NPASS drugs

Drug Information

Drug ID:	NPD3308
Drug Name:	Cloxacillin
Molecular Formula:	C19H18ClN3O5S
Canonical SMILES:	OC(=O)[C@@H]1N2C(=O)[C@H]([C@H]2SC1(C)C)N=C(c1c(C)onc1c1ccccc1Cl)O
Standard InCHI:	InChI=1S/C19H18ClN3O5S/c1-8-11(12(22-28-8)9-6-4-5-7-10(9)20)15(24)21-13-16(25)23-14(18(26)27)19(2,3)29-17(13)23/h4-7,13-14,17H,1-3H3,(H,21,24)(H,26,27)/t13-,14+,17-/m1/s1
Standard InCHIKey:	LQOLIRLGBULYKD-JKIFEVAISA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD3308

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	273
0.1-0.2	2173
0.2-0.3	9872
0.3-0.4	7638
0.4-0.5	8960
0.5-0.6	1920
0.6-0.7	54
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	0.6824	NPC478141
Remote Similarity	0.6603	NPC315388
Remote Similarity	0.6461	NPC477516
Remote Similarity	0.6436	NPC13470
Remote Similarity	0.6422	NPC264400
Remote Similarity	0.6382	NPC468984
Remote Similarity	0.6381	NPC189116
Remote Similarity	0.6371	NPC477588
Remote Similarity	0.6371	NPC477590
Remote Similarity	0.6371	NPC477586
Remote Similarity	0.6371	NPC477585
Remote Similarity	0.6367	NPC323198
Remote Similarity	0.6339	NPC316110
Remote Similarity	0.6339	NPC313587
Remote Similarity	0.6339	NPC315893
Remote Similarity	0.6337	NPC194740
Remote Similarity	0.6309	NPC475350
Remote Similarity	0.6309	NPC14877
Remote Similarity	0.6309	NPC145178
Remote Similarity	0.629	NPC477589
Remote Similarity	0.629	NPC477587
Remote Similarity	0.6288	NPC471944
Remote Similarity	0.6286	NPC119006
Remote Similarity	0.6229	NPC251036
Remote Similarity	0.6208	NPC475609
Remote Similarity	0.6194	NPC475196
Remote Similarity	0.6185	NPC35042
Remote Similarity	0.6151	NPC322064
Remote Similarity	0.6116	NPC329731
Remote Similarity	0.6098	NPC128237
Remote Similarity	0.6098	NPC83790
Remote Similarity	0.6074	NPC315804
Remote Similarity	0.6074	NPC269270
Remote Similarity	0.6074	NPC313804
Remote Similarity	0.6068	NPC472259
Remote Similarity	0.6063	NPC39822
Remote Similarity	0.6062	NPC153400
Remote Similarity	0.6054	NPC302235
Remote Similarity	0.6049	NPC14686
Remote Similarity	0.6041	NPC314633
Remote Similarity	0.6033	NPC303658
Remote Similarity	0.6032	NPC186351
Remote Similarity	0.6028	NPC191863
Remote Similarity	0.6028	NPC133470
Remote Similarity	0.6028	NPC289776
Remote Similarity	0.6026	NPC75498
Remote Similarity	0.6024	NPC14288
Remote Similarity	0.6009	NPC165538
Remote Similarity	0.6	NPC316181
Remote Similarity	0.6	NPC151781
Remote Similarity	0.6	NPC472540
Remote Similarity	0.6	NPC470787
Remote Similarity	0.6	NPC74562
Remote Similarity	0.6	NPC472539
Remote Similarity	0.5993	NPC315411
Remote Similarity	0.5992	NPC319232
Remote Similarity	0.5992	NPC24370
Remote Similarity	0.5992	NPC214142
Remote Similarity	0.5991	NPC122427
Remote Similarity	0.5984	NPC322135
Remote Similarity	0.5976	NPC220852
Remote Similarity	0.5976	NPC284888
Remote Similarity	0.5974	NPC472541
Remote Similarity	0.5974	NPC472542
Remote Similarity	0.5973	NPC4910
Remote Similarity	0.5968	NPC124920
Remote Similarity	0.5968	NPC34580
Remote Similarity	0.5968	NPC118559
Remote Similarity	0.5968	NPC261251
Remote Similarity	0.5968	NPC304307
Remote Similarity	0.596	NPC300114
Remote Similarity	0.5957	NPC184933
Remote Similarity	0.5957	NPC295548
Remote Similarity	0.5957	NPC59827
Remote Similarity	0.5957	NPC317572
Remote Similarity	0.5957	NPC143325
Remote Similarity	0.5955	NPC314056
Remote Similarity	0.595	NPC315061
Remote Similarity	0.5949	NPC471155
Remote Similarity	0.5949	NPC270918
Remote Similarity	0.5948	NPC472284
Remote Similarity	0.5948	NPC474916
Remote Similarity	0.5945	NPC474183
Remote Similarity	0.5945	NPC470784
Remote Similarity	0.5944	NPC100547
Remote Similarity	0.594	NPC98864
Remote Similarity	0.5939	NPC56170
Remote Similarity	0.5934	NPC207866
Remote Similarity	0.5926	NPC79386
Remote Similarity	0.5924	NPC270241
Remote Similarity	0.5921	NPC329961
Remote Similarity	0.592	NPC95240
Remote Similarity	0.592	NPC223409
Remote Similarity	0.5918	NPC128115
Remote Similarity	0.5911	NPC470003
Remote Similarity	0.5907	NPC246303
Remote Similarity	0.5907	NPC225400
Remote Similarity	0.5906	NPC240384
Remote Similarity	0.5906	NPC285343
Remote Similarity	0.5906	NPC184225
Remote Similarity	0.5906	NPC177056
Remote Similarity	0.5906	NPC184680
Remote Similarity	0.5903	NPC238242
Remote Similarity	0.59	NPC181081
Remote Similarity	0.5895	NPC117244
Remote Similarity	0.5895	NPC473763
Remote Similarity	0.5892	NPC110182
Remote Similarity	0.589	NPC476098
Remote Similarity	0.5889	NPC478013
Remote Similarity	0.5885	NPC282103
Remote Similarity	0.5885	NPC254798
Remote Similarity	0.5882	NPC472538
Remote Similarity	0.5882	NPC470785
Remote Similarity	0.5882	NPC470548
Remote Similarity	0.5882	NPC470786
Remote Similarity	0.588	NPC477527
Remote Similarity	0.588	NPC248782
Remote Similarity	0.5877	NPC202198
Remote Similarity	0.5874	NPC169716
Remote Similarity	0.5873	NPC321592
Remote Similarity	0.5873	NPC54803
Remote Similarity	0.5873	NPC196718
Remote Similarity	0.587	NPC220851
Remote Similarity	0.5867	NPC471785
Remote Similarity	0.5862	NPC472116
Remote Similarity	0.5861	NPC244425
Remote Similarity	0.5861	NPC15384
Remote Similarity	0.5857	NPC326363
Remote Similarity	0.5856	NPC244543
Remote Similarity	0.5856	NPC475607
Remote Similarity	0.5854	NPC272174
Remote Similarity	0.5852	NPC144381
Remote Similarity	0.585	NPC323752
Remote Similarity	0.5847	NPC229893
Remote Similarity	0.5847	NPC57398
Remote Similarity	0.5844	NPC66191
Remote Similarity	0.5844	NPC477979
Remote Similarity	0.5844	NPC314817
Remote Similarity	0.5844	NPC316297
Remote Similarity	0.5843	NPC28945
Remote Similarity	0.584	NPC472286
Remote Similarity	0.584	NPC472287
Remote Similarity	0.5833	NPC27904
Remote Similarity	0.5833	NPC473815
Remote Similarity	0.583	NPC474896
Remote Similarity	0.583	NPC474081
Remote Similarity	0.5827	NPC33064
Remote Similarity	0.5827	NPC182222
Remote Similarity	0.5827	NPC245055
Remote Similarity	0.5826	NPC477526
Remote Similarity	0.5812	NPC306376
Remote Similarity	0.5811	NPC475594
Remote Similarity	0.581	NPC102593
Remote Similarity	0.5808	NPC221873
Remote Similarity	0.5806	NPC476231
Remote Similarity	0.5806	NPC31097
Remote Similarity	0.5804	NPC475761
Remote Similarity	0.5803	NPC478012
Remote Similarity	0.5803	NPC478011
Remote Similarity	0.5802	NPC262166
Remote Similarity	0.5801	NPC204970
Remote Similarity	0.5799	NPC209463
Remote Similarity	0.5796	NPC243058
Remote Similarity	0.5796	NPC27041
Remote Similarity	0.5796	NPC305984
Remote Similarity	0.5792	NPC316224
Remote Similarity	0.5789	NPC323969
Remote Similarity	0.5789	NPC16188
Remote Similarity	0.5789	NPC150308
Remote Similarity	0.5787	NPC63279
Remote Similarity	0.5785	NPC161801
Remote Similarity	0.5783	NPC471195
Remote Similarity	0.5783	NPC471196
Remote Similarity	0.5782	NPC314176
Remote Similarity	0.5778	NPC153554
Remote Similarity	0.5778	NPC91179
Remote Similarity	0.5771	NPC267853
Remote Similarity	0.5771	NPC203635
Remote Similarity	0.5771	NPC315062
Remote Similarity	0.5769	NPC471680
Remote Similarity	0.5769	NPC90229
Remote Similarity	0.5768	NPC61038
Remote Similarity	0.5765	NPC316411
Remote Similarity	0.5765	NPC325976
Remote Similarity	0.5765	NPC297642
Remote Similarity	0.5764	NPC278434
Remote Similarity	0.576	NPC241794
Remote Similarity	0.576	NPC322644
Remote Similarity	0.5759	NPC82472
Remote Similarity	0.5758	NPC129909
Remote Similarity	0.5756	NPC134848
Remote Similarity	0.5755	NPC470001
Remote Similarity	0.5755	NPC233702
Remote Similarity	0.5755	NPC470002
Remote Similarity	0.5752	NPC270301
Remote Similarity	0.5748	NPC244897
Remote Similarity	0.5746	NPC241025
Remote Similarity	0.5746	NPC96016
Remote Similarity	0.5745	NPC102008
Remote Similarity	0.574	NPC317362

Drug Structure

NPD3308 OpenBabel08211703112D 31 34 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 2.5064 -0.6030 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 2.0524 -1.4940 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 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 3.5957 -2.2804 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 4.1403 -3.1190 0.0000 Cl 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 8 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 9 2 0 0 0 0 7 10 2 0 0 0 0 8 11 2 0 0 0 0 8 28 1 0 0 0 0 9 10 1 0 0 0 0 9 12 1 0 0 0 0 10 20 1 0 0 0 0 11 12 1 0 0 0 0 11 15 1 0 0 0 0 12 22 2 0 0 0 0 13 16 1 0 0 0 0 13 17 1 0 0 0 0 13 21 1 1 0 0 0 14 18 1 6 0 0 0 14 19 1 0 0 0 0 14 23 1 0 0 0 0 15 21 2 3 0 0 0 15 24 1 0 0 0 0 16 23 1 0 0 0 0 16 25 2 0 0 0 0 17 23 1 0 0 0 0 17 29 1 1 0 0 0 18 26 2 0 0 0 0 18 27 1 0 0 0 0 19 29 1 0 0 0 0 22 28 1 0 0 0 0 24 30 1 0 0 0 0 27 31 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP001161
DrugBank	DB01147
ChEMBL	CHEMBL891
IUPHAR/BPS
PharmaGKB	PA449059
KEGG Drug
PubChem CID	6098
ChEBI	49566
CAS Number	61-72-3

Drug Properties

Molecular Weight	435.07
ALogP	1.0762
MLogP	2.45
XLogP	2.757
HDA	6
HBD	2
Rotatable Bonds	10
TPSA	141.53
RO5 Violation	0