Drug Information

Drug ID:  NPD3905
Drug Name:  Cilansetron
Molecular Formula:  C20H21N3O
Canonical SMILES:  O=C1[C@H](CCc2c1c1cccc3c1n2CCC3)Cn1ccnc1C
Standard InCHI:  InChI=1S/C20H21N3O/c1-13-21-9-11-22(13)12-15-7-8-17-18(20(15)24)16-6-2-4-14-5-3-10-23(17)19(14)16/h2,4,6,9,11,15H,3,5,7-8,10,12H2,1H3/t15-/m1/s1
Standard InCHIKey:  NCNFDKWULDWJDS-OAHLLOKOSA-N
Max Developmental Stage:  Phase 3
Max Developmental Stage Source:  DrugBank

  Structural Similarity Between NPASS Natural Products and NPD3905

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 0.835 NPC116555
Intermediate Similarity 0.8293 NPC267811
Intermediate Similarity 0.797 NPC326422
Intermediate Similarity 0.7882 NPC317701
Intermediate Similarity 0.7824 NPC191415
Intermediate Similarity 0.7798 NPC267078
Intermediate Similarity 0.7798 NPC935
Intermediate Similarity 0.7795 NPC476341
Intermediate Similarity 0.7766 NPC56233
Intermediate Similarity 0.7763 NPC474357
Intermediate Similarity 0.7749 NPC317054
Intermediate Similarity 0.7671 NPC470323
Intermediate Similarity 0.7612 NPC304203
Intermediate Similarity 0.76 NPC476460
Intermediate Similarity 0.7577 NPC284775
Intermediate Similarity 0.7566 NPC478182
Intermediate Similarity 0.7537 NPC128244
Intermediate Similarity 0.7513 NPC102755
Intermediate Similarity 0.7512 NPC81535
Intermediate Similarity 0.75 NPC73994
Intermediate Similarity 0.7474 NPC469529
Intermediate Similarity 0.7463 NPC324091
Intermediate Similarity 0.7463 NPC474916
Intermediate Similarity 0.7427 NPC237414
Intermediate Similarity 0.7407 NPC293487
Intermediate Similarity 0.74 NPC141612
Intermediate Similarity 0.74 NPC17273
Intermediate Similarity 0.74 NPC135601
Intermediate Similarity 0.7398 NPC157583
Intermediate Similarity 0.7398 NPC83774
Intermediate Similarity 0.7387 NPC21429
Intermediate Similarity 0.7382 NPC478184
Intermediate Similarity 0.7382 NPC265100
Intermediate Similarity 0.7358 NPC70949
Intermediate Similarity 0.7336 NPC473218
Intermediate Similarity 0.7336 NPC470702
Intermediate Similarity 0.7323 NPC61011
Intermediate Similarity 0.7309 NPC116622
Intermediate Similarity 0.7306 NPC478183
Intermediate Similarity 0.7306 NPC114637
Intermediate Similarity 0.7302 NPC470703
Intermediate Similarity 0.7264 NPC99939
Intermediate Similarity 0.7264 NPC308931
Intermediate Similarity 0.7259 NPC151635
Intermediate Similarity 0.7246 NPC167710
Intermediate Similarity 0.724 NPC242116
Intermediate Similarity 0.724 NPC478185
Intermediate Similarity 0.7236 NPC16659
Intermediate Similarity 0.7231 NPC91895
Intermediate Similarity 0.7225 NPC121327
Intermediate Similarity 0.7222 NPC237188
Intermediate Similarity 0.7222 NPC282247
Intermediate Similarity 0.7214 NPC46895
Intermediate Similarity 0.7214 NPC477003
Intermediate Similarity 0.7202 NPC21174
Intermediate Similarity 0.7202 NPC271797
Intermediate Similarity 0.7198 NPC472116
Intermediate Similarity 0.7186 NPC265710
Intermediate Similarity 0.7178 NPC133003
Intermediate Similarity 0.7166 NPC470111
Intermediate Similarity 0.7163 NPC227582
Intermediate Similarity 0.7162 NPC229893
Intermediate Similarity 0.7157 NPC255909
Intermediate Similarity 0.7157 NPC252572
Intermediate Similarity 0.7156 NPC143977
Intermediate Similarity 0.715 NPC470203
Intermediate Similarity 0.7143 NPC32534
Intermediate Similarity 0.7143 NPC63109
Intermediate Similarity 0.7115 NPC102592
Intermediate Similarity 0.7115 NPC79356
Intermediate Similarity 0.7113 NPC74619
Intermediate Similarity 0.7105 NPC200743
Intermediate Similarity 0.71 NPC12649
Intermediate Similarity 0.7098 NPC470204
Intermediate Similarity 0.7097 NPC6865
Intermediate Similarity 0.7097 NPC153980
Intermediate Similarity 0.7095 NPC74413
Intermediate Similarity 0.7079 NPC470205
Intermediate Similarity 0.7075 NPC57398
Intermediate Similarity 0.7073 NPC103119
Intermediate Similarity 0.7068 NPC476219
Intermediate Similarity 0.7065 NPC88110
Intermediate Similarity 0.7062 NPC194881
Intermediate Similarity 0.7062 NPC252338
Intermediate Similarity 0.7056 NPC238457
Intermediate Similarity 0.7053 NPC272458
Intermediate Similarity 0.7053 NPC217021
Intermediate Similarity 0.7053 NPC216550
Intermediate Similarity 0.7053 NPC470679
Intermediate Similarity 0.7051 NPC72956
Intermediate Similarity 0.705 NPC473380
Intermediate Similarity 0.705 NPC240088
Intermediate Similarity 0.7044 NPC467063
Intermediate Similarity 0.7028 NPC469308
Intermediate Similarity 0.7023 NPC243850
Intermediate Similarity 0.7 NPC280852
Intermediate Similarity 0.7 NPC40070
Remote Similarity 0.6995 NPC260900
Remote Similarity 0.699 NPC42372
Remote Similarity 0.698 NPC24864
Remote Similarity 0.6979 NPC476297
Remote Similarity 0.6976 NPC62749
Remote Similarity 0.6974 NPC225018
Remote Similarity 0.6963 NPC70406
Remote Similarity 0.6959 NPC80681
Remote Similarity 0.6957 NPC251722
Remote Similarity 0.6957 NPC314102
Remote Similarity 0.695 NPC293216
Remote Similarity 0.6941 NPC471193
Remote Similarity 0.6941 NPC471194
Remote Similarity 0.6939 NPC317105
Remote Similarity 0.6931 NPC478186
Remote Similarity 0.693 NPC69843
Remote Similarity 0.693 NPC472259
Remote Similarity 0.6927 NPC325903
Remote Similarity 0.6923 NPC295452
Remote Similarity 0.6923 NPC471192
Remote Similarity 0.6923 NPC171393
Remote Similarity 0.6923 NPC122141
Remote Similarity 0.6911 NPC473878
Remote Similarity 0.6904 NPC115232
Remote Similarity 0.69 NPC161861
Remote Similarity 0.6897 NPC15840
Remote Similarity 0.6895 NPC179787
Remote Similarity 0.6895 NPC201380
Remote Similarity 0.6892 NPC27041
Remote Similarity 0.6887 NPC34837
Remote Similarity 0.6884 NPC471943
Remote Similarity 0.6881 NPC234987
Remote Similarity 0.6878 NPC258480
Remote Similarity 0.6878 NPC285923
Remote Similarity 0.6878 NPC472119
Remote Similarity 0.6875 NPC472260
Remote Similarity 0.6861 NPC473310
Remote Similarity 0.6859 NPC321911
Remote Similarity 0.6847 NPC248462
Remote Similarity 0.6842 NPC63545
Remote Similarity 0.6839 NPC251391
Remote Similarity 0.6839 NPC281094
Remote Similarity 0.6835 NPC266249
Remote Similarity 0.6833 NPC234078
Remote Similarity 0.6833 NPC221100
Remote Similarity 0.6823 NPC53947
Remote Similarity 0.6823 NPC313889
Remote Similarity 0.6812 NPC156003
Remote Similarity 0.6812 NPC66210
Remote Similarity 0.681 NPC47190
Remote Similarity 0.6808 NPC474389
Remote Similarity 0.6806 NPC469811
Remote Similarity 0.6802 NPC214106
Remote Similarity 0.6798 NPC64436
Remote Similarity 0.6797 NPC207686
Remote Similarity 0.6795 NPC101350
Remote Similarity 0.6787 NPC471603
Remote Similarity 0.6786 NPC477591
Remote Similarity 0.6784 NPC476817
Remote Similarity 0.6782 NPC469938
Remote Similarity 0.678 NPC470677
Remote Similarity 0.678 NPC113626
Remote Similarity 0.6776 NPC201266
Remote Similarity 0.6776 NPC220797
Remote Similarity 0.6776 NPC474318
Remote Similarity 0.6776 NPC268744
Remote Similarity 0.6776 NPC477004
Remote Similarity 0.6776 NPC153123
Remote Similarity 0.6776 NPC475914
Remote Similarity 0.6774 NPC88115
Remote Similarity 0.6774 NPC473376
Remote Similarity 0.6773 NPC123839
Remote Similarity 0.6773 NPC77101
Remote Similarity 0.6771 NPC470731
Remote Similarity 0.6771 NPC470732
Remote Similarity 0.6771 NPC62995
Remote Similarity 0.6769 NPC51054
Remote Similarity 0.6762 NPC473763
Remote Similarity 0.6762 NPC117244
Remote Similarity 0.6759 NPC328596
Remote Similarity 0.6759 NPC328318
Remote Similarity 0.6759 NPC106757
Remote Similarity 0.6752 NPC235685
Remote Similarity 0.6751 NPC100104
Remote Similarity 0.6751 NPC470680
Remote Similarity 0.6748 NPC117027
Remote Similarity 0.6746 NPC473666
Remote Similarity 0.6744 NPC269203
Remote Similarity 0.6744 NPC13456
Remote Similarity 0.6744 NPC166209
Remote Similarity 0.6744 NPC77241
Remote Similarity 0.6742 NPC54981
Remote Similarity 0.674 NPC327095
Remote Similarity 0.674 NPC253987
Remote Similarity 0.674 NPC312942
Remote Similarity 0.6735 NPC76982
Remote Similarity 0.6735 NPC236711
Remote Similarity 0.6732 NPC477042
Remote Similarity 0.673 NPC471386
Remote Similarity 0.6729 NPC131887
Remote Similarity 0.6729 NPC67288
Remote Similarity 0.6715 NPC228835
Remote Similarity 0.6715 NPC108011

Drug Structure

External Identifiers

TTD   DCL000087
DrugBank   DB04885
ChEMBL   CHEMBL2103778
IUPHAR/BPS  
PharmaGKB  
KEGG Drug   D03495
PubChem CID   6918107
ChEBI  
CAS Number  120635-74-7

Drug Properties

Molecular Weight  319.17
ALogP  -0.022
MLogP  3.22
XLogP  3.118
HDA  4
HBD  0
Rotatable Bonds  3
TPSA  39.82
RO5 Violation  0