Drug Information

Drug ID:  NPD3148
Drug Name:  Levobupivacaine Hydrochloride
Molecular Formula:  C18H28N2O.ClH
Canonical SMILES:  CCCCN1CCCC[C@H]1C(=Nc1c(C)cccc1C)O.Cl
Standard InCHI:  InChI=1S/C18H28N2O.ClH/c1-4-5-12-20-13-7-6-11-16(20)18(21)19-17-14(2)9-8-10-15(17)3;/h8-10,16H,4-7,11-13H2,1-3H3,(H,19,21);1H/t16-;/m0./s1
Standard InCHIKey:  SIEYLFHKZGLBNX-NTISSMGPSA-N
Max Developmental Stage:  Approved
Max Developmental Stage Source:  ChEMBL

  Structural Similarity Between NPASS Natural Products and NPD3148

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 0.7669 NPC243162
Intermediate Similarity 0.7664 NPC78154
Intermediate Similarity 0.757 NPC470877
Intermediate Similarity 0.75 NPC78041
Intermediate Similarity 0.75 NPC471307
Intermediate Similarity 0.75 NPC74936
Intermediate Similarity 0.75 NPC159178
Intermediate Similarity 0.75 NPC209764
Intermediate Similarity 0.75 NPC141139
Intermediate Similarity 0.75 NPC121872
Intermediate Similarity 0.7391 NPC178681
Intermediate Similarity 0.7387 NPC303045
Intermediate Similarity 0.7387 NPC161972
Intermediate Similarity 0.7339 NPC264580
Intermediate Similarity 0.7323 NPC328683
Intermediate Similarity 0.7323 NPC283130
Intermediate Similarity 0.7321 NPC25565
Intermediate Similarity 0.7304 NPC291610
Intermediate Similarity 0.7297 NPC471309
Intermediate Similarity 0.7295 NPC205652
Intermediate Similarity 0.7273 NPC226438
Intermediate Similarity 0.7257 NPC473501
Intermediate Similarity 0.7257 NPC311242
Intermediate Similarity 0.7257 NPC475439
Intermediate Similarity 0.7231 NPC478079
Intermediate Similarity 0.7154 NPC33742
Intermediate Similarity 0.7154 NPC470550
Intermediate Similarity 0.7143 NPC476483
Intermediate Similarity 0.7121 NPC226662
Intermediate Similarity 0.7099 NPC476950
Intermediate Similarity 0.7092 NPC472100
Intermediate Similarity 0.7083 NPC164802
Intermediate Similarity 0.7073 NPC35850
Intermediate Similarity 0.7073 NPC276949
Intermediate Similarity 0.7071 NPC472103
Intermediate Similarity 0.7042 NPC254798
Intermediate Similarity 0.704 NPC147957
Intermediate Similarity 0.704 NPC470544
Intermediate Similarity 0.7037 NPC184437
Intermediate Similarity 0.7027 NPC316108
Intermediate Similarity 0.7021 NPC116519
Intermediate Similarity 0.7015 NPC476687
Intermediate Similarity 0.7015 NPC476689
Intermediate Similarity 0.7015 NPC476685
Intermediate Similarity 0.7009 NPC15839
Remote Similarity 0.6984 NPC192209
Remote Similarity 0.6984 NPC470545
Remote Similarity 0.6953 NPC316582
Remote Similarity 0.6939 NPC477156
Remote Similarity 0.6939 NPC477157
Remote Similarity 0.6935 NPC296163
Remote Similarity 0.6935 NPC187036
Remote Similarity 0.6929 NPC470546
Remote Similarity 0.6909 NPC471638
Remote Similarity 0.6909 NPC473031
Remote Similarity 0.6891 NPC224610
Remote Similarity 0.6891 NPC88267
Remote Similarity 0.6891 NPC113326
Remote Similarity 0.6891 NPC194390
Remote Similarity 0.6884 NPC122553
Remote Similarity 0.6875 NPC172128
Remote Similarity 0.686 NPC37584
Remote Similarity 0.685 NPC313449
Remote Similarity 0.6847 NPC12429
Remote Similarity 0.6822 NPC317564
Remote Similarity 0.6822 NPC307456
Remote Similarity 0.6818 NPC325013
Remote Similarity 0.6814 NPC470926
Remote Similarity 0.6807 NPC471310
Remote Similarity 0.6807 NPC202613
Remote Similarity 0.6807 NPC471317
Remote Similarity 0.6797 NPC228515
Remote Similarity 0.6788 NPC313352
Remote Similarity 0.6783 NPC58674
Remote Similarity 0.6772 NPC239357
Remote Similarity 0.6769 NPC71684
Remote Similarity 0.6757 NPC207726
Remote Similarity 0.6741 NPC314431
Remote Similarity 0.6736 NPC264589
Remote Similarity 0.6723 NPC239854
Remote Similarity 0.6696 NPC111233
Remote Similarity 0.6693 NPC288232
Remote Similarity 0.6692 NPC474926
Remote Similarity 0.6692 NPC476990
Remote Similarity 0.6689 NPC477158
Remote Similarity 0.6689 NPC68650
Remote Similarity 0.6667 NPC104345
Remote Similarity 0.6667 NPC211525
Remote Similarity 0.6667 NPC245259
Remote Similarity 0.6667 NPC129721
Remote Similarity 0.6667 NPC302790
Remote Similarity 0.6667 NPC153694
Remote Similarity 0.6667 NPC471313
Remote Similarity 0.6667 NPC471311
Remote Similarity 0.6644 NPC473297
Remote Similarity 0.6641 NPC14672
Remote Similarity 0.6641 NPC202521
Remote Similarity 0.6641 NPC285926
Remote Similarity 0.6641 NPC315276
Remote Similarity 0.6639 NPC214200
Remote Similarity 0.6639 NPC327481
Remote Similarity 0.6639 NPC228400
Remote Similarity 0.6623 NPC243673
Remote Similarity 0.6623 NPC310403
Remote Similarity 0.6623 NPC67056
Remote Similarity 0.6623 NPC263709
Remote Similarity 0.6623 NPC148468
Remote Similarity 0.6623 NPC63210
Remote Similarity 0.6623 NPC97380
Remote Similarity 0.662 NPC316202
Remote Similarity 0.6613 NPC292758
Remote Similarity 0.6613 NPC65855
Remote Similarity 0.6601 NPC194640
Remote Similarity 0.66 NPC84317
Remote Similarity 0.6599 NPC187951
Remote Similarity 0.6591 NPC252878
Remote Similarity 0.6569 NPC316746
Remote Similarity 0.6567 NPC101719
Remote Similarity 0.6565 NPC200964
Remote Similarity 0.656 NPC319579
Remote Similarity 0.6557 NPC211551
Remote Similarity 0.6555 NPC12730
Remote Similarity 0.6545 NPC104070
Remote Similarity 0.6544 NPC278451
Remote Similarity 0.6541 NPC46427
Remote Similarity 0.6541 NPC6975
Remote Similarity 0.6538 NPC81561
Remote Similarity 0.6536 NPC476231
Remote Similarity 0.6536 NPC133470
Remote Similarity 0.6536 NPC16667
Remote Similarity 0.6536 NPC191863
Remote Similarity 0.6536 NPC289776
Remote Similarity 0.6528 NPC314287
Remote Similarity 0.6525 NPC33168
Remote Similarity 0.6522 NPC325479
Remote Similarity 0.6518 NPC203076
Remote Similarity 0.6516 NPC278887
Remote Similarity 0.6515 NPC215519
Remote Similarity 0.6515 NPC475915
Remote Similarity 0.6513 NPC154478
Remote Similarity 0.6512 NPC313673
Remote Similarity 0.6509 NPC271642
Remote Similarity 0.6504 NPC474804
Remote Similarity 0.6504 NPC474973
Remote Similarity 0.6504 NPC130898
Remote Similarity 0.6503 NPC104483
Remote Similarity 0.6497 NPC158129
Remote Similarity 0.6494 NPC189116
Remote Similarity 0.6493 NPC222466
Remote Similarity 0.6493 NPC317758
Remote Similarity 0.6493 NPC22746
Remote Similarity 0.649 NPC285469
Remote Similarity 0.648 NPC470127
Remote Similarity 0.6475 NPC324611
Remote Similarity 0.6474 NPC469462
Remote Similarity 0.6462 NPC148140
Remote Similarity 0.6458 NPC477155
Remote Similarity 0.6457 NPC474584
Remote Similarity 0.6452 NPC470508
Remote Similarity 0.6452 NPC52059
Remote Similarity 0.6452 NPC470069
Remote Similarity 0.6444 NPC122718
Remote Similarity 0.6443 NPC475763
Remote Similarity 0.6441 NPC471320
Remote Similarity 0.6441 NPC471319
Remote Similarity 0.6429 NPC472121
Remote Similarity 0.6424 NPC38736
Remote Similarity 0.6424 NPC161827
Remote Similarity 0.6423 NPC101372
Remote Similarity 0.6423 NPC150863
Remote Similarity 0.6423 NPC469666
Remote Similarity 0.6423 NPC473322
Remote Similarity 0.6423 NPC259098
Remote Similarity 0.6423 NPC111428
Remote Similarity 0.6423 NPC197680
Remote Similarity 0.6423 NPC143516
Remote Similarity 0.6415 NPC329688
Remote Similarity 0.6415 NPC98976
Remote Similarity 0.6415 NPC189812
Remote Similarity 0.6412 NPC220698
Remote Similarity 0.641 NPC469330
Remote Similarity 0.6408 NPC287358
Remote Similarity 0.6404 NPC325441
Remote Similarity 0.6398 NPC133261
Remote Similarity 0.6395 NPC478039
Remote Similarity 0.6393 NPC164859
Remote Similarity 0.6392 NPC355
Remote Similarity 0.6387 NPC472258
Remote Similarity 0.6377 NPC9856
Remote Similarity 0.6376 NPC37548
Remote Similarity 0.6375 NPC203754
Remote Similarity 0.6375 NPC150048
Remote Similarity 0.6375 NPC134586
Remote Similarity 0.637 NPC311330
Remote Similarity 0.6369 NPC317430
Remote Similarity 0.6364 NPC255229
Remote Similarity 0.6364 NPC251722
Remote Similarity 0.6364 NPC177684
Remote Similarity 0.6364 NPC81229
Remote Similarity 0.6364 NPC231986

Drug Structure

External Identifiers

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

Drug Properties

Molecular Weight  288.22
ALogP  -0.307
MLogP  3.11
XLogP  4.906
HDA  3
HBD  1
Rotatable Bonds  9
TPSA  35.83
RO5 Violation  0