Drug Information

Drug ID:  NPD4679
Drug Name:  tienoxolol
Molecular Formula:  C21H28N2O5S
Canonical SMILES:  CCOC(=O)c1cc(ccc1OCC(CNC(C)(C)C)O)NC(=O)c1cccs1
Standard InCHI:  InChI=1S/C21H28N2O5S/c1-5-27-20(26)16-11-14(23-19(25)18-7-6-10-29-18)8-9-17(16)28-13-15(24)12-22-21(2,3)4/h6-11,15,22,24H,5,12-13H2,1-4H3,(H,23,25)
Standard InCHIKey:  PHMRLCQEIQGCHH-UHFFFAOYSA-N
Max Developmental Stage:  Discontinued
Max Developmental Stage Source:  TTD

  Structural Similarity Between NPASS Natural Products and NPD4679

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 0.7065 NPC471778
Intermediate Similarity 0.705 NPC471652
Remote Similarity 0.6985 NPC199737
Remote Similarity 0.6866 NPC139506
Remote Similarity 0.6866 NPC292143
Remote Similarity 0.6808 NPC474059
Remote Similarity 0.678 NPC471648
Remote Similarity 0.678 NPC112336
Remote Similarity 0.678 NPC474814
Remote Similarity 0.6765 NPC314702
Remote Similarity 0.6723 NPC17160
Remote Similarity 0.6723 NPC313720
Remote Similarity 0.6667 NPC477160
Remote Similarity 0.6652 NPC478075
Remote Similarity 0.6651 NPC108847
Remote Similarity 0.6623 NPC217903
Remote Similarity 0.6609 NPC251071
Remote Similarity 0.6579 NPC116178
Remote Similarity 0.6553 NPC122886
Remote Similarity 0.6538 NPC148124
Remote Similarity 0.653 NPC230313
Remote Similarity 0.653 NPC243626
Remote Similarity 0.6526 NPC314659
Remote Similarity 0.6512 NPC262725
Remote Similarity 0.6507 NPC73280
Remote Similarity 0.6496 NPC99724
Remote Similarity 0.6481 NPC288110
Remote Similarity 0.6479 NPC288305
Remote Similarity 0.6479 NPC197335
Remote Similarity 0.6478 NPC321166
Remote Similarity 0.6477 NPC316574
Remote Similarity 0.6471 NPC314948
Remote Similarity 0.6468 NPC478141
Remote Similarity 0.6447 NPC323798
Remote Similarity 0.6444 NPC41216
Remote Similarity 0.6432 NPC198160
Remote Similarity 0.6429 NPC248903
Remote Similarity 0.6422 NPC45389
Remote Similarity 0.642 NPC477587
Remote Similarity 0.642 NPC477589
Remote Similarity 0.6419 NPC25961
Remote Similarity 0.6418 NPC314223
Remote Similarity 0.6409 NPC471825
Remote Similarity 0.6396 NPC478049
Remote Similarity 0.6388 NPC477161
Remote Similarity 0.6387 NPC26928
Remote Similarity 0.6372 NPC207971
Remote Similarity 0.6367 NPC477586
Remote Similarity 0.6367 NPC477590
Remote Similarity 0.6367 NPC477585
Remote Similarity 0.6367 NPC477588
Remote Similarity 0.6364 NPC470971
Remote Similarity 0.6359 NPC87391
Remote Similarity 0.6356 NPC214368
Remote Similarity 0.6356 NPC316224
Remote Similarity 0.6356 NPC329830
Remote Similarity 0.6351 NPC308895
Remote Similarity 0.6344 NPC268077
Remote Similarity 0.6295 NPC112937
Remote Similarity 0.6293 NPC127996
Remote Similarity 0.6292 NPC473458
Remote Similarity 0.6288 NPC257266
Remote Similarity 0.6284 NPC149571
Remote Similarity 0.628 NPC93653
Remote Similarity 0.6272 NPC14339
Remote Similarity 0.6271 NPC475609
Remote Similarity 0.6271 NPC222046
Remote Similarity 0.6268 NPC469479
Remote Similarity 0.6267 NPC241263
Remote Similarity 0.6261 NPC257728
Remote Similarity 0.6255 NPC126556
Remote Similarity 0.625 NPC472191
Remote Similarity 0.6245 NPC154922
Remote Similarity 0.6244 NPC181526
Remote Similarity 0.624 NPC120239
Remote Similarity 0.6239 NPC128683
Remote Similarity 0.6239 NPC473007
Remote Similarity 0.6234 NPC475133
Remote Similarity 0.6234 NPC153365
Remote Similarity 0.6233 NPC469815
Remote Similarity 0.6233 NPC469816
Remote Similarity 0.6233 NPC474815
Remote Similarity 0.6229 NPC77777
Remote Similarity 0.6222 NPC100863
Remote Similarity 0.6216 NPC473004
Remote Similarity 0.6214 NPC471649
Remote Similarity 0.6206 NPC313587
Remote Similarity 0.6206 NPC316110
Remote Similarity 0.6206 NPC315893
Remote Similarity 0.6205 NPC173295
Remote Similarity 0.6204 NPC283810
Remote Similarity 0.6199 NPC473008
Remote Similarity 0.619 NPC207873
Remote Similarity 0.619 NPC100573
Remote Similarity 0.6185 NPC113455
Remote Similarity 0.6184 NPC288759
Remote Similarity 0.6181 NPC204546
Remote Similarity 0.618 NPC220241
Remote Similarity 0.618 NPC295479
Remote Similarity 0.6179 NPC291173
Remote Similarity 0.6178 NPC316282
Remote Similarity 0.6174 NPC246303
Remote Similarity 0.6172 NPC257763
Remote Similarity 0.6172 NPC475983
Remote Similarity 0.6171 NPC1820
Remote Similarity 0.6164 NPC235194
Remote Similarity 0.6161 NPC182131
Remote Similarity 0.616 NPC182853
Remote Similarity 0.616 NPC87560
Remote Similarity 0.616 NPC195120
Remote Similarity 0.6157 NPC475094
Remote Similarity 0.6154 NPC316405
Remote Similarity 0.6154 NPC119722
Remote Similarity 0.6154 NPC301163
Remote Similarity 0.615 NPC234933
Remote Similarity 0.6147 NPC477159
Remote Similarity 0.6144 NPC234772
Remote Similarity 0.6144 NPC478048
Remote Similarity 0.6138 NPC476220
Remote Similarity 0.6138 NPC160113
Remote Similarity 0.6136 NPC116007
Remote Similarity 0.6133 NPC125924
Remote Similarity 0.6131 NPC43477
Remote Similarity 0.613 NPC313112
Remote Similarity 0.613 NPC301292
Remote Similarity 0.613 NPC87714
Remote Similarity 0.613 NPC475147
Remote Similarity 0.6129 NPC85613
Remote Similarity 0.6129 NPC70092
Remote Similarity 0.6126 NPC283207
Remote Similarity 0.6122 NPC475196
Remote Similarity 0.6121 NPC90185
Remote Similarity 0.612 NPC469722
Remote Similarity 0.6118 NPC314914
Remote Similarity 0.6118 NPC478047
Remote Similarity 0.6118 NPC321226
Remote Similarity 0.6118 NPC328856
Remote Similarity 0.6118 NPC180210
Remote Similarity 0.6118 NPC478046
Remote Similarity 0.6114 NPC15987
Remote Similarity 0.6111 NPC319645
Remote Similarity 0.6109 NPC476069
Remote Similarity 0.6104 NPC304837
Remote Similarity 0.6104 NPC472287
Remote Similarity 0.6104 NPC472286
Remote Similarity 0.6104 NPC476258
Remote Similarity 0.6102 NPC16066
Remote Similarity 0.6102 NPC298449
Remote Similarity 0.6096 NPC476661
Remote Similarity 0.6092 NPC316368
Remote Similarity 0.6092 NPC284236
Remote Similarity 0.6091 NPC315542
Remote Similarity 0.6091 NPC471513
Remote Similarity 0.6091 NPC299806
Remote Similarity 0.6091 NPC477391
Remote Similarity 0.6089 NPC198401
Remote Similarity 0.6087 NPC473460
Remote Similarity 0.6083 NPC118189
Remote Similarity 0.6083 NPC280799
Remote Similarity 0.6079 NPC71124
Remote Similarity 0.6078 NPC222561
Remote Similarity 0.6078 NPC321428
Remote Similarity 0.6074 NPC19175
Remote Similarity 0.6071 NPC114039
Remote Similarity 0.6071 NPC206109
Remote Similarity 0.607 NPC232600
Remote Similarity 0.607 NPC476662
Remote Similarity 0.6068 NPC269367
Remote Similarity 0.6068 NPC269449
Remote Similarity 0.6066 NPC158900
Remote Similarity 0.6062 NPC477258
Remote Similarity 0.6059 NPC268223
Remote Similarity 0.6058 NPC478008
Remote Similarity 0.6056 NPC471651
Remote Similarity 0.6055 NPC5167
Remote Similarity 0.6054 NPC166979
Remote Similarity 0.6053 NPC90358
Remote Similarity 0.6053 NPC107828
Remote Similarity 0.6053 NPC317727
Remote Similarity 0.605 NPC169402
Remote Similarity 0.605 NPC195636
Remote Similarity 0.6045 NPC302235
Remote Similarity 0.6044 NPC315411
Remote Similarity 0.6042 NPC174760
Remote Similarity 0.6042 NPC128115
Remote Similarity 0.6042 NPC136112
Remote Similarity 0.6042 NPC170101
Remote Similarity 0.6042 NPC141739
Remote Similarity 0.6042 NPC118154
Remote Similarity 0.6042 NPC157983
Remote Similarity 0.6041 NPC477397
Remote Similarity 0.6037 NPC315631
Remote Similarity 0.6034 NPC195787
Remote Similarity 0.6034 NPC246140
Remote Similarity 0.6032 NPC188400
Remote Similarity 0.6027 NPC270301
Remote Similarity 0.6027 NPC22476
Remote Similarity 0.6027 NPC475411
Remote Similarity 0.6026 NPC138830
Remote Similarity 0.6019 NPC95412

Drug Structure

External Identifiers

TTD   DIB000174
DrugBank  
ChEMBL  
IUPHAR/BPS  
PharmaGKB  
KEGG Drug  
PubChem CID  
ChEBI  
CAS Number  

Drug Properties

Molecular Weight  420.17
ALogP  0.189
MLogP  2.89
XLogP  3.811
HDA  6
HBD  3
Rotatable Bonds  17
TPSA  125.13
RO5 Violation  1