Drug Information

Drug ID:  NPD5109
Drug Name:  Tofisopam
Molecular Formula:  C22H26N2O4
Canonical SMILES:  CCC1C(=NN=C(c2c1cc(OC)c(c2)OC)c1ccc(c(c1)OC)OC)C
Standard InCHI:  InChI=1S/C22H26N2O4/c1-7-15-13(2)23-24-22(14-8-9-18(25-3)19(10-14)26-4)17-12-21(28-6)20(27-5)11-16(15)17/h8-12,15H,7H2,1-6H3
Standard InCHIKey:  RUJBDQSFYCKFAA-UHFFFAOYSA-N
Max Developmental Stage:  Approved
Max Developmental Stage Source:  DrugBank

  Structural Similarity Between NPASS Natural Products and NPD5109

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 0.8537 NPC165106
Intermediate Similarity 0.84 NPC473264
Intermediate Similarity 0.84 NPC475815
Intermediate Similarity 0.84 NPC47194
Intermediate Similarity 0.8333 NPC9341
Intermediate Similarity 0.8333 NPC81067
Intermediate Similarity 0.8203 NPC474040
Intermediate Similarity 0.8077 NPC242885
Intermediate Similarity 0.8077 NPC56214
Intermediate Similarity 0.8077 NPC117780
Intermediate Similarity 0.8077 NPC165133
Intermediate Similarity 0.8077 NPC95614
Intermediate Similarity 0.8077 NPC232316
Intermediate Similarity 0.8077 NPC227217
Intermediate Similarity 0.8077 NPC344161
Intermediate Similarity 0.806 NPC301713
Intermediate Similarity 0.803 NPC30462
Intermediate Similarity 0.8 NPC310338
Intermediate Similarity 0.8 NPC281298
Intermediate Similarity 0.8 NPC186898
Intermediate Similarity 0.7985 NPC17348
Intermediate Similarity 0.7985 NPC228771
Intermediate Similarity 0.7985 NPC29008
Intermediate Similarity 0.7985 NPC9067
Intermediate Similarity 0.7985 NPC266705
Intermediate Similarity 0.7956 NPC114102
Intermediate Similarity 0.7955 NPC216929
Intermediate Similarity 0.7955 NPC172676
Intermediate Similarity 0.7955 NPC38996
Intermediate Similarity 0.7955 NPC65933
Intermediate Similarity 0.7955 NPC57268
Intermediate Similarity 0.7955 NPC160380
Intermediate Similarity 0.7955 NPC301641
Intermediate Similarity 0.7955 NPC126935
Intermediate Similarity 0.7955 NPC477886
Intermediate Similarity 0.7955 NPC80241
Intermediate Similarity 0.7955 NPC312713
Intermediate Similarity 0.7923 NPC470626
Intermediate Similarity 0.7923 NPC474214
Intermediate Similarity 0.7899 NPC214869
Intermediate Similarity 0.7895 NPC85488
Intermediate Similarity 0.7883 NPC52029
Intermediate Similarity 0.7883 NPC195749
Intermediate Similarity 0.7883 NPC35961
Intermediate Similarity 0.7868 NPC177167
Intermediate Similarity 0.7868 NPC106511
Intermediate Similarity 0.7863 NPC474320
Intermediate Similarity 0.7863 NPC475961
Intermediate Similarity 0.7863 NPC254625
Intermediate Similarity 0.7862 NPC5462
Intermediate Similarity 0.7846 NPC293619
Intermediate Similarity 0.7836 NPC470887
Intermediate Similarity 0.7836 NPC317769
Intermediate Similarity 0.7836 NPC31344
Intermediate Similarity 0.7836 NPC280704
Intermediate Similarity 0.781 NPC155838
Intermediate Similarity 0.781 NPC147247
Intermediate Similarity 0.781 NPC246974
Intermediate Similarity 0.781 NPC307050
Intermediate Similarity 0.781 NPC277458
Intermediate Similarity 0.7805 NPC292792
Intermediate Similarity 0.7778 NPC34902
Intermediate Similarity 0.7778 NPC18449
Intermediate Similarity 0.7778 NPC121783
Intermediate Similarity 0.7744 NPC183262
Intermediate Similarity 0.7744 NPC207613
Intermediate Similarity 0.7737 NPC157740
Intermediate Similarity 0.7737 NPC191302
Intermediate Similarity 0.7737 NPC251571
Intermediate Similarity 0.7737 NPC99798
Intermediate Similarity 0.7733 NPC58661
Intermediate Similarity 0.7727 NPC15805
Intermediate Similarity 0.7721 NPC148627
Intermediate Similarity 0.7712 NPC216816
Intermediate Similarity 0.7704 NPC249788
Intermediate Similarity 0.7698 NPC476570
Intermediate Similarity 0.7687 NPC324571
Intermediate Similarity 0.7687 NPC343720
Intermediate Similarity 0.7687 NPC54872
Intermediate Similarity 0.7687 NPC473853
Intermediate Similarity 0.7687 NPC262156
Intermediate Similarity 0.7687 NPC184651
Intermediate Similarity 0.7687 NPC312675
Intermediate Similarity 0.7687 NPC113865
Intermediate Similarity 0.7687 NPC470212
Intermediate Similarity 0.7681 NPC283114
Intermediate Similarity 0.7681 NPC149008
Intermediate Similarity 0.7681 NPC207702
Intermediate Similarity 0.7676 NPC167944
Intermediate Similarity 0.7676 NPC42793
Intermediate Similarity 0.7676 NPC231884
Intermediate Similarity 0.7664 NPC206882
Intermediate Similarity 0.7664 NPC112571
Intermediate Similarity 0.7664 NPC156944
Intermediate Similarity 0.7664 NPC274356
Intermediate Similarity 0.7664 NPC50683
Intermediate Similarity 0.7664 NPC285725
Intermediate Similarity 0.7661 NPC241224
Intermediate Similarity 0.7642 NPC310905
Intermediate Similarity 0.7642 NPC12714
Intermediate Similarity 0.7634 NPC123948
Intermediate Similarity 0.7622 NPC204848
Intermediate Similarity 0.7622 NPC14600
Intermediate Similarity 0.7622 NPC41473
Intermediate Similarity 0.7622 NPC160607
Intermediate Similarity 0.7622 NPC312770
Intermediate Similarity 0.7612 NPC472596
Intermediate Similarity 0.7609 NPC471986
Intermediate Similarity 0.7609 NPC118533
Intermediate Similarity 0.7609 NPC165045
Intermediate Similarity 0.7609 NPC153990
Intermediate Similarity 0.7609 NPC223807
Intermediate Similarity 0.7609 NPC5428
Intermediate Similarity 0.7609 NPC98745
Intermediate Similarity 0.7609 NPC291449
Intermediate Similarity 0.7609 NPC41331
Intermediate Similarity 0.7609 NPC158737
Intermediate Similarity 0.7609 NPC100129
Intermediate Similarity 0.7609 NPC127587
Intermediate Similarity 0.7591 NPC170583
Intermediate Similarity 0.7591 NPC71105
Intermediate Similarity 0.7591 NPC152186
Intermediate Similarity 0.7591 NPC182147
Intermediate Similarity 0.7591 NPC246133
Intermediate Similarity 0.7591 NPC207541
Intermediate Similarity 0.7589 NPC97316
Intermediate Similarity 0.7589 NPC227002
Intermediate Similarity 0.7589 NPC475856
Intermediate Similarity 0.7586 NPC188163
Intermediate Similarity 0.7586 NPC474915
Intermediate Similarity 0.7586 NPC328750
Intermediate Similarity 0.7586 NPC213206
Intermediate Similarity 0.7578 NPC137685
Intermediate Similarity 0.7576 NPC185738
Intermediate Similarity 0.7576 NPC280001
Intermediate Similarity 0.7574 NPC233526
Intermediate Similarity 0.7574 NPC471693
Intermediate Similarity 0.7574 NPC282496
Intermediate Similarity 0.7571 NPC126836
Intermediate Similarity 0.7569 NPC299583
Intermediate Similarity 0.7554 NPC226862
Intermediate Similarity 0.7554 NPC82862
Intermediate Similarity 0.7554 NPC129570
Intermediate Similarity 0.7554 NPC57119
Intermediate Similarity 0.7554 NPC158471
Intermediate Similarity 0.7554 NPC11258
Intermediate Similarity 0.7554 NPC222127
Intermediate Similarity 0.7554 NPC21867
Intermediate Similarity 0.7554 NPC45774
Intermediate Similarity 0.7554 NPC282703
Intermediate Similarity 0.7554 NPC128208
Intermediate Similarity 0.7554 NPC165128
Intermediate Similarity 0.7554 NPC184733
Intermediate Similarity 0.7554 NPC470084
Intermediate Similarity 0.755 NPC127402
Intermediate Similarity 0.755 NPC476568
Intermediate Similarity 0.7536 NPC76451
Intermediate Similarity 0.7536 NPC213711
Intermediate Similarity 0.7536 NPC251466
Intermediate Similarity 0.7536 NPC9891
Intermediate Similarity 0.7536 NPC186845
Intermediate Similarity 0.7536 NPC88297
Intermediate Similarity 0.7536 NPC40352
Intermediate Similarity 0.7535 NPC32778
Intermediate Similarity 0.7535 NPC218530
Intermediate Similarity 0.7533 NPC77359
Intermediate Similarity 0.7519 NPC277460
Intermediate Similarity 0.7518 NPC184928
Intermediate Similarity 0.7518 NPC471983
Intermediate Similarity 0.7518 NPC118419
Intermediate Similarity 0.7518 NPC300955
Intermediate Similarity 0.7518 NPC149337
Intermediate Similarity 0.7518 NPC141493
Intermediate Similarity 0.7517 NPC314682
Intermediate Similarity 0.7517 NPC477837
Intermediate Similarity 0.7517 NPC477838
Intermediate Similarity 0.75 NPC261661
Intermediate Similarity 0.75 NPC470706
Intermediate Similarity 0.75 NPC476748
Intermediate Similarity 0.75 NPC71090
Intermediate Similarity 0.75 NPC18614
Intermediate Similarity 0.75 NPC300166
Intermediate Similarity 0.75 NPC475875
Intermediate Similarity 0.7483 NPC311256
Intermediate Similarity 0.7483 NPC471942
Intermediate Similarity 0.7483 NPC11147
Intermediate Similarity 0.7482 NPC21563
Intermediate Similarity 0.7482 NPC202904
Intermediate Similarity 0.7482 NPC8050
Intermediate Similarity 0.7482 NPC473093
Intermediate Similarity 0.7482 NPC189248
Intermediate Similarity 0.7482 NPC473092
Intermediate Similarity 0.748 NPC258171
Intermediate Similarity 0.7466 NPC275150
Intermediate Similarity 0.7466 NPC323204
Intermediate Similarity 0.7465 NPC102256
Intermediate Similarity 0.7465 NPC14224
Intermediate Similarity 0.7465 NPC161958
Intermediate Similarity 0.7465 NPC189482
Intermediate Similarity 0.7464 NPC116907

Drug Structure

External Identifiers

TTD  
DrugBank   DB08811
ChEMBL   CHEMBL404216
IUPHAR/BPS  
PharmaGKB   PA165958428
KEGG Drug   D01254
PubChem CID  
ChEBI   32241
CAS Number  22345-47-7

Drug Properties

Molecular Weight  382.19
ALogP  -0.7899
MLogP  3.22
XLogP  4.291
HDA  2
HBD  0
Rotatable Bonds  12
TPSA  61.64
RO5 Violation  0