NPASS drugs

Drug Information

Drug ID:	NPD5452
Drug Name:	Gw590735
Molecular Formula:	C23H21F3N2O4S
Canonical SMILES:	OC(=O)C(Oc1ccc(cc1)CN=C(c1sc(nc1C)c1ccc(cc1)C(F)(F)F)O)(C)C
Standard InCHI:	InChI=1S/C23H21F3N2O4S/c1-13-18(33-20(28-13)15-6-8-16(9-7-15)23(24,25)26)19(29)27-12-14-4-10-17(11-5-14)32-22(2,3)21(30)31/h4-11H,12H2,1-3H3,(H,27,29)(H,30,31)
Standard InCHIKey:	ILUPZUOBHCUBKB-UHFFFAOYSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD5452

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	265
0.1-0.2	2256
0.2-0.3	9892
0.3-0.4	3135
0.4-0.5	12370
0.5-0.6	2660
0.6-0.7	310
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	0.7268	NPC238242
Intermediate Similarity	0.7228	NPC249662
Remote Similarity	0.6976	NPC222592
Remote Similarity	0.6976	NPC168486
Remote Similarity	0.6937	NPC251036
Remote Similarity	0.6872	NPC128115
Remote Similarity	0.6825	NPC188104
Remote Similarity	0.6802	NPC145178
Remote Similarity	0.6802	NPC475350
Remote Similarity	0.6802	NPC14877
Remote Similarity	0.6766	NPC470889
Remote Similarity	0.6724	NPC153467
Remote Similarity	0.6682	NPC291535
Remote Similarity	0.6682	NPC475085
Remote Similarity	0.6682	NPC475112
Remote Similarity	0.6635	NPC283152
Remote Similarity	0.662	NPC279401
Remote Similarity	0.662	NPC79293
Remote Similarity	0.6608	NPC151781
Remote Similarity	0.6608	NPC74562
Remote Similarity	0.6608	NPC316181
Remote Similarity	0.6607	NPC470931
Remote Similarity	0.6587	NPC288943
Remote Similarity	0.6573	NPC204385
Remote Similarity	0.6561	NPC470586
Remote Similarity	0.6552	NPC177404
Remote Similarity	0.6544	NPC475190
Remote Similarity	0.6538	NPC312872
Remote Similarity	0.6535	NPC266931
Remote Similarity	0.653	NPC243834
Remote Similarity	0.653	NPC70956
Remote Similarity	0.6518	NPC476106
Remote Similarity	0.65	NPC72211
Remote Similarity	0.6498	NPC280964
Remote Similarity	0.6498	NPC114335
Remote Similarity	0.6498	NPC141915
Remote Similarity	0.6485	NPC26850
Remote Similarity	0.6484	NPC70259
Remote Similarity	0.6479	NPC320394
Remote Similarity	0.6462	NPC206201
Remote Similarity	0.6457	NPC135887
Remote Similarity	0.6457	NPC199277
Remote Similarity	0.6447	NPC87413
Remote Similarity	0.6438	NPC205934
Remote Similarity	0.6438	NPC43787
Remote Similarity	0.6432	NPC469589
Remote Similarity	0.6432	NPC209769
Remote Similarity	0.6429	NPC469440
Remote Similarity	0.6422	NPC195268
Remote Similarity	0.6422	NPC133140
Remote Similarity	0.6419	NPC48353
Remote Similarity	0.6418	NPC26872
Remote Similarity	0.6417	NPC75609
Remote Similarity	0.6417	NPC140284
Remote Similarity	0.6405	NPC476995
Remote Similarity	0.6402	NPC62069
Remote Similarity	0.6402	NPC84478
Remote Similarity	0.6389	NPC66083
Remote Similarity	0.6372	NPC472287
Remote Similarity	0.6372	NPC472286
Remote Similarity	0.6368	NPC11017
Remote Similarity	0.6368	NPC54066
Remote Similarity	0.6356	NPC162484
Remote Similarity	0.6356	NPC223427
Remote Similarity	0.6352	NPC469594
Remote Similarity	0.6352	NPC204446
Remote Similarity	0.6352	NPC473822
Remote Similarity	0.6348	NPC203168
Remote Similarity	0.6348	NPC202605
Remote Similarity	0.6348	NPC112206
Remote Similarity	0.6343	NPC61350
Remote Similarity	0.634	NPC477532
Remote Similarity	0.6339	NPC267423
Remote Similarity	0.6336	NPC74969
Remote Similarity	0.6332	NPC219664
Remote Similarity	0.6332	NPC11464
Remote Similarity	0.633	NPC122427
Remote Similarity	0.633	NPC471593
Remote Similarity	0.633	NPC329961
Remote Similarity	0.632	NPC469592
Remote Similarity	0.632	NPC471080
Remote Similarity	0.6318	NPC476997
Remote Similarity	0.6314	NPC118121
Remote Similarity	0.6311	NPC295898
Remote Similarity	0.6301	NPC129909
Remote Similarity	0.6298	NPC174760
Remote Similarity	0.6295	NPC477019
Remote Similarity	0.6292	NPC476998
Remote Similarity	0.6292	NPC476996
Remote Similarity	0.6292	NPC197881
Remote Similarity	0.6283	NPC475774
Remote Similarity	0.6282	NPC473041
Remote Similarity	0.6281	NPC96584
Remote Similarity	0.6281	NPC323752
Remote Similarity	0.6281	NPC323198
Remote Similarity	0.6281	NPC255800
Remote Similarity	0.6278	NPC306376
Remote Similarity	0.6277	NPC472098
Remote Similarity	0.6273	NPC165538
Remote Similarity	0.6272	NPC193777
Remote Similarity	0.6272	NPC4687
Remote Similarity	0.6271	NPC60621
Remote Similarity	0.6267	NPC476044
Remote Similarity	0.6266	NPC476999
Remote Similarity	0.6261	NPC473449
Remote Similarity	0.6261	NPC290689
Remote Similarity	0.6261	NPC473053
Remote Similarity	0.6256	NPC470930
Remote Similarity	0.6256	NPC137929
Remote Similarity	0.6256	NPC164374
Remote Similarity	0.625	NPC476994
Remote Similarity	0.625	NPC18487
Remote Similarity	0.6245	NPC474183
Remote Similarity	0.6245	NPC470784
Remote Similarity	0.6245	NPC39679
Remote Similarity	0.6245	NPC470785
Remote Similarity	0.6245	NPC475910
Remote Similarity	0.6228	NPC472111
Remote Similarity	0.6228	NPC304183
Remote Similarity	0.6227	NPC469390
Remote Similarity	0.6222	NPC329747
Remote Similarity	0.6217	NPC201697
Remote Similarity	0.6215	NPC72980
Remote Similarity	0.6213	NPC303658
Remote Similarity	0.621	NPC61435
Remote Similarity	0.621	NPC110741
Remote Similarity	0.6207	NPC296482
Remote Similarity	0.6207	NPC202768
Remote Similarity	0.6207	NPC316981
Remote Similarity	0.6207	NPC53069
Remote Similarity	0.6207	NPC264176
Remote Similarity	0.6204	NPC176127
Remote Similarity	0.6204	NPC184680
Remote Similarity	0.6201	NPC313189
Remote Similarity	0.6198	NPC201508
Remote Similarity	0.6197	NPC288349
Remote Similarity	0.6197	NPC152768
Remote Similarity	0.6197	NPC148183
Remote Similarity	0.6197	NPC194724
Remote Similarity	0.6195	NPC31930
Remote Similarity	0.6194	NPC475844
Remote Similarity	0.6194	NPC99891
Remote Similarity	0.619	NPC188420
Remote Similarity	0.6189	NPC277351
Remote Similarity	0.6184	NPC476581
Remote Similarity	0.6184	NPC285558
Remote Similarity	0.6184	NPC16452
Remote Similarity	0.6184	NPC257511
Remote Similarity	0.6184	NPC36229
Remote Similarity	0.6184	NPC210256
Remote Similarity	0.6183	NPC252251
Remote Similarity	0.6183	NPC274640
Remote Similarity	0.6182	NPC134079
Remote Similarity	0.6181	NPC326930
Remote Similarity	0.6181	NPC53255
Remote Similarity	0.6181	NPC85879
Remote Similarity	0.6181	NPC475301
Remote Similarity	0.618	NPC476287
Remote Similarity	0.618	NPC271215
Remote Similarity	0.618	NPC149471
Remote Similarity	0.6178	NPC4071
Remote Similarity	0.6178	NPC476582
Remote Similarity	0.6178	NPC476578
Remote Similarity	0.6176	NPC280272
Remote Similarity	0.6173	NPC475196
Remote Similarity	0.6171	NPC307963
Remote Similarity	0.617	NPC169402
Remote Similarity	0.6169	NPC132771
Remote Similarity	0.6167	NPC66815
Remote Similarity	0.6164	NPC74382
Remote Similarity	0.6164	NPC206251
Remote Similarity	0.6163	NPC328928
Remote Similarity	0.616	NPC477533
Remote Similarity	0.616	NPC469439
Remote Similarity	0.616	NPC150239
Remote Similarity	0.6157	NPC209174
Remote Similarity	0.6157	NPC13603
Remote Similarity	0.6154	NPC235076
Remote Similarity	0.615	NPC234197
Remote Similarity	0.6148	NPC473105
Remote Similarity	0.6147	NPC42591
Remote Similarity	0.6147	NPC295158
Remote Similarity	0.6147	NPC94943
Remote Similarity	0.6144	NPC100079
Remote Similarity	0.6144	NPC23614
Remote Similarity	0.6144	NPC96321
Remote Similarity	0.6144	NPC197141
Remote Similarity	0.6144	NPC314270
Remote Similarity	0.6143	NPC276517
Remote Similarity	0.6143	NPC131017
Remote Similarity	0.6137	NPC251160
Remote Similarity	0.6134	NPC198503
Remote Similarity	0.6134	NPC280799
Remote Similarity	0.6133	NPC102008
Remote Similarity	0.6133	NPC472284
Remote Similarity	0.6132	NPC477531
Remote Similarity	0.613	NPC321428
Remote Similarity	0.613	NPC474595
Remote Similarity	0.6128	NPC330009
Remote Similarity	0.6126	NPC99666

Drug Structure

NPD5452 OpenBabel08211708292D 35 37 0 0 0 0 0 0 0 0999 V2000 0.5759 2.5227 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5999 -3.7314 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7909 -3.1436 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4662 -1.3975 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8839 -2.1020 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7796 -1.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6456 0.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6456 -1.5933 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 4.8729 -2.3111 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2906 -3.0156 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 0.1691 1.6092 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4716 -1.2930 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 -3.5116 -1.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2851 -3.1201 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 1.6637 0.6386 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 6.0931 -5.0517 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6864 -4.1382 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 -4.8776 -2.4593 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -3.8776 -2.4593 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -5.2437 -1.0933 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 2.0704 -0.2749 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8090 1.4013 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.2514 1.4476 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.5053 -5.8607 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.0876 -5.1562 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.6919 -4.0336 0.0000 O 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 3.2460 1.3431 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 7.4944 -6.0698 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 13 1 0 0 0 0 2 22 1 0 0 0 0 3 22 1 0 0 0 0 4 10 1 0 0 0 0 4 14 2 0 0 0 0 5 11 2 0 0 0 0 5 14 1 0 0 0 0 6 8 1 0 0 0 0 6 15 2 0 0 0 0 7 9 2 0 0 0 0 7 15 1 0 0 0 0 8 16 2 0 0 0 0 9 16 1 0 0 0 0 10 17 2 0 0 0 0 11 17 1 0 0 0 0 12 14 1 0 0 0 0 12 27 1 0 0 0 0 13 18 2 0 0 0 0 13 28 1 0 0 0 0 15 20 1 0 0 0 0 16 23 1 0 0 0 0 17 32 1 0 0 0 0 18 19 1 0 0 0 0 18 33 1 0 0 0 0 19 27 2 3 0 0 0 19 29 1 0 0 0 0 20 28 2 0 0 0 0 20 33 1 0 0 0 0 21 22 1 0 0 0 0 21 30 2 0 0 0 0 21 31 1 0 0 0 0 22 32 1 0 0 0 0 23 24 1 0 0 0 0 23 25 1 0 0 0 0 23 26 1 0 0 0 0 29 34 1 0 0 0 0 31 35 1 0 0 0 0 M END $$$$

External Identifiers

TTD
DrugBank	DB07215
ChEMBL	CHEMBL219586
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	478.12
ALogP	2.0342
MLogP	2.89
XLogP	5.977
HDA	5
HBD	2
Rotatable Bonds	16
TPSA	120.25
RO5 Violation	1