Drug Information

Drug ID:  NPD5256
Drug Name:  barucainide
Molecular Formula:  C22H30N2O2
Canonical SMILES:  CC(NCCCCOc1c(C)nc(c2c1COC2)Cc1ccccc1)C
Standard InCHI:  InChI=1S/C22H30N2O2/c1-16(2)23-11-7-8-12-26-22-17(3)24-21(19-14-25-15-20(19)22)13-18-9-5-4-6-10-18/h4-6,9-10,16,23H,7-8,11-15H2,1-3H3
Standard InCHIKey:  KXSKBNFNSAMNEZ-UHFFFAOYSA-N
Max Developmental Stage:  Discontinued
Max Developmental Stage Source:  TTD

  Structural Similarity Between NPASS Natural Products and NPD5256

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 0.7845 NPC283152
Intermediate Similarity 0.7828 NPC26679
Intermediate Similarity 0.7802 NPC472168
Intermediate Similarity 0.7778 NPC279401
Intermediate Similarity 0.7778 NPC79293
Intermediate Similarity 0.7772 NPC176127
Intermediate Similarity 0.773 NPC84478
Intermediate Similarity 0.772 NPC19872
Intermediate Similarity 0.772 NPC329747
Intermediate Similarity 0.772 NPC329793
Intermediate Similarity 0.7717 NPC474798
Intermediate Similarity 0.77 NPC471080
Intermediate Similarity 0.77 NPC469592
Intermediate Similarity 0.7688 NPC42591
Intermediate Similarity 0.7684 NPC475190
Intermediate Similarity 0.7677 NPC185782
Intermediate Similarity 0.7668 NPC128823
Intermediate Similarity 0.766 NPC242928
Intermediate Similarity 0.7653 NPC470930
Intermediate Similarity 0.765 NPC94157
Intermediate Similarity 0.764 NPC118511
Intermediate Similarity 0.7638 NPC219664
Intermediate Similarity 0.7634 NPC320394
Intermediate Similarity 0.7626 NPC475910
Intermediate Similarity 0.7619 NPC76748
Intermediate Similarity 0.7614 NPC472111
Intermediate Similarity 0.7602 NPC476138
Intermediate Similarity 0.7602 NPC245816
Intermediate Similarity 0.7596 NPC194724
Intermediate Similarity 0.7592 NPC307963
Intermediate Similarity 0.7584 NPC177404
Intermediate Similarity 0.7579 NPC92111
Intermediate Similarity 0.7566 NPC296527
Intermediate Similarity 0.7565 NPC267928
Intermediate Similarity 0.7562 NPC203168
Intermediate Similarity 0.7561 NPC132642
Intermediate Similarity 0.7554 NPC211997
Intermediate Similarity 0.7549 NPC469594
Intermediate Similarity 0.7543 NPC26872
Intermediate Similarity 0.7542 NPC263439
Intermediate Similarity 0.7527 NPC118776
Intermediate Similarity 0.7527 NPC470474
Intermediate Similarity 0.7526 NPC72211
Intermediate Similarity 0.7525 NPC476287
Intermediate Similarity 0.7513 NPC251090
Intermediate Similarity 0.7513 NPC66083
Intermediate Similarity 0.75 NPC134586
Intermediate Similarity 0.75 NPC288943
Intermediate Similarity 0.75 NPC469589
Intermediate Similarity 0.75 NPC180504
Intermediate Similarity 0.7476 NPC472099
Intermediate Similarity 0.7475 NPC285558
Intermediate Similarity 0.7463 NPC471304
Intermediate Similarity 0.7461 NPC43787
Intermediate Similarity 0.7461 NPC205934
Intermediate Similarity 0.7451 NPC8022
Intermediate Similarity 0.7451 NPC470799
Intermediate Similarity 0.7451 NPC288349
Intermediate Similarity 0.7449 NPC176538
Intermediate Similarity 0.7449 NPC315957
Intermediate Similarity 0.7437 NPC476106
Intermediate Similarity 0.743 NPC63338
Intermediate Similarity 0.743 NPC324203
Intermediate Similarity 0.743 NPC322976
Intermediate Similarity 0.7424 NPC475774
Intermediate Similarity 0.7424 NPC162484
Intermediate Similarity 0.7423 NPC13880
Intermediate Similarity 0.7423 NPC70259
Intermediate Similarity 0.7416 NPC26850
Intermediate Similarity 0.7411 NPC232727
Intermediate Similarity 0.7406 NPC475253
Intermediate Similarity 0.7398 NPC18487
Intermediate Similarity 0.7396 NPC469390
Intermediate Similarity 0.7393 NPC314954
Intermediate Similarity 0.7374 NPC66815
Intermediate Similarity 0.7371 NPC469554
Intermediate Similarity 0.7366 NPC148183
Intermediate Similarity 0.7366 NPC152768
Intermediate Similarity 0.7358 NPC133140
Intermediate Similarity 0.7358 NPC195268
Intermediate Similarity 0.7353 NPC478074
Intermediate Similarity 0.7337 NPC223427
Intermediate Similarity 0.7327 NPC209769
Intermediate Similarity 0.7323 NPC267423
Intermediate Similarity 0.7323 NPC476044
Intermediate Similarity 0.7318 NPC132680
Intermediate Similarity 0.7318 NPC269919
Intermediate Similarity 0.7311 NPC476997
Intermediate Similarity 0.7304 NPC472098
Intermediate Similarity 0.7296 NPC70956
Intermediate Similarity 0.7296 NPC243834
Intermediate Similarity 0.7295 NPC96321
Intermediate Similarity 0.7292 NPC110741
Intermediate Similarity 0.7291 NPC199667
Intermediate Similarity 0.7286 NPC291535
Intermediate Similarity 0.7286 NPC475085
Intermediate Similarity 0.7286 NPC475112
Intermediate Similarity 0.7282 NPC131017
Intermediate Similarity 0.7277 NPC476998
Intermediate Similarity 0.7277 NPC61350
Intermediate Similarity 0.7277 NPC476996
Intermediate Similarity 0.7273 NPC249040
Intermediate Similarity 0.7268 NPC280964
Intermediate Similarity 0.7268 NPC114335
Intermediate Similarity 0.7268 NPC162530
Intermediate Similarity 0.7268 NPC141915
Intermediate Similarity 0.7264 NPC473185
Intermediate Similarity 0.7263 NPC62069
Intermediate Similarity 0.7256 NPC329631
Intermediate Similarity 0.7255 NPC208284
Intermediate Similarity 0.7246 NPC305984
Intermediate Similarity 0.7245 NPC473053
Intermediate Similarity 0.7243 NPC476999
Intermediate Similarity 0.7241 NPC473181
Intermediate Similarity 0.7236 NPC470586
Intermediate Similarity 0.7231 NPC84853
Intermediate Similarity 0.723 NPC476994
Intermediate Similarity 0.722 NPC473180
Intermediate Similarity 0.722 NPC264176
Intermediate Similarity 0.7214 NPC164374
Intermediate Similarity 0.7214 NPC137929
Intermediate Similarity 0.7212 NPC131885
Intermediate Similarity 0.7212 NPC473041
Intermediate Similarity 0.7212 NPC303658
Intermediate Similarity 0.7209 NPC101543
Intermediate Similarity 0.7207 NPC63562
Intermediate Similarity 0.7206 NPC123976
Intermediate Similarity 0.7206 NPC11464
Intermediate Similarity 0.7206 NPC167860
Intermediate Similarity 0.7198 NPC170114
Intermediate Similarity 0.7192 NPC287208
Intermediate Similarity 0.719 NPC310118
Intermediate Similarity 0.7189 NPC256828
Intermediate Similarity 0.7186 NPC214428
Intermediate Similarity 0.7186 NPC477019
Intermediate Similarity 0.7178 NPC304183
Intermediate Similarity 0.7177 NPC473179
Intermediate Similarity 0.7173 NPC284678
Intermediate Similarity 0.7166 NPC312872
Intermediate Similarity 0.7157 NPC201697
Intermediate Similarity 0.7156 NPC280272
Intermediate Similarity 0.7151 NPC158129
Intermediate Similarity 0.715 NPC470549
Intermediate Similarity 0.7143 NPC471598
Intermediate Similarity 0.7143 NPC289786
Intermediate Similarity 0.7143 NPC477533
Intermediate Similarity 0.7129 NPC274291
Intermediate Similarity 0.7129 NPC264166
Intermediate Similarity 0.7129 NPC47059
Intermediate Similarity 0.7129 NPC165349
Intermediate Similarity 0.7129 NPC118832
Intermediate Similarity 0.7129 NPC329708
Intermediate Similarity 0.7122 NPC290689
Intermediate Similarity 0.7121 NPC224928
Intermediate Similarity 0.7112 NPC259545
Intermediate Similarity 0.711 NPC280853
Intermediate Similarity 0.7108 NPC476465
Intermediate Similarity 0.7105 NPC168486
Intermediate Similarity 0.7105 NPC222592
Intermediate Similarity 0.7103 NPC110151
Intermediate Similarity 0.7101 NPC39500
Intermediate Similarity 0.7101 NPC266931
Intermediate Similarity 0.71 NPC11017
Intermediate Similarity 0.71 NPC121772
Intermediate Similarity 0.7098 NPC204385
Intermediate Similarity 0.7095 NPC213530
Intermediate Similarity 0.7095 NPC193267
Intermediate Similarity 0.7095 NPC153769
Intermediate Similarity 0.7089 NPC21638
Intermediate Similarity 0.7087 NPC187501
Intermediate Similarity 0.7079 NPC469440
Intermediate Similarity 0.7079 NPC317572
Intermediate Similarity 0.7078 NPC184680
Intermediate Similarity 0.7069 NPC285016
Intermediate Similarity 0.7069 NPC245657
Intermediate Similarity 0.7068 NPC161887
Intermediate Similarity 0.7065 NPC31930
Intermediate Similarity 0.7064 NPC39370
Intermediate Similarity 0.7059 NPC193777
Intermediate Similarity 0.7053 NPC48353
Intermediate Similarity 0.7053 NPC72980
Intermediate Similarity 0.7053 NPC316981
Intermediate Similarity 0.7053 NPC232340
Intermediate Similarity 0.7052 NPC471596
Intermediate Similarity 0.7051 NPC473186
Intermediate Similarity 0.705 NPC4071
Intermediate Similarity 0.705 NPC476578
Intermediate Similarity 0.705 NPC287437
Intermediate Similarity 0.705 NPC476582
Intermediate Similarity 0.7045 NPC470785
Intermediate Similarity 0.7044 NPC36229
Intermediate Similarity 0.7044 NPC476581
Intermediate Similarity 0.7044 NPC16452
Intermediate Similarity 0.7043 NPC1527
Intermediate Similarity 0.7043 NPC44161
Intermediate Similarity 0.7039 NPC5145
Intermediate Similarity 0.7039 NPC269367
Intermediate Similarity 0.7031 NPC472110
Intermediate Similarity 0.7031 NPC472109
Intermediate Similarity 0.703 NPC295898

Drug Structure

External Identifiers

TTD   DIB010897
DrugBank  
ChEMBL  
IUPHAR/BPS  
PharmaGKB  
KEGG Drug  
PubChem CID  
ChEBI  
CAS Number  

Drug Properties

Molecular Weight  354.23
ALogP  -0.4453
MLogP  3.44
XLogP  5.406
HDA  3
HBD  1
Rotatable Bonds  12
TPSA  43.38
RO5 Violation  1