NPASS drugs

Drug Information

Drug ID:	NPD3391
Drug Name:	Oxyphenbutazone
Molecular Formula:	C19H20N2O3
Canonical SMILES:	CCCCC1C(=O)N(N(C1=O)c1ccc(cc1)O)c1ccccc1
Standard InCHI:	InChI=1S/C19H20N2O3/c1-2-3-9-17-18(23)20(14-7-5-4-6-8-14)21(19(17)24)15-10-12-16(22)13-11-15/h4-8,10-13,17,22H,2-3,9H2,1H3
Standard InCHIKey:	HFHZKZSRXITVMK-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD3391

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	157
0.1-0.2	1377
0.2-0.3	7923
0.3-0.4	5084
0.4-0.5	12781
0.5-0.6	3344
0.6-0.7	220
0.7-0.8	3
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	1

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
High Similarity	1.0	NPC204156
Intermediate Similarity	0.75	NPC146370
Intermediate Similarity	0.7134	NPC144691
Intermediate Similarity	0.709	NPC76327
Remote Similarity	0.6951	NPC199737
Remote Similarity	0.6909	NPC139506
Remote Similarity	0.6909	NPC292143
Remote Similarity	0.6805	NPC126676
Remote Similarity	0.6805	NPC469671
Remote Similarity	0.6767	NPC70201
Remote Similarity	0.6761	NPC150308
Remote Similarity	0.6747	NPC289776
Remote Similarity	0.6747	NPC133470
Remote Similarity	0.6747	NPC191863
Remote Similarity	0.6706	NPC474814
Remote Similarity	0.6706	NPC112336
Remote Similarity	0.669	NPC222982
Remote Similarity	0.6686	NPC33507
Remote Similarity	0.6667	NPC47986
Remote Similarity	0.6667	NPC91615
Remote Similarity	0.6619	NPC255721
Remote Similarity	0.6607	NPC204867
Remote Similarity	0.6594	NPC44836
Remote Similarity	0.6587	NPC93653
Remote Similarity	0.6571	NPC9336
Remote Similarity	0.6561	NPC315051
Remote Similarity	0.6556	NPC5630
Remote Similarity	0.6552	NPC474081
Remote Similarity	0.655	NPC471778
Remote Similarity	0.6543	NPC300596
Remote Similarity	0.6543	NPC237649
Remote Similarity	0.6536	NPC257390
Remote Similarity	0.6527	NPC471122
Remote Similarity	0.6519	NPC92803
Remote Similarity	0.6512	NPC471648
Remote Similarity	0.6503	NPC198401
Remote Similarity	0.65	NPC18890
Remote Similarity	0.65	NPC323798
Remote Similarity	0.6494	NPC475607
Remote Similarity	0.6486	NPC268348
Remote Similarity	0.6477	NPC39822
Remote Similarity	0.6471	NPC120251
Remote Similarity	0.646	NPC16188
Remote Similarity	0.6456	NPC150712
Remote Similarity	0.6442	NPC257142
Remote Similarity	0.6437	NPC475594
Remote Similarity	0.6434	NPC264782
Remote Similarity	0.6433	NPC471652
Remote Similarity	0.642	NPC475761
Remote Similarity	0.6415	NPC314113
Remote Similarity	0.6384	NPC166169
Remote Similarity	0.6374	NPC471124
Remote Similarity	0.6369	NPC122542
Remote Similarity	0.6369	NPC469428
Remote Similarity	0.6369	NPC302235
Remote Similarity	0.6359	NPC470485
Remote Similarity	0.6353	NPC476231
Remote Similarity	0.6352	NPC242933
Remote Similarity	0.6346	NPC184437
Remote Similarity	0.6343	NPC470548
Remote Similarity	0.6335	NPC308197
Remote Similarity	0.6331	NPC301163
Remote Similarity	0.6331	NPC103250
Remote Similarity	0.6329	NPC316574
Remote Similarity	0.6328	NPC474815
Remote Similarity	0.6328	NPC474041
Remote Similarity	0.6325	NPC284348
Remote Similarity	0.6316	NPC250476
Remote Similarity	0.6313	NPC471785
Remote Similarity	0.631	NPC315257
Remote Similarity	0.6306	NPC473360
Remote Similarity	0.6304	NPC311660
Remote Similarity	0.6303	NPC233702
Remote Similarity	0.6292	NPC271792
Remote Similarity	0.6289	NPC469828
Remote Similarity	0.6286	NPC477185
Remote Similarity	0.6286	NPC73280
Remote Similarity	0.6284	NPC321869
Remote Similarity	0.628	NPC254798
Remote Similarity	0.6279	NPC471130
Remote Similarity	0.6277	NPC326792
Remote Similarity	0.6273	NPC470090
Remote Similarity	0.6271	NPC477187
Remote Similarity	0.6266	NPC109580
Remote Similarity	0.6265	NPC202198
Remote Similarity	0.6264	NPC21425
Remote Similarity	0.6264	NPC469915
Remote Similarity	0.6259	NPC256838
Remote Similarity	0.6258	NPC231382
Remote Similarity	0.6258	NPC314098
Remote Similarity	0.6257	NPC88970
Remote Similarity	0.6257	NPC472117
Remote Similarity	0.625	NPC203628
Remote Similarity	0.625	NPC476989
Remote Similarity	0.625	NPC470483
Remote Similarity	0.6243	NPC138830
Remote Similarity	0.6242	NPC253476
Remote Similarity	0.6242	NPC242000
Remote Similarity	0.6237	NPC276517
Remote Similarity	0.6226	NPC242159
Remote Similarity	0.6226	NPC313694
Remote Similarity	0.6222	NPC314659
Remote Similarity	0.6221	NPC313757
Remote Similarity	0.6201	NPC298320
Remote Similarity	0.6196	NPC474059
Remote Similarity	0.6196	NPC260601
Remote Similarity	0.6185	NPC299582
Remote Similarity	0.6175	NPC473815
Remote Similarity	0.6169	NPC218323
Remote Similarity	0.6167	NPC197335
Remote Similarity	0.6167	NPC270301
Remote Similarity	0.6163	NPC475983
Remote Similarity	0.6163	NPC315498
Remote Similarity	0.6163	NPC230942
Remote Similarity	0.6159	NPC125852
Remote Similarity	0.6158	NPC127178
Remote Similarity	0.6149	NPC472114
Remote Similarity	0.6149	NPC472115
Remote Similarity	0.6149	NPC472243
Remote Similarity	0.6139	NPC266425
Remote Similarity	0.6134	NPC53344
Remote Similarity	0.6134	NPC478075
Remote Similarity	0.6131	NPC469928
Remote Similarity	0.6129	NPC473004
Remote Similarity	0.6127	NPC20322
Remote Similarity	0.6125	NPC166667
Remote Similarity	0.6124	NPC129624
Remote Similarity	0.6121	NPC9373
Remote Similarity	0.6117	NPC303214
Remote Similarity	0.6115	NPC313466
Remote Similarity	0.6111	NPC5167
Remote Similarity	0.6111	NPC22082
Remote Similarity	0.6111	NPC475685
Remote Similarity	0.6111	NPC85613
Remote Similarity	0.6111	NPC186284
Remote Similarity	0.6108	NPC473569
Remote Similarity	0.6105	NPC309531
Remote Similarity	0.6105	NPC27904
Remote Similarity	0.6105	NPC472102
Remote Similarity	0.6098	NPC473804
Remote Similarity	0.6096	NPC322735
Remote Similarity	0.6095	NPC36168
Remote Similarity	0.6093	NPC473050
Remote Similarity	0.6093	NPC473051
Remote Similarity	0.6092	NPC70172
Remote Similarity	0.6087	NPC75496
Remote Similarity	0.6085	NPC472542
Remote Similarity	0.6085	NPC472541
Remote Similarity	0.6084	NPC315829
Remote Similarity	0.6081	NPC147957
Remote Similarity	0.6077	NPC288305
Remote Similarity	0.6074	NPC476462
Remote Similarity	0.6074	NPC472241
Remote Similarity	0.6071	NPC154602
Remote Similarity	0.6069	NPC472101
Remote Similarity	0.6069	NPC472120
Remote Similarity	0.6065	NPC476950
Remote Similarity	0.6064	NPC243626
Remote Similarity	0.6064	NPC230313
Remote Similarity	0.6064	NPC93390
Remote Similarity	0.6061	NPC119569
Remote Similarity	0.6057	NPC182131
Remote Similarity	0.6056	NPC188677
Remote Similarity	0.6056	NPC88363
Remote Similarity	0.6054	NPC329190
Remote Similarity	0.6053	NPC100863
Remote Similarity	0.6053	NPC132874
Remote Similarity	0.6053	NPC265642
Remote Similarity	0.6053	NPC218733
Remote Similarity	0.6053	NPC138615
Remote Similarity	0.6051	NPC270918
Remote Similarity	0.6051	NPC16249
Remote Similarity	0.6049	NPC314252
Remote Similarity	0.6048	NPC473491
Remote Similarity	0.6045	NPC85482
Remote Similarity	0.6039	NPC472244
Remote Similarity	0.6039	NPC470343
Remote Similarity	0.6039	NPC171372
Remote Similarity	0.6037	NPC168750
Remote Similarity	0.6036	NPC285381
Remote Similarity	0.6034	NPC189116
Remote Similarity	0.6033	NPC262725
Remote Similarity	0.6032	NPC470787
Remote Similarity	0.6032	NPC472540
Remote Similarity	0.6032	NPC472193
Remote Similarity	0.6032	NPC472539
Remote Similarity	0.6031	NPC14339
Remote Similarity	0.603	NPC151781
Remote Similarity	0.603	NPC74562
Remote Similarity	0.603	NPC316181
Remote Similarity	0.6028	NPC8931
Remote Similarity	0.6028	NPC120693
Remote Similarity	0.6028	NPC261573
Remote Similarity	0.6026	NPC150863
Remote Similarity	0.6026	NPC17374
Remote Similarity	0.6026	NPC209389
Remote Similarity	0.6025	NPC126637
Remote Similarity	0.6023	NPC29285
Remote Similarity	0.6023	NPC477889
Remote Similarity	0.6022	NPC70092

Drug Structure

NPD3391 OpenBabel08211703112D 25 27 0 0 1 0 0 0 0 0999 V2000 1.5942 4.0362 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0064 3.2272 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0119 3.3317 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5116 -1.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6456 -1.5933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5116 -0.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7796 -1.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6456 0.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5759 2.5227 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5352 -1.6473 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1590 -1.2872 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3273 -2.6254 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3669 -2.2653 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7796 -0.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2079 -0.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6237 -2.9344 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1691 1.6092 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 -0.6691 0.7431 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9135 0.4067 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 -0.8316 -3.9126 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.5522 2.0704 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.6637 0.6386 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7827 -4.2216 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 2 3 1 0 0 0 0 3 9 1 0 0 0 0 4 5 2 0 0 0 0 4 6 1 0 0 0 0 5 7 1 0 0 0 0 6 8 2 0 0 0 0 7 14 2 0 0 0 0 8 14 1 0 0 0 0 9 17 1 0 0 0 0 10 12 1 0 0 0 0 10 15 2 0 0 0 0 11 13 2 0 0 0 0 11 15 1 0 0 0 0 12 16 2 0 0 0 0 13 16 1 0 0 0 0 14 20 1 0 0 0 0 15 21 1 0 0 0 0 16 22 1 0 0 0 0 17 18 1 0 0 0 0 17 19 1 0 0 0 0 18 20 1 0 0 0 0 18 23 2 0 0 0 0 19 21 1 0 0 0 0 19 24 2 0 0 0 0 20 21 1 0 0 0 0 22 25 1 0 0 0 0 M END $$$$

External Identifiers

TTD
DrugBank	DB03585
ChEMBL	CHEMBL1228
IUPHAR/BPS
PharmaGKB	PA450750
KEGG Drug
PubChem CID
ChEBI	76258
CAS Number	129-20-4

Drug Properties

Molecular Weight	324.15
ALogP	-2.1437
MLogP	3
XLogP	4.49
HDA	4
HBD	1
Rotatable Bonds	7
TPSA	60.85
RO5 Violation	0