NPASS drugs

Drug Information

Drug ID:	NPD3471
Drug Name:	Grepafloxacin
Molecular Formula:	C19H22FN3O3
Canonical SMILES:	CC1NCCN(C1)c1cc2c(c(c1F)C)c(=O)c(cn2C1CC1)C(=O)O
Standard InCHI:	InChI=1S/C19H22FN3O3/c1-10-8-22(6-5-21-10)15-7-14-16(11(2)17(15)20)18(24)13(19(25)26)9-23(14)12-3-4-12/h7,9-10,12,21H,3-6,8H2,1-2H3,(H,25,26)
Standard InCHIKey:	AIJTTZAVMXIJGM-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD3471

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	218
0.1-0.2	1263
0.2-0.3	6446
0.3-0.4	13496
0.4-0.5	7351
0.5-0.6	1765
0.6-0.7	330
0.7-0.8	18
0.8-0.85	1
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	0.9565	NPC292265
High Similarity	0.875	NPC318183
Intermediate Similarity	0.8362	NPC316141
Intermediate Similarity	0.7543	NPC36495
Intermediate Similarity	0.7424	NPC330683
Intermediate Similarity	0.7424	NPC329567
Intermediate Similarity	0.7366	NPC470317
Intermediate Similarity	0.7348	NPC472118
Intermediate Similarity	0.7263	NPC293458
Intermediate Similarity	0.7198	NPC167724
Intermediate Similarity	0.7198	NPC224970
Intermediate Similarity	0.7198	NPC223595
Intermediate Similarity	0.7151	NPC193410
Intermediate Similarity	0.7135	NPC313293
Intermediate Similarity	0.7111	NPC248117
Intermediate Similarity	0.7095	NPC61013
Intermediate Similarity	0.7095	NPC123241
Intermediate Similarity	0.7053	NPC97584
Intermediate Similarity	0.7021	NPC99043
Intermediate Similarity	0.7021	NPC218594
Intermediate Similarity	0.7017	NPC27904
Remote Similarity	0.6978	NPC99632
Remote Similarity	0.6978	NPC282339
Remote Similarity	0.6927	NPC52262
Remote Similarity	0.6923	NPC253476
Remote Similarity	0.6915	NPC264482
Remote Similarity	0.6915	NPC203202
Remote Similarity	0.6904	NPC202812
Remote Similarity	0.6879	NPC471164
Remote Similarity	0.6875	NPC471742
Remote Similarity	0.6865	NPC214960
Remote Similarity	0.6865	NPC279527
Remote Similarity	0.6862	NPC469726
Remote Similarity	0.6862	NPC329338
Remote Similarity	0.6845	NPC314098
Remote Similarity	0.6839	NPC472241
Remote Similarity	0.6825	NPC471743
Remote Similarity	0.6789	NPC186669
Remote Similarity	0.6786	NPC194562
Remote Similarity	0.6786	NPC5630
Remote Similarity	0.6782	NPC43477
Remote Similarity	0.6769	NPC14994
Remote Similarity	0.6766	NPC58827
Remote Similarity	0.6766	NPC307437
Remote Similarity	0.6766	NPC72473
Remote Similarity	0.6757	NPC138293
Remote Similarity	0.6757	NPC113056
Remote Similarity	0.6754	NPC6974
Remote Similarity	0.6751	NPC203628
Remote Similarity	0.6748	NPC279385
Remote Similarity	0.6748	NPC179605
Remote Similarity	0.6747	NPC470343
Remote Similarity	0.6747	NPC472244
Remote Similarity	0.6739	NPC474058
Remote Similarity	0.6736	NPC159963
Remote Similarity	0.6724	NPC472243
Remote Similarity	0.6724	NPC242933
Remote Similarity	0.6723	NPC472242
Remote Similarity	0.6722	NPC154602
Remote Similarity	0.6707	NPC103292
Remote Similarity	0.6703	NPC472117
Remote Similarity	0.6702	NPC14849
Remote Similarity	0.67	NPC303214
Remote Similarity	0.6687	NPC291962
Remote Similarity	0.6687	NPC177684
Remote Similarity	0.6684	NPC472114
Remote Similarity	0.6684	NPC472115
Remote Similarity	0.6667	NPC144691
Remote Similarity	0.6649	NPC309531
Remote Similarity	0.6649	NPC225319
Remote Similarity	0.6649	NPC472102
Remote Similarity	0.6647	NPC316746
Remote Similarity	0.6646	NPC112373
Remote Similarity	0.6646	NPC161956
Remote Similarity	0.6646	NPC258531
Remote Similarity	0.6606	NPC257490
Remote Similarity	0.6597	NPC328611
Remote Similarity	0.6596	NPC182131
Remote Similarity	0.6593	NPC285381
Remote Similarity	0.6592	NPC478039
Remote Similarity	0.6588	NPC472245
Remote Similarity	0.6583	NPC25401
Remote Similarity	0.658	NPC147298
Remote Similarity	0.658	NPC131450
Remote Similarity	0.658	NPC182057
Remote Similarity	0.6578	NPC189116
Remote Similarity	0.6578	NPC204867
Remote Similarity	0.6562	NPC476441
Remote Similarity	0.6557	NPC478076
Remote Similarity	0.6552	NPC138615
Remote Similarity	0.6552	NPC265642
Remote Similarity	0.6552	NPC218733
Remote Similarity	0.6552	NPC132874
Remote Similarity	0.6538	NPC314223
Remote Similarity	0.6537	NPC232600
Remote Similarity	0.6532	NPC316104
Remote Similarity	0.6532	NPC162417
Remote Similarity	0.6531	NPC285923
Remote Similarity	0.6524	NPC472121
Remote Similarity	0.6515	NPC473815
Remote Similarity	0.651	NPC470548
Remote Similarity	0.6502	NPC90967
Remote Similarity	0.65	NPC264589
Remote Similarity	0.6497	NPC49184
Remote Similarity	0.6494	NPC173295
Remote Similarity	0.6491	NPC314431
Remote Similarity	0.648	NPC314186
Remote Similarity	0.6477	NPC475607
Remote Similarity	0.6467	NPC39818
Remote Similarity	0.6467	NPC268534
Remote Similarity	0.6459	NPC478075
Remote Similarity	0.6443	NPC474081
Remote Similarity	0.6438	NPC115588
Remote Similarity	0.6433	NPC150863
Remote Similarity	0.6429	NPC237649
Remote Similarity	0.6429	NPC300596
Remote Similarity	0.6425	NPC475594
Remote Similarity	0.6425	NPC248862
Remote Similarity	0.6418	NPC22476
Remote Similarity	0.6411	NPC225400
Remote Similarity	0.6404	NPC220151
Remote Similarity	0.6404	NPC34717
Remote Similarity	0.6404	NPC19692
Remote Similarity	0.64	NPC316405
Remote Similarity	0.6395	NPC280807
Remote Similarity	0.6391	NPC192533
Remote Similarity	0.6387	NPC470971
Remote Similarity	0.6386	NPC226143
Remote Similarity	0.6381	NPC471155
Remote Similarity	0.6381	NPC470786
Remote Similarity	0.6381	NPC472538
Remote Similarity	0.6373	NPC476425
Remote Similarity	0.6368	NPC52059
Remote Similarity	0.6368	NPC471130
Remote Similarity	0.6368	NPC470069
Remote Similarity	0.6364	NPC211525
Remote Similarity	0.6364	NPC113946
Remote Similarity	0.6364	NPC314648
Remote Similarity	0.6364	NPC153694
Remote Similarity	0.6359	NPC475763
Remote Similarity	0.6359	NPC106118
Remote Similarity	0.6359	NPC243756
Remote Similarity	0.6351	NPC285192
Remote Similarity	0.6351	NPC270241
Remote Similarity	0.635	NPC181928
Remote Similarity	0.6349	NPC176983
Remote Similarity	0.6348	NPC130251
Remote Similarity	0.6344	NPC473297
Remote Similarity	0.6344	NPC151171
Remote Similarity	0.633	NPC154478
Remote Similarity	0.6327	NPC474041
Remote Similarity	0.6327	NPC475761
Remote Similarity	0.6324	NPC221687
Remote Similarity	0.6318	NPC175474
Remote Similarity	0.6316	NPC322433
Remote Similarity	0.6313	NPC316202
Remote Similarity	0.6313	NPC2823
Remote Similarity	0.631	NPC84317
Remote Similarity	0.6301	NPC477432
Remote Similarity	0.6298	NPC130797
Remote Similarity	0.6298	NPC469732
Remote Similarity	0.6298	NPC136002
Remote Similarity	0.6298	NPC471944
Remote Similarity	0.6293	NPC472540
Remote Similarity	0.6293	NPC473375
Remote Similarity	0.6293	NPC470787
Remote Similarity	0.6293	NPC97100
Remote Similarity	0.6293	NPC472539
Remote Similarity	0.6292	NPC319645
Remote Similarity	0.6289	NPC139085
Remote Similarity	0.6289	NPC214626
Remote Similarity	0.6289	NPC177261
Remote Similarity	0.6289	NPC96901
Remote Similarity	0.6289	NPC251212
Remote Similarity	0.6287	NPC473298
Remote Similarity	0.6286	NPC87714
Remote Similarity	0.6286	NPC133156
Remote Similarity	0.628	NPC90358
Remote Similarity	0.628	NPC107828
Remote Similarity	0.6275	NPC45850
Remote Similarity	0.6268	NPC1464
Remote Similarity	0.6263	NPC469741
Remote Similarity	0.6263	NPC476428
Remote Similarity	0.6263	NPC472120
Remote Similarity	0.6263	NPC472101
Remote Similarity	0.6263	NPC476231
Remote Similarity	0.6263	NPC88970
Remote Similarity	0.6262	NPC472542
Remote Similarity	0.6262	NPC472541
Remote Similarity	0.6256	NPC475097
Remote Similarity	0.625	NPC81654
Remote Similarity	0.625	NPC79129
Remote Similarity	0.625	NPC150323
Remote Similarity	0.625	NPC313985
Remote Similarity	0.625	NPC195461
Remote Similarity	0.625	NPC49196
Remote Similarity	0.625	NPC249150
Remote Similarity	0.6244	NPC475094
Remote Similarity	0.6244	NPC219336
Remote Similarity	0.6243	NPC97380

Drug Structure

NPD3471 OpenBabel08211703112D 28 31 0 0 1 0 0 0 0 0999 V2000 -6.0622 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 -0.5000 3.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 3.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 3.0000 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 -4.3301 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 -5.1962 2.0000 0.0000 C 0 0 3 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 -0.0000 3.0000 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 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 0.0000 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 -3.4641 -0.0000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 2.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 2.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 10 1 0 0 0 0 2 11 1 0 0 0 0 3 4 1 0 0 0 0 3 12 1 0 0 0 0 4 12 1 0 0 0 0 5 6 1 0 0 0 0 5 21 1 0 0 0 0 6 22 1 0 0 0 0 7 14 2 0 0 0 0 7 15 1 0 0 0 0 8 10 1 0 0 0 0 8 22 1 0 0 0 0 9 13 2 0 0 0 0 9 23 1 0 0 0 0 10 21 1 0 0 0 0 11 16 2 0 0 0 0 11 17 1 0 0 0 0 12 23 1 0 0 0 0 13 18 1 0 0 0 0 13 19 1 0 0 0 0 14 16 1 0 0 0 0 14 23 1 0 0 0 0 15 17 2 0 0 0 0 15 22 1 0 0 0 0 16 18 1 0 0 0 0 17 20 1 0 0 0 0 18 24 2 0 0 0 0 19 25 2 0 0 0 0 19 26 1 0 0 0 0 21 27 1 0 0 0 0 26 28 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP001005
DrugBank	DB00365
ChEMBL	CHEMBL583
IUPHAR/BPS
PharmaGKB	PA449812
KEGG Drug
PubChem CID	72474
ChEBI	5543
CAS Number	119914-60-2

Drug Properties

Molecular Weight	359.16
ALogP	-0.6154
MLogP	2.78
XLogP	2.56
HDA	6
HBD	2
Rotatable Bonds	7
TPSA	72.88
RO5 Violation	0