NPASS drugs

Drug Information

Drug ID:	NPD1657
Drug Name:	Enoxacin
Molecular Formula:	C15H17FN4O3
Canonical SMILES:	CCn1cc(C(=O)O)c(=O)c2c1nc(N1CCNCC1)c(c2)F
Standard InCHI:	InChI=1S/C15H17FN4O3/c1-2-19-8-10(15(22)23)12(21)9-7-11(16)14(18-13(9)19)20-5-3-17-4-6-20/h7-8,17H,2-6H2,1H3,(H,22,23)
Standard InCHIKey:	IDYZIJYBMGIQMJ-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD1657

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	226
0.1-0.2	1998
0.2-0.3	11357
0.3-0.4	12565
0.4-0.5	2705
0.5-0.6	1795
0.6-0.7	241
0.7-0.8	2
0.8-0.85	0
0.85-0.9	1
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
High Similarity	0.8539	NPC285923
Intermediate Similarity	0.7208	NPC202812
Intermediate Similarity	0.7074	NPC292265
Remote Similarity	0.6887	NPC177996
Remote Similarity	0.6887	NPC147983
Remote Similarity	0.6806	NPC318183
Remote Similarity	0.6667	NPC153980
Remote Similarity	0.6667	NPC6865
Remote Similarity	0.662	NPC72956
Remote Similarity	0.6602	NPC248782
Remote Similarity	0.6588	NPC243850
Remote Similarity	0.6587	NPC98864
Remote Similarity	0.654	NPC471191
Remote Similarity	0.6535	NPC175474
Remote Similarity	0.6531	NPC476419
Remote Similarity	0.6512	NPC471194
Remote Similarity	0.6512	NPC471193
Remote Similarity	0.6507	NPC471944
Remote Similarity	0.6498	NPC471192
Remote Similarity	0.6489	NPC209362
Remote Similarity	0.6486	NPC105811
Remote Similarity	0.6468	NPC476341
Remote Similarity	0.6467	NPC167400
Remote Similarity	0.6467	NPC467188
Remote Similarity	0.6465	NPC164340
Remote Similarity	0.6456	NPC220151
Remote Similarity	0.6456	NPC19692
Remote Similarity	0.6452	NPC123906
Remote Similarity	0.6436	NPC135601
Remote Similarity	0.6436	NPC17273
Remote Similarity	0.6436	NPC251391
Remote Similarity	0.6436	NPC141612
Remote Similarity	0.6425	NPC472116
Remote Similarity	0.6421	NPC213914
Remote Similarity	0.6418	NPC21429
Remote Similarity	0.6418	NPC203635
Remote Similarity	0.6414	NPC14849
Remote Similarity	0.6386	NPC316141
Remote Similarity	0.6383	NPC70406
Remote Similarity	0.6373	NPC44354
Remote Similarity	0.6373	NPC196251
Remote Similarity	0.6373	NPC102338
Remote Similarity	0.6373	NPC63199
Remote Similarity	0.6373	NPC111602
Remote Similarity	0.6372	NPC116622
Remote Similarity	0.6368	NPC243058
Remote Similarity	0.6364	NPC52557
Remote Similarity	0.6355	NPC471155
Remote Similarity	0.6346	NPC245916
Remote Similarity	0.6337	NPC46895
Remote Similarity	0.6333	NPC103361
Remote Similarity	0.6332	NPC219848
Remote Similarity	0.6326	NPC270241
Remote Similarity	0.6324	NPC230085
Remote Similarity	0.6324	NPC159630
Remote Similarity	0.6323	NPC220851
Remote Similarity	0.6316	NPC263455
Remote Similarity	0.6316	NPC329024
Remote Similarity	0.6313	NPC328611
Remote Similarity	0.6308	NPC41717
Remote Similarity	0.6308	NPC225400
Remote Similarity	0.6303	NPC313985
Remote Similarity	0.6303	NPC49196
Remote Similarity	0.6303	NPC81654
Remote Similarity	0.6303	NPC195461
Remote Similarity	0.6303	NPC79129
Remote Similarity	0.6303	NPC249150
Remote Similarity	0.63	NPC182057
Remote Similarity	0.63	NPC147298
Remote Similarity	0.63	NPC256268
Remote Similarity	0.63	NPC131450
Remote Similarity	0.63	NPC219336
Remote Similarity	0.6286	NPC50503
Remote Similarity	0.628	NPC56170
Remote Similarity	0.6279	NPC470786
Remote Similarity	0.6279	NPC472538
Remote Similarity	0.6275	NPC90415
Remote Similarity	0.6269	NPC27904
Remote Similarity	0.6269	NPC61011
Remote Similarity	0.6268	NPC472293
Remote Similarity	0.6263	NPC312860
Remote Similarity	0.6262	NPC472112
Remote Similarity	0.6262	NPC473239
Remote Similarity	0.6262	NPC314648
Remote Similarity	0.6256	NPC471130
Remote Similarity	0.625	NPC269886
Remote Similarity	0.625	NPC217372
Remote Similarity	0.625	NPC472210
Remote Similarity	0.625	NPC472295
Remote Similarity	0.625	NPC247735
Remote Similarity	0.625	NPC81802
Remote Similarity	0.625	NPC116555
Remote Similarity	0.625	NPC15573
Remote Similarity	0.625	NPC183662
Remote Similarity	0.6244	NPC472323
Remote Similarity	0.6243	NPC313889
Remote Similarity	0.624	NPC74619
Remote Similarity	0.6237	NPC88970
Remote Similarity	0.623	NPC229055
Remote Similarity	0.6226	NPC312870
Remote Similarity	0.6226	NPC294909
Remote Similarity	0.6226	NPC199851
Remote Similarity	0.6226	NPC254240
Remote Similarity	0.6226	NPC128265
Remote Similarity	0.6222	NPC229893
Remote Similarity	0.6221	NPC472070
Remote Similarity	0.622	NPC135950
Remote Similarity	0.6212	NPC273532
Remote Similarity	0.6212	NPC249614
Remote Similarity	0.6209	NPC320748
Remote Similarity	0.6209	NPC317672
Remote Similarity	0.6209	NPC474916
Remote Similarity	0.6209	NPC324245
Remote Similarity	0.6209	NPC59033
Remote Similarity	0.6202	NPC472292
Remote Similarity	0.6198	NPC74357
Remote Similarity	0.6198	NPC84317
Remote Similarity	0.6197	NPC328559
Remote Similarity	0.6196	NPC2823
Remote Similarity	0.619	NPC102592
Remote Similarity	0.619	NPC79356
Remote Similarity	0.6188	NPC15840
Remote Similarity	0.6186	NPC473376
Remote Similarity	0.6184	NPC469489
Remote Similarity	0.6179	NPC472297
Remote Similarity	0.6179	NPC472296
Remote Similarity	0.6179	NPC106118
Remote Similarity	0.6179	NPC284338
Remote Similarity	0.6178	NPC107287
Remote Similarity	0.6176	NPC207851
Remote Similarity	0.6172	NPC45850
Remote Similarity	0.6169	NPC83774
Remote Similarity	0.6168	NPC472062
Remote Similarity	0.6168	NPC472063
Remote Similarity	0.6168	NPC472069
Remote Similarity	0.6168	NPC143977
Remote Similarity	0.6165	NPC278434
Remote Similarity	0.6161	NPC141454
Remote Similarity	0.6161	NPC78767
Remote Similarity	0.6161	NPC473814
Remote Similarity	0.6157	NPC313796
Remote Similarity	0.6157	NPC313345
Remote Similarity	0.6157	NPC314855
Remote Similarity	0.6157	NPC315638
Remote Similarity	0.615	NPC79223
Remote Similarity	0.615	NPC248862
Remote Similarity	0.615	NPC469529
Remote Similarity	0.615	NPC121327
Remote Similarity	0.6146	NPC311282
Remote Similarity	0.6146	NPC476423
Remote Similarity	0.6146	NPC133003
Remote Similarity	0.6143	NPC93390
Remote Similarity	0.6138	NPC112741
Remote Similarity	0.6136	NPC111732
Remote Similarity	0.6134	NPC113812
Remote Similarity	0.6134	NPC154478
Remote Similarity	0.6129	NPC314297
Remote Similarity	0.6129	NPC315545
Remote Similarity	0.6124	NPC216550
Remote Similarity	0.6124	NPC472113
Remote Similarity	0.6122	NPC113056
Remote Similarity	0.6122	NPC138293
Remote Similarity	0.6121	NPC32451
Remote Similarity	0.6119	NPC471743
Remote Similarity	0.6111	NPC25442
Remote Similarity	0.6111	NPC12944
Remote Similarity	0.6111	NPC470894
Remote Similarity	0.6108	NPC73994
Remote Similarity	0.6108	NPC469896
Remote Similarity	0.6108	NPC88110
Remote Similarity	0.6106	NPC314333
Remote Similarity	0.6106	NPC324091
Remote Similarity	0.6106	NPC154339
Remote Similarity	0.6106	NPC83111
Remote Similarity	0.6103	NPC470680
Remote Similarity	0.6103	NPC100104
Remote Similarity	0.6098	NPC258480
Remote Similarity	0.6095	NPC267343
Remote Similarity	0.6093	NPC57398
Remote Similarity	0.6089	NPC272174
Remote Similarity	0.6085	NPC106824
Remote Similarity	0.6083	NPC472064
Remote Similarity	0.6083	NPC472065
Remote Similarity	0.6073	NPC472752
Remote Similarity	0.607	NPC139763
Remote Similarity	0.607	NPC157931
Remote Similarity	0.6065	NPC165599
Remote Similarity	0.6059	NPC55772
Remote Similarity	0.6059	NPC67659
Remote Similarity	0.6058	NPC221873
Remote Similarity	0.6055	NPC156044
Remote Similarity	0.6054	NPC322064
Remote Similarity	0.6054	NPC62995
Remote Similarity	0.6051	NPC474492
Remote Similarity	0.605	NPC302647
Remote Similarity	0.6049	NPC159125
Remote Similarity	0.6048	NPC471546
Remote Similarity	0.6048	NPC55493
Remote Similarity	0.6047	NPC155792
Remote Similarity	0.6045	NPC314834

Drug Structure

NPD1657 OpenBabel08211701082D 25 27 0 0 0 0 0 0 0 0999 V2000 -2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 2.0000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -1.0000 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 -1.7321 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 2 19 1 0 0 0 0 3 5 1 0 0 0 0 3 17 1 0 0 0 0 4 6 1 0 0 0 0 4 17 1 0 0 0 0 5 20 1 0 0 0 0 6 20 1 0 0 0 0 7 9 2 0 0 0 0 7 11 1 0 0 0 0 8 10 2 0 0 0 0 8 19 1 0 0 0 0 9 12 1 0 0 0 0 9 13 1 0 0 0 0 10 12 1 0 0 0 0 10 15 1 0 0 0 0 11 14 2 0 0 0 0 11 16 1 0 0 0 0 12 21 2 0 0 0 0 13 18 2 0 0 0 0 13 19 1 0 0 0 0 14 18 1 0 0 0 0 14 20 1 0 0 0 0 15 22 2 0 0 0 0 15 23 1 0 0 0 0 17 24 1 0 0 0 0 23 25 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP001000
DrugBank	DB00467
ChEMBL	CHEMBL826
IUPHAR/BPS	8882
PharmaGKB	PA449462
KEGG Drug	D00310
PubChem CID	3229
ChEBI	157175
CAS Number	74011-58-8

Drug Properties

Molecular Weight	320.13
ALogP	-0.2676
MLogP	2.23
XLogP	1.472
HDA	7
HBD	2
Rotatable Bonds	6
TPSA	85.77
RO5 Violation	0