NPASS drugs

Drug Information

Drug ID:	NPD6205
Drug Name:	sipoglitazar
Molecular Formula:	C25H25N3O4S
Canonical SMILES:	CCOc1nn(cc1CCC(=O)O)Cc1ccc(cc1)OCc1csc(n1)c1ccccc1
Standard InCHI:	InChI=1S/C25H25N3O4S/c1-2-31-24-20(10-13-23(29)30)15-28(27-24)14-18-8-11-22(12-9-18)32-16-21-17-33-25(26-21)19-6-4-3-5-7-19/h3-9,11-12,15,17H,2,10,13-14,16H2,1H3,(H,29,30)
Standard InCHIKey:	SRFCAWATPLCLMG-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6205

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	333
0.1-0.2	3102
0.2-0.3	9779
0.3-0.4	7058
0.4-0.5	8380
0.5-0.6	1840
0.6-0.7	397
0.7-0.8	1
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	0.7448	NPC153467
Remote Similarity	0.692	NPC180504
Remote Similarity	0.6894	NPC475774
Remote Similarity	0.683	NPC249662
Remote Similarity	0.6767	NPC140284
Remote Similarity	0.6767	NPC75609
Remote Similarity	0.6748	NPC54066
Remote Similarity	0.6736	NPC251036
Remote Similarity	0.6727	NPC315411
Remote Similarity	0.6691	NPC197881
Remote Similarity	0.668	NPC78609
Remote Similarity	0.6679	NPC315061
Remote Similarity	0.6653	NPC257511
Remote Similarity	0.6653	NPC60621
Remote Similarity	0.6628	NPC161801
Remote Similarity	0.6612	NPC14877
Remote Similarity	0.6612	NPC475350
Remote Similarity	0.6612	NPC145178
Remote Similarity	0.6608	NPC168486
Remote Similarity	0.6608	NPC222592
Remote Similarity	0.6592	NPC472436
Remote Similarity	0.6591	NPC153400
Remote Similarity	0.658	NPC238242
Remote Similarity	0.6576	NPC15801
Remote Similarity	0.6549	NPC475196
Remote Similarity	0.6541	NPC472435
Remote Similarity	0.6525	NPC194967
Remote Similarity	0.6523	NPC220852
Remote Similarity	0.6518	NPC288349
Remote Similarity	0.6512	NPC285343
Remote Similarity	0.6473	NPC75498
Remote Similarity	0.6452	NPC170114
Remote Similarity	0.6446	NPC285558
Remote Similarity	0.6445	NPC260434
Remote Similarity	0.6443	NPC125597
Remote Similarity	0.6437	NPC476287
Remote Similarity	0.6431	NPC315822
Remote Similarity	0.6431	NPC470900
Remote Similarity	0.6431	NPC258048
Remote Similarity	0.6429	NPC267928
Remote Similarity	0.6426	NPC472434
Remote Similarity	0.642	NPC469554
Remote Similarity	0.6417	NPC24370
Remote Similarity	0.6417	NPC319232
Remote Similarity	0.6411	NPC470549
Remote Similarity	0.6405	NPC138562
Remote Similarity	0.64	NPC303658
Remote Similarity	0.6395	NPC470889
Remote Similarity	0.6395	NPC141053
Remote Similarity	0.6374	NPC99891
Remote Similarity	0.6368	NPC74382
Remote Similarity	0.6368	NPC206251
Remote Similarity	0.6367	NPC314954
Remote Similarity	0.6357	NPC475301
Remote Similarity	0.6357	NPC85879
Remote Similarity	0.6357	NPC53255
Remote Similarity	0.6357	NPC326930
Remote Similarity	0.6357	NPC196718
Remote Similarity	0.635	NPC314056
Remote Similarity	0.6349	NPC121772
Remote Similarity	0.6348	NPC314222
Remote Similarity	0.6348	NPC196449
Remote Similarity	0.6341	NPC469589
Remote Similarity	0.634	NPC188104
Remote Similarity	0.6337	NPC328928
Remote Similarity	0.6335	NPC473822
Remote Similarity	0.6335	NPC314270
Remote Similarity	0.6333	NPC13603
Remote Similarity	0.6332	NPC473105
Remote Similarity	0.6332	NPC323752
Remote Similarity	0.6331	NPC26679
Remote Similarity	0.6331	NPC472098
Remote Similarity	0.6331	NPC313966
Remote Similarity	0.6331	NPC314254
Remote Similarity	0.6329	NPC195268
Remote Similarity	0.6329	NPC133140
Remote Similarity	0.6327	NPC193238
Remote Similarity	0.6324	NPC473317
Remote Similarity	0.6322	NPC28945
Remote Similarity	0.6322	NPC470586
Remote Similarity	0.632	NPC36405
Remote Similarity	0.6318	NPC473053
Remote Similarity	0.6316	NPC290689
Remote Similarity	0.6314	NPC134079
Remote Similarity	0.631	NPC193267
Remote Similarity	0.631	NPC313804
Remote Similarity	0.631	NPC315804
Remote Similarity	0.631	NPC213530
Remote Similarity	0.6309	NPC320394
Remote Similarity	0.6308	NPC478011
Remote Similarity	0.6307	NPC287437
Remote Similarity	0.6307	NPC216507
Remote Similarity	0.6305	NPC266931
Remote Similarity	0.6301	NPC287208
Remote Similarity	0.6299	NPC16352
Remote Similarity	0.6298	NPC101350
Remote Similarity	0.6296	NPC193761
Remote Similarity	0.6293	NPC101543
Remote Similarity	0.6293	NPC102593
Remote Similarity	0.629	NPC146418
Remote Similarity	0.6287	NPC150447
Remote Similarity	0.6286	NPC314176
Remote Similarity	0.6286	NPC472286
Remote Similarity	0.6286	NPC472287
Remote Similarity	0.6282	NPC478013
Remote Similarity	0.6281	NPC19872
Remote Similarity	0.6278	NPC475533
Remote Similarity	0.6277	NPC472789
Remote Similarity	0.6275	NPC174758
Remote Similarity	0.627	NPC264285
Remote Similarity	0.6269	NPC26543
Remote Similarity	0.6265	NPC473185
Remote Similarity	0.6265	NPC264176
Remote Similarity	0.6264	NPC75179
Remote Similarity	0.6264	NPC473833
Remote Similarity	0.626	NPC235685
Remote Similarity	0.6255	NPC232727
Remote Similarity	0.6255	NPC152620
Remote Similarity	0.6255	NPC201508
Remote Similarity	0.6255	NPC8022
Remote Similarity	0.6255	NPC324619
Remote Similarity	0.6255	NPC470799
Remote Similarity	0.6255	NPC475315
Remote Similarity	0.625	NPC11464
Remote Similarity	0.625	NPC148889
Remote Similarity	0.625	NPC167860
Remote Similarity	0.625	NPC123976
Remote Similarity	0.625	NPC21638
Remote Similarity	0.6245	NPC182222
Remote Similarity	0.6245	NPC168209
Remote Similarity	0.6241	NPC180668
Remote Similarity	0.6241	NPC471013
Remote Similarity	0.6241	NPC148896
Remote Similarity	0.624	NPC194740
Remote Similarity	0.624	NPC236668
Remote Similarity	0.624	NPC18487
Remote Similarity	0.6235	NPC216612
Remote Similarity	0.6234	NPC289786
Remote Similarity	0.6234	NPC115282
Remote Similarity	0.6234	NPC307963
Remote Similarity	0.6231	NPC475720
Remote Similarity	0.6231	NPC474192
Remote Similarity	0.6231	NPC63971
Remote Similarity	0.6231	NPC91868
Remote Similarity	0.6227	NPC216369
Remote Similarity	0.6224	NPC224928
Remote Similarity	0.622	NPC132642
Remote Similarity	0.622	NPC323345
Remote Similarity	0.622	NPC470164
Remote Similarity	0.622	NPC128115
Remote Similarity	0.6216	NPC326363
Remote Similarity	0.6215	NPC146976
Remote Similarity	0.6214	NPC477019
Remote Similarity	0.6213	NPC295158
Remote Similarity	0.6213	NPC53534
Remote Similarity	0.621	NPC185782
Remote Similarity	0.6208	NPC165964
Remote Similarity	0.6208	NPC10904
Remote Similarity	0.6207	NPC96584
Remote Similarity	0.6207	NPC255800
Remote Similarity	0.6206	NPC469594
Remote Similarity	0.6206	NPC473041
Remote Similarity	0.6204	NPC41982
Remote Similarity	0.6203	NPC477806
Remote Similarity	0.6203	NPC477796
Remote Similarity	0.6203	NPC224327
Remote Similarity	0.6203	NPC477805
Remote Similarity	0.6203	NPC477795
Remote Similarity	0.6202	NPC110151
Remote Similarity	0.6202	NPC186351
Remote Similarity	0.6201	NPC470901
Remote Similarity	0.62	NPC296482
Remote Similarity	0.62	NPC112206
Remote Similarity	0.62	NPC53069
Remote Similarity	0.62	NPC171409
Remote Similarity	0.62	NPC202605
Remote Similarity	0.62	NPC202768
Remote Similarity	0.62	NPC96405
Remote Similarity	0.6199	NPC314882
Remote Similarity	0.6198	NPC127085
Remote Similarity	0.6198	NPC476995
Remote Similarity	0.6198	NPC184680
Remote Similarity	0.6196	NPC310118
Remote Similarity	0.6194	NPC316403
Remote Similarity	0.6192	NPC475253
Remote Similarity	0.6192	NPC476999
Remote Similarity	0.6192	NPC478012
Remote Similarity	0.6183	NPC109922
Remote Similarity	0.6183	NPC24802
Remote Similarity	0.6183	NPC325976
Remote Similarity	0.6183	NPC251090
Remote Similarity	0.6183	NPC472193
Remote Similarity	0.6181	NPC473179
Remote Similarity	0.6179	NPC264166
Remote Similarity	0.6179	NPC274291
Remote Similarity	0.6179	NPC16452
Remote Similarity	0.6179	NPC476581
Remote Similarity	0.6179	NPC210256
Remote Similarity	0.6179	NPC118832
Remote Similarity	0.6179	NPC165349

Drug Structure

NPD6205 OpenBabel08211709092D 34 37 0 0 0 0 0 0 0 0999 V2000 -1.2688 -4.0704 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6810 -3.2614 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5935 -2.4659 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5990 -2.5704 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0002 -1.5523 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0112 -1.7614 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.4124 -0.7433 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 2.5000 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 1.0878 -2.3479 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 2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6810 -3.2614 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8090 -0.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5211 0.9122 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 5.4179 -0.8479 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -1.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2688 -4.0704 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 -1.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -0.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1391 0.9122 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8090 -0.5878 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8621 -4.9840 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.2634 -3.9659 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.0878 -2.3479 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.8301 -0.0388 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 2.8511 -4.7749 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 2 31 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 6 1 0 0 0 0 5 7 2 0 0 0 0 6 19 2 0 0 0 0 7 19 1 0 0 0 0 8 11 1 0 0 0 0 8 18 2 0 0 0 0 9 12 2 0 0 0 0 9 18 1 0 0 0 0 10 13 1 0 0 0 0 10 20 1 0 0 0 0 11 22 2 0 0 0 0 12 22 1 0 0 0 0 13 23 1 0 0 0 0 14 18 1 0 0 0 0 14 28 1 0 0 0 0 15 20 2 0 0 0 0 15 28 1 0 0 0 0 16 21 1 0 0 0 0 16 32 1 0 0 0 0 17 21 2 0 0 0 0 17 33 1 0 0 0 0 19 25 1 0 0 0 0 20 24 1 0 0 0 0 21 26 1 0 0 0 0 22 32 1 0 0 0 0 23 29 2 0 0 0 0 23 30 1 0 0 0 0 24 27 2 0 0 0 0 24 31 1 0 0 0 0 25 26 2 0 0 0 0 25 33 1 0 0 0 0 27 28 1 0 0 0 0 30 34 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB006861
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	463.16
ALogP	0.5289
MLogP	3.33
XLogP	5.663
HDA	5
HBD	1
Rotatable Bonds	13
TPSA	114.71
RO5 Violation	2