Drug Information

Drug ID:  NPD5157
Drug Name:  Lobeline
Molecular Formula:  C22H27NO2
Canonical SMILES:  O[C@H](c1ccccc1)C[C@@H]1CCC[C@@H](N1C)CC(=O)c1ccccc1
Standard InCHI:  InChI=1S/C22H27NO2/c1-23-19(15-21(24)17-9-4-2-5-10-17)13-8-14-20(23)16-22(25)18-11-6-3-7-12-18/h2-7,9-12,19-21,24H,8,13-16H2,1H3/t19-,20+,21-/m0/s1
Standard InCHIKey:  MXYUKLILVYORSK-HBMCJLEFSA-N
Max Developmental Stage:  Phase 1
Max Developmental Stage Source:  ChEMBL

  Structural Similarity Between NPASS Natural Products and NPD5157

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 NPC285394
High Similarity 0.8707 NPC65855
High Similarity 0.8707 NPC292758
Intermediate Similarity 0.8362 NPC167336
Intermediate Similarity 0.8359 NPC305717
Intermediate Similarity 0.814 NPC65310
Intermediate Similarity 0.811 NPC26285
Intermediate Similarity 0.7966 NPC249067
Intermediate Similarity 0.791 NPC313663
Intermediate Similarity 0.7829 NPC84281
Intermediate Similarity 0.7829 NPC291027
Intermediate Similarity 0.7829 NPC317474
Intermediate Similarity 0.7829 NPC213126
Intermediate Similarity 0.7829 NPC169485
Intermediate Similarity 0.781 NPC281104
Intermediate Similarity 0.7759 NPC289201
Intermediate Similarity 0.7724 NPC68967
Intermediate Similarity 0.7664 NPC474787
Intermediate Similarity 0.7664 NPC79465
Intermediate Similarity 0.7664 NPC76785
Intermediate Similarity 0.7664 NPC474855
Intermediate Similarity 0.7664 NPC9687
Intermediate Similarity 0.7664 NPC475318
Intermediate Similarity 0.7664 NPC474811
Intermediate Similarity 0.7664 NPC90194
Intermediate Similarity 0.7664 NPC476102
Intermediate Similarity 0.7664 NPC293377
Intermediate Similarity 0.7664 NPC118099
Intermediate Similarity 0.7664 NPC273907
Intermediate Similarity 0.7664 NPC151706
Intermediate Similarity 0.7664 NPC260045
Intermediate Similarity 0.7664 NPC475598
Intermediate Similarity 0.7664 NPC49577
Intermediate Similarity 0.7576 NPC307020
Intermediate Similarity 0.7563 NPC214200
Intermediate Similarity 0.7563 NPC228400
Intermediate Similarity 0.7519 NPC474847
Intermediate Similarity 0.748 NPC211439
Intermediate Similarity 0.7445 NPC257390
Intermediate Similarity 0.7426 NPC69496
Intermediate Similarity 0.741 NPC473360
Intermediate Similarity 0.7402 NPC196673
Intermediate Similarity 0.7385 NPC249435
Intermediate Similarity 0.7361 NPC297322
Intermediate Similarity 0.7353 NPC103605
Intermediate Similarity 0.7353 NPC81092
Intermediate Similarity 0.7353 NPC469666
Intermediate Similarity 0.7348 NPC472981
Intermediate Similarity 0.7338 NPC474473
Intermediate Similarity 0.7305 NPC316906
Intermediate Similarity 0.7288 NPC206764
Intermediate Similarity 0.7266 NPC233910
Intermediate Similarity 0.7266 NPC245836
Intermediate Similarity 0.7254 NPC153007
Intermediate Similarity 0.7244 NPC158282
Intermediate Similarity 0.7222 NPC158854
Intermediate Similarity 0.7213 NPC25458
Intermediate Similarity 0.7209 NPC285350
Intermediate Similarity 0.7177 NPC105899
Intermediate Similarity 0.7177 NPC211551
Intermediate Similarity 0.7165 NPC476003
Intermediate Similarity 0.7154 NPC23402
Intermediate Similarity 0.7154 NPC255676
Intermediate Similarity 0.7132 NPC4974
Intermediate Similarity 0.7132 NPC477249
Intermediate Similarity 0.7132 NPC477248
Intermediate Similarity 0.7122 NPC120251
Intermediate Similarity 0.7109 NPC471188
Intermediate Similarity 0.7107 NPC329387
Intermediate Similarity 0.7107 NPC317280
Intermediate Similarity 0.7101 NPC116057
Intermediate Similarity 0.7097 NPC226778
Intermediate Similarity 0.7097 NPC304761
Intermediate Similarity 0.7097 NPC147000
Intermediate Similarity 0.7097 NPC150254
Intermediate Similarity 0.7083 NPC150712
Intermediate Similarity 0.7063 NPC141523
Intermediate Similarity 0.7049 NPC217621
Intermediate Similarity 0.7034 NPC141607
Intermediate Similarity 0.7034 NPC187725
Intermediate Similarity 0.7032 NPC476750
Intermediate Similarity 0.7031 NPC116842
Intermediate Similarity 0.7031 NPC252544
Intermediate Similarity 0.7031 NPC321252
Intermediate Similarity 0.7031 NPC474057
Intermediate Similarity 0.7025 NPC476749
Intermediate Similarity 0.7023 NPC188010
Intermediate Similarity 0.7023 NPC322197
Intermediate Similarity 0.7021 NPC328070
Intermediate Similarity 0.7016 NPC329556
Intermediate Similarity 0.7015 NPC190663
Intermediate Similarity 0.7014 NPC471316
Intermediate Similarity 0.7013 NPC476443
Intermediate Similarity 0.7013 NPC133817
Intermediate Similarity 0.7007 NPC47667
Remote Similarity 0.6984 NPC95178
Remote Similarity 0.6984 NPC29989
Remote Similarity 0.6984 NPC69332
Remote Similarity 0.698 NPC476444
Remote Similarity 0.6978 NPC472413
Remote Similarity 0.6977 NPC66208
Remote Similarity 0.6977 NPC177576
Remote Similarity 0.6972 NPC266425
Remote Similarity 0.6967 NPC108606
Remote Similarity 0.6967 NPC164514
Remote Similarity 0.6967 NPC303611
Remote Similarity 0.6967 NPC290515
Remote Similarity 0.6967 NPC229242
Remote Similarity 0.6967 NPC226096
Remote Similarity 0.6957 NPC275576
Remote Similarity 0.6954 NPC469539
Remote Similarity 0.6954 NPC469540
Remote Similarity 0.6953 NPC88141
Remote Similarity 0.6953 NPC95172
Remote Similarity 0.6944 NPC473052
Remote Similarity 0.6944 NPC473055
Remote Similarity 0.694 NPC473767
Remote Similarity 0.694 NPC472708
Remote Similarity 0.6935 NPC304873
Remote Similarity 0.6935 NPC327226
Remote Similarity 0.6923 NPC128368
Remote Similarity 0.6923 NPC272524
Remote Similarity 0.6918 NPC251439
Remote Similarity 0.6913 NPC246412
Remote Similarity 0.6912 NPC160493
Remote Similarity 0.6906 NPC199738
Remote Similarity 0.6906 NPC169913
Remote Similarity 0.6906 NPC210950
Remote Similarity 0.6905 NPC473418
Remote Similarity 0.6899 NPC265513
Remote Similarity 0.6897 NPC322526
Remote Similarity 0.6897 NPC471201
Remote Similarity 0.6889 NPC27833
Remote Similarity 0.6887 NPC144691
Remote Similarity 0.6885 NPC253423
Remote Similarity 0.6884 NPC295664
Remote Similarity 0.688 NPC474365
Remote Similarity 0.688 NPC301943
Remote Similarity 0.6879 NPC262819
Remote Similarity 0.6879 NPC204867
Remote Similarity 0.6875 NPC469636
Remote Similarity 0.6875 NPC17525
Remote Similarity 0.6875 NPC318327
Remote Similarity 0.6875 NPC317305
Remote Similarity 0.6875 NPC208725
Remote Similarity 0.687 NPC474363
Remote Similarity 0.6866 NPC318173
Remote Similarity 0.6861 NPC223351
Remote Similarity 0.6855 NPC316797
Remote Similarity 0.6855 NPC42211
Remote Similarity 0.685 NPC45033
Remote Similarity 0.685 NPC70843
Remote Similarity 0.6846 NPC114682
Remote Similarity 0.6846 NPC212718
Remote Similarity 0.6842 NPC158157
Remote Similarity 0.6829 NPC175852
Remote Similarity 0.6829 NPC160548
Remote Similarity 0.6829 NPC210529
Remote Similarity 0.6825 NPC8931
Remote Similarity 0.6825 NPC261573
Remote Similarity 0.6825 NPC120693
Remote Similarity 0.6824 NPC908
Remote Similarity 0.6824 NPC138438
Remote Similarity 0.6818 NPC474095
Remote Similarity 0.6818 NPC306740
Remote Similarity 0.6818 NPC186933
Remote Similarity 0.6812 NPC85511
Remote Similarity 0.6807 NPC62765
Remote Similarity 0.6797 NPC249811
Remote Similarity 0.6797 NPC34715
Remote Similarity 0.6797 NPC226699
Remote Similarity 0.6794 NPC470253
Remote Similarity 0.6788 NPC167323
Remote Similarity 0.6788 NPC269923
Remote Similarity 0.6786 NPC218323
Remote Similarity 0.6783 NPC475042
Remote Similarity 0.6777 NPC34243
Remote Similarity 0.6777 NPC261181
Remote Similarity 0.6774 NPC118343
Remote Similarity 0.6772 NPC134120
Remote Similarity 0.6772 NPC269457
Remote Similarity 0.6769 NPC21162
Remote Similarity 0.6769 NPC210089
Remote Similarity 0.6767 NPC471616
Remote Similarity 0.6765 NPC80150
Remote Similarity 0.6761 NPC183722
Remote Similarity 0.6759 NPC109580
Remote Similarity 0.675 NPC35345
Remote Similarity 0.6748 NPC471743
Remote Similarity 0.6746 NPC160382
Remote Similarity 0.6744 NPC475282
Remote Similarity 0.6744 NPC224584
Remote Similarity 0.6742 NPC242136
Remote Similarity 0.6742 NPC11824
Remote Similarity 0.6742 NPC153053
Remote Similarity 0.6741 NPC184527
Remote Similarity 0.6741 NPC41567
Remote Similarity 0.6739 NPC86900
Remote Similarity 0.6739 NPC35996
Remote Similarity 0.6738 NPC17374

Drug Structure

External Identifiers

TTD  
DrugBank   DB05137
ChEMBL   CHEMBL122270
IUPHAR/BPS  
PharmaGKB  
KEGG Drug   D02364
PubChem CID  
ChEBI   48723
CAS Number  90-69-7

Drug Properties

Molecular Weight  337.20
ALogP  -1.877
MLogP  3.55
XLogP  6.146
HDA  3
HBD  1
Rotatable Bonds  8
TPSA  40.54
RO5 Violation  1