NPASS drugs

Drug Information

Drug ID:	NPD4098
Drug Name:	femoxetine
Molecular Formula:	C20H25NO2
Canonical SMILES:	COc1ccc(cc1)OC[C@H]1CN(C)CC[C@@H]1c1ccccc1
Standard InCHI:	InChI=1S/C20H25NO2/c1-21-13-12-20(16-6-4-3-5-7-16)17(14-21)15-23-19-10-8-18(22-2)9-11-19/h3-11,17,20H,12-15H2,1-2H3/t17-,20-/m1/s1
Standard InCHIKey:	OJSFTALXCYKKFQ-YLJYHZDGSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4098

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	144
0.1-0.2	937
0.2-0.3	3088
0.3-0.4	9719
0.4-0.5	3382
0.5-0.6	9515
0.6-0.7	3785
0.7-0.8	315
0.8-0.85	5
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	0.8254	NPC321133
Intermediate Similarity	0.8182	NPC95977
Intermediate Similarity	0.8	NPC326801
Intermediate Similarity	0.8	NPC328267
Intermediate Similarity	0.8	NPC255253
Intermediate Similarity	0.7829	NPC263835
Intermediate Similarity	0.7786	NPC314682
Intermediate Similarity	0.7737	NPC325568
Intermediate Similarity	0.773	NPC213206
Intermediate Similarity	0.773	NPC474915
Intermediate Similarity	0.773	NPC188163
Intermediate Similarity	0.773	NPC328750
Intermediate Similarity	0.7704	NPC283079
Intermediate Similarity	0.7698	NPC167944
Intermediate Similarity	0.7698	NPC231884
Intermediate Similarity	0.7698	NPC42793
Intermediate Similarity	0.7664	NPC474200
Intermediate Similarity	0.763	NPC172403
Intermediate Similarity	0.7626	NPC11147
Intermediate Similarity	0.7606	NPC470925
Intermediate Similarity	0.7603	NPC7467
Intermediate Similarity	0.7586	NPC473934
Intermediate Similarity	0.7576	NPC475839
Intermediate Similarity	0.7559	NPC26524
Intermediate Similarity	0.7536	NPC118419
Intermediate Similarity	0.7534	NPC51957
Intermediate Similarity	0.7534	NPC476144
Intermediate Similarity	0.7534	NPC476151
Intermediate Similarity	0.7534	NPC106295
Intermediate Similarity	0.7534	NPC210437
Intermediate Similarity	0.7534	NPC16107
Intermediate Similarity	0.7518	NPC160193
Intermediate Similarity	0.7517	NPC130926
Intermediate Similarity	0.7517	NPC185838
Intermediate Similarity	0.75	NPC476567
Intermediate Similarity	0.75	NPC136860
Intermediate Similarity	0.75	NPC212559
Intermediate Similarity	0.75	NPC128019
Intermediate Similarity	0.7483	NPC476443
Intermediate Similarity	0.7483	NPC133817
Intermediate Similarity	0.7481	NPC256369
Intermediate Similarity	0.7481	NPC43275
Intermediate Similarity	0.7481	NPC51341
Intermediate Similarity	0.7463	NPC307020
Intermediate Similarity	0.7432	NPC477565
Intermediate Similarity	0.7432	NPC103379
Intermediate Similarity	0.7426	NPC218323
Intermediate Similarity	0.7415	NPC321505
Intermediate Similarity	0.7415	NPC179825
Intermediate Similarity	0.7415	NPC191376
Intermediate Similarity	0.7413	NPC212850
Intermediate Similarity	0.7413	NPC189724
Intermediate Similarity	0.7413	NPC83289
Intermediate Similarity	0.7407	NPC256015
Intermediate Similarity	0.7407	NPC294156
Intermediate Similarity	0.7394	NPC231163
Intermediate Similarity	0.7394	NPC318591
Intermediate Similarity	0.7388	NPC471315
Intermediate Similarity	0.7388	NPC471314
Intermediate Similarity	0.7381	NPC292758
Intermediate Similarity	0.7381	NPC65855
Intermediate Similarity	0.7377	NPC300166
Intermediate Similarity	0.7368	NPC318357
Intermediate Similarity	0.7368	NPC247639
Intermediate Similarity	0.7368	NPC180756
Intermediate Similarity	0.7368	NPC323443
Intermediate Similarity	0.7368	NPC25084
Intermediate Similarity	0.7365	NPC135538
Intermediate Similarity	0.7365	NPC147390
Intermediate Similarity	0.7365	NPC475959
Intermediate Similarity	0.7365	NPC24233
Intermediate Similarity	0.7365	NPC476571
Intermediate Similarity	0.7365	NPC428
Intermediate Similarity	0.7365	NPC246587
Intermediate Similarity	0.7361	NPC323204
Intermediate Similarity	0.7353	NPC141739
Intermediate Similarity	0.7353	NPC136112
Intermediate Similarity	0.7353	NPC320242
Intermediate Similarity	0.7348	NPC59561
Intermediate Similarity	0.7348	NPC172253
Intermediate Similarity	0.7339	NPC475269
Intermediate Similarity	0.7339	NPC470393
Intermediate Similarity	0.7333	NPC211218
Intermediate Similarity	0.7329	NPC247298
Intermediate Similarity	0.7315	NPC92541
Intermediate Similarity	0.7315	NPC219162
Intermediate Similarity	0.7308	NPC283169
Intermediate Similarity	0.7302	NPC201959
Intermediate Similarity	0.7299	NPC50315
Intermediate Similarity	0.7299	NPC283049
Intermediate Similarity	0.7299	NPC26879
Intermediate Similarity	0.7299	NPC230479
Intermediate Similarity	0.7295	NPC316797
Intermediate Similarity	0.7293	NPC474131
Intermediate Similarity	0.728	NPC30416
Intermediate Similarity	0.728	NPC113457
Intermediate Similarity	0.7279	NPC61685
Intermediate Similarity	0.7279	NPC248557
Intermediate Similarity	0.7279	NPC62101
Intermediate Similarity	0.7279	NPC95733
Intermediate Similarity	0.7273	NPC283616
Intermediate Similarity	0.7273	NPC193528
Intermediate Similarity	0.7273	NPC313918
Intermediate Similarity	0.7267	NPC274026
Intermediate Similarity	0.7266	NPC166837
Intermediate Similarity	0.7266	NPC266932
Intermediate Similarity	0.7259	NPC188997
Intermediate Similarity	0.7259	NPC298486
Intermediate Similarity	0.7258	NPC108875
Intermediate Similarity	0.7258	NPC38079
Intermediate Similarity	0.7255	NPC146288
Intermediate Similarity	0.7252	NPC81067
Intermediate Similarity	0.7252	NPC9341
Intermediate Similarity	0.725	NPC232386
Intermediate Similarity	0.725	NPC152680
Intermediate Similarity	0.725	NPC190783
Intermediate Similarity	0.7244	NPC474272
Intermediate Similarity	0.7237	NPC475557
Intermediate Similarity	0.723	NPC245974
Intermediate Similarity	0.7226	NPC29477
Intermediate Similarity	0.7222	NPC186469
Intermediate Similarity	0.7219	NPC81733
Intermediate Similarity	0.7219	NPC326316
Intermediate Similarity	0.7218	NPC32152
Intermediate Similarity	0.7218	NPC234956
Intermediate Similarity	0.7213	NPC471576
Intermediate Similarity	0.7206	NPC261992
Intermediate Similarity	0.7206	NPC217277
Intermediate Similarity	0.72	NPC473855
Intermediate Similarity	0.72	NPC60538
Intermediate Similarity	0.72	NPC207824
Intermediate Similarity	0.72	NPC42383
Intermediate Similarity	0.7197	NPC187993
Intermediate Similarity	0.7197	NPC238176
Intermediate Similarity	0.7194	NPC53986
Intermediate Similarity	0.7194	NPC38664
Intermediate Similarity	0.719	NPC39701
Intermediate Similarity	0.719	NPC138487
Intermediate Similarity	0.719	NPC249797
Intermediate Similarity	0.719	NPC278799
Intermediate Similarity	0.719	NPC54379
Intermediate Similarity	0.719	NPC184026
Intermediate Similarity	0.719	NPC172765
Intermediate Similarity	0.719	NPC110416
Intermediate Similarity	0.719	NPC204828
Intermediate Similarity	0.719	NPC189266
Intermediate Similarity	0.719	NPC123323
Intermediate Similarity	0.719	NPC5238
Intermediate Similarity	0.719	NPC2413
Intermediate Similarity	0.719	NPC469817
Intermediate Similarity	0.719	NPC41178
Intermediate Similarity	0.719	NPC276588
Intermediate Similarity	0.719	NPC127674
Intermediate Similarity	0.719	NPC193949
Intermediate Similarity	0.719	NPC295691
Intermediate Similarity	0.719	NPC216459
Intermediate Similarity	0.719	NPC207757
Intermediate Similarity	0.7185	NPC54972
Intermediate Similarity	0.7181	NPC144863
Intermediate Similarity	0.7181	NPC95075
Intermediate Similarity	0.7181	NPC253883
Intermediate Similarity	0.7181	NPC90844
Intermediate Similarity	0.7177	NPC192596
Intermediate Similarity	0.7176	NPC303370
Intermediate Similarity	0.7176	NPC47194
Intermediate Similarity	0.7174	NPC128321
Intermediate Similarity	0.7174	NPC301713
Intermediate Similarity	0.7171	NPC82285
Intermediate Similarity	0.7171	NPC148898
Intermediate Similarity	0.7171	NPC133011
Intermediate Similarity	0.7165	NPC97811
Intermediate Similarity	0.7164	NPC232295
Intermediate Similarity	0.7163	NPC153019
Intermediate Similarity	0.7162	NPC145304
Intermediate Similarity	0.7162	NPC189908
Intermediate Similarity	0.716	NPC293093
Intermediate Similarity	0.7154	NPC165106
Intermediate Similarity	0.7152	NPC192768
Intermediate Similarity	0.7152	NPC88249
Intermediate Similarity	0.7152	NPC97221
Intermediate Similarity	0.7152	NPC151895
Intermediate Similarity	0.7152	NPC220858
Intermediate Similarity	0.7143	NPC93962
Intermediate Similarity	0.7143	NPC29647
Intermediate Similarity	0.7134	NPC475393
Intermediate Similarity	0.7133	NPC474478
Intermediate Similarity	0.7133	NPC130941
Intermediate Similarity	0.7132	NPC476332
Intermediate Similarity	0.7132	NPC150026
Intermediate Similarity	0.7132	NPC21890
Intermediate Similarity	0.7132	NPC36016
Intermediate Similarity	0.7132	NPC100099
Intermediate Similarity	0.7132	NPC473464
Intermediate Similarity	0.7131	NPC470161
Intermediate Similarity	0.7131	NPC95755
Intermediate Similarity	0.7124	NPC2295
Intermediate Similarity	0.7124	NPC477564
Intermediate Similarity	0.7121	NPC69539
Intermediate Similarity	0.7114	NPC296085
Intermediate Similarity	0.7113	NPC160692

Drug Structure

NPD4098 OpenBabel08211704332D 23 25 0 0 1 0 0 0 0 0999 V2000 0.0000 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -1.0000 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 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -2.5000 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 0.8660 -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 5.1962 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -1.0000 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 -0.8660 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 0.8660 1.5000 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 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 5.1962 -1.0000 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 -0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.0000 2.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 21 1 0 0 0 0 2 22 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 6 1 0 0 0 0 5 7 2 0 0 0 0 6 16 2 0 0 0 0 7 16 1 0 0 0 0 8 10 1 0 0 0 0 8 18 2 0 0 0 0 9 11 2 0 0 0 0 9 18 1 0 0 0 0 10 19 2 0 0 0 0 11 19 1 0 0 0 0 12 13 1 0 0 0 0 12 20 1 0 0 0 0 13 21 1 0 0 0 0 14 17 1 0 0 0 0 14 21 1 0 0 0 0 15 23 1 0 0 0 0 17 15 1 6 0 0 0 17 20 1 0 0 0 0 18 22 1 0 0 0 0 19 23 1 0 0 0 0 20 16 1 1 0 0 0 M END $$$$

External Identifiers

TTD	DIB016215
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	311.19
ALogP	-0.684
MLogP	3.33
XLogP	5.914
HDA	1
HBD	0
Rotatable Bonds	7
TPSA	21.7
RO5 Violation	1