NPASS drugs

Drug Information

Drug ID:	NPD5929
Drug Name:	Troglitazone
Molecular Formula:	C24H27NO5S
Canonical SMILES:	O=C1N=C(C(S1)Cc1ccc(cc1)OCC1(C)CCc2c(O1)c(C)c(c(c2C)O)C)O
Standard InCHI:	InChI=1S/C24H27NO5S/c1-13-14(2)21-18(15(3)20(13)26)9-10-24(4,30-21)12-29-17-7-5-16(6-8-17)11-19-22(27)25-23(28)31-19/h5-8,19,26H,9-12H2,1-4H3,(H,25,27,28)
Standard InCHIKey:	GXPHKUHSUJUWKP-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD5929

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	151
0.1-0.2	1244
0.2-0.3	2650
0.3-0.4	9291
0.4-0.5	4213
0.5-0.6	6016
0.6-0.7	6958
0.7-0.8	367
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	0.7891	NPC61685
Intermediate Similarity	0.774	NPC129176
Intermediate Similarity	0.7619	NPC45663
Intermediate Similarity	0.7568	NPC48623
Intermediate Similarity	0.7568	NPC168707
Intermediate Similarity	0.75	NPC186033
Intermediate Similarity	0.75	NPC212559
Intermediate Similarity	0.747	NPC160196
Intermediate Similarity	0.7468	NPC11089
Intermediate Similarity	0.7467	NPC474130
Intermediate Similarity	0.7455	NPC52475
Intermediate Similarity	0.7438	NPC265075
Intermediate Similarity	0.7436	NPC85435
Intermediate Similarity	0.7436	NPC211352
Intermediate Similarity	0.7423	NPC233980
Intermediate Similarity	0.7419	NPC153019
Intermediate Similarity	0.7419	NPC160623
Intermediate Similarity	0.7417	NPC248557
Intermediate Similarity	0.7415	NPC139047
Intermediate Similarity	0.741	NPC18614
Intermediate Similarity	0.7407	NPC50250
Intermediate Similarity	0.74	NPC204535
Intermediate Similarity	0.74	NPC46586
Intermediate Similarity	0.7389	NPC117048
Intermediate Similarity	0.7389	NPC124085
Intermediate Similarity	0.7381	NPC188578
Intermediate Similarity	0.7381	NPC80918
Intermediate Similarity	0.7378	NPC474397
Intermediate Similarity	0.7372	NPC289624
Intermediate Similarity	0.7372	NPC27578
Intermediate Similarity	0.7372	NPC189482
Intermediate Similarity	0.7368	NPC28476
Intermediate Similarity	0.7368	NPC133407
Intermediate Similarity	0.7365	NPC32152
Intermediate Similarity	0.7365	NPC51341
Intermediate Similarity	0.7362	NPC221318
Intermediate Similarity	0.7362	NPC469557
Intermediate Similarity	0.7351	NPC261992
Intermediate Similarity	0.7346	NPC258083
Intermediate Similarity	0.7338	NPC47288
Intermediate Similarity	0.7333	NPC212142
Intermediate Similarity	0.7325	NPC92805
Intermediate Similarity	0.7321	NPC150670
Intermediate Similarity	0.7315	NPC103916
Intermediate Similarity	0.7315	NPC232295
Intermediate Similarity	0.7315	NPC474131
Intermediate Similarity	0.7312	NPC32630
Intermediate Similarity	0.7308	NPC162801
Intermediate Similarity	0.7301	NPC45257
Intermediate Similarity	0.7301	NPC93323
Intermediate Similarity	0.7301	NPC469795
Intermediate Similarity	0.7301	NPC473845
Intermediate Similarity	0.7301	NPC280092
Intermediate Similarity	0.7301	NPC12641
Intermediate Similarity	0.7296	NPC20829
Intermediate Similarity	0.7296	NPC126101
Intermediate Similarity	0.7296	NPC3049
Intermediate Similarity	0.7296	NPC18189
Intermediate Similarity	0.7296	NPC173660
Intermediate Similarity	0.7296	NPC262585
Intermediate Similarity	0.729	NPC16577
Intermediate Similarity	0.7285	NPC188997
Intermediate Similarity	0.7279	NPC69539
Intermediate Similarity	0.7278	NPC141023
Intermediate Similarity	0.7278	NPC71372
Intermediate Similarity	0.7278	NPC187616
Intermediate Similarity	0.7278	NPC473107
Intermediate Similarity	0.7278	NPC193026
Intermediate Similarity	0.7278	NPC49603
Intermediate Similarity	0.7273	NPC21776
Intermediate Similarity	0.7273	NPC16269
Intermediate Similarity	0.7267	NPC259519
Intermediate Similarity	0.7267	NPC27495
Intermediate Similarity	0.7267	NPC100108
Intermediate Similarity	0.7267	NPC277798
Intermediate Similarity	0.7261	NPC13005
Intermediate Similarity	0.725	NPC474687
Intermediate Similarity	0.7248	NPC471449
Intermediate Similarity	0.7246	NPC158784
Intermediate Similarity	0.7246	NPC195561
Intermediate Similarity	0.7244	NPC325003
Intermediate Similarity	0.7244	NPC470727
Intermediate Similarity	0.7244	NPC196193
Intermediate Similarity	0.7239	NPC85264
Intermediate Similarity	0.7239	NPC47633
Intermediate Similarity	0.7239	NPC102044
Intermediate Similarity	0.7233	NPC195022
Intermediate Similarity	0.723	NPC238176
Intermediate Similarity	0.723	NPC187993
Intermediate Similarity	0.7229	NPC77359
Intermediate Similarity	0.7226	NPC307050
Intermediate Similarity	0.7226	NPC53986
Intermediate Similarity	0.7226	NPC38664
Intermediate Similarity	0.7226	NPC277458
Intermediate Similarity	0.7222	NPC71046
Intermediate Similarity	0.7215	NPC469610
Intermediate Similarity	0.7215	NPC26394
Intermediate Similarity	0.7211	NPC473718
Intermediate Similarity	0.7211	NPC283169
Intermediate Similarity	0.7208	NPC470724
Intermediate Similarity	0.7205	NPC475836
Intermediate Similarity	0.7205	NPC260741
Intermediate Similarity	0.7205	NPC471388
Intermediate Similarity	0.7205	NPC245207
Intermediate Similarity	0.7205	NPC25966
Intermediate Similarity	0.7205	NPC319647
Intermediate Similarity	0.7205	NPC127218
Intermediate Similarity	0.7205	NPC70682
Intermediate Similarity	0.7202	NPC2745
Intermediate Similarity	0.7202	NPC302915
Intermediate Similarity	0.7197	NPC268917
Intermediate Similarity	0.7197	NPC17343
Intermediate Similarity	0.7197	NPC118683
Intermediate Similarity	0.7197	NPC164574
Intermediate Similarity	0.7197	NPC12875
Intermediate Similarity	0.7197	NPC206224
Intermediate Similarity	0.7197	NPC68205
Intermediate Similarity	0.7197	NPC280653
Intermediate Similarity	0.7197	NPC236014
Intermediate Similarity	0.7197	NPC228369
Intermediate Similarity	0.7197	NPC244888
Intermediate Similarity	0.7197	NPC150011
Intermediate Similarity	0.7197	NPC164804
Intermediate Similarity	0.7197	NPC211413
Intermediate Similarity	0.7197	NPC476166
Intermediate Similarity	0.7197	NPC118114
Intermediate Similarity	0.7197	NPC207892
Intermediate Similarity	0.7197	NPC129784
Intermediate Similarity	0.7197	NPC129106
Intermediate Similarity	0.7197	NPC196765
Intermediate Similarity	0.7197	NPC300875
Intermediate Similarity	0.7197	NPC103799
Intermediate Similarity	0.7197	NPC293203
Intermediate Similarity	0.7195	NPC63879
Intermediate Similarity	0.7195	NPC473108
Intermediate Similarity	0.719	NPC147896
Intermediate Similarity	0.719	NPC276962
Intermediate Similarity	0.719	NPC190086
Intermediate Similarity	0.7188	NPC477939
Intermediate Similarity	0.7188	NPC321285
Intermediate Similarity	0.7188	NPC327735
Intermediate Similarity	0.7188	NPC209985
Intermediate Similarity	0.7188	NPC263367
Intermediate Similarity	0.7188	NPC10737
Intermediate Similarity	0.7188	NPC115861
Intermediate Similarity	0.7188	NPC54743
Intermediate Similarity	0.7188	NPC472800
Intermediate Similarity	0.7188	NPC156502
Intermediate Similarity	0.7188	NPC234952
Intermediate Similarity	0.7188	NPC177160
Intermediate Similarity	0.7188	NPC29799
Intermediate Similarity	0.7188	NPC205442
Intermediate Similarity	0.7184	NPC90984
Intermediate Similarity	0.7179	NPC93962
Intermediate Similarity	0.7178	NPC2613
Intermediate Similarity	0.7178	NPC204347
Intermediate Similarity	0.7178	NPC175838
Intermediate Similarity	0.7178	NPC59841
Intermediate Similarity	0.7178	NPC475891
Intermediate Similarity	0.7178	NPC107161
Intermediate Similarity	0.7171	NPC30462
Intermediate Similarity	0.7171	NPC150026
Intermediate Similarity	0.7171	NPC152946
Intermediate Similarity	0.717	NPC223008
Intermediate Similarity	0.717	NPC97834
Intermediate Similarity	0.717	NPC198154
Intermediate Similarity	0.717	NPC225696
Intermediate Similarity	0.717	NPC115335
Intermediate Similarity	0.717	NPC296915
Intermediate Similarity	0.717	NPC471942
Intermediate Similarity	0.717	NPC311256
Intermediate Similarity	0.7169	NPC101376
Intermediate Similarity	0.7162	NPC126759
Intermediate Similarity	0.7162	NPC242580
Intermediate Similarity	0.7162	NPC236070
Intermediate Similarity	0.7161	NPC469386
Intermediate Similarity	0.716	NPC76312
Intermediate Similarity	0.716	NPC473049
Intermediate Similarity	0.716	NPC325860
Intermediate Similarity	0.716	NPC198038
Intermediate Similarity	0.716	NPC157783
Intermediate Similarity	0.716	NPC472794
Intermediate Similarity	0.7152	NPC85595
Intermediate Similarity	0.7152	NPC73656
Intermediate Similarity	0.7152	NPC228843
Intermediate Similarity	0.7152	NPC230219
Intermediate Similarity	0.7152	NPC472798
Intermediate Similarity	0.7152	NPC469611
Intermediate Similarity	0.7152	NPC473875
Intermediate Similarity	0.7143	NPC103976
Intermediate Similarity	0.7143	NPC102904
Intermediate Similarity	0.7143	NPC474282
Intermediate Similarity	0.7143	NPC228771
Intermediate Similarity	0.7143	NPC107551
Intermediate Similarity	0.7143	NPC81641
Intermediate Similarity	0.7143	NPC9067
Intermediate Similarity	0.7143	NPC266006
Intermediate Similarity	0.7143	NPC470726
Intermediate Similarity	0.7143	NPC326797
Intermediate Similarity	0.7143	NPC76119

Drug Structure

NPD5929 OpenBabel08211708292D 33 36 0 0 1 0 0 0 0 0999 V2000 3.4641 0.0000 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 1.7321 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7355 0.4914 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.7297 -1.5353 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2814 -3.2083 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.7638 -1.2765 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3155 -2.9495 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -2.0000 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 -5.9545 -2.7600 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8320 -0.7588 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 1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.9885 -2.5012 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0567 -1.9836 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 -6.6616 -2.0529 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 0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.6493 -2.2093 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.3962 -0.6112 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 -8.1033 -1.3183 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.1033 -3.1004 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.5526 0.3765 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.0908 -1.7247 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.5051 -1.0652 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.5586 -3.9390 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 13 1 0 0 0 0 2 14 1 0 0 0 0 3 15 1 0 0 0 0 4 24 1 0 0 0 0 5 7 1 0 0 0 0 5 16 2 0 0 0 0 6 8 2 0 0 0 0 6 16 1 0 0 0 0 7 17 2 0 0 0 0 8 17 1 0 0 0 0 9 10 1 0 0 0 0 9 18 1 0 0 0 0 10 24 1 0 0 0 0 11 16 1 0 0 0 0 11 19 1 0 0 0 0 12 24 1 0 0 0 0 12 29 1 0 0 0 0 13 14 1 0 0 0 0 13 20 2 0 0 0 0 14 21 2 0 0 0 0 15 18 2 0 0 0 0 15 20 1 0 0 0 0 17 29 1 0 0 0 0 18 21 1 0 0 0 0 19 22 1 0 0 0 0 19 31 1 0 0 0 0 20 26 1 0 0 0 0 21 30 1 0 0 0 0 22 25 2 0 0 0 0 22 27 1 0 0 0 0 23 25 1 0 0 0 0 23 28 2 0 0 0 0 23 31 1 0 0 0 0 24 30 1 0 0 0 0 26 32 1 0 0 0 0 27 33 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP001337
DrugBank	DB00197
ChEMBL	CHEMBL408
IUPHAR/BPS	2693
PharmaGKB	PA451799
KEGG Drug	D00395
PubChem CID	5591
ChEBI	9753
CAS Number	97322-87-7

Drug Properties

Molecular Weight	441.16
ALogP	1.8047
MLogP	3.33
XLogP	4.174
HDA	3
HBD	2
Rotatable Bonds	11
TPSA	113.65
RO5 Violation	0