Drug Information

Drug ID:  NPD2954
Drug Name:  Rabeprazole
Molecular Formula:  C18H21N3O3S
Canonical SMILES:  COCCCOc1ccnc(c1C)CS(=O)c1nc2c([nH]1)cccc2
Standard InCHI:  InChI=1S/C18H21N3O3S/c1-13-16(19-9-8-17(13)24-11-5-10-23-2)12-25(22)18-20-14-6-3-4-7-15(14)21-18/h3-4,6-9H,5,10-12H2,1-2H3,(H,20,21)
Standard InCHIKey:  YREYEVIYCVEVJK-UHFFFAOYSA-N
Max Developmental Stage:  Approved
Max Developmental Stage Source:  TTD; ChEMBL; IUPHAR/BPS

  Structural Similarity Between NPASS Natural Products and NPD2954

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 0.8274 NPC316756
Intermediate Similarity 0.7316 NPC187145
Intermediate Similarity 0.7248 NPC19872
Intermediate Similarity 0.7238 NPC39092
Intermediate Similarity 0.7215 NPC232727
Intermediate Similarity 0.7215 NPC469308
Intermediate Similarity 0.7124 NPC471603
Intermediate Similarity 0.7091 NPC176538
Intermediate Similarity 0.7068 NPC150447
Intermediate Similarity 0.7035 NPC167860
Intermediate Similarity 0.7035 NPC123976
Remote Similarity 0.6974 NPC26679
Remote Similarity 0.6937 NPC121772
Remote Similarity 0.692 NPC245816
Remote Similarity 0.692 NPC476138
Remote Similarity 0.6901 NPC30540
Remote Similarity 0.6889 NPC285558
Remote Similarity 0.688 NPC310118
Remote Similarity 0.6878 NPC267928
Remote Similarity 0.687 NPC476287
Remote Similarity 0.6867 NPC193267
Remote Similarity 0.6867 NPC213530
Remote Similarity 0.6842 NPC185782
Remote Similarity 0.682 NPC206251
Remote Similarity 0.682 NPC74382
Remote Similarity 0.6818 NPC84853
Remote Similarity 0.6807 NPC110151
Remote Similarity 0.6798 NPC476465
Remote Similarity 0.6792 NPC160666
Remote Similarity 0.6786 NPC315957
Remote Similarity 0.6783 NPC242923
Remote Similarity 0.6765 NPC153467
Remote Similarity 0.6759 NPC284678
Remote Similarity 0.675 NPC115595
Remote Similarity 0.6739 NPC113369
Remote Similarity 0.6737 NPC60621
Remote Similarity 0.6712 NPC224327
Remote Similarity 0.6708 NPC314954
Remote Similarity 0.6694 NPC469554
Remote Similarity 0.6683 NPC470203
Remote Similarity 0.6682 NPC76748
Remote Similarity 0.6682 NPC134079
Remote Similarity 0.6682 NPC476518
Remote Similarity 0.6681 NPC122436
Remote Similarity 0.6667 NPC470799
Remote Similarity 0.6667 NPC8022
Remote Similarity 0.6667 NPC307963
Remote Similarity 0.6667 NPC187558
Remote Similarity 0.6652 NPC92111
Remote Similarity 0.6651 NPC14651
Remote Similarity 0.6651 NPC121658
Remote Similarity 0.6641 NPC41982
Remote Similarity 0.6636 NPC296527
Remote Similarity 0.6635 NPC470204
Remote Similarity 0.6626 NPC101543
Remote Similarity 0.6622 NPC324149
Remote Similarity 0.662 NPC168486
Remote Similarity 0.662 NPC222592
Remote Similarity 0.662 NPC314557
Remote Similarity 0.6613 NPC171393
Remote Similarity 0.6613 NPC295452
Remote Similarity 0.6607 NPC13880
Remote Similarity 0.6596 NPC288349
Remote Similarity 0.6594 NPC470500
Remote Similarity 0.659 NPC161887
Remote Similarity 0.6589 NPC317054
Remote Similarity 0.6582 NPC308906
Remote Similarity 0.658 NPC287208
Remote Similarity 0.6567 NPC208284
Remote Similarity 0.6561 NPC472289
Remote Similarity 0.6558 NPC315715
Remote Similarity 0.6552 NPC174672
Remote Similarity 0.6552 NPC174758
Remote Similarity 0.6542 NPC111624
Remote Similarity 0.6542 NPC130570
Remote Similarity 0.6533 NPC251090
Remote Similarity 0.6525 NPC170114
Remote Similarity 0.6524 NPC5145
Remote Similarity 0.652 NPC114209
Remote Similarity 0.652 NPC18487
Remote Similarity 0.6516 NPC260434
Remote Similarity 0.6514 NPC118776
Remote Similarity 0.6514 NPC219963
Remote Similarity 0.6513 NPC250178
Remote Similarity 0.6507 NPC300238
Remote Similarity 0.6492 NPC101350
Remote Similarity 0.6488 NPC282531
Remote Similarity 0.6483 NPC470549
Remote Similarity 0.6478 NPC223427
Remote Similarity 0.6466 NPC471614
Remote Similarity 0.6452 NPC235685
Remote Similarity 0.645 NPC475070
Remote Similarity 0.6445 NPC177404
Remote Similarity 0.6444 NPC168209
Remote Similarity 0.6444 NPC292958
Remote Similarity 0.6438 NPC82548
Remote Similarity 0.6438 NPC266551
Remote Similarity 0.6434 NPC315822
Remote Similarity 0.6431 NPC56271
Remote Similarity 0.642 NPC60006
Remote Similarity 0.6414 NPC50511
Remote Similarity 0.6411 NPC295228
Remote Similarity 0.6409 NPC48938
Remote Similarity 0.6404 NPC42483
Remote Similarity 0.6402 NPC478013
Remote Similarity 0.6398 NPC122141
Remote Similarity 0.6389 NPC477805
Remote Similarity 0.6389 NPC477795
Remote Similarity 0.6389 NPC477796
Remote Similarity 0.6389 NPC477806
Remote Similarity 0.6387 NPC274982
Remote Similarity 0.638 NPC84478
Remote Similarity 0.6379 NPC245348
Remote Similarity 0.6376 NPC476167
Remote Similarity 0.6371 NPC266931
Remote Similarity 0.6368 NPC116555
Remote Similarity 0.6364 NPC175150
Remote Similarity 0.6364 NPC243633
Remote Similarity 0.6359 NPC201380
Remote Similarity 0.6359 NPC179787
Remote Similarity 0.6351 NPC20249
Remote Similarity 0.6348 NPC329747
Remote Similarity 0.6339 NPC110741
Remote Similarity 0.6335 NPC163055
Remote Similarity 0.6332 NPC72211
Remote Similarity 0.6332 NPC192315
Remote Similarity 0.6331 NPC180504
Remote Similarity 0.633 NPC224764
Remote Similarity 0.6329 NPC321911
Remote Similarity 0.6322 NPC17305
Remote Similarity 0.6316 NPC242209
Remote Similarity 0.6314 NPC11464
Remote Similarity 0.6311 NPC125597
Remote Similarity 0.6311 NPC63545
Remote Similarity 0.6303 NPC469592
Remote Similarity 0.6303 NPC471080
Remote Similarity 0.6298 NPC475910
Remote Similarity 0.629 NPC307191
Remote Similarity 0.6288 NPC314056
Remote Similarity 0.6281 NPC323969
Remote Similarity 0.628 NPC469811
Remote Similarity 0.6277 NPC477633
Remote Similarity 0.6273 NPC42979
Remote Similarity 0.6269 NPC216159
Remote Similarity 0.6268 NPC216713
Remote Similarity 0.6265 NPC472067
Remote Similarity 0.6265 NPC472031
Remote Similarity 0.6265 NPC472066
Remote Similarity 0.6261 NPC176127
Remote Similarity 0.6261 NPC316981
Remote Similarity 0.626 NPC107160
Remote Similarity 0.6255 NPC473317
Remote Similarity 0.625 NPC472068
Remote Similarity 0.625 NPC148183
Remote Similarity 0.625 NPC152768
Remote Similarity 0.6245 NPC258048
Remote Similarity 0.6245 NPC99891
Remote Similarity 0.6245 NPC70259
Remote Similarity 0.6245 NPC123839
Remote Similarity 0.6245 NPC478012
Remote Similarity 0.6245 NPC63109
Remote Similarity 0.6245 NPC478011
Remote Similarity 0.6244 NPC285635
Remote Similarity 0.6238 NPC325903
Remote Similarity 0.6238 NPC26872
Remote Similarity 0.6235 NPC471762
Remote Similarity 0.6235 NPC66777
Remote Similarity 0.6235 NPC470504
Remote Similarity 0.6234 NPC282247
Remote Similarity 0.6228 NPC198673
Remote Similarity 0.6228 NPC226202
Remote Similarity 0.6227 NPC248454
Remote Similarity 0.6227 NPC283152
Remote Similarity 0.6226 NPC236711
Remote Similarity 0.6226 NPC91868
Remote Similarity 0.6226 NPC26850
Remote Similarity 0.6226 NPC63971
Remote Similarity 0.6222 NPC314176
Remote Similarity 0.6221 NPC164664
Remote Similarity 0.6221 NPC74619
Remote Similarity 0.6209 NPC477815
Remote Similarity 0.6207 NPC329793
Remote Similarity 0.6202 NPC26543
Remote Similarity 0.6201 NPC205934
Remote Similarity 0.6201 NPC43787
Remote Similarity 0.6201 NPC280638
Remote Similarity 0.6198 NPC469594
Remote Similarity 0.6197 NPC475774
Remote Similarity 0.6197 NPC162484
Remote Similarity 0.619 NPC168911
Remote Similarity 0.619 NPC470823
Remote Similarity 0.6184 NPC99666
Remote Similarity 0.6181 NPC148889
Remote Similarity 0.618 NPC470586
Remote Similarity 0.6175 NPC182222
Remote Similarity 0.6172 NPC472434
Remote Similarity 0.6168 NPC25899
Remote Similarity 0.6167 NPC234078
Remote Similarity 0.6167 NPC221100
Remote Similarity 0.6163 NPC470501

Drug Structure

External Identifiers

TTD   DAP000727
DrugBank   DB01129
ChEMBL   CHEMBL1219
IUPHAR/BPS   7290
PharmaGKB   PA451216
KEGG Drug  
PubChem CID   5029
ChEBI   8768
CAS Number  117976-89-3

Drug Properties

Molecular Weight  359.13
ALogP  -0.7587
MLogP  2.67
XLogP  1.486
HDA  5
HBD  1
Rotatable Bonds  10
TPSA  96.31
RO5 Violation  0