NPASS drugs

Drug Information

Drug ID:	NPD4319
Drug Name:	Netoglitazone
Molecular Formula:	C21H16FNO3S
Canonical SMILES:	O=C1N=C(C(S1)Cc1ccc2c(c1)ccc(c2)OCc1ccccc1F)O
Standard InCHI:	InChI=1S/C21H16FNO3S/c22-18-4-2-1-3-16(18)12-26-17-8-7-14-9-13(5-6-15(14)11-17)10-19-20(24)23-21(25)27-19/h1-9,11,19H,10,12H2,(H,23,24,25)
Standard InCHIKey:	PKWDZWYVIHVNKS-UHFFFAOYSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD4319

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	162
0.1-0.2	1406
0.2-0.3	3390
0.3-0.4	9612
0.4-0.5	3607
0.5-0.6	9644
0.6-0.7	3038
0.7-0.8	31
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	0.7676	NPC103916
Intermediate Similarity	0.7453	NPC52475
Intermediate Similarity	0.7407	NPC18614
Intermediate Similarity	0.7343	NPC25648
Intermediate Similarity	0.7237	NPC249425
Intermediate Similarity	0.7181	NPC61685
Intermediate Similarity	0.7162	NPC152946
Intermediate Similarity	0.7143	NPC212559
Intermediate Similarity	0.7143	NPC129176
Intermediate Similarity	0.7143	NPC189482
Intermediate Similarity	0.7133	NPC28476
Intermediate Similarity	0.7133	NPC133407
Intermediate Similarity	0.7124	NPC196193
Intermediate Similarity	0.7105	NPC215300
Intermediate Similarity	0.7099	NPC16436
Intermediate Similarity	0.7089	NPC24635
Intermediate Similarity	0.7075	NPC263835
Intermediate Similarity	0.7063	NPC186033
Intermediate Similarity	0.7051	NPC141023
Intermediate Similarity	0.7047	NPC471314
Intermediate Similarity	0.7047	NPC471315
Intermediate Similarity	0.7039	NPC100129
Intermediate Similarity	0.7039	NPC186889
Intermediate Similarity	0.7039	NPC53781
Intermediate Similarity	0.7032	NPC73656
Intermediate Similarity	0.7024	NPC206736
Intermediate Similarity	0.7024	NPC195766
Intermediate Similarity	0.702	NPC76119
Intermediate Similarity	0.702	NPC4286
Intermediate Similarity	0.7012	NPC77359
Intermediate Similarity	0.7007	NPC256369
Remote Similarity	0.6993	NPC38017
Remote Similarity	0.6987	NPC469610
Remote Similarity	0.6974	NPC170485
Remote Similarity	0.697	NPC276665
Remote Similarity	0.697	NPC265473
Remote Similarity	0.6968	NPC282508
Remote Similarity	0.6968	NPC160623
Remote Similarity	0.6968	NPC8899
Remote Similarity	0.6966	NPC283169
Remote Similarity	0.6954	NPC111088
Remote Similarity	0.6948	NPC16577
Remote Similarity	0.6944	NPC141003
Remote Similarity	0.6944	NPC35344
Remote Similarity	0.6941	NPC293164
Remote Similarity	0.6941	NPC471394
Remote Similarity	0.6939	NPC63010
Remote Similarity	0.6933	NPC150026
Remote Similarity	0.6933	NPC30462
Remote Similarity	0.6923	NPC228843
Remote Similarity	0.6923	NPC469611
Remote Similarity	0.6918	NPC312105
Remote Similarity	0.6918	NPC33900
Remote Similarity	0.6908	NPC266705
Remote Similarity	0.6908	NPC105031
Remote Similarity	0.6908	NPC228771
Remote Similarity	0.6908	NPC29008
Remote Similarity	0.6899	NPC15109
Remote Similarity	0.6899	NPC35630
Remote Similarity	0.6899	NPC125579
Remote Similarity	0.6899	NPC37410
Remote Similarity	0.6899	NPC11727
Remote Similarity	0.6892	NPC43275
Remote Similarity	0.6883	NPC307050
Remote Similarity	0.6883	NPC277458
Remote Similarity	0.6883	NPC223912
Remote Similarity	0.6882	NPC67080
Remote Similarity	0.6875	NPC46940
Remote Similarity	0.6871	NPC5462
Remote Similarity	0.6855	NPC141717
Remote Similarity	0.6855	NPC206525
Remote Similarity	0.6855	NPC170328
Remote Similarity	0.6855	NPC472648
Remote Similarity	0.6855	NPC321285
Remote Similarity	0.6855	NPC133463
Remote Similarity	0.6855	NPC472647
Remote Similarity	0.6855	NPC191462
Remote Similarity	0.6855	NPC472649
Remote Similarity	0.6842	NPC228503
Remote Similarity	0.6842	NPC138248
Remote Similarity	0.6835	NPC71372
Remote Similarity	0.6835	NPC471942
Remote Similarity	0.6835	NPC473107
Remote Similarity	0.6831	NPC75440
Remote Similarity	0.6828	NPC715
Remote Similarity	0.6821	NPC188997
Remote Similarity	0.6818	NPC46978
Remote Similarity	0.6815	NPC169766
Remote Similarity	0.6813	NPC472646
Remote Similarity	0.6813	NPC266006
Remote Similarity	0.6813	NPC71465
Remote Similarity	0.6806	NPC95716
Remote Similarity	0.6806	NPC470723
Remote Similarity	0.68	NPC131868
Remote Similarity	0.68	NPC100108
Remote Similarity	0.68	NPC45663
Remote Similarity	0.68	NPC277798
Remote Similarity	0.6797	NPC105718
Remote Similarity	0.6797	NPC9067
Remote Similarity	0.6797	NPC81641
Remote Similarity	0.6797	NPC278955
Remote Similarity	0.6797	NPC113495
Remote Similarity	0.6795	NPC114102
Remote Similarity	0.6795	NPC254000
Remote Similarity	0.6792	NPC258780
Remote Similarity	0.679	NPC265075
Remote Similarity	0.6786	NPC241224
Remote Similarity	0.6786	NPC26601
Remote Similarity	0.6783	NPC314187
Remote Similarity	0.6782	NPC90984
Remote Similarity	0.6776	NPC261992
Remote Similarity	0.677	NPC132804
Remote Similarity	0.677	NPC275061
Remote Similarity	0.677	NPC220344
Remote Similarity	0.677	NPC243996
Remote Similarity	0.6768	NPC145304
Remote Similarity	0.6768	NPC327623
Remote Similarity	0.6757	NPC299180
Remote Similarity	0.6755	NPC127389
Remote Similarity	0.6755	NPC290451
Remote Similarity	0.6755	NPC251259
Remote Similarity	0.6755	NPC168707
Remote Similarity	0.6755	NPC48623
Remote Similarity	0.6753	NPC17837
Remote Similarity	0.6753	NPC304630
Remote Similarity	0.6753	NPC301713
Remote Similarity	0.6753	NPC470724
Remote Similarity	0.6752	NPC472590
Remote Similarity	0.6752	NPC471983
Remote Similarity	0.6752	NPC149337
Remote Similarity	0.6752	NPC153019
Remote Similarity	0.6747	NPC471032
Remote Similarity	0.6747	NPC470935
Remote Similarity	0.6746	NPC476391
Remote Similarity	0.6746	NPC474442
Remote Similarity	0.6738	NPC470393
Remote Similarity	0.6735	NPC303370
Remote Similarity	0.6733	NPC53596
Remote Similarity	0.6733	NPC17388
Remote Similarity	0.6733	NPC289330
Remote Similarity	0.6733	NPC471308
Remote Similarity	0.6733	NPC160120
Remote Similarity	0.6733	NPC135467
Remote Similarity	0.6733	NPC260832
Remote Similarity	0.6732	NPC75432
Remote Similarity	0.6732	NPC95733
Remote Similarity	0.6732	NPC248557
Remote Similarity	0.6732	NPC62101
Remote Similarity	0.6731	NPC96719
Remote Similarity	0.6731	NPC222108
Remote Similarity	0.673	NPC184269
Remote Similarity	0.6728	NPC221134
Remote Similarity	0.6728	NPC182509
Remote Similarity	0.6728	NPC308768
Remote Similarity	0.6728	NPC213607
Remote Similarity	0.6728	NPC12668
Remote Similarity	0.6728	NPC273623
Remote Similarity	0.6728	NPC174787
Remote Similarity	0.6727	NPC300603
Remote Similarity	0.6727	NPC91694
Remote Similarity	0.6726	NPC261322
Remote Similarity	0.6713	NPC11554
Remote Similarity	0.6713	NPC201959
Remote Similarity	0.6712	NPC321589
Remote Similarity	0.6712	NPC322239
Remote Similarity	0.6711	NPC474040
Remote Similarity	0.671	NPC473221
Remote Similarity	0.671	NPC191302
Remote Similarity	0.671	NPC251571
Remote Similarity	0.671	NPC428300
Remote Similarity	0.6709	NPC303144
Remote Similarity	0.6709	NPC230219
Remote Similarity	0.6709	NPC27578
Remote Similarity	0.6709	NPC227002
Remote Similarity	0.6709	NPC85595
Remote Similarity	0.6709	NPC289624
Remote Similarity	0.6708	NPC56329
Remote Similarity	0.6708	NPC266453
Remote Similarity	0.6708	NPC200935
Remote Similarity	0.6708	NPC230919
Remote Similarity	0.6708	NPC22902
Remote Similarity	0.6708	NPC242715
Remote Similarity	0.6707	NPC478163
Remote Similarity	0.6707	NPC258083
Remote Similarity	0.6707	NPC247298
Remote Similarity	0.6706	NPC150670
Remote Similarity	0.6706	NPC87363
Remote Similarity	0.6705	NPC71205
Remote Similarity	0.6703	NPC472358
Remote Similarity	0.669	NPC166837
Remote Similarity	0.669	NPC113457
Remote Similarity	0.6688	NPC17348
Remote Similarity	0.6688	NPC293801
Remote Similarity	0.6688	NPC325003
Remote Similarity	0.6688	NPC470726
Remote Similarity	0.6688	NPC29477
Remote Similarity	0.6688	NPC124030
Remote Similarity	0.6688	NPC11089
Remote Similarity	0.6688	NPC232387
Remote Similarity	0.6687	NPC95075

Drug Structure

NPD4319 OpenBabel08211705262D 28 31 0 0 1 0 0 0 0 0999 V2000 -7.8988 -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 -7.0327 -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 -1.8366 -0.0055 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 -4.4347 1.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.3007 0.9945 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 -0.9706 1.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4347 -0.5055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.1667 -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 0.9945 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 -2.0055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.3007 -0.0055 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 -0.1045 0.9945 0.0000 C 0 0 3 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 0.9781 -0.2079 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.8988 -0.5055 0.0000 F 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 1.0169 2.3794 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 -6.1667 -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 2 2 0 0 0 0 1 3 1 0 0 0 0 2 4 1 0 0 0 0 3 16 2 0 0 0 0 4 18 2 0 0 0 0 5 6 2 0 0 0 0 5 13 1 0 0 0 0 6 15 1 0 0 0 0 7 8 1 0 0 0 0 7 14 2 0 0 0 0 8 17 2 0 0 0 0 9 13 2 0 0 0 0 9 14 1 0 0 0 0 10 13 1 0 0 0 0 10 19 1 0 0 0 0 11 15 2 0 0 0 0 11 17 1 0 0 0 0 12 16 1 0 0 0 0 12 26 1 0 0 0 0 14 15 1 0 0 0 0 16 18 1 0 0 0 0 17 26 1 0 0 0 0 18 22 1 0 0 0 0 19 20 1 0 0 0 0 19 27 1 0 0 0 0 20 23 2 0 0 0 0 20 24 1 0 0 0 0 21 23 1 0 0 0 0 21 25 2 0 0 0 0 21 27 1 0 0 0 0 24 28 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000897
DrugBank	DB09199
ChEMBL	CHEMBL93747
IUPHAR/BPS
PharmaGKB
KEGG Drug	D05150
PubChem CID	204109
ChEBI
CAS Number	161600-01-7

Drug Properties

Molecular Weight	381.08
ALogP	0.5002
MLogP	3.11
XLogP	6.331
HDA	3
HBD	1
Rotatable Bonds	7
TPSA	84.19
RO5 Violation	1