NPASS drugs

Drug Information

Drug ID:	NPD1911
Drug Name:	Dexlansoprazole
Molecular Formula:	C16H14F3N3O2S
Canonical SMILES:	O=[S@@](c1nc2c([nH]1)cccc2)Cc1nccc(c1C)OCC(F)(F)F
Standard InCHI:	InChI=1S/C16H14F3N3O2S/c1-10-13(20-7-6-14(10)24-9-16(17,18)19)8-25(23)15-21-11-4-2-3-5-12(11)22-15/h2-7H,8-9H2,1H3,(H,21,22)/t25-/m1/s1
Standard InCHIKey:	MJIHNNLFOKEZEW-RUZDIDTESA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD1911

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	700
0.1-0.2	10969
0.2-0.3	4619
0.3-0.4	10648
0.4-0.5	2193
0.5-0.6	1520
0.6-0.7	233
0.7-0.8	7
0.8-0.85	0
0.85-0.9	1
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
High Similarity	0.8527	NPC316756
Intermediate Similarity	0.7227	NPC469308
Intermediate Similarity	0.7212	NPC471603
Intermediate Similarity	0.7182	NPC19872
Intermediate Similarity	0.7179	NPC187145
Intermediate Similarity	0.7149	NPC232727
Intermediate Similarity	0.7107	NPC39092
Intermediate Similarity	0.7027	NPC176538
Remote Similarity	0.6974	NPC167860
Remote Similarity	0.6974	NPC123976
Remote Similarity	0.6877	NPC150447
Remote Similarity	0.6875	NPC121772
Remote Similarity	0.6858	NPC476138
Remote Similarity	0.6858	NPC245816
Remote Similarity	0.6844	NPC30540
Remote Similarity	0.684	NPC26679
Remote Similarity	0.6816	NPC267928
Remote Similarity	0.681	NPC476287
Remote Similarity	0.6809	NPC193267
Remote Similarity	0.6809	NPC213530
Remote Similarity	0.6783	NPC185782
Remote Similarity	0.6758	NPC206251
Remote Similarity	0.6758	NPC74382
Remote Similarity	0.6754	NPC285558
Remote Similarity	0.6751	NPC310118
Remote Similarity	0.6708	NPC153467
Remote Similarity	0.6697	NPC284678
Remote Similarity	0.6682	NPC84853
Remote Similarity	0.6681	NPC60621
Remote Similarity	0.668	NPC110151
Remote Similarity	0.6667	NPC476465
Remote Similarity	0.6652	NPC224327
Remote Similarity	0.6652	NPC315957
Remote Similarity	0.6652	NPC242923
Remote Similarity	0.6626	NPC115595
Remote Similarity	0.6625	NPC122436
Remote Similarity	0.6622	NPC134079
Remote Similarity	0.662	NPC476518
Remote Similarity	0.661	NPC8022
Remote Similarity	0.661	NPC470799
Remote Similarity	0.6609	NPC113369
Remote Similarity	0.6598	NPC160666
Remote Similarity	0.6589	NPC41982
Remote Similarity	0.6589	NPC121658
Remote Similarity	0.6589	NPC14651
Remote Similarity	0.6584	NPC314954
Remote Similarity	0.6577	NPC296527
Remote Similarity	0.6571	NPC469554
Remote Similarity	0.6562	NPC324149
Remote Similarity	0.656	NPC168486
Remote Similarity	0.656	NPC222592
Remote Similarity	0.6558	NPC314557
Remote Similarity	0.6549	NPC13880
Remote Similarity	0.6547	NPC76748
Remote Similarity	0.654	NPC470203
Remote Similarity	0.6537	NPC470500
Remote Similarity	0.6535	NPC187558
Remote Similarity	0.6533	NPC307963
Remote Similarity	0.653	NPC161887
Remote Similarity	0.6528	NPC317054
Remote Similarity	0.6524	NPC287208
Remote Similarity	0.6518	NPC92111
Remote Similarity	0.6504	NPC101543
Remote Similarity	0.6502	NPC472289
Remote Similarity	0.6498	NPC315715
Remote Similarity	0.6496	NPC174672
Remote Similarity	0.6496	NPC174758
Remote Similarity	0.6494	NPC171393
Remote Similarity	0.6494	NPC295452
Remote Similarity	0.6493	NPC470204
Remote Similarity	0.6488	NPC130570
Remote Similarity	0.6481	NPC111624
Remote Similarity	0.6476	NPC251090
Remote Similarity	0.6463	NPC260434
Remote Similarity	0.6458	NPC308906
Remote Similarity	0.6456	NPC114209
Remote Similarity	0.6455	NPC219963
Remote Similarity	0.6445	NPC300238
Remote Similarity	0.6445	NPC56271
Remote Similarity	0.6441	NPC208284
Remote Similarity	0.6425	NPC282531
Remote Similarity	0.6402	NPC288349
Remote Similarity	0.6402	NPC170114
Remote Similarity	0.64	NPC235685
Remote Similarity	0.6398	NPC5145
Remote Similarity	0.6391	NPC18487
Remote Similarity	0.639	NPC292958
Remote Similarity	0.6385	NPC177404
Remote Similarity	0.6383	NPC82548
Remote Similarity	0.638	NPC118776
Remote Similarity	0.638	NPC266551
Remote Similarity	0.6375	NPC101350
Remote Similarity	0.636	NPC470549
Remote Similarity	0.636	NPC50511
Remote Similarity	0.6352	NPC223427
Remote Similarity	0.6351	NPC48938
Remote Similarity	0.6341	NPC42483
Remote Similarity	0.6338	NPC122141
Remote Similarity	0.6333	NPC274982
Remote Similarity	0.6325	NPC475070
Remote Similarity	0.6323	NPC84478
Remote Similarity	0.6322	NPC250178
Remote Similarity	0.6322	NPC168209
Remote Similarity	0.632	NPC476167
Remote Similarity	0.6316	NPC315822
Remote Similarity	0.6314	NPC116555
Remote Similarity	0.6301	NPC60006
Remote Similarity	0.6298	NPC201380
Remote Similarity	0.6298	NPC179787
Remote Similarity	0.6295	NPC20249
Remote Similarity	0.6295	NPC295228
Remote Similarity	0.6285	NPC471614
Remote Similarity	0.6277	NPC192315
Remote Similarity	0.6275	NPC477795
Remote Similarity	0.6275	NPC477806
Remote Similarity	0.6275	NPC477805
Remote Similarity	0.6275	NPC477796
Remote Similarity	0.6273	NPC224764
Remote Similarity	0.6268	NPC321911
Remote Similarity	0.6261	NPC242209
Remote Similarity	0.626	NPC245348
Remote Similarity	0.625	NPC63545
Remote Similarity	0.625	NPC266931
Remote Similarity	0.6245	NPC243633
Remote Similarity	0.6245	NPC175150
Remote Similarity	0.6231	NPC478013
Remote Similarity	0.6223	NPC329747
Remote Similarity	0.622	NPC469811
Remote Similarity	0.6216	NPC42979
Remote Similarity	0.6215	NPC180504
Remote Similarity	0.6211	NPC110741
Remote Similarity	0.6209	NPC216713
Remote Similarity	0.6207	NPC72211
Remote Similarity	0.6207	NPC216159
Remote Similarity	0.6205	NPC176127
Remote Similarity	0.6204	NPC17305
Remote Similarity	0.6202	NPC472068
Remote Similarity	0.6198	NPC258048
Remote Similarity	0.6198	NPC63109
Remote Similarity	0.6192	NPC11464
Remote Similarity	0.6192	NPC123839
Remote Similarity	0.6186	NPC285635
Remote Similarity	0.6185	NPC471762
Remote Similarity	0.6185	NPC66777
Remote Similarity	0.6183	NPC469592
Remote Similarity	0.6183	NPC282247
Remote Similarity	0.6183	NPC471080
Remote Similarity	0.6179	NPC325903
Remote Similarity	0.6178	NPC91868
Remote Similarity	0.6178	NPC63971
Remote Similarity	0.6176	NPC475910
Remote Similarity	0.6174	NPC226202
Remote Similarity	0.6174	NPC74619
Remote Similarity	0.6174	NPC198673
Remote Similarity	0.6168	NPC26850
Remote Similarity	0.6168	NPC236711
Remote Similarity	0.6164	NPC164664
Remote Similarity	0.6163	NPC323969
Remote Similarity	0.6161	NPC307191
Remote Similarity	0.6154	NPC472067
Remote Similarity	0.6154	NPC472031
Remote Similarity	0.6154	NPC472066
Remote Similarity	0.6141	NPC316981
Remote Similarity	0.6137	NPC168911
Remote Similarity	0.6133	NPC163055
Remote Similarity	0.6132	NPC152768
Remote Similarity	0.6132	NPC470823
Remote Similarity	0.6132	NPC148183
Remote Similarity	0.6129	NPC125597
Remote Similarity	0.6126	NPC182222
Remote Similarity	0.6124	NPC470504
Remote Similarity	0.6121	NPC70259
Remote Similarity	0.6119	NPC314056
Remote Similarity	0.6115	NPC477633
Remote Similarity	0.6113	NPC470501
Remote Similarity	0.6111	NPC25899
Remote Similarity	0.6109	NPC266249
Remote Similarity	0.6103	NPC26872
Remote Similarity	0.6099	NPC248454
Remote Similarity	0.6099	NPC96890
Remote Similarity	0.6096	NPC46580
Remote Similarity	0.6092	NPC26543
Remote Similarity	0.6091	NPC91895
Remote Similarity	0.6085	NPC329793
Remote Similarity	0.6083	NPC225018
Remote Similarity	0.6082	NPC469594
Remote Similarity	0.6081	NPC478012
Remote Similarity	0.6081	NPC478011
Remote Similarity	0.608	NPC157931
Remote Similarity	0.608	NPC107160
Remote Similarity	0.608	NPC257851
Remote Similarity	0.6079	NPC314002
Remote Similarity	0.6078	NPC205934
Remote Similarity	0.6078	NPC280638
Remote Similarity	0.6078	NPC43787
Remote Similarity	0.6076	NPC162484
Remote Similarity	0.6076	NPC475774
Remote Similarity	0.6075	NPC477815
Remote Similarity	0.6074	NPC118940
Remote Similarity	0.6073	NPC473317

Drug Structure

NPD1911 OpenBabel08211701392D 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 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 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 -2.0878 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 -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 -6.5878 0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.4538 1.3090 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -7.4538 0.3090 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -6.0878 1.6750 0.0000 F 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 -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 2 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 10 1 0 0 0 0 2 3 2 0 0 0 0 2 4 1 0 0 0 0 3 5 1 0 0 0 0 4 11 2 0 0 0 0 5 12 2 0 0 0 0 6 7 1 0 0 0 0 6 14 2 0 0 0 0 7 20 2 0 0 0 0 8 13 1 0 0 0 0 8 25 1 0 0 0 0 9 16 1 0 0 0 0 9 24 1 0 0 0 0 10 13 2 0 0 0 0 10 14 1 0 0 0 0 11 12 1 0 0 0 0 11 21 1 0 0 0 0 12 22 1 0 0 0 0 13 20 1 0 0 0 0 14 24 1 0 0 0 0 15 21 2 0 0 0 0 15 22 1 0 0 0 0 15 25 1 0 0 0 0 16 17 1 0 0 0 0 16 18 1 0 0 0 0 16 19 1 0 0 0 0 22 26 1 0 0 0 0 25 23 2 6 0 0 0 M END $$$$

External Identifiers

TTD	DAP001443
DrugBank
ChEMBL
IUPHAR/BPS	5487
PharmaGKB
KEGG Drug
PubChem CID	9578005
ChEBI
CAS Number

Drug Properties

Molecular Weight	369.08
ALogP	0.6676
MLogP	2.23
XLogP	2.743
HDA	4
HBD	1
Rotatable Bonds	10
TPSA	87.08
RO5 Violation	0