NPASS drugs

Drug Information

Drug ID:	NPD4331
Drug Name:	GW 501516
Molecular Formula:	C21H18F3NO3S2
Canonical SMILES:	OC(=O)COc1ccc(cc1C)SCc1sc(nc1C)c1ccc(cc1)C(F)(F)F
Standard InCHI:	InChI=1S/C21H18F3NO3S2/c1-12-9-16(7-8-17(12)28-10-19(26)27)29-11-18-13(2)25-20(30-18)14-3-5-15(6-4-14)21(22,23)24/h3-9H,10-11H2,1-2H3,(H,26,27)
Standard InCHIKey:	YDBLKRPLXZNVNB-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	DrugBank

Structural Similarity Between NPASS Natural Products and NPD4331

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	283
0.1-0.2	2472
0.2-0.3	10276
0.3-0.4	3386
0.4-0.5	12624
0.5-0.6	1742
0.6-0.7	105
0.7-0.8	2
0.8-0.85	0
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	0.7317	NPC238242
Intermediate Similarity	0.7277	NPC249662
Remote Similarity	0.6953	NPC470889
Remote Similarity	0.686	NPC222592
Remote Similarity	0.686	NPC168486
Remote Similarity	0.6636	NPC188104
Remote Similarity	0.6535	NPC251036
Remote Similarity	0.6535	NPC26850
Remote Similarity	0.6524	NPC283152
Remote Similarity	0.6514	NPC475190
Remote Similarity	0.6507	NPC312872
Remote Similarity	0.6483	NPC153467
Remote Similarity	0.6481	NPC128115
Remote Similarity	0.6468	NPC26872
Remote Similarity	0.6465	NPC204385
Remote Similarity	0.6438	NPC79293
Remote Similarity	0.6438	NPC279401
Remote Similarity	0.6432	NPC206201
Remote Similarity	0.6404	NPC145178
Remote Similarity	0.6404	NPC14877
Remote Similarity	0.6404	NPC475350
Remote Similarity	0.6396	NPC72211
Remote Similarity	0.6359	NPC177404
Remote Similarity	0.6356	NPC475085
Remote Similarity	0.6356	NPC475112
Remote Similarity	0.6356	NPC291535
Remote Similarity	0.6351	NPC70956
Remote Similarity	0.6351	NPC243834
Remote Similarity	0.6344	NPC476106
Remote Similarity	0.6318	NPC114335
Remote Similarity	0.6318	NPC141915
Remote Similarity	0.6318	NPC280964
Remote Similarity	0.6306	NPC70259
Remote Similarity	0.6301	NPC471593
Remote Similarity	0.6288	NPC470931
Remote Similarity	0.6261	NPC43787
Remote Similarity	0.6261	NPC205934
Remote Similarity	0.6256	NPC162484
Remote Similarity	0.6244	NPC288943
Remote Similarity	0.6221	NPC320394
Remote Similarity	0.6195	NPC11017
Remote Similarity	0.6179	NPC476995
Remote Similarity	0.6176	NPC280799
Remote Similarity	0.6173	NPC476999
Remote Similarity	0.6172	NPC118511
Remote Similarity	0.6167	NPC267423
Remote Similarity	0.6157	NPC470930
Remote Similarity	0.6154	NPC151781
Remote Similarity	0.6154	NPC74562
Remote Similarity	0.6154	NPC316181
Remote Similarity	0.614	NPC199277
Remote Similarity	0.614	NPC135887
Remote Similarity	0.6139	NPC75609
Remote Similarity	0.6139	NPC140284
Remote Similarity	0.6136	NPC66083
Remote Similarity	0.613	NPC304183
Remote Similarity	0.6129	NPC474798
Remote Similarity	0.6126	NPC469390
Remote Similarity	0.6121	NPC209769
Remote Similarity	0.6116	NPC131017
Remote Similarity	0.6111	NPC472168
Remote Similarity	0.6111	NPC48353
Remote Similarity	0.6104	NPC193777
Remote Similarity	0.6099	NPC195268
Remote Similarity	0.6099	NPC133140
Remote Similarity	0.6096	NPC476044
Remote Similarity	0.6096	NPC470586
Remote Similarity	0.6091	NPC61350
Remote Similarity	0.6091	NPC476997
Remote Similarity	0.6087	NPC137929
Remote Similarity	0.6087	NPC164374
Remote Similarity	0.6081	NPC122427
Remote Similarity	0.6081	NPC329961
Remote Similarity	0.6079	NPC128823
Remote Similarity	0.6073	NPC62069
Remote Similarity	0.6068	NPC87413
Remote Similarity	0.6066	NPC476998
Remote Similarity	0.6066	NPC476996
Remote Similarity	0.6063	NPC206251
Remote Similarity	0.6063	NPC74382
Remote Similarity	0.6061	NPC300156
Remote Similarity	0.6053	NPC477019
Remote Similarity	0.6052	NPC201697
Remote Similarity	0.6043	NPC251160
Remote Similarity	0.6043	NPC472098
Remote Similarity	0.6043	NPC475774
Remote Similarity	0.6043	NPC223427
Remote Similarity	0.6042	NPC198503
Remote Similarity	0.6036	NPC242928
Remote Similarity	0.6034	NPC4687
Remote Similarity	0.6034	NPC288349
Remote Similarity	0.6034	NPC152768
Remote Similarity	0.6034	NPC148183
Remote Similarity	0.6027	NPC176127
Remote Similarity	0.6026	NPC219664
Remote Similarity	0.6025	NPC476994
Remote Similarity	0.6025	NPC315822
Remote Similarity	0.6019	NPC194724
Remote Similarity	0.6018	NPC194040
Remote Similarity	0.6017	NPC266931
Remote Similarity	0.6017	NPC257511
Remote Similarity	0.6009	NPC134079
Remote Similarity	0.6008	NPC169402
Remote Similarity	0.6	NPC174760
Remote Similarity	0.6	NPC150239
Remote Similarity	0.6	NPC307963
Remote Similarity	0.6	NPC84478
Remote Similarity	0.5992	NPC116238
Remote Similarity	0.5991	NPC472111
Remote Similarity	0.599	NPC161108
Remote Similarity	0.5983	NPC473822
Remote Similarity	0.5983	NPC469589
Remote Similarity	0.5982	NPC118776
Remote Similarity	0.5975	NPC296482
Remote Similarity	0.5975	NPC202605
Remote Similarity	0.5975	NPC203168
Remote Similarity	0.5975	NPC53069
Remote Similarity	0.5975	NPC202768
Remote Similarity	0.5975	NPC477532
Remote Similarity	0.5975	NPC473180
Remote Similarity	0.5975	NPC112206
Remote Similarity	0.5974	NPC469440
Remote Similarity	0.5973	NPC49051
Remote Similarity	0.5973	NPC42591
Remote Similarity	0.5971	NPC197881
Remote Similarity	0.5967	NPC471615
Remote Similarity	0.5966	NPC321428
Remote Similarity	0.5964	NPC110741
Remote Similarity	0.5964	NPC128751
Remote Similarity	0.5957	NPC11464
Remote Similarity	0.5957	NPC31930
Remote Similarity	0.5956	NPC165538
Remote Similarity	0.595	NPC118121
Remote Similarity	0.5949	NPC476287
Remote Similarity	0.5949	NPC478074
Remote Similarity	0.5948	NPC36229
Remote Similarity	0.5948	NPC16452
Remote Similarity	0.5948	NPC476581
Remote Similarity	0.5947	NPC251090
Remote Similarity	0.5939	NPC18487
Remote Similarity	0.5938	NPC106833
Remote Similarity	0.5938	NPC469497
Remote Similarity	0.5935	NPC24990
Remote Similarity	0.5927	NPC255800
Remote Similarity	0.5927	NPC96584
Remote Similarity	0.5926	NPC314633
Remote Similarity	0.5926	NPC474409
Remote Similarity	0.5924	NPC235076
Remote Similarity	0.5923	NPC45190
Remote Similarity	0.5917	NPC23614
Remote Similarity	0.5917	NPC247803
Remote Similarity	0.5917	NPC100079
Remote Similarity	0.5917	NPC204446
Remote Similarity	0.5917	NPC184408
Remote Similarity	0.5913	NPC475844
Remote Similarity	0.5913	NPC234197
Remote Similarity	0.5913	NPC121772
Remote Similarity	0.5907	NPC310211
Remote Similarity	0.5907	NPC308137
Remote Similarity	0.5901	NPC94943
Remote Similarity	0.5897	NPC249583
Remote Similarity	0.5897	NPC313189
Remote Similarity	0.5893	NPC224327
Remote Similarity	0.589	NPC290689
Remote Similarity	0.589	NPC269367
Remote Similarity	0.589	NPC188420
Remote Similarity	0.5887	NPC475196
Remote Similarity	0.5882	NPC469592
Remote Similarity	0.5882	NPC149471
Remote Similarity	0.5882	NPC271215
Remote Similarity	0.5882	NPC471080
Remote Similarity	0.5882	NPC39500
Remote Similarity	0.5877	NPC473053
Remote Similarity	0.5872	NPC475910
Remote Similarity	0.5872	NPC39679
Remote Similarity	0.587	NPC476582
Remote Similarity	0.587	NPC476578
Remote Similarity	0.587	NPC4071
Remote Similarity	0.5868	NPC477533
Remote Similarity	0.5868	NPC54066
Remote Similarity	0.5868	NPC472099
Remote Similarity	0.5867	NPC76748
Remote Similarity	0.5862	NPC295898
Remote Similarity	0.5859	NPC230403
Remote Similarity	0.5857	NPC477587
Remote Similarity	0.5857	NPC477589
Remote Similarity	0.5856	NPC190007
Remote Similarity	0.5855	NPC472287
Remote Similarity	0.5855	NPC472286
Remote Similarity	0.5854	NPC187145
Remote Similarity	0.5852	NPC267928
Remote Similarity	0.5851	NPC197141
Remote Similarity	0.5851	NPC473041
Remote Similarity	0.5851	NPC96321
Remote Similarity	0.5847	NPC174672
Remote Similarity	0.5846	NPC85879
Remote Similarity	0.5846	NPC326930
Remote Similarity	0.5846	NPC53255
Remote Similarity	0.5846	NPC475301
Remote Similarity	0.5844	NPC329747

Drug Structure

NPD4331 OpenBabel08211705262D 31 33 0 0 0 0 0 0 0 0999 V2000 -4.3776 2.5933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5522 -2.0704 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0704 0.2749 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2514 -1.4476 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0649 0.3795 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2460 -1.3431 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3776 -0.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.2437 0.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5116 1.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.1097 2.5933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7796 0.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3776 1.5933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8090 -1.4013 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6637 -0.6386 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6527 -0.4296 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5116 0.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.2437 1.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9135 -0.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9757 3.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6691 -0.7431 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6472 -0.3250 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.4562 0.2628 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 4.5427 0.6695 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 5.2350 -1.1340 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 0.1691 -1.6092 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.9757 4.0933 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.8417 2.5933 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.1097 1.5933 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.6456 -0.4067 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -8.7078 3.0933 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 12 1 0 0 0 0 2 13 1 0 0 0 0 3 5 1 0 0 0 0 3 14 2 0 0 0 0 4 6 2 0 0 0 0 4 14 1 0 0 0 0 5 15 2 0 0 0 0 6 15 1 0 0 0 0 7 8 1 0 0 0 0 7 16 2 0 0 0 0 8 17 2 0 0 0 0 9 12 2 0 0 0 0 9 16 1 0 0 0 0 10 19 1 0 0 0 0 10 28 1 0 0 0 0 11 18 1 0 0 0 0 11 29 1 0 0 0 0 12 17 1 0 0 0 0 13 18 2 0 0 0 0 13 25 1 0 0 0 0 14 20 1 0 0 0 0 15 21 1 0 0 0 0 16 29 1 0 0 0 0 17 28 1 0 0 0 0 18 30 1 0 0 0 0 19 26 2 0 0 0 0 19 27 1 0 0 0 0 20 25 2 0 0 0 0 20 30 1 0 0 0 0 21 22 1 0 0 0 0 21 23 1 0 0 0 0 21 24 1 0 0 0 0 27 31 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC004589
DrugBank	DB05416
ChEMBL	CHEMBL38943
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	9803963
ChEBI	73726
CAS Number	317318-70-0

Drug Properties

Molecular Weight	453.07
ALogP	2.7767
MLogP	2.78
XLogP	6.31
HDA	3
HBD	1
Rotatable Bonds	14
TPSA	112.96
RO5 Violation	1