NPASS drugs

Drug Information

Drug ID:	NPD2429
Drug Name:	Fluoxetine
Molecular Formula:	C17H18F3NO
Canonical SMILES:	CNCCC(c1ccccc1)Oc1ccc(cc1)C(F)(F)F
Standard InCHI:	InChI=1S/C17H18F3NO/c1-21-12-11-16(13-5-3-2-4-6-13)22-15-9-7-14(8-10-15)17(18,19)20/h2-10,16,21H,11-12H2,1H3
Standard InCHIKey:	RTHCYVBBDHJXIQ-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD2429

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	141
0.1-0.2	1086
0.2-0.3	4969
0.3-0.4	8331
0.4-0.5	4286
0.5-0.6	8999
0.6-0.7	2887
0.7-0.8	183
0.8-0.85	6
0.85-0.9	1
0.9-0.95	0
0.95-1	1

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	1.0	NPC328267
High Similarity	0.8571	NPC26524
Intermediate Similarity	0.8281	NPC320242
Intermediate Similarity	0.8205	NPC42383
Intermediate Similarity	0.8151	NPC97811
Intermediate Similarity	0.8095	NPC263835
Intermediate Similarity	0.8	NPC136112
Intermediate Similarity	0.8	NPC141739
Intermediate Similarity	0.7953	NPC321133
Intermediate Similarity	0.7917	NPC186469
Intermediate Similarity	0.791	NPC247018
Intermediate Similarity	0.791	NPC97870
Intermediate Similarity	0.791	NPC307123
Intermediate Similarity	0.7907	NPC298486
Intermediate Similarity	0.7883	NPC318591
Intermediate Similarity	0.7883	NPC231163
Intermediate Similarity	0.7846	NPC255253
Intermediate Similarity	0.7752	NPC318357
Intermediate Similarity	0.7734	NPC256369
Intermediate Similarity	0.7734	NPC43275
Intermediate Similarity	0.771	NPC211218
Intermediate Similarity	0.771	NPC217277
Intermediate Similarity	0.7661	NPC21890
Intermediate Similarity	0.7652	NPC62101
Intermediate Similarity	0.7652	NPC95733
Intermediate Similarity	0.7627	NPC471576
Intermediate Similarity	0.7603	NPC470393
Intermediate Similarity	0.7594	NPC29477
Intermediate Similarity	0.7578	NPC120075
Intermediate Similarity	0.7541	NPC326801
Intermediate Similarity	0.7521	NPC108875
Intermediate Similarity	0.7521	NPC38079
Intermediate Similarity	0.7518	NPC189724
Intermediate Similarity	0.7518	NPC212850
Intermediate Similarity	0.7518	NPC83289
Intermediate Similarity	0.75	NPC474272
Intermediate Similarity	0.7483	NPC78530
Intermediate Similarity	0.7483	NPC47672
Intermediate Similarity	0.7466	NPC76412
Intermediate Similarity	0.7465	NPC323204
Intermediate Similarity	0.7465	NPC204546
Intermediate Similarity	0.7459	NPC473855
Intermediate Similarity	0.745	NPC233926
Intermediate Similarity	0.745	NPC156311
Intermediate Similarity	0.7438	NPC192596
Intermediate Similarity	0.7426	NPC283079
Intermediate Similarity	0.7422	NPC303370
Intermediate Similarity	0.7422	NPC213
Intermediate Similarity	0.7422	NPC10286
Intermediate Similarity	0.7414	NPC321956
Intermediate Similarity	0.7407	NPC218323
Intermediate Similarity	0.7398	NPC113457
Intermediate Similarity	0.7388	NPC272463
Intermediate Similarity	0.7383	NPC203424
Intermediate Similarity	0.7383	NPC206372
Intermediate Similarity	0.7381	NPC166837
Intermediate Similarity	0.7372	NPC262641
Intermediate Similarity	0.736	NPC24777
Intermediate Similarity	0.7357	NPC237227
Intermediate Similarity	0.7355	NPC51633
Intermediate Similarity	0.7355	NPC300166
Intermediate Similarity	0.7353	NPC172403
Intermediate Similarity	0.7333	NPC110131
Intermediate Similarity	0.7328	NPC71853
Intermediate Similarity	0.7328	NPC59561
Intermediate Similarity	0.7328	NPC172253
Intermediate Similarity	0.731	NPC247298
Intermediate Similarity	0.7288	NPC471581
Intermediate Similarity	0.7279	NPC301713
Intermediate Similarity	0.7273	NPC316797
Intermediate Similarity	0.7266	NPC471953
Intermediate Similarity	0.7266	NPC118419
Intermediate Similarity	0.725	NPC313918
Intermediate Similarity	0.725	NPC95755
Intermediate Similarity	0.7241	NPC259134
Intermediate Similarity	0.7241	NPC8002
Intermediate Similarity	0.7241	NPC99886
Intermediate Similarity	0.7241	NPC177844
Intermediate Similarity	0.7239	NPC471314
Intermediate Similarity	0.7239	NPC471315
Intermediate Similarity	0.7236	NPC241224
Intermediate Similarity	0.7214	NPC160692
Intermediate Similarity	0.7211	NPC245974
Intermediate Similarity	0.72	NPC157473
Intermediate Similarity	0.72	NPC151530
Intermediate Similarity	0.719	NPC100870
Intermediate Similarity	0.7185	NPC13020
Intermediate Similarity	0.7185	NPC140359
Intermediate Similarity	0.7176	NPC323948
Intermediate Similarity	0.7174	NPC471321
Intermediate Similarity	0.7174	NPC471306
Intermediate Similarity	0.7165	NPC95977
Intermediate Similarity	0.7165	NPC231251
Intermediate Similarity	0.7165	NPC475852
Intermediate Similarity	0.7165	NPC25067
Intermediate Similarity	0.7165	NPC88868
Intermediate Similarity	0.7164	NPC211992
Intermediate Similarity	0.7143	NPC146530
Intermediate Similarity	0.7143	NPC75440
Intermediate Similarity	0.7143	NPC274732
Intermediate Similarity	0.7143	NPC201959
Intermediate Similarity	0.7143	NPC470392
Intermediate Similarity	0.7133	NPC253429
Intermediate Similarity	0.7132	NPC105513
Intermediate Similarity	0.7123	NPC135349
Intermediate Similarity	0.712	NPC92623
Intermediate Similarity	0.712	NPC135464
Intermediate Similarity	0.712	NPC176971
Intermediate Similarity	0.7113	NPC11147
Intermediate Similarity	0.7111	NPC150026
Intermediate Similarity	0.7111	NPC71090
Intermediate Similarity	0.7111	NPC36016
Intermediate Similarity	0.7111	NPC100099
Intermediate Similarity	0.7111	NPC261661
Intermediate Similarity	0.7109	NPC266932
Intermediate Similarity	0.7107	NPC470161
Intermediate Similarity	0.7101	NPC251571
Intermediate Similarity	0.7097	NPC283546
Intermediate Similarity	0.7095	NPC296085
Intermediate Similarity	0.7092	NPC325568
Intermediate Similarity	0.7092	NPC266425
Intermediate Similarity	0.709	NPC83279
Intermediate Similarity	0.7087	NPC145638
Intermediate Similarity	0.7087	NPC290566
Intermediate Similarity	0.7083	NPC128877
Intermediate Similarity	0.7073	NPC307425
Intermediate Similarity	0.7071	NPC329595
Intermediate Similarity	0.7071	NPC114102
Intermediate Similarity	0.7071	NPC326599
Intermediate Similarity	0.7068	NPC163036
Intermediate Similarity	0.7067	NPC60538
Intermediate Similarity	0.7067	NPC207824
Intermediate Similarity	0.7067	NPC258222
Intermediate Similarity	0.7063	NPC42793
Intermediate Similarity	0.7063	NPC167944
Intermediate Similarity	0.7063	NPC231884
Intermediate Similarity	0.7063	NPC307682
Intermediate Similarity	0.7063	NPC258171
Intermediate Similarity	0.7059	NPC76465
Intermediate Similarity	0.7059	NPC279379
Intermediate Similarity	0.7059	NPC38761
Intermediate Similarity	0.7055	NPC308571
Intermediate Similarity	0.705	NPC155838
Intermediate Similarity	0.7049	NPC125732
Intermediate Similarity	0.7045	NPC137096
Intermediate Similarity	0.704	NPC475269
Intermediate Similarity	0.704	NPC128730
Intermediate Similarity	0.704	NPC233396
Intermediate Similarity	0.704	NPC154899
Intermediate Similarity	0.704	NPC8302
Intermediate Similarity	0.704	NPC473393
Intermediate Similarity	0.7037	NPC290451
Intermediate Similarity	0.7037	NPC127389
Intermediate Similarity	0.7032	NPC22014
Intermediate Similarity	0.7031	NPC46844
Intermediate Similarity	0.7027	NPC313414
Intermediate Similarity	0.7023	NPC51345
Intermediate Similarity	0.7021	NPC214869
Intermediate Similarity	0.7015	NPC17388
Intermediate Similarity	0.7015	NPC53596
Intermediate Similarity	0.7015	NPC41801
Intermediate Similarity	0.7015	NPC160120
Intermediate Similarity	0.7015	NPC471308
Intermediate Similarity	0.7015	NPC289330
Intermediate Similarity	0.7014	NPC160607
Intermediate Similarity	0.7014	NPC193528
Intermediate Similarity	0.7014	NPC14600
Intermediate Similarity	0.7014	NPC312770
Intermediate Similarity	0.7014	NPC204848
Intermediate Similarity	0.7014	NPC474673
Intermediate Similarity	0.7014	NPC41473
Intermediate Similarity	0.7008	NPC291837
Intermediate Similarity	0.7008	NPC309982
Intermediate Similarity	0.7007	NPC109822
Intermediate Similarity	0.7007	NPC106914
Intermediate Similarity	0.7007	NPC48990
Intermediate Similarity	0.7007	NPC94276
Intermediate Similarity	0.7007	NPC246648
Intermediate Similarity	0.7007	NPC86502
Intermediate Similarity	0.7007	NPC256015
Intermediate Similarity	0.7007	NPC197351
Intermediate Similarity	0.7007	NPC134195
Intermediate Similarity	0.7007	NPC294156
Intermediate Similarity	0.7007	NPC114901
Intermediate Similarity	0.7007	NPC293701
Intermediate Similarity	0.7	NPC165106
Intermediate Similarity	0.7	NPC35961
Intermediate Similarity	0.7	NPC195749
Intermediate Similarity	0.7	NPC35344
Intermediate Similarity	0.7	NPC52029
Intermediate Similarity	0.7	NPC141003
Remote Similarity	0.6993	NPC477564
Remote Similarity	0.6993	NPC2295
Remote Similarity	0.6992	NPC289381
Remote Similarity	0.6992	NPC155847
Remote Similarity	0.6992	NPC474214
Remote Similarity	0.6992	NPC107101
Remote Similarity	0.6984	NPC326447
Remote Similarity	0.698	NPC71629
Remote Similarity	0.698	NPC473934

Drug Structure

NPD2429 OpenBabel08211702172D 23 24 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 -1.7321 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -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 -2.5981 -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 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 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 -2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 0.0000 0.0000 C 0 0 3 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 3.5981 -1.5000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -0.6340 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -2.5000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 2.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 21 1 0 0 0 0 2 3 2 0 0 0 0 2 4 1 0 0 0 0 3 5 1 0 0 0 0 4 6 2 0 0 0 0 5 13 2 0 0 0 0 6 13 1 0 0 0 0 7 9 1 0 0 0 0 7 14 2 0 0 0 0 8 10 2 0 0 0 0 8 14 1 0 0 0 0 9 15 2 0 0 0 0 10 15 1 0 0 0 0 11 12 1 0 0 0 0 11 16 1 0 0 0 0 12 21 1 0 0 0 0 13 16 1 0 0 0 0 14 17 1 0 0 0 0 15 22 1 0 0 0 0 16 22 1 0 0 0 0 17 18 1 0 0 0 0 17 19 1 0 0 0 0 17 20 1 0 0 0 0 21 23 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000186
DrugBank	DB00472
ChEMBL	CHEMBL41
IUPHAR/BPS	203
PharmaGKB	PA449673
KEGG Drug	D00823
PubChem CID	3386
ChEBI	86990
CAS Number	54910-89-3

Drug Properties

Molecular Weight	309.13
ALogP	0.2991
MLogP	2.78
XLogP	6.383
HDA	1
HBD	1
Rotatable Bonds	11
TPSA	21.26
RO5 Violation	1