Drug Information

Drug ID:  NPD1075
Drug Name:  Bupropion
Molecular Formula:  C13H18ClNO
Canonical SMILES:  Clc1cccc(c1)C(=O)C(NC(C)(C)C)C
Standard InCHI:  InChI=1S/C13H18ClNO/c1-9(15-13(2,3)4)12(16)10-6-5-7-11(14)8-10/h5-9,15H,1-4H3
Standard InCHIKey:  SNPPWIUOZRMYNY-UHFFFAOYSA-N
Max Developmental Stage:  Approved
Max Developmental Stage Source:  TTD; ChEMBL; IUPHAR/BPS

  Structural Similarity Between NPASS Natural Products and NPD1075

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 1.0 NPC113099
Intermediate Similarity 0.8208 NPC291070
Intermediate Similarity 0.8208 NPC246757
Intermediate Similarity 0.735 NPC167336
Intermediate Similarity 0.7059 NPC67043
Remote Similarity 0.6899 NPC27833
Remote Similarity 0.6838 NPC322598
Remote Similarity 0.6797 NPC476440
Remote Similarity 0.6792 NPC285470
Remote Similarity 0.6792 NPC2785
Remote Similarity 0.6792 NPC36342
Remote Similarity 0.6777 NPC474910
Remote Similarity 0.6774 NPC313981
Remote Similarity 0.6729 NPC300205
Remote Similarity 0.6716 NPC119326
Remote Similarity 0.6698 NPC245966
Remote Similarity 0.6693 NPC471318
Remote Similarity 0.6667 NPC164086
Remote Similarity 0.6667 NPC190567
Remote Similarity 0.6667 NPC172170
Remote Similarity 0.6641 NPC179605
Remote Similarity 0.6641 NPC279385
Remote Similarity 0.6639 NPC473418
Remote Similarity 0.6636 NPC149263
Remote Similarity 0.661 NPC293628
Remote Similarity 0.661 NPC122493
Remote Similarity 0.661 NPC10781
Remote Similarity 0.6606 NPC145053
Remote Similarity 0.6604 NPC139658
Remote Similarity 0.6591 NPC103292
Remote Similarity 0.6581 NPC256452
Remote Similarity 0.6522 NPC126458
Remote Similarity 0.6514 NPC71664
Remote Similarity 0.6504 NPC476198
Remote Similarity 0.648 NPC77294
Remote Similarity 0.6475 NPC48909
Remote Similarity 0.6471 NPC322433
Remote Similarity 0.6471 NPC324569
Remote Similarity 0.6455 NPC12936
Remote Similarity 0.6455 NPC273033
Remote Similarity 0.6444 NPC192533
Remote Similarity 0.6439 NPC291962
Remote Similarity 0.6439 NPC177684
Remote Similarity 0.6415 NPC113000
Remote Similarity 0.6415 NPC112609
Remote Similarity 0.6415 NPC122327
Remote Similarity 0.6404 NPC69057
Remote Similarity 0.64 NPC55529
Remote Similarity 0.6391 NPC161956
Remote Similarity 0.6391 NPC112373
Remote Similarity 0.6391 NPC258531
Remote Similarity 0.637 NPC254698
Remote Similarity 0.6364 NPC320656
Remote Similarity 0.6356 NPC71140
Remote Similarity 0.6341 NPC164859
Remote Similarity 0.6339 NPC273758
Remote Similarity 0.6328 NPC275410
Remote Similarity 0.6324 NPC285394
Remote Similarity 0.6321 NPC285679
Remote Similarity 0.632 NPC473498
Remote Similarity 0.632 NPC327481
Remote Similarity 0.6316 NPC307
Remote Similarity 0.6316 NPC226143
Remote Similarity 0.6316 NPC160339
Remote Similarity 0.6306 NPC73978
Remote Similarity 0.6296 NPC268534
Remote Similarity 0.629 NPC275467
Remote Similarity 0.6283 NPC169016
Remote Similarity 0.6279 NPC474584
Remote Similarity 0.6273 NPC139901
Remote Similarity 0.6273 NPC151405
Remote Similarity 0.6271 NPC473661
Remote Similarity 0.6268 NPC316104
Remote Similarity 0.6268 NPC162417
Remote Similarity 0.6261 NPC43945
Remote Similarity 0.6261 NPC17497
Remote Similarity 0.6261 NPC305602
Remote Similarity 0.6259 NPC209389
Remote Similarity 0.625 NPC319579
Remote Similarity 0.6239 NPC98269
Remote Similarity 0.6239 NPC290638
Remote Similarity 0.6239 NPC325662
Remote Similarity 0.623 NPC12730
Remote Similarity 0.6226 NPC74458
Remote Similarity 0.6222 NPC71684
Remote Similarity 0.6222 NPC257490
Remote Similarity 0.6216 NPC17408
Remote Similarity 0.6216 NPC285716
Remote Similarity 0.621 NPC291426
Remote Similarity 0.621 NPC202613
Remote Similarity 0.6207 NPC157778
Remote Similarity 0.6202 NPC329011
Remote Similarity 0.6195 NPC39600
Remote Similarity 0.6195 NPC324624
Remote Similarity 0.6195 NPC197581
Remote Similarity 0.6195 NPC215008
Remote Similarity 0.6187 NPC305717
Remote Similarity 0.6187 NPC72473
Remote Similarity 0.6187 NPC307437
Remote Similarity 0.6187 NPC58827
Remote Similarity 0.6186 NPC133461
Remote Similarity 0.6186 NPC284475
Remote Similarity 0.6182 NPC137847
Remote Similarity 0.6182 NPC12857
Remote Similarity 0.6182 NPC76455
Remote Similarity 0.6176 NPC26285
Remote Similarity 0.6161 NPC100039
Remote Similarity 0.6159 NPC79698
Remote Similarity 0.6154 NPC474473
Remote Similarity 0.6136 NPC197470
Remote Similarity 0.6134 NPC59677
Remote Similarity 0.6134 NPC155232
Remote Similarity 0.6134 NPC188844
Remote Similarity 0.6134 NPC1682
Remote Similarity 0.6134 NPC153885
Remote Similarity 0.6132 NPC229235
Remote Similarity 0.6127 NPC40364
Remote Similarity 0.6115 NPC477937
Remote Similarity 0.6107 NPC57051
Remote Similarity 0.6102 NPC173413
Remote Similarity 0.6102 NPC277277
Remote Similarity 0.6099 NPC179224
Remote Similarity 0.6099 NPC472245
Remote Similarity 0.6099 NPC194562
Remote Similarity 0.6091 NPC329318
Remote Similarity 0.6087 NPC252067
Remote Similarity 0.6083 NPC238219
Remote Similarity 0.608 NPC471310
Remote Similarity 0.608 NPC471317
Remote Similarity 0.6071 NPC95868
Remote Similarity 0.6068 NPC473345
Remote Similarity 0.6068 NPC267262
Remote Similarity 0.6066 NPC472788
Remote Similarity 0.6058 NPC39818
Remote Similarity 0.6055 NPC276699
Remote Similarity 0.6043 NPC472244
Remote Similarity 0.6043 NPC470343
Remote Similarity 0.6038 NPC98880
Remote Similarity 0.6036 NPC103488
Remote Similarity 0.6034 NPC258046
Remote Similarity 0.6033 NPC329430
Remote Similarity 0.6033 NPC260233
Remote Similarity 0.6032 NPC226778
Remote Similarity 0.6032 NPC147000
Remote Similarity 0.6032 NPC150254
Remote Similarity 0.6032 NPC304761
Remote Similarity 0.6032 NPC38262
Remote Similarity 0.6027 NPC316906
Remote Similarity 0.6018 NPC231986
Remote Similarity 0.6017 NPC113307
Remote Similarity 0.6017 NPC418308
Remote Similarity 0.6014 NPC473962
Remote Similarity 0.6014 NPC471164
Remote Similarity 0.6 NPC323420
Remote Similarity 0.6 NPC78500
Remote Similarity 0.5985 NPC276949
Remote Similarity 0.5985 NPC35850
Remote Similarity 0.5984 NPC185208
Remote Similarity 0.5984 NPC219573
Remote Similarity 0.5981 NPC95289
Remote Similarity 0.5973 NPC472241
Remote Similarity 0.5971 NPC222466
Remote Similarity 0.5971 NPC22746
Remote Similarity 0.597 NPC239357
Remote Similarity 0.5966 NPC58872
Remote Similarity 0.5966 NPC19256
Remote Similarity 0.5954 NPC181390
Remote Similarity 0.595 NPC474974
Remote Similarity 0.595 NPC289883
Remote Similarity 0.5946 NPC9796
Remote Similarity 0.5943 NPC311343
Remote Similarity 0.594 NPC33742
Remote Similarity 0.5938 NPC45033
Remote Similarity 0.5935 NPC239185
Remote Similarity 0.5935 NPC240042
Remote Similarity 0.5932 NPC153308
Remote Similarity 0.5932 NPC12429
Remote Similarity 0.5929 NPC101719
Remote Similarity 0.5923 NPC158854
Remote Similarity 0.5923 NPC24777
Remote Similarity 0.5915 NPC150863
Remote Similarity 0.5913 NPC474088
Remote Similarity 0.5913 NPC119677
Remote Similarity 0.5906 NPC324786
Remote Similarity 0.5906 NPC43477
Remote Similarity 0.5899 NPC35996
Remote Similarity 0.5894 NPC136002
Remote Similarity 0.5887 NPC134882
Remote Similarity 0.5887 NPC49994
Remote Similarity 0.5887 NPC75724
Remote Similarity 0.5882 NPC2672
Remote Similarity 0.5882 NPC314992
Remote Similarity 0.5882 NPC220698
Remote Similarity 0.5878 NPC238412
Remote Similarity 0.5874 NPC314431
Remote Similarity 0.5874 NPC280807
Remote Similarity 0.5873 NPC327226
Remote Similarity 0.5862 NPC133162
Remote Similarity 0.5859 NPC474559
Remote Similarity 0.5856 NPC271642

Drug Structure

External Identifiers

TTD   DCL000733; DAP000052
DrugBank   DB01156
ChEMBL   CHEMBL894
IUPHAR/BPS   7135
PharmaGKB   PA448687
KEGG Drug   D07591
PubChem CID   444
ChEBI   3219
CAS Number  34911-55-2

Drug Properties

Molecular Weight  239.11
ALogP  0.9879
MLogP  2.56
XLogP  3.506
HDA  2
HBD  1
Rotatable Bonds  9
TPSA  29.1
RO5 Violation  0