NPASS drugs

Drug Information

Drug ID:	NPD3223
Drug Name:
Molecular Formula:	C19H12F3N3O3S
Canonical SMILES:	OC(=O)Cc1nn(Cc2nc3c(s2)ccc(c3)C(F)(F)F)c(=O)c2c1cccc2
Standard InCHI:	InChI=1S/C19H12F3N3O3S/c20-19(21,22)10-5-6-15-14(7-10)23-16(29-15)9-25-18(28)12-4-2-1-3-11(12)13(24-25)8-17(26)27/h1-7H,8-9H2,(H,26,27)
Standard InCHIKey:	BCSVCWVQNOXFGL-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3223

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	337
0.1-0.2	2659
0.2-0.3	11662
0.3-0.4	12171
0.4-0.5	2099
0.5-0.6	1803
0.6-0.7	159
0.7-0.8	0
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
Remote Similarity	0.682	NPC471944
Remote Similarity	0.6547	NPC471191
Remote Similarity	0.654	NPC470205
Remote Similarity	0.6462	NPC243058
Remote Similarity	0.6455	NPC474916
Remote Similarity	0.645	NPC161108
Remote Similarity	0.6432	NPC21429
Remote Similarity	0.6429	NPC219848
Remote Similarity	0.6409	NPC272483
Remote Similarity	0.6404	NPC72956
Remote Similarity	0.6402	NPC49051
Remote Similarity	0.6398	NPC256268
Remote Similarity	0.6376	NPC471193
Remote Similarity	0.6376	NPC165538
Remote Similarity	0.6376	NPC471194
Remote Similarity	0.6376	NPC153980
Remote Similarity	0.6376	NPC6865
Remote Similarity	0.6372	NPC90415
Remote Similarity	0.6359	NPC122427
Remote Similarity	0.6355	NPC203635
Remote Similarity	0.6326	NPC133003
Remote Similarity	0.6318	NPC294693
Remote Similarity	0.6313	NPC188104
Remote Similarity	0.6311	NPC143325
Remote Similarity	0.6293	NPC471192
Remote Similarity	0.6291	NPC91179
Remote Similarity	0.6284	NPC329961
Remote Similarity	0.6279	NPC470003
Remote Similarity	0.6277	NPC151779
Remote Similarity	0.6276	NPC238499
Remote Similarity	0.6274	NPC15573
Remote Similarity	0.6274	NPC183662
Remote Similarity	0.6274	NPC217372
Remote Similarity	0.6268	NPC471943
Remote Similarity	0.6268	NPC91895
Remote Similarity	0.6267	NPC238242
Remote Similarity	0.6256	NPC469938
Remote Similarity	0.6256	NPC469529
Remote Similarity	0.6244	NPC213468
Remote Similarity	0.6244	NPC202812
Remote Similarity	0.6244	NPC219336
Remote Similarity	0.6233	NPC161143
Remote Similarity	0.6223	NPC273714
Remote Similarity	0.6221	NPC141612
Remote Similarity	0.6221	NPC17273
Remote Similarity	0.6221	NPC135601
Remote Similarity	0.6215	NPC88110
Remote Similarity	0.6214	NPC322644
Remote Similarity	0.621	NPC324091
Remote Similarity	0.6207	NPC281094
Remote Similarity	0.6204	NPC228835
Remote Similarity	0.6197	NPC28848
Remote Similarity	0.6197	NPC14325
Remote Similarity	0.6195	NPC57398
Remote Similarity	0.6193	NPC472323
Remote Similarity	0.6186	NPC113626
Remote Similarity	0.617	NPC149014
Remote Similarity	0.6164	NPC251036
Remote Similarity	0.6157	NPC159125
Remote Similarity	0.6154	NPC472292
Remote Similarity	0.6147	NPC478077
Remote Similarity	0.6147	NPC94752
Remote Similarity	0.6143	NPC472293
Remote Similarity	0.6143	NPC78020
Remote Similarity	0.614	NPC15840
Remote Similarity	0.6137	NPC471741
Remote Similarity	0.6128	NPC173344
Remote Similarity	0.6121	NPC248454
Remote Similarity	0.6119	NPC17059
Remote Similarity	0.6119	NPC478186
Remote Similarity	0.6116	NPC141454
Remote Similarity	0.6109	NPC129909
Remote Similarity	0.6109	NPC473763
Remote Similarity	0.6109	NPC117244
Remote Similarity	0.6106	NPC478185
Remote Similarity	0.6103	NPC203468
Remote Similarity	0.6103	NPC149155
Remote Similarity	0.6103	NPC110500
Remote Similarity	0.6101	NPC96016
Remote Similarity	0.6099	NPC19692
Remote Similarity	0.6099	NPC220151
Remote Similarity	0.6095	NPC114637
Remote Similarity	0.6093	NPC248462
Remote Similarity	0.6093	NPC11126
Remote Similarity	0.6092	NPC216221
Remote Similarity	0.6091	NPC175474
Remote Similarity	0.6091	NPC321708
Remote Similarity	0.6089	NPC102008
Remote Similarity	0.6089	NPC50503
Remote Similarity	0.6087	NPC293487
Remote Similarity	0.6079	NPC98864
Remote Similarity	0.6077	NPC478182
Remote Similarity	0.6075	NPC267885
Remote Similarity	0.6073	NPC62749
Remote Similarity	0.6071	NPC79356
Remote Similarity	0.6071	NPC472116
Remote Similarity	0.6071	NPC102592
Remote Similarity	0.607	NPC314648
Remote Similarity	0.6068	NPC31700
Remote Similarity	0.6065	NPC249662
Remote Similarity	0.6065	NPC24864
Remote Similarity	0.6062	NPC81535
Remote Similarity	0.6062	NPC472296
Remote Similarity	0.6062	NPC472297
Remote Similarity	0.6055	NPC472119
Remote Similarity	0.6055	NPC258480
Remote Similarity	0.6053	NPC476073
Remote Similarity	0.605	NPC77022
Remote Similarity	0.6047	NPC234987
Remote Similarity	0.6047	NPC64436
Remote Similarity	0.6045	NPC278434
Remote Similarity	0.6042	NPC287895
Remote Similarity	0.6039	NPC477887
Remote Similarity	0.6035	NPC249150
Remote Similarity	0.6035	NPC195461
Remote Similarity	0.6035	NPC81654
Remote Similarity	0.6035	NPC79129
Remote Similarity	0.6035	NPC49196
Remote Similarity	0.6035	NPC313985
Remote Similarity	0.6034	NPC14877
Remote Similarity	0.6034	NPC475350
Remote Similarity	0.6034	NPC478158
Remote Similarity	0.6034	NPC145178
Remote Similarity	0.6029	NPC194881
Remote Similarity	0.6027	NPC85066
Remote Similarity	0.6027	NPC308931
Remote Similarity	0.6027	NPC99939
Remote Similarity	0.6027	NPC181502
Remote Similarity	0.6026	NPC75726
Remote Similarity	0.6026	NPC110602
Remote Similarity	0.6026	NPC31385
Remote Similarity	0.6019	NPC55772
Remote Similarity	0.6019	NPC248041
Remote Similarity	0.6019	NPC41717
Remote Similarity	0.6019	NPC126709
Remote Similarity	0.6019	NPC283219
Remote Similarity	0.6019	NPC478183
Remote Similarity	0.6018	NPC196251
Remote Similarity	0.6018	NPC63199
Remote Similarity	0.6018	NPC255909
Remote Similarity	0.6018	NPC102338
Remote Similarity	0.6018	NPC111602
Remote Similarity	0.6018	NPC248782
Remote Similarity	0.6017	NPC315545
Remote Similarity	0.6017	NPC314297
Remote Similarity	0.6017	NPC270918
Remote Similarity	0.6017	NPC322064
Remote Similarity	0.6009	NPC163055
Remote Similarity	0.6009	NPC143533
Remote Similarity	0.6	NPC314254
Remote Similarity	0.6	NPC88121
Remote Similarity	0.6	NPC313966
Remote Similarity	0.6	NPC311858
Remote Similarity	0.6	NPC277157
Remote Similarity	0.6	NPC478141
Remote Similarity	0.6	NPC66210
Remote Similarity	0.6	NPC220851
Remote Similarity	0.6	NPC245916
Remote Similarity	0.6	NPC160381
Remote Similarity	0.5992	NPC79386
Remote Similarity	0.5991	NPC164228
Remote Similarity	0.5991	NPC73994
Remote Similarity	0.5991	NPC63751
Remote Similarity	0.5991	NPC314333
Remote Similarity	0.5991	NPC469896
Remote Similarity	0.5982	NPC165495
Remote Similarity	0.5982	NPC472295
Remote Similarity	0.5982	NPC269886
Remote Similarity	0.5982	NPC472210
Remote Similarity	0.5982	NPC247735
Remote Similarity	0.5982	NPC81802
Remote Similarity	0.5981	NPC161861
Remote Similarity	0.5975	NPC478157
Remote Similarity	0.5975	NPC477979
Remote Similarity	0.5974	NPC313345
Remote Similarity	0.5974	NPC314855
Remote Similarity	0.5974	NPC315638
Remote Similarity	0.5974	NPC313796
Remote Similarity	0.5973	NPC227582
Remote Similarity	0.5972	NPC111275
Remote Similarity	0.5969	NPC69277
Remote Similarity	0.5964	NPC476460
Remote Similarity	0.5962	NPC316910
Remote Similarity	0.5962	NPC32534
Remote Similarity	0.5962	NPC65080
Remote Similarity	0.5962	NPC280548
Remote Similarity	0.5957	NPC75634
Remote Similarity	0.5957	NPC165599
Remote Similarity	0.5956	NPC57994
Remote Similarity	0.5956	NPC289299
Remote Similarity	0.5955	NPC476341
Remote Similarity	0.5955	NPC282103
Remote Similarity	0.5953	NPC303225
Remote Similarity	0.5951	NPC148592
Remote Similarity	0.5949	NPC62995
Remote Similarity	0.5947	NPC131887
Remote Similarity	0.5947	NPC52557
Remote Similarity	0.5946	NPC221873
Remote Similarity	0.5943	NPC56233
Remote Similarity	0.594	NPC147810

Drug Structure

NPD3223 OpenBabel08211703112D 30 33 0 0 0 0 0 0 0 0999 V2000 3.4641 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 0.0000 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 2.5981 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3147 2.0685 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3147 2.0685 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3147 0.3364 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 -0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.8147 1.2024 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 1.7321 0.0000 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 -3.3147 0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8147 1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 0.0000 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 0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.8147 1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.6808 0.7024 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -5.8147 0.2024 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -6.3147 2.0685 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -2.6456 -0.4067 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.0000 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 2.5981 2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 4.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.8366 0.9945 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 4.5000 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 11 2 0 0 0 0 4 12 2 0 0 0 0 5 6 2 0 0 0 0 5 10 1 0 0 0 0 6 15 1 0 0 0 0 7 10 2 0 0 0 0 7 14 1 0 0 0 0 8 13 1 0 0 0 0 8 17 1 0 0 0 0 9 16 1 0 0 0 0 9 25 1 0 0 0 0 10 19 1 0 0 0 0 11 12 1 0 0 0 0 11 13 1 0 0 0 0 12 18 1 0 0 0 0 13 24 2 0 0 0 0 14 15 2 0 0 0 0 14 23 1 0 0 0 0 15 29 1 0 0 0 0 16 23 2 0 0 0 0 16 29 1 0 0 0 0 17 26 2 0 0 0 0 17 27 1 0 0 0 0 18 25 1 0 0 0 0 18 28 2 0 0 0 0 19 20 1 0 0 0 0 19 21 1 0 0 0 0 19 22 1 0 0 0 0 24 25 1 0 0 0 0 27 30 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC003650
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	1613
ChEBI
CAS Number

Drug Properties

Molecular Weight	419.06
ALogP	0.7549
MLogP	2.45
XLogP	4.809
HDA	6
HBD	1
Rotatable Bonds	9
TPSA	111.1
RO5 Violation	0