NPASS drugs

Drug Information

Drug ID:	NPD4365
Drug Name:	Tarafenacin
Molecular Formula:	C21H20F4N2O2
Canonical SMILES:	Fc1cccc(c1)N(C(=O)O[C@H]1CN2CCC1CC2)Cc1cc(F)c(c(c1)F)F
Standard InCHI:	InChI=1S/C21H20F4N2O2/c22-15-2-1-3-16(10-15)27(11-13-8-17(23)20(25)18(24)9-13)21(28)29-19-12-26-6-4-14(19)5-7-26/h1-3,8-10,14,19H,4-7,11-12H2/t19-/m0/s1
Standard InCHIKey:	UXZDMXYRRQJIBJ-IBGZPJMESA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD4365

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	116
0.1-0.2	1202
0.2-0.3	9518
0.3-0.4	13449
0.4-0.5	4795
0.5-0.6	1655
0.6-0.7	153
0.7-0.8	1
0.8-0.85	1
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	0.8	NPC314192
Intermediate Similarity	0.7339	NPC291610
Remote Similarity	0.6884	NPC316582
Remote Similarity	0.6861	NPC228515
Remote Similarity	0.6835	NPC475915
Remote Similarity	0.68	NPC22082
Remote Similarity	0.68	NPC186284
Remote Similarity	0.669	NPC473417
Remote Similarity	0.6625	NPC113946
Remote Similarity	0.6605	NPC472101
Remote Similarity	0.6605	NPC472120
Remote Similarity	0.6599	NPC44805
Remote Similarity	0.6599	NPC8761
Remote Similarity	0.6579	NPC470301
Remote Similarity	0.6562	NPC29285
Remote Similarity	0.6556	NPC469560
Remote Similarity	0.6533	NPC471123
Remote Similarity	0.6531	NPC157311
Remote Similarity	0.6524	NPC472106
Remote Similarity	0.651	NPC313352
Remote Similarity	0.6503	NPC85651
Remote Similarity	0.6485	NPC472115
Remote Similarity	0.6485	NPC472114
Remote Similarity	0.6483	NPC250476
Remote Similarity	0.6483	NPC252794
Remote Similarity	0.6456	NPC473329
Remote Similarity	0.6454	NPC226143
Remote Similarity	0.6453	NPC256288
Remote Similarity	0.6438	NPC478076
Remote Similarity	0.6433	NPC212799
Remote Similarity	0.6429	NPC313449
Remote Similarity	0.6429	NPC285622
Remote Similarity	0.6429	NPC251212
Remote Similarity	0.6429	NPC139085
Remote Similarity	0.6429	NPC214626
Remote Similarity	0.6416	NPC2933
Remote Similarity	0.6415	NPC243756
Remote Similarity	0.6405	NPC130251
Remote Similarity	0.6392	NPC109787
Remote Similarity	0.6379	NPC259626
Remote Similarity	0.6369	NPC472100
Remote Similarity	0.6364	NPC257490
Remote Similarity	0.6343	NPC473615
Remote Similarity	0.6341	NPC225319
Remote Similarity	0.6331	NPC476425
Remote Similarity	0.6331	NPC473743
Remote Similarity	0.6327	NPC71933
Remote Similarity	0.6327	NPC105114
Remote Similarity	0.6327	NPC152850
Remote Similarity	0.6327	NPC239990
Remote Similarity	0.6327	NPC89923
Remote Similarity	0.6312	NPC192209
Remote Similarity	0.6312	NPC66936
Remote Similarity	0.6309	NPC231382
Remote Similarity	0.6307	NPC229484
Remote Similarity	0.6303	NPC176983
Remote Similarity	0.6279	NPC475094
Remote Similarity	0.6275	NPC287358
Remote Similarity	0.6271	NPC292675
Remote Similarity	0.6267	NPC53044
Remote Similarity	0.6259	NPC136453
Remote Similarity	0.6259	NPC296163
Remote Similarity	0.6259	NPC187036
Remote Similarity	0.6258	NPC315257
Remote Similarity	0.6257	NPC476441
Remote Similarity	0.625	NPC302790
Remote Similarity	0.6242	NPC320064
Remote Similarity	0.6236	NPC473298
Remote Similarity	0.6224	NPC291962
Remote Similarity	0.6224	NPC177684
Remote Similarity	0.622	NPC104345
Remote Similarity	0.6216	NPC478079
Remote Similarity	0.6213	NPC116961
Remote Similarity	0.6211	NPC154602
Remote Similarity	0.6205	NPC472117
Remote Similarity	0.6203	NPC116519
Remote Similarity	0.6193	NPC476095
Remote Similarity	0.619	NPC470343
Remote Similarity	0.619	NPC472244
Remote Similarity	0.6182	NPC471122
Remote Similarity	0.6181	NPC112373
Remote Similarity	0.6181	NPC258531
Remote Similarity	0.6181	NPC161956
Remote Similarity	0.6176	NPC318183
Remote Similarity	0.6173	NPC122106
Remote Similarity	0.6171	NPC472104
Remote Similarity	0.617	NPC288232
Remote Similarity	0.6164	NPC328683
Remote Similarity	0.6164	NPC283130
Remote Similarity	0.6159	NPC36836
Remote Similarity	0.6159	NPC63370
Remote Similarity	0.6154	NPC301760
Remote Similarity	0.6149	NPC322433
Remote Similarity	0.6148	NPC473418
Remote Similarity	0.6145	NPC472102
Remote Similarity	0.6145	NPC309531
Remote Similarity	0.6143	NPC57051
Remote Similarity	0.614	NPC96901
Remote Similarity	0.614	NPC177261
Remote Similarity	0.6136	NPC75496
Remote Similarity	0.6131	NPC475420
Remote Similarity	0.6131	NPC471124
Remote Similarity	0.6127	NPC28848
Remote Similarity	0.6127	NPC260075
Remote Similarity	0.6127	NPC14325
Remote Similarity	0.6124	NPC285841
Remote Similarity	0.6115	NPC269340
Remote Similarity	0.6108	NPC282339
Remote Similarity	0.6108	NPC99632
Remote Similarity	0.6107	NPC476950
Remote Similarity	0.6104	NPC325599
Remote Similarity	0.6098	NPC473297
Remote Similarity	0.6096	NPC268534
Remote Similarity	0.6095	NPC214960
Remote Similarity	0.6095	NPC279527
Remote Similarity	0.6094	NPC470926
Remote Similarity	0.6087	NPC321617
Remote Similarity	0.6084	NPC469461
Remote Similarity	0.608	NPC143533
Remote Similarity	0.6076	NPC469537
Remote Similarity	0.6076	NPC308197
Remote Similarity	0.6074	NPC117032
Remote Similarity	0.6071	NPC138293
Remote Similarity	0.6071	NPC113056
Remote Similarity	0.6069	NPC203754
Remote Similarity	0.6069	NPC150048
Remote Similarity	0.6062	NPC264589
Remote Similarity	0.6061	NPC469536
Remote Similarity	0.6061	NPC94167
Remote Similarity	0.6061	NPC172937
Remote Similarity	0.6059	NPC63047
Remote Similarity	0.6059	NPC469462
Remote Similarity	0.6059	NPC475248
Remote Similarity	0.6058	NPC79618
Remote Similarity	0.6058	NPC434
Remote Similarity	0.6056	NPC105055
Remote Similarity	0.6056	NPC22689
Remote Similarity	0.6048	NPC255229
Remote Similarity	0.6048	NPC201424
Remote Similarity	0.6048	NPC81229
Remote Similarity	0.6047	NPC473880
Remote Similarity	0.6042	NPC264580
Remote Similarity	0.6034	NPC181928
Remote Similarity	0.6034	NPC476326
Remote Similarity	0.6032	NPC17497
Remote Similarity	0.6032	NPC305602
Remote Similarity	0.6026	NPC314431
Remote Similarity	0.6025	NPC254798
Remote Similarity	0.6024	NPC222029
Remote Similarity	0.6014	NPC192533
Remote Similarity	0.6012	NPC286871
Remote Similarity	0.6012	NPC314223
Remote Similarity	0.6	NPC133261
Remote Similarity	0.6	NPC474974
Remote Similarity	0.6	NPC321211
Remote Similarity	0.5989	NPC159963
Remote Similarity	0.5989	NPC477159
Remote Similarity	0.5988	NPC477974
Remote Similarity	0.5988	NPC242000
Remote Similarity	0.5988	NPC193410
Remote Similarity	0.5987	NPC315051
Remote Similarity	0.5977	NPC320147
Remote Similarity	0.5977	NPC129624
Remote Similarity	0.5977	NPC472122
Remote Similarity	0.5977	NPC24594
Remote Similarity	0.5976	NPC285381
Remote Similarity	0.5974	NPC184437
Remote Similarity	0.597	NPC326792
Remote Similarity	0.5966	NPC286994
Remote Similarity	0.5966	NPC11149
Remote Similarity	0.5964	NPC477157
Remote Similarity	0.5964	NPC477156
Remote Similarity	0.5963	NPC478039
Remote Similarity	0.5962	NPC77992
Remote Similarity	0.596	NPC150863
Remote Similarity	0.5952	NPC474058
Remote Similarity	0.5952	NPC248117
Remote Similarity	0.5952	NPC143457
Remote Similarity	0.5942	NPC20322
Remote Similarity	0.5941	NPC477975
Remote Similarity	0.5938	NPC314186
Remote Similarity	0.5938	NPC311330
Remote Similarity	0.5935	NPC300299
Remote Similarity	0.5932	NPC476428
Remote Similarity	0.5931	NPC220698
Remote Similarity	0.5928	NPC61013
Remote Similarity	0.5924	NPC319645
Remote Similarity	0.5924	NPC239762
Remote Similarity	0.5924	NPC163392
Remote Similarity	0.5924	NPC221687
Remote Similarity	0.5922	NPC322621
Remote Similarity	0.5921	NPC472245
Remote Similarity	0.5921	NPC280807
Remote Similarity	0.5917	NPC469741
Remote Similarity	0.5906	NPC182131
Remote Similarity	0.5897	NPC267508
Remote Similarity	0.5893	NPC276085
Remote Similarity	0.5889	NPC478077
Remote Similarity	0.5889	NPC311858
Remote Similarity	0.5886	NPC264482

Drug Structure

NPD4365 OpenBabel08211705262D 29 32 0 0 1 0 0 0 0 0999 V2000 1.5155 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5155 0.8750 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7578 -0.4375 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6062 -0.2720 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.7839 0.9057 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2861 -0.9519 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4638 0.2258 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6552 2.3890 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1552 1.5230 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.8750 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6552 0.6570 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5581 -0.5270 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1552 1.5230 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8551 0.6569 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 0.7578 1.3125 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 -1.1552 3.2551 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3448 2.3890 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0311 -0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.1552 3.2551 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7578 -1.3125 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7578 2.1875 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -1.6552 4.1211 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 1.3448 2.3890 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 0.3448 4.1211 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -4.2150 -0.7030 0.0000 N 0 0 3 0 0 0 0 0 0 0 0 0 -0.7578 -0.4375 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.5155 -1.7500 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.7500 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 3 1 0 0 0 0 2 15 1 0 0 0 0 3 16 2 0 0 0 0 4 6 1 0 0 0 0 4 14 1 0 0 0 0 5 7 1 0 0 0 0 5 14 1 0 0 0 0 6 26 1 0 0 0 0 7 26 1 0 0 0 0 8 13 2 0 0 0 0 8 17 1 0 0 0 0 9 13 1 0 0 0 0 9 18 2 0 0 0 0 10 15 2 0 0 0 0 10 16 1 0 0 0 0 11 13 1 0 0 0 0 11 27 1 0 0 0 0 12 19 1 0 0 0 0 12 26 1 0 0 0 0 14 19 1 0 0 0 0 15 22 1 0 0 0 0 16 27 1 0 0 0 0 17 20 2 0 0 0 0 17 23 1 0 0 0 0 18 20 1 0 0 0 0 18 24 1 0 0 0 0 19 29 1 1 0 0 0 20 25 1 0 0 0 0 21 27 1 0 0 0 0 21 28 2 0 0 0 0 21 29 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB005258
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	408.15
ALogP	0.9619
MLogP	2.89
XLogP	4.884
HDA	4
HBD	0
Rotatable Bonds	10
TPSA	32.78
RO5 Violation	0