NPASS drugs

Drug Information

Drug ID:	NPD2912
Drug Name:	Gemifloxacin
Molecular Formula:	C18H20FN5O4
Canonical SMILES:	NCC1CN(C/C/1=NOC)c1nc2c(cc1F)c(=O)c(cn2C1CC1)C(=O)O
Standard InCHI:	InChI=1S/C18H20FN5O4/c1-28-22-14-8-23(6-9(14)5-20)17-13(19)4-11-15(25)12(18(26)27)7-24(10-2-3-10)16(11)21-17/h4,7,9-10H,2-3,5-6,8,20H2,1H3,(H,26,27)/b22-14+
Standard InCHIKey:	ZRCVYEYHRGVLOC-HYARGMPZSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD2912

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	225
0.1-0.2	1711
0.2-0.3	10378
0.3-0.4	13633
0.4-0.5	2590
0.5-0.6	2001
0.6-0.7	350
0.7-0.8	1
0.8-0.85	1
0.85-0.9	0
0.9-0.95	0
0.95-1	0

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
Intermediate Similarity	0.8378	NPC285923
Intermediate Similarity	0.7108	NPC202812
Remote Similarity	0.6888	NPC292265
Remote Similarity	0.6822	NPC243850
Remote Similarity	0.6804	NPC177996
Remote Similarity	0.6804	NPC147983
Remote Similarity	0.6746	NPC472293
Remote Similarity	0.6743	NPC153980
Remote Similarity	0.6743	NPC6865
Remote Similarity	0.6697	NPC72956
Remote Similarity	0.6667	NPC46895
Remote Similarity	0.6652	NPC471192
Remote Similarity	0.6651	NPC472297
Remote Similarity	0.6651	NPC81802
Remote Similarity	0.6651	NPC247735
Remote Similarity	0.6651	NPC472296
Remote Similarity	0.6651	NPC472295
Remote Similarity	0.6651	NPC269886
Remote Similarity	0.6651	NPC472210
Remote Similarity	0.6634	NPC316141
Remote Similarity	0.662	NPC471191
Remote Similarity	0.6619	NPC220151
Remote Similarity	0.6619	NPC19692
Remote Similarity	0.6603	NPC472292
Remote Similarity	0.6591	NPC471193
Remote Similarity	0.6591	NPC471194
Remote Similarity	0.6553	NPC476341
Remote Similarity	0.6538	NPC175474
Remote Similarity	0.652	NPC61011
Remote Similarity	0.6512	NPC98864
Remote Similarity	0.6509	NPC472116
Remote Similarity	0.6507	NPC314333
Remote Similarity	0.6468	NPC318183
Remote Similarity	0.6449	NPC248782
Remote Similarity	0.6438	NPC472538
Remote Similarity	0.6438	NPC471155
Remote Similarity	0.6435	NPC471944
Remote Similarity	0.6425	NPC21429
Remote Similarity	0.6422	NPC473376
Remote Similarity	0.6422	NPC83774
Remote Similarity	0.6419	NPC103361
Remote Similarity	0.6419	NPC241024
Remote Similarity	0.6411	NPC472323
Remote Similarity	0.641	NPC209362
Remote Similarity	0.6409	NPC270241
Remote Similarity	0.6393	NPC225400
Remote Similarity	0.6385	NPC135950
Remote Similarity	0.6382	NPC74619
Remote Similarity	0.6381	NPC196251
Remote Similarity	0.6381	NPC63199
Remote Similarity	0.6381	NPC111602
Remote Similarity	0.6381	NPC102338
Remote Similarity	0.6377	NPC159125
Remote Similarity	0.6372	NPC52557
Remote Similarity	0.6368	NPC55493
Remote Similarity	0.6364	NPC470786
Remote Similarity	0.6355	NPC79356
Remote Similarity	0.6355	NPC245916
Remote Similarity	0.6355	NPC102592
Remote Similarity	0.6351	NPC329858
Remote Similarity	0.6339	NPC54744
Remote Similarity	0.6338	NPC267343
Remote Similarity	0.6332	NPC220851
Remote Similarity	0.6329	NPC113626
Remote Similarity	0.6326	NPC473814
Remote Similarity	0.6326	NPC78767
Remote Similarity	0.6321	NPC117244
Remote Similarity	0.6321	NPC473763
Remote Similarity	0.6313	NPC49196
Remote Similarity	0.6313	NPC195461
Remote Similarity	0.6313	NPC81654
Remote Similarity	0.6313	NPC79129
Remote Similarity	0.6313	NPC249150
Remote Similarity	0.6313	NPC313985
Remote Similarity	0.6311	NPC219336
Remote Similarity	0.6308	NPC93390
Remote Similarity	0.6308	NPC70406
Remote Similarity	0.6302	NPC467188
Remote Similarity	0.6296	NPC50503
Remote Similarity	0.6296	NPC102008
Remote Similarity	0.6289	NPC123906
Remote Similarity	0.6287	NPC46359
Remote Similarity	0.6286	NPC141612
Remote Similarity	0.6286	NPC17273
Remote Similarity	0.6286	NPC235684
Remote Similarity	0.6286	NPC135601
Remote Similarity	0.6283	NPC62995
Remote Similarity	0.628	NPC15840
Remote Similarity	0.6278	NPC187255
Remote Similarity	0.6276	NPC251391
Remote Similarity	0.6274	NPC469489
Remote Similarity	0.6274	NPC472112
Remote Similarity	0.6274	NPC154339
Remote Similarity	0.6273	NPC473239
Remote Similarity	0.6273	NPC314648
Remote Similarity	0.6268	NPC470003
Remote Similarity	0.6267	NPC472291
Remote Similarity	0.6263	NPC213914
Remote Similarity	0.6262	NPC217372
Remote Similarity	0.6262	NPC15573
Remote Similarity	0.6262	NPC183662
Remote Similarity	0.6261	NPC116555
Remote Similarity	0.6256	NPC471197
Remote Similarity	0.6256	NPC143977
Remote Similarity	0.6256	NPC473815
Remote Similarity	0.6256	NPC278434
Remote Similarity	0.6255	NPC89987
Remote Similarity	0.6245	NPC471536
Remote Similarity	0.6244	NPC248862
Remote Similarity	0.6239	NPC128265
Remote Similarity	0.6239	NPC214428
Remote Similarity	0.6239	NPC254240
Remote Similarity	0.6239	NPC116622
Remote Similarity	0.6239	NPC312870
Remote Similarity	0.6239	NPC121327
Remote Similarity	0.6239	NPC199851
Remote Similarity	0.6239	NPC294909
Remote Similarity	0.6238	NPC326479
Remote Similarity	0.6238	NPC311282
Remote Similarity	0.6238	NPC41717
Remote Similarity	0.6237	NPC100726
Remote Similarity	0.6237	NPC105811
Remote Similarity	0.6234	NPC64216
Remote Similarity	0.6233	NPC472752
Remote Similarity	0.6233	NPC474121
Remote Similarity	0.6228	NPC471198
Remote Similarity	0.6225	NPC273532
Remote Similarity	0.6221	NPC195457
Remote Similarity	0.6221	NPC474916
Remote Similarity	0.6218	NPC167400
Remote Similarity	0.6215	NPC56170
Remote Similarity	0.6214	NPC476419
Remote Similarity	0.6214	NPC267885
Remote Similarity	0.6207	NPC470894
Remote Similarity	0.6205	NPC234999
Remote Similarity	0.6204	NPC292361
Remote Similarity	0.6202	NPC88110
Remote Similarity	0.6202	NPC73994
Remote Similarity	0.6202	NPC469896
Remote Similarity	0.6201	NPC48317
Remote Similarity	0.62	NPC100104
Remote Similarity	0.62	NPC470680
Remote Similarity	0.6197	NPC83111
Remote Similarity	0.6195	NPC191310
Remote Similarity	0.6193	NPC106118
Remote Similarity	0.619	NPC203635
Remote Similarity	0.619	NPC207851
Remote Similarity	0.619	NPC258480
Remote Similarity	0.6186	NPC45850
Remote Similarity	0.6184	NPC15384
Remote Similarity	0.6184	NPC234987
Remote Similarity	0.6184	NPC244425
Remote Similarity	0.6184	NPC474081
Remote Similarity	0.6184	NPC14849
Remote Similarity	0.6182	NPC474116
Remote Similarity	0.6182	NPC162730
Remote Similarity	0.6175	NPC472541
Remote Similarity	0.6175	NPC472542
Remote Similarity	0.6175	NPC74153
Remote Similarity	0.6175	NPC329024
Remote Similarity	0.6173	NPC477420
Remote Similarity	0.6173	NPC477418
Remote Similarity	0.6173	NPC313889
Remote Similarity	0.6171	NPC313345
Remote Similarity	0.6171	NPC313796
Remote Similarity	0.6171	NPC314855
Remote Similarity	0.6171	NPC315638
Remote Similarity	0.6171	NPC277350
Remote Similarity	0.6165	NPC110500
Remote Similarity	0.6165	NPC469529
Remote Similarity	0.6165	NPC149155
Remote Similarity	0.6165	NPC203468
Remote Similarity	0.6164	NPC229893
Remote Similarity	0.6162	NPC263455
Remote Similarity	0.6161	NPC271862
Remote Similarity	0.6161	NPC469743
Remote Similarity	0.6161	NPC133003
Remote Similarity	0.6161	NPC476423
Remote Similarity	0.6157	NPC195239
Remote Similarity	0.6157	NPC157828
Remote Similarity	0.6154	NPC182057
Remote Similarity	0.6154	NPC131450
Remote Similarity	0.6154	NPC164340
Remote Similarity	0.6154	NPC55772
Remote Similarity	0.6154	NPC248041
Remote Similarity	0.6154	NPC157931
Remote Similarity	0.6154	NPC98715
Remote Similarity	0.6154	NPC295548
Remote Similarity	0.6154	NPC147298
Remote Similarity	0.6154	NPC283219
Remote Similarity	0.6154	NPC126709
Remote Similarity	0.615	NPC44354
Remote Similarity	0.615	NPC111732
Remote Similarity	0.615	NPC154478
Remote Similarity	0.615	NPC221873
Remote Similarity	0.615	NPC474492
Remote Similarity	0.615	NPC475778
Remote Similarity	0.615	NPC321708
Remote Similarity	0.6147	NPC473317
Remote Similarity	0.6146	NPC6982

Drug Structure

NPD2912 OpenBabel08211702562D 31 34 0 0 1 0 0 0 0 0999 V2000 4.1282 -1.4907 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2321 1.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2321 1.8660 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 3.2215 2.1160 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8366 0.9945 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 2.6456 -0.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8147 1.2024 0.0000 C 0 0 3 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 -0.8660 -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 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3147 0.3364 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 -0.8660 -0.5000 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 -3.4641 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -2.0000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 2.6337 2.9250 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 4.3092 0.2319 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -0.0000 0.0000 N 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 -4.3301 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.7160 -0.6817 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.0404 3.8385 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.6392 2.8205 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 28 1 0 0 0 0 2 3 1 0 0 0 0 2 10 1 0 0 0 0 3 10 1 0 0 0 0 4 11 2 0 0 0 0 4 13 1 0 0 0 0 5 9 1 0 0 0 0 5 20 1 0 0 0 0 6 9 1 0 0 0 0 6 23 1 0 0 0 0 7 12 2 0 0 0 0 7 24 1 0 0 0 0 8 14 1 0 0 0 0 8 23 1 0 0 0 0 9 14 1 0 0 0 0 10 24 1 0 0 0 0 11 15 1 0 0 0 0 11 16 1 0 0 0 0 12 15 1 0 0 0 0 12 18 1 0 0 0 0 13 17 2 0 0 0 0 13 19 1 0 0 0 0 14 22 2 0 0 0 0 15 25 2 0 0 0 0 16 21 2 0 0 0 0 16 24 1 0 0 0 0 17 21 1 0 0 0 0 17 23 1 0 0 0 0 18 26 2 0 0 0 0 18 27 1 0 0 0 0 20 29 1 0 0 0 0 20 30 1 0 0 0 0 22 28 1 0 0 0 0 27 31 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000851
DrugBank	DB01155
ChEMBL	CHEMBL430
IUPHAR/BPS
PharmaGKB	PA10088
KEGG Drug	D02471
PubChem CID	9571107
ChEBI	101853
CAS Number	175463-14-6

Drug Properties

Molecular Weight	389.15
ALogP	-2.1033
MLogP	2.34
XLogP	1.387
HDA	7
HBD	2
Rotatable Bonds	9
TPSA	121.35
RO5 Violation	0