NPASS drugs

Drug Information

Drug ID:	NPD2397
Drug Name:	clinafloxacin
Molecular Formula:	C17H17ClFN3O3
Canonical SMILES:	NC1CCN(C1)c1c(F)cc2c(c1Cl)n(cc(c2=O)C(=O)O)C1CC1
Standard InCHI:	InChI=1S/C17H17ClFN3O3/c18-13-14-10(5-12(19)15(13)21-4-3-8(20)6-21)16(23)11(17(24)25)7-22(14)9-1-2-9/h5,7-9H,1-4,6,20H2,(H,24,25)
Standard InCHIKey:	QGPKADBNRMWEQR-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2397

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	237
0.1-0.2	1668
0.2-0.3	9583
0.3-0.4	13703
0.4-0.5	4442
0.5-0.6	1140
0.6-0.7	114
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	1.0	NPC316141
High Similarity	0.8706	NPC292265
Intermediate Similarity	0.7966	NPC318183
Remote Similarity	0.6893	NPC330683
Remote Similarity	0.6893	NPC329567
Remote Similarity	0.6865	NPC293458
Remote Similarity	0.6848	NPC36495
Remote Similarity	0.68	NPC202812
Remote Similarity	0.6761	NPC471164
Remote Similarity	0.6703	NPC123241
Remote Similarity	0.6684	NPC472118
Remote Similarity	0.6599	NPC97584
Remote Similarity	0.6545	NPC223595
Remote Similarity	0.6545	NPC224970
Remote Similarity	0.6545	NPC167724
Remote Similarity	0.6524	NPC61013
Remote Similarity	0.6489	NPC193410
Remote Similarity	0.6465	NPC470317
Remote Similarity	0.6455	NPC248117
Remote Similarity	0.6437	NPC314098
Remote Similarity	0.642	NPC253476
Remote Similarity	0.6396	NPC218594
Remote Similarity	0.6396	NPC99043
Remote Similarity	0.6389	NPC43477
Remote Similarity	0.6379	NPC194562
Remote Similarity	0.6368	NPC474058
Remote Similarity	0.6368	NPC27904
Remote Similarity	0.6358	NPC72473
Remote Similarity	0.6358	NPC307437
Remote Similarity	0.6358	NPC58827
Remote Similarity	0.6355	NPC5630
Remote Similarity	0.6354	NPC472241
Remote Similarity	0.6345	NPC186669
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	0.6324	NPC237649
Remote Similarity	0.6324	NPC300596
Remote Similarity	0.6324	NPC203628
Remote Similarity	0.6318	NPC52262
Remote Similarity	0.628	NPC303214
Remote Similarity	0.6275	NPC313293
Remote Similarity	0.6272	NPC291962
Remote Similarity	0.6272	NPC177684
Remote Similarity	0.6257	NPC314223
Remote Similarity	0.6256	NPC473815
Remote Similarity	0.625	NPC472242
Remote Similarity	0.6244	NPC329338
Remote Similarity	0.6244	NPC469726
Remote Similarity	0.6237	NPC279527
Remote Similarity	0.6237	NPC214960
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	0.6223	NPC285381
Remote Similarity	0.6218	NPC189116
Remote Similarity	0.6216	NPC478039
Remote Similarity	0.6212	NPC264482
Remote Similarity	0.6212	NPC203202
Remote Similarity	0.6212	NPC475607
Remote Similarity	0.6203	NPC144691
Remote Similarity	0.6199	NPC103292
Remote Similarity	0.6193	NPC472245
Remote Similarity	0.6181	NPC474081
Remote Similarity	0.6181	NPC14849
Remote Similarity	0.6176	NPC14994
Remote Similarity	0.617	NPC154602
Remote Similarity	0.6166	NPC99632
Remote Similarity	0.6166	NPC472117
Remote Similarity	0.6166	NPC282339
Remote Similarity	0.6162	NPC328611
Remote Similarity	0.6162	NPC475594
Remote Similarity	0.6162	NPC470548
Remote Similarity	0.6158	NPC316746
Remote Similarity	0.6154	NPC472115
Remote Similarity	0.6154	NPC472114
Remote Similarity	0.615	NPC147298
Remote Similarity	0.615	NPC6974
Remote Similarity	0.615	NPC475761
Remote Similarity	0.615	NPC474041
Remote Similarity	0.615	NPC131450
Remote Similarity	0.615	NPC182057
Remote Similarity	0.6139	NPC159963
Remote Similarity	0.6136	NPC209389
Remote Similarity	0.6134	NPC138293
Remote Similarity	0.6134	NPC113056
Remote Similarity	0.6132	NPC232600
Remote Similarity	0.6114	NPC472102
Remote Similarity	0.6114	NPC309531
Remote Similarity	0.6108	NPC136002
Remote Similarity	0.6108	NPC314186
Remote Similarity	0.6105	NPC257490
Remote Similarity	0.6102	NPC314431
Remote Similarity	0.6069	NPC39818
Remote Similarity	0.6066	NPC218733
Remote Similarity	0.6066	NPC138615
Remote Similarity	0.6066	NPC265642
Remote Similarity	0.6066	NPC132874
Remote Similarity	0.6056	NPC471944
Remote Similarity	0.605	NPC476441
Remote Similarity	0.6045	NPC150863
Remote Similarity	0.6044	NPC122553
Remote Similarity	0.6033	NPC471574
Remote Similarity	0.6029	NPC471742
Remote Similarity	0.6029	NPC285923
Remote Similarity	0.6022	NPC173295
Remote Similarity	0.6021	NPC478076
Remote Similarity	0.6019	NPC225400
Remote Similarity	0.6011	NPC280807
Remote Similarity	0.601	NPC22476
Remote Similarity	0.6	NPC248862
Remote Similarity	0.6	NPC476231
Remote Similarity	0.5991	NPC472538
Remote Similarity	0.5991	NPC470786
Remote Similarity	0.5991	NPC471155
Remote Similarity	0.599	NPC475094
Remote Similarity	0.5988	NPC226143
Remote Similarity	0.598	NPC355
Remote Similarity	0.5969	NPC204867
Remote Similarity	0.5963	NPC270241
Remote Similarity	0.5963	NPC285192
Remote Similarity	0.5962	NPC106118
Remote Similarity	0.5961	NPC475685
Remote Similarity	0.5954	NPC150323
Remote Similarity	0.5949	NPC225319
Remote Similarity	0.5946	NPC189661
Remote Similarity	0.5943	NPC254698
Remote Similarity	0.5939	NPC470069
Remote Similarity	0.5939	NPC471130
Remote Similarity	0.5939	NPC52059
Remote Similarity	0.5936	NPC130797
Remote Similarity	0.5933	NPC25401
Remote Similarity	0.5932	NPC322433
Remote Similarity	0.5928	NPC211525
Remote Similarity	0.5928	NPC153694
Remote Similarity	0.5924	NPC319645
Remote Similarity	0.5924	NPC19692
Remote Similarity	0.5924	NPC220151
Remote Similarity	0.5921	NPC115588
Remote Similarity	0.5918	NPC472121
Remote Similarity	0.5918	NPC88970
Remote Similarity	0.5917	NPC478075
Remote Similarity	0.5899	NPC87714
Remote Similarity	0.5897	NPC154478
Remote Similarity	0.5896	NPC472540
Remote Similarity	0.5896	NPC472293
Remote Similarity	0.5896	NPC472539
Remote Similarity	0.5896	NPC470787
Remote Similarity	0.5894	NPC150308
Remote Similarity	0.5892	NPC315051
Remote Similarity	0.5891	NPC471743
Remote Similarity	0.5885	NPC122106
Remote Similarity	0.5885	NPC83111
Remote Similarity	0.5879	NPC470971
Remote Similarity	0.5876	NPC84317
Remote Similarity	0.5871	NPC177261
Remote Similarity	0.5871	NPC476425
Remote Similarity	0.5869	NPC472542
Remote Similarity	0.5869	NPC472541
Remote Similarity	0.5869	NPC471199
Remote Similarity	0.5864	NPC241392
Remote Similarity	0.5862	NPC130931
Remote Similarity	0.586	NPC316202
Remote Similarity	0.586	NPC301760
Remote Similarity	0.5847	NPC151171
Remote Similarity	0.5846	NPC113946
Remote Similarity	0.5837	NPC316405
Remote Similarity	0.5837	NPC175474
Remote Similarity	0.5833	NPC243756
Remote Similarity	0.5833	NPC469732
Remote Similarity	0.5833	NPC477432
Remote Similarity	0.5829	NPC182131
Remote Similarity	0.5829	NPC472292
Remote Similarity	0.5822	NPC472116
Remote Similarity	0.5822	NPC97100
Remote Similarity	0.5822	NPC473375
Remote Similarity	0.5816	NPC63210
Remote Similarity	0.5816	NPC148468
Remote Similarity	0.5816	NPC310403
Remote Similarity	0.5816	NPC243673
Remote Similarity	0.5816	NPC97380
Remote Similarity	0.5816	NPC263709
Remote Similarity	0.5814	NPC472296
Remote Similarity	0.5814	NPC472297
Remote Similarity	0.5808	NPC313757
Remote Similarity	0.5806	NPC130251
Remote Similarity	0.5806	NPC207554
Remote Similarity	0.5806	NPC1464
Remote Similarity	0.5798	NPC137437
Remote Similarity	0.5798	NPC112839
Remote Similarity	0.5795	NPC268534
Remote Similarity	0.5794	NPC90967
Remote Similarity	0.5787	NPC205946
Remote Similarity	0.5787	NPC68650
Remote Similarity	0.5785	NPC119722

Drug Structure

NPD2397 OpenBabel08211702172D 28 31 0 0 1 0 0 0 0 0999 V2000 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 4.5468 -1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5686 -0.9945 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 4.3776 0.4067 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 5.0468 -0.3364 0.0000 C 0 0 3 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 6.0413 -0.2319 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 6.6291 -1.0409 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.4480 0.6817 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 9 1 0 0 0 0 2 9 1 0 0 0 0 3 4 1 0 0 0 0 3 8 1 0 0 0 0 4 21 1 0 0 0 0 5 10 2 0 0 0 0 5 12 1 0 0 0 0 6 8 1 0 0 0 0 6 21 1 0 0 0 0 7 11 2 0 0 0 0 7 22 1 0 0 0 0 8 20 1 0 0 0 0 9 22 1 0 0 0 0 10 14 1 0 0 0 0 10 16 1 0 0 0 0 11 16 1 0 0 0 0 11 17 1 0 0 0 0 12 15 2 0 0 0 0 12 19 1 0 0 0 0 13 14 2 0 0 0 0 13 15 1 0 0 0 0 13 18 1 0 0 0 0 14 22 1 0 0 0 0 15 21 1 0 0 0 0 16 23 2 0 0 0 0 17 24 2 0 0 0 0 17 25 1 0 0 0 0 20 26 1 0 0 0 0 20 27 1 0 0 0 0 25 28 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB008718
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	365.09
ALogP	-1.1935
MLogP	2.45
XLogP	2.089
HDA	6
HBD	2
Rotatable Bonds	7
TPSA	86.87
RO5 Violation	0