NPASS drugs

Drug Information

Drug ID:	NPD2113
Drug Name:	Linezolid
Molecular Formula:	C16H20FN3O4
Canonical SMILES:	CC(=NC[C@@H]1OC(=O)N(C1)c1ccc(c(c1)F)N1CCOCC1)O
Standard InCHI:	InChI=1S/C16H20FN3O4/c1-11(21)18-9-13-10-20(16(22)24-13)12-2-3-15(14(17)8-12)19-4-6-23-7-5-19/h2-3,8,13H,4-7,9-10H2,1H3,(H,18,21)/t13-/m0/s1
Standard InCHIKey:	TYZROVQLWOKYKF-ZDUSSCGKSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD2113

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	90
0.1-0.2	1709
0.2-0.3	11984
0.3-0.4	12174
0.4-0.5	3502
0.5-0.6	1382
0.6-0.7	49
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	0.6643	NPC283130
Remote Similarity	0.6643	NPC328683
Remote Similarity	0.6458	NPC476950
Remote Similarity	0.6434	NPC291610
Remote Similarity	0.64	NPC287358
Remote Similarity	0.6382	NPC22082
Remote Similarity	0.6382	NPC186284
Remote Similarity	0.6375	NPC315257
Remote Similarity	0.6357	NPC326792
Remote Similarity	0.6356	NPC307456
Remote Similarity	0.6316	NPC20322
Remote Similarity	0.6312	NPC316582
Remote Similarity	0.6282	NPC324445
Remote Similarity	0.6279	NPC75496
Remote Similarity	0.6275	NPC470301
Remote Similarity	0.626	NPC474430
Remote Similarity	0.625	NPC15839
Remote Similarity	0.622	NPC472120
Remote Similarity	0.622	NPC472101
Remote Similarity	0.617	NPC228515
Remote Similarity	0.6154	NPC314192
Remote Similarity	0.6154	NPC285622
Remote Similarity	0.6145	NPC472106
Remote Similarity	0.6135	NPC104345
Remote Similarity	0.6135	NPC113946
Remote Similarity	0.6099	NPC31651
Remote Similarity	0.6093	NPC313352
Remote Similarity	0.6078	NPC122553
Remote Similarity	0.6076	NPC472100
Remote Similarity	0.6061	NPC472102
Remote Similarity	0.6061	NPC309531
Remote Similarity	0.6057	NPC470003
Remote Similarity	0.6051	NPC314186
Remote Similarity	0.6047	NPC14325
Remote Similarity	0.6047	NPC28848
Remote Similarity	0.6039	NPC469560
Remote Similarity	0.6038	NPC212799
Remote Similarity	0.6034	NPC129909
Remote Similarity	0.6029	NPC164802
Remote Similarity	0.6025	NPC154602
Remote Similarity	0.6025	NPC243756
Remote Similarity	0.6025	NPC314223
Remote Similarity	0.6024	NPC472117
Remote Similarity	0.6016	NPC476483
Remote Similarity	0.6014	NPC478079
Remote Similarity	0.6013	NPC471265
Remote Similarity	0.6013	NPC471264
Remote Similarity	0.6	NPC130251
Remote Similarity	0.6	NPC252878
Remote Similarity	0.5989	NPC311858
Remote Similarity	0.5988	NPC129624
Remote Similarity	0.5976	NPC29285
Remote Similarity	0.5974	NPC470884
Remote Similarity	0.5974	NPC98424
Remote Similarity	0.5974	NPC178662
Remote Similarity	0.5974	NPC476133
Remote Similarity	0.5974	NPC92784
Remote Similarity	0.5973	NPC150863
Remote Similarity	0.5964	NPC143457
Remote Similarity	0.5964	NPC68650
Remote Similarity	0.5963	NPC473329
Remote Similarity	0.5962	NPC104483
Remote Similarity	0.5962	NPC161069
Remote Similarity	0.5959	NPC46427
Remote Similarity	0.5935	NPC163392
Remote Similarity	0.5935	NPC239762
Remote Similarity	0.5933	NPC226662
Remote Similarity	0.593	NPC13367
Remote Similarity	0.5929	NPC296163
Remote Similarity	0.5928	NPC85651
Remote Similarity	0.5926	NPC313810
Remote Similarity	0.592	NPC475094
Remote Similarity	0.5917	NPC472114
Remote Similarity	0.5917	NPC472115
Remote Similarity	0.5912	NPC477556
Remote Similarity	0.5909	NPC471123
Remote Similarity	0.5906	NPC78154
Remote Similarity	0.5901	NPC475168
Remote Similarity	0.5901	NPC7817
Remote Similarity	0.5897	NPC315051
Remote Similarity	0.5897	NPC269398
Remote Similarity	0.5897	NPC263493
Remote Similarity	0.5897	NPC243162
Remote Similarity	0.5893	NPC328270
Remote Similarity	0.5886	NPC11149
Remote Similarity	0.5886	NPC209509
Remote Similarity	0.5879	NPC172937
Remote Similarity	0.5879	NPC94167
Remote Similarity	0.5875	NPC470440
Remote Similarity	0.5875	NPC478039
Remote Similarity	0.5874	NPC192209
Remote Similarity	0.5868	NPC225319
Remote Similarity	0.5868	NPC474058
Remote Similarity	0.5862	NPC476990
Remote Similarity	0.5862	NPC211997
Remote Similarity	0.5855	NPC207428
Remote Similarity	0.5854	NPC134825
Remote Similarity	0.5849	NPC262077
Remote Similarity	0.5849	NPC472103
Remote Similarity	0.5843	NPC153694
Remote Similarity	0.5843	NPC211525
Remote Similarity	0.5839	NPC250476
Remote Similarity	0.5833	NPC65408
Remote Similarity	0.5833	NPC264580
Remote Similarity	0.5828	NPC472245
Remote Similarity	0.5828	NPC280807
Remote Similarity	0.5828	NPC187231
Remote Similarity	0.5828	NPC314431
Remote Similarity	0.5823	NPC238499
Remote Similarity	0.5823	NPC476978
Remote Similarity	0.5822	NPC202521
Remote Similarity	0.5819	NPC472104
Remote Similarity	0.5816	NPC187036
Remote Similarity	0.5814	NPC355
Remote Similarity	0.5813	NPC138775
Remote Similarity	0.581	NPC282092
Remote Similarity	0.5808	NPC148468
Remote Similarity	0.5808	NPC471122
Remote Similarity	0.5808	NPC243673
Remote Similarity	0.5808	NPC97380
Remote Similarity	0.5808	NPC310403
Remote Similarity	0.5808	NPC263709
Remote Similarity	0.5808	NPC63210
Remote Similarity	0.5806	NPC192674
Remote Similarity	0.5805	NPC24594
Remote Similarity	0.5805	NPC472122
Remote Similarity	0.5805	NPC134586
Remote Similarity	0.5802	NPC321617
Remote Similarity	0.5801	NPC473298
Remote Similarity	0.5793	NPC122106
Remote Similarity	0.5793	NPC117032
Remote Similarity	0.5793	NPC470902
Remote Similarity	0.5793	NPC285381
Remote Similarity	0.5789	NPC469462
Remote Similarity	0.5786	NPC5620
Remote Similarity	0.5786	NPC168750
Remote Similarity	0.5786	NPC269340
Remote Similarity	0.5783	NPC469536
Remote Similarity	0.5781	NPC92689
Remote Similarity	0.5779	NPC316104
Remote Similarity	0.5779	NPC162417
Remote Similarity	0.5779	NPC184437
Remote Similarity	0.5776	NPC264589
Remote Similarity	0.5774	NPC320064
Remote Similarity	0.5772	NPC470343
Remote Similarity	0.5772	NPC472244
Remote Similarity	0.5769	NPC328029
Remote Similarity	0.5765	NPC477975
Remote Similarity	0.5765	NPC52059
Remote Similarity	0.5765	NPC471124
Remote Similarity	0.5765	NPC470069
Remote Similarity	0.5764	NPC313449
Remote Similarity	0.576	NPC229477
Remote Similarity	0.5759	NPC301760
Remote Similarity	0.5758	NPC472258
Remote Similarity	0.5756	NPC116961
Remote Similarity	0.5754	NPC62510
Remote Similarity	0.5752	NPC246079
Remote Similarity	0.5752	NPC53044
Remote Similarity	0.575	NPC260601
Remote Similarity	0.5748	NPC297532
Remote Similarity	0.5746	NPC61435
Remote Similarity	0.5743	NPC474082
Remote Similarity	0.5743	NPC175726
Remote Similarity	0.5743	NPC6975
Remote Similarity	0.5741	NPC254798
Remote Similarity	0.574	NPC35510
Remote Similarity	0.574	NPC71079
Remote Similarity	0.574	NPC176983
Remote Similarity	0.574	NPC253667
Remote Similarity	0.574	NPC476231
Remote Similarity	0.5739	NPC133261
Remote Similarity	0.5739	NPC321211
Remote Similarity	0.5734	NPC288232
Remote Similarity	0.5733	NPC322433
Remote Similarity	0.5732	NPC66936
Remote Similarity	0.5731	NPC279527
Remote Similarity	0.5731	NPC214960
Remote Similarity	0.573	NPC256288
Remote Similarity	0.573	NPC477159
Remote Similarity	0.573	NPC159963
Remote Similarity	0.5723	NPC52748
Remote Similarity	0.5723	NPC161827
Remote Similarity	0.5723	NPC158129
Remote Similarity	0.5714	NPC470824
Remote Similarity	0.5714	NPC116519
Remote Similarity	0.5714	NPC154478
Remote Similarity	0.5714	NPC475915
Remote Similarity	0.5707	NPC277350
Remote Similarity	0.5706	NPC313757
Remote Similarity	0.5706	NPC474217
Remote Similarity	0.5706	NPC113056
Remote Similarity	0.5706	NPC472105
Remote Similarity	0.5706	NPC187827
Remote Similarity	0.5706	NPC138293
Remote Similarity	0.5705	NPC325599
Remote Similarity	0.5705	NPC127741
Remote Similarity	0.5705	NPC68865
Remote Similarity	0.5705	NPC267508
Remote Similarity	0.5698	NPC245741

Drug Structure

NPD2113 OpenBabel08211701392D 25 27 0 0 1 0 0 0 0 0999 V2000 -2.3025 -2.9022 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4487 1.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3147 2.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0468 3.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9128 1.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9128 3.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.7788 2.3364 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 0.0933 -1.7796 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4781 -0.6581 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3080 -2.7976 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4487 0.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -0.8660 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 4.1808 0.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1808 1.8364 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 5.0468 0.3364 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -0.9013 -1.8841 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.0468 2.3364 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.5827 0.3364 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.7202 -3.6067 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.4612 1.7213 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.7788 3.3364 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.1269 -4.5202 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 11 1 0 0 0 0 2 3 2 0 0 0 0 2 12 1 0 0 0 0 3 15 1 0 0 0 0 4 6 1 0 0 0 0 4 19 1 0 0 0 0 5 7 1 0 0 0 0 5 19 1 0 0 0 0 6 23 1 0 0 0 0 7 23 1 0 0 0 0 8 12 2 0 0 0 0 8 14 1 0 0 0 0 9 18 1 0 0 0 0 10 13 1 0 0 0 0 10 20 1 0 0 0 0 11 18 2 3 0 0 0 11 21 1 0 0 0 0 12 20 1 0 0 0 0 13 9 1 6 0 0 0 13 24 1 0 0 0 0 14 15 2 0 0 0 0 14 17 1 0 0 0 0 15 19 1 0 0 0 0 16 20 1 0 0 0 0 16 22 2 0 0 0 0 16 24 1 0 0 0 0 21 25 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000398
DrugBank	DB00601
ChEMBL	CHEMBL126
IUPHAR/BPS
PharmaGKB	PA450233
KEGG Drug	D00947
PubChem CID	441401
ChEBI	63607
CAS Number	165800-03-3

Drug Properties

Molecular Weight	337.14
ALogP	-0.0219
MLogP	2.34
XLogP	1.258
HDA	7
HBD	1
Rotatable Bonds	7
TPSA	74.6
RO5 Violation	0