NPASS drugs

Drug Information

Drug ID:	NPD2885
Drug Name:	Rosiglitazone Maleate
Molecular Formula:	C18H19N3O3S.C4H4O4
Canonical SMILES:	O=C1N=C(C(S1)Cc1ccc(cc1)OCCN(c1ccccn1)C)O.OC(=O)/C=CC(=O)O
Standard InCHI:	InChI=1S/C18H19N3O3S.C4H4O4/c1-21(16-4-2-3-9-19-16)10-11-24-14-7-5-13(6-8-14)12-15-17(22)20-18(23)25-15;5-3(6)1-2-4(7)8/h2-9,15H,10-12H2,1H3,(H,20,22,23);1-2H,(H,5,6)(H,7,8)/b;2-1-
Standard InCHIKey:	SUFUKZSWUHZXAV-BTJKTKAUSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD2885

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	296
0.1-0.2	2746
0.2-0.3	9909
0.3-0.4	4376
0.4-0.5	10448
0.5-0.6	2603
0.6-0.7	500
0.7-0.8	12
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	0.7536	NPC242923
Intermediate Similarity	0.7215	NPC308906
Intermediate Similarity	0.715	NPC222592
Intermediate Similarity	0.715	NPC168486
Intermediate Similarity	0.7101	NPC289786
Intermediate Similarity	0.7033	NPC473053
Intermediate Similarity	0.7009	NPC118832
Intermediate Similarity	0.7009	NPC47059
Intermediate Similarity	0.7009	NPC329708
Intermediate Similarity	0.7009	NPC274291
Intermediate Similarity	0.7009	NPC165349
Intermediate Similarity	0.7009	NPC264166
Remote Similarity	0.699	NPC471178
Remote Similarity	0.6974	NPC177404
Remote Similarity	0.6974	NPC471177
Remote Similarity	0.6974	NPC59779
Remote Similarity	0.6974	NPC124542
Remote Similarity	0.6905	NPC280638
Remote Similarity	0.69	NPC160666
Remote Similarity	0.6894	NPC477806
Remote Similarity	0.6894	NPC477805
Remote Similarity	0.6894	NPC477796
Remote Similarity	0.6894	NPC477795
Remote Similarity	0.689	NPC133140
Remote Similarity	0.689	NPC195268
Remote Similarity	0.6884	NPC475774
Remote Similarity	0.6863	NPC219963
Remote Similarity	0.686	NPC206251
Remote Similarity	0.686	NPC74382
Remote Similarity	0.684	NPC267928
Remote Similarity	0.6808	NPC127085
Remote Similarity	0.6798	NPC283152
Remote Similarity	0.678	NPC266551
Remote Similarity	0.678	NPC161887
Remote Similarity	0.678	NPC470474
Remote Similarity	0.6774	NPC210256
Remote Similarity	0.6773	NPC290689
Remote Similarity	0.6769	NPC315257
Remote Similarity	0.6768	NPC473057
Remote Similarity	0.6766	NPC471614
Remote Similarity	0.6762	NPC150447
Remote Similarity	0.6758	NPC287208
Remote Similarity	0.6746	NPC472289
Remote Similarity	0.6744	NPC477019
Remote Similarity	0.6741	NPC12100
Remote Similarity	0.6737	NPC471323
Remote Similarity	0.6723	NPC30540
Remote Similarity	0.6712	NPC471603
Remote Similarity	0.6698	NPC307963
Remote Similarity	0.6698	NPC476582
Remote Similarity	0.6698	NPC4071
Remote Similarity	0.6698	NPC476578
Remote Similarity	0.6696	NPC288349
Remote Similarity	0.6683	NPC121658
Remote Similarity	0.6683	NPC14651
Remote Similarity	0.6682	NPC224928
Remote Similarity	0.6667	NPC224327
Remote Similarity	0.6667	NPC19872
Remote Similarity	0.6667	NPC26872
Remote Similarity	0.6667	NPC315822
Remote Similarity	0.6653	NPC56271
Remote Similarity	0.6652	NPC174758
Remote Similarity	0.6652	NPC469589
Remote Similarity	0.6637	NPC202605
Remote Similarity	0.6637	NPC112206
Remote Similarity	0.6636	NPC251090
Remote Similarity	0.6634	NPC476518
Remote Similarity	0.6621	NPC285558
Remote Similarity	0.6621	NPC16452
Remote Similarity	0.6621	NPC36229
Remote Similarity	0.6621	NPC476581
Remote Similarity	0.662	NPC226202
Remote Similarity	0.662	NPC287437
Remote Similarity	0.6618	NPC144114
Remote Similarity	0.6607	NPC476287
Remote Similarity	0.6606	NPC476465
Remote Similarity	0.6604	NPC92111
Remote Similarity	0.6603	NPC20249
Remote Similarity	0.66	NPC118511
Remote Similarity	0.6575	NPC245816
Remote Similarity	0.6575	NPC476138
Remote Similarity	0.6569	NPC39092
Remote Similarity	0.6566	NPC26850
Remote Similarity	0.6564	NPC173080
Remote Similarity	0.6564	NPC473822
Remote Similarity	0.6561	NPC313189
Remote Similarity	0.656	NPC232727
Remote Similarity	0.6557	NPC76748
Remote Similarity	0.6553	NPC211997
Remote Similarity	0.6552	NPC314940
Remote Similarity	0.6552	NPC164664
Remote Similarity	0.6552	NPC473764
Remote Similarity	0.6542	NPC316756
Remote Similarity	0.6538	NPC477891
Remote Similarity	0.6537	NPC125597
Remote Similarity	0.6537	NPC312872
Remote Similarity	0.6535	NPC168209
Remote Similarity	0.6535	NPC108469
Remote Similarity	0.6533	NPC266931
Remote Similarity	0.6532	NPC82548
Remote Similarity	0.6516	NPC472111
Remote Similarity	0.6516	NPC470164
Remote Similarity	0.6516	NPC323345
Remote Similarity	0.6514	NPC234197
Remote Similarity	0.6509	NPC103687
Remote Similarity	0.6509	NPC296527
Remote Similarity	0.6509	NPC132631
Remote Similarity	0.6507	NPC54066
Remote Similarity	0.6505	NPC288943
Remote Similarity	0.6505	NPC134586
Remote Similarity	0.6502	NPC174672
Remote Similarity	0.6498	NPC239954
Remote Similarity	0.6496	NPC115595
Remote Similarity	0.6495	NPC471448
Remote Similarity	0.649	NPC271792
Remote Similarity	0.6489	NPC296482
Remote Similarity	0.6489	NPC26679
Remote Similarity	0.6489	NPC53069
Remote Similarity	0.6489	NPC202768
Remote Similarity	0.6488	NPC111624
Remote Similarity	0.6486	NPC193238
Remote Similarity	0.6484	NPC31930
Remote Similarity	0.6483	NPC255800
Remote Similarity	0.6483	NPC96584
Remote Similarity	0.6483	NPC220852
Remote Similarity	0.6479	NPC3715
Remote Similarity	0.6476	NPC62069
Remote Similarity	0.6476	NPC320394
Remote Similarity	0.6476	NPC274982
Remote Similarity	0.6475	NPC472067
Remote Similarity	0.6475	NPC472031
Remote Similarity	0.6475	NPC472066
Remote Similarity	0.6473	NPC113369
Remote Similarity	0.6468	NPC18487
Remote Similarity	0.6468	NPC201508
Remote Similarity	0.6465	NPC198673
Remote Similarity	0.6465	NPC84853
Remote Similarity	0.6463	NPC193267
Remote Similarity	0.6463	NPC213530
Remote Similarity	0.6463	NPC313804
Remote Similarity	0.6463	NPC17565
Remote Similarity	0.6463	NPC315804
Remote Similarity	0.646	NPC471080
Remote Similarity	0.646	NPC162530
Remote Similarity	0.646	NPC469592
Remote Similarity	0.6458	NPC99891
Remote Similarity	0.6457	NPC475910
Remote Similarity	0.645	NPC243633
Remote Similarity	0.645	NPC175150
Remote Similarity	0.6446	NPC472434
Remote Similarity	0.6445	NPC478011
Remote Similarity	0.6445	NPC295158
Remote Similarity	0.6445	NPC42591
Remote Similarity	0.6439	NPC105758
Remote Similarity	0.6439	NPC476688
Remote Similarity	0.6439	NPC476686
Remote Similarity	0.6438	NPC176538
Remote Similarity	0.6438	NPC315957
Remote Similarity	0.6436	NPC97367
Remote Similarity	0.6425	NPC150048
Remote Similarity	0.6425	NPC203754
Remote Similarity	0.6422	NPC168911
Remote Similarity	0.6422	NPC65277
Remote Similarity	0.6422	NPC278874
Remote Similarity	0.6422	NPC130570
Remote Similarity	0.642	NPC314176
Remote Similarity	0.6419	NPC314270
Remote Similarity	0.6416	NPC251160
Remote Similarity	0.6413	NPC135549
Remote Similarity	0.6407	NPC60621
Remote Similarity	0.6407	NPC17305
Remote Similarity	0.6407	NPC473317
Remote Similarity	0.6404	NPC8022
Remote Similarity	0.6404	NPC470799
Remote Similarity	0.6402	NPC285343
Remote Similarity	0.6402	NPC134079
Remote Similarity	0.64	NPC167860
Remote Similarity	0.64	NPC123976
Remote Similarity	0.64	NPC11464
Remote Similarity	0.64	NPC470020
Remote Similarity	0.6396	NPC257511
Remote Similarity	0.6396	NPC470500
Remote Similarity	0.6393	NPC472068
Remote Similarity	0.6391	NPC250178
Remote Similarity	0.6389	NPC79293
Remote Similarity	0.6389	NPC279401
Remote Similarity	0.6388	NPC236668
Remote Similarity	0.6385	NPC66083
Remote Similarity	0.6378	NPC471311
Remote Similarity	0.6378	NPC471313
Remote Similarity	0.6376	NPC473513
Remote Similarity	0.6372	NPC469390
Remote Similarity	0.6364	NPC121772
Remote Similarity	0.6364	NPC314056
Remote Similarity	0.6364	NPC174049
Remote Similarity	0.636	NPC146976
Remote Similarity	0.6359	NPC252590
Remote Similarity	0.6356	NPC185782
Remote Similarity	0.6355	NPC110741
Remote Similarity	0.6355	NPC263439

Drug Structure

NPD2885 OpenBabel08211702562D 36 37 0 0 1 0 0 0 0 0999 V2000 0.5000 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5622 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.4282 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5622 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.4282 -3.5000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 1.3660 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.2372 -4.0878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -5.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -2.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 7.9282 -5.0388 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 9.1883 -3.7788 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.3404 -5.8479 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.6192 -4.0878 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 13.8603 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.9943 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 14.7263 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.1282 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 15.5923 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 14.7263 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 12.1282 -3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 11.2622 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.3962 -2.8006 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 13.8603 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 10.3962 -2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 21 1 0 0 0 0 2 3 2 0 0 0 0 2 4 1 0 0 0 0 3 9 1 0 0 0 0 4 16 2 0 0 0 0 5 7 1 0 0 0 0 5 13 2 0 0 0 0 6 8 2 0 0 0 0 6 13 1 0 0 0 0 7 14 2 0 0 0 0 8 14 1 0 0 0 0 9 19 2 0 0 0 0 10 11 1 0 0 0 0 10 21 1 0 0 0 0 11 24 1 0 0 0 0 12 13 1 0 0 0 0 12 15 1 0 0 0 0 14 24 1 0 0 0 0 15 17 1 0 0 0 0 15 25 1 0 0 0 0 16 19 1 0 0 0 0 16 21 1 0 0 0 0 17 20 2 0 0 0 0 17 22 1 0 0 0 0 18 20 1 0 0 0 0 18 23 2 0 0 0 0 18 25 1 0 0 0 0 22 34 1 0 0 0 0 26 27 2 0 0 0 0 26 28 1 0 0 0 0 27 29 1 0 0 0 0 28 30 2 0 0 0 0 28 31 1 0 0 0 0 29 32 2 0 0 0 0 29 33 1 0 0 0 0 31 35 1 0 0 0 0 33 36 1 0 0 0 0 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	357.11
ALogP	0.1476
MLogP	2.67
XLogP	3.299
HDA	5
HBD	1
Rotatable Bonds	9
TPSA	100.32
RO5 Violation	0