NPASS drugs

Drug Information

Drug ID:	NPD2906
Drug Name:	Ofloxacin
Molecular Formula:	C18H20FN3O4
Canonical SMILES:	CN1CCN(CC1)c1c(F)cc2c3c1OCC(n3cc(c2=O)C(=O)O)C
Standard InCHI:	InChI=1S/C18H20FN3O4/c1-10-9-26-17-14-11(16(23)12(18(24)25)8-22(10)14)7-13(19)15(17)21-5-3-20(2)4-6-21/h7-8,10H,3-6,9H2,1-2H3,(H,24,25)
Standard InCHIKey:	GSDSWSVVBLHKDQ-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD2906

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	247
0.1-0.2	1460
0.2-0.3	5853
0.3-0.4	7123
0.4-0.5	8121
0.5-0.6	7561
0.6-0.7	499
0.7-0.8	24
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	2

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	NPC329567
High Similarity	1.0	NPC330683
Intermediate Similarity	0.7604	NPC318183
Intermediate Similarity	0.7513	NPC292265
Intermediate Similarity	0.7476	NPC478075
Intermediate Similarity	0.743	NPC30749
Intermediate Similarity	0.7427	NPC112937
Intermediate Similarity	0.7346	NPC246140
Intermediate Similarity	0.7346	NPC195787
Intermediate Similarity	0.7302	NPC305542
Intermediate Similarity	0.7273	NPC127082
Intermediate Similarity	0.726	NPC138615
Intermediate Similarity	0.726	NPC218733
Intermediate Similarity	0.726	NPC132874
Intermediate Similarity	0.726	NPC265642
Intermediate Similarity	0.7188	NPC13249
Intermediate Similarity	0.7156	NPC176113
Intermediate Similarity	0.715	NPC212123
Intermediate Similarity	0.7108	NPC262725
Intermediate Similarity	0.7108	NPC87391
Intermediate Similarity	0.7062	NPC93653
Intermediate Similarity	0.705	NPC8467
Intermediate Similarity	0.7044	NPC314659
Intermediate Similarity	0.7042	NPC1464
Intermediate Similarity	0.7027	NPC222046
Intermediate Similarity	0.7018	NPC218303
Remote Similarity	0.6995	NPC197335
Remote Similarity	0.6995	NPC469732
Remote Similarity	0.6995	NPC270301
Remote Similarity	0.6995	NPC116096
Remote Similarity	0.699	NPC21425
Remote Similarity	0.6972	NPC474366
Remote Similarity	0.6968	NPC234772
Remote Similarity	0.6964	NPC7560
Remote Similarity	0.6955	NPC114468
Remote Similarity	0.6923	NPC148391
Remote Similarity	0.6923	NPC45389
Remote Similarity	0.6909	NPC127996
Remote Similarity	0.6893	NPC316141
Remote Similarity	0.6875	NPC475609
Remote Similarity	0.6872	NPC115588
Remote Similarity	0.6863	NPC166169
Remote Similarity	0.6852	NPC41216
Remote Similarity	0.6847	NPC2905
Remote Similarity	0.6842	NPC5630
Remote Similarity	0.6842	NPC476436
Remote Similarity	0.6838	NPC151171
Remote Similarity	0.6838	NPC301501
Remote Similarity	0.6837	NPC301163
Remote Similarity	0.683	NPC134702
Remote Similarity	0.6814	NPC118189
Remote Similarity	0.6814	NPC76478
Remote Similarity	0.6812	NPC471513
Remote Similarity	0.681	NPC329631
Remote Similarity	0.6806	NPC15987
Remote Similarity	0.68	NPC288110
Remote Similarity	0.6798	NPC122886
Remote Similarity	0.6784	NPC299582
Remote Similarity	0.6781	NPC476220
Remote Similarity	0.6781	NPC160113
Remote Similarity	0.6769	NPC285254
Remote Similarity	0.6768	NPC257763
Remote Similarity	0.6767	NPC139373
Remote Similarity	0.6761	NPC170333
Remote Similarity	0.6758	NPC198160
Remote Similarity	0.6756	NPC182853
Remote Similarity	0.6753	NPC223242
Remote Similarity	0.6753	NPC477397
Remote Similarity	0.6752	NPC154922
Remote Similarity	0.6751	NPC469451
Remote Similarity	0.675	NPC472114
Remote Similarity	0.675	NPC472115
Remote Similarity	0.6748	NPC472163
Remote Similarity	0.6743	NPC87714
Remote Similarity	0.6743	NPC268077
Remote Similarity	0.6742	NPC269449
Remote Similarity	0.6737	NPC469450
Remote Similarity	0.673	NPC1820
Remote Similarity	0.673	NPC22476
Remote Similarity	0.673	NPC28510
Remote Similarity	0.6729	NPC41488
Remote Similarity	0.6726	NPC268223
Remote Similarity	0.6725	NPC19175
Remote Similarity	0.6713	NPC138830
Remote Similarity	0.6699	NPC85613
Remote Similarity	0.6699	NPC5167
Remote Similarity	0.6698	NPC234933
Remote Similarity	0.6697	NPC207971
Remote Similarity	0.6697	NPC475133
Remote Similarity	0.6696	NPC476069
Remote Similarity	0.6695	NPC329932
Remote Similarity	0.6695	NPC476429
Remote Similarity	0.6682	NPC232600
Remote Similarity	0.6682	NPC119722
Remote Similarity	0.6682	NPC116178
Remote Similarity	0.6681	NPC87560
Remote Similarity	0.6681	NPC469452
Remote Similarity	0.6667	NPC127362
Remote Similarity	0.6667	NPC313112
Remote Similarity	0.6667	NPC476258
Remote Similarity	0.6667	NPC203972
Remote Similarity	0.6667	NPC304837
Remote Similarity	0.6667	NPC301292
Remote Similarity	0.6653	NPC314702
Remote Similarity	0.6652	NPC217903
Remote Similarity	0.6652	NPC321166
Remote Similarity	0.6651	NPC203628
Remote Similarity	0.6649	NPC144691
Remote Similarity	0.6637	NPC126556
Remote Similarity	0.6637	NPC195636
Remote Similarity	0.662	NPC114039
Remote Similarity	0.662	NPC206109
Remote Similarity	0.6611	NPC477395
Remote Similarity	0.6611	NPC113455
Remote Similarity	0.661	NPC291173
Remote Similarity	0.6608	NPC77777
Remote Similarity	0.6608	NPC195120
Remote Similarity	0.6607	NPC470482
Remote Similarity	0.6607	NPC470481
Remote Similarity	0.6605	NPC303214
Remote Similarity	0.6603	NPC302235
Remote Similarity	0.6595	NPC473458
Remote Similarity	0.6594	NPC128476
Remote Similarity	0.6591	NPC475147
Remote Similarity	0.6591	NPC133156
Remote Similarity	0.6587	NPC288305
Remote Similarity	0.6584	NPC476569
Remote Similarity	0.6582	NPC131977
Remote Similarity	0.6574	NPC316282
Remote Similarity	0.6567	NPC204867
Remote Similarity	0.6564	NPC241392
Remote Similarity	0.6562	NPC295479
Remote Similarity	0.6562	NPC220241
Remote Similarity	0.656	NPC67904
Remote Similarity	0.6558	NPC198401
Remote Similarity	0.655	NPC157983
Remote Similarity	0.655	NPC118154
Remote Similarity	0.6544	NPC100863
Remote Similarity	0.6542	NPC469722
Remote Similarity	0.6529	NPC120239
Remote Similarity	0.6525	NPC185031
Remote Similarity	0.6524	NPC248903
Remote Similarity	0.6518	NPC25961
Remote Similarity	0.6507	NPC327005
Remote Similarity	0.65	NPC133817
Remote Similarity	0.65	NPC474077
Remote Similarity	0.65	NPC288759
Remote Similarity	0.65	NPC476443
Remote Similarity	0.6498	NPC470021
Remote Similarity	0.6495	NPC92803
Remote Similarity	0.6494	NPC148124
Remote Similarity	0.6491	NPC478046
Remote Similarity	0.6491	NPC478047
Remote Similarity	0.6491	NPC180210
Remote Similarity	0.6491	NPC321226
Remote Similarity	0.6491	NPC314914
Remote Similarity	0.6491	NPC328856
Remote Similarity	0.6488	NPC477393
Remote Similarity	0.6488	NPC471648
Remote Similarity	0.6488	NPC208522
Remote Similarity	0.6481	NPC26928
Remote Similarity	0.6478	NPC318525
Remote Similarity	0.6478	NPC10653
Remote Similarity	0.6476	NPC189661
Remote Similarity	0.6476	NPC314817
Remote Similarity	0.6476	NPC66191
Remote Similarity	0.6476	NPC316297
Remote Similarity	0.6468	NPC71124
Remote Similarity	0.6463	NPC316368
Remote Similarity	0.6463	NPC284236
Remote Similarity	0.646	NPC159815
Remote Similarity	0.6452	NPC477258
Remote Similarity	0.6452	NPC470023
Remote Similarity	0.645	NPC329830
Remote Similarity	0.645	NPC99724
Remote Similarity	0.6447	NPC470001
Remote Similarity	0.6447	NPC470002
Remote Similarity	0.6447	NPC478048
Remote Similarity	0.6441	NPC211215
Remote Similarity	0.6438	NPC5374
Remote Similarity	0.6438	NPC241263
Remote Similarity	0.6438	NPC477394
Remote Similarity	0.6434	NPC477396
Remote Similarity	0.6429	NPC309692
Remote Similarity	0.6422	NPC161804
Remote Similarity	0.6414	NPC49547
Remote Similarity	0.6413	NPC158551
Remote Similarity	0.6413	NPC477161
Remote Similarity	0.641	NPC266994
Remote Similarity	0.6408	NPC471604
Remote Similarity	0.6407	NPC170101
Remote Similarity	0.6407	NPC472099
Remote Similarity	0.6402	NPC18890
Remote Similarity	0.6398	NPC470317
Remote Similarity	0.6396	NPC317572
Remote Similarity	0.6393	NPC17677
Remote Similarity	0.639	NPC33507
Remote Similarity	0.6389	NPC473004
Remote Similarity	0.6389	NPC226708
Remote Similarity	0.6388	NPC472098

Drug Structure

NPD2906 OpenBabel08211702562D 27 30 0 0 1 0 0 0 0 0999 V2000 2.5226 0.5189 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5668 -1.0545 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1299 -0.1933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1026 -1.8683 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1629 -0.1775 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1355 -1.8525 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0319 -2.9187 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5421 -1.4402 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8311 0.4871 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6900 0.0185 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 0.8745 -2.4257 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5527 -2.4073 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8097 -2.4441 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8640 -1.4586 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8203 -1.4770 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7220 -2.9002 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0106 -0.9729 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3946 -2.8807 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6444 -2.9388 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -3.5998 -1.0387 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.6657 -1.0071 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7007 -0.9544 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7341 -3.8696 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4057 -3.8466 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.2256 -2.3882 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 5.0676 -2.8616 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 10 1 0 0 0 0 2 20 1 0 0 0 0 3 5 1 0 0 0 0 3 20 1 0 0 0 0 4 6 1 0 0 0 0 4 20 1 0 0 0 0 5 21 1 0 0 0 0 6 21 1 0 0 0 0 7 11 2 0 0 0 0 7 13 1 0 0 0 0 8 12 2 0 0 0 0 8 22 1 0 0 0 0 9 10 1 0 0 0 0 9 26 1 0 0 0 0 10 22 1 0 0 0 0 11 14 1 0 0 0 0 11 16 1 0 0 0 0 12 16 1 0 0 0 0 12 18 1 0 0 0 0 13 15 2 0 0 0 0 13 19 1 0 0 0 0 14 17 2 0 0 0 0 14 22 1 0 0 0 0 15 17 1 0 0 0 0 15 21 1 0 0 0 0 16 23 2 0 0 0 0 17 26 1 0 0 0 0 18 24 2 0 0 0 0 18 25 1 0 0 0 0 25 27 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000655
DrugBank	DB01165
ChEMBL	CHEMBL4
IUPHAR/BPS
PharmaGKB	PA450684
KEGG Drug	D00453
PubChem CID	4583
ChEBI	7731
CAS Number	82419-36-1

Drug Properties

Molecular Weight	361.14
ALogP	-0.226
MLogP	2.56
XLogP	1.49
HDA	6
HBD	1
Rotatable Bonds	6
TPSA	73.32
RO5 Violation	0