NPASS drugs

Drug Information

Drug ID:	NPD2901
Drug Name:	Duloxetine
Molecular Formula:	C18H19NOS
Canonical SMILES:	CNCC[C@@H](c1cccs1)Oc1cccc2c1cccc2
Standard InCHI:	InChI=1S/C18H19NOS/c1-19-12-11-17(18-10-5-13-21-18)20-16-9-4-7-14-6-2-3-8-15(14)16/h2-10,13,17,19H,11-12H2,1H3/t17-/m0/s1
Standard InCHIKey:	ZEUITGRIYCTCEM-KRWDZBQOSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD2901

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	201
0.1-0.2	1465
0.2-0.3	6620
0.3-0.4	6723
0.4-0.5	6780
0.5-0.6	8451
0.6-0.7	647
0.7-0.8	3
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	0.7697	NPC231163
Intermediate Similarity	0.7697	NPC318591
Intermediate Similarity	0.7534	NPC328267
Remote Similarity	0.6974	NPC136112
Remote Similarity	0.6974	NPC141739
Remote Similarity	0.6954	NPC217277
Remote Similarity	0.6897	NPC26524
Remote Similarity	0.6864	NPC150670
Remote Similarity	0.6851	NPC149571
Remote Similarity	0.6831	NPC186469
Remote Similarity	0.6776	NPC298486
Remote Similarity	0.6759	NPC21890
Remote Similarity	0.6753	NPC320242
Remote Similarity	0.6746	NPC206372
Remote Similarity	0.6746	NPC203424
Remote Similarity	0.6746	NPC114124
Remote Similarity	0.6727	NPC145304
Remote Similarity	0.6725	NPC29647
Remote Similarity	0.6724	NPC293871
Remote Similarity	0.6724	NPC124433
Remote Similarity	0.6689	NPC321133
Remote Similarity	0.6686	NPC79328
Remote Similarity	0.6667	NPC314725
Remote Similarity	0.6667	NPC313375
Remote Similarity	0.6647	NPC7393
Remote Similarity	0.6645	NPC212559
Remote Similarity	0.6622	NPC221877
Remote Similarity	0.662	NPC241224
Remote Similarity	0.6608	NPC477564
Remote Similarity	0.6608	NPC2295
Remote Similarity	0.6604	NPC474200
Remote Similarity	0.6601	NPC211992
Remote Similarity	0.66	NPC25648
Remote Similarity	0.6587	NPC473934
Remote Similarity	0.6585	NPC323204
Remote Similarity	0.6579	NPC263835
Remote Similarity	0.6577	NPC283169
Remote Similarity	0.6573	NPC475269
Remote Similarity	0.6573	NPC42383
Remote Similarity	0.6568	NPC211296
Remote Similarity	0.6562	NPC160692
Remote Similarity	0.6554	NPC195392
Remote Similarity	0.6552	NPC97811
Remote Similarity	0.6532	NPC133817
Remote Similarity	0.6532	NPC476443
Remote Similarity	0.6532	NPC170503
Remote Similarity	0.6532	NPC323443
Remote Similarity	0.6532	NPC180756
Remote Similarity	0.6532	NPC203784
Remote Similarity	0.6532	NPC126519
Remote Similarity	0.6528	NPC326801
Remote Similarity	0.6527	NPC189908
Remote Similarity	0.6516	NPC255253
Remote Similarity	0.6503	NPC253429
Remote Similarity	0.65	NPC307123
Remote Similarity	0.65	NPC97870
Remote Similarity	0.65	NPC118419
Remote Similarity	0.65	NPC95755
Remote Similarity	0.65	NPC247018
Remote Similarity	0.6497	NPC209377
Remote Similarity	0.6494	NPC129603
Remote Similarity	0.649	NPC120075
Remote Similarity	0.6485	NPC204546
Remote Similarity	0.6471	NPC207824
Remote Similarity	0.6471	NPC60538
Remote Similarity	0.6461	NPC86144
Remote Similarity	0.6461	NPC304659
Remote Similarity	0.6461	NPC193853
Remote Similarity	0.6461	NPC223077
Remote Similarity	0.6461	NPC56887
Remote Similarity	0.646	NPC325568
Remote Similarity	0.6457	NPC22014
Remote Similarity	0.6456	NPC98745
Remote Similarity	0.6452	NPC150026
Remote Similarity	0.6452	NPC471315
Remote Similarity	0.6452	NPC471314
Remote Similarity	0.645	NPC90844
Remote Similarity	0.645	NPC253883
Remote Similarity	0.645	NPC95075
Remote Similarity	0.6447	NPC329980
Remote Similarity	0.6442	NPC307682
Remote Similarity	0.6441	NPC475393
Remote Similarity	0.6415	NPC471321
Remote Similarity	0.6415	NPC471306
Remote Similarity	0.64	NPC78359
Remote Similarity	0.64	NPC148014
Remote Similarity	0.64	NPC40389
Remote Similarity	0.64	NPC470837
Remote Similarity	0.64	NPC315707
Remote Similarity	0.64	NPC65490
Remote Similarity	0.6395	NPC76213
Remote Similarity	0.6395	NPC277669
Remote Similarity	0.6386	NPC470925
Remote Similarity	0.638	NPC11147
Remote Similarity	0.6375	NPC262641
Remote Similarity	0.6374	NPC219162
Remote Similarity	0.6369	NPC294156
Remote Similarity	0.6369	NPC256015
Remote Similarity	0.6369	NPC61685
Remote Similarity	0.6353	NPC476151
Remote Similarity	0.6353	NPC210437
Remote Similarity	0.6353	NPC106295
Remote Similarity	0.6353	NPC476144
Remote Similarity	0.6353	NPC51957
Remote Similarity	0.6353	NPC16107
Remote Similarity	0.6352	NPC172403
Remote Similarity	0.6348	NPC189470
Remote Similarity	0.6346	NPC188997
Remote Similarity	0.6341	NPC11727
Remote Similarity	0.6341	NPC15109
Remote Similarity	0.634	NPC268170
Remote Similarity	0.6335	NPC196193
Remote Similarity	0.6331	NPC130926
Remote Similarity	0.6329	NPC81641
Remote Similarity	0.6328	NPC18402
Remote Similarity	0.6325	NPC314682
Remote Similarity	0.6324	NPC243454
Remote Similarity	0.6324	NPC267408
Remote Similarity	0.6324	NPC475479
Remote Similarity	0.6323	NPC318357
Remote Similarity	0.6322	NPC475557
Remote Similarity	0.6319	NPC12870
Remote Similarity	0.6319	NPC138940
Remote Similarity	0.6319	NPC24327
Remote Similarity	0.6316	NPC7467
Remote Similarity	0.6316	NPC312105
Remote Similarity	0.6312	NPC283079
Remote Similarity	0.6309	NPC470723
Remote Similarity	0.6306	NPC211218
Remote Similarity	0.6306	NPC261992
Remote Similarity	0.6303	NPC321285
Remote Similarity	0.6303	NPC193528
Remote Similarity	0.6299	NPC256369
Remote Similarity	0.6299	NPC43275
Remote Similarity	0.6296	NPC284232
Remote Similarity	0.629	NPC239584
Remote Similarity	0.6289	NPC301713
Remote Similarity	0.6287	NPC474915
Remote Similarity	0.6287	NPC213206
Remote Similarity	0.6287	NPC328750
Remote Similarity	0.6287	NPC188163
Remote Similarity	0.6286	NPC123323
Remote Similarity	0.6286	NPC216459
Remote Similarity	0.6286	NPC41178
Remote Similarity	0.6286	NPC138487
Remote Similarity	0.6286	NPC244112
Remote Similarity	0.6286	NPC93593
Remote Similarity	0.6282	NPC475839
Remote Similarity	0.6282	NPC216929
Remote Similarity	0.6282	NPC65933
Remote Similarity	0.6282	NPC172676
Remote Similarity	0.6282	NPC57268
Remote Similarity	0.6282	NPC126935
Remote Similarity	0.6282	NPC312713
Remote Similarity	0.6279	NPC477565
Remote Similarity	0.6279	NPC103379
Remote Similarity	0.6278	NPC35627
Remote Similarity	0.6278	NPC124657
Remote Similarity	0.6278	NPC476573
Remote Similarity	0.6278	NPC81247
Remote Similarity	0.6275	NPC137096
Remote Similarity	0.6273	NPC160193
Remote Similarity	0.6268	NPC470161
Remote Similarity	0.6266	NPC62101
Remote Similarity	0.6266	NPC95733
Remote Similarity	0.6265	NPC210086
Remote Similarity	0.6264	NPC26601
Remote Similarity	0.6264	NPC6152
Remote Similarity	0.6263	NPC281581
Remote Similarity	0.6258	NPC289330
Remote Similarity	0.6258	NPC160120
Remote Similarity	0.6258	NPC230219
Remote Similarity	0.6258	NPC17388
Remote Similarity	0.6258	NPC53596
Remote Similarity	0.6258	NPC103916
Remote Similarity	0.6258	NPC471308
Remote Similarity	0.6258	NPC189482
Remote Similarity	0.6258	NPC475856
Remote Similarity	0.6257	NPC144863
Remote Similarity	0.6257	NPC145990
Remote Similarity	0.625	NPC146288
Remote Similarity	0.625	NPC300166
Remote Similarity	0.6243	NPC47672
Remote Similarity	0.6242	NPC231884
Remote Similarity	0.6242	NPC473464
Remote Similarity	0.6242	NPC167944
Remote Similarity	0.6242	NPC152946
Remote Similarity	0.6242	NPC476332
Remote Similarity	0.6242	NPC42793
Remote Similarity	0.6235	NPC11089
Remote Similarity	0.6234	NPC63010
Remote Similarity	0.6234	NPC283616
Remote Similarity	0.623	NPC108434
Remote Similarity	0.623	NPC475215
Remote Similarity	0.6229	NPC156311
Remote Similarity	0.6229	NPC233926
Remote Similarity	0.6228	NPC212850
Remote Similarity	0.6228	NPC83289
Remote Similarity	0.6228	NPC189724
Remote Similarity	0.6226	NPC29477

Drug Structure

NPD2901 OpenBabel08211702562D 22 24 0 0 1 0 0 0 0 0999 V2000 1.7796 -3.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2437 2.9067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2437 1.9067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7796 2.9067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1691 1.6092 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3776 3.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6456 3.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3776 1.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7796 1.9067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8090 1.4013 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7796 -1.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9135 -1.5933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6691 0.7431 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5116 2.9067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5116 1.9067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6456 1.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7796 -0.0933 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.9135 0.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9135 -2.5933 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.6456 0.4067 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 0.0475 -3.0933 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 19 1 0 0 0 0 2 3 2 0 0 0 0 2 6 1 0 0 0 0 3 8 1 0 0 0 0 4 7 2 0 0 0 0 4 9 1 0 0 0 0 5 10 1 0 0 0 0 5 13 2 0 0 0 0 6 14 2 0 0 0 0 7 14 1 0 0 0 0 8 15 2 0 0 0 0 9 16 2 0 0 0 0 10 18 2 0 0 0 0 11 12 1 0 0 0 0 12 19 1 0 0 0 0 13 21 1 0 0 0 0 14 15 1 0 0 0 0 15 16 1 0 0 0 0 16 20 1 0 0 0 0 17 11 1 1 0 0 0 17 18 1 0 0 0 0 17 20 1 0 0 0 0 18 21 1 0 0 0 0 19 22 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP001341; DAP000494
DrugBank	DB00476
ChEMBL	CHEMBL1175
IUPHAR/BPS	202
PharmaGKB	PA10066
KEGG Drug	D01179
PubChem CID	60835
ChEBI	36795
CAS Number	116539-59-4

Drug Properties

Molecular Weight	297.12
ALogP	-0.2084
MLogP	3.11
XLogP	5.835
HDA	1
HBD	1
Rotatable Bonds	7
TPSA	49.5
RO5 Violation	1