NPASS drugs

Drug Information

Drug ID:	NPD5868
Drug Name:	Lobeglitazone
Molecular Formula:	C24H24N4O5S
Canonical SMILES:	COc1ccc(cc1)Oc1ncnc(c1)N(CCOc1ccc(cc1)CC1SC(=O)N=C1O)C
Standard InCHI:	InChI=1S/C24H24N4O5S/c1-28(21-14-22(26-15-25-21)33-19-9-7-17(31-2)8-10-19)11-12-32-18-5-3-16(4-6-18)13-20-23(29)27-24(30)34-20/h3-10,14-15,20H,11-13H2,1-2H3,(H,27,29,30)
Standard InCHIKey:	CHHXEZSCHQVSRE-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	DrugBank

Structural Similarity Between NPASS Natural Products and NPD5868

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	303
0.1-0.2	2520
0.2-0.3	10169
0.3-0.4	3847
0.4-0.5	12136
0.5-0.6	1808
0.6-0.7	104
0.7-0.8	3
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	0.7389	NPC160666
Intermediate Similarity	0.7248	NPC242923
Intermediate Similarity	0.7008	NPC150447
Remote Similarity	0.6948	NPC280638
Remote Similarity	0.6947	NPC308906
Remote Similarity	0.6798	NPC250178
Remote Similarity	0.6762	NPC56271
Remote Similarity	0.6752	NPC115595
Remote Similarity	0.6746	NPC144114
Remote Similarity	0.6667	NPC477891
Remote Similarity	0.6653	NPC477795
Remote Similarity	0.6653	NPC477805
Remote Similarity	0.6653	NPC477806
Remote Similarity	0.6653	NPC477796
Remote Similarity	0.6529	NPC471614
Remote Similarity	0.6504	NPC472068
Remote Similarity	0.6488	NPC30540
Remote Similarity	0.6459	NPC208060
Remote Similarity	0.6452	NPC472066
Remote Similarity	0.6452	NPC472067
Remote Similarity	0.6452	NPC472031
Remote Similarity	0.6442	NPC164664
Remote Similarity	0.6429	NPC315822
Remote Similarity	0.6422	NPC12100
Remote Similarity	0.6404	NPC315257
Remote Similarity	0.6385	NPC168486
Remote Similarity	0.6385	NPC222592
Remote Similarity	0.638	NPC473053
Remote Similarity	0.6333	NPC476686
Remote Similarity	0.6333	NPC476688
Remote Similarity	0.6333	NPC105758
Remote Similarity	0.633	NPC472289
Remote Similarity	0.6316	NPC278874
Remote Similarity	0.6298	NPC136924
Remote Similarity	0.629	NPC289786
Remote Similarity	0.6256	NPC230805
Remote Similarity	0.625	NPC187145
Remote Similarity	0.6234	NPC113369
Remote Similarity	0.6218	NPC46970
Remote Similarity	0.621	NPC254762
Remote Similarity	0.6202	NPC224632
Remote Similarity	0.6202	NPC177404
Remote Similarity	0.6192	NPC130570
Remote Similarity	0.618	NPC471603
Remote Similarity	0.6171	NPC133140
Remote Similarity	0.6171	NPC195268
Remote Similarity	0.6143	NPC471178
Remote Similarity	0.614	NPC283152
Remote Similarity	0.6135	NPC26850
Remote Similarity	0.6129	NPC470474
Remote Similarity	0.6124	NPC59779
Remote Similarity	0.6124	NPC124542
Remote Similarity	0.6124	NPC471177
Remote Similarity	0.6121	NPC469589
Remote Similarity	0.612	NPC316756
Remote Similarity	0.6119	NPC247298
Remote Similarity	0.6111	NPC202605
Remote Similarity	0.6111	NPC112206
Remote Similarity	0.61	NPC471615
Remote Similarity	0.6096	NPC228206
Remote Similarity	0.6094	NPC290689
Remote Similarity	0.6087	NPC264166
Remote Similarity	0.6087	NPC329708
Remote Similarity	0.6087	NPC16452
Remote Similarity	0.6087	NPC274291
Remote Similarity	0.6087	NPC165349
Remote Similarity	0.6087	NPC47059
Remote Similarity	0.6087	NPC36229
Remote Similarity	0.6087	NPC476581
Remote Similarity	0.6087	NPC118832
Remote Similarity	0.608	NPC212850
Remote Similarity	0.608	NPC189724
Remote Similarity	0.608	NPC83289
Remote Similarity	0.608	NPC39092
Remote Similarity	0.6078	NPC287208
Remote Similarity	0.6073	NPC320394
Remote Similarity	0.6063	NPC51854
Remote Similarity	0.6062	NPC267928
Remote Similarity	0.6062	NPC208751
Remote Similarity	0.6059	NPC245974
Remote Similarity	0.6055	NPC219963
Remote Similarity	0.6053	NPC478011
Remote Similarity	0.605	NPC473822
Remote Similarity	0.605	NPC173080
Remote Similarity	0.6043	NPC475774
Remote Similarity	0.6042	NPC17305
Remote Similarity	0.6041	NPC21461
Remote Similarity	0.6034	NPC288349
Remote Similarity	0.6034	NPC62995
Remote Similarity	0.6033	NPC35761
Remote Similarity	0.603	NPC314176
Remote Similarity	0.6026	NPC470586
Remote Similarity	0.6025	NPC476997
Remote Similarity	0.6024	NPC9729
Remote Similarity	0.6017	NPC285558
Remote Similarity	0.6016	NPC328924
Remote Similarity	0.6009	NPC475910
Remote Similarity	0.6009	NPC287437
Remote Similarity	0.6009	NPC476582
Remote Similarity	0.6009	NPC476578
Remote Similarity	0.6009	NPC4071
Remote Similarity	0.6008	NPC132631
Remote Similarity	0.6008	NPC103687
Remote Similarity	0.6	NPC279401
Remote Similarity	0.6	NPC476998
Remote Similarity	0.6	NPC476996
Remote Similarity	0.6	NPC79293
Remote Similarity	0.5992	NPC75179
Remote Similarity	0.5991	NPC74382
Remote Similarity	0.5991	NPC206251
Remote Similarity	0.599	NPC26872
Remote Similarity	0.5984	NPC323244
Remote Similarity	0.5983	NPC174758
Remote Similarity	0.5983	NPC467439
Remote Similarity	0.5983	NPC477019
Remote Similarity	0.5982	NPC266551
Remote Similarity	0.5982	NPC161887
Remote Similarity	0.5976	NPC99891
Remote Similarity	0.5976	NPC201508
Remote Similarity	0.5975	NPC296482
Remote Similarity	0.5975	NPC53069
Remote Similarity	0.5975	NPC202768
Remote Similarity	0.5972	NPC312872
Remote Similarity	0.597	NPC314056
Remote Similarity	0.5968	NPC472434
Remote Similarity	0.5964	NPC110741
Remote Similarity	0.5959	NPC237978
Remote Similarity	0.5959	NPC476994
Remote Similarity	0.5958	NPC17565
Remote Similarity	0.5958	NPC48317
Remote Similarity	0.5957	NPC31930
Remote Similarity	0.5956	NPC141915
Remote Similarity	0.5956	NPC280964
Remote Similarity	0.5956	NPC114335
Remote Similarity	0.5949	NPC469592
Remote Similarity	0.5949	NPC162530
Remote Similarity	0.5949	NPC471080
Remote Similarity	0.5948	NPC164374
Remote Similarity	0.5948	NPC257511
Remote Similarity	0.5948	NPC137929
Remote Similarity	0.5946	NPC204385
Remote Similarity	0.5945	NPC288943
Remote Similarity	0.5943	NPC97367
Remote Similarity	0.5943	NPC2497
Remote Similarity	0.5941	NPC473513
Remote Similarity	0.5939	NPC18487
Remote Similarity	0.5933	NPC478012
Remote Similarity	0.5928	NPC62069
Remote Similarity	0.5927	NPC255800
Remote Similarity	0.5927	NPC141053
Remote Similarity	0.5927	NPC96584
Remote Similarity	0.5926	NPC65277
Remote Similarity	0.5923	NPC323345
Remote Similarity	0.5923	NPC470164
Remote Similarity	0.5923	NPC472111
Remote Similarity	0.5922	NPC161801
Remote Similarity	0.5921	NPC224928
Remote Similarity	0.5919	NPC66083
Remote Similarity	0.5917	NPC469594
Remote Similarity	0.5915	NPC254700
Remote Similarity	0.5913	NPC329747
Remote Similarity	0.5913	NPC19872
Remote Similarity	0.5911	NPC469390
Remote Similarity	0.5911	NPC477526
Remote Similarity	0.5909	NPC118776
Remote Similarity	0.5905	NPC469440
Remote Similarity	0.5902	NPC478013
Remote Similarity	0.5902	NPC125597
Remote Similarity	0.5901	NPC42591
Remote Similarity	0.5897	NPC313189
Remote Similarity	0.5895	NPC127085
Remote Similarity	0.5894	NPC471762
Remote Similarity	0.5892	NPC193267
Remote Similarity	0.5892	NPC213530
Remote Similarity	0.5888	NPC274732
Remote Similarity	0.5885	NPC471448
Remote Similarity	0.588	NPC210256
Remote Similarity	0.5874	NPC61350
Remote Similarity	0.5872	NPC470931
Remote Similarity	0.5869	NPC473057
Remote Similarity	0.5868	NPC128115
Remote Similarity	0.5864	NPC271792
Remote Similarity	0.5863	NPC220852
Remote Similarity	0.5863	NPC180504
Remote Similarity	0.5859	NPC226202
Remote Similarity	0.5858	NPC50511
Remote Similarity	0.5857	NPC476995
Remote Similarity	0.5857	NPC285343
Remote Similarity	0.5855	NPC477633
Remote Similarity	0.5855	NPC476106
Remote Similarity	0.5854	NPC107160
Remote Similarity	0.5851	NPC197141
Remote Similarity	0.5847	NPC476999
Remote Similarity	0.5847	NPC174672
Remote Similarity	0.5846	NPC472435
Remote Similarity	0.5845	NPC314440
Remote Similarity	0.5845	NPC118135
Remote Similarity	0.584	NPC251036
Remote Similarity	0.584	NPC171409
Remote Similarity	0.584	NPC96405

Drug Structure

NPD5868 OpenBabel08211708292D 35 38 0 0 1 0 0 0 0 0999 V2000 -6.1192 3.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -11.3153 1.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9230 1.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0570 3.0878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7891 2.0878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9230 3.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.7173 2.0878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.5833 0.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.8512 1.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.7173 0.0878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3871 3.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5211 3.0878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8090 1.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.1192 1.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3871 0.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0570 2.0878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.5833 1.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7891 3.0878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.8512 0.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8090 0.5878 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -5.2532 2.0878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.1192 0.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6180 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3090 -0.9511 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3871 1.5878 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.2532 0.0878 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.3090 -0.9511 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.2532 3.0878 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5691 0.3090 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.2788 -1.7601 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -10.4493 2.0878 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.6551 3.5878 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.9852 0.0878 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 2.7770 1.2872 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 28 1 0 0 0 0 2 31 1 0 0 0 0 3 5 1 0 0 0 0 3 16 2 0 0 0 0 4 6 2 0 0 0 0 4 16 1 0 0 0 0 5 18 2 0 0 0 0 6 18 1 0 0 0 0 7 9 1 0 0 0 0 7 17 2 0 0 0 0 8 10 2 0 0 0 0 8 17 1 0 0 0 0 9 19 2 0 0 0 0 10 19 1 0 0 0 0 11 12 1 0 0 0 0 11 28 1 0 0 0 0 12 32 1 0 0 0 0 13 16 1 0 0 0 0 13 20 1 0 0 0 0 14 21 2 0 0 0 0 14 22 1 0 0 0 0 15 25 2 0 0 0 0 15 26 1 0 0 0 0 17 31 1 0 0 0 0 18 32 1 0 0 0 0 19 33 1 0 0 0 0 20 23 1 0 0 0 0 20 34 1 0 0 0 0 21 25 1 0 0 0 0 21 28 1 0 0 0 0 22 26 2 0 0 0 0 22 33 1 0 0 0 0 23 27 2 0 0 0 0 23 29 1 0 0 0 0 24 27 1 0 0 0 0 24 30 2 0 0 0 0 24 34 1 0 0 0 0 29 35 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB011145
DrugBank	DB09198
ChEMBL	CHEMBL3585580
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI	136052
CAS Number	607723-33-1

Drug Properties

Molecular Weight	480.15
ALogP	-0.0583
MLogP	3
XLogP	4.312
HDA	6
HBD	1
Rotatable Bonds	13
TPSA	131.67
RO5 Violation	0