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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

Detected but not Quantified

Creation Date

2021-09-11 08:07:28 UTC

Update Date

2021-10-01 21:19:19 UTC

HMDB ID

HMDB0250966

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Delamanid

Description

Delamanid belongs to the class of organic compounds known as phenylpiperidines. Phenylpiperidines are compounds containing a phenylpiperidine skeleton, which consists of a piperidine bound to a phenyl group. Based on a literature review a significant number of articles have been published on Delamanid. This compound has been identified in human blood as reported by (PMID: 31557052 ). Delamanid is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Delamanid 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


  Mrv1652309112110072D          

 38 42  0  0  0  0            999 V2000
    0.1715   -0.8070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7846   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2695    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0542    0.1576    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8388    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3237   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8388   -0.9224    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0542   -0.6674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2695   -0.9224    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1487   -0.2549    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    4.5612   -0.9694    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5612    0.4595    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    0.1715    0.2971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6131    0.0422    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2262    0.5942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0108    0.3392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6239    0.8913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4524    1.6983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6678    1.9532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0547    1.4012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0655    2.2503    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8501    1.9953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4632    2.5474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2917    3.3544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5070    3.6093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8939    3.0573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9048    3.9064    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7332    4.7134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3463    5.2654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1748    6.0724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3902    6.3273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7771    5.7753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9486    4.9683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2186    7.1343    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8317    7.6863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4448    8.2383    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2797    8.2994    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3838    7.0732    0.0000 F   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
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  4  8  1  0  0  0  0
  8  9  1  0  0  0  0
  2  9  1  0  0  0  0
  6 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
  2 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 15 20  1  0  0  0  0
 18 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 21 26  1  0  0  0  0
 24 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 28 33  1  0  0  0  0
 31 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 35 37  1  0  0  0  0
 35 38  1  0  0  0  0
M  CHG  2  10   1  12  -1
M  END

HMDB0250966
     RDKit          3D
Delamanid
 63 67  0  0  0  0  0  0  0  0999 V2000
   -6.4294    0.5375   -1.9909 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2437    0.5925   -0.4931 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8067    0.7919   -0.1006 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0615   -0.2878   -0.5689 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6855   -0.4225   -0.3784 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9527    0.5279    0.2986 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5765    0.3850    0.4839 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1145   -0.7129   -0.0010 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5098   -0.8612    0.1871 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1840   -1.9539   -0.4757 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6508   -1.7307   -0.6472 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3666   -1.2109    0.5697 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0537   -0.0182    0.3003 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3866    0.2378    0.4818 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8629    1.5104    0.1356 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1851    1.8666    0.2795 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1078    0.9832    0.7741 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4504    1.2807    0.9423 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3060    1.0018   -0.1708 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8994    1.7250   -1.2675 F   0  0  0  0  0  0  0  0  0  0  0  0
   11.2456   -0.3464   -0.4888 F   0  0  0  0  0  0  0  0  0  0  0  0
   12.5702    1.3963    0.1797 F   0  0  0  0  0  0  0  0  0  0  0  0
    8.6657   -0.2723    1.1217 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3236   -0.6404    0.9774 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3606   -0.8989    1.6567 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3068    0.0141    1.0099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6437   -1.6557   -0.6780 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0051   -1.5180   -0.8636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1655    1.6456    0.1096 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4370    0.9502    0.0388 N   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7677    1.1389   -0.0007 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3926   -0.0869   -0.0696 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8006   -0.2643   -0.1253 N   0  0  0  0  0  4  0  0  0  0  0  0
  -12.5896    0.7002   -0.1159 O   0  0  0  0  0  0  0  0  0  0  0  0
  -12.3756   -1.5196   -0.1937 O   0  0  0  0  0  1  0  0  0  0  0  0
   -9.3986   -0.9836   -0.0691 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1996   -0.3721   -0.0036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8091   -0.5916    0.0369 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2106   -0.4950   -2.3742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8476    1.2844   -2.5318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5241    0.6965   -2.2073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7623    0.8026    1.0034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4840    1.7630   -0.5058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4588    1.3875    0.6846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0140    1.1461    1.0189 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7458   -1.9937   -1.5123 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0173   -2.9146    0.0209 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1064   -2.7123   -0.9079 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8153   -1.0847   -1.5396 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0597   -1.9806    0.9896 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1424    2.2376   -0.2631 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5518    2.8519    0.0111 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3725   -1.0017    1.5189 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0088   -1.6313    1.2585 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8217   -0.3856    2.5147 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8398   -1.8339    1.9625 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7567    0.5748    1.7696 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8855    0.6851    0.3274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1238   -2.5429   -1.0716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5690   -2.2815   -1.4024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1555    2.5829   -0.4635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9248    1.7838    1.1805 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2586    2.1239    0.0196 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  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 19 22  1  0
 17 23  1  0
 23 24  2  0
 12 25  1  0
 25 26  1  0
  8 27  1  0
 27 28  2  0
  2 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  2  0
 32 33  1  0
 33 34  2  0
 33 35  1  0
 32 36  1  0
 36 37  2  0
 37 38  1  0
 38  2  1  0
 28  5  1  0
 37 30  1  0
 26  9  1  0
 24 14  1  0
  1 39  1  0
  1 40  1  0
  1 41  1  0
  3 42  1  0
  3 43  1  0
  6 44  1  0
  7 45  1  0
 10 46  1  0
 10 47  1  0
 11 48  1  0
 11 49  1  0
 12 50  1  0
 15 51  1  0
 16 52  1  0
 23 53  1  0
 24 54  1  0
 25 55  1  0
 25 56  1  0
 26 57  1  0
 26 58  1  0
 27 59  1  0
 28 60  1  0
 29 61  1  0
 29 62  1  0
 31 63  1  0
M  CHG  2  33   1  35  -1
M  END


  Mrv1652309112110072D          

 38 42  0  0  0  0            999 V2000
    0.1715   -0.8070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7846   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2695    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0542    0.1576    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8388    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3237   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8388   -0.9224    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0542   -0.6674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2695   -0.9224    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1487   -0.2549    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    4.5612   -0.9694    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5612    0.4595    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    0.1715    0.2971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6131    0.0422    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2262    0.5942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0108    0.3392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6239    0.8913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4524    1.6983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6678    1.9532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0547    1.4012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0655    2.2503    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8501    1.9953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4632    2.5474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2917    3.3544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5070    3.6093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8939    3.0573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9048    3.9064    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7332    4.7134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3463    5.2654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1748    6.0724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3902    6.3273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7771    5.7753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9486    4.9683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2186    7.1343    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8317    7.6863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4448    8.2383    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2797    8.2994    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3838    7.0732    0.0000 F   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
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  4  8  1  0  0  0  0
  8  9  1  0  0  0  0
  2  9  1  0  0  0  0
  6 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
  2 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 15 20  1  0  0  0  0
 18 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 21 26  1  0  0  0  0
 24 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 28 33  1  0  0  0  0
 31 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 35 37  1  0  0  0  0
 35 38  1  0  0  0  0
M  CHG  2  10   1  12  -1
M  END
> <DATABASE_ID>
HMDB0250966

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1(COC2=CC=C(C=C2)N2CCC(CC2)OC2=CC=C(OC(F)(F)F)C=C2)CN2C=C(N=C2O1)[N+]([O-])=O

> <INCHI_IDENTIFIER>
InChI=1S/C25H25F3N4O6/c1-24(15-31-14-22(32(33)34)29-23(31)38-24)16-35-18-4-2-17(3-5-18)30-12-10-20(11-13-30)36-19-6-8-21(9-7-19)37-25(26,27)28/h2-9,14,20H,10-13,15-16H2,1H3

> <INCHI_KEY>
XDAOLTSRNUSPPH-UHFFFAOYSA-N

> <FORMULA>
C25H25F3N4O6

> <MOLECULAR_WEIGHT>
534.492

> <EXACT_MASS>
534.17261903

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
63

> <JCHEM_AVERAGE_POLARIZABILITY>
51.855270024893585

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1-[4-({2-methyl-6-nitro-2H,3H-imidazo[2,1-b][1,3]oxazol-2-yl}methoxy)phenyl]-4-[4-(trifluoromethoxy)phenoxy]piperidine

> <ALOGPS_LOGP>
5.71

> <JCHEM_LOGP>
6.143707376000002

> <ALOGPS_LOGS>
-5.38

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
5.510213694319163

> <JCHEM_POLAR_SURFACE_AREA>
101.12

> <JCHEM_REFRACTIVITY>
124.85470000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.22e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-[4-({2-methyl-6-nitro-3H-imidazo[2,1-b][1,3]oxazol-2-yl}methoxy)phenyl]-4-[4-(trifluoromethoxy)phenoxy]piperidine

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0250966
     RDKit          3D
Delamanid
 63 67  0  0  0  0  0  0  0  0999 V2000
   -6.4294    0.5375   -1.9909 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2437    0.5925   -0.4931 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8067    0.7919   -0.1006 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0615   -0.2878   -0.5689 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6855   -0.4225   -0.3784 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9527    0.5279    0.2986 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5765    0.3850    0.4839 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1145   -0.7129   -0.0010 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5098   -0.8612    0.1871 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1840   -1.9539   -0.4757 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6508   -1.7307   -0.6472 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3666   -1.2109    0.5697 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0537   -0.0182    0.3003 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3866    0.2378    0.4818 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8629    1.5104    0.1356 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1851    1.8666    0.2795 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1078    0.9832    0.7741 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4504    1.2807    0.9423 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3060    1.0018   -0.1708 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8994    1.7250   -1.2675 F   0  0  0  0  0  0  0  0  0  0  0  0
   11.2456   -0.3464   -0.4888 F   0  0  0  0  0  0  0  0  0  0  0  0
   12.5702    1.3963    0.1797 F   0  0  0  0  0  0  0  0  0  0  0  0
    8.6657   -0.2723    1.1217 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3236   -0.6404    0.9774 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3606   -0.8989    1.6567 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3068    0.0141    1.0099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6437   -1.6557   -0.6780 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0051   -1.5180   -0.8636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1655    1.6456    0.1096 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4370    0.9502    0.0388 N   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7677    1.1389   -0.0007 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3926   -0.0869   -0.0696 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8006   -0.2643   -0.1253 N   0  0  0  0  0  4  0  0  0  0  0  0
  -12.5896    0.7002   -0.1159 O   0  0  0  0  0  0  0  0  0  0  0  0
  -12.3756   -1.5196   -0.1937 O   0  0  0  0  0  1  0  0  0  0  0  0
   -9.3986   -0.9836   -0.0691 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1996   -0.3721   -0.0036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8091   -0.5916    0.0369 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2106   -0.4950   -2.3742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8476    1.2844   -2.5318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5241    0.6965   -2.2073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7623    0.8026    1.0034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4840    1.7630   -0.5058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4588    1.3875    0.6846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0140    1.1461    1.0189 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7458   -1.9937   -1.5123 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0173   -2.9146    0.0209 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1064   -2.7123   -0.9079 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8153   -1.0847   -1.5396 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0597   -1.9806    0.9896 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1424    2.2376   -0.2631 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5518    2.8519    0.0111 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3725   -1.0017    1.5189 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0088   -1.6313    1.2585 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8217   -0.3856    2.5147 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8398   -1.8339    1.9625 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7567    0.5748    1.7696 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8855    0.6851    0.3274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1238   -2.5429   -1.0716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5690   -2.2815   -1.4024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1555    2.5829   -0.4635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9248    1.7838    1.1805 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2586    2.1239    0.0196 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  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 19 22  1  0
 17 23  1  0
 23 24  2  0
 12 25  1  0
 25 26  1  0
  8 27  1  0
 27 28  2  0
  2 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  2  0
 32 33  1  0
 33 34  2  0
 33 35  1  0
 32 36  1  0
 36 37  2  0
 37 38  1  0
 38  2  1  0
 28  5  1  0
 37 30  1  0
 26  9  1  0
 24 14  1  0
  1 39  1  0
  1 40  1  0
  1 41  1  0
  3 42  1  0
  3 43  1  0
  6 44  1  0
  7 45  1  0
 10 46  1  0
 10 47  1  0
 11 48  1  0
 11 49  1  0
 12 50  1  0
 15 51  1  0
 16 52  1  0
 23 53  1  0
 24 54  1  0
 25 55  1  0
 25 56  1  0
 26 57  1  0
 26 58  1  0
 27 59  1  0
 28 60  1  0
 29 61  1  0
 29 62  1  0
 31 63  1  0
M  CHG  2  33   1  35  -1
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       0.320  -1.506   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.465  -0.476   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.370   0.770   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0       3.834   0.294   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0       5.299   0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.204  -0.476   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0       5.299  -1.722   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       3.834  -1.246   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       2.370  -1.722   0.000  0.00  0.00           O+0
HETATM   10  N   UNK     0       7.744  -0.476   0.000  0.00  0.00           N+1
HETATM   11  O   UNK     0       8.514  -1.810   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       8.514   0.858   0.000  0.00  0.00           O-1
HETATM   13  C   UNK     0       0.320   0.555   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -1.144   0.079   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      -2.289   1.109   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -3.754   0.633   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -4.898   1.664   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -4.578   3.170   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -3.113   3.646   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -1.969   2.615   0.000  0.00  0.00           C+0
HETATM   21  N   UNK     0      -5.722   4.201   0.000  0.00  0.00           N+0
HETATM   22  C   UNK     0      -7.187   3.725   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -8.331   4.755   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -8.011   6.261   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -6.546   6.737   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -5.402   5.707   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      -9.156   7.292   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      -8.835   8.798   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -9.980   9.829   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -9.660  11.335   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -8.195  11.811   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -7.051  10.780   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -7.371   9.274   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      -7.875  13.317   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0      -9.019  14.348   0.000  0.00  0.00           C+0
HETATM   36  F   UNK     0     -10.164  15.378   0.000  0.00  0.00           F+0
HETATM   37  F   UNK     0      -7.989  15.492   0.000  0.00  0.00           F+0
HETATM   38  F   UNK     0     -10.050  13.203   0.000  0.00  0.00           F+0
CONECT    1    2                                                            
CONECT    2    1    3    9   13                                             
CONECT    3    2    4                                                       
CONECT    4    3    5    8                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   10                                                  
CONECT    7    6    8                                                       
CONECT    8    7    4    9                                                  
CONECT    9    8    2                                                       
CONECT   10    6   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10                                                            
CONECT   13    2   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   20                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   21                                                  
CONECT   19   18   20                                                       
CONECT   20   19   15                                                       
CONECT   21   18   22   26                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25   27                                                  
CONECT   25   24   26                                                       
CONECT   26   25   21                                                       
CONECT   27   24   28                                                       
CONECT   28   27   29   33                                                  
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32   34                                                  
CONECT   32   31   33                                                       
CONECT   33   32   28                                                       
CONECT   34   31   35                                                       
CONECT   35   34   36   37   38                                             
CONECT   36   35                                                            
CONECT   37   35                                                            
CONECT   38   35                                                            
MASTER        0    0    0    0    0    0    0    0   38    0   84    0
END

COMPND    HMDB0250966
HETATM    1  C1  UNL     1      -6.429   0.538  -1.991  1.00  0.00           C  
HETATM    2  C2  UNL     1      -6.244   0.593  -0.493  1.00  0.00           C  
HETATM    3  C3  UNL     1      -4.807   0.792  -0.101  1.00  0.00           C  
HETATM    4  O1  UNL     1      -4.061  -0.288  -0.569  1.00  0.00           O  
HETATM    5  C4  UNL     1      -2.685  -0.422  -0.378  1.00  0.00           C  
HETATM    6  C5  UNL     1      -1.953   0.528   0.299  1.00  0.00           C  
HETATM    7  C6  UNL     1      -0.576   0.385   0.484  1.00  0.00           C  
HETATM    8  C7  UNL     1       0.115  -0.713  -0.001  1.00  0.00           C  
HETATM    9  N1  UNL     1       1.510  -0.861   0.187  1.00  0.00           N  
HETATM   10  C8  UNL     1       2.184  -1.954  -0.476  1.00  0.00           C  
HETATM   11  C9  UNL     1       3.651  -1.731  -0.647  1.00  0.00           C  
HETATM   12  C10 UNL     1       4.367  -1.211   0.570  1.00  0.00           C  
HETATM   13  O2  UNL     1       5.054  -0.018   0.300  1.00  0.00           O  
HETATM   14  C11 UNL     1       6.387   0.238   0.482  1.00  0.00           C  
HETATM   15  C12 UNL     1       6.863   1.510   0.136  1.00  0.00           C  
HETATM   16  C13 UNL     1       8.185   1.867   0.280  1.00  0.00           C  
HETATM   17  C14 UNL     1       9.108   0.983   0.774  1.00  0.00           C  
HETATM   18  O3  UNL     1      10.450   1.281   0.942  1.00  0.00           O  
HETATM   19  C15 UNL     1      11.306   1.002  -0.171  1.00  0.00           C  
HETATM   20  F1  UNL     1      10.899   1.725  -1.268  1.00  0.00           F  
HETATM   21  F2  UNL     1      11.246  -0.346  -0.489  1.00  0.00           F  
HETATM   22  F3  UNL     1      12.570   1.396   0.180  1.00  0.00           F  
HETATM   23  C16 UNL     1       8.666  -0.272   1.122  1.00  0.00           C  
HETATM   24  C17 UNL     1       7.324  -0.640   0.977  1.00  0.00           C  
HETATM   25  C18 UNL     1       3.361  -0.899   1.657  1.00  0.00           C  
HETATM   26  C19 UNL     1       2.307   0.014   1.010  1.00  0.00           C  
HETATM   27  C20 UNL     1      -0.644  -1.656  -0.678  1.00  0.00           C  
HETATM   28  C21 UNL     1      -2.005  -1.518  -0.864  1.00  0.00           C  
HETATM   29  C22 UNL     1      -7.166   1.646   0.110  1.00  0.00           C  
HETATM   30  N2  UNL     1      -8.437   0.950   0.039  1.00  0.00           N  
HETATM   31  C23 UNL     1      -9.768   1.139  -0.001  1.00  0.00           C  
HETATM   32  C24 UNL     1     -10.393  -0.087  -0.070  1.00  0.00           C  
HETATM   33  N3  UNL     1     -11.801  -0.264  -0.125  1.00  0.00           N1+
HETATM   34  O4  UNL     1     -12.590   0.700  -0.116  1.00  0.00           O  
HETATM   35  O5  UNL     1     -12.376  -1.520  -0.194  1.00  0.00           O1-
HETATM   36  N4  UNL     1      -9.399  -0.984  -0.069  1.00  0.00           N  
HETATM   37  C25 UNL     1      -8.200  -0.372  -0.004  1.00  0.00           C  
HETATM   38  O6  UNL     1      -6.809  -0.592   0.037  1.00  0.00           O  
HETATM   39  H1  UNL     1      -6.211  -0.495  -2.374  1.00  0.00           H  
HETATM   40  H2  UNL     1      -5.848   1.284  -2.532  1.00  0.00           H  
HETATM   41  H3  UNL     1      -7.524   0.696  -2.207  1.00  0.00           H  
HETATM   42  H4  UNL     1      -4.762   0.803   1.003  1.00  0.00           H  
HETATM   43  H5  UNL     1      -4.484   1.763  -0.506  1.00  0.00           H  
HETATM   44  H6  UNL     1      -2.459   1.387   0.685  1.00  0.00           H  
HETATM   45  H7  UNL     1      -0.014   1.146   1.019  1.00  0.00           H  
HETATM   46  H8  UNL     1       1.746  -1.994  -1.512  1.00  0.00           H  
HETATM   47  H9  UNL     1       2.017  -2.915   0.021  1.00  0.00           H  
HETATM   48  H10 UNL     1       4.106  -2.712  -0.908  1.00  0.00           H  
HETATM   49  H11 UNL     1       3.815  -1.085  -1.540  1.00  0.00           H  
HETATM   50  H12 UNL     1       5.060  -1.981   0.990  1.00  0.00           H  
HETATM   51  H13 UNL     1       6.142   2.238  -0.263  1.00  0.00           H  
HETATM   52  H14 UNL     1       8.552   2.852   0.011  1.00  0.00           H  
HETATM   53  H15 UNL     1       9.372  -1.002   1.519  1.00  0.00           H  
HETATM   54  H16 UNL     1       7.009  -1.631   1.259  1.00  0.00           H  
HETATM   55  H17 UNL     1       3.822  -0.386   2.515  1.00  0.00           H  
HETATM   56  H18 UNL     1       2.840  -1.834   1.962  1.00  0.00           H  
HETATM   57  H19 UNL     1       1.757   0.575   1.770  1.00  0.00           H  
HETATM   58  H20 UNL     1       2.886   0.685   0.327  1.00  0.00           H  
HETATM   59  H21 UNL     1      -0.124  -2.543  -1.072  1.00  0.00           H  
HETATM   60  H22 UNL     1      -2.569  -2.281  -1.402  1.00  0.00           H  
HETATM   61  H23 UNL     1      -7.155   2.583  -0.463  1.00  0.00           H  
HETATM   62  H24 UNL     1      -6.925   1.784   1.181  1.00  0.00           H  
HETATM   63  H25 UNL     1     -10.259   2.124   0.020  1.00  0.00           H  
CONECT    1    2   39   40   41
CONECT    2    3   29   38
CONECT    3    4   42   43
CONECT    4    5
CONECT    5    6    6   28
CONECT    6    7   44
CONECT    7    8    8   45
CONECT    8    9   27
CONECT    9   10   26
CONECT   10   11   46   47
CONECT   11   12   48   49
CONECT   12   13   25   50
CONECT   13   14
CONECT   14   15   15   24
CONECT   15   16   51
CONECT   16   17   17   52
CONECT   17   18   23
CONECT   18   19
CONECT   19   20   21   22
CONECT   23   24   24   53
CONECT   24   54
CONECT   25   26   55   56
CONECT   26   57   58
CONECT   27   28   28   59
CONECT   28   60
CONECT   29   30   61   62
CONECT   30   31   37
CONECT   31   32   32   63
CONECT   32   33   36
CONECT   33   34   34   35
CONECT   36   37   37
CONECT   37   38
END

HMDB0250966
     RDKit          3D
Delamanid
 63 67  0  0  0  0  0  0  0  0999 V2000
   -6.4294    0.5375   -1.9909 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2437    0.5925   -0.4931 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8067    0.7919   -0.1006 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0615   -0.2878   -0.5689 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6855   -0.4225   -0.3784 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9527    0.5279    0.2986 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5765    0.3850    0.4839 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1145   -0.7129   -0.0010 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5098   -0.8612    0.1871 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1840   -1.9539   -0.4757 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6508   -1.7307   -0.6472 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3666   -1.2109    0.5697 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0537   -0.0182    0.3003 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3866    0.2378    0.4818 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8629    1.5104    0.1356 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1851    1.8666    0.2795 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1078    0.9832    0.7741 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4504    1.2807    0.9423 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3060    1.0018   -0.1708 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8994    1.7250   -1.2675 F   0  0  0  0  0  0  0  0  0  0  0  0
   11.2456   -0.3464   -0.4888 F   0  0  0  0  0  0  0  0  0  0  0  0
   12.5702    1.3963    0.1797 F   0  0  0  0  0  0  0  0  0  0  0  0
    8.6657   -0.2723    1.1217 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3236   -0.6404    0.9774 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3606   -0.8989    1.6567 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3068    0.0141    1.0099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6437   -1.6557   -0.6780 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0051   -1.5180   -0.8636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1655    1.6456    0.1096 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4370    0.9502    0.0388 N   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7677    1.1389   -0.0007 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3926   -0.0869   -0.0696 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8006   -0.2643   -0.1253 N   0  0  0  0  0  4  0  0  0  0  0  0
  -12.5896    0.7002   -0.1159 O   0  0  0  0  0  0  0  0  0  0  0  0
  -12.3756   -1.5196   -0.1937 O   0  0  0  0  0  1  0  0  0  0  0  0
   -9.3986   -0.9836   -0.0691 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1996   -0.3721   -0.0036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8091   -0.5916    0.0369 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2106   -0.4950   -2.3742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8476    1.2844   -2.5318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5241    0.6965   -2.2073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7623    0.8026    1.0034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4840    1.7630   -0.5058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4588    1.3875    0.6846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0140    1.1461    1.0189 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7458   -1.9937   -1.5123 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0173   -2.9146    0.0209 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1064   -2.7123   -0.9079 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8153   -1.0847   -1.5396 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0597   -1.9806    0.9896 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1424    2.2376   -0.2631 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5518    2.8519    0.0111 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3725   -1.0017    1.5189 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0088   -1.6313    1.2585 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8217   -0.3856    2.5147 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8398   -1.8339    1.9625 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7567    0.5748    1.7696 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8855    0.6851    0.3274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1238   -2.5429   -1.0716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5690   -2.2815   -1.4024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1555    2.5829   -0.4635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9248    1.7838    1.1805 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2586    2.1239    0.0196 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  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 19 22  1  0
 17 23  1  0
 23 24  2  0
 12 25  1  0
 25 26  1  0
  8 27  1  0
 27 28  2  0
  2 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  2  0
 32 33  1  0
 33 34  2  0
 33 35  1  0
 32 36  1  0
 36 37  2  0
 37 38  1  0
 38  2  1  0
 28  5  1  0
 37 30  1  0
 26  9  1  0
 24 14  1  0
  1 39  1  0
  1 40  1  0
  1 41  1  0
  3 42  1  0
  3 43  1  0
  6 44  1  0
  7 45  1  0
 10 46  1  0
 10 47  1  0
 11 48  1  0
 11 49  1  0
 12 50  1  0
 15 51  1  0
 16 52  1  0
 23 53  1  0
 24 54  1  0
 25 55  1  0
 25 56  1  0
 26 57  1  0
 26 58  1  0
 27 59  1  0
 28 60  1  0
 29 61  1  0
 29 62  1  0
 31 63  1  0
M  CHG  2  33   1  35  -1
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₅H₂₅F₃N₄O₆

Average Molecular Weight

534.492

Monoisotopic Molecular Weight

534.17261903

IUPAC Name

1-[4-({2-methyl-6-nitro-2H,3H-imidazo[2,1-b][1,3]oxazol-2-yl}methoxy)phenyl]-4-[4-(trifluoromethoxy)phenoxy]piperidine

Traditional Name

1-[4-({2-methyl-6-nitro-3H-imidazo[2,1-b][1,3]oxazol-2-yl}methoxy)phenyl]-4-[4-(trifluoromethoxy)phenoxy]piperidine

CAS Registry Number

Not Available

SMILES

CC1(COC2=CC=C(C=C2)N2CCC(CC2)OC2=CC=C(OC(F)(F)F)C=C2)CN2C=C(N=C2O1)[N+]([O-])=O

InChI Identifier

InChI=1S/C25H25F3N4O6/c1-24(15-31-14-22(32(33)34)29-23(31)38-24)16-35-18-4-2-17(3-5-18)30-12-10-20(11-13-30)36-19-6-8-21(9-7-19)37-25(26,27)28/h2-9,14,20H,10-13,15-16H2,1H3

InChI Key

XDAOLTSRNUSPPH-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylpiperidines. Phenylpiperidines are compounds containing a phenylpiperidine skeleton, which consists of a piperidine bound to a phenyl group.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Piperidines

Sub Class

Phenylpiperidines

Direct Parent

Phenylpiperidines

Alternative Parents

Substituents

Phenylpiperidine
Aminophenyl ether
Phenoxy compound
Nitroaromatic compound
Tertiary aliphatic/aromatic amine
Phenol ether
Dialkylarylamine
Aniline or substituted anilines
Nitroimidazole
Alkyl aryl ether
Benzenoid
Monocyclic benzene moiety
Imidolactam
N-substituted imidazole
Imidazole
Azole
Heteroaromatic compound
Trihalomethane
Tertiary amine
Organic nitro compound
C-nitro compound
Ether
Oxacycle
Azacycle
Organic oxoazanium
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Allyl-type 1,3-dipolar organic compound
Organofluoride
Amine
Organohalogen compound
Alkyl halide
Alkyl fluoride
Hydrocarbon derivative
Halomethane
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Organic salt
Organic oxygen compound
Organic oxide
Organic cation
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)

Source

Exogenous

Exogenous (HMDB: HMDB0250966)

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	5.71	ALOGPS
logP	6.14	ChemAxon
logS	-5.4	ALOGPS
pKa (Strongest Basic)	5.51	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	101.12 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	124.85 m³·mol⁻¹	ChemAxon
Polarizability	51.86 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	203.865	30932474
DeepCCS	[M-H]-	201.469	30932474
DeepCCS	[M-2H]-	234.351	30932474
DeepCCS	[M+Na]+	209.88	30932474
AllCCS	[M+H]+	221.2	32859911
AllCCS	[M+H-H2O]+	219.7	32859911
AllCCS	[M+NH4]+	222.5	32859911
AllCCS	[M+Na]+	222.8	32859911
AllCCS	[M-H]-	195.8	32859911
AllCCS	[M+Na-2H]-	195.4	32859911
AllCCS	[M+HCOO]-	195.2	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	17.3284 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.29 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2873.0 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	350.4 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	249.2 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	212.3 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	189.0 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	878.8 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	775.6 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	86.0 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1493.0 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	645.1 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	1745.4 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	581.4 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	534.0 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	301.4 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	132.9 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	8.6 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Delamanid	CC1(COC2=CC=C(C=C2)N2CCC(CC2)OC2=CC=C(OC(F)(F)F)C=C2)CN2C=C(N=C2O1)[N+]([O-])=O	4202.2	Standard polar	33892256
Delamanid	CC1(COC2=CC=C(C=C2)N2CCC(CC2)OC2=CC=C(OC(F)(F)F)C=C2)CN2C=C(N=C2O1)[N+]([O-])=O	3618.2	Standard non polar	33892256
Delamanid	CC1(COC2=CC=C(C=C2)N2CCC(CC2)OC2=CC=C(OC(F)(F)F)C=C2)CN2C=C(N=C2O1)[N+]([O-])=O	3951.8	Semi standard non polar	33892256

Spectra

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

9931606

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Delamanid

METLIN ID

Not Available

PubChem Compound

11756905

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 ]

Enzymes

Enzyme Details

1. Probable flavin mononucleotide-dependent alkene reductase

General function:: Not Available
Specific function:: May function as a flavin mononucleotide (FMN)-dependent alkene reductase on substrates carrying alpha,beta-unsaturated carbonyl groups (ketones, aldehydes, carboxylic acids, esters, lactones or cyclic imides). The catalysis depends on NAD(P)H, which acts as hydride donor for the reduction. Seems to be involved in metabolic pathways required for efficient replication of amastigotes within macrophages.Acts as a FMN-dependent nitroreductase that activates anti-leishmanial bicyclic nitroaromatic prodrugs including delamanid, DNDI-VL-2098 and (R)-PA-824, forming toxic products that kill the parasites.
Gene Name:: (REFSEQ) PUTATIVE NADH:FLAVIN OXIDOREDUCTASE/NADH OXIDASE
Uniprot ID:: E9AGH7
Molecular weight:: 39451.09

Showing metabocard for Delamanid (HMDB0250966)

MOL for HMDB0250966 (Delamanid)

3D MOL for HMDB0250966 (Delamanid)

3D SDF for HMDB0250966 (Delamanid)

3D-SDF for HMDB0250966 (Delamanid)

PDB for HMDB0250966 (Delamanid)

3D PDB for HMDB0250966 (Delamanid)

SMILES for HMDB0250966 (Delamanid)

INCHI for HMDB0250966 (Delamanid)

Structure for HMDB0250966 (Delamanid)

3D Structure for HMDB0250966 (Delamanid)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Enzymes