NPASS drugs

Drug Information

Drug ID:	NPD3414
Drug Name:	Besifloxacin
Molecular Formula:	C19H21ClFN3O3
Canonical SMILES:	N[C@@H]1CCCCN(C1)c1c(F)cc2c(c1Cl)n(cc(c2=O)C(=O)O)C1CC1
Standard InCHI:	InChI=1S/C19H21ClFN3O3/c20-15-16-12(18(25)13(19(26)27)9-24(16)11-4-5-11)7-14(21)17(15)23-6-2-1-3-10(22)8-23/h7,9-11H,1-6,8,22H2,(H,26,27)/t10-/m1/s1
Standard InCHIKey:	QFFGVLORLPOAEC-SNVBAGLBSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD3414

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	241
0.1-0.2	1814
0.2-0.3	10233
0.3-0.4	13286
0.4-0.5	4365
0.5-0.6	869
0.6-0.7	79
0.7-0.8	1
0.8-0.85	0
0.85-0.9	1
0.9-0.95	0
0.95-1	1

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	0.9641	NPC316141
High Similarity	0.8706	NPC292265
Intermediate Similarity	0.7966	NPC318183
Remote Similarity	0.6893	NPC330683
Remote Similarity	0.6893	NPC329567
Remote Similarity	0.6596	NPC293458
Remote Similarity	0.6578	NPC36495
Remote Similarity	0.6552	NPC202812
Remote Similarity	0.648	NPC471164
Remote Similarity	0.6465	NPC470317
Remote Similarity	0.6437	NPC314098
Remote Similarity	0.6436	NPC123241
Remote Similarity	0.6425	NPC472118
Remote Similarity	0.642	NPC253476
Remote Similarity	0.6389	NPC43477
Remote Similarity	0.6379	NPC194562
Remote Similarity	0.6368	NPC474058
Remote Similarity	0.6368	NPC27904
Remote Similarity	0.6358	NPC307437
Remote Similarity	0.6358	NPC58827
Remote Similarity	0.6358	NPC72473
Remote Similarity	0.6354	NPC472241
Remote Similarity	0.635	NPC97584
Remote Similarity	0.6337	NPC472244
Remote Similarity	0.6337	NPC470343
Remote Similarity	0.6333	NPC242933
Remote Similarity	0.6333	NPC472243
Remote Similarity	0.6328	NPC316104
Remote Similarity	0.6328	NPC162417
Remote Similarity	0.6289	NPC224970
Remote Similarity	0.6289	NPC167724
Remote Similarity	0.6289	NPC223595
Remote Similarity	0.6275	NPC313293
Remote Similarity	0.6272	NPC291962
Remote Similarity	0.6272	NPC177684
Remote Similarity	0.6263	NPC61013
Remote Similarity	0.625	NPC472242
Remote Similarity	0.6235	NPC258531
Remote Similarity	0.6235	NPC179605
Remote Similarity	0.6235	NPC279385
Remote Similarity	0.6235	NPC161956
Remote Similarity	0.6235	NPC112373
Remote Similarity	0.623	NPC193410
Remote Similarity	0.6218	NPC189116
Remote Similarity	0.6216	NPC478039
Remote Similarity	0.6203	NPC144691
Remote Similarity	0.6199	NPC103292
Remote Similarity	0.6198	NPC248117
Remote Similarity	0.6193	NPC472245
Remote Similarity	0.6181	NPC14849
Remote Similarity	0.6162	NPC328611
Remote Similarity	0.6158	NPC316746
Remote Similarity	0.615	NPC99043
Remote Similarity	0.615	NPC218594
Remote Similarity	0.615	NPC147298
Remote Similarity	0.615	NPC131450
Remote Similarity	0.615	NPC182057
Remote Similarity	0.6134	NPC138293
Remote Similarity	0.6134	NPC113056
Remote Similarity	0.6117	NPC5630
Remote Similarity	0.6108	NPC314186
Remote Similarity	0.6105	NPC257490
Remote Similarity	0.6102	NPC314431
Remote Similarity	0.61	NPC186669
Remote Similarity	0.6087	NPC203628
Remote Similarity	0.6085	NPC314223
Remote Similarity	0.6078	NPC52262
Remote Similarity	0.6069	NPC39818
Remote Similarity	0.6064	NPC300596
Remote Similarity	0.6064	NPC237649
Remote Similarity	0.6048	NPC303214
Remote Similarity	0.6045	NPC150863
Remote Similarity	0.6029	NPC471742
Remote Similarity	0.6029	NPC285923
Remote Similarity	0.6022	NPC173295
Remote Similarity	0.602	NPC471130
Remote Similarity	0.6019	NPC473815
Remote Similarity	0.6011	NPC280807
Remote Similarity	0.6	NPC248862
Remote Similarity	0.6	NPC329338
Remote Similarity	0.6	NPC88970
Remote Similarity	0.6	NPC469726
Remote Similarity	0.599	NPC279527
Remote Similarity	0.599	NPC214960
Remote Similarity	0.5988	NPC226143
Remote Similarity	0.597	NPC203202
Remote Similarity	0.597	NPC264482
Remote Similarity	0.597	NPC475607
Remote Similarity	0.5969	NPC204867
Remote Similarity	0.5969	NPC285381
Remote Similarity	0.5954	NPC150323
Remote Similarity	0.5942	NPC14994
Remote Similarity	0.5941	NPC474081
Remote Similarity	0.5936	NPC130797
Remote Similarity	0.5932	NPC322433
Remote Similarity	0.5924	NPC319645
Remote Similarity	0.592	NPC475594
Remote Similarity	0.592	NPC470548
Remote Similarity	0.5918	NPC472117
Remote Similarity	0.5918	NPC282339
Remote Similarity	0.5918	NPC99632
Remote Similarity	0.5916	NPC154602
Remote Similarity	0.5911	NPC475761
Remote Similarity	0.5911	NPC474041
Remote Similarity	0.5911	NPC6974
Remote Similarity	0.5909	NPC472114
Remote Similarity	0.5909	NPC472115
Remote Similarity	0.5907	NPC232600
Remote Similarity	0.5902	NPC159963
Remote Similarity	0.5897	NPC154478
Remote Similarity	0.5891	NPC471743
Remote Similarity	0.5879	NPC470971
Remote Similarity	0.5876	NPC84317
Remote Similarity	0.587	NPC122553
Remote Similarity	0.5869	NPC316282
Remote Similarity	0.5867	NPC472102
Remote Similarity	0.5867	NPC309531
Remote Similarity	0.5866	NPC209389
Remote Similarity	0.5864	NPC241392
Remote Similarity	0.5862	NPC130931
Remote Similarity	0.586	NPC316202
Remote Similarity	0.5851	NPC136002
Remote Similarity	0.5841	NPC218733
Remote Similarity	0.5841	NPC265642
Remote Similarity	0.5841	NPC138615
Remote Similarity	0.5841	NPC132874
Remote Similarity	0.5837	NPC316405
Remote Similarity	0.5833	NPC471944
Remote Similarity	0.5833	NPC477432
Remote Similarity	0.5829	NPC182131
Remote Similarity	0.5821	NPC355
Remote Similarity	0.5817	NPC87391
Remote Similarity	0.5813	NPC476441
Remote Similarity	0.5799	NPC225400
Remote Similarity	0.5795	NPC268534
Remote Similarity	0.5787	NPC205946
Remote Similarity	0.5782	NPC22476
Remote Similarity	0.5781	NPC13526
Remote Similarity	0.5775	NPC2823
Remote Similarity	0.5775	NPC471574
Remote Similarity	0.5773	NPC470786
Remote Similarity	0.5773	NPC471155
Remote Similarity	0.5773	NPC472538
Remote Similarity	0.5773	NPC478076
Remote Similarity	0.5758	NPC476231
Remote Similarity	0.5756	NPC475094
Remote Similarity	0.5749	NPC314659
Remote Similarity	0.5747	NPC285192
Remote Similarity	0.5747	NPC270241
Remote Similarity	0.5741	NPC107828
Remote Similarity	0.5741	NPC106118
Remote Similarity	0.5741	NPC90358
Remote Similarity	0.5733	NPC189661
Remote Similarity	0.5728	NPC475685
Remote Similarity	0.5727	NPC471191
Remote Similarity	0.5714	NPC314287
Remote Similarity	0.5714	NPC115588
Remote Similarity	0.5714	NPC478040
Remote Similarity	0.5708	NPC25401
Remote Similarity	0.5707	NPC225319
Remote Similarity	0.5701	NPC19692
Remote Similarity	0.5701	NPC220151
Remote Similarity	0.5701	NPC478075
Remote Similarity	0.57	NPC470069
Remote Similarity	0.57	NPC197335
Remote Similarity	0.57	NPC52059
Remote Similarity	0.5699	NPC287358
Remote Similarity	0.5698	NPC113099
Remote Similarity	0.5691	NPC122235
Remote Similarity	0.5688	NPC136573
Remote Similarity	0.5688	NPC176371
Remote Similarity	0.5687	NPC284706
Remote Similarity	0.5685	NPC153694
Remote Similarity	0.5685	NPC211525
Remote Similarity	0.5682	NPC87714
Remote Similarity	0.5678	NPC35510
Remote Similarity	0.5678	NPC472121
Remote Similarity	0.5678	NPC253667
Remote Similarity	0.5678	NPC286871
Remote Similarity	0.5678	NPC199737
Remote Similarity	0.5676	NPC300299
Remote Similarity	0.5674	NPC472293
Remote Similarity	0.5674	NPC254698
Remote Similarity	0.5674	NPC472540
Remote Similarity	0.5674	NPC472539
Remote Similarity	0.5674	NPC470787
Remote Similarity	0.5672	NPC278887
Remote Similarity	0.5668	NPC315224
Remote Similarity	0.5667	NPC150308
Remote Similarity	0.566	NPC83111
Remote Similarity	0.5658	NPC248601
Remote Similarity	0.5652	NPC298320
Remote Similarity	0.5649	NPC151171
Remote Similarity	0.5648	NPC471199
Remote Similarity	0.5648	NPC472542
Remote Similarity	0.5648	NPC472541
Remote Similarity	0.5642	NPC192533
Remote Similarity	0.5641	NPC122106
Remote Similarity	0.5638	NPC315051
Remote Similarity	0.5637	NPC476425

Drug Structure

NPD3414 OpenBabel08211703112D 30 33 0 0 1 0 0 0 0 0999 V2000 5.1113 -1.5283 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1224 -1.6774 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6113 -0.6623 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -1.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 -1.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3894 -0.9972 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 4.2903 0.5633 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 5.2459 0.2686 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.0000 -1.0000 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 -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 1.7321 0.0000 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 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 -1.7321 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -1.0000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 2.0000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 5.9261 1.0016 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 0.0000 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 0.0000 3.0000 0.0000 O 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 -2.5981 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.9010 0.7791 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.6313 1.9572 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 3 1 0 0 0 0 2 6 1 0 0 0 0 3 10 1 0 0 0 0 4 5 1 0 0 0 0 4 11 1 0 0 0 0 5 11 1 0 0 0 0 6 23 1 0 0 0 0 7 12 2 0 0 0 0 7 14 1 0 0 0 0 8 10 1 0 0 0 0 8 23 1 0 0 0 0 9 13 2 0 0 0 0 9 24 1 0 0 0 0 10 22 1 6 0 0 0 11 24 1 0 0 0 0 12 16 1 0 0 0 0 12 18 1 0 0 0 0 13 18 1 0 0 0 0 13 19 1 0 0 0 0 14 17 2 0 0 0 0 14 21 1 0 0 0 0 15 16 2 0 0 0 0 15 17 1 0 0 0 0 15 20 1 0 0 0 0 16 24 1 0 0 0 0 17 23 1 0 0 0 0 18 25 2 0 0 0 0 19 26 2 0 0 0 0 19 27 1 0 0 0 0 22 28 1 0 0 0 0 22 29 1 0 0 0 0 27 30 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNAP001681
DrugBank	DB06771
ChEMBL	CHEMBL1201760
IUPHAR/BPS
PharmaGKB
KEGG Drug	D08872
PubChem CID	10178705
ChEBI	135622
CAS Number	141388-76-3

Drug Properties

Molecular Weight	393.13
ALogP	-1.7695
MLogP	2.67
XLogP	2.805
HDA	6
HBD	2
Rotatable Bonds	7
TPSA	86.87
RO5 Violation	0