NPASS drugs

Drug Information

Drug ID:	NPD3271
Drug Name:	Dicloxacillin
Molecular Formula:	C19H17Cl2N3O5S
Canonical SMILES:	OC(=O)[C@@H]1N2C(=O)[C@H]([C@H]2SC1(C)C)N=C(c1c(C)onc1c1c(Cl)cccc1Cl)O
Standard InCHI:	InChI=1S/C19H17Cl2N3O5S/c1-7-10(12(23-29-7)11-8(20)5-4-6-9(11)21)15(25)22-13-16(26)24-14(18(27)28)19(2,3)30-17(13)24/h4-6,13-14,17H,1-3H3,(H,22,25)(H,27,28)/t13-,14+,17-/m1/s1
Standard InCHIKey:	YFAGHNZHGGCZAX-JKIFEVAISA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD3271

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	282
0.1-0.2	2246
0.2-0.3	9946
0.3-0.4	8184
0.4-0.5	8507
0.5-0.6	1692
0.6-0.7	33
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	0.6695	NPC478141
Remote Similarity	0.654	NPC315388
Remote Similarity	0.6373	NPC13470
Remote Similarity	0.6341	NPC477516
Remote Similarity	0.6321	NPC189116
Remote Similarity	0.6318	NPC468984
Remote Similarity	0.628	NPC264400
Remote Similarity	0.6255	NPC477590
Remote Similarity	0.6255	NPC477586
Remote Similarity	0.6255	NPC477588
Remote Similarity	0.6255	NPC477585
Remote Similarity	0.625	NPC323198
Remote Similarity	0.6235	NPC119006
Remote Similarity	0.6226	NPC315893
Remote Similarity	0.6226	NPC316110
Remote Similarity	0.6226	NPC313587
Remote Similarity	0.622	NPC194740
Remote Similarity	0.6186	NPC14877
Remote Similarity	0.6186	NPC145178
Remote Similarity	0.6186	NPC475350
Remote Similarity	0.6175	NPC477589
Remote Similarity	0.6175	NPC477587
Remote Similarity	0.6164	NPC471944
Remote Similarity	0.6157	NPC475609
Remote Similarity	0.6145	NPC475196
Remote Similarity	0.6135	NPC35042
Remote Similarity	0.6109	NPC251036
Remote Similarity	0.6062	NPC329731
Remote Similarity	0.6033	NPC322064
Remote Similarity	0.6025	NPC269270
Remote Similarity	0.6009	NPC39822
Remote Similarity	0.6	NPC14686
Remote Similarity	0.6	NPC302235
Remote Similarity	0.5975	NPC75498
Remote Similarity	0.5962	NPC128237
Remote Similarity	0.5962	NPC83790
Remote Similarity	0.5959	NPC313804
Remote Similarity	0.5959	NPC315804
Remote Similarity	0.5954	NPC153400
Remote Similarity	0.5949	NPC472259
Remote Similarity	0.5948	NPC470787
Remote Similarity	0.5948	NPC472540
Remote Similarity	0.5948	NPC472539
Remote Similarity	0.5927	NPC314633
Remote Similarity	0.5923	NPC472542
Remote Similarity	0.5923	NPC472541
Remote Similarity	0.5921	NPC4910
Remote Similarity	0.592	NPC186351
Remote Similarity	0.5918	NPC303658
Remote Similarity	0.5913	NPC14288
Remote Similarity	0.5907	NPC317572
Remote Similarity	0.5907	NPC295548
Remote Similarity	0.5905	NPC59827
Remote Similarity	0.5905	NPC184933
Remote Similarity	0.59	NPC471155
Remote Similarity	0.5899	NPC289776
Remote Similarity	0.5899	NPC133470
Remote Similarity	0.5899	NPC191863
Remote Similarity	0.5893	NPC315411
Remote Similarity	0.5887	NPC56170
Remote Similarity	0.5887	NPC165538
Remote Similarity	0.5885	NPC207866
Remote Similarity	0.5885	NPC74562
Remote Similarity	0.5885	NPC151781
Remote Similarity	0.5885	NPC316181
Remote Similarity	0.588	NPC319232
Remote Similarity	0.588	NPC214142
Remote Similarity	0.588	NPC24370
Remote Similarity	0.5875	NPC270241
Remote Similarity	0.5873	NPC322135
Remote Similarity	0.587	NPC122427
Remote Similarity	0.5866	NPC220852
Remote Similarity	0.5866	NPC284888
Remote Similarity	0.5858	NPC225400
Remote Similarity	0.5858	NPC246303
Remote Similarity	0.5857	NPC261251
Remote Similarity	0.5857	NPC124920
Remote Similarity	0.5857	NPC34580
Remote Similarity	0.5857	NPC304307
Remote Similarity	0.5857	NPC118559
Remote Similarity	0.5852	NPC314056
Remote Similarity	0.5851	NPC315061
Remote Similarity	0.585	NPC300114
Remote Similarity	0.5844	NPC110182
Remote Similarity	0.584	NPC143325
Remote Similarity	0.5837	NPC470784
Remote Similarity	0.5837	NPC474183
Remote Similarity	0.5833	NPC470786
Remote Similarity	0.5833	NPC472538
Remote Similarity	0.5833	NPC100547
Remote Similarity	0.5833	NPC270918
Remote Similarity	0.583	NPC477527
Remote Similarity	0.583	NPC470548
Remote Similarity	0.583	NPC472284
Remote Similarity	0.583	NPC474916
Remote Similarity	0.5823	NPC98864
Remote Similarity	0.5822	NPC202198
Remote Similarity	0.5815	NPC471785
Remote Similarity	0.5813	NPC244425
Remote Similarity	0.5813	NPC79386
Remote Similarity	0.5813	NPC15384
Remote Similarity	0.581	NPC95240
Remote Similarity	0.581	NPC223409
Remote Similarity	0.5806	NPC128115
Remote Similarity	0.5804	NPC475607
Remote Similarity	0.5801	NPC329961
Remote Similarity	0.5798	NPC184225
Remote Similarity	0.5798	NPC240384
Remote Similarity	0.5798	NPC184680
Remote Similarity	0.5798	NPC285343
Remote Similarity	0.5798	NPC177056
Remote Similarity	0.5795	NPC181081
Remote Similarity	0.5789	NPC470003
Remote Similarity	0.5788	NPC478013
Remote Similarity	0.5783	NPC238242
Remote Similarity	0.5783	NPC473815
Remote Similarity	0.578	NPC27904
Remote Similarity	0.5779	NPC169716
Remote Similarity	0.5778	NPC474081
Remote Similarity	0.5776	NPC473763
Remote Similarity	0.5776	NPC477526
Remote Similarity	0.5776	NPC117244
Remote Similarity	0.5775	NPC470785
Remote Similarity	0.5774	NPC476098
Remote Similarity	0.5765	NPC321592
Remote Similarity	0.5765	NPC196718
Remote Similarity	0.5765	NPC54803
Remote Similarity	0.5764	NPC282103
Remote Similarity	0.5763	NPC248782
Remote Similarity	0.576	NPC220851
Remote Similarity	0.5759	NPC475594
Remote Similarity	0.5755	NPC254798
Remote Similarity	0.5752	NPC244543
Remote Similarity	0.5752	NPC475761
Remote Similarity	0.5751	NPC204970
Remote Similarity	0.5748	NPC262166
Remote Similarity	0.5748	NPC326363
Remote Similarity	0.5747	NPC209463
Remote Similarity	0.5745	NPC472116
Remote Similarity	0.5743	NPC272174
Remote Similarity	0.5742	NPC323752
Remote Similarity	0.5739	NPC150308
Remote Similarity	0.5737	NPC229893
Remote Similarity	0.5736	NPC28945
Remote Similarity	0.5735	NPC16188
Remote Similarity	0.5733	NPC471196
Remote Similarity	0.5733	NPC144381
Remote Similarity	0.5733	NPC471195
Remote Similarity	0.5732	NPC477979
Remote Similarity	0.5732	NPC316297
Remote Similarity	0.5732	NPC314817
Remote Similarity	0.5732	NPC57398
Remote Similarity	0.5732	NPC66191
Remote Similarity	0.5727	NPC153554
Remote Similarity	0.5726	NPC472286
Remote Similarity	0.5726	NPC472287
Remote Similarity	0.5725	NPC315062
Remote Similarity	0.572	NPC182222
Remote Similarity	0.572	NPC33064
Remote Similarity	0.572	NPC245055
Remote Similarity	0.572	NPC61038
Remote Similarity	0.572	NPC316411
Remote Similarity	0.572	NPC474896
Remote Similarity	0.5714	NPC471680
Remote Similarity	0.5709	NPC470002
Remote Similarity	0.5709	NPC470001
Remote Similarity	0.5708	NPC241794
Remote Similarity	0.5704	NPC478012
Remote Similarity	0.5704	NPC478011
Remote Similarity	0.5703	NPC102593
Remote Similarity	0.5703	NPC244897
Remote Similarity	0.5702	NPC270301
Remote Similarity	0.5701	NPC233702
Remote Similarity	0.5697	NPC31097
Remote Similarity	0.5696	NPC306376
Remote Similarity	0.569	NPC221873
Remote Similarity	0.5689	NPC317362
Remote Similarity	0.5689	NPC318930
Remote Similarity	0.5687	NPC316224
Remote Similarity	0.5685	NPC27041
Remote Similarity	0.5685	NPC305984
Remote Similarity	0.5685	NPC257511
Remote Similarity	0.5685	NPC246658
Remote Similarity	0.5683	NPC474041
Remote Similarity	0.5683	NPC314176
Remote Similarity	0.5682	NPC161801
Remote Similarity	0.5682	NPC476231
Remote Similarity	0.5681	NPC63279
Remote Similarity	0.568	NPC323969
Remote Similarity	0.5678	NPC473371
Remote Similarity	0.5677	NPC243058
Remote Similarity	0.5677	NPC167763
Remote Similarity	0.5677	NPC470112
Remote Similarity	0.5677	NPC470903
Remote Similarity	0.5675	NPC116701
Remote Similarity	0.5674	NPC5194
Remote Similarity	0.5674	NPC261934
Remote Similarity	0.5674	NPC56685
Remote Similarity	0.5669	NPC192712
Remote Similarity	0.5667	NPC315283

Drug Structure

NPD3271 OpenBabel08211703112D 32 35 0 0 1 0 0 0 0 0999 V2000 1.9831 -4.1846 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3103 -0.9722 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3103 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2859 -0.0321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8154 -0.8475 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3150 -0.0830 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8494 -3.7432 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3740 -1.7138 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8736 -0.9493 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0015 -2.7830 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4031 -1.7646 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9617 -2.6309 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.9722 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.8969 0.3004 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.6266 -1.4081 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 -0.9722 -0.9722 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.1973 1.2251 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4683 -0.4861 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9035 -2.5291 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 2.9027 -1.0001 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 0.6875 -1.6597 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.4031 -3.4972 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.9722 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.8782 -0.4690 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.6875 0.6875 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.1483 1.4272 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.5468 1.9476 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.7157 -4.1846 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.8969 -1.2727 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 1.1907 0.2185 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.8472 2.8722 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 7 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 8 1 0 0 0 0 6 9 2 0 0 0 0 7 10 2 0 0 0 0 7 29 1 0 0 0 0 8 11 2 0 0 0 0 8 20 1 0 0 0 0 9 11 1 0 0 0 0 9 21 1 0 0 0 0 10 12 1 0 0 0 0 10 15 1 0 0 0 0 11 12 1 0 0 0 0 12 23 2 0 0 0 0 13 16 1 0 0 0 0 13 17 1 0 0 0 0 13 22 1 1 0 0 0 14 18 1 6 0 0 0 14 19 1 0 0 0 0 14 24 1 0 0 0 0 15 22 2 3 0 0 0 15 25 1 0 0 0 0 16 24 1 0 0 0 0 16 26 2 0 0 0 0 17 24 1 0 0 0 0 17 30 1 1 0 0 0 18 27 2 0 0 0 0 18 28 1 0 0 0 0 19 30 1 0 0 0 0 23 29 1 0 0 0 0 25 31 1 0 0 0 0 28 32 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000435
DrugBank	DB00485
ChEMBL	CHEMBL893
IUPHAR/BPS
PharmaGKB	PA164749649
KEGG Drug	D02348
PubChem CID	18381
ChEBI	4511
CAS Number	3116-76-5

Drug Properties

Molecular Weight	469.03
ALogP	1.8205
MLogP	2.34
XLogP	2.642
HDA	6
HBD	2
Rotatable Bonds	11
TPSA	141.53
RO5 Violation	0