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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (1) Show 1 protein XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:50 UTC

Update Date

2022-03-07 02:51:45 UTC

HMDB ID

HMDB0014823

Secondary Accession Numbers

HMDB14823

Metabolite Identification

Common Name

Trovafloxacin

Description

Trovafloxacin (sold as Trovan by Pfizer) is a broad spectrum antibiotic that inhibits the uncoiling of supercoiled DNA in various bacteria by blocking the activity of DNA gyrase and topoisomerase IV. It was withdrawn from the market due to the risk of hepatotoxicity. It had better gram-positive bacterial coverage and less gram-negative coverage than the previous fluoroquinolones. [Wikipedia ]

Structure

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

685
  Mrv0541 02231214552D          

 32 36  0  0  1  0            999 V2000
    7.1488    2.0824    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.8075   -0.4125    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.2364   -2.8875    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.2364    2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0930    1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8075    2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1488    0.3926    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.5764   -1.0215    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6884    0.3839    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2364    0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.4534    0.1100    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.0382   -0.6028    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.8636   -0.6063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9037    0.7253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2319   -0.4283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4359    0.8078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4359    1.6672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9509    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6884    2.0911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9509    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2364    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5220    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5220    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2364   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5220   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9509   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8075    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5220   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9509   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2364   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9889    0.4960    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9666   -1.2590    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 17  1  0  0  0  0
  2 25  1  0  0  0  0
  3 30  1  0  0  0  0
  4 21  2  0  0  0  0
  5 27  1  0  0  0  0
  6 27  2  0  0  0  0
  7 14  1  0  0  0  0
  7 15  1  0  0  0  0
  7 16  1  0  0  0  0
  8 13  1  0  0  0  0
  9 16  1  0  0  0  0
  9 18  2  0  0  0  0
 10 18  1  0  0  0  0
 10 22  1  0  0  0  0
 10 24  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 11 14  1  0  0  0  0
 11 31  1  1  0  0  0
 12 13  1  0  0  0  0
 12 15  1  0  0  0  0
 12 32  1  1  0  0  0
 16 17  2  0  0  0  0
 17 19  1  0  0  0  0
 18 20  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 23  1  0  0  0  0
 22 23  2  0  0  0  0
 23 27  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 25 28  1  0  0  0  0
 26 29  2  0  0  0  0
 28 30  2  0  0  0  0
 29 30  1  0  0  0  0
M  END

HMDB0014823
     RDKit          3D
Trovafloxacin
 45 49  0  0  0  0  0  0  0  0999 V2000
    4.8160    1.4441   -2.0230 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8526    0.9660   -1.0528 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4526    0.3986    0.1947 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5831   -0.5697    0.9409 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3329    0.1217    1.1937 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0512   -0.4883    1.4016 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0274   -0.2134    0.5752 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1805   -0.7767    0.7561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3478   -1.6495    1.8161 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3229   -1.9605    2.6899 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8978   -1.3587    2.4647 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9705   -1.6118    3.2852 F   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6002   -2.2189    1.9845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7400   -3.0033    2.9420 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6599   -1.9507    1.1504 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9742   -2.5528    1.3331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1276   -3.3450    2.2944 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0463   -2.2989    0.5120 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4144   -1.0611    0.1043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2117   -0.4910   -0.0877 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9894    0.4142   -1.1647 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9584    0.2715   -2.0696 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7677    1.1648   -3.1036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6045    2.2395   -3.2726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4120    3.1254   -4.3015 F   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6410    2.4024   -2.3812 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8266    1.5069   -1.3504 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8462    1.6955   -0.5005 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.6521    1.5266    1.1908 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7398    1.7316    0.1897 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3151    1.6298   -2.9315 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2048    2.3880   -1.7310 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0119    0.4082   -1.5039 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5286    0.4699    0.3927 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4172   -1.4490    0.2695 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0709   -0.8973    1.9004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4668   -2.6421    3.5117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2441   -2.8460   -0.2929 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2278   -0.8356   -0.5614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2787   -0.5705   -1.9613 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0509    1.0485   -3.8191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2926    3.2528   -2.5258 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0960    1.7480    2.2044 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7799    2.1736    1.0525 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3304    2.6637    0.2840 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
  9 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 15 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 24 26  1  0
 26 27  2  0
 27 28  1  0
  5 29  1  0
 29 30  1  0
 30  2  1  0
 30  3  1  0
 11  6  1  0
 27 21  1  0
 20  8  1  0
  1 31  1  0
  1 32  1  0
  2 33  1  0
  3 34  1  6
  4 35  1  0
  4 36  1  0
 10 37  1  0
 18 38  1  0
 19 39  1  0
 22 40  1  0
 23 41  1  0
 26 42  1  0
 29 43  1  0
 29 44  1  0
 30 45  1  6
M  END

685
  Mrv0541 02231214552D          

 32 36  0  0  1  0            999 V2000
    7.1488    2.0824    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.8075   -0.4125    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.2364   -2.8875    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.2364    2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0930    1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8075    2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1488    0.3926    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.5764   -1.0215    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6884    0.3839    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2364    0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.4534    0.1100    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.0382   -0.6028    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.8636   -0.6063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9037    0.7253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2319   -0.4283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4359    0.8078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4359    1.6672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9509    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6884    2.0911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9509    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2364    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5220    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5220    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2364   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5220   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9509   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8075    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5220   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9509   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2364   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9889    0.4960    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9666   -1.2590    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 17  1  0  0  0  0
  2 25  1  0  0  0  0
  3 30  1  0  0  0  0
  4 21  2  0  0  0  0
  5 27  1  0  0  0  0
  6 27  2  0  0  0  0
  7 14  1  0  0  0  0
  7 15  1  0  0  0  0
  7 16  1  0  0  0  0
  8 13  1  0  0  0  0
  9 16  1  0  0  0  0
  9 18  2  0  0  0  0
 10 18  1  0  0  0  0
 10 22  1  0  0  0  0
 10 24  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 11 14  1  0  0  0  0
 11 31  1  1  0  0  0
 12 13  1  0  0  0  0
 12 15  1  0  0  0  0
 12 32  1  1  0  0  0
 16 17  2  0  0  0  0
 17 19  1  0  0  0  0
 18 20  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 23  1  0  0  0  0
 22 23  2  0  0  0  0
 23 27  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 25 28  1  0  0  0  0
 26 29  2  0  0  0  0
 28 30  2  0  0  0  0
 29 30  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0014823

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@]12CN(C[C@]1([H])C2N)C1=C(F)C=C2C(=O)C(=CN(C3=C(F)C=C(F)C=C3)C2=N1)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H15F3N4O3/c21-8-1-2-15(13(22)3-8)27-7-12(20(29)30)17(28)9-4-14(23)19(25-18(9)27)26-5-10-11(6-26)16(10)24/h1-4,7,10-11,16H,5-6,24H2,(H,29,30)/t10-,11+,16?

> <INCHI_KEY>
WVPSKSLAZQPAKQ-SOSAQKQKSA-N

> <FORMULA>
C20H15F3N4O3

> <MOLECULAR_WEIGHT>
416.3533

> <EXACT_MASS>
416.109624981

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_AVERAGE_POLARIZABILITY>
38.34161930918822

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
7-[(1R,5S)-6-amino-3-azabicyclo[3.1.0]hexan-3-yl]-1-(2,4-difluorophenyl)-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid

> <ALOGPS_LOGP>
0.86

> <JCHEM_LOGP>
0.1364504150057741

> <ALOGPS_LOGS>
-3.77

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.413119175733356

> <JCHEM_PKA_STRONGEST_BASIC>
9.440102792866124

> <JCHEM_POLAR_SURFACE_AREA>
99.75999999999999

> <JCHEM_REFRACTIVITY>
101.0404

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.04e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
trovafloxacin

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0014823
     RDKit          3D
Trovafloxacin
 45 49  0  0  0  0  0  0  0  0999 V2000
    4.8160    1.4441   -2.0230 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8526    0.9660   -1.0528 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4526    0.3986    0.1947 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5831   -0.5697    0.9409 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3329    0.1217    1.1937 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0512   -0.4883    1.4016 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0274   -0.2134    0.5752 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1805   -0.7767    0.7561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3478   -1.6495    1.8161 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3229   -1.9605    2.6899 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8978   -1.3587    2.4647 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9705   -1.6118    3.2852 F   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6002   -2.2189    1.9845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7400   -3.0033    2.9420 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6599   -1.9507    1.1504 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9742   -2.5528    1.3331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1276   -3.3450    2.2944 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0463   -2.2989    0.5120 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4144   -1.0611    0.1043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2117   -0.4910   -0.0877 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9894    0.4142   -1.1647 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9584    0.2715   -2.0696 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7677    1.1648   -3.1036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6045    2.2395   -3.2726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4120    3.1254   -4.3015 F   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6410    2.4024   -2.3812 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8266    1.5069   -1.3504 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8462    1.6955   -0.5005 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.6521    1.5266    1.1908 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7398    1.7316    0.1897 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3151    1.6298   -2.9315 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2048    2.3880   -1.7310 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0119    0.4082   -1.5039 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5286    0.4699    0.3927 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4172   -1.4490    0.2695 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0709   -0.8973    1.9004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4668   -2.6421    3.5117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2441   -2.8460   -0.2929 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2278   -0.8356   -0.5614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2787   -0.5705   -1.9613 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0509    1.0485   -3.8191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2926    3.2528   -2.5258 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0960    1.7480    2.2044 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7799    2.1736    1.0525 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3304    2.6637    0.2840 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
  9 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 15 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 24 26  1  0
 26 27  2  0
 27 28  1  0
  5 29  1  0
 29 30  1  0
 30  2  1  0
 30  3  1  0
 11  6  1  0
 27 21  1  0
 20  8  1  0
  1 31  1  0
  1 32  1  0
  2 33  1  0
  3 34  1  6
  4 35  1  0
  4 36  1  0
 10 37  1  0
 18 38  1  0
 19 39  1  0
 22 40  1  0
 23 41  1  0
 26 42  1  0
 29 43  1  0
 29 44  1  0
 30 45  1  6
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 685                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  F   UNK     0      13.344   3.887   0.000  0.00  0.00           F+0
HETATM    2  F   UNK     0       5.241  -0.770   0.000  0.00  0.00           F+0
HETATM    3  F   UNK     0       7.908  -5.390   0.000  0.00  0.00           F+0
HETATM    4  O   UNK     0       7.908   5.390   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0       3.907   3.080   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0       5.241   5.390   0.000  0.00  0.00           O+0
HETATM    7  N   UNK     0      13.344   0.733   0.000  0.00  0.00           N+0
HETATM    8  N   UNK     0      17.876  -1.907   0.000  0.00  0.00           N+0
HETATM    9  N   UNK     0      10.618   0.717   0.000  0.00  0.00           N+0
HETATM   10  N   UNK     0       7.908   0.770   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0      15.780   0.205   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      15.005  -1.125   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      16.545  -1.132   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      14.754   1.354   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      13.500  -0.799   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      12.014   1.508   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      12.014   3.112   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       9.242   1.540   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      10.618   3.903   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       9.242   3.080   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       7.908   3.850   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       6.574   1.540   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       6.574   3.080   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       7.908  -0.770   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       6.574  -1.540   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       9.242  -1.540   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       5.241   3.850   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       6.574  -3.080   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       9.242  -3.080   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       7.908  -3.850   0.000  0.00  0.00           C+0
HETATM   31  H   UNK     0      16.779   0.926   0.000  0.00  0.00           H+0
HETATM   32  H   UNK     0      14.871  -2.350   0.000  0.00  0.00           H+0
CONECT    1   17                                                            
CONECT    2   25                                                            
CONECT    3   30                                                            
CONECT    4   21                                                            
CONECT    5   27                                                            
CONECT    6   27                                                            
CONECT    7   14   15   16                                                  
CONECT    8   13                                                            
CONECT    9   16   18                                                       
CONECT   10   18   22   24                                                  
CONECT   11   12   13   14   31                                             
CONECT   12   11   13   15   32                                             
CONECT   13    8   11   12                                                  
CONECT   14    7   11                                                       
CONECT   15    7   12                                                       
CONECT   16    7    9   17                                                  
CONECT   17    1   16   19                                                  
CONECT   18    9   10   20                                                  
CONECT   19   17   20                                                       
CONECT   20   18   19   21                                                  
CONECT   21    4   20   23                                                  
CONECT   22   10   23                                                       
CONECT   23   21   22   27                                                  
CONECT   24   10   25   26                                                  
CONECT   25    2   24   28                                                  
CONECT   26   24   29                                                       
CONECT   27    5    6   23                                                  
CONECT   28   25   30                                                       
CONECT   29   26   30                                                       
CONECT   30    3   28   29                                                  
CONECT   31   11                                                            
CONECT   32   12                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   72    0
END

COMPND    HMDB0014823
HETATM    1  N1  UNL     1       4.816   1.444  -2.023  1.00  0.00           N  
HETATM    2  C1  UNL     1       3.853   0.966  -1.053  1.00  0.00           C  
HETATM    3  C2  UNL     1       4.453   0.399   0.195  1.00  0.00           C  
HETATM    4  C3  UNL     1       3.583  -0.570   0.941  1.00  0.00           C  
HETATM    5  N2  UNL     1       2.333   0.122   1.194  1.00  0.00           N  
HETATM    6  C4  UNL     1       1.051  -0.488   1.402  1.00  0.00           C  
HETATM    7  N3  UNL     1       0.027  -0.213   0.575  1.00  0.00           N  
HETATM    8  C5  UNL     1      -1.181  -0.777   0.756  1.00  0.00           C  
HETATM    9  C6  UNL     1      -1.348  -1.649   1.816  1.00  0.00           C  
HETATM   10  C7  UNL     1      -0.323  -1.960   2.690  1.00  0.00           C  
HETATM   11  C8  UNL     1       0.898  -1.359   2.465  1.00  0.00           C  
HETATM   12  F1  UNL     1       1.970  -1.612   3.285  1.00  0.00           F  
HETATM   13  C9  UNL     1      -2.600  -2.219   1.985  1.00  0.00           C  
HETATM   14  O1  UNL     1      -2.740  -3.003   2.942  1.00  0.00           O  
HETATM   15  C10 UNL     1      -3.660  -1.951   1.150  1.00  0.00           C  
HETATM   16  C11 UNL     1      -4.974  -2.553   1.333  1.00  0.00           C  
HETATM   17  O2  UNL     1      -5.128  -3.345   2.294  1.00  0.00           O  
HETATM   18  O3  UNL     1      -6.046  -2.299   0.512  1.00  0.00           O  
HETATM   19  C12 UNL     1      -3.414  -1.061   0.104  1.00  0.00           C  
HETATM   20  N4  UNL     1      -2.212  -0.491  -0.088  1.00  0.00           N  
HETATM   21  C13 UNL     1      -1.989   0.414  -1.165  1.00  0.00           C  
HETATM   22  C14 UNL     1      -0.958   0.272  -2.070  1.00  0.00           C  
HETATM   23  C15 UNL     1      -0.768   1.165  -3.104  1.00  0.00           C  
HETATM   24  C16 UNL     1      -1.605   2.239  -3.273  1.00  0.00           C  
HETATM   25  F2  UNL     1      -1.412   3.125  -4.302  1.00  0.00           F  
HETATM   26  C17 UNL     1      -2.641   2.402  -2.381  1.00  0.00           C  
HETATM   27  C18 UNL     1      -2.827   1.507  -1.350  1.00  0.00           C  
HETATM   28  F3  UNL     1      -3.846   1.696  -0.500  1.00  0.00           F  
HETATM   29  C19 UNL     1       2.652   1.527   1.191  1.00  0.00           C  
HETATM   30  C20 UNL     1       3.740   1.732   0.190  1.00  0.00           C  
HETATM   31  H1  UNL     1       4.315   1.630  -2.932  1.00  0.00           H  
HETATM   32  H2  UNL     1       5.205   2.388  -1.731  1.00  0.00           H  
HETATM   33  H3  UNL     1       3.012   0.408  -1.504  1.00  0.00           H  
HETATM   34  H4  UNL     1       5.529   0.470   0.393  1.00  0.00           H  
HETATM   35  H5  UNL     1       3.417  -1.449   0.270  1.00  0.00           H  
HETATM   36  H6  UNL     1       4.071  -0.897   1.900  1.00  0.00           H  
HETATM   37  H7  UNL     1      -0.467  -2.642   3.512  1.00  0.00           H  
HETATM   38  H8  UNL     1      -6.244  -2.846  -0.293  1.00  0.00           H  
HETATM   39  H9  UNL     1      -4.228  -0.836  -0.561  1.00  0.00           H  
HETATM   40  H10 UNL     1      -0.279  -0.571  -1.961  1.00  0.00           H  
HETATM   41  H11 UNL     1       0.051   1.048  -3.819  1.00  0.00           H  
HETATM   42  H12 UNL     1      -3.293   3.253  -2.526  1.00  0.00           H  
HETATM   43  H13 UNL     1       3.096   1.748   2.204  1.00  0.00           H  
HETATM   44  H14 UNL     1       1.780   2.174   1.053  1.00  0.00           H  
HETATM   45  H15 UNL     1       4.330   2.664   0.284  1.00  0.00           H  
CONECT    1    2   31   32
CONECT    2    3   30   33
CONECT    3    4   30   34
CONECT    4    5   35   36
CONECT    5    6   29
CONECT    6    7    7   11
CONECT    7    8
CONECT    8    9    9   20
CONECT    9   10   13
CONECT   10   11   11   37
CONECT   11   12
CONECT   13   14   14   15
CONECT   15   16   19   19
CONECT   16   17   17   18
CONECT   18   38
CONECT   19   20   39
CONECT   20   21
CONECT   21   22   22   27
CONECT   22   23   40
CONECT   23   24   24   41
CONECT   24   25   26
CONECT   26   27   27   42
CONECT   27   28
CONECT   29   30   43   44
CONECT   30   45
END

HMDB0014823
     RDKit          3D
Trovafloxacin
 45 49  0  0  0  0  0  0  0  0999 V2000
    4.8160    1.4441   -2.0230 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8526    0.9660   -1.0528 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4526    0.3986    0.1947 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5831   -0.5697    0.9409 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3329    0.1217    1.1937 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0512   -0.4883    1.4016 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0274   -0.2134    0.5752 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1805   -0.7767    0.7561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3478   -1.6495    1.8161 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3229   -1.9605    2.6899 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8978   -1.3587    2.4647 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9705   -1.6118    3.2852 F   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6002   -2.2189    1.9845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7400   -3.0033    2.9420 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6599   -1.9507    1.1504 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9742   -2.5528    1.3331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1276   -3.3450    2.2944 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0463   -2.2989    0.5120 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4144   -1.0611    0.1043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2117   -0.4910   -0.0877 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9894    0.4142   -1.1647 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9584    0.2715   -2.0696 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7677    1.1648   -3.1036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6045    2.2395   -3.2726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4120    3.1254   -4.3015 F   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6410    2.4024   -2.3812 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8266    1.5069   -1.3504 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8462    1.6955   -0.5005 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.6521    1.5266    1.1908 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7398    1.7316    0.1897 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3151    1.6298   -2.9315 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2048    2.3880   -1.7310 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0119    0.4082   -1.5039 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5286    0.4699    0.3927 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4172   -1.4490    0.2695 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0709   -0.8973    1.9004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4668   -2.6421    3.5117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2441   -2.8460   -0.2929 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2278   -0.8356   -0.5614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2787   -0.5705   -1.9613 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0509    1.0485   -3.8191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2926    3.2528   -2.5258 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0960    1.7480    2.2044 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7799    2.1736    1.0525 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3304    2.6637    0.2840 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
  9 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 15 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 24 26  1  0
 26 27  2  0
 27 28  1  0
  5 29  1  0
 29 30  1  0
 30  2  1  0
 30  3  1  0
 11  6  1  0
 27 21  1  0
 20  8  1  0
  1 31  1  0
  1 32  1  0
  2 33  1  0
  3 34  1  6
  4 35  1  0
  4 36  1  0
 10 37  1  0
 18 38  1  0
 19 39  1  0
 22 40  1  0
 23 41  1  0
 26 42  1  0
 29 43  1  0
 29 44  1  0
 30 45  1  6
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
TVFX	HMDB
7-[(1R,5S)-6-Amino-3-azabicyclo[3.1.0]hexan-3-yl]-1-(2,4-difluorophenyl)-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylate	HMDB
Trovafloxacin	MeSH

Chemical Formula

C₂₀H₁₅F₃N₄O₃

Average Molecular Weight

416.3533

Monoisotopic Molecular Weight

416.109624981

IUPAC Name

7-[(1R,5S)-6-amino-3-azabicyclo[3.1.0]hexan-3-yl]-1-(2,4-difluorophenyl)-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid

Traditional Name

trovafloxacin

CAS Registry Number

147059-72-1

SMILES

[H][C@@]12CN(C[C@]1([H])C2N)C1=C(F)C=C2C(=O)C(=CN(C3=C(F)C=C(F)C=C3)C2=N1)C(O)=O

InChI Identifier

InChI=1S/C20H15F3N4O3/c21-8-1-2-15(13(22)3-8)27-7-12(20(29)30)17(28)9-4-14(23)19(25-18(9)27)26-5-10-11(6-26)16(10)24/h1-4,7,10-11,16H,5-6,24H2,(H,29,30)/t10-,11+,16?

InChI Key

WVPSKSLAZQPAKQ-SOSAQKQKSA-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
4-aminopiperidine
Aminopyridine
Halobenzene
Fluorobenzene
Aryl fluoride
Piperidine
Aryl halide
Monocyclic benzene moiety
Pyridine
Imidolactam
Benzenoid
Pyrrolidine
Heteroaromatic compound
Vinylogous amide
Amino acid
Amino acid or derivatives
Azacycle
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Organonitrogen compound
Organooxygen compound
Primary amine
Organic oxygen compound
Organic nitrogen compound
Amine
Hydrocarbon derivative
Organic oxide
Primary aliphatic amine
Organopnictogen compound
Organofluoride
Organohalogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

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: HMDB0014823)

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	0.07 g/L	Not Available
LogP	3.7	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.07 g/L	ALOGPS
logP	0.86	ALOGPS
logP	0.14	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	5.41	ChemAxon
pKa (Strongest Basic)	9.44	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	99.76 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	101.04 m³·mol⁻¹	ChemAxon
Polarizability	38.34 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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-2H]-	229.303	30932474
DeepCCS	[M+Na]+	204.726	30932474
AllCCS	[M+H]+	191.2	32859911
AllCCS	[M+H-H2O]+	188.7	32859911
AllCCS	[M+NH4]+	193.4	32859911
AllCCS	[M+Na]+	194.1	32859911
AllCCS	[M-H]-	190.5	32859911
AllCCS	[M+Na-2H]-	190.0	32859911
AllCCS	[M+HCOO]-	189.5	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.	4.05 minutes	32390414
Predicted by Siyang on May 30, 2022	10.9363 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	4.41 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	91.3 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1349.9 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	210.3 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	146.9 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	177.1 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	98.6 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	366.0 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	492.8 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	400.4 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	720.7 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	381.4 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	1272.6 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	210.3 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	350.4 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	379.3 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	206.0 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	101.8 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Trovafloxacin	[H][C@@]12CN(C[C@]1([H])C2N)C1=C(F)C=C2C(=O)C(=CN(C3=C(F)C=C(F)C=C3)C2=N1)C(O)=O	4049.7	Standard polar	33892256
Trovafloxacin	[H][C@@]12CN(C[C@]1([H])C2N)C1=C(F)C=C2C(=O)C(=CN(C3=C(F)C=C(F)C=C3)C2=N1)C(O)=O	2786.2	Standard non polar	33892256
Trovafloxacin	[H][C@@]12CN(C[C@]1([H])C2N)C1=C(F)C=C2C(=O)C(=CN(C3=C(F)C=C(F)C=C3)C2=N1)C(O)=O	3629.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Trovafloxacin,1TMS,isomer #1	C[Si](C)(C)OC(=O)C1=CN(C2=CC=C(F)C=C2F)C2=NC(N3C[C@H]4C(N)[C@H]4C3)=C(F)C=C2C1=O	3292.8	Semi standard non polar	33892256
Trovafloxacin,1TMS,isomer #2	C[Si](C)(C)NC1[C@@H]2CN(C3=NC4=C(C=C3F)C(=O)C(C(=O)O)=CN4C3=CC=C(F)C=C3F)C[C@H]12	3363.5	Semi standard non polar	33892256
Trovafloxacin,2TMS,isomer #1	C[Si](C)(C)NC1[C@@H]2CN(C3=NC4=C(C=C3F)C(=O)C(C(=O)O[Si](C)(C)C)=CN4C3=CC=C(F)C=C3F)C[C@H]12	3282.5	Semi standard non polar	33892256
Trovafloxacin,2TMS,isomer #1	C[Si](C)(C)NC1[C@@H]2CN(C3=NC4=C(C=C3F)C(=O)C(C(=O)O[Si](C)(C)C)=CN4C3=CC=C(F)C=C3F)C[C@H]12	3343.5	Standard non polar	33892256
Trovafloxacin,2TMS,isomer #1	C[Si](C)(C)NC1[C@@H]2CN(C3=NC4=C(C=C3F)C(=O)C(C(=O)O[Si](C)(C)C)=CN4C3=CC=C(F)C=C3F)C[C@H]12	3997.8	Standard polar	33892256
Trovafloxacin,2TMS,isomer #2	C[Si](C)(C)N(C1[C@@H]2CN(C3=NC4=C(C=C3F)C(=O)C(C(=O)O)=CN4C3=CC=C(F)C=C3F)C[C@H]12)[Si](C)(C)C	3344.2	Semi standard non polar	33892256
Trovafloxacin,2TMS,isomer #2	C[Si](C)(C)N(C1[C@@H]2CN(C3=NC4=C(C=C3F)C(=O)C(C(=O)O)=CN4C3=CC=C(F)C=C3F)C[C@H]12)[Si](C)(C)C	3394.0	Standard non polar	33892256
Trovafloxacin,2TMS,isomer #2	C[Si](C)(C)N(C1[C@@H]2CN(C3=NC4=C(C=C3F)C(=O)C(C(=O)O)=CN4C3=CC=C(F)C=C3F)C[C@H]12)[Si](C)(C)C	4102.5	Standard polar	33892256
Trovafloxacin,3TMS,isomer #1	C[Si](C)(C)OC(=O)C1=CN(C2=CC=C(F)C=C2F)C2=NC(N3C[C@H]4C(N([Si](C)(C)C)[Si](C)(C)C)[C@H]4C3)=C(F)C=C2C1=O	3313.9	Semi standard non polar	33892256
Trovafloxacin,3TMS,isomer #1	C[Si](C)(C)OC(=O)C1=CN(C2=CC=C(F)C=C2F)C2=NC(N3C[C@H]4C(N([Si](C)(C)C)[Si](C)(C)C)[C@H]4C3)=C(F)C=C2C1=O	3442.3	Standard non polar	33892256
Trovafloxacin,3TMS,isomer #1	C[Si](C)(C)OC(=O)C1=CN(C2=CC=C(F)C=C2F)C2=NC(N3C[C@H]4C(N([Si](C)(C)C)[Si](C)(C)C)[C@H]4C3)=C(F)C=C2C1=O	3831.1	Standard polar	33892256
Trovafloxacin,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C1=CN(C2=CC=C(F)C=C2F)C2=NC(N3C[C@H]4C(N)[C@H]4C3)=C(F)C=C2C1=O	3497.4	Semi standard non polar	33892256
Trovafloxacin,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC1[C@@H]2CN(C3=NC4=C(C=C3F)C(=O)C(C(=O)O)=CN4C3=CC=C(F)C=C3F)C[C@H]12	3560.8	Semi standard non polar	33892256
Trovafloxacin,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC1[C@@H]2CN(C3=NC4=C(C=C3F)C(=O)C(C(=O)O[Si](C)(C)C(C)(C)C)=CN4C3=CC=C(F)C=C3F)C[C@H]12	3643.3	Semi standard non polar	33892256
Trovafloxacin,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC1[C@@H]2CN(C3=NC4=C(C=C3F)C(=O)C(C(=O)O[Si](C)(C)C(C)(C)C)=CN4C3=CC=C(F)C=C3F)C[C@H]12	3762.7	Standard non polar	33892256
Trovafloxacin,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC1[C@@H]2CN(C3=NC4=C(C=C3F)C(=O)C(C(=O)O[Si](C)(C)C(C)(C)C)=CN4C3=CC=C(F)C=C3F)C[C@H]12	4145.2	Standard polar	33892256
Trovafloxacin,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(C1[C@@H]2CN(C3=NC4=C(C=C3F)C(=O)C(C(=O)O)=CN4C3=CC=C(F)C=C3F)C[C@H]12)[Si](C)(C)C(C)(C)C	3803.4	Semi standard non polar	33892256
Trovafloxacin,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(C1[C@@H]2CN(C3=NC4=C(C=C3F)C(=O)C(C(=O)O)=CN4C3=CC=C(F)C=C3F)C[C@H]12)[Si](C)(C)C(C)(C)C	3812.3	Standard non polar	33892256
Trovafloxacin,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(C1[C@@H]2CN(C3=NC4=C(C=C3F)C(=O)C(C(=O)O)=CN4C3=CC=C(F)C=C3F)C[C@H]12)[Si](C)(C)C(C)(C)C	4167.2	Standard polar	33892256
Trovafloxacin,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C1=CN(C2=CC=C(F)C=C2F)C2=NC(N3C[C@H]4C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[C@H]4C3)=C(F)C=C2C1=O	3885.1	Semi standard non polar	33892256
Trovafloxacin,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C1=CN(C2=CC=C(F)C=C2F)C2=NC(N3C[C@H]4C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[C@H]4C3)=C(F)C=C2C1=O	4044.1	Standard non polar	33892256
Trovafloxacin,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C1=CN(C2=CC=C(F)C=C2F)C2=NC(N3C[C@H]4C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[C@H]4C3)=C(F)C=C2C1=O	4006.8	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Trovafloxacin GC-MS (Non-derivatized) - 70eV, Positive	splash10-000b-2119000000-91742a1b93c82cf212d5	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Trovafloxacin GC-MS (1 TMS) - 70eV, Positive	splash10-00di-7003900000-4818baa2c2a4f74b2220	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Trovafloxacin 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 - Trovafloxacin 10V, Positive-QTOF	splash10-0gb9-0006900000-2710bf3a67a56277c91a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trovafloxacin 20V, Positive-QTOF	splash10-0fyk-0009200000-09205f5639aced9d56b1	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trovafloxacin 40V, Positive-QTOF	splash10-0udi-2109000000-c9470417cb99415a7647	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trovafloxacin 10V, Negative-QTOF	splash10-0gi0-0009300000-889348bd48600cb6c1a5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trovafloxacin 20V, Negative-QTOF	splash10-0fk9-0019000000-74abce38948c12f68820	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trovafloxacin 40V, Negative-QTOF	splash10-0kdi-0269000000-576e128582edeb4bb363	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trovafloxacin 10V, Positive-QTOF	splash10-014i-0000900000-3867ec761451154ce3c8	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trovafloxacin 20V, Positive-QTOF	splash10-0002-0009000000-73e5733bc87ce9b57a25	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trovafloxacin 40V, Positive-QTOF	splash10-0v7j-0019000000-0c5ac23c528b63c072a6	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trovafloxacin 10V, Negative-QTOF	splash10-0gb9-0008900000-f2e46d3c5f677f467399	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trovafloxacin 20V, Negative-QTOF	splash10-0udi-0009000000-cecc830cc169437c1861	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trovafloxacin 40V, Negative-QTOF	splash10-0udi-0129000000-26a3bdcab7848d604140	2021-10-11	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 DB00685	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00685	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

56670

KEGG Compound ID

C07664

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Trovafloxacin

METLIN ID

Not Available

PubChem Compound

62959

PDB ID

Not Available

ChEBI ID

Not Available

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

Enzymes

Enzyme Details

1. DNA topoisomerase 2-alpha

General function:: Involved in sequence-specific DNA binding transcription factor activity
Specific function:: Control of topological states of DNA by transient breakage and subsequent rejoining of DNA strands. Topoisomerase II makes double-strand breaks
Gene Name:: TOP2A
Uniprot ID:: P11388
Molecular weight:: 174383.9

References

Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]

Showing metabocard for Trovafloxacin (HMDB0014823)

MOL for HMDB0014823 (Trovafloxacin)

3D MOL for HMDB0014823 (Trovafloxacin)

3D SDF for HMDB0014823 (Trovafloxacin)

3D-SDF for HMDB0014823 (Trovafloxacin)

PDB for HMDB0014823 (Trovafloxacin)

3D PDB for HMDB0014823 (Trovafloxacin)

SMILES for HMDB0014823 (Trovafloxacin)

INCHI for HMDB0014823 (Trovafloxacin)

Structure for HMDB0014823 (Trovafloxacin)

3D Structure for HMDB0014823 (Trovafloxacin)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References