24-18(14-28-20)15(3)4/h7-12,14-15H,5-6,13H2,1-4H3,(H,23,25)(H,26,27)/b11-10+
Standard InCHIKey:  PGLNVMJTDKEOBE-ZHACJKMWSA-N
Max Developmental Stage:  Clinical (unspecified phase)
Max Developmental Stage Source:  TTD

  Structural Similarity Between NPASS Natural Products and NPD5189

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 0.7127 NPC329961
Intermediate Similarity 0.7127 NPC122427
Intermediate Similarity 0.7049 NPC165538
Intermediate Similarity 0.7 NPC49051
Remote Similarity 0.6966 NPC249662
Remote Similarity 0.6954 NPC476103
Remote Similarity 0.6906 NPC96016
Remote Similarity 0.6897 NPC24990
Remote Similarity 0.6883 NPC273714
Remote Similarity 0.6854 NPC161242
Remote Similarity 0.6839 NPC151779
Remote Similarity 0.6805 NPC161108
Remote Similarity 0.6778 NPC263485
Remote Similarity 0.6778 NPC25316
Remote Similarity 0.6778 NPC229160
Remote Similarity 0.6768 NPC88121
Remote Similarity 0.676 NPC475534
Remote Similarity 0.676 NPC476080
Remote Similarity 0.6739 NPC238242
Remote Similarity 0.6722 NPC475330
Remote Similarity 0.6703 NPC188104
Remote Similarity 0.6685 NPC174652
Remote Similarity 0.6646 NPC474070
Remote Similarity 0.6645 NPC475568
Remote Similarity 0.6624 NPC475604
Remote Similarity 0.6554 NPC475920
Remote Similarity 0.6545 NPC272483
Remote Similarity 0.6522 NPC161143
Remote Similarity 0.6515 NPC145178
Remote Similarity 0.6515 NPC475350
Remote Similarity 0.6515 NPC14877
Remote Similarity 0.6494 NPC474538
Remote Similarity 0.6488 NPC319751
Remote Similarity 0.6456 NPC69277
Remote Similarity 0.6453 NPC163147
Remote Similarity 0.6453 NPC252616
Remote Similarity 0.6453 NPC109498
Remote Similarity 0.6453 NPC32583
Remote Similarity 0.6453 NPC474090
Remote Similarity 0.6453 NPC45576
Remote Similarity 0.6453 NPC61667
Remote Similarity 0.6438 NPC287895
Remote Similarity 0.6418 NPC251036
Remote Similarity 0.6416 NPC224609
Remote Similarity 0.6416 NPC268063
Remote Similarity 0.6395 NPC474067
Remote Similarity 0.6395 NPC148592
Remote Similarity 0.6395 NPC475737
Remote Similarity 0.6395 NPC474094
Remote Similarity 0.6395 NPC185665
Remote Similarity 0.6391 NPC474069
Remote Similarity 0.6379 NPC202591
Remote Similarity 0.6379 NPC212214
Remote Similarity 0.6374 NPC469938
Remote Similarity 0.6374 NPC119481
Remote Similarity 0.6359 NPC213468
Remote Similarity 0.6358 NPC154873
Remote Similarity 0.6343 NPC21126
Remote Similarity 0.6337 NPC475683
Remote Similarity 0.6337 NPC157194
Remote Similarity 0.6337 NPC474080
Remote Similarity 0.6337 NPC21449
Remote Similarity 0.6337 NPC474079
Remote Similarity 0.6337 NPC474102
Remote Similarity 0.6331 NPC190329
Remote Similarity 0.6316 NPC473398
Remote Similarity 0.6312 NPC476140
Remote Similarity 0.6307 NPC52587
Remote Similarity 0.6307 NPC127775
Remote Similarity 0.6304 NPC248454
Remote Similarity 0.6294 NPC242556
Remote Similarity 0.6279 NPC474103
Remote Similarity 0.6279 NPC82436
Remote Similarity 0.6279 NPC474068
Remote Similarity 0.6279 NPC474064
Remote Similarity 0.6271 NPC231110
Remote Similarity 0.6269 NPC239660
Remote Similarity 0.6269 NPC106235
Remote Similarity 0.6264 NPC216713
Remote Similarity 0.6264 NPC206724
Remote Similarity 0.6264 NPC474515
Remote Similarity 0.625 NPC285469
Remote Similarity 0.6243 NPC37548
Remote Similarity 0.6237 NPC164228
Remote Similarity 0.6236 NPC312887
Remote Similarity 0.6229 NPC200743
Remote Similarity 0.6175 NPC6982
Remote Similarity 0.6175 NPC126492
Remote Similarity 0.6173 NPC278451
Remote Similarity 0.617 NPC163055
Remote Similarity 0.6158 NPC184476
Remote Similarity 0.6149 NPC124005
Remote Similarity 0.6149 NPC187951
Remote Similarity 0.6135 NPC79386
Remote Similarity 0.6129 NPC64436
Remote Similarity 0.6126 NPC472323
Remote Similarity 0.6124 NPC299594
Remote Similarity 0.6124 NPC129721
Remote Similarity 0.6124 NPC315252
Remote Similarity 0.612 NPC280548
Remote Similarity 0.6111 NPC16667
Remote Similarity 0.6103 NPC85066
Remote Similarity 0.6103 NPC181502
Remote Similarity 0.6102 NPC207726
Remote Similarity 0.6102 NPC38736
Remote Similarity 0.6102 NPC471458
Remote Similarity 0.6102 NPC470507
Remote Similarity 0.61 NPC75498
Remote Similarity 0.6096 NPC248462
Remote Similarity 0.6092 NPC471957
Remote Similarity 0.6075 NPC267885
Remote Similarity 0.6066 NPC78020
Remote Similarity 0.6066 NPC470146
Remote Similarity 0.6066 NPC101980
Remote Similarity 0.6066 NPC97078
Remote Similarity 0.6059 NPC104483
Remote Similarity 0.6059 NPC468984
Remote Similarity 0.6045 NPC469760
Remote Similarity 0.6045 NPC25008
Remote Similarity 0.6045 NPC469763
Remote Similarity 0.6045 NPC73952
Remote Similarity 0.6045 NPC259644
Remote Similarity 0.6045 NPC469786
Remote Similarity 0.6045 NPC469765
Remote Similarity 0.6034 NPC129042
Remote Similarity 0.6025 NPC317758
Remote Similarity 0.6023 NPC238499
Remote Similarity 0.6022 NPC203468
Remote Similarity 0.6022 NPC110500
Remote Similarity 0.6022 NPC149155
Remote Similarity 0.602 NPC143325
Remote Similarity 0.602 NPC294693
Remote Similarity 0.602 NPC138562
Remote Similarity 0.6011 NPC211572
Remote Similarity 0.6011 NPC80597
Remote Similarity 0.6011 NPC75540
Remote Similarity 0.6011 NPC70922
Remote Similarity 0.6011 NPC248041
Remote Similarity 0.6011 NPC219336
Remote Similarity 0.6011 NPC470509
Remote Similarity 0.6011 NPC126709
Remote Similarity 0.6011 NPC212376
Remote Similarity 0.601 NPC175474
Remote Similarity 0.6 NPC67056
Remote Similarity 0.6 NPC243058
Remote Similarity 0.6 NPC159125
Remote Similarity 0.6 NPC474791
Remote Similarity 0.5991 NPC475196
Remote Similarity 0.599 NPC235684
Remote Similarity 0.5989 NPC472587
Remote Similarity 0.5989 NPC470823
Remote Similarity 0.5989 NPC271734
Remote Similarity 0.5989 NPC8104
Remote Similarity 0.5988 NPC277157
Remote Similarity 0.5979 NPC15840
Remote Similarity 0.5979 NPC206967
Remote Similarity 0.5977 NPC285731
Remote Similarity 0.5977 NPC314372
Remote Similarity 0.5969 NPC470003
Remote Similarity 0.5969 NPC472119
Remote Similarity 0.5969 NPC203635
Remote Similarity 0.5968 NPC477976
Remote Similarity 0.5967 NPC473320
Remote Similarity 0.5963 NPC41174
Remote Similarity 0.5957 NPC15573
Remote Similarity 0.5957 NPC28848
Remote Similarity 0.5957 NPC217372
Remote Similarity 0.5957 NPC14325
Remote Similarity 0.5957 NPC183662
Remote Similarity 0.5955 NPC200214
Remote Similarity 0.5952 NPC149014
Remote Similarity 0.5949 NPC81561
Remote Similarity 0.5947 NPC113626
Remote Similarity 0.5946 NPC474168
Remote Similarity 0.5944 NPC469762
Remote Similarity 0.5939 NPC289299
Remote Similarity 0.5939 NPC57994
Remote Similarity 0.5938 NPC280290
Remote Similarity 0.5934 NPC194881
Remote Similarity 0.593 NPC52557
Remote Similarity 0.5926 NPC283219
Remote Similarity 0.5924 NPC160105
Remote Similarity 0.5924 NPC474561
Remote Similarity 0.5924 NPC49954
Remote Similarity 0.5916 NPC143533
Remote Similarity 0.5914 NPC158129
Remote Similarity 0.5909 NPC477134
Remote Similarity 0.5907 NPC90415
Remote Similarity 0.5907 NPC99428
Remote Similarity 0.5905 NPC173344
Remote Similarity 0.5902 NPC476118
Remote Similarity 0.5902 NPC311276
Remote Similarity 0.5899 NPC14101
Remote Similarity 0.5897 NPC329858
Remote Similarity 0.5897 NPC314333
Remote Similarity 0.5895 NPC222592
Remote Similarity 0.5895 NPC91179
Remote Similarity 0.5895 NPC168486
Remote Similarity 0.5892 NPC154293
Remote Similarity 0.5892 NPC201700

Drug Structure

External Identifiers

TTD   DIB008196
DrugBank  
ChEMBL  
IUPHAR/BPS  
PharmaGKB  
KEGG Drug  
PubChem CID   6439428
ChEBI  
CAS Number  

Drug Properties

Molecular Weight  400.18
ALogP  1.5887
MLogP  3.22
XLogP  6.205
HDA  5
HBD  2
Rotatable Bonds  15
TPSA  111.02
RO5 Violation  1