Drug Information

Drug ID:  NPD5650
Drug Name:  Cisapride Monohydrate
Molecular Formula:  C23H29ClFN3O4.H2O
Canonical SMILES:  COC1CN(CCCOc2ccc(cc2)F)CCC1N=C(c1cc(Cl)c(cc1OC)N)O.O
Standard InCHI:  InChI=1S/C23H29ClFN3O4.H2O/c1-30-21-13-19(26)18(24)12-17(21)23(29)27-20-8-10-28(14-22(20)31-2)9-3-11-32-16-6-4-15(25)5-7-16;/h4-7,12-13,20,22H,3,8-11,14,26H2,1-2H3,(H,27,29);1H2
Standard InCHIKey:  QBYYXIDJOFZORM-UHFFFAOYSA-N
Max Developmental Stage:  Approved
Max Developmental Stage Source:  ChEMBL

  Structural Similarity Between NPASS Natural Products and NPD5650

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 0.7526 NPC232872
Intermediate Similarity 0.7097 NPC315257
Remote Similarity 0.6804 NPC208280
Remote Similarity 0.6802 NPC168153
Remote Similarity 0.6758 NPC212850
Remote Similarity 0.6758 NPC83289
Remote Similarity 0.6758 NPC189724
Remote Similarity 0.6749 NPC469830
Remote Similarity 0.6732 NPC28510
Remote Similarity 0.672 NPC245974
Remote Similarity 0.6703 NPC247298
Remote Similarity 0.662 NPC473460
Remote Similarity 0.6589 NPC473422
Remote Similarity 0.6582 NPC19555
Remote Similarity 0.6556 NPC471953
Remote Similarity 0.655 NPC473432
Remote Similarity 0.6547 NPC274268
Remote Similarity 0.6546 NPC306366
Remote Similarity 0.6531 NPC204179
Remote Similarity 0.6526 NPC472329
Remote Similarity 0.6526 NPC472330
Remote Similarity 0.6517 NPC283152
Remote Similarity 0.65 NPC471080
Remote Similarity 0.65 NPC469592
Remote Similarity 0.6497 NPC238430
Remote Similarity 0.6495 NPC291359
Remote Similarity 0.6495 NPC311357
Remote Similarity 0.6493 NPC314948
Remote Similarity 0.6492 NPC219383
Remote Similarity 0.6492 NPC184161
Remote Similarity 0.6482 NPC310894
Remote Similarity 0.6477 NPC10875
Remote Similarity 0.6477 NPC10730
Remote Similarity 0.6473 NPC295287
Remote Similarity 0.6464 NPC274732
Remote Similarity 0.6457 NPC469594
Remote Similarity 0.645 NPC225381
Remote Similarity 0.6422 NPC475910
Remote Similarity 0.6417 NPC56271
Remote Similarity 0.6415 NPC478049
Remote Similarity 0.6406 NPC476106
Remote Similarity 0.6394 NPC217294
Remote Similarity 0.6393 NPC469589
Remote Similarity 0.639 NPC469831
Remote Similarity 0.6372 NPC214368
Remote Similarity 0.6364 NPC474059
Remote Similarity 0.6364 NPC254700
Remote Similarity 0.6359 NPC469829
Remote Similarity 0.6355 NPC9475
Remote Similarity 0.635 NPC151030
Remote Similarity 0.635 NPC269383
Remote Similarity 0.6343 NPC475085
Remote Similarity 0.6343 NPC291535
Remote Similarity 0.6343 NPC475112
Remote Similarity 0.6329 NPC473007
Remote Similarity 0.6326 NPC329747
Remote Similarity 0.6316 NPC110741
Remote Similarity 0.6314 NPC49583
Remote Similarity 0.631 NPC314113
Remote Similarity 0.6305 NPC288943
Remote Similarity 0.63 NPC329830
Remote Similarity 0.6293 NPC283999
Remote Similarity 0.6286 NPC473008
Remote Similarity 0.6286 NPC174629
Remote Similarity 0.628 NPC62069
Remote Similarity 0.6275 NPC127082
Remote Similarity 0.6269 NPC477888
Remote Similarity 0.6269 NPC257354
Remote Similarity 0.6268 NPC66083
Remote Similarity 0.6263 NPC72291
Remote Similarity 0.6262 NPC243834
Remote Similarity 0.6262 NPC70956
Remote Similarity 0.625 NPC189661
Remote Similarity 0.625 NPC474498
Remote Similarity 0.6244 NPC85381
Remote Similarity 0.6244 NPC471561
Remote Similarity 0.6244 NPC29647
Remote Similarity 0.6244 NPC168250
Remote Similarity 0.6234 NPC473185
Remote Similarity 0.6233 NPC72211
Remote Similarity 0.6232 NPC98197
Remote Similarity 0.6227 NPC198160
Remote Similarity 0.6226 NPC204970
Remote Similarity 0.6223 NPC477837
Remote Similarity 0.6223 NPC477838
Remote Similarity 0.6217 NPC166655
Remote Similarity 0.6214 NPC70092
Remote Similarity 0.6214 NPC134413
Remote Similarity 0.6214 NPC263507
Remote Similarity 0.6214 NPC271958
Remote Similarity 0.6214 NPC45112
Remote Similarity 0.6212 NPC79328
Remote Similarity 0.6212 NPC231862
Remote Similarity 0.6211 NPC108826
Remote Similarity 0.6209 NPC283207
Remote Similarity 0.6207 NPC83198
Remote Similarity 0.6207 NPC49315
Remote Similarity 0.6207 NPC204908
Remote Similarity 0.6205 NPC478074
Remote Similarity 0.6202 NPC320394
Remote Similarity 0.6199 NPC470931
Remote Similarity 0.6197 NPC79293
Remote Similarity 0.6197 NPC279401
Remote Similarity 0.6196 NPC307123
Remote Similarity 0.6196 NPC247018
Remote Similarity 0.6196 NPC97870
Remote Similarity 0.6188 NPC195392
Remote Similarity 0.6188 NPC326333
Remote Similarity 0.6188 NPC471532
Remote Similarity 0.6186 NPC272706
Remote Similarity 0.6186 NPC472191
Remote Similarity 0.6186 NPC234318
Remote Similarity 0.6184 NPC118776
Remote Similarity 0.6182 NPC472111
Remote Similarity 0.6181 NPC191863
Remote Similarity 0.6181 NPC289776
Remote Similarity 0.6181 NPC133470
Remote Similarity 0.6179 NPC475411
Remote Similarity 0.6179 NPC469390
Remote Similarity 0.6172 NPC313886
Remote Similarity 0.6172 NPC315542
Remote Similarity 0.6172 NPC42591
Remote Similarity 0.6166 NPC476151
Remote Similarity 0.6164 NPC162484
Remote Similarity 0.6161 NPC48353
Remote Similarity 0.6161 NPC477186
Remote Similarity 0.6161 NPC116178
Remote Similarity 0.6157 NPC477532
Remote Similarity 0.6154 NPC194699
Remote Similarity 0.6154 NPC300114
Remote Similarity 0.6154 NPC47672
Remote Similarity 0.6154 NPC219350
Remote Similarity 0.615 NPC318805
Remote Similarity 0.615 NPC41122
Remote Similarity 0.615 NPC148183
Remote Similarity 0.615 NPC152768
Remote Similarity 0.6147 NPC232600
Remote Similarity 0.6143 NPC33902
Remote Similarity 0.6143 NPC276674
Remote Similarity 0.6142 NPC2295
Remote Similarity 0.6142 NPC233926
Remote Similarity 0.6142 NPC477564
Remote Similarity 0.614 NPC70259
Remote Similarity 0.6139 NPC209377
Remote Similarity 0.6133 NPC29477
Remote Similarity 0.6133 NPC217903
Remote Similarity 0.6133 NPC326027
Remote Similarity 0.6133 NPC136112
Remote Similarity 0.6133 NPC141739
Remote Similarity 0.6133 NPC321166
Remote Similarity 0.6125 NPC469722
Remote Similarity 0.6121 NPC289786
Remote Similarity 0.6121 NPC328763
Remote Similarity 0.6121 NPC203972
Remote Similarity 0.6119 NPC52801
Remote Similarity 0.6117 NPC190783
Remote Similarity 0.6117 NPC231163
Remote Similarity 0.6117 NPC318591
Remote Similarity 0.6117 NPC232386
Remote Similarity 0.6117 NPC152680
Remote Similarity 0.6114 NPC249996
Remote Similarity 0.6114 NPC128115
Remote Similarity 0.6111 NPC189266
Remote Similarity 0.6111 NPC2413
Remote Similarity 0.6111 NPC172765
Remote Similarity 0.6111 NPC276588
Remote Similarity 0.6111 NPC278799
Remote Similarity 0.6111 NPC207757
Remote Similarity 0.6111 NPC204828
Remote Similarity 0.6111 NPC193949
Remote Similarity 0.6111 NPC110416
Remote Similarity 0.6111 NPC469817
Remote Similarity 0.6111 NPC5238
Remote Similarity 0.6111 NPC54379
Remote Similarity 0.6111 NPC39701
Remote Similarity 0.6111 NPC127674
Remote Similarity 0.6111 NPC184026
Remote Similarity 0.6111 NPC249797
Remote Similarity 0.6111 NPC295691
Remote Similarity 0.6111 NPC255253
Remote Similarity 0.6108 NPC56887
Remote Similarity 0.6108 NPC193853
Remote Similarity 0.6108 NPC223077
Remote Similarity 0.6106 NPC66191
Remote Similarity 0.6106 NPC316297
Remote Similarity 0.6106 NPC260118
Remote Similarity 0.6106 NPC314817
Remote Similarity 0.6103 NPC82457
Remote Similarity 0.6103 NPC207824
Remote Similarity 0.6103 NPC477565
Remote Similarity 0.6103 NPC48490
Remote Similarity 0.6103 NPC103379
Remote Similarity 0.6103 NPC274661
Remote Similarity 0.6103 NPC60538
Remote Similarity 0.6103 NPC175890
Remote Similarity 0.6103 NPC11296
Remote Similarity 0.6102 NPC43275
Remote Similarity 0.61 NPC221864
Remote Similarity 0.61 NPC57105
Remote Similarity 0.61 NPC177404

Drug Structure

External Identifiers

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

Drug Properties

Molecular Weight  465.18
ALogP  -0.5945
MLogP  3
XLogP  3.273
HDA  5
HBD  2
Rotatable Bonds  15
TPSA  89.54
RO5 Violation  0