NPASS drugs

Drug Information

Drug ID:	NPD3838
Drug Name:	Rivoglitazone
Molecular Formula:	C20H19N3O4S
Canonical SMILES:	COc1ccc2c(c1)n(C)c(n2)COc1ccc(cc1)CC1SC(=O)N=C1O
Standard InCHI:	InChI=1S/C20H19N3O4S/c1-23-16-10-14(26-2)7-8-15(16)21-18(23)11-27-13-5-3-12(4-6-13)9-17-19(24)22-20(25)28-17/h3-8,10,17H,9,11H2,1-2H3,(H,22,24,25)
Standard InCHIKey:	XMSXOLDPMGMWTH-UHFFFAOYSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD3838

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	417
0.1-0.2	3296
0.2-0.3	9562
0.3-0.4	9191
0.4-0.5	5961
0.5-0.6	1971
0.6-0.7	469
0.7-0.8	23
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	0.7828	NPC242923
Intermediate Similarity	0.7628	NPC280638
Intermediate Similarity	0.7588	NPC308906
Intermediate Similarity	0.7586	NPC187145
Intermediate Similarity	0.7489	NPC160666
Intermediate Similarity	0.7404	NPC315822
Intermediate Similarity	0.7388	NPC472067
Intermediate Similarity	0.7388	NPC472031
Intermediate Similarity	0.7388	NPC472066
Intermediate Similarity	0.7325	NPC477805
Intermediate Similarity	0.7325	NPC477795
Intermediate Similarity	0.7325	NPC316756
Intermediate Similarity	0.7325	NPC477806
Intermediate Similarity	0.7325	NPC477796
Intermediate Similarity	0.7306	NPC472068
Intermediate Similarity	0.7303	NPC30540
Intermediate Similarity	0.7188	NPC470586
Intermediate Similarity	0.7156	NPC110741
Intermediate Similarity	0.7137	NPC136924
Intermediate Similarity	0.7119	NPC46970
Intermediate Similarity	0.7118	NPC469589
Intermediate Similarity	0.7116	NPC118776
Intermediate Similarity	0.7098	NPC18487
Remote Similarity	0.6992	NPC250178
Remote Similarity	0.698	NPC150447
Remote Similarity	0.6979	NPC12100
Remote Similarity	0.6935	NPC39092
Remote Similarity	0.6923	NPC471614
Remote Similarity	0.6877	NPC56271
Remote Similarity	0.6851	NPC469592
Remote Similarity	0.6851	NPC471080
Remote Similarity	0.6846	NPC35761
Remote Similarity	0.684	NPC472111
Remote Similarity	0.6831	NPC237978
Remote Similarity	0.6826	NPC223427
Remote Similarity	0.6824	NPC174758
Remote Similarity	0.6807	NPC469594
Remote Similarity	0.6807	NPC467439
Remote Similarity	0.6804	NPC477891
Remote Similarity	0.6804	NPC144114
Remote Similarity	0.6777	NPC285635
Remote Similarity	0.6757	NPC314573
Remote Similarity	0.6752	NPC174672
Remote Similarity	0.6737	NPC471603
Remote Similarity	0.6736	NPC303658
Remote Similarity	0.6735	NPC115595
Remote Similarity	0.6721	NPC473185
Remote Similarity	0.6711	NPC267928
Remote Similarity	0.671	NPC295898
Remote Similarity	0.6709	NPC287208
Remote Similarity	0.6708	NPC213530
Remote Similarity	0.6708	NPC193267
Remote Similarity	0.6698	NPC1527
Remote Similarity	0.6695	NPC471736
Remote Similarity	0.6693	NPC99891
Remote Similarity	0.6681	NPC162484
Remote Similarity	0.6681	NPC475774
Remote Similarity	0.668	NPC477533
Remote Similarity	0.6667	NPC232727
Remote Similarity	0.6667	NPC264176
Remote Similarity	0.6653	NPC274982
Remote Similarity	0.664	NPC475253
Remote Similarity	0.6639	NPC471615
Remote Similarity	0.6638	NPC70956
Remote Similarity	0.6638	NPC470931
Remote Similarity	0.6638	NPC243834
Remote Similarity	0.6638	NPC291535
Remote Similarity	0.6638	NPC475112
Remote Similarity	0.6638	NPC82548
Remote Similarity	0.6638	NPC475085
Remote Similarity	0.6636	NPC258773
Remote Similarity	0.6624	NPC476106
Remote Similarity	0.6623	NPC315957
Remote Similarity	0.6614	NPC474183
Remote Similarity	0.6612	NPC2497
Remote Similarity	0.6609	NPC72211
Remote Similarity	0.6597	NPC48353
Remote Similarity	0.6597	NPC472098
Remote Similarity	0.6596	NPC193777
Remote Similarity	0.6592	NPC62069
Remote Similarity	0.6591	NPC283152
Remote Similarity	0.6585	NPC110151
Remote Similarity	0.6584	NPC60621
Remote Similarity	0.6584	NPC310118
Remote Similarity	0.6584	NPC17305
Remote Similarity	0.6582	NPC167860
Remote Similarity	0.6582	NPC123976
Remote Similarity	0.6574	NPC184680
Remote Similarity	0.6573	NPC21461
Remote Similarity	0.6568	NPC475910
Remote Similarity	0.6568	NPC308392
Remote Similarity	0.6567	NPC199277
Remote Similarity	0.6567	NPC135887
Remote Similarity	0.6559	NPC471762
Remote Similarity	0.6559	NPC314954
Remote Similarity	0.6559	NPC194740
Remote Similarity	0.6555	NPC146418
Remote Similarity	0.6552	NPC121772
Remote Similarity	0.6552	NPC19872
Remote Similarity	0.655	NPC131017
Remote Similarity	0.6549	NPC472434
Remote Similarity	0.6548	NPC470785
Remote Similarity	0.6545	NPC227908
Remote Similarity	0.6543	NPC128115
Remote Similarity	0.6543	NPC132642
Remote Similarity	0.6532	NPC222592
Remote Similarity	0.6532	NPC168486
Remote Similarity	0.653	NPC208060
Remote Similarity	0.6527	NPC26679
Remote Similarity	0.6522	NPC70259
Remote Similarity	0.652	NPC220852
Remote Similarity	0.6518	NPC84478
Remote Similarity	0.6516	NPC477532
Remote Similarity	0.6513	NPC219664
Remote Similarity	0.6511	NPC470930
Remote Similarity	0.6508	NPC473183
Remote Similarity	0.6507	NPC84853
Remote Similarity	0.6507	NPC79293
Remote Similarity	0.6507	NPC279401
Remote Similarity	0.6502	NPC473179
Remote Similarity	0.6502	NPC219963
Remote Similarity	0.6492	NPC252251
Remote Similarity	0.6492	NPC66777
Remote Similarity	0.6492	NPC476997
Remote Similarity	0.6484	NPC476688
Remote Similarity	0.6484	NPC105758
Remote Similarity	0.6484	NPC476686
Remote Similarity	0.6483	NPC472286
Remote Similarity	0.6483	NPC472287
Remote Similarity	0.6482	NPC470784
Remote Similarity	0.6481	NPC11017
Remote Similarity	0.6481	NPC329747
Remote Similarity	0.6481	NPC176538
Remote Similarity	0.6478	NPC205934
Remote Similarity	0.6478	NPC43787
Remote Similarity	0.6476	NPC472289
Remote Similarity	0.6476	NPC230805
Remote Similarity	0.6471	NPC171393
Remote Similarity	0.6471	NPC124300
Remote Similarity	0.6471	NPC201697
Remote Similarity	0.6471	NPC295452
Remote Similarity	0.6471	NPC209769
Remote Similarity	0.6468	NPC278874
Remote Similarity	0.6468	NPC53144
Remote Similarity	0.6466	NPC476998
Remote Similarity	0.6466	NPC476996
Remote Similarity	0.6466	NPC314056
Remote Similarity	0.6458	NPC203168
Remote Similarity	0.6458	NPC94157
Remote Similarity	0.6454	NPC141053
Remote Similarity	0.6446	NPC8022
Remote Similarity	0.6446	NPC470799
Remote Similarity	0.6446	NPC62995
Remote Similarity	0.6445	NPC291609
Remote Similarity	0.6444	NPC5145
Remote Similarity	0.6444	NPC11464
Remote Similarity	0.6443	NPC285343
Remote Similarity	0.6441	NPC211997
Remote Similarity	0.6441	NPC285558
Remote Similarity	0.644	NPC477531
Remote Similarity	0.6432	NPC266931
Remote Similarity	0.6432	NPC66083
Remote Similarity	0.6432	NPC206251
Remote Similarity	0.6432	NPC476287
Remote Similarity	0.6432	NPC478074
Remote Similarity	0.6432	NPC74382
Remote Similarity	0.6429	NPC161887
Remote Similarity	0.6429	NPC473184
Remote Similarity	0.6429	NPC266551
Remote Similarity	0.6426	NPC476994
Remote Similarity	0.6421	NPC478011
Remote Similarity	0.642	NPC305984
Remote Similarity	0.6414	NPC469554
Remote Similarity	0.6414	NPC474145
Remote Similarity	0.6414	NPC475841
Remote Similarity	0.6402	NPC185782
Remote Similarity	0.64	NPC209174
Remote Similarity	0.6398	NPC200836
Remote Similarity	0.6398	NPC245816
Remote Similarity	0.6398	NPC476138
Remote Similarity	0.6397	NPC130570
Remote Similarity	0.6397	NPC314176
Remote Similarity	0.6396	NPC134586
Remote Similarity	0.6395	NPC310618
Remote Similarity	0.6394	NPC478013
Remote Similarity	0.639	NPC477633
Remote Similarity	0.639	NPC294620
Remote Similarity	0.639	NPC112206
Remote Similarity	0.639	NPC202605
Remote Similarity	0.639	NPC316981
Remote Similarity	0.6386	NPC157931
Remote Similarity	0.6385	NPC36168
Remote Similarity	0.6383	NPC476044
Remote Similarity	0.6379	NPC148183
Remote Similarity	0.6379	NPC251090
Remote Similarity	0.6379	NPC170114
Remote Similarity	0.6379	NPC152768
Remote Similarity	0.6375	NPC260434
Remote Similarity	0.6375	NPC113369
Remote Similarity	0.6372	NPC26850

Drug Structure

NPD3838 OpenBabel08211704332D 29 32 0 0 1 0 0 0 0 0999 V2000 6.7514 2.4277 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.8883 -0.7936 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5878 0.9230 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0878 0.0570 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0878 1.7891 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5878 0.9230 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.2902 -1.2936 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.4242 -0.7936 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5878 -0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.1562 0.2064 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5878 2.6551 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0878 0.0570 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0878 1.7891 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.1562 -0.7936 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.4242 0.2064 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.2902 0.7064 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5878 -0.8090 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 5.0878 1.7891 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.6180 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9511 -0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6810 0.8755 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.9511 -1.3090 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.0823 1.6845 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.3090 -2.5691 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7601 0.2788 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.0223 -1.2936 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.5878 2.6551 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 -0.3601 -3.3122 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 23 1 0 0 0 0 2 26 1 0 0 0 0 3 5 1 0 0 0 0 3 12 2 0 0 0 0 4 6 2 0 0 0 0 4 12 1 0 0 0 0 5 13 2 0 0 0 0 6 13 1 0 0 0 0 7 8 2 0 0 0 0 7 14 1 0 0 0 0 8 15 1 0 0 0 0 9 12 1 0 0 0 0 9 17 1 0 0 0 0 10 14 2 0 0 0 0 10 16 1 0 0 0 0 11 18 1 0 0 0 0 11 27 1 0 0 0 0 13 27 1 0 0 0 0 14 26 1 0 0 0 0 15 16 2 0 0 0 0 15 21 1 0 0 0 0 16 23 1 0 0 0 0 17 19 1 0 0 0 0 17 28 1 0 0 0 0 18 21 2 0 0 0 0 18 23 1 0 0 0 0 19 22 2 0 0 0 0 19 24 1 0 0 0 0 20 22 1 0 0 0 0 20 25 2 0 0 0 0 20 28 1 0 0 0 0 24 29 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB016579
DrugBank	DB09200
ChEMBL	CHEMBL2104753
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number	185428-18-6

Drug Properties

Molecular Weight	397.11
ALogP	0.0842
MLogP	2.78
XLogP	3.397
HDA	5
HBD	1
Rotatable Bonds	9
TPSA	111.24
RO5 Violation	0