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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:51 UTC

Update Date

2022-03-07 02:51:55 UTC

HMDB ID

HMDB0015286

Secondary Accession Numbers

HMDB15286

Metabolite Identification

Common Name

Gemifloxacin

Description

Gemifloxacin, also known as factiv, belongs to the class of organic compounds known as naphthyridine carboxylic acids and derivatives. Naphthyridine carboxylic acids and derivatives are compounds containing a naphthyridine moiety, where one of the ring atoms bears a carboxylic acid group. Gemifloxacin is a drug which is used for the treatment of bacterial infection caused by susceptible strains such as s. pneumoniae, h. influenzae, h. parainfluenzae, or m. catarrhalis, s. pneumoniae (including multi-drug resistant strains [mdrsp]), m. pneumoniae, c. pneumoniae, or k. pneumoniae. Based on a literature review a significant number of articles have been published on Gemifloxacin.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv0541 04191212172D          

 28 31  0  0  0  0            999 V2000
   13.4653   -4.3776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4653   -3.5495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8966   -3.5495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1767   -4.7895    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.7413   -4.7895    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.2767   -4.8019    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.1767   -3.1293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0381   -4.3776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8966   -4.3776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9453   -4.7895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7413   -3.1293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1767   -5.6132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1949   -5.5758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6205   -3.1376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0381   -3.5495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6068   -4.3026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0188   -5.5758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7732   -6.3248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5886   -6.3248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1671   -4.5273    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.1767   -2.3055    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.6205   -2.3138    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3141   -3.1376    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   16.3237   -3.5495    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7039   -6.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0284   -6.9864    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.9536   -3.7304    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1567   -3.5168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  3  9  2  0  0  0  0
  4  1  1  0  0  0  0
  5  1  1  0  0  0  0
  6  8  1  0  0  0  0
  7  2  1  0  0  0  0
  8  5  2  0  0  0  0
  9  4  1  0  0  0  0
 10 16  1  0  0  0  0
 11  2  1  0  0  0  0
 12  4  1  0  0  0  0
 13 17  1  0  0  0  0
 14  3  1  0  0  0  0
 15  8  1  0  0  0  0
 16  6  1  0  0  0  0
 17  6  1  0  0  0  0
 18 12  1  0  0  0  0
 19 12  1  0  0  0  0
 20 10  2  0  0  0  0
 21  7  2  0  0  0  0
 22 14  2  0  0  0  0
 23 15  1  0  0  0  0
 24 14  1  0  0  0  0
 25 13  1  0  0  0  0
 26 25  1  0  0  0  0
  7  3  1  0  0  0  0
 11 15  2  0  0  0  0
 19 18  1  0  0  0  0
 13 10  1  0  0  0  0
 20 27  1  0  0  0  0
 27 28  1  0  0  0  0
M  END

HMDB0015286
     RDKit          3D
Gemifloxacin
 48 51  0  0  0  0  0  0  0  0999 V2000
   -4.9766   -3.4222    0.1188 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9223   -2.4892    0.2782 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2152   -1.1852   -0.0514 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3523   -0.2395   -0.0537 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9290   -0.4604    0.3046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3255    0.8772    0.4376 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0822    1.1443    0.3763 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9243    0.1270    0.0046 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2412    0.3313   -0.0794 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7353    1.5832    0.2146 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9413    2.6369    0.5914 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5657    2.3901    0.6702 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2592    3.4240    1.0587 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.1055    1.7875    0.1248 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5260    2.9415    0.3995 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9566    0.7641   -0.2496 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3896    1.0049   -0.3360 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1609    0.0756   -0.6758 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9347    2.2403   -0.0521 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3875   -0.4499   -0.5251 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0729   -0.6875   -0.4504 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5095   -1.9854   -0.7498 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3243   -3.1997   -0.7901 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5405   -2.9256    0.4592 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4197    1.7694    0.6182 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4543    1.1840   -0.3652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7662    1.8085   -0.0274 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8854    1.2293   -0.7016 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5057   -3.6083    1.0745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7542   -3.0503   -0.5953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6086   -4.3746   -0.2820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3909   -1.0639   -0.4408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8802   -0.9917    1.2906 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3060    3.6222    0.8254 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0325    2.9696   -0.7560 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0597   -1.2526   -0.8193 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5263   -1.9375   -1.2636 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9086   -4.0367   -1.4251 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4194   -3.1909   -0.7961 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6502   -3.5206    0.6917 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1452   -2.6547    1.3296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9058    1.6796    1.6185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2226    2.8187    0.3488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0938    1.4689   -1.3665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9327    1.6610    1.0748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7173    2.8793   -0.3024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6565    1.9345   -0.7099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2716    0.3737   -0.2500 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 10 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 16 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
  6 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 26  4  1  0
 12  7  1  0
 24 22  1  0
 21  9  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  5 32  1  0
  5 33  1  0
 11 34  1  0
 19 35  1  0
 20 36  1  0
 22 37  1  0
 23 38  1  0
 23 39  1  0
 24 40  1  0
 24 41  1  0
 25 42  1  0
 25 43  1  0
 26 44  1  0
 27 45  1  0
 27 46  1  0
 28 47  1  0
 28 48  1  0
M  END


  Mrv0541 04191212172D          

 28 31  0  0  0  0            999 V2000
   13.4653   -4.3776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4653   -3.5495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8966   -3.5495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1767   -4.7895    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.7413   -4.7895    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.2767   -4.8019    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.1767   -3.1293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0381   -4.3776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8966   -4.3776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9453   -4.7895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7413   -3.1293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1767   -5.6132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1949   -5.5758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6205   -3.1376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0381   -3.5495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6068   -4.3026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0188   -5.5758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7732   -6.3248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5886   -6.3248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1671   -4.5273    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.1767   -2.3055    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.6205   -2.3138    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3141   -3.1376    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   16.3237   -3.5495    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7039   -6.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0284   -6.9864    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.9536   -3.7304    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1567   -3.5168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  3  9  2  0  0  0  0
  4  1  1  0  0  0  0
  5  1  1  0  0  0  0
  6  8  1  0  0  0  0
  7  2  1  0  0  0  0
  8  5  2  0  0  0  0
  9  4  1  0  0  0  0
 10 16  1  0  0  0  0
 11  2  1  0  0  0  0
 12  4  1  0  0  0  0
 13 17  1  0  0  0  0
 14  3  1  0  0  0  0
 15  8  1  0  0  0  0
 16  6  1  0  0  0  0
 17  6  1  0  0  0  0
 18 12  1  0  0  0  0
 19 12  1  0  0  0  0
 20 10  2  0  0  0  0
 21  7  2  0  0  0  0
 22 14  2  0  0  0  0
 23 15  1  0  0  0  0
 24 14  1  0  0  0  0
 25 13  1  0  0  0  0
 26 25  1  0  0  0  0
  7  3  1  0  0  0  0
 11 15  2  0  0  0  0
 19 18  1  0  0  0  0
 13 10  1  0  0  0  0
 20 27  1  0  0  0  0
 27 28  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0015286

> <DATABASE_NAME>
hmdb

> <SMILES>
CO\N=C1/CN(CC1CN)C1=NC2=C(C=C1F)C(=O)C(=CN2C1CC1)C(O)=O

> <INCHI_IDENTIFIER>
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+

> <INCHI_KEY>
ZRCVYEYHRGVLOC-HYARGMPZSA-N

> <FORMULA>
C18H20FN5O4

> <MOLECULAR_WEIGHT>
389.3809

> <EXACT_MASS>
389.149932358

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_AVERAGE_POLARIZABILITY>
39.295747882714736

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
7-[(4Z)-3-(aminomethyl)-4-(methoxyimino)pyrrolidin-1-yl]-1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid

> <ALOGPS_LOGP>
-0.82

> <JCHEM_LOGP>
-0.9184243869137297

> <ALOGPS_LOGS>
-3.27

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.5331782535872795

> <JCHEM_PKA_STRONGEST_BASIC>
9.534415369849178

> <JCHEM_POLAR_SURFACE_AREA>
121.35000000000001

> <JCHEM_REFRACTIVITY>
99.74079999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.10e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
gemifloxacin

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0015286
     RDKit          3D
Gemifloxacin
 48 51  0  0  0  0  0  0  0  0999 V2000
   -4.9766   -3.4222    0.1188 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9223   -2.4892    0.2782 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2152   -1.1852   -0.0514 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3523   -0.2395   -0.0537 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9290   -0.4604    0.3046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3255    0.8772    0.4376 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0822    1.1443    0.3763 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9243    0.1270    0.0046 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2412    0.3313   -0.0794 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7353    1.5832    0.2146 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9413    2.6369    0.5914 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5657    2.3901    0.6702 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2592    3.4240    1.0587 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.1055    1.7875    0.1248 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5260    2.9415    0.3995 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9566    0.7641   -0.2496 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3896    1.0049   -0.3360 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1609    0.0756   -0.6758 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9347    2.2403   -0.0521 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3875   -0.4499   -0.5251 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0729   -0.6875   -0.4504 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5095   -1.9854   -0.7498 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3243   -3.1997   -0.7901 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5405   -2.9256    0.4592 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4197    1.7694    0.6182 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4543    1.1840   -0.3652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7662    1.8085   -0.0274 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8854    1.2293   -0.7016 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5057   -3.6083    1.0745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7542   -3.0503   -0.5953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6086   -4.3746   -0.2820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3909   -1.0639   -0.4408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8802   -0.9917    1.2906 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3060    3.6222    0.8254 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0325    2.9696   -0.7560 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0597   -1.2526   -0.8193 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5263   -1.9375   -1.2636 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9086   -4.0367   -1.4251 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4194   -3.1909   -0.7961 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6502   -3.5206    0.6917 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1452   -2.6547    1.3296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9058    1.6796    1.6185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2226    2.8187    0.3488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0938    1.4689   -1.3665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9327    1.6610    1.0748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7173    2.8793   -0.3024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6565    1.9345   -0.7099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2716    0.3737   -0.2500 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 10 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 16 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
  6 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 26  4  1  0
 12  7  1  0
 24 22  1  0
 21  9  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  5 32  1  0
  5 33  1  0
 11 34  1  0
 19 35  1  0
 20 36  1  0
 22 37  1  0
 23 38  1  0
 23 39  1  0
 24 40  1  0
 24 41  1  0
 25 42  1  0
 25 43  1  0
 26 44  1  0
 27 45  1  0
 27 46  1  0
 28 47  1  0
 28 48  1  0
M  END

HEADER    PROTEIN                                 19-APR-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-APR-12         0                                  
HETATM    1  C   UNK     0      25.135  -8.172   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      25.135  -6.626   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      27.807  -6.626   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0      26.463  -8.940   0.000  0.00  0.00           N+0
HETATM    5  N   UNK     0      23.784  -8.940   0.000  0.00  0.00           N+0
HETATM    6  N   UNK     0      21.050  -8.964   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0      26.463  -5.841   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      22.471  -8.172   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      27.807  -8.172   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      18.565  -8.940   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      23.784  -5.841   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      26.463 -10.478   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      19.030 -10.408   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      29.158  -5.857   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      22.471  -6.626   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      19.799  -8.032   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      20.568 -10.408   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      25.710 -11.806   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      27.232 -11.806   0.000  0.00  0.00           C+0
HETATM   20  N   UNK     0      17.112  -8.451   0.000  0.00  0.00           N+0
HETATM   21  O   UNK     0      26.463  -4.304   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      29.158  -4.319   0.000  0.00  0.00           O+0
HETATM   23  F   UNK     0      21.120  -5.857   0.000  0.00  0.00           F+0
HETATM   24  O   UNK     0      30.471  -6.626   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      18.114 -11.643   0.000  0.00  0.00           C+0
HETATM   26  N   UNK     0      18.720 -13.041   0.000  0.00  0.00           N+0
HETATM   27  O   UNK     0      16.713  -6.963   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      15.226  -6.565   0.000  0.00  0.00           C+0
CONECT    1    2    4    5                                                  
CONECT    2    1    7   11                                                  
CONECT    3    9   14    7                                                  
CONECT    4    1    9   12                                                  
CONECT    5    1    8                                                       
CONECT    6    8   16   17                                                  
CONECT    7    2   21    3                                                  
CONECT    8    6    5   15                                                  
CONECT    9    3    4                                                       
CONECT   10   16   20   13                                                  
CONECT   11    2   15                                                       
CONECT   12    4   18   19                                                  
CONECT   13   17   25   10                                                  
CONECT   14    3   22   24                                                  
CONECT   15    8   23   11                                                  
CONECT   16   10    6                                                       
CONECT   17   13    6                                                       
CONECT   18   12   19                                                       
CONECT   19   12   18                                                       
CONECT   20   10   27                                                       
CONECT   21    7                                                            
CONECT   22   14                                                            
CONECT   23   15                                                            
CONECT   24   14                                                            
CONECT   25   13   26                                                       
CONECT   26   25                                                            
CONECT   27   20   28                                                       
CONECT   28   27                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   62    0
END

COMPND    HMDB0015286
HETATM    1  C1  UNL     1      -4.977  -3.422   0.119  1.00  0.00           C  
HETATM    2  O1  UNL     1      -3.922  -2.489   0.278  1.00  0.00           O  
HETATM    3  N1  UNL     1      -4.215  -1.185  -0.051  1.00  0.00           N  
HETATM    4  C2  UNL     1      -3.352  -0.240  -0.054  1.00  0.00           C  
HETATM    5  C3  UNL     1      -1.929  -0.460   0.305  1.00  0.00           C  
HETATM    6  N2  UNL     1      -1.326   0.877   0.438  1.00  0.00           N  
HETATM    7  C4  UNL     1       0.082   1.144   0.376  1.00  0.00           C  
HETATM    8  N3  UNL     1       0.924   0.127   0.005  1.00  0.00           N  
HETATM    9  C5  UNL     1       2.241   0.331  -0.079  1.00  0.00           C  
HETATM   10  C6  UNL     1       2.735   1.583   0.215  1.00  0.00           C  
HETATM   11  C7  UNL     1       1.941   2.637   0.591  1.00  0.00           C  
HETATM   12  C8  UNL     1       0.566   2.390   0.670  1.00  0.00           C  
HETATM   13  F1  UNL     1      -0.259   3.424   1.059  1.00  0.00           F  
HETATM   14  C9  UNL     1       4.106   1.788   0.125  1.00  0.00           C  
HETATM   15  O2  UNL     1       4.526   2.941   0.400  1.00  0.00           O  
HETATM   16  C10 UNL     1       4.957   0.764  -0.250  1.00  0.00           C  
HETATM   17  C11 UNL     1       6.390   1.005  -0.336  1.00  0.00           C  
HETATM   18  O3  UNL     1       7.161   0.076  -0.676  1.00  0.00           O  
HETATM   19  O4  UNL     1       6.935   2.240  -0.052  1.00  0.00           O  
HETATM   20  C12 UNL     1       4.387  -0.450  -0.525  1.00  0.00           C  
HETATM   21  N4  UNL     1       3.073  -0.687  -0.450  1.00  0.00           N  
HETATM   22  C13 UNL     1       2.509  -1.985  -0.750  1.00  0.00           C  
HETATM   23  C14 UNL     1       3.324  -3.200  -0.790  1.00  0.00           C  
HETATM   24  C15 UNL     1       2.541  -2.926   0.459  1.00  0.00           C  
HETATM   25  C16 UNL     1      -2.420   1.769   0.618  1.00  0.00           C  
HETATM   26  C17 UNL     1      -3.454   1.184  -0.365  1.00  0.00           C  
HETATM   27  C18 UNL     1      -4.766   1.809  -0.027  1.00  0.00           C  
HETATM   28  N5  UNL     1      -5.885   1.229  -0.702  1.00  0.00           N  
HETATM   29  H1  UNL     1      -5.506  -3.608   1.075  1.00  0.00           H  
HETATM   30  H2  UNL     1      -5.754  -3.050  -0.595  1.00  0.00           H  
HETATM   31  H3  UNL     1      -4.609  -4.375  -0.282  1.00  0.00           H  
HETATM   32  H4  UNL     1      -1.391  -1.064  -0.441  1.00  0.00           H  
HETATM   33  H5  UNL     1      -1.880  -0.992   1.291  1.00  0.00           H  
HETATM   34  H6  UNL     1       2.306   3.622   0.825  1.00  0.00           H  
HETATM   35  H7  UNL     1       7.032   2.970  -0.756  1.00  0.00           H  
HETATM   36  H8  UNL     1       5.060  -1.253  -0.819  1.00  0.00           H  
HETATM   37  H9  UNL     1       1.526  -1.937  -1.264  1.00  0.00           H  
HETATM   38  H10 UNL     1       2.909  -4.037  -1.425  1.00  0.00           H  
HETATM   39  H11 UNL     1       4.419  -3.191  -0.796  1.00  0.00           H  
HETATM   40  H12 UNL     1       1.650  -3.521   0.692  1.00  0.00           H  
HETATM   41  H13 UNL     1       3.145  -2.655   1.330  1.00  0.00           H  
HETATM   42  H14 UNL     1      -2.906   1.680   1.619  1.00  0.00           H  
HETATM   43  H15 UNL     1      -2.223   2.819   0.349  1.00  0.00           H  
HETATM   44  H16 UNL     1      -3.094   1.469  -1.366  1.00  0.00           H  
HETATM   45  H17 UNL     1      -4.933   1.661   1.075  1.00  0.00           H  
HETATM   46  H18 UNL     1      -4.717   2.879  -0.302  1.00  0.00           H  
HETATM   47  H19 UNL     1      -6.657   1.934  -0.710  1.00  0.00           H  
HETATM   48  H20 UNL     1      -6.272   0.374  -0.250  1.00  0.00           H  
CONECT    1    2   29   30   31
CONECT    2    3
CONECT    3    4    4
CONECT    4    5   26
CONECT    5    6   32   33
CONECT    6    7   25
CONECT    7    8    8   12
CONECT    8    9
CONECT    9   10   10   21
CONECT   10   11   14
CONECT   11   12   12   34
CONECT   12   13
CONECT   14   15   15   16
CONECT   16   17   20   20
CONECT   17   18   18   19
CONECT   19   35
CONECT   20   21   36
CONECT   21   22
CONECT   22   23   24   37
CONECT   23   24   38   39
CONECT   24   40   41
CONECT   25   26   42   43
CONECT   26   27   44
CONECT   27   28   45   46
CONECT   28   47   48
END

HMDB0015286
     RDKit          3D
Gemifloxacin
 48 51  0  0  0  0  0  0  0  0999 V2000
   -4.9766   -3.4222    0.1188 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9223   -2.4892    0.2782 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2152   -1.1852   -0.0514 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3523   -0.2395   -0.0537 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9290   -0.4604    0.3046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3255    0.8772    0.4376 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0822    1.1443    0.3763 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9243    0.1270    0.0046 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2412    0.3313   -0.0794 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7353    1.5832    0.2146 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9413    2.6369    0.5914 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5657    2.3901    0.6702 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2592    3.4240    1.0587 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.1055    1.7875    0.1248 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5260    2.9415    0.3995 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9566    0.7641   -0.2496 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3896    1.0049   -0.3360 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1609    0.0756   -0.6758 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9347    2.2403   -0.0521 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3875   -0.4499   -0.5251 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0729   -0.6875   -0.4504 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5095   -1.9854   -0.7498 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3243   -3.1997   -0.7901 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5405   -2.9256    0.4592 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4197    1.7694    0.6182 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4543    1.1840   -0.3652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7662    1.8085   -0.0274 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8854    1.2293   -0.7016 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5057   -3.6083    1.0745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7542   -3.0503   -0.5953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6086   -4.3746   -0.2820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3909   -1.0639   -0.4408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8802   -0.9917    1.2906 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3060    3.6222    0.8254 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0325    2.9696   -0.7560 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0597   -1.2526   -0.8193 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5263   -1.9375   -1.2636 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9086   -4.0367   -1.4251 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4194   -3.1909   -0.7961 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6502   -3.5206    0.6917 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1452   -2.6547    1.3296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9058    1.6796    1.6185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2226    2.8187    0.3488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0938    1.4689   -1.3665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9327    1.6610    1.0748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7173    2.8793   -0.3024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6565    1.9345   -0.7099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2716    0.3737   -0.2500 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 10 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 16 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
  6 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 26  4  1  0
 12  7  1  0
 24 22  1  0
 21  9  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  5 32  1  0
  5 33  1  0
 11 34  1  0
 19 35  1  0
 20 36  1  0
 22 37  1  0
 23 38  1  0
 23 39  1  0
 24 40  1  0
 24 41  1  0
 25 42  1  0
 25 43  1  0
 26 44  1  0
 27 45  1  0
 27 46  1  0
 28 47  1  0
 28 48  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
Factiv	Kegg
Gemifloxacin mesilate	HMDB
Gemifloxacin mesylate	HMDB
7-(3-Aminomethyl-4-methoxyimino-pyrrolidine-1-yl)-1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydro-(1,8)-naphthyridine-3-carboxylic acid	HMDB
Factive	HMDB

Chemical Formula

C₁₈H₂₀FN₅O₄

Average Molecular Weight

389.3809

Monoisotopic Molecular Weight

389.149932358

IUPAC Name

7-[(4Z)-3-(aminomethyl)-4-(methoxyimino)pyrrolidin-1-yl]-1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid

Traditional Name

gemifloxacin

CAS Registry Number

175463-14-6

SMILES

CO\N=C1/CN(CC1CN)C1=NC2=C(C=C1F)C(=O)C(=CN2C1CC1)C(O)=O

InChI Identifier

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+

InChI Key

ZRCVYEYHRGVLOC-HYARGMPZSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as naphthyridine carboxylic acids and derivatives. Naphthyridine carboxylic acids and derivatives are compounds containing a naphthyridine moiety, where one of the ring atoms bears a carboxylic acid group.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Diazanaphthalenes

Sub Class

Naphthyridines

Direct Parent

Naphthyridine carboxylic acids and derivatives

Alternative Parents

Substituents

Naphthyridine carboxylic acid
Fluoroquinolone
Pyridine carboxylic acid
Pyridine carboxylic acid or derivatives
Dialkylarylamine
Aminopyridine
Imidolactam
Pyridine
Aryl fluoride
Aryl halide
Heteroaromatic compound
Vinylogous amide
Pyrrolidine
Amino acid
Amino acid or derivatives
Oxime ether
Azacycle
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Organohalogen compound
Organic oxygen compound
Primary aliphatic amine
Organic nitrogen compound
Amine
Hydrocarbon derivative
Organopnictogen compound
Organic oxide
Organofluoride
Organonitrogen compound
Organooxygen compound
Primary amine
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

monocarboxylic acid (CHEBI:101853 )
1,8-naphthyridine derivative (CHEBI:101853 )
quinolone antibiotic (CHEBI:101853 )
fluoroquinolone antibiotic (CHEBI:101853 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Excreta

Biofluid or Excreta

Urine (PMID: 21059682)

Cellular substructure

Source

Exogenous

Exogenous (HMDB: HMDB0015286)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.21 g/L	Not Available
LogP	2.3	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.21 g/L	ALOGPS
logP	-0.82	ALOGPS
logP	-0.92	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	5.53	ChemAxon
pKa (Strongest Basic)	9.53	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	121.35 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	99.74 m³·mol⁻¹	ChemAxon
Polarizability	39.3 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	187.801	30932474
DeepCCS	[M-H]-	185.443	30932474
DeepCCS	[M-2H]-	219.357	30932474
DeepCCS	[M+Na]+	194.828	30932474
AllCCS	[M+H]+	187.8	32859911
AllCCS	[M+H-H2O]+	185.2	32859911
AllCCS	[M+NH4]+	190.1	32859911
AllCCS	[M+Na]+	190.8	32859911
AllCCS	[M-H]-	188.8	32859911
AllCCS	[M+Na-2H]-	188.7	32859911
AllCCS	[M+HCOO]-	188.8	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	2.88 minutes	32390414
Predicted by Siyang on May 30, 2022	10.6058 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	4.75 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	89.9 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1476.4 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	188.4 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	153.8 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	166.5 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	96.1 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	369.8 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	456.3 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	291.9 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	751.0 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	333.4 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1296.8 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	208.8 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	310.0 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	478.3 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	254.7 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	74.4 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Gemifloxacin	CO\N=C1/CN(CC1CN)C1=NC2=C(C=C1F)C(=O)C(=CN2C1CC1)C(O)=O	3655.9	Standard polar	33892256
Gemifloxacin	CO\N=C1/CN(CC1CN)C1=NC2=C(C=C1F)C(=O)C(=CN2C1CC1)C(O)=O	3211.4	Standard non polar	33892256
Gemifloxacin	CO\N=C1/CN(CC1CN)C1=NC2=C(C=C1F)C(=O)C(=CN2C1CC1)C(O)=O	3605.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Gemifloxacin,1TMS,isomer #1	CO/N=C1\CN(C2=NC3=C(C=C2F)C(=O)C(C(=O)O[Si](C)(C)C)=CN3C2CC2)CC1CN	3367.8	Semi standard non polar	33892256
Gemifloxacin,1TMS,isomer #2	CO/N=C1\CN(C2=NC3=C(C=C2F)C(=O)C(C(=O)O)=CN3C2CC2)CC1CN[Si](C)(C)C	3541.4	Semi standard non polar	33892256
Gemifloxacin,2TMS,isomer #1	CO/N=C1\CN(C2=NC3=C(C=C2F)C(=O)C(C(=O)O[Si](C)(C)C)=CN3C2CC2)CC1CN[Si](C)(C)C	3409.8	Semi standard non polar	33892256
Gemifloxacin,2TMS,isomer #1	CO/N=C1\CN(C2=NC3=C(C=C2F)C(=O)C(C(=O)O[Si](C)(C)C)=CN3C2CC2)CC1CN[Si](C)(C)C	3243.6	Standard non polar	33892256
Gemifloxacin,2TMS,isomer #1	CO/N=C1\CN(C2=NC3=C(C=C2F)C(=O)C(C(=O)O[Si](C)(C)C)=CN3C2CC2)CC1CN[Si](C)(C)C	4586.6	Standard polar	33892256
Gemifloxacin,2TMS,isomer #2	CO/N=C1\CN(C2=NC3=C(C=C2F)C(=O)C(C(=O)O)=CN3C2CC2)CC1CN([Si](C)(C)C)[Si](C)(C)C	3515.9	Semi standard non polar	33892256
Gemifloxacin,2TMS,isomer #2	CO/N=C1\CN(C2=NC3=C(C=C2F)C(=O)C(C(=O)O)=CN3C2CC2)CC1CN([Si](C)(C)C)[Si](C)(C)C	3358.5	Standard non polar	33892256
Gemifloxacin,2TMS,isomer #2	CO/N=C1\CN(C2=NC3=C(C=C2F)C(=O)C(C(=O)O)=CN3C2CC2)CC1CN([Si](C)(C)C)[Si](C)(C)C	4694.4	Standard polar	33892256
Gemifloxacin,3TMS,isomer #1	CO/N=C1\CN(C2=NC3=C(C=C2F)C(=O)C(C(=O)O[Si](C)(C)C)=CN3C2CC2)CC1CN([Si](C)(C)C)[Si](C)(C)C	3406.2	Semi standard non polar	33892256
Gemifloxacin,3TMS,isomer #1	CO/N=C1\CN(C2=NC3=C(C=C2F)C(=O)C(C(=O)O[Si](C)(C)C)=CN3C2CC2)CC1CN([Si](C)(C)C)[Si](C)(C)C	3392.9	Standard non polar	33892256
Gemifloxacin,3TMS,isomer #1	CO/N=C1\CN(C2=NC3=C(C=C2F)C(=O)C(C(=O)O[Si](C)(C)C)=CN3C2CC2)CC1CN([Si](C)(C)C)[Si](C)(C)C	4318.2	Standard polar	33892256
Gemifloxacin,1TBDMS,isomer #1	CO/N=C1\CN(C2=NC3=C(C=C2F)C(=O)C(C(=O)O[Si](C)(C)C(C)(C)C)=CN3C2CC2)CC1CN	3582.1	Semi standard non polar	33892256
Gemifloxacin,1TBDMS,isomer #2	CO/N=C1\CN(C2=NC3=C(C=C2F)C(=O)C(C(=O)O)=CN3C2CC2)CC1CN[Si](C)(C)C(C)(C)C	3715.9	Semi standard non polar	33892256
Gemifloxacin,2TBDMS,isomer #1	CO/N=C1\CN(C2=NC3=C(C=C2F)C(=O)C(C(=O)O[Si](C)(C)C(C)(C)C)=CN3C2CC2)CC1CN[Si](C)(C)C(C)(C)C	3762.9	Semi standard non polar	33892256
Gemifloxacin,2TBDMS,isomer #1	CO/N=C1\CN(C2=NC3=C(C=C2F)C(=O)C(C(=O)O[Si](C)(C)C(C)(C)C)=CN3C2CC2)CC1CN[Si](C)(C)C(C)(C)C	3642.9	Standard non polar	33892256
Gemifloxacin,2TBDMS,isomer #1	CO/N=C1\CN(C2=NC3=C(C=C2F)C(=O)C(C(=O)O[Si](C)(C)C(C)(C)C)=CN3C2CC2)CC1CN[Si](C)(C)C(C)(C)C	4559.4	Standard polar	33892256
Gemifloxacin,2TBDMS,isomer #2	CO/N=C1\CN(C2=NC3=C(C=C2F)C(=O)C(C(=O)O)=CN3C2CC2)CC1CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3960.7	Semi standard non polar	33892256
Gemifloxacin,2TBDMS,isomer #2	CO/N=C1\CN(C2=NC3=C(C=C2F)C(=O)C(C(=O)O)=CN3C2CC2)CC1CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3760.4	Standard non polar	33892256
Gemifloxacin,2TBDMS,isomer #2	CO/N=C1\CN(C2=NC3=C(C=C2F)C(=O)C(C(=O)O)=CN3C2CC2)CC1CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	4616.8	Standard polar	33892256
Gemifloxacin,3TBDMS,isomer #1	CO/N=C1\CN(C2=NC3=C(C=C2F)C(=O)C(C(=O)O[Si](C)(C)C(C)(C)C)=CN3C2CC2)CC1CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3971.4	Semi standard non polar	33892256
Gemifloxacin,3TBDMS,isomer #1	CO/N=C1\CN(C2=NC3=C(C=C2F)C(=O)C(C(=O)O[Si](C)(C)C(C)(C)C)=CN3C2CC2)CC1CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3935.1	Standard non polar	33892256
Gemifloxacin,3TBDMS,isomer #1	CO/N=C1\CN(C2=NC3=C(C=C2F)C(=O)C(C(=O)O[Si](C)(C)C(C)(C)C)=CN3C2CC2)CC1CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	4372.0	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Gemifloxacin GC-MS (Non-derivatized) - 70eV, Positive	splash10-001i-7009000000-6c1e062d9b76f111f18c	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Gemifloxacin GC-MS (1 TMS) - 70eV, Positive	splash10-00dj-5202900000-fac5d6018c989a382d60	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Gemifloxacin GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gemifloxacin 10V, Positive-QTOF	splash10-006x-0009000000-216eb233a8cd0c046a00	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gemifloxacin 20V, Positive-QTOF	splash10-0096-0109000000-01212fa7e1d9f9ed8c9b	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gemifloxacin 40V, Positive-QTOF	splash10-01qi-9301000000-91707fbf708434bd2935	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gemifloxacin 10V, Negative-QTOF	splash10-000l-0009000000-1a9cdceacdbdcde5efa9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gemifloxacin 20V, Negative-QTOF	splash10-03xu-0019000000-998e1aa5045a6e80b457	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gemifloxacin 40V, Negative-QTOF	splash10-0ik9-0229000000-77756438384a40006769	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gemifloxacin 10V, Negative-QTOF	splash10-052r-0009000000-7c9ea1e02153230b8e99	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gemifloxacin 20V, Negative-QTOF	splash10-000i-0009000000-ebc17fb139bdaa964784	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gemifloxacin 40V, Negative-QTOF	splash10-0hh9-0019000000-6a271d23da85cc6a804f	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gemifloxacin 10V, Positive-QTOF	splash10-0006-0009000000-4ae393c96b503585c9e1	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gemifloxacin 20V, Positive-QTOF	splash10-006x-0009000000-eb07db8d835c2d5bcfc9	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gemifloxacin 40V, Positive-QTOF	splash10-00kf-1059000000-ca44826b3169690b8ff4	2021-10-11	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular
Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB01155	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB01155	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB01155

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

7845573

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Gemifloxacin

METLIN ID

Not Available

PubChem Compound

9571107

PDB ID

Not Available

ChEBI ID

101853

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for Gemifloxacin (HMDB0015286)

MOL for HMDB0015286 (Gemifloxacin)

3D MOL for HMDB0015286 (Gemifloxacin)

3D SDF for HMDB0015286 (Gemifloxacin)

3D-SDF for HMDB0015286 (Gemifloxacin)

PDB for HMDB0015286 (Gemifloxacin)

3D PDB for HMDB0015286 (Gemifloxacin)

SMILES for HMDB0015286 (Gemifloxacin)

INCHI for HMDB0015286 (Gemifloxacin)

Structure for HMDB0015286 (Gemifloxacin)

3D Structure for HMDB0015286 (Gemifloxacin)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra