NPASS drugs

Drug Information

Drug ID:	NPD3802
Drug Name:	Balaglitazone
Molecular Formula:	C20H17N3O4S
Canonical SMILES:	O=C1N=C(C(S1)Cc1ccc(cc1)OCc1nc2ccccc2c(=O)n1C)O
Standard InCHI:	InChI=1S/C20H17N3O4S/c1-23-17(21-15-5-3-2-4-14(15)19(23)25)11-27-13-8-6-12(7-9-13)10-16-18(24)22-20(26)28-16/h2-9,16H,10-11H2,1H3,(H,22,24,26)
Standard InCHIKey:	IETKPTYAGKZLKY-UHFFFAOYSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD3802

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	225
0.1-0.2	1584
0.2-0.3	7450
0.3-0.4	4902
0.4-0.5	8640
0.5-0.6	7616
0.6-0.7	454
0.7-0.8	19
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	0.7707	NPC16249
Intermediate Similarity	0.7688	NPC198401
Intermediate Similarity	0.74	NPC471195
Intermediate Similarity	0.74	NPC471196
Intermediate Similarity	0.731	NPC270301
Intermediate Similarity	0.7194	NPC475607
Intermediate Similarity	0.7157	NPC474081
Intermediate Similarity	0.7143	NPC475594
Intermediate Similarity	0.7136	NPC108847
Intermediate Similarity	0.712	NPC93653
Intermediate Similarity	0.7108	NPC92803
Intermediate Similarity	0.7098	NPC299582
Intermediate Similarity	0.7094	NPC18890
Intermediate Similarity	0.7044	NPC473815
Intermediate Similarity	0.7035	NPC475761
Intermediate Similarity	0.7035	NPC474041
Intermediate Similarity	0.701	NPC471130
Intermediate Similarity	0.7	NPC85613
Intermediate Similarity	0.7	NPC475685
Remote Similarity	0.6995	NPC150308
Remote Similarity	0.6995	NPC88970
Remote Similarity	0.6989	NPC324445
Remote Similarity	0.6979	NPC154478
Remote Similarity	0.6968	NPC144691
Remote Similarity	0.6909	NPC244425
Remote Similarity	0.6909	NPC313327
Remote Similarity	0.6909	NPC15384
Remote Similarity	0.6903	NPC471762
Remote Similarity	0.6898	NPC9373
Remote Similarity	0.6878	NPC248601
Remote Similarity	0.6858	NPC257851
Remote Similarity	0.6851	NPC266425
Remote Similarity	0.685	NPC8467
Remote Similarity	0.6833	NPC471197
Remote Similarity	0.6832	NPC5167
Remote Similarity	0.6828	NPC66777
Remote Similarity	0.6822	NPC473460
Remote Similarity	0.6816	NPC315631
Remote Similarity	0.6812	NPC174629
Remote Similarity	0.6809	NPC189908
Remote Similarity	0.6802	NPC314861
Remote Similarity	0.6802	NPC471198
Remote Similarity	0.6798	NPC28368
Remote Similarity	0.6788	NPC84317
Remote Similarity	0.6784	NPC157931
Remote Similarity	0.6779	NPC477526
Remote Similarity	0.6776	NPC311357
Remote Similarity	0.6759	NPC158551
Remote Similarity	0.6751	NPC254700
Remote Similarity	0.6744	NPC295548
Remote Similarity	0.6735	NPC133470
Remote Similarity	0.6735	NPC191863
Remote Similarity	0.6735	NPC289776
Remote Similarity	0.6733	NPC9475
Remote Similarity	0.6728	NPC470786
Remote Similarity	0.6721	NPC300299
Remote Similarity	0.6718	NPC301163
Remote Similarity	0.6715	NPC329731
Remote Similarity	0.6715	NPC4910
Remote Similarity	0.6713	NPC473422
Remote Similarity	0.6701	NPC189116
Remote Similarity	0.6699	NPC28510
Remote Similarity	0.6685	NPC138365
Remote Similarity	0.6684	NPC231862
Remote Similarity	0.6683	NPC314659
Remote Similarity	0.6682	NPC225400
Remote Similarity	0.6667	NPC87391
Remote Similarity	0.6667	NPC204970
Remote Similarity	0.6667	NPC283810
Remote Similarity	0.6667	NPC39822
Remote Similarity	0.6667	NPC471561
Remote Similarity	0.6667	NPC169766
Remote Similarity	0.6667	NPC41216
Remote Similarity	0.6651	NPC470787
Remote Similarity	0.6651	NPC472539
Remote Similarity	0.6651	NPC472540
Remote Similarity	0.6651	NPC45389
Remote Similarity	0.6651	NPC471155
Remote Similarity	0.6651	NPC198160
Remote Similarity	0.6651	NPC472538
Remote Similarity	0.6649	NPC307682
Remote Similarity	0.6636	NPC163829
Remote Similarity	0.6636	NPC14390
Remote Similarity	0.6635	NPC471825
Remote Similarity	0.6634	NPC197335
Remote Similarity	0.663	NPC29650
Remote Similarity	0.6621	NPC270241
Remote Similarity	0.662	NPC472542
Remote Similarity	0.662	NPC472541
Remote Similarity	0.662	NPC15987
Remote Similarity	0.6619	NPC1820
Remote Similarity	0.6618	NPC315542
Remote Similarity	0.6618	NPC235194
Remote Similarity	0.6615	NPC315257
Remote Similarity	0.6604	NPC59827
Remote Similarity	0.6604	NPC184933
Remote Similarity	0.66	NPC315388
Remote Similarity	0.6598	NPC67401
Remote Similarity	0.6589	NPC234933
Remote Similarity	0.6589	NPC112937
Remote Similarity	0.6587	NPC262725
Remote Similarity	0.6584	NPC73280
Remote Similarity	0.6577	NPC116178
Remote Similarity	0.6574	NPC214368
Remote Similarity	0.6566	NPC57105
Remote Similarity	0.656	NPC268077
Remote Similarity	0.6557	NPC207428
Remote Similarity	0.6547	NPC321166
Remote Similarity	0.6547	NPC217903
Remote Similarity	0.6547	NPC30749
Remote Similarity	0.6545	NPC205926
Remote Similarity	0.6545	NPC285192
Remote Similarity	0.6543	NPC83289
Remote Similarity	0.6543	NPC212850
Remote Similarity	0.6543	NPC189724
Remote Similarity	0.6538	NPC313886
Remote Similarity	0.6533	NPC113056
Remote Similarity	0.6533	NPC138293
Remote Similarity	0.6532	NPC471532
Remote Similarity	0.6524	NPC471316
Remote Similarity	0.6514	NPC207971
Remote Similarity	0.6512	NPC477527
Remote Similarity	0.6512	NPC100863
Remote Similarity	0.6509	NPC206109
Remote Similarity	0.6509	NPC114039
Remote Similarity	0.65	NPC478075
Remote Similarity	0.6497	NPC319320
Remote Similarity	0.6497	NPC287757
Remote Similarity	0.6492	NPC247298
Remote Similarity	0.6489	NPC207554
Remote Similarity	0.6486	NPC132308
Remote Similarity	0.6486	NPC476651
Remote Similarity	0.6484	NPC14339
Remote Similarity	0.6477	NPC324081
Remote Similarity	0.6474	NPC308197
Remote Similarity	0.6471	NPC330683
Remote Similarity	0.6471	NPC329567
Remote Similarity	0.6471	NPC478005
Remote Similarity	0.6471	NPC164608
Remote Similarity	0.6468	NPC127362
Remote Similarity	0.6466	NPC194740
Remote Similarity	0.6465	NPC470021
Remote Similarity	0.6463	NPC478141
Remote Similarity	0.6463	NPC220851
Remote Similarity	0.6462	NPC475411
Remote Similarity	0.6453	NPC471648
Remote Similarity	0.6447	NPC10875
Remote Similarity	0.6447	NPC10730
Remote Similarity	0.6447	NPC478007
Remote Similarity	0.6436	NPC83214
Remote Similarity	0.6435	NPC71124
Remote Similarity	0.6429	NPC471132
Remote Similarity	0.6429	NPC305542
Remote Similarity	0.6425	NPC245974
Remote Similarity	0.6415	NPC283207
Remote Similarity	0.6407	NPC122886
Remote Similarity	0.6404	NPC153923
Remote Similarity	0.6404	NPC37957
Remote Similarity	0.6402	NPC203972
Remote Similarity	0.6402	NPC254957
Remote Similarity	0.6394	NPC472163
Remote Similarity	0.6394	NPC116096
Remote Similarity	0.6391	NPC478008
Remote Similarity	0.6389	NPC316282
Remote Similarity	0.6386	NPC473502
Remote Similarity	0.6382	NPC303374
Remote Similarity	0.6381	NPC473007
Remote Similarity	0.6377	NPC316161
Remote Similarity	0.6376	NPC323969
Remote Similarity	0.6372	NPC316297
Remote Similarity	0.6372	NPC314817
Remote Similarity	0.6372	NPC66191
Remote Similarity	0.6364	NPC473360
Remote Similarity	0.6364	NPC56635
Remote Similarity	0.6355	NPC473004
Remote Similarity	0.6355	NPC66490
Remote Similarity	0.6351	NPC149571
Remote Similarity	0.6351	NPC212123
Remote Similarity	0.6348	NPC329830
Remote Similarity	0.6346	NPC153554
Remote Similarity	0.6346	NPC32064
Remote Similarity	0.6344	NPC471531
Remote Similarity	0.6344	NPC470001
Remote Similarity	0.6344	NPC470392
Remote Similarity	0.6344	NPC470002
Remote Similarity	0.6339	NPC218323
Remote Similarity	0.6338	NPC473008
Remote Similarity	0.6333	NPC302235
Remote Similarity	0.633	NPC5374
Remote Similarity	0.633	NPC241263
Remote Similarity	0.633	NPC196708
Remote Similarity	0.6324	NPC196091
Remote Similarity	0.6323	NPC207873
Remote Similarity	0.6323	NPC100573
Remote Similarity	0.632	NPC148124
Remote Similarity	0.6318	NPC288759
Remote Similarity	0.6318	NPC257763
Remote Similarity	0.6311	NPC146418
Remote Similarity	0.6311	NPC470548
Remote Similarity	0.6308	NPC242000

Drug Structure

NPD3802 OpenBabel08211704332D 29 32 0 0 1 0 0 0 0 0999 V2000 4.4347 3.5055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.7648 3.0055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.7648 2.0055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.8988 3.5055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.8988 1.5055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8366 0.0055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7026 -1.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7026 0.5055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5686 -0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9706 -1.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4347 1.5055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8366 -0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5686 0.0055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0327 3.0055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0327 2.0055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1045 -0.9945 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 5.3007 2.0055 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 6.1667 3.5055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9781 0.2079 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1667 1.5055 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.4781 -0.6581 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.3007 3.0055 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.0169 -2.3794 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.1667 4.5055 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.3849 1.1215 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.4347 0.5055 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 -0.2738 -3.0485 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 23 1 0 0 0 0 2 3 2 0 0 0 0 2 4 1 0 0 0 0 3 5 1 0 0 0 0 4 14 2 0 0 0 0 5 15 2 0 0 0 0 6 8 1 0 0 0 0 6 12 2 0 0 0 0 7 9 2 0 0 0 0 7 12 1 0 0 0 0 8 13 2 0 0 0 0 9 13 1 0 0 0 0 10 12 1 0 0 0 0 10 16 1 0 0 0 0 11 17 1 0 0 0 0 11 27 1 0 0 0 0 13 27 1 0 0 0 0 14 15 1 0 0 0 0 14 19 1 0 0 0 0 15 21 1 0 0 0 0 16 18 1 0 0 0 0 16 28 1 0 0 0 0 17 21 2 0 0 0 0 17 23 1 0 0 0 0 18 22 2 0 0 0 0 18 24 1 0 0 0 0 19 23 1 0 0 0 0 19 25 2 0 0 0 0 20 22 1 0 0 0 0 20 26 2 0 0 0 0 20 28 1 0 0 0 0 24 29 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB012779
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	395.09
ALogP	-0.6907
MLogP	2.78
XLogP	3.431
HDA	6
HBD	1
Rotatable Bonds	7
TPSA	116.86
RO5 Violation	0