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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 08:35:23 UTC

Update Date

2021-09-26 23:03:08 UTC

HMDB ID

HMDB0251257

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Diflomotecan

Description

Diflomotecan belongs to the class of organic compounds known as haloquinolines. Haloquinolines are compounds containing a quinoline moiety, which is substituted at one or more ring positions by n halogen atom. Based on a literature review very few articles have been published on Diflomotecan. This compound has been identified in human blood as reported by (PMID: 31557052 ). Diflomotecan is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Diflomotecan is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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


  Mrv1652309112110352D          

 29 33  0  0  0  0            999 V2000
    8.6251   -1.2815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7535   -2.0965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5234   -2.3928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3457   -2.3256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9109   -2.9267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6976   -2.6782    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7933   -3.7432    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0816   -4.1605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3117   -3.8642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0633   -3.0775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2577   -2.8993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7006   -3.5078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8757   -3.5009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6142   -4.2834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2776   -4.7739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9491   -4.2945    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.7546   -4.4727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0030   -5.2594    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8059   -4.4482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2589   -3.8306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4506   -3.9954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9036   -3.3778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1651   -2.5953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9734   -2.4305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5204   -3.0481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3287   -2.8833    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6182   -1.9776    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.0953   -3.5426    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    9.6410   -1.5762    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  3 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 12 16  1  0  0  0  0
 16 17  1  0  0  0  0
  9 17  1  0  0  0  0
 17 18  2  0  0  0  0
 14 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 20 25  1  0  0  0  0
 25 26  2  0  0  0  0
 13 26  1  0  0  0  0
 23 27  1  0  0  0  0
 22 28  1  0  0  0  0
  3 29  1  0  0  0  0
M  END

HMDB0251257
     RDKit          3D
Diflomotecan
 45 49  0  0  0  0  0  0  0  0999 V2000
   -3.4493    0.7935   -0.2670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8882    1.5883   -1.4269 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8832    2.5721   -0.9536 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5583    3.4297   -0.0482 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3296    3.4541   -2.0184 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4496    4.5253   -1.5731 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0080    5.2405   -2.5096 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0059    4.9243   -0.3255 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1258    4.2060    0.8632 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1333    2.7217    0.5781 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7392    2.0100   -0.2125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5578    0.6566   -0.3458 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4936    0.0299    0.3127 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3301    0.7237    1.0730 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1465    2.0674    1.2027 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9509    2.7330    1.9337 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3527   -0.1141    1.6664 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0291   -1.4616    1.1630 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6117   -2.7201    1.3497 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0684   -3.8226    0.7278 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6474   -5.0859    0.9089 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1330   -6.2108    0.3017 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7090   -7.4439    0.4856 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.0233   -6.0978   -0.5037 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5211   -7.2054   -1.1009 F   0  0  0  0  0  0  0  0  0  0  0  0
    0.4554   -4.8355   -0.6764 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9555   -3.7036   -0.0785 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4083   -2.4865   -0.2467 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9208   -1.3701    0.3550 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4654    1.1342    0.0277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7970    0.8892    0.6459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5319   -0.2933   -0.5190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7637    2.1769   -1.8347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5587    0.8797   -2.1901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3727    3.0165    0.3055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7451    2.7924   -2.7218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1837    3.9173   -2.5891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7692    4.3971    1.5098 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0241    4.4268    1.4434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1980    0.0322   -0.9471 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3136   -0.0448    2.7690 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3250    0.2636    1.2628 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4688   -2.7747    1.9778 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5193   -5.1652    1.5436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4242   -4.7663   -1.3187 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
  3  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 14 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 22 24  2  0
 24 25  1  0
 24 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 11  3  1  0
 29 13  1  0
 15 10  1  0
 29 18  1  0
 27 20  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  2 33  1  0
  2 34  1  0
  4 35  1  0
  5 36  1  0
  5 37  1  0
  9 38  1  0
  9 39  1  0
 12 40  1  0
 17 41  1  0
 17 42  1  0
 19 43  1  0
 21 44  1  0
 26 45  1  0
M  END


  Mrv1652309112110352D          

 29 33  0  0  0  0            999 V2000
    8.6251   -1.2815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7535   -2.0965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5234   -2.3928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3457   -2.3256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9109   -2.9267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6976   -2.6782    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7933   -3.7432    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0816   -4.1605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3117   -3.8642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0633   -3.0775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2577   -2.8993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7006   -3.5078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8757   -3.5009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6142   -4.2834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2776   -4.7739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9491   -4.2945    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.7546   -4.4727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0030   -5.2594    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8059   -4.4482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2589   -3.8306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4506   -3.9954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9036   -3.3778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1651   -2.5953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9734   -2.4305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5204   -3.0481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3287   -2.8833    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6182   -1.9776    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.0953   -3.5426    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    9.6410   -1.5762    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  3 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 12 16  1  0  0  0  0
 16 17  1  0  0  0  0
  9 17  1  0  0  0  0
 17 18  2  0  0  0  0
 14 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 20 25  1  0  0  0  0
 25 26  2  0  0  0  0
 13 26  1  0  0  0  0
 23 27  1  0  0  0  0
 22 28  1  0  0  0  0
  3 29  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0251257

> <DATABASE_NAME>
hmdb

> <SMILES>
CCC1(O)CC(=O)OCC2=C1C=C1N(CC3=C1N=C1C=C(F)C(F)=CC1=C3)C2=O

> <INCHI_IDENTIFIER>
InChI=1S/C21H16F2N2O4/c1-2-21(28)7-18(26)29-9-12-13(21)5-17-19-11(8-25(17)20(12)27)3-10-4-14(22)15(23)6-16(10)24-19/h3-6,28H,2,7-9H2,1H3

> <INCHI_KEY>
LFQCJSBXBZRMTN-UHFFFAOYSA-N

> <FORMULA>
C21H16F2N2O4

> <MOLECULAR_WEIGHT>
398.366

> <EXACT_MASS>
398.107813329

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
45

> <JCHEM_AVERAGE_POLARIZABILITY>
38.89822334961056

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
20-ethyl-6,7-difluoro-20-hydroxy-17-oxa-3,13-diazapentacyclo[11.9.0.0^{2,11}.0^{4,9}.0^{15,21}]docosa-1(22),2(11),3,5,7,9,15(21)-heptaene-14,18-dione

> <ALOGPS_LOGP>
2.05

> <JCHEM_LOGP>
1.4382814116666671

> <ALOGPS_LOGS>
-3.49

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.808765496178982

> <JCHEM_PKA_STRONGEST_BASIC>
1.827364509246216

> <JCHEM_POLAR_SURFACE_AREA>
79.73

> <JCHEM_REFRACTIVITY>
99.4745

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.29e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
20-ethyl-6,7-difluoro-20-hydroxy-17-oxa-3,13-diazapentacyclo[11.9.0.0^{2,11}.0^{4,9}.0^{15,21}]docosa-1(22),2(11),3,5,7,9,15(21)-heptaene-14,18-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0251257
     RDKit          3D
Diflomotecan
 45 49  0  0  0  0  0  0  0  0999 V2000
   -3.4493    0.7935   -0.2670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8882    1.5883   -1.4269 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8832    2.5721   -0.9536 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5583    3.4297   -0.0482 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3296    3.4541   -2.0184 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4496    4.5253   -1.5731 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0080    5.2405   -2.5096 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0059    4.9243   -0.3255 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1258    4.2060    0.8632 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1333    2.7217    0.5781 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7392    2.0100   -0.2125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5578    0.6566   -0.3458 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4936    0.0299    0.3127 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3301    0.7237    1.0730 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1465    2.0674    1.2027 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9509    2.7330    1.9337 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3527   -0.1141    1.6664 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0291   -1.4616    1.1630 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6117   -2.7201    1.3497 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0684   -3.8226    0.7278 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6474   -5.0859    0.9089 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1330   -6.2108    0.3017 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7090   -7.4439    0.4856 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.0233   -6.0978   -0.5037 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5211   -7.2054   -1.1009 F   0  0  0  0  0  0  0  0  0  0  0  0
    0.4554   -4.8355   -0.6764 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9555   -3.7036   -0.0785 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4083   -2.4865   -0.2467 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9208   -1.3701    0.3550 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4654    1.1342    0.0277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7970    0.8892    0.6459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5319   -0.2933   -0.5190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7637    2.1769   -1.8347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5587    0.8797   -2.1901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3727    3.0165    0.3055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7451    2.7924   -2.7218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1837    3.9173   -2.5891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7692    4.3971    1.5098 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0241    4.4268    1.4434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1980    0.0322   -0.9471 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3136   -0.0448    2.7690 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3250    0.2636    1.2628 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4688   -2.7747    1.9778 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5193   -5.1652    1.5436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4242   -4.7663   -1.3187 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
  3  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 14 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 22 24  2  0
 24 25  1  0
 24 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 11  3  1  0
 29 13  1  0
 15 10  1  0
 29 18  1  0
 27 20  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  2 33  1  0
  2 34  1  0
  4 35  1  0
  5 36  1  0
  5 37  1  0
  9 38  1  0
  9 39  1  0
 12 40  1  0
 17 41  1  0
 17 42  1  0
 19 43  1  0
 21 44  1  0
 26 45  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0      16.100  -2.392   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      16.340  -3.913   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      17.777  -4.467   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      19.312  -4.341   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      20.367  -5.463   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      21.835  -4.999   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0      20.148  -6.987   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      18.819  -7.766   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      17.382  -7.213   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      16.918  -5.745   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      15.414  -5.412   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      14.375  -6.548   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      12.835  -6.535   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      12.347  -7.996   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      13.585  -8.911   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0      14.838  -8.016   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0      16.342  -8.349   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      16.806  -9.818   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      10.838  -8.303   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       9.817  -7.150   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       8.308  -7.458   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       7.287  -6.305   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       7.775  -4.845   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       9.284  -4.537   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      10.305  -5.690   0.000  0.00  0.00           C+0
HETATM   26  N   UNK     0      11.814  -5.382   0.000  0.00  0.00           N+0
HETATM   27  F   UNK     0       6.754  -3.692   0.000  0.00  0.00           F+0
HETATM   28  F   UNK     0       5.778  -6.613   0.000  0.00  0.00           F+0
HETATM   29  O   UNK     0      17.996  -2.942   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   10   29                                             
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   17                                                  
CONECT   10    9    3   11                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   16                                                  
CONECT   13   12   14   26                                                  
CONECT   14   13   15   19                                                  
CONECT   15   14   16                                                       
CONECT   16   15   12   17                                                  
CONECT   17   16    9   18                                                  
CONECT   18   17                                                            
CONECT   19   14   20                                                       
CONECT   20   19   21   25                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23   28                                                  
CONECT   23   22   24   27                                                  
CONECT   24   23   25                                                       
CONECT   25   24   20   26                                                  
CONECT   26   25   13                                                       
CONECT   27   23                                                            
CONECT   28   22                                                            
CONECT   29    3                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   66    0
END

COMPND    HMDB0251257
HETATM    1  C1  UNL     1      -3.449   0.793  -0.267  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.888   1.588  -1.427  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.883   2.572  -0.954  1.00  0.00           C  
HETATM    4  O1  UNL     1      -2.558   3.430  -0.048  1.00  0.00           O  
HETATM    5  C4  UNL     1      -1.330   3.454  -2.018  1.00  0.00           C  
HETATM    6  C5  UNL     1      -0.450   4.525  -1.573  1.00  0.00           C  
HETATM    7  O2  UNL     1      -0.008   5.240  -2.510  1.00  0.00           O  
HETATM    8  O3  UNL     1       0.006   4.924  -0.325  1.00  0.00           O  
HETATM    9  C6  UNL     1       0.126   4.206   0.863  1.00  0.00           C  
HETATM   10  C7  UNL     1       0.133   2.722   0.578  1.00  0.00           C  
HETATM   11  C8  UNL     1      -0.739   2.010  -0.213  1.00  0.00           C  
HETATM   12  C9  UNL     1      -0.558   0.657  -0.346  1.00  0.00           C  
HETATM   13  C10 UNL     1       0.494   0.030   0.313  1.00  0.00           C  
HETATM   14  N1  UNL     1       1.330   0.724   1.073  1.00  0.00           N  
HETATM   15  C11 UNL     1       1.146   2.067   1.203  1.00  0.00           C  
HETATM   16  O4  UNL     1       1.951   2.733   1.934  1.00  0.00           O  
HETATM   17  C12 UNL     1       2.353  -0.114   1.666  1.00  0.00           C  
HETATM   18  C13 UNL     1       2.029  -1.462   1.163  1.00  0.00           C  
HETATM   19  C14 UNL     1       2.612  -2.720   1.350  1.00  0.00           C  
HETATM   20  C15 UNL     1       2.068  -3.823   0.728  1.00  0.00           C  
HETATM   21  C16 UNL     1       2.647  -5.086   0.909  1.00  0.00           C  
HETATM   22  C17 UNL     1       2.133  -6.211   0.302  1.00  0.00           C  
HETATM   23  F1  UNL     1       2.709  -7.444   0.486  1.00  0.00           F  
HETATM   24  C18 UNL     1       1.023  -6.098  -0.504  1.00  0.00           C  
HETATM   25  F2  UNL     1       0.521  -7.205  -1.101  1.00  0.00           F  
HETATM   26  C19 UNL     1       0.455  -4.836  -0.676  1.00  0.00           C  
HETATM   27  C20 UNL     1       0.956  -3.704  -0.078  1.00  0.00           C  
HETATM   28  N2  UNL     1       0.408  -2.487  -0.247  1.00  0.00           N  
HETATM   29  C21 UNL     1       0.921  -1.370   0.355  1.00  0.00           C  
HETATM   30  H1  UNL     1      -4.465   1.134   0.028  1.00  0.00           H  
HETATM   31  H2  UNL     1      -2.797   0.889   0.646  1.00  0.00           H  
HETATM   32  H3  UNL     1      -3.532  -0.293  -0.519  1.00  0.00           H  
HETATM   33  H4  UNL     1      -3.764   2.177  -1.835  1.00  0.00           H  
HETATM   34  H5  UNL     1      -2.559   0.880  -2.190  1.00  0.00           H  
HETATM   35  H6  UNL     1      -3.373   3.017   0.306  1.00  0.00           H  
HETATM   36  H7  UNL     1      -0.745   2.792  -2.722  1.00  0.00           H  
HETATM   37  H8  UNL     1      -2.184   3.917  -2.589  1.00  0.00           H  
HETATM   38  H9  UNL     1      -0.769   4.397   1.510  1.00  0.00           H  
HETATM   39  H10 UNL     1       1.024   4.427   1.443  1.00  0.00           H  
HETATM   40  H11 UNL     1      -1.198   0.032  -0.947  1.00  0.00           H  
HETATM   41  H12 UNL     1       2.314  -0.045   2.769  1.00  0.00           H  
HETATM   42  H13 UNL     1       3.325   0.264   1.263  1.00  0.00           H  
HETATM   43  H14 UNL     1       3.469  -2.775   1.978  1.00  0.00           H  
HETATM   44  H15 UNL     1       3.519  -5.165   1.544  1.00  0.00           H  
HETATM   45  H16 UNL     1      -0.424  -4.766  -1.319  1.00  0.00           H  
CONECT    1    2   30   31   32
CONECT    2    3   33   34
CONECT    3    4    5   11
CONECT    4   35
CONECT    5    6   36   37
CONECT    6    7    7    8
CONECT    8    9
CONECT    9   10   38   39
CONECT   10   11   11   15
CONECT   11   12
CONECT   12   13   13   40
CONECT   13   14   29
CONECT   14   15   17
CONECT   15   16   16
CONECT   17   18   41   42
CONECT   18   19   19   29
CONECT   19   20   43
CONECT   20   21   21   27
CONECT   21   22   44
CONECT   22   23   24   24
CONECT   24   25   26
CONECT   26   27   27   45
CONECT   27   28
CONECT   28   29   29
END

HMDB0251257
     RDKit          3D
Diflomotecan
 45 49  0  0  0  0  0  0  0  0999 V2000
   -3.4493    0.7935   -0.2670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8882    1.5883   -1.4269 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8832    2.5721   -0.9536 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5583    3.4297   -0.0482 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3296    3.4541   -2.0184 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4496    4.5253   -1.5731 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0080    5.2405   -2.5096 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0059    4.9243   -0.3255 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1258    4.2060    0.8632 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1333    2.7217    0.5781 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7392    2.0100   -0.2125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5578    0.6566   -0.3458 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4936    0.0299    0.3127 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3301    0.7237    1.0730 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1465    2.0674    1.2027 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9509    2.7330    1.9337 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3527   -0.1141    1.6664 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0291   -1.4616    1.1630 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6117   -2.7201    1.3497 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0684   -3.8226    0.7278 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6474   -5.0859    0.9089 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1330   -6.2108    0.3017 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7090   -7.4439    0.4856 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.0233   -6.0978   -0.5037 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5211   -7.2054   -1.1009 F   0  0  0  0  0  0  0  0  0  0  0  0
    0.4554   -4.8355   -0.6764 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9555   -3.7036   -0.0785 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4083   -2.4865   -0.2467 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9208   -1.3701    0.3550 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4654    1.1342    0.0277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7970    0.8892    0.6459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5319   -0.2933   -0.5190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7637    2.1769   -1.8347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5587    0.8797   -2.1901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3727    3.0165    0.3055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7451    2.7924   -2.7218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1837    3.9173   -2.5891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7692    4.3971    1.5098 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0241    4.4268    1.4434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1980    0.0322   -0.9471 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3136   -0.0448    2.7690 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3250    0.2636    1.2628 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4688   -2.7747    1.9778 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5193   -5.1652    1.5436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4242   -4.7663   -1.3187 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
  3  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 14 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 22 24  2  0
 24 25  1  0
 24 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 11  3  1  0
 29 13  1  0
 15 10  1  0
 29 18  1  0
 27 20  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  2 33  1  0
  2 34  1  0
  4 35  1  0
  5 36  1  0
  5 37  1  0
  9 38  1  0
  9 39  1  0
 12 40  1  0
 17 41  1  0
 17 42  1  0
 19 43  1  0
 21 44  1  0
 26 45  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₁H₁₆F₂N₂O₄

Average Molecular Weight

398.366

Monoisotopic Molecular Weight

398.107813329

IUPAC Name

20-ethyl-6,7-difluoro-20-hydroxy-17-oxa-3,13-diazapentacyclo[11.9.0.0^{2,11}.0^{4,9}.0^{15,21}]docosa-1(22),2(11),3,5,7,9,15(21)-heptaene-14,18-dione

Traditional Name

20-ethyl-6,7-difluoro-20-hydroxy-17-oxa-3,13-diazapentacyclo[11.9.0.0^{2,11}.0^{4,9}.0^{15,21}]docosa-1(22),2(11),3,5,7,9,15(21)-heptaene-14,18-dione

CAS Registry Number

Not Available

SMILES

CCC1(O)CC(=O)OCC2=C1C=C1N(CC3=C1N=C1C=C(F)C(F)=CC1=C3)C2=O

InChI Identifier

InChI=1S/C21H16F2N2O4/c1-2-21(28)7-18(26)29-9-12-13(21)5-17-19-11(8-25(17)20(12)27)3-10-4-14(22)15(23)6-16(10)24-19/h3-6,28H,2,7-9H2,1H3

InChI Key

LFQCJSBXBZRMTN-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as haloquinolines. Haloquinolines are compounds containing a quinoline moiety, which is substituted at one or more ring positions by n halogen atom.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Quinolines and derivatives

Sub Class

Haloquinolines

Direct Parent

Haloquinolines

Alternative Parents

Substituents

Haloquinoline
Pyridinone
Aryl fluoride
Aryl halide
Pyridine
Benzenoid
Heteroaromatic compound
Tertiary alcohol
Carboxylic acid ester
Lactam
Lactone
Carboxylic acid derivative
Oxacycle
Monocarboxylic acid or derivatives
Azacycle
Organohalogen compound
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Alcohol
Carbonyl group
Organofluoride
Organonitrogen compound
Organooxygen compound
Organic oxygen 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: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	2.05	ALOGPS
logP	1.44	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	13.81	ChemAxon
pKa (Strongest Basic)	1.83	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	79.73 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	99.47 m³·mol⁻¹	ChemAxon
Polarizability	38.9 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+H]+	194.454	30932474
DeepCCS	[M-H]-	192.096	30932474
DeepCCS	[M-2H]-	225.911	30932474
DeepCCS	[M+Na]+	201.11	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Diflomotecan	CCC1(O)CC(=O)OCC2=C1C=C1N(CC3=C1N=C1C=C(F)C(F)=CC1=C3)C2=O	3906.8	Standard polar	33892256
Diflomotecan	CCC1(O)CC(=O)OCC2=C1C=C1N(CC3=C1N=C1C=C(F)C(F)=CC1=C3)C2=O	3168.6	Standard non polar	33892256
Diflomotecan	CCC1(O)CC(=O)OCC2=C1C=C1N(CC3=C1N=C1C=C(F)C(F)=CC1=C3)C2=O	3649.3	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Diflomotecan GC-MS (Non-derivatized) - 70eV, Positive	splash10-004j-1039000000-3a7a745b2d947502671d	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Diflomotecan GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Diflomotecan GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Diflomotecan GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	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 - Diflomotecan 10V, Positive-QTOF	splash10-000t-0009000000-eb1043946b2f4e969efa	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diflomotecan 20V, Positive-QTOF	splash10-000t-0009000000-b6d858b0709c522bbbdd	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diflomotecan 40V, Positive-QTOF	splash10-00c0-2069000000-b02ce8434473ddd2c092	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diflomotecan 10V, Negative-QTOF	splash10-0002-0009000000-7cf5aabc5b49564544be	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diflomotecan 20V, Negative-QTOF	splash10-0002-0019000000-09cec20c32c7bd4f9bea	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diflomotecan 40V, Negative-QTOF	splash10-0f6t-2269000000-17c6b1184bf041d92d3f	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	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

7997936

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Diflomotecan

METLIN ID

Not Available

PubChem Compound

9822187

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

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for Diflomotecan (HMDB0251257)

MOL for HMDB0251257 (Diflomotecan)

3D MOL for HMDB0251257 (Diflomotecan)

3D SDF for HMDB0251257 (Diflomotecan)

3D-SDF for HMDB0251257 (Diflomotecan)

PDB for HMDB0251257 (Diflomotecan)

3D PDB for HMDB0251257 (Diflomotecan)

SMILES for HMDB0251257 (Diflomotecan)

INCHI for HMDB0251257 (Diflomotecan)

Structure for HMDB0251257 (Diflomotecan)

3D Structure for HMDB0251257 (Diflomotecan)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra