NPASS drugs

Drug Information

Drug ID:	NPD2472
Drug Name:	Esomeprazole
Molecular Formula:	C17H19N3O3S
Canonical SMILES:	COc1ccc2c(c1)[nH]c(n2)[S@@](=O)Cc1ncc(c(c1C)OC)C
Standard InCHI:	InChI=1S/C17H19N3O3S/c1-10-8-18-15(11(2)16(10)23-4)9-24(21)17-19-13-6-5-12(22-3)7-14(13)20-17/h5-8H,9H2,1-4H3,(H,19,20)/t24-/m0/s1
Standard InCHIKey:	SUBDBMMJDZJVOS-DEOSSOPVSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD2472

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	674
0.1-0.2	10572
0.2-0.3	4222
0.3-0.4	11005
0.4-0.5	2429
0.5-0.6	1507
0.6-0.7	440
0.7-0.8	40
0.8-0.85	0
0.85-0.9	0
0.9-0.95	1
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	0.9005	NPC316756
Intermediate Similarity	0.7754	NPC39092
Intermediate Similarity	0.7696	NPC232727
Intermediate Similarity	0.765	NPC176538
Intermediate Similarity	0.7543	NPC187145
Intermediate Similarity	0.75	NPC123976
Intermediate Similarity	0.75	NPC167860
Intermediate Similarity	0.7489	NPC121772
Intermediate Similarity	0.7489	NPC315957
Intermediate Similarity	0.7409	NPC19872
Intermediate Similarity	0.7403	NPC310118
Intermediate Similarity	0.7391	NPC213530
Intermediate Similarity	0.7391	NPC193267
Intermediate Similarity	0.7357	NPC471603
Intermediate Similarity	0.7354	NPC285558
Intermediate Similarity	0.7333	NPC30540
Intermediate Similarity	0.7257	NPC476465
Intermediate Similarity	0.7253	NPC60621
Intermediate Similarity	0.7246	NPC110151
Intermediate Similarity	0.7205	NPC26679
Intermediate Similarity	0.7203	NPC153467
Intermediate Similarity	0.7156	NPC76748
Intermediate Similarity	0.7156	NPC245816
Intermediate Similarity	0.7156	NPC476138
Intermediate Similarity	0.7149	NPC185782
Intermediate Similarity	0.7149	NPC13880
Intermediate Similarity	0.7136	NPC307963
Intermediate Similarity	0.7123	NPC92111
Intermediate Similarity	0.7119	NPC122436
Intermediate Similarity	0.711	NPC296527
Intermediate Similarity	0.7102	NPC171393
Intermediate Similarity	0.7102	NPC295452
Intermediate Similarity	0.7087	NPC208284
Intermediate Similarity	0.7074	NPC174672
Intermediate Similarity	0.7071	NPC314954
Intermediate Similarity	0.704	NPC267928
Intermediate Similarity	0.7039	NPC170114
Intermediate Similarity	0.7013	NPC242923
Intermediate Similarity	0.7008	NPC150447
Intermediate Similarity	0.7004	NPC223427
Intermediate Similarity	0.7	NPC174758
Remote Similarity	0.6996	NPC251090
Remote Similarity	0.6996	NPC470549
Remote Similarity	0.6991	NPC469308
Remote Similarity	0.6986	NPC74382
Remote Similarity	0.6986	NPC206251
Remote Similarity	0.6983	NPC469554
Remote Similarity	0.6982	NPC84853
Remote Similarity	0.6975	NPC130570
Remote Similarity	0.6974	NPC475070
Remote Similarity	0.6971	NPC285635
Remote Similarity	0.697	NPC5145
Remote Similarity	0.6966	NPC8022
Remote Similarity	0.6966	NPC470799
Remote Similarity	0.6957	NPC82548
Remote Similarity	0.6942	NPC260434
Remote Similarity	0.6917	NPC60006
Remote Similarity	0.6914	NPC101543
Remote Similarity	0.6911	NPC101350
Remote Similarity	0.691	NPC316981
Remote Similarity	0.6898	NPC295228
Remote Similarity	0.688	NPC476287
Remote Similarity	0.6878	NPC308906
Remote Similarity	0.6878	NPC224327
Remote Similarity	0.6875	NPC245348
Remote Similarity	0.6872	NPC160666
Remote Similarity	0.687	NPC235685
Remote Similarity	0.686	NPC315822
Remote Similarity	0.6854	NPC476518
Remote Similarity	0.6849	NPC84478
Remote Similarity	0.6847	NPC134079
Remote Similarity	0.6844	NPC242209
Remote Similarity	0.6828	NPC187558
Remote Similarity	0.6824	NPC11464
Remote Similarity	0.6824	NPC113369
Remote Similarity	0.6822	NPC274982
Remote Similarity	0.6822	NPC258773
Remote Similarity	0.6822	NPC121658
Remote Similarity	0.6822	NPC14651
Remote Similarity	0.6809	NPC266931
Remote Similarity	0.6804	NPC176127
Remote Similarity	0.6802	NPC472289
Remote Similarity	0.6798	NPC329747
Remote Similarity	0.6783	NPC41982
Remote Similarity	0.6773	NPC284678
Remote Similarity	0.6772	NPC56271
Remote Similarity	0.6758	NPC161887
Remote Similarity	0.6738	NPC287208
Remote Similarity	0.6737	NPC469592
Remote Similarity	0.6737	NPC471080
Remote Similarity	0.6732	NPC472066
Remote Similarity	0.6732	NPC472067
Remote Similarity	0.6732	NPC472031
Remote Similarity	0.6726	NPC131017
Remote Similarity	0.6725	NPC329793
Remote Similarity	0.6713	NPC111624
Remote Similarity	0.6712	NPC222592
Remote Similarity	0.6712	NPC168486
Remote Similarity	0.6711	NPC324149
Remote Similarity	0.6708	NPC227908
Remote Similarity	0.6693	NPC63971
Remote Similarity	0.6693	NPC91868
Remote Similarity	0.6682	NPC118776
Remote Similarity	0.6682	NPC46580
Remote Similarity	0.6681	NPC148183
Remote Similarity	0.6681	NPC152768
Remote Similarity	0.6681	NPC18487
Remote Similarity	0.6681	NPC106937
Remote Similarity	0.668	NPC74619
Remote Similarity	0.6667	NPC475910
Remote Similarity	0.6667	NPC292958
Remote Similarity	0.6654	NPC472068
Remote Similarity	0.6653	NPC304926
Remote Similarity	0.6653	NPC476041
Remote Similarity	0.6653	NPC471762
Remote Similarity	0.6653	NPC66777
Remote Similarity	0.6641	NPC63109
Remote Similarity	0.6639	NPC86078
Remote Similarity	0.6638	NPC162484
Remote Similarity	0.6637	NPC99666
Remote Similarity	0.6625	NPC469594
Remote Similarity	0.6621	NPC96890
Remote Similarity	0.6612	NPC17305
Remote Similarity	0.6612	NPC157931
Remote Similarity	0.6609	NPC470500
Remote Similarity	0.6609	NPC476167
Remote Similarity	0.6606	NPC266551
Remote Similarity	0.6606	NPC219963
Remote Similarity	0.6598	NPC250178
Remote Similarity	0.6597	NPC282247
Remote Similarity	0.6594	NPC243834
Remote Similarity	0.6594	NPC70956
Remote Similarity	0.6592	NPC314002
Remote Similarity	0.6583	NPC305984
Remote Similarity	0.6574	NPC1527
Remote Similarity	0.6565	NPC192315
Remote Similarity	0.6565	NPC72211
Remote Similarity	0.6562	NPC171171
Remote Similarity	0.6559	NPC115595
Remote Similarity	0.6553	NPC193777
Remote Similarity	0.6547	NPC204717
Remote Similarity	0.6542	NPC177404
Remote Similarity	0.6541	NPC478013
Remote Similarity	0.654	NPC471304
Remote Similarity	0.6524	NPC135887
Remote Similarity	0.6524	NPC199277
Remote Similarity	0.6518	NPC20249
Remote Similarity	0.6507	NPC326634
Remote Similarity	0.6504	NPC110741
Remote Similarity	0.6502	NPC220765
Remote Similarity	0.6496	NPC200836
Remote Similarity	0.6491	NPC133140
Remote Similarity	0.6491	NPC195268
Remote Similarity	0.6478	NPC70259
Remote Similarity	0.6473	NPC26543
Remote Similarity	0.6471	NPC477806
Remote Similarity	0.6471	NPC184964
Remote Similarity	0.6471	NPC477805
Remote Similarity	0.6471	NPC477795
Remote Similarity	0.6471	NPC477796
Remote Similarity	0.6468	NPC476581
Remote Similarity	0.6468	NPC36229
Remote Similarity	0.6468	NPC16452
Remote Similarity	0.6466	NPC287437
Remote Similarity	0.6465	NPC470203
Remote Similarity	0.6458	NPC478074
Remote Similarity	0.6457	NPC148889
Remote Similarity	0.645	NPC77555
Remote Similarity	0.6449	NPC280272
Remote Similarity	0.6441	NPC472111
Remote Similarity	0.6438	NPC249040
Remote Similarity	0.6435	NPC205934
Remote Similarity	0.6435	NPC43787
Remote Similarity	0.6429	NPC469589
Remote Similarity	0.6429	NPC314056
Remote Similarity	0.6429	NPC48938
Remote Similarity	0.6429	NPC201697
Remote Similarity	0.6426	NPC475774
Remote Similarity	0.6426	NPC53144
Remote Similarity	0.6425	NPC224764
Remote Similarity	0.642	NPC473041
Remote Similarity	0.642	NPC303658
Remote Similarity	0.642	NPC96321
Remote Similarity	0.6419	NPC470204
Remote Similarity	0.6417	NPC202768
Remote Similarity	0.6417	NPC128084
Remote Similarity	0.6417	NPC296482
Remote Similarity	0.6417	NPC94157
Remote Similarity	0.6417	NPC471614
Remote Similarity	0.6417	NPC53069
Remote Similarity	0.6413	NPC477633
Remote Similarity	0.6412	NPC53534
Remote Similarity	0.6411	NPC6215
Remote Similarity	0.641	NPC470586
Remote Similarity	0.6409	NPC314557
Remote Similarity	0.6407	NPC194967
Remote Similarity	0.6397	NPC21638
Remote Similarity	0.6395	NPC476578
Remote Similarity	0.6395	NPC476582
Remote Similarity	0.6395	NPC4071

Drug Structure

NPD2472 OpenBabel08211702172D 25 27 0 0 0 0 0 0 0 0999 V2000 -6.0878 1.6750 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0878 3.4071 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5491 -1.1910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5878 4.2731 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 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 -4.5878 0.8090 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 -5.0878 1.6750 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5878 2.5411 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 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 2.5411 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 0.8090 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 3.5491 -0.1910 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.0878 3.4071 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.5878 0.8090 0.0000 S 0 0 1 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 11 1 0 0 0 0 3 22 1 0 0 0 0 4 23 1 0 0 0 0 5 6 2 0 0 0 0 5 12 1 0 0 0 0 6 13 1 0 0 0 0 7 12 2 0 0 0 0 7 14 1 0 0 0 0 8 10 1 0 0 0 0 8 18 2 0 0 0 0 9 15 1 0 0 0 0 9 24 1 0 0 0 0 10 16 2 0 0 0 0 11 15 2 0 0 0 0 11 16 1 0 0 0 0 12 22 1 0 0 0 0 13 14 2 0 0 0 0 13 19 1 0 0 0 0 14 20 1 0 0 0 0 15 18 1 0 0 0 0 16 23 1 0 0 0 0 17 19 2 0 0 0 0 17 20 1 0 0 0 0 17 24 1 0 0 0 0 20 25 1 0 0 0 0 24 21 2 1 0 0 0 M END $$$$

External Identifiers

TTD	DAP000726; DCL000524
DrugBank	DB00736
ChEMBL	CHEMBL1201320
IUPHAR/BPS	5488
PharmaGKB	PA10075
KEGG Drug	D07917
PubChem CID	9568614
ChEBI	50275
CAS Number	119141-88-7

Drug Properties

Molecular Weight	345.11
ALogP	0.2504
MLogP	2.56
XLogP	0.986
HDA	4
HBD	1
Rotatable Bonds	9
TPSA	96.31
RO5 Violation	0