NPASS drugs

Drug Information

Drug ID:	NPD3792
Drug Name:	Sarafloxacin
Molecular Formula:	C20H17F2N3O3
Canonical SMILES:	Fc1ccc(cc1)n1cc(C(=O)O)c(=O)c2c1cc(N1CCNCC1)c(c2)F
Standard InCHI:	InChI=1S/C20H17F2N3O3/c21-12-1-3-13(4-2-12)25-11-15(20(27)28)19(26)14-9-16(22)18(10-17(14)25)24-7-5-23-6-8-24/h1-4,9-11,23H,5-8H2,(H,27,28)
Standard InCHIKey:	XBHBWNFJWIASRO-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	DrugBank

Structural Similarity Between NPASS Natural Products and NPD3792

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	222
0.1-0.2	1447
0.2-0.3	7003
0.3-0.4	10986
0.4-0.5	8759
0.5-0.6	2017
0.6-0.7	424
0.7-0.8	29
0.8-0.85	1
0.85-0.9	0
0.9-0.95	1
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	0.9623	NPC318183
High Similarity	0.9379	NPC292265
Intermediate Similarity	0.8192	NPC316141
Intermediate Similarity	0.7778	NPC470317
Intermediate Similarity	0.7527	NPC313293
Intermediate Similarity	0.7471	NPC36495
Intermediate Similarity	0.7368	NPC202812
Intermediate Similarity	0.736	NPC330683
Intermediate Similarity	0.736	NPC329567
Intermediate Similarity	0.7288	NPC293458
Intermediate Similarity	0.7278	NPC472118
Intermediate Similarity	0.7166	NPC471742
Intermediate Similarity	0.7152	NPC253476
Intermediate Similarity	0.7127	NPC223595
Intermediate Similarity	0.7127	NPC167724
Intermediate Similarity	0.7127	NPC224970
Intermediate Similarity	0.712	NPC471743
Intermediate Similarity	0.7119	NPC61013
Intermediate Similarity	0.7119	NPC123241
Intermediate Similarity	0.7117	NPC194562
Intermediate Similarity	0.7107	NPC268534
Intermediate Similarity	0.7101	NPC471164
Intermediate Similarity	0.7101	NPC43477
Intermediate Similarity	0.7079	NPC193410
Intermediate Similarity	0.7073	NPC314098
Intermediate Similarity	0.7069	NPC144691
Intermediate Similarity	0.7059	NPC472241
Intermediate Similarity	0.7056	NPC204867
Intermediate Similarity	0.7044	NPC257490
Intermediate Similarity	0.7041	NPC242933
Intermediate Similarity	0.7039	NPC248117
Intermediate Similarity	0.7039	NPC27904
Remote Similarity	0.6984	NPC97584
Remote Similarity	0.6981	NPC279385
Remote Similarity	0.6981	NPC179605
Remote Similarity	0.6978	NPC182131
Remote Similarity	0.6975	NPC472244
Remote Similarity	0.6975	NPC470343
Remote Similarity	0.6961	NPC113056
Remote Similarity	0.6961	NPC138293
Remote Similarity	0.6952	NPC99043
Remote Similarity	0.6952	NPC218594
Remote Similarity	0.6941	NPC472243
Remote Similarity	0.6937	NPC103292
Remote Similarity	0.6936	NPC472242
Remote Similarity	0.6918	NPC177684
Remote Similarity	0.6918	NPC291962
Remote Similarity	0.6914	NPC300596
Remote Similarity	0.6914	NPC237649
Remote Similarity	0.6906	NPC99632
Remote Similarity	0.6906	NPC282339
Remote Similarity	0.689	NPC72473
Remote Similarity	0.689	NPC58827
Remote Similarity	0.689	NPC307437
Remote Similarity	0.6882	NPC470548
Remote Similarity	0.6875	NPC161956
Remote Similarity	0.6875	NPC258531
Remote Similarity	0.6875	NPC112373
Remote Similarity	0.6868	NPC189116
Remote Similarity	0.6859	NPC52262
Remote Similarity	0.6813	NPC226143
Remote Similarity	0.6809	NPC14849
Remote Similarity	0.6807	NPC472245
Remote Similarity	0.6806	NPC285923
Remote Similarity	0.6793	NPC214960
Remote Similarity	0.6793	NPC279527
Remote Similarity	0.6791	NPC329338
Remote Similarity	0.6791	NPC469726
Remote Similarity	0.6791	NPC328611
Remote Similarity	0.6788	NPC473815
Remote Similarity	0.6782	NPC136002
Remote Similarity	0.6772	NPC147298
Remote Similarity	0.6772	NPC474041
Remote Similarity	0.6772	NPC182057
Remote Similarity	0.6772	NPC131450
Remote Similarity	0.6766	NPC316746
Remote Similarity	0.6758	NPC474058
Remote Similarity	0.6755	NPC475607
Remote Similarity	0.6755	NPC203202
Remote Similarity	0.6755	NPC264482
Remote Similarity	0.6747	NPC209389
Remote Similarity	0.6742	NPC154602
Remote Similarity	0.6721	NPC88970
Remote Similarity	0.672	NPC186669
Remote Similarity	0.672	NPC474081
Remote Similarity	0.6718	NPC5630
Remote Similarity	0.6716	NPC471944
Remote Similarity	0.6707	NPC314431
Remote Similarity	0.6706	NPC173295
Remote Similarity	0.6705	NPC478039
Remote Similarity	0.6705	NPC2823
Remote Similarity	0.6703	NPC472115
Remote Similarity	0.6703	NPC472114
Remote Similarity	0.6702	NPC475594
Remote Similarity	0.6687	NPC39818
Remote Similarity	0.6686	NPC314186
Remote Similarity	0.6684	NPC203628
Remote Similarity	0.6684	NPC475761
Remote Similarity	0.6684	NPC475094
Remote Similarity	0.6684	NPC6974
Remote Similarity	0.6649	NPC471130
Remote Similarity	0.6649	NPC298320
Remote Similarity	0.6649	NPC177261
Remote Similarity	0.6648	NPC314223
Remote Similarity	0.6647	NPC162417
Remote Similarity	0.6647	NPC150863
Remote Similarity	0.6647	NPC316104
Remote Similarity	0.6633	NPC303214
Remote Similarity	0.663	NPC472117
Remote Similarity	0.6627	NPC322433
Remote Similarity	0.6615	NPC14994
Remote Similarity	0.6614	NPC248862
Remote Similarity	0.6611	NPC117032
Remote Similarity	0.6611	NPC285381
Remote Similarity	0.6609	NPC471574
Remote Similarity	0.6607	NPC280807
Remote Similarity	0.6606	NPC192533
Remote Similarity	0.6605	NPC115588
Remote Similarity	0.6591	NPC130797
Remote Similarity	0.6585	NPC225400
Remote Similarity	0.6583	NPC220151
Remote Similarity	0.6583	NPC19692
Remote Similarity	0.658	NPC159963
Remote Similarity	0.6579	NPC476441
Remote Similarity	0.6578	NPC470971
Remote Similarity	0.6576	NPC225319
Remote Similarity	0.6576	NPC472102
Remote Similarity	0.6576	NPC309531
Remote Similarity	0.6575	NPC478076
Remote Similarity	0.6564	NPC150323
Remote Similarity	0.6553	NPC472538
Remote Similarity	0.6553	NPC478075
Remote Similarity	0.6553	NPC470786
Remote Similarity	0.6553	NPC471155
Remote Similarity	0.655	NPC470787
Remote Similarity	0.655	NPC472540
Remote Similarity	0.655	NPC472539
Remote Similarity	0.6541	NPC476231
Remote Similarity	0.6537	NPC313112
Remote Similarity	0.6537	NPC301292
Remote Similarity	0.6535	NPC106118
Remote Similarity	0.6522	NPC270241
Remote Similarity	0.6517	NPC472542
Remote Similarity	0.6517	NPC472541
Remote Similarity	0.6512	NPC300299
Remote Similarity	0.6502	NPC151171
Remote Similarity	0.6497	NPC316405
Remote Similarity	0.6497	NPC175474
Remote Similarity	0.6494	NPC319645
Remote Similarity	0.6485	NPC50503
Remote Similarity	0.6484	NPC295021
Remote Similarity	0.6481	NPC229893
Remote Similarity	0.6477	NPC475685
Remote Similarity	0.6471	NPC232600
Remote Similarity	0.6468	NPC472116
Remote Similarity	0.6463	NPC130931
Remote Similarity	0.6456	NPC314648
Remote Similarity	0.6452	NPC472121
Remote Similarity	0.6452	NPC199737
Remote Similarity	0.6445	NPC471741
Remote Similarity	0.6442	NPC285192
Remote Similarity	0.6432	NPC154478
Remote Similarity	0.6429	NPC49184
Remote Similarity	0.6422	NPC79129
Remote Similarity	0.6422	NPC313985
Remote Similarity	0.6422	NPC81654
Remote Similarity	0.6422	NPC195461
Remote Similarity	0.6422	NPC249150
Remote Similarity	0.6422	NPC49196
Remote Similarity	0.6413	NPC84317
Remote Similarity	0.6412	NPC477432
Remote Similarity	0.641	NPC243058
Remote Similarity	0.6409	NPC473329
Remote Similarity	0.6404	NPC265642
Remote Similarity	0.6404	NPC132874
Remote Similarity	0.6404	NPC52557
Remote Similarity	0.6404	NPC138615
Remote Similarity	0.6404	NPC218733
Remote Similarity	0.64	NPC83214
Remote Similarity	0.6396	NPC150308
Remote Similarity	0.6387	NPC476425
Remote Similarity	0.6386	NPC245916
Remote Similarity	0.6383	NPC299582
Remote Similarity	0.6382	NPC83111
Remote Similarity	0.6378	NPC203635
Remote Similarity	0.6374	NPC243756
Remote Similarity	0.6373	NPC217372
Remote Similarity	0.6373	NPC15573
Remote Similarity	0.6373	NPC183662
Remote Similarity	0.6369	NPC205946
Remote Similarity	0.6368	NPC471778
Remote Similarity	0.6364	NPC130251
Remote Similarity	0.6364	NPC469741
Remote Similarity	0.6364	NPC207554
Remote Similarity	0.6359	NPC473297
Remote Similarity	0.6359	NPC288759
Remote Similarity	0.6359	NPC15987
Remote Similarity	0.6355	NPC471199
Remote Similarity	0.6355	NPC90967
Remote Similarity	0.6351	NPC72956

Drug Structure

NPD3792 OpenBabel08211704332D 30 33 0 0 0 0 0 0 0 0999 V2000 0.8660 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 2.5000 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 -0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -0.5000 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 -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 0.0000 3.0000 0.0000 C 0 0 0 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 -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 -0.0000 4.0000 0.0000 F 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 -5.1962 1.0000 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 -6.0622 1.5000 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 3 1 0 0 0 0 1 12 2 0 0 0 0 2 4 2 0 0 0 0 2 12 1 0 0 0 0 3 13 2 0 0 0 0 4 13 1 0 0 0 0 5 7 1 0 0 0 0 5 23 1 0 0 0 0 6 8 1 0 0 0 0 6 23 1 0 0 0 0 7 24 1 0 0 0 0 8 24 1 0 0 0 0 9 14 2 0 0 0 0 9 16 1 0 0 0 0 10 17 2 0 0 0 0 10 18 1 0 0 0 0 11 15 2 0 0 0 0 11 25 1 0 0 0 0 12 21 1 0 0 0 0 13 25 1 0 0 0 0 14 17 1 0 0 0 0 14 19 1 0 0 0 0 15 19 1 0 0 0 0 15 20 1 0 0 0 0 16 18 2 0 0 0 0 16 22 1 0 0 0 0 17 25 1 0 0 0 0 18 24 1 0 0 0 0 19 26 2 0 0 0 0 20 27 2 0 0 0 0 20 28 1 0 0 0 0 23 29 1 0 0 0 0 28 30 1 0 0 0 0 M END $$$$

External Identifiers

TTD
DrugBank	DB11491
ChEMBL	CHEMBL37858
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI	94493
CAS Number	98105-99-8

Drug Properties

Molecular Weight	385.12
ALogP	-0.1406
MLogP	2.78
XLogP	3.736
HDA	6
HBD	2
Rotatable Bonds	6
TPSA	72.88
RO5 Violation	0