NPASS drugs

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.

Range	Similarity Score Range
0-0.1	602
0.1-0.2	10129
0.2-0.3	4607
0.3-0.4	11270
0.4-0.5	2355
0.5-0.6	1607
0.6-0.7	309
0.7-0.8	10
0.8-0.85	1
0.85-0.9	0
0.9-0.95	0
0.95-1	0

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

NPD2954 OpenBabel08211702562D 26 28 0 0 0 0 0 0 0 0999 V2000 -3.0878 -0.0570 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0878 3.4071 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6831 1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6831 0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.5878 0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8171 1.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8171 -0.1910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0878 1.6750 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5878 2.5411 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0878 1.6750 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0878 -0.0570 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0878 1.6750 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5878 0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9511 1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9511 0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0878 1.6750 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5878 0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5878 0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5878 2.5411 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.6180 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.0878 -0.0570 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.5878 2.5411 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.0878 -0.0570 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.5878 0.8090 0.0000 S 0 0 3 0 0 0 0 0 0 0 0 0 -0.3090 -0.9511 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 13 1 0 0 0 0 2 23 1 0 0 0 0 3 4 2 0 0 0 0 3 6 1 0 0 0 0 4 7 1 0 0 0 0 5 10 1 0 0 0 0 5 11 1 0 0 0 0 6 14 2 0 0 0 0 7 15 2 0 0 0 0 8 9 1 0 0 0 0 8 17 2 0 0 0 0 9 19 2 0 0 0 0 10 23 1 0 0 0 0 11 24 1 0 0 0 0 12 16 1 0 0 0 0 12 25 1 0 0 0 0 13 16 2 0 0 0 0 13 17 1 0 0 0 0 14 15 1 0 0 0 0 14 20 1 0 0 0 0 15 21 1 0 0 0 0 16 19 1 0 0 0 0 17 24 1 0 0 0 0 18 20 2 0 0 0 0 18 21 1 0 0 0 0 18 25 1 0 0 0 0 21 26 1 0 0 0 0 22 25 2 0 0 0 0 M END $$$$

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