NPASS drugs

Drug Information

Drug ID:	NPD3531
Drug Name:	Esreboxetine
Molecular Formula:	C19H23NO3
Canonical SMILES:	CCOc1ccccc1O[C@@H](c1ccccc1)[C@H]1OCCNC1
Standard InCHI:	InChI=1S/C19H23NO3/c1-2-21-16-10-6-7-11-17(16)23-19(15-8-4-3-5-9-15)18-14-20-12-13-22-18/h3-11,18-20H,2,12-14H2,1H3/t18-,19-/m0/s1
Standard InCHIKey:	CBQGYUDMJHNJBX-OALUTQOASA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD3531

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	127
0.1-0.2	1003
0.2-0.3	4527
0.3-0.4	8617
0.4-0.5	4283
0.5-0.6	8886
0.6-0.7	3150
0.7-0.8	288
0.8-0.85	9
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	0.8462	NPC328267
Intermediate Similarity	0.8333	NPC136112
Intermediate Similarity	0.8333	NPC141739
Intermediate Similarity	0.8333	NPC320242
Intermediate Similarity	0.8201	NPC318591
Intermediate Similarity	0.8201	NPC231163
Intermediate Similarity	0.8106	NPC298486
Intermediate Similarity	0.8041	NPC206372
Intermediate Similarity	0.8041	NPC203424
Intermediate Similarity	0.7971	NPC247018
Intermediate Similarity	0.7971	NPC307123
Intermediate Similarity	0.7971	NPC97870
Intermediate Similarity	0.7786	NPC120075
Intermediate Similarity	0.7786	NPC160692
Intermediate Similarity	0.7778	NPC255253
Intermediate Similarity	0.7778	NPC323204
Intermediate Similarity	0.7752	NPC26524
Intermediate Similarity	0.7718	NPC207824
Intermediate Similarity	0.7718	NPC60538
Intermediate Similarity	0.7717	NPC24777
Intermediate Similarity	0.7714	NPC118419
Intermediate Similarity	0.7692	NPC253429
Intermediate Similarity	0.7681	NPC172403
Intermediate Similarity	0.7656	NPC95977
Intermediate Similarity	0.7655	NPC204546
Intermediate Similarity	0.7632	NPC477564
Intermediate Similarity	0.7632	NPC2295
Intermediate Similarity	0.763	NPC211992
Intermediate Similarity	0.7616	NPC76213
Intermediate Similarity	0.7616	NPC277669
Intermediate Similarity	0.7613	NPC158900
Intermediate Similarity	0.7586	NPC314682
Intermediate Similarity	0.7584	NPC115144
Intermediate Similarity	0.7584	NPC277857
Intermediate Similarity	0.7571	NPC262641
Intermediate Similarity	0.7552	NPC11147
Intermediate Similarity	0.7534	NPC213206
Intermediate Similarity	0.7534	NPC474915
Intermediate Similarity	0.7534	NPC328750
Intermediate Similarity	0.7534	NPC188163
Intermediate Similarity	0.7516	NPC475393
Intermediate Similarity	0.7482	NPC301713
Intermediate Similarity	0.7481	NPC263835
Intermediate Similarity	0.745	NPC130926
Intermediate Similarity	0.7448	NPC193528
Intermediate Similarity	0.7447	NPC160193
Intermediate Similarity	0.7436	NPC329640
Intermediate Similarity	0.7422	NPC186469
Intermediate Similarity	0.7419	NPC126519
Intermediate Similarity	0.7419	NPC170503
Intermediate Similarity	0.7419	NPC203784
Intermediate Similarity	0.7402	NPC42383
Intermediate Similarity	0.7397	NPC299583
Intermediate Similarity	0.7394	NPC329595
Intermediate Similarity	0.7394	NPC326599
Intermediate Similarity	0.7391	NPC13020
Intermediate Similarity	0.7391	NPC217277
Intermediate Similarity	0.7391	NPC211218
Intermediate Similarity	0.7391	NPC140359
Intermediate Similarity	0.7379	NPC167944
Intermediate Similarity	0.7379	NPC42793
Intermediate Similarity	0.7379	NPC231884
Intermediate Similarity	0.7364	NPC97811
Intermediate Similarity	0.7355	NPC187022
Intermediate Similarity	0.7355	NPC80129
Intermediate Similarity	0.7353	NPC321133
Intermediate Similarity	0.7351	NPC210437
Intermediate Similarity	0.7351	NPC16107
Intermediate Similarity	0.7351	NPC476151
Intermediate Similarity	0.7351	NPC106295
Intermediate Similarity	0.7351	NPC476144
Intermediate Similarity	0.7351	NPC51957
Intermediate Similarity	0.7347	NPC212850
Intermediate Similarity	0.7347	NPC189724
Intermediate Similarity	0.7347	NPC83289
Intermediate Similarity	0.7344	NPC326801
Intermediate Similarity	0.7338	NPC105513
Intermediate Similarity	0.7333	NPC185838
Intermediate Similarity	0.7329	NPC160607
Intermediate Similarity	0.7329	NPC41473
Intermediate Similarity	0.7329	NPC312770
Intermediate Similarity	0.7329	NPC14600
Intermediate Similarity	0.7329	NPC204848
Intermediate Similarity	0.7319	NPC261661
Intermediate Similarity	0.7319	NPC71090
Intermediate Similarity	0.7315	NPC136860
Intermediate Similarity	0.7315	NPC476567
Intermediate Similarity	0.7315	NPC128019
Intermediate Similarity	0.7312	NPC474858
Intermediate Similarity	0.7308	NPC180756
Intermediate Similarity	0.7308	NPC323443
Intermediate Similarity	0.7303	NPC470935
Intermediate Similarity	0.7303	NPC471032
Intermediate Similarity	0.7303	NPC7467
Intermediate Similarity	0.7287	NPC258171
Intermediate Similarity	0.7279	NPC231572
Intermediate Similarity	0.7273	NPC114102
Intermediate Similarity	0.7267	NPC247298
Intermediate Similarity	0.7267	NPC294249
Intermediate Similarity	0.7266	NPC279379
Intermediate Similarity	0.7255	NPC103379
Intermediate Similarity	0.7255	NPC477565
Intermediate Similarity	0.7254	NPC155838
Intermediate Similarity	0.7254	NPC31707
Intermediate Similarity	0.7246	NPC290451
Intermediate Similarity	0.7246	NPC127389
Intermediate Similarity	0.7239	NPC475215
Intermediate Similarity	0.7239	NPC47194
Intermediate Similarity	0.7239	NPC108434
Intermediate Similarity	0.7237	NPC191376
Intermediate Similarity	0.7237	NPC144863
Intermediate Similarity	0.7237	NPC179825
Intermediate Similarity	0.7237	NPC95075
Intermediate Similarity	0.7237	NPC321505
Intermediate Similarity	0.7237	NPC90844
Intermediate Similarity	0.7237	NPC253883
Intermediate Similarity	0.7229	NPC267408
Intermediate Similarity	0.7226	NPC114124
Intermediate Similarity	0.7222	NPC316797
Intermediate Similarity	0.7222	NPC214869
Intermediate Similarity	0.7218	NPC165106
Intermediate Similarity	0.7214	NPC109822
Intermediate Similarity	0.7214	NPC94276
Intermediate Similarity	0.7214	NPC48990
Intermediate Similarity	0.7214	NPC62101
Intermediate Similarity	0.7214	NPC95733
Intermediate Similarity	0.7214	NPC114901
Intermediate Similarity	0.7214	NPC293701
Intermediate Similarity	0.7211	NPC252107
Intermediate Similarity	0.7208	NPC274026
Intermediate Similarity	0.7206	NPC474214
Intermediate Similarity	0.7205	NPC329717
Intermediate Similarity	0.7203	NPC86030
Intermediate Similarity	0.7203	NPC195749
Intermediate Similarity	0.7203	NPC52029
Intermediate Similarity	0.7203	NPC5851
Intermediate Similarity	0.7203	NPC35961
Intermediate Similarity	0.72	NPC313918
Intermediate Similarity	0.7197	NPC160931
Intermediate Similarity	0.7197	NPC247639
Intermediate Similarity	0.7197	NPC21890
Intermediate Similarity	0.7197	NPC25084
Intermediate Similarity	0.7197	NPC37205
Intermediate Similarity	0.7192	NPC209195
Intermediate Similarity	0.7192	NPC13826
Intermediate Similarity	0.719	NPC135538
Intermediate Similarity	0.719	NPC147390
Intermediate Similarity	0.719	NPC24233
Intermediate Similarity	0.719	NPC428
Intermediate Similarity	0.719	NPC475959
Intermediate Similarity	0.719	NPC476571
Intermediate Similarity	0.719	NPC246587
Intermediate Similarity	0.7188	NPC293871
Intermediate Similarity	0.7188	NPC124433
Intermediate Similarity	0.7185	NPC81067
Intermediate Similarity	0.7185	NPC9341
Intermediate Similarity	0.7183	NPC291847
Intermediate Similarity	0.7179	NPC233926
Intermediate Similarity	0.7174	NPC318357
Intermediate Similarity	0.7174	NPC472596
Intermediate Similarity	0.7171	NPC473934
Intermediate Similarity	0.7171	NPC245974
Intermediate Similarity	0.7163	NPC194519
Intermediate Similarity	0.7163	NPC29477
Intermediate Similarity	0.7153	NPC43275
Intermediate Similarity	0.7153	NPC474320
Intermediate Similarity	0.7153	NPC256369
Intermediate Similarity	0.7143	NPC219162
Intermediate Similarity	0.7143	NPC99078
Intermediate Similarity	0.7143	NPC92541
Intermediate Similarity	0.7143	NPC307020
Intermediate Similarity	0.7143	NPC182119
Intermediate Similarity	0.7143	NPC165646
Intermediate Similarity	0.7133	NPC72529
Intermediate Similarity	0.7132	NPC86947
Intermediate Similarity	0.7126	NPC243454
Intermediate Similarity	0.7126	NPC475479
Intermediate Similarity	0.7123	NPC274441
Intermediate Similarity	0.7122	NPC126935
Intermediate Similarity	0.7122	NPC312713
Intermediate Similarity	0.7122	NPC172676
Intermediate Similarity	0.7122	NPC216929
Intermediate Similarity	0.7122	NPC57268
Intermediate Similarity	0.7122	NPC65933
Intermediate Similarity	0.7115	NPC82285
Intermediate Similarity	0.7115	NPC133011
Intermediate Similarity	0.7115	NPC148898
Intermediate Similarity	0.7113	NPC191037
Intermediate Similarity	0.7113	NPC58607
Intermediate Similarity	0.7113	NPC178284
Intermediate Similarity	0.7111	NPC10286
Intermediate Similarity	0.7111	NPC213
Intermediate Similarity	0.7111	NPC473264
Intermediate Similarity	0.7111	NPC475815
Intermediate Similarity	0.7107	NPC59028
Intermediate Similarity	0.7107	NPC92191
Intermediate Similarity	0.7105	NPC110337
Intermediate Similarity	0.7099	NPC86144
Intermediate Similarity	0.7099	NPC476573
Intermediate Similarity	0.7099	NPC304659

Drug Structure

NPD3531 OpenBabel08211703112D 24 26 0 0 1 0 0 0 0 0999 V2000 1.7321 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.7321 -1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 2 21 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 8 1 0 0 0 0 5 9 2 0 0 0 0 6 7 2 0 0 0 0 6 10 1 0 0 0 0 7 11 1 0 0 0 0 8 15 2 0 0 0 0 9 15 1 0 0 0 0 10 16 2 0 0 0 0 11 17 2 0 0 0 0 12 13 1 0 0 0 0 12 20 1 0 0 0 0 13 22 1 0 0 0 0 14 18 1 0 0 0 0 14 20 1 0 0 0 0 15 19 1 0 0 0 0 16 17 1 0 0 0 0 16 21 1 0 0 0 0 17 23 1 0 0 0 0 18 19 1 6 0 0 0 18 22 1 0 0 0 0 19 23 1 6 0 0 0 20 24 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000526; DAP000720
DrugBank
ChEMBL
IUPHAR/BPS	4808
PharmaGKB
KEGG Drug
PubChem CID	65856
ChEBI
CAS Number

Drug Properties

Molecular Weight	313.17
ALogP	-0.596
MLogP	3.11
XLogP	4.527
HDA	2
HBD	1
Rotatable Bonds	7
TPSA	39.72
RO5 Violation	0