NPASS drugs

Drug Information

Drug ID:	NPD3331
Drug Name:	Ilaprazole
Molecular Formula:	C19H18N4O2S
Canonical SMILES:	COc1ccnc(c1C)CS(=O)c1nc2c([nH]1)cc(cc2)n1cccc1
Standard InCHI:	InChI=1S/C19H18N4O2S/c1-13-17(20-8-7-18(13)25-2)12-26(24)19-21-15-6-5-14(11-16(15)22-19)23-9-3-4-10-23/h3-11H,12H2,1-2H3,(H,21,22)
Standard InCHIKey:	HRRXCXABAPSOCP-UHFFFAOYSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD3331

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	823
0.1-0.2	11363
0.2-0.3	7568
0.3-0.4	7468
0.4-0.5	2047
0.5-0.6	1414
0.6-0.7	203
0.7-0.8	4
0.8-0.85	0
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	0.789	NPC316756
Intermediate Similarity	0.7552	NPC39092
Intermediate Similarity	0.7302	NPC150447
Intermediate Similarity	0.7025	NPC314954
Remote Similarity	0.6943	NPC469308
Remote Similarity	0.6935	NPC30540
Remote Similarity	0.69	NPC19872
Remote Similarity	0.6872	NPC153467
Remote Similarity	0.687	NPC232727
Remote Similarity	0.6864	NPC471603
Remote Similarity	0.686	NPC130570
Remote Similarity	0.6851	NPC123976
Remote Similarity	0.6851	NPC167860
Remote Similarity	0.6844	NPC187145
Remote Similarity	0.6829	NPC160666
Remote Similarity	0.6826	NPC121772
Remote Similarity	0.6753	NPC176538
Remote Similarity	0.6751	NPC242923
Remote Similarity	0.6734	NPC469554
Remote Similarity	0.6734	NPC101543
Remote Similarity	0.6711	NPC84853
Remote Similarity	0.671	NPC187558
Remote Similarity	0.6694	NPC213530
Remote Similarity	0.6694	NPC193267
Remote Similarity	0.668	NPC315822
Remote Similarity	0.6679	NPC41982
Remote Similarity	0.6654	NPC171393
Remote Similarity	0.6654	NPC295452
Remote Similarity	0.6639	NPC310118
Remote Similarity	0.6638	NPC285558
Remote Similarity	0.6608	NPC472289
Remote Similarity	0.6596	NPC245816
Remote Similarity	0.6596	NPC476138
Remote Similarity	0.6586	NPC115595
Remote Similarity	0.6583	NPC26679
Remote Similarity	0.657	NPC170114
Remote Similarity	0.6569	NPC113369
Remote Similarity	0.6557	NPC308906
Remote Similarity	0.6557	NPC250178
Remote Similarity	0.6555	NPC476465
Remote Similarity	0.6555	NPC116555
Remote Similarity	0.6552	NPC267928
Remote Similarity	0.654	NPC63109
Remote Similarity	0.6535	NPC101350
Remote Similarity	0.6529	NPC470549
Remote Similarity	0.6527	NPC185782
Remote Similarity	0.6506	NPC110151
Remote Similarity	0.65	NPC26543
Remote Similarity	0.6496	NPC235685
Remote Similarity	0.6491	NPC206251
Remote Similarity	0.6491	NPC74382
Remote Similarity	0.6486	NPC317054
Remote Similarity	0.6468	NPC315957
Remote Similarity	0.6443	NPC141053
Remote Similarity	0.6437	NPC17305
Remote Similarity	0.6437	NPC60621
Remote Similarity	0.6435	NPC134079
Remote Similarity	0.6426	NPC18487
Remote Similarity	0.6422	NPC470203
Remote Similarity	0.6417	NPC287208
Remote Similarity	0.6408	NPC267811
Remote Similarity	0.6407	NPC92111
Remote Similarity	0.6391	NPC74619
Remote Similarity	0.6391	NPC224327
Remote Similarity	0.639	NPC174758
Remote Similarity	0.639	NPC174672
Remote Similarity	0.6386	NPC122436
Remote Similarity	0.6379	NPC324149
Remote Similarity	0.6378	NPC180504
Remote Similarity	0.6376	NPC470204
Remote Similarity	0.6375	NPC107160
Remote Similarity	0.6367	NPC8022
Remote Similarity	0.6367	NPC470799
Remote Similarity	0.6364	NPC76748
Remote Similarity	0.636	NPC475070
Remote Similarity	0.636	NPC284678
Remote Similarity	0.6352	NPC307963
Remote Similarity	0.6352	NPC476287
Remote Similarity	0.6351	NPC476518
Remote Similarity	0.6341	NPC304926
Remote Similarity	0.6341	NPC476041
Remote Similarity	0.6337	NPC208284
Remote Similarity	0.6327	NPC50511
Remote Similarity	0.6323	NPC14651
Remote Similarity	0.6323	NPC121658
Remote Similarity	0.6321	NPC477633
Remote Similarity	0.632	NPC296527
Remote Similarity	0.6318	NPC317105
Remote Similarity	0.6318	NPC475774
Remote Similarity	0.6312	NPC472067
Remote Similarity	0.6312	NPC472031
Remote Similarity	0.6312	NPC472066
Remote Similarity	0.63	NPC168486
Remote Similarity	0.63	NPC222592
Remote Similarity	0.6298	NPC13880
Remote Similarity	0.6295	NPC314557
Remote Similarity	0.6292	NPC470500
Remote Similarity	0.6286	NPC282247
Remote Similarity	0.6281	NPC82548
Remote Similarity	0.6274	NPC63971
Remote Similarity	0.6274	NPC91868
Remote Similarity	0.6272	NPC161887
Remote Similarity	0.627	NPC60006
Remote Similarity	0.6265	NPC295228
Remote Similarity	0.6265	NPC77022
Remote Similarity	0.6255	NPC53534
Remote Similarity	0.625	NPC223427
Remote Similarity	0.624	NPC216221
Remote Similarity	0.6239	NPC315715
Remote Similarity	0.6236	NPC472068
Remote Similarity	0.6235	NPC274982
Remote Similarity	0.6235	NPC260434
Remote Similarity	0.6233	NPC282531
Remote Similarity	0.6232	NPC77101
Remote Similarity	0.623	NPC5145
Remote Similarity	0.6226	NPC56271
Remote Similarity	0.6222	NPC111624
Remote Similarity	0.622	NPC471080
Remote Similarity	0.622	NPC469592
Remote Similarity	0.621	NPC173344
Remote Similarity	0.6206	NPC227908
Remote Similarity	0.6204	NPC478013
Remote Similarity	0.6192	NPC477861
Remote Similarity	0.6192	NPC471614
Remote Similarity	0.6192	NPC329747
Remote Similarity	0.6186	NPC114209
Remote Similarity	0.6186	NPC280638
Remote Similarity	0.6185	NPC149014
Remote Similarity	0.6183	NPC477796
Remote Similarity	0.6183	NPC477805
Remote Similarity	0.6183	NPC477795
Remote Similarity	0.6183	NPC477806
Remote Similarity	0.6182	NPC300238
Remote Similarity	0.6181	NPC323244
Remote Similarity	0.6179	NPC94157
Remote Similarity	0.6167	NPC280852
Remote Similarity	0.6166	NPC245348
Remote Similarity	0.616	NPC292958
Remote Similarity	0.616	NPC251090
Remote Similarity	0.6157	NPC16659
Remote Similarity	0.6154	NPC122141
Remote Similarity	0.6148	NPC328924
Remote Similarity	0.6145	NPC12100
Remote Similarity	0.6145	NPC305984
Remote Similarity	0.6142	NPC103687
Remote Similarity	0.6142	NPC132631
Remote Similarity	0.6133	NPC164664
Remote Similarity	0.6133	NPC69843
Remote Similarity	0.613	NPC219963
Remote Similarity	0.613	NPC266551
Remote Similarity	0.6126	NPC177404
Remote Similarity	0.612	NPC469594
Remote Similarity	0.6119	NPC477815
Remote Similarity	0.6117	NPC152620
Remote Similarity	0.6114	NPC265710
Remote Similarity	0.6109	NPC470323
Remote Similarity	0.6095	NPC314056
Remote Similarity	0.6094	NPC66777
Remote Similarity	0.6094	NPC471762
Remote Similarity	0.6093	NPC477634
Remote Similarity	0.6092	NPC242209
Remote Similarity	0.6089	NPC266931
Remote Similarity	0.6085	NPC267078
Remote Similarity	0.6085	NPC935
Remote Similarity	0.6083	NPC476167
Remote Similarity	0.6083	NPC287437
Remote Similarity	0.6082	NPC475910
Remote Similarity	0.6078	NPC84478
Remote Similarity	0.6076	NPC198673
Remote Similarity	0.6075	NPC42483
Remote Similarity	0.6073	NPC54981
Remote Similarity	0.6071	NPC323969
Remote Similarity	0.607	NPC240088
Remote Similarity	0.607	NPC473380
Remote Similarity	0.6062	NPC474357
Remote Similarity	0.6061	NPC307191
Remote Similarity	0.6058	NPC329793
Remote Similarity	0.6057	NPC478012
Remote Similarity	0.6057	NPC478011
Remote Similarity	0.6055	NPC6215
Remote Similarity	0.6054	NPC253687
Remote Similarity	0.6052	NPC20249
Remote Similarity	0.6047	NPC21461
Remote Similarity	0.6044	NPC49217
Remote Similarity	0.6042	NPC168911
Remote Similarity	0.6042	NPC192315
Remote Similarity	0.6038	NPC24802
Remote Similarity	0.6037	NPC179787
Remote Similarity	0.6037	NPC201380
Remote Similarity	0.6036	NPC314176
Remote Similarity	0.6036	NPC92796
Remote Similarity	0.6036	NPC135141
Remote Similarity	0.6034	NPC48938
Remote Similarity	0.6032	NPC11464
Remote Similarity	0.6032	NPC147810
Remote Similarity	0.6026	NPC224764
Remote Similarity	0.6017	NPC164228
Remote Similarity	0.6015	NPC477418
Remote Similarity	0.6015	NPC477420
Remote Similarity	0.6009	NPC321911

Drug Structure

NPD3331 OpenBabel08211703112D 27 30 0 0 0 0 0 0 0 0999 V2000 -3.0878 -1.7891 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0878 -1.7891 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1318 -0.5274 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6318 -1.3934 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 -5.0878 -0.0570 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 4.4627 0.2158 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6537 -1.1855 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 -2.0878 -0.0570 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5878 -0.9230 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 -0.0570 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5878 -0.9230 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 3.5491 -0.1910 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.0878 1.6750 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.0878 -1.7891 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 25 1 0 0 0 0 3 4 1 0 0 0 0 3 9 2 0 0 0 0 4 10 2 0 0 0 0 5 6 2 0 0 0 0 5 14 1 0 0 0 0 6 15 1 0 0 0 0 7 8 1 0 0 0 0 7 18 2 0 0 0 0 8 20 2 0 0 0 0 9 23 1 0 0 0 0 10 23 1 0 0 0 0 11 14 2 0 0 0 0 11 16 1 0 0 0 0 12 17 1 0 0 0 0 12 26 1 0 0 0 0 13 17 2 0 0 0 0 13 18 1 0 0 0 0 14 23 1 0 0 0 0 15 16 2 0 0 0 0 15 21 1 0 0 0 0 16 22 1 0 0 0 0 17 20 1 0 0 0 0 18 25 1 0 0 0 0 19 21 2 0 0 0 0 19 22 1 0 0 0 0 19 26 1 0 0 0 0 22 27 1 0 0 0 0 24 26 2 0 0 0 0 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	366.12
ALogP	-0.3266
MLogP	2.78
XLogP	1.915
HDA	5
HBD	1
Rotatable Bonds	7
TPSA	91.49
RO5 Violation	0