NPASS drugs

Drug Information

Drug ID:	NPD3351
Drug Name:	Oxacillin
Molecular Formula:	C19H19N3O5S
Canonical SMILES:	OC(=O)[C@@H]1N2C(=O)[C@H]([C@H]2SC1(C)C)N=C(c1c(C)onc1c1ccccc1)O
Standard InCHI:	InChI=1S/C19H19N3O5S/c1-9-11(12(21-27-9)10-7-5-4-6-8-10)15(23)20-13-16(24)22-14(18(25)26)19(2,3)28-17(13)22/h4-8,13-14,17H,1-3H3,(H,20,23)(H,25,26)/t13-,14+,17-/m1/s1
Standard InCHIKey:	UWYHMGVUTGAWSP-JKIFEVAISA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD3351

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	243
0.1-0.2	1833
0.2-0.3	8970
0.3-0.4	6173
0.4-0.5	10863
0.5-0.6	2594
0.6-0.7	213
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	0.7162	NPC478141
Remote Similarity	0.697	NPC315388
Remote Similarity	0.6806	NPC13470
Remote Similarity	0.6788	NPC264400
Remote Similarity	0.6767	NPC477516
Remote Similarity	0.6755	NPC468984
Remote Similarity	0.6734	NPC189116
Remote Similarity	0.6667	NPC477586
Remote Similarity	0.6667	NPC477588
Remote Similarity	0.6667	NPC477585
Remote Similarity	0.6667	NPC477590
Remote Similarity	0.6638	NPC194740
Remote Similarity	0.6626	NPC315893
Remote Similarity	0.6626	NPC313587
Remote Similarity	0.6626	NPC316110
Remote Similarity	0.6622	NPC145178
Remote Similarity	0.6622	NPC475350
Remote Similarity	0.6622	NPC14877
Remote Similarity	0.6606	NPC471944
Remote Similarity	0.6582	NPC477589
Remote Similarity	0.6582	NPC477587
Remote Similarity	0.6533	NPC251036
Remote Similarity	0.6507	NPC475609
Remote Similarity	0.6483	NPC475196
Remote Similarity	0.6447	NPC322064
Remote Similarity	0.6443	NPC128237
Remote Similarity	0.6443	NPC83790
Remote Similarity	0.6432	NPC329731
Remote Similarity	0.6381	NPC39822
Remote Similarity	0.6368	NPC472259
Remote Similarity	0.6368	NPC302235
Remote Similarity	0.6364	NPC269270
Remote Similarity	0.6364	NPC315804
Remote Similarity	0.6364	NPC313804
Remote Similarity	0.6355	NPC191863
Remote Similarity	0.6355	NPC133470
Remote Similarity	0.6355	NPC289776
Remote Similarity	0.6336	NPC14686
Remote Similarity	0.6331	NPC153400
Remote Similarity	0.6325	NPC314633
Remote Similarity	0.6323	NPC75498
Remote Similarity	0.632	NPC303658
Remote Similarity	0.6314	NPC186351
Remote Similarity	0.6313	NPC165538
Remote Similarity	0.6303	NPC14288
Remote Similarity	0.6301	NPC472539
Remote Similarity	0.6301	NPC470787
Remote Similarity	0.6301	NPC472540
Remote Similarity	0.6296	NPC122427
Remote Similarity	0.6288	NPC151781
Remote Similarity	0.6288	NPC74562
Remote Similarity	0.6288	NPC316181
Remote Similarity	0.6279	NPC4910
Remote Similarity	0.6273	NPC472541
Remote Similarity	0.6273	NPC472542
Remote Similarity	0.6271	NPC319232
Remote Similarity	0.6271	NPC24370
Remote Similarity	0.6271	NPC214142
Remote Similarity	0.6261	NPC322135
Remote Similarity	0.6256	NPC184933
Remote Similarity	0.6256	NPC59827
Remote Similarity	0.625	NPC284888
Remote Similarity	0.625	NPC143325
Remote Similarity	0.625	NPC295548
Remote Similarity	0.625	NPC220852
Remote Similarity	0.625	NPC317572
Remote Similarity	0.6245	NPC118559
Remote Similarity	0.6245	NPC261251
Remote Similarity	0.6245	NPC124920
Remote Similarity	0.6245	NPC34580
Remote Similarity	0.6245	NPC304307
Remote Similarity	0.6244	NPC472284
Remote Similarity	0.6244	NPC474916
Remote Similarity	0.6241	NPC315411
Remote Similarity	0.6239	NPC56170
Remote Similarity	0.6239	NPC270918
Remote Similarity	0.6239	NPC471155
Remote Similarity	0.6233	NPC98864
Remote Similarity	0.6221	NPC329961
Remote Similarity	0.6218	NPC100547
Remote Similarity	0.6217	NPC207866
Remote Similarity	0.6215	NPC470003
Remote Similarity	0.6214	NPC474183
Remote Similarity	0.6214	NPC470784
Remote Similarity	0.6212	NPC254798
Remote Similarity	0.6211	NPC314056
Remote Similarity	0.6211	NPC270241
Remote Similarity	0.6207	NPC79386
Remote Similarity	0.6204	NPC238242
Remote Similarity	0.62	NPC202198
Remote Similarity	0.6197	NPC128115
Remote Similarity	0.6195	NPC246303
Remote Similarity	0.6195	NPC225400
Remote Similarity	0.6194	NPC315061
Remote Similarity	0.6193	NPC473763
Remote Similarity	0.6193	NPC117244
Remote Similarity	0.6192	NPC95240
Remote Similarity	0.6192	NPC223409
Remote Similarity	0.619	NPC470548
Remote Similarity	0.6186	NPC282103
Remote Similarity	0.6178	NPC476098
Remote Similarity	0.6174	NPC110182
Remote Similarity	0.6173	NPC184225
Remote Similarity	0.6173	NPC184680
Remote Similarity	0.6173	NPC285343
Remote Similarity	0.6171	NPC248782
Remote Similarity	0.6171	NPC477527
Remote Similarity	0.6167	NPC470786
Remote Similarity	0.6167	NPC472538
Remote Similarity	0.6161	NPC475607
Remote Similarity	0.616	NPC181081
Remote Similarity	0.6154	NPC472116
Remote Similarity	0.6148	NPC470785
Remote Similarity	0.6147	NPC144381
Remote Similarity	0.6146	NPC27904
Remote Similarity	0.6144	NPC220851
Remote Similarity	0.6141	NPC54803
Remote Similarity	0.6141	NPC321592
Remote Similarity	0.6141	NPC196718
Remote Similarity	0.6139	NPC478013
Remote Similarity	0.6137	NPC15384
Remote Similarity	0.6137	NPC244425
Remote Similarity	0.6133	NPC57398
Remote Similarity	0.6132	NPC474081
Remote Similarity	0.6129	NPC473815
Remote Similarity	0.6128	NPC272174
Remote Similarity	0.6125	NPC326363
Remote Similarity	0.6123	NPC472286
Remote Similarity	0.6123	NPC472287
Remote Similarity	0.6121	NPC316297
Remote Similarity	0.6121	NPC66191
Remote Similarity	0.6121	NPC314817
Remote Similarity	0.6121	NPC477979
Remote Similarity	0.6119	NPC262166
Remote Similarity	0.6119	NPC477526
Remote Similarity	0.6118	NPC229893
Remote Similarity	0.6117	NPC476231
Remote Similarity	0.6116	NPC323198
Remote Similarity	0.6116	NPC323752
Remote Similarity	0.6114	NPC475594
Remote Similarity	0.6111	NPC244543
Remote Similarity	0.6111	NPC16188
Remote Similarity	0.6107	NPC28945
Remote Similarity	0.6103	NPC475761
Remote Similarity	0.6102	NPC474896
Remote Similarity	0.6101	NPC221873
Remote Similarity	0.6099	NPC306376
Remote Similarity	0.6093	NPC243058
Remote Similarity	0.6091	NPC471680
Remote Similarity	0.6091	NPC245055
Remote Similarity	0.6091	NPC33064
Remote Similarity	0.6091	NPC182222
Remote Similarity	0.6091	NPC204970
Remote Similarity	0.6083	NPC150308
Remote Similarity	0.6076	NPC31097
Remote Similarity	0.6075	NPC153554
Remote Similarity	0.6075	NPC91179
Remote Similarity	0.6074	NPC102593
Remote Similarity	0.6073	NPC471196
Remote Similarity	0.6073	NPC471195
Remote Similarity	0.607	NPC233702
Remote Similarity	0.6068	NPC27041
Remote Similarity	0.6068	NPC322644
Remote Similarity	0.6068	NPC241794
Remote Similarity	0.6068	NPC305984
Remote Similarity	0.6065	NPC203635
Remote Similarity	0.6059	NPC323969
Remote Similarity	0.6055	NPC278434
Remote Similarity	0.6054	NPC90229
Remote Similarity	0.6049	NPC63279
Remote Similarity	0.6048	NPC316224
Remote Similarity	0.6047	NPC270301
Remote Similarity	0.6046	NPC478012
Remote Similarity	0.6046	NPC478011
Remote Similarity	0.6045	NPC129909
Remote Similarity	0.6043	NPC61038
Remote Similarity	0.6041	NPC315283
Remote Similarity	0.6041	NPC314388
Remote Similarity	0.604	NPC56685
Remote Similarity	0.604	NPC161801
Remote Similarity	0.604	NPC261934
Remote Similarity	0.604	NPC5194
Remote Similarity	0.6038	NPC317362
Remote Similarity	0.6038	NPC318930
Remote Similarity	0.6037	NPC241025
Remote Similarity	0.6037	NPC96016
Remote Similarity	0.6035	NPC134848
Remote Similarity	0.6028	NPC474041
Remote Similarity	0.6027	NPC102008
Remote Similarity	0.6026	NPC470001
Remote Similarity	0.6026	NPC470002
Remote Similarity	0.6025	NPC325976
Remote Similarity	0.6025	NPC297642
Remote Similarity	0.6023	NPC314176
Remote Similarity	0.6019	NPC470112
Remote Similarity	0.6019	NPC167763
Remote Similarity	0.6019	NPC470903
Remote Similarity	0.6016	NPC82472
Remote Similarity	0.601	NPC313867
Remote Similarity	0.601	NPC316008

Drug Structure

NPD3351 OpenBabel08211703112D 30 33 0 0 1 0 0 0 0 0999 V2000 0.1080 -4.8218 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4049 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4049 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5051 -0.5507 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0497 -1.3894 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5064 -0.6030 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5957 -2.2804 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0524 -1.4940 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9990 -4.3678 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5971 -2.3327 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1554 -3.3801 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1431 -3.2237 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.9511 0.3090 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.4483 -2.6730 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 -1.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.2601 1.2601 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5388 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7071 -1.7071 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5971 -4.1147 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.5176 -2.9319 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.7071 0.7071 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.2382 1.4680 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.5909 2.0032 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.8900 -4.8218 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.9511 -1.3090 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -0.7765 -3.8978 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.6128 1.7953 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 9 1 0 0 0 0 2 19 1 0 0 0 0 3 19 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 10 2 0 0 0 0 8 10 1 0 0 0 0 9 11 2 0 0 0 0 9 27 1 0 0 0 0 10 12 1 0 0 0 0 11 12 1 0 0 0 0 11 15 1 0 0 0 0 12 21 2 0 0 0 0 13 16 1 0 0 0 0 13 17 1 0 0 0 0 13 20 1 1 0 0 0 14 18 1 6 0 0 0 14 19 1 0 0 0 0 14 22 1 0 0 0 0 15 20 2 3 0 0 0 15 23 1 0 0 0 0 16 22 1 0 0 0 0 16 24 2 0 0 0 0 17 22 1 0 0 0 0 17 28 1 1 0 0 0 18 25 2 0 0 0 0 18 26 1 0 0 0 0 19 28 1 0 0 0 0 21 27 1 0 0 0 0 23 29 1 0 0 0 0 26 30 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000440
DrugBank	DB00713
ChEMBL	CHEMBL819
IUPHAR/BPS
PharmaGKB	PA450725
KEGG Drug
PubChem CID	6196
ChEBI	7809
CAS Number	66-79-5

Drug Properties

Molecular Weight	401.10
ALogP	0.3319
MLogP	2.56
XLogP	3.083
HDA	6
HBD	2
Rotatable Bonds	9
TPSA	141.53
RO5 Violation	0