Drug Information

Drug ID:  NPD5180
Drug Name:  Fentanyl Hydrochloride
Molecular Formula:  C22H28N2O.ClH
Canonical SMILES:  CCC(=O)N(c1ccccc1)C1CCN(CC1)CCc1ccccc1.Cl
Standard InCHI:  InChI=1S/C22H28N2O.ClH/c1-2-22(25)24(20-11-7-4-8-12-20)21-14-17-23(18-15-21)16-13-19-9-5-3-6-10-19;/h3-12,21H,2,13-18H2,1H3;1H
Standard InCHIKey:  LHCBOXPPRUIAQT-UHFFFAOYSA-N
Max Developmental Stage:  Approved
Max Developmental Stage Source:  ChEMBL

  Structural Similarity Between NPASS Natural Products and NPD5180

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 0.8952 NPC291610
Intermediate Similarity 0.7744 NPC186284
Intermediate Similarity 0.7744 NPC22082
Intermediate Similarity 0.7719 NPC473418
Intermediate Similarity 0.7705 NPC226143
Intermediate Similarity 0.7669 NPC130251
Intermediate Similarity 0.7594 NPC469560
Intermediate Similarity 0.7581 NPC257490
Intermediate Similarity 0.7576 NPC471123
Intermediate Similarity 0.75 NPC316582
Intermediate Similarity 0.748 NPC228515
Intermediate Similarity 0.744 NPC475915
Intermediate Similarity 0.7434 NPC75496
Intermediate Similarity 0.7431 NPC470926
Intermediate Similarity 0.7419 NPC177684
Intermediate Similarity 0.7419 NPC291962
Intermediate Similarity 0.7398 NPC313449
Intermediate Similarity 0.7368 NPC300299
Intermediate Similarity 0.736 NPC161956
Intermediate Similarity 0.736 NPC112373
Intermediate Similarity 0.736 NPC258531
Intermediate Similarity 0.7357 NPC109787
Intermediate Similarity 0.7355 NPC187036
Intermediate Similarity 0.7353 NPC301760
Intermediate Similarity 0.7313 NPC325599
Intermediate Similarity 0.7293 NPC316104
Intermediate Similarity 0.7293 NPC162417
Intermediate Similarity 0.7258 NPC192209
Intermediate Similarity 0.7254 NPC66936
Intermediate Similarity 0.7246 NPC469537
Intermediate Similarity 0.7236 NPC288232
Intermediate Similarity 0.7231 NPC476950
Intermediate Similarity 0.7227 NPC302790
Intermediate Similarity 0.7222 NPC17497
Intermediate Similarity 0.7222 NPC305602
Intermediate Similarity 0.7217 NPC326792
Intermediate Similarity 0.7213 NPC296163
Intermediate Similarity 0.7203 NPC117032
Intermediate Similarity 0.7154 NPC252794
Intermediate Similarity 0.7143 NPC53044
Intermediate Similarity 0.7143 NPC20322
Intermediate Similarity 0.7133 NPC154602
Intermediate Similarity 0.7133 NPC243756
Intermediate Similarity 0.7109 NPC268534
Intermediate Similarity 0.7101 NPC470301
Intermediate Similarity 0.708 NPC83214
Intermediate Similarity 0.7075 NPC276085
Intermediate Similarity 0.7073 NPC57051
Intermediate Similarity 0.7068 NPC231382
Intermediate Similarity 0.7063 NPC264580
Intermediate Similarity 0.7063 NPC220698
Intermediate Similarity 0.7059 NPC267508
Intermediate Similarity 0.7023 NPC250476
Intermediate Similarity 0.7007 NPC222029
Intermediate Similarity 0.7007 NPC113946
Intermediate Similarity 0.7 NPC434
Intermediate Similarity 0.7 NPC79618
Remote Similarity 0.6992 NPC473417
Remote Similarity 0.697 NPC478079
Remote Similarity 0.6957 NPC472258
Remote Similarity 0.6957 NPC65408
Remote Similarity 0.6953 NPC179605
Remote Similarity 0.6953 NPC279385
Remote Similarity 0.6944 NPC473329
Remote Similarity 0.693 NPC329430
Remote Similarity 0.6923 NPC212799
Remote Similarity 0.6912 NPC313352
Remote Similarity 0.6908 NPC63047
Remote Similarity 0.6908 NPC475248
Remote Similarity 0.6906 NPC315051
Remote Similarity 0.6903 NPC473661
Remote Similarity 0.6899 NPC103292
Remote Similarity 0.6879 NPC308197
Remote Similarity 0.687 NPC192533
Remote Similarity 0.6867 NPC472117
Remote Similarity 0.6867 NPC472101
Remote Similarity 0.6867 NPC472120
Remote Similarity 0.6866 NPC187231
Remote Similarity 0.6864 NPC239854
Remote Similarity 0.6857 NPC471164
Remote Similarity 0.6853 NPC470440
Remote Similarity 0.6852 NPC104070
Remote Similarity 0.6849 NPC285381
Remote Similarity 0.6849 NPC122106
Remote Similarity 0.6846 NPC39818
Remote Similarity 0.6833 NPC167336
Remote Similarity 0.6824 NPC29285
Remote Similarity 0.6818 NPC470343
Remote Similarity 0.6818 NPC472244
Remote Similarity 0.6809 NPC238499
Remote Similarity 0.6806 NPC254798
Remote Similarity 0.68 NPC472102
Remote Similarity 0.68 NPC309531
Remote Similarity 0.68 NPC225319
Remote Similarity 0.6791 NPC150863
Remote Similarity 0.6786 NPC207554
Remote Similarity 0.6779 NPC104345
Remote Similarity 0.6777 NPC473498
Remote Similarity 0.6777 NPC45033
Remote Similarity 0.6776 NPC472106
Remote Similarity 0.6769 NPC314192
Remote Similarity 0.6765 NPC207428
Remote Similarity 0.6755 NPC194881
Remote Similarity 0.675 NPC275467
Remote Similarity 0.6741 NPC314431
Remote Similarity 0.6741 NPC280807
Remote Similarity 0.6741 NPC472245
Remote Similarity 0.6738 NPC471574
Remote Similarity 0.6738 NPC2823
Remote Similarity 0.6736 NPC264589
Remote Similarity 0.6732 NPC279527
Remote Similarity 0.6732 NPC214960
Remote Similarity 0.6727 NPC229477
Remote Similarity 0.6726 NPC78154
Remote Similarity 0.6726 NPC191444
Remote Similarity 0.6716 NPC145754
Remote Similarity 0.6711 NPC469536
Remote Similarity 0.6692 NPC79698
Remote Similarity 0.6667 NPC209389
Remote Similarity 0.6667 NPC474430
Remote Similarity 0.6667 NPC242269
Remote Similarity 0.6667 NPC271642
Remote Similarity 0.6667 NPC164802
Remote Similarity 0.6667 NPC473743
Remote Similarity 0.6645 NPC469741
Remote Similarity 0.6644 NPC242000
Remote Similarity 0.6642 NPC322433
Remote Similarity 0.6641 NPC313673
Remote Similarity 0.6641 NPC470544
Remote Similarity 0.6638 NPC256452
Remote Similarity 0.6637 NPC176858
Remote Similarity 0.6636 NPC169016
Remote Similarity 0.6623 NPC471122
Remote Similarity 0.6618 NPC9856
Remote Similarity 0.6614 NPC246904
Remote Similarity 0.6597 NPC136002
Remote Similarity 0.6596 NPC314102
Remote Similarity 0.6596 NPC251722
Remote Similarity 0.6589 NPC31651
Remote Similarity 0.6589 NPC470545
Remote Similarity 0.6577 NPC478076
Remote Similarity 0.6571 NPC98976
Remote Similarity 0.6562 NPC473573
Remote Similarity 0.6562 NPC286994
Remote Similarity 0.6561 NPC96901
Remote Similarity 0.6561 NPC251212
Remote Similarity 0.6561 NPC139085
Remote Similarity 0.6561 NPC214626
Remote Similarity 0.6561 NPC161861
Remote Similarity 0.6558 NPC471124
Remote Similarity 0.6556 NPC61013
Remote Similarity 0.6547 NPC184437
Remote Similarity 0.6545 NPC474088
Remote Similarity 0.6545 NPC134825
Remote Similarity 0.6541 NPC254698
Remote Similarity 0.6538 NPC470546
Remote Similarity 0.6538 NPC81561
Remote Similarity 0.6536 NPC282339
Remote Similarity 0.6536 NPC176983
Remote Similarity 0.6536 NPC99632
Remote Similarity 0.6525 NPC287358
Remote Similarity 0.6525 NPC122553
Remote Similarity 0.6513 NPC193410
Remote Similarity 0.6513 NPC36495
Remote Similarity 0.6507 NPC469735
Remote Similarity 0.6503 NPC104483
Remote Similarity 0.6497 NPC355
Remote Similarity 0.6494 NPC478182
Remote Similarity 0.6489 NPC162689
Remote Similarity 0.6489 NPC54102
Remote Similarity 0.6484 NPC33742
Remote Similarity 0.6474 NPC33507
Remote Similarity 0.6471 NPC68650
Remote Similarity 0.6471 NPC248117
Remote Similarity 0.6467 NPC281094
Remote Similarity 0.6466 NPC48564
Remote Similarity 0.6466 NPC108800
Remote Similarity 0.6466 NPC182570
Remote Similarity 0.6466 NPC265605
Remote Similarity 0.6463 NPC469740
Remote Similarity 0.6463 NPC478186
Remote Similarity 0.6462 NPC148140
Remote Similarity 0.646 NPC262295
Remote Similarity 0.6449 NPC126458
Remote Similarity 0.6447 NPC477887
Remote Similarity 0.6444 NPC122718
Remote Similarity 0.6438 NPC28848
Remote Similarity 0.6438 NPC14325
Remote Similarity 0.6434 NPC243162
Remote Similarity 0.6423 NPC474695
Remote Similarity 0.6415 NPC470548
Remote Similarity 0.6414 NPC277157
Remote Similarity 0.6414 NPC473868
Remote Similarity 0.6414 NPC63157
Remote Similarity 0.641 NPC71140
Remote Similarity 0.641 NPC474974
Remote Similarity 0.6406 NPC276949
Remote Similarity 0.6406 NPC35850
Remote Similarity 0.6404 NPC30445
Remote Similarity 0.6403 NPC473962

Drug Structure

External Identifiers

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

Drug Properties

Molecular Weight  336.22
ALogP  -0.8715
MLogP  3.55
XLogP  6.732
HDA  3
HBD  0
Rotatable Bonds  8
TPSA  23.55
RO5 Violation  1