Drug Information

Drug ID:  NPD1416
Drug Name:  Bupranolol
Molecular Formula:  C14H22ClNO2
Canonical SMILES:  OC(COc1cc(C)ccc1Cl)CNC(C)(C)C
Standard InCHI:  InChI=1S/C14H22ClNO2/c1-10-5-6-12(15)13(7-10)18-9-11(17)8-16-14(2,3)4/h5-7,11,16-17H,8-9H2,1-4H3
Standard InCHIKey:  HQIRNZOQPUAHHV-UHFFFAOYSA-N
Max Developmental Stage:  Approved
Max Developmental Stage Source:  DrugBank; IUPHAR/BPS

  Structural Similarity Between NPASS Natural Products and NPD1416

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 0.8188 NPC320242
Intermediate Similarity 0.8188 NPC136112
Intermediate Similarity 0.8188 NPC141739
Intermediate Similarity 0.7945 NPC318591
Intermediate Similarity 0.7945 NPC231163
Intermediate Similarity 0.7847 NPC97870
Intermediate Similarity 0.7847 NPC247018
Intermediate Similarity 0.7847 NPC307123
Intermediate Similarity 0.732 NPC204546
Intermediate Similarity 0.7222 NPC90577
Remote Similarity 0.6986 NPC298486
Remote Similarity 0.6939 NPC328267
Remote Similarity 0.6939 NPC255253
Remote Similarity 0.6908 NPC193334
Remote Similarity 0.6879 NPC26524
Remote Similarity 0.6857 NPC55300
Remote Similarity 0.6842 NPC326599
Remote Similarity 0.6842 NPC329595
Remote Similarity 0.6812 NPC194034
Remote Similarity 0.6809 NPC165646
Remote Similarity 0.6807 NPC160931
Remote Similarity 0.6807 NPC37205
Remote Similarity 0.6806 NPC137096
Remote Similarity 0.6786 NPC46844
Remote Similarity 0.6753 NPC139335
Remote Similarity 0.6738 NPC21890
Remote Similarity 0.6711 NPC13020
Remote Similarity 0.6711 NPC140359
Remote Similarity 0.6691 NPC258171
Remote Similarity 0.6691 NPC51633
Remote Similarity 0.669 NPC120075
Remote Similarity 0.6689 NPC211992
Remote Similarity 0.6689 NPC8058
Remote Similarity 0.6689 NPC322366
Remote Similarity 0.6667 NPC246991
Remote Similarity 0.6644 NPC204617
Remote Similarity 0.6642 NPC192596
Remote Similarity 0.6628 NPC269383
Remote Similarity 0.6628 NPC151030
Remote Similarity 0.6621 NPC290470
Remote Similarity 0.6621 NPC154256
Remote Similarity 0.6601 NPC471306
Remote Similarity 0.6601 NPC471321
Remote Similarity 0.66 NPC217277
Remote Similarity 0.6594 NPC108875
Remote Similarity 0.6594 NPC38079
Remote Similarity 0.6593 NPC313918
Remote Similarity 0.6588 NPC158900
Remote Similarity 0.6581 NPC274732
Remote Similarity 0.6579 NPC323775
Remote Similarity 0.6579 NPC236347
Remote Similarity 0.6575 NPC161768
Remote Similarity 0.6573 NPC115379
Remote Similarity 0.6571 NPC227894
Remote Similarity 0.6558 NPC262641
Remote Similarity 0.6554 NPC67791
Remote Similarity 0.6552 NPC213
Remote Similarity 0.6552 NPC10286
Remote Similarity 0.6549 NPC95977
Remote Similarity 0.6549 NPC137685
Remote Similarity 0.6547 NPC470393
Remote Similarity 0.6547 NPC42383
Remote Similarity 0.6533 NPC71090
Remote Similarity 0.6531 NPC329980
Remote Similarity 0.6525 NPC97811
Remote Similarity 0.6525 NPC146530
Remote Similarity 0.651 NPC473875
Remote Similarity 0.6503 NPC139617
Remote Similarity 0.6503 NPC78918
Remote Similarity 0.65 NPC86087
Remote Similarity 0.6486 NPC163036
Remote Similarity 0.6486 NPC256369
Remote Similarity 0.6481 NPC142803
Remote Similarity 0.6478 NPC253429
Remote Similarity 0.6467 NPC290451
Remote Similarity 0.6467 NPC127389
Remote Similarity 0.6463 NPC164386
Remote Similarity 0.6461 NPC271958
Remote Similarity 0.6461 NPC263507
Remote Similarity 0.6461 NPC134413
Remote Similarity 0.6461 NPC45112
Remote Similarity 0.6457 NPC49315
Remote Similarity 0.6454 NPC186469
Remote Similarity 0.6447 NPC48990
Remote Similarity 0.6447 NPC293701
Remote Similarity 0.6447 NPC109822
Remote Similarity 0.6447 NPC94276
Remote Similarity 0.6447 NPC33402
Remote Similarity 0.6447 NPC114901
Remote Similarity 0.6443 NPC321133
Remote Similarity 0.6443 NPC263835
Remote Similarity 0.6442 NPC294249
Remote Similarity 0.6433 NPC160692
Remote Similarity 0.6419 NPC283616
Remote Similarity 0.6416 NPC293871
Remote Similarity 0.6416 NPC124433
Remote Similarity 0.6415 NPC470249
Remote Similarity 0.6414 NPC301735
Remote Similarity 0.6405 NPC194519
Remote Similarity 0.64 NPC199023
Remote Similarity 0.64 NPC475529
Remote Similarity 0.6391 NPC318429
Remote Similarity 0.6391 NPC2295
Remote Similarity 0.6391 NPC477564
Remote Similarity 0.6389 NPC166837
Remote Similarity 0.6382 NPC474130
Remote Similarity 0.638 NPC182475
Remote Similarity 0.6376 NPC24474
Remote Similarity 0.6376 NPC37858
Remote Similarity 0.6376 NPC135961
Remote Similarity 0.6376 NPC311595
Remote Similarity 0.6375 NPC14600
Remote Similarity 0.6375 NPC41473
Remote Similarity 0.6375 NPC312770
Remote Similarity 0.6375 NPC160607
Remote Similarity 0.6375 NPC204848
Remote Similarity 0.6373 NPC194699
Remote Similarity 0.6373 NPC219350
Remote Similarity 0.6369 NPC76213
Remote Similarity 0.6369 NPC277669
Remote Similarity 0.6364 NPC233731
Remote Similarity 0.6364 NPC36108
Remote Similarity 0.6364 NPC191037
Remote Similarity 0.6364 NPC178284
Remote Similarity 0.6364 NPC7097
Remote Similarity 0.6364 NPC24777
Remote Similarity 0.6364 NPC246358
Remote Similarity 0.6364 NPC58607
Remote Similarity 0.6358 NPC14287
Remote Similarity 0.6358 NPC470804
Remote Similarity 0.6358 NPC323204
Remote Similarity 0.6352 NPC264956
Remote Similarity 0.6347 NPC60538
Remote Similarity 0.6347 NPC207824
Remote Similarity 0.634 NPC300955
Remote Similarity 0.634 NPC105513
Remote Similarity 0.6338 NPC251306
Remote Similarity 0.6333 NPC160120
Remote Similarity 0.6333 NPC53596
Remote Similarity 0.6333 NPC17388
Remote Similarity 0.6333 NPC289330
Remote Similarity 0.6333 NPC471308
Remote Similarity 0.6331 NPC206372
Remote Similarity 0.6331 NPC310905
Remote Similarity 0.6331 NPC203424
Remote Similarity 0.6331 NPC12714
Remote Similarity 0.6323 NPC111247
Remote Similarity 0.6323 NPC147821
Remote Similarity 0.6323 NPC183181
Remote Similarity 0.6323 NPC474119
Remote Similarity 0.6323 NPC186898
Remote Similarity 0.6323 NPC118787
Remote Similarity 0.6323 NPC41706
Remote Similarity 0.6323 NPC319625
Remote Similarity 0.6323 NPC172403
Remote Similarity 0.6323 NPC291847
Remote Similarity 0.6323 NPC163332
Remote Similarity 0.6323 NPC292056
Remote Similarity 0.6323 NPC153990
Remote Similarity 0.6323 NPC198798
Remote Similarity 0.6316 NPC204535
Remote Similarity 0.6316 NPC56379
Remote Similarity 0.6316 NPC46586
Remote Similarity 0.6312 NPC8302
Remote Similarity 0.631 NPC274026
Remote Similarity 0.6309 NPC85276
Remote Similarity 0.6309 NPC101503
Remote Similarity 0.6309 NPC474214
Remote Similarity 0.6309 NPC255675
Remote Similarity 0.6306 NPC48909
Remote Similarity 0.6304 NPC100870
Remote Similarity 0.6304 NPC471576
Remote Similarity 0.6299 NPC207541
Remote Similarity 0.6299 NPC12308
Remote Similarity 0.6299 NPC152186
Remote Similarity 0.6299 NPC71105
Remote Similarity 0.6299 NPC246133
Remote Similarity 0.6299 NPC182147
Remote Similarity 0.6299 NPC170583
Remote Similarity 0.6298 NPC86678
Remote Similarity 0.6296 NPC83289
Remote Similarity 0.6296 NPC189724
Remote Similarity 0.6296 NPC212850
Remote Similarity 0.6296 NPC477838
Remote Similarity 0.6296 NPC477837
Remote Similarity 0.6294 NPC187958
Remote Similarity 0.6294 NPC241549
Remote Similarity 0.6294 NPC233926
Remote Similarity 0.6291 NPC183262
Remote Similarity 0.6291 NPC207613
Remote Similarity 0.6291 NPC83279
Remote Similarity 0.6291 NPC205213
Remote Similarity 0.6291 NPC318357
Remote Similarity 0.6284 NPC221049
Remote Similarity 0.6282 NPC155838
Remote Similarity 0.6282 NPC302378
Remote Similarity 0.6276 NPC8547
Remote Similarity 0.6276 NPC195873
Remote Similarity 0.6276 NPC245552
Remote Similarity 0.6276 NPC156840

Drug Structure

External Identifiers

TTD  
DrugBank   DB08808
ChEMBL   CHEMBL305380
IUPHAR/BPS   550
PharmaGKB   PA165958426
KEGG Drug   D07590
PubChem CID  
ChEBI   135123
CAS Number  14556-46-8

Drug Properties

Molecular Weight  271.13
ALogP  1.3579
MLogP  2.56
XLogP  3.013
HDA  2
HBD  2
Rotatable Bonds  12
TPSA  41.49
RO5 Violation  0