NPASS drugs

Drug Information

Drug ID:	NPD2668
Drug Name:	Venlafaxine
Molecular Formula:	C17H27NO2
Canonical SMILES:	COc1ccc(cc1)C(C1(O)CCCCC1)CN(C)C
Standard InCHI:	InChI=1S/C17H27NO2/c1-18(2)13-16(17(19)11-5-4-6-12-17)14-7-9-15(20-3)10-8-14/h7-10,16,19H,4-6,11-13H2,1-3H3
Standard InCHIKey:	PNVNVHUZROJLTJ-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD2668

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	104
0.1-0.2	872
0.2-0.3	2425
0.3-0.4	8819
0.4-0.5	4280
0.5-0.6	8083
0.6-0.7	5324
0.7-0.8	951
0.8-0.85	30
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	NPC321133
High Similarity	0.8583	NPC43275
Intermediate Similarity	0.8435	NPC201959
Intermediate Similarity	0.8333	NPC218323
Intermediate Similarity	0.8306	NPC471314
Intermediate Similarity	0.8306	NPC471315
Intermediate Similarity	0.8261	NPC113457
Intermediate Similarity	0.822	NPC166837
Intermediate Similarity	0.8211	NPC263835
Intermediate Similarity	0.8175	NPC62101
Intermediate Similarity	0.8175	NPC95733
Intermediate Similarity	0.812	NPC75440
Intermediate Similarity	0.812	NPC193528
Intermediate Similarity	0.811	NPC29477
Intermediate Similarity	0.8095	NPC211218
Intermediate Similarity	0.8092	NPC325568
Intermediate Similarity	0.8083	NPC35344
Intermediate Similarity	0.8083	NPC141003
Intermediate Similarity	0.807	NPC300166
Intermediate Similarity	0.8065	NPC289330
Intermediate Similarity	0.8065	NPC53596
Intermediate Similarity	0.8065	NPC471308
Intermediate Similarity	0.8065	NPC17388
Intermediate Similarity	0.8065	NPC160120
Intermediate Similarity	0.8062	NPC283079
Intermediate Similarity	0.8051	NPC474272
Intermediate Similarity	0.8047	NPC301713
Intermediate Similarity	0.8045	NPC167944
Intermediate Similarity	0.8045	NPC231884
Intermediate Similarity	0.8045	NPC42793
Intermediate Similarity	0.8017	NPC42383
Intermediate Similarity	0.8015	NPC118419
Intermediate Similarity	0.7984	NPC172403
Intermediate Similarity	0.7984	NPC251571
Intermediate Similarity	0.7982	NPC289381
Intermediate Similarity	0.7982	NPC155847
Intermediate Similarity	0.7966	NPC97811
Intermediate Similarity	0.7953	NPC328267
Intermediate Similarity	0.7951	NPC303370
Intermediate Similarity	0.7939	NPC114102
Intermediate Similarity	0.7923	NPC155838
Intermediate Similarity	0.7903	NPC474040
Intermediate Similarity	0.7895	NPC100870
Intermediate Similarity	0.7879	NPC214869
Intermediate Similarity	0.7874	NPC298486
Intermediate Similarity	0.7868	NPC189724
Intermediate Similarity	0.7868	NPC212850
Intermediate Similarity	0.7868	NPC83289
Intermediate Similarity	0.7863	NPC35961
Intermediate Similarity	0.7863	NPC195749
Intermediate Similarity	0.7863	NPC52029
Intermediate Similarity	0.7863	NPC470393
Intermediate Similarity	0.7857	NPC476151
Intermediate Similarity	0.7846	NPC153990
Intermediate Similarity	0.7842	NPC185838
Intermediate Similarity	0.784	NPC281298
Intermediate Similarity	0.784	NPC310338
Intermediate Similarity	0.7836	NPC11147
Intermediate Similarity	0.7833	NPC474149
Intermediate Similarity	0.7815	NPC146530
Intermediate Similarity	0.7812	NPC307020
Intermediate Similarity	0.7787	NPC26524
Intermediate Similarity	0.7787	NPC165106
Intermediate Similarity	0.7778	NPC227217
Intermediate Similarity	0.7778	NPC56214
Intermediate Similarity	0.7778	NPC165133
Intermediate Similarity	0.7778	NPC474603
Intermediate Similarity	0.7778	NPC38079
Intermediate Similarity	0.7778	NPC12987
Intermediate Similarity	0.7778	NPC242885
Intermediate Similarity	0.7778	NPC117780
Intermediate Similarity	0.7778	NPC108875
Intermediate Similarity	0.7778	NPC95614
Intermediate Similarity	0.7778	NPC232316
Intermediate Similarity	0.7761	NPC218530
Intermediate Similarity	0.7746	NPC477565
Intermediate Similarity	0.7746	NPC103379
Intermediate Similarity	0.7737	NPC314682
Intermediate Similarity	0.7731	NPC186469
Intermediate Similarity	0.773	NPC191376
Intermediate Similarity	0.773	NPC321505
Intermediate Similarity	0.773	NPC179825
Intermediate Similarity	0.7727	NPC160193
Intermediate Similarity	0.7717	NPC83279
Intermediate Similarity	0.7704	NPC237227
Intermediate Similarity	0.7698	NPC256369
Intermediate Similarity	0.7686	NPC475852
Intermediate Similarity	0.7681	NPC213206
Intermediate Similarity	0.7681	NPC323204
Intermediate Similarity	0.7681	NPC474915
Intermediate Similarity	0.7681	NPC188163
Intermediate Similarity	0.7681	NPC328750
Intermediate Similarity	0.768	NPC474933
Intermediate Similarity	0.768	NPC120075
Intermediate Similarity	0.768	NPC323948
Intermediate Similarity	0.7679	NPC321956
Intermediate Similarity	0.7676	NPC246587
Intermediate Similarity	0.7676	NPC24233
Intermediate Similarity	0.7676	NPC147390
Intermediate Similarity	0.7676	NPC476571
Intermediate Similarity	0.7676	NPC428
Intermediate Similarity	0.7676	NPC135538
Intermediate Similarity	0.7674	NPC140359
Intermediate Similarity	0.7674	NPC13020
Intermediate Similarity	0.7674	NPC255253
Intermediate Similarity	0.7674	NPC217277
Intermediate Similarity	0.7667	NPC24101
Intermediate Similarity	0.7667	NPC96224
Intermediate Similarity	0.7664	NPC231572
Intermediate Similarity	0.7661	NPC475815
Intermediate Similarity	0.7661	NPC473264
Intermediate Similarity	0.7661	NPC47194
Intermediate Similarity	0.7656	NPC38996
Intermediate Similarity	0.7656	NPC160380
Intermediate Similarity	0.7652	NPC470161
Intermediate Similarity	0.7647	NPC131204
Intermediate Similarity	0.7647	NPC231705
Intermediate Similarity	0.7647	NPC301050
Intermediate Similarity	0.7643	NPC247298
Intermediate Similarity	0.7642	NPC176730
Intermediate Similarity	0.7642	NPC123175
Intermediate Similarity	0.7642	NPC109241
Intermediate Similarity	0.7638	NPC103916
Intermediate Similarity	0.7638	NPC41801
Intermediate Similarity	0.7627	NPC241224
Intermediate Similarity	0.7623	NPC21890
Intermediate Similarity	0.7619	NPC470626
Intermediate Similarity	0.7619	NPC474214
Intermediate Similarity	0.7612	NPC93882
Intermediate Similarity	0.7612	NPC130595
Intermediate Similarity	0.7603	NPC258056
Intermediate Similarity	0.76	NPC9341
Intermediate Similarity	0.76	NPC81067
Intermediate Similarity	0.76	NPC141090
Intermediate Similarity	0.76	NPC258992
Intermediate Similarity	0.76	NPC85292
Intermediate Similarity	0.76	NPC229147
Intermediate Similarity	0.76	NPC54507
Intermediate Similarity	0.7597	NPC150026
Intermediate Similarity	0.7597	NPC85488
Intermediate Similarity	0.7597	NPC152946
Intermediate Similarity	0.7597	NPC30462
Intermediate Similarity	0.7591	NPC14600
Intermediate Similarity	0.7591	NPC160607
Intermediate Similarity	0.7591	NPC312770
Intermediate Similarity	0.7591	NPC204848
Intermediate Similarity	0.7591	NPC41473
Intermediate Similarity	0.7589	NPC71853
Intermediate Similarity	0.7583	NPC142297
Intermediate Similarity	0.7578	NPC131868
Intermediate Similarity	0.7578	NPC129176
Intermediate Similarity	0.7578	NPC318357
Intermediate Similarity	0.7576	NPC268763
Intermediate Similarity	0.7576	NPC191302
Intermediate Similarity	0.7576	NPC8305
Intermediate Similarity	0.7576	NPC66177
Intermediate Similarity	0.7576	NPC186898
Intermediate Similarity	0.7569	NPC274026
Intermediate Similarity	0.7565	NPC473388
Intermediate Similarity	0.7565	NPC292730
Intermediate Similarity	0.7565	NPC82664
Intermediate Similarity	0.7565	NPC132271
Intermediate Similarity	0.7565	NPC216520
Intermediate Similarity	0.7563	NPC154899
Intermediate Similarity	0.7563	NPC233396
Intermediate Similarity	0.7559	NPC474320
Intermediate Similarity	0.7557	NPC320242
Intermediate Similarity	0.7556	NPC313737
Intermediate Similarity	0.7556	NPC266425
Intermediate Similarity	0.7556	NPC6854
Intermediate Similarity	0.7556	NPC285078
Intermediate Similarity	0.7554	NPC204546
Intermediate Similarity	0.7554	NPC470925
Intermediate Similarity	0.7552	NPC7467
Intermediate Similarity	0.7544	NPC471581
Intermediate Similarity	0.7542	NPC12870
Intermediate Similarity	0.7542	NPC192596
Intermediate Similarity	0.7542	NPC24327
Intermediate Similarity	0.7542	NPC178902
Intermediate Similarity	0.7542	NPC305205
Intermediate Similarity	0.7541	NPC137685
Intermediate Similarity	0.754	NPC293619
Intermediate Similarity	0.754	NPC195466
Intermediate Similarity	0.7538	NPC280704
Intermediate Similarity	0.7538	NPC31344
Intermediate Similarity	0.7538	NPC249788
Intermediate Similarity	0.7538	NPC317769
Intermediate Similarity	0.7537	NPC308885
Intermediate Similarity	0.7537	NPC476570
Intermediate Similarity	0.7537	NPC255550
Intermediate Similarity	0.7536	NPC299583
Intermediate Similarity	0.7535	NPC245974
Intermediate Similarity	0.7521	NPC153690
Intermediate Similarity	0.7521	NPC309982
Intermediate Similarity	0.752	NPC464
Intermediate Similarity	0.752	NPC185541
Intermediate Similarity	0.752	NPC53906
Intermediate Similarity	0.7519	NPC251259
Intermediate Similarity	0.7519	NPC471306
Intermediate Similarity	0.7519	NPC471321

Drug Structure

NPD2668 OpenBabel08211702172D 21 22 0 0 1 0 0 0 0 0999 V2000 -0.8660 -1.5000 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 4.3301 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5176 1.9319 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4483 1.6730 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2247 1.2247 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 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 3.4641 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7071 0.7071 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9659 0.2588 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 3.4641 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 3 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 -0.0000 -2.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.7934 -0.6088 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7172 -0.2261 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 18 1 0 0 0 0 2 18 1 0 0 0 0 3 20 1 0 0 0 0 4 5 1 0 0 0 0 4 6 1 0 0 0 0 5 11 1 0 0 0 0 6 12 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 17 1 0 0 0 0 12 17 1 0 0 0 0 13 16 1 0 0 0 0 13 18 1 0 0 0 0 14 16 1 0 0 0 0 15 20 1 0 0 0 0 16 17 1 0 0 0 0 17 19 1 0 0 0 0 19 21 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000054
DrugBank	DB00285
ChEMBL	CHEMBL637
IUPHAR/BPS	7321
PharmaGKB	PA451866
KEGG Drug	D08670
PubChem CID	5656
ChEBI	9943
CAS Number	93413-69-5

Drug Properties

Molecular Weight	277.20
ALogP	-1.2265
MLogP	3
XLogP	3.239
HDA	2
HBD	1
Rotatable Bonds	9
TPSA	32.7
RO5 Violation	0