Hmdb loader

Showing metabocard for Diethylcarbamazine (HMDB0014849)

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IdentificationTaxonomyOntologyPhysical propertiesSpectraBiological propertiesConcentrationsLinksReferencesenzymes (3) Show 3 proteinsXML
enzymes (3) Show 3 proteins
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-06 15:16:50 UTC
Update Date2023-02-21 17:18:17 UTC
HMDB IDHMDB0014849
Secondary Accession Numbers
  • HMDB14849
Metabolite Identification
Common NameDiethylcarbamazine
DescriptionDiethylcarbamazine is only found in individuals that have used or taken this drug. It is an anthelmintic used primarily as the citrate in the treatment of filariasis, particularly infestations with Wucheria bancrofti or Loa loa. [PubChem]The mechanism of action of diethylcarbamazine is thought to involve sensitizing the microfilariae to phagocytosis. One study showed that diethylcarbamazine's activity against Brugia malayi microfilariae is dependent on inducible nitric-oxide synthase and the cyclooxygenase pathway. It confirmed the important role of the arachidonic acid metabolic pathway in diethylcarbamazine's mechanism of action in vivo and showes that in addition to its effects on the 5-lipoxygenase pathway, it targets the cyclooxygenase pathway and COX-1.
Structure
Data?1676999897
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0014849 (Diethylcarbamazine)

711
  Mrv0541 02231214572D          

 14 14  0  0  0  0            999 V2000
    4.5080   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    1.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    2.4751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -2.4751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  9  2  0  0  0  0
  2  5  1  0  0  0  0
  2  6  1  0  0  0  0
  2  9  1  0  0  0  0
  3  7  1  0  0  0  0
  3  8  1  0  0  0  0
  3 10  1  0  0  0  0
  4  9  1  0  0  0  0
  4 11  1  0  0  0  0
  4 12  1  0  0  0  0
  5  7  1  0  0  0  0
  6  8  1  0  0  0  0
 11 13  1  0  0  0  0
 12 14  1  0  0  0  0
M  END
Download

3D MOL for HMDB0014849 (Diethylcarbamazine)

HMDB0014849
     RDKit          3D
Diethylcarbamazine
 35 35  0  0  0  0  0  0  0  0999 V2000
   -3.7187   -1.8432   -0.3833 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3165   -0.6792    0.4722 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0481   -0.0842    0.0266 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1600    0.9686   -0.9317 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3090    2.3330   -0.2790 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8615   -0.5872    0.5793 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0539   -1.5458    1.4538 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4666   -0.2045    0.3207 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5277   -0.9155    1.0605 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6727   -1.2863    0.1388 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1307   -0.1484   -0.6255 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5533   -0.0160   -0.6565 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4330    1.0610   -0.2904 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9327    0.7944   -0.5808 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8913   -2.5329   -0.6145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4611   -2.4377    0.2020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2501   -1.4772   -1.2859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1394    0.0626    0.4476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2394   -1.0244    1.5325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1345    0.8244   -1.5111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3957    0.9929   -1.7065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5963    2.4147    0.5698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3559    2.3804    0.0992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1835    3.1306   -1.0125 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9026   -0.2113    1.8022 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1446   -1.8620    1.4910 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4899   -1.6508    0.7589 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3899   -2.0904   -0.5721 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0904   -0.8435   -0.1483 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9273    0.9326   -0.1954 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8578    0.0479   -1.7410 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7133    1.8716   -0.9559 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5508    1.3958    0.7429 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4601    1.7698   -0.4819 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8717    0.4601   -1.6393 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
  3  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14  8  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  2 18  1  0
  2 19  1  0
  4 20  1  0
  4 21  1  0
  5 22  1  0
  5 23  1  0
  5 24  1  0
  9 25  1  0
  9 26  1  0
 10 27  1  0
 10 28  1  0
 12 29  1  0
 12 30  1  0
 12 31  1  0
 13 32  1  0
 13 33  1  0
 14 34  1  0
 14 35  1  0
M  END
Download

3D SDF for HMDB0014849 (Diethylcarbamazine)

711
  Mrv0541 02231214572D          

 14 14  0  0  0  0            999 V2000
    4.5080   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    1.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    2.4751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -2.4751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  9  2  0  0  0  0
  2  5  1  0  0  0  0
  2  6  1  0  0  0  0
  2  9  1  0  0  0  0
  3  7  1  0  0  0  0
  3  8  1  0  0  0  0
  3 10  1  0  0  0  0
  4  9  1  0  0  0  0
  4 11  1  0  0  0  0
  4 12  1  0  0  0  0
  5  7  1  0  0  0  0
  6  8  1  0  0  0  0
 11 13  1  0  0  0  0
 12 14  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0014849

> <DATABASE_NAME>
hmdb

> <SMILES>
CCN(CC)C(=O)N1CCN(C)CC1

> <INCHI_IDENTIFIER>
InChI=1S/C10H21N3O/c1-4-12(5-2)10(14)13-8-6-11(3)7-9-13/h4-9H2,1-3H3

> <INCHI_KEY>
RCKMWOKWVGPNJF-UHFFFAOYSA-N

> <FORMULA>
C10H21N3O

> <MOLECULAR_WEIGHT>
199.2932

> <EXACT_MASS>
199.168462309

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
22.886127253265887

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N,N-diethyl-4-methylpiperazine-1-carboxamide

> <ALOGPS_LOGP>
0.90

> <JCHEM_LOGP>
0.0916058893333325

> <ALOGPS_LOGS>
0.07

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
6.897879235789702

> <JCHEM_POLAR_SURFACE_AREA>
26.790000000000006

> <JCHEM_REFRACTIVITY>
58.276700000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.36e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
diethylcarbamazine

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for HMDB0014849 (Diethylcarbamazine)

HMDB0014849
     RDKit          3D
Diethylcarbamazine
 35 35  0  0  0  0  0  0  0  0999 V2000
   -3.7187   -1.8432   -0.3833 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3165   -0.6792    0.4722 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0481   -0.0842    0.0266 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1600    0.9686   -0.9317 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3090    2.3330   -0.2790 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8615   -0.5872    0.5793 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0539   -1.5458    1.4538 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4666   -0.2045    0.3207 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5277   -0.9155    1.0605 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6727   -1.2863    0.1388 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1307   -0.1484   -0.6255 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5533   -0.0160   -0.6565 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4330    1.0610   -0.2904 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9327    0.7944   -0.5808 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8913   -2.5329   -0.6145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4611   -2.4377    0.2020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2501   -1.4772   -1.2859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1394    0.0626    0.4476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2394   -1.0244    1.5325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1345    0.8244   -1.5111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3957    0.9929   -1.7065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5963    2.4147    0.5698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3559    2.3804    0.0992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1835    3.1306   -1.0125 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9026   -0.2113    1.8022 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1446   -1.8620    1.4910 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4899   -1.6508    0.7589 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3899   -2.0904   -0.5721 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0904   -0.8435   -0.1483 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9273    0.9326   -0.1954 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8578    0.0479   -1.7410 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7133    1.8716   -0.9559 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5508    1.3958    0.7429 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4601    1.7698   -0.4819 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8717    0.4601   -1.6393 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
  3  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14  8  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  2 18  1  0
  2 19  1  0
  4 20  1  0
  4 21  1  0
  5 22  1  0
  5 23  1  0
  5 24  1  0
  9 25  1  0
  9 26  1  0
 10 27  1  0
 10 28  1  0
 12 29  1  0
 12 30  1  0
 12 31  1  0
 13 32  1  0
 13 33  1  0
 14 34  1  0
 14 35  1  0
M  END
Download

PDB for HMDB0014849 (Diethylcarbamazine)

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 711                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0       8.415  -2.310   0.000  0.00  0.00           O+0
HETATM    2  N   UNK     0       7.081   0.000   0.000  0.00  0.00           N+0
HETATM    3  N   UNK     0       7.081   3.080   0.000  0.00  0.00           N+0
HETATM    4  N   UNK     0       5.748  -2.310   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0       8.415   0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.748   0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.415   2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.748   2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.081  -1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.081   4.620   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.748  -3.850   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.414  -1.540   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.414  -4.620   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.080  -2.310   0.000  0.00  0.00           C+0
CONECT    1    9                                                            
CONECT    2    5    6    9                                                  
CONECT    3    7    8   10                                                  
CONECT    4    9   11   12                                                  
CONECT    5    2    7                                                       
CONECT    6    2    8                                                       
CONECT    7    3    5                                                       
CONECT    8    3    6                                                       
CONECT    9    1    2    4                                                  
CONECT   10    3                                                            
CONECT   11    4   13                                                       
CONECT   12    4   14                                                       
CONECT   13   11                                                            
CONECT   14   12                                                            
MASTER        0    0    0    0    0    0    0    0   14    0   28    0
END
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3D PDB for HMDB0014849 (Diethylcarbamazine)

COMPND    HMDB0014849
HETATM    1  C1  UNL     1      -3.719  -1.843  -0.383  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.317  -0.679   0.472  1.00  0.00           C  
HETATM    3  N1  UNL     1      -2.048  -0.084   0.027  1.00  0.00           N  
HETATM    4  C3  UNL     1      -2.160   0.969  -0.932  1.00  0.00           C  
HETATM    5  C4  UNL     1      -2.309   2.333  -0.279  1.00  0.00           C  
HETATM    6  C5  UNL     1      -0.861  -0.587   0.579  1.00  0.00           C  
HETATM    7  O1  UNL     1      -1.054  -1.546   1.454  1.00  0.00           O  
HETATM    8  N2  UNL     1       0.467  -0.205   0.321  1.00  0.00           N  
HETATM    9  C6  UNL     1       1.528  -0.916   1.061  1.00  0.00           C  
HETATM   10  C7  UNL     1       2.673  -1.286   0.139  1.00  0.00           C  
HETATM   11  N3  UNL     1       3.131  -0.148  -0.625  1.00  0.00           N  
HETATM   12  C8  UNL     1       4.553  -0.016  -0.657  1.00  0.00           C  
HETATM   13  C9  UNL     1       2.433   1.061  -0.290  1.00  0.00           C  
HETATM   14  C10 UNL     1       0.933   0.794  -0.581  1.00  0.00           C  
HETATM   15  H1  UNL     1      -2.891  -2.533  -0.614  1.00  0.00           H  
HETATM   16  H2  UNL     1      -4.461  -2.438   0.202  1.00  0.00           H  
HETATM   17  H3  UNL     1      -4.250  -1.477  -1.286  1.00  0.00           H  
HETATM   18  H4  UNL     1      -4.139   0.063   0.448  1.00  0.00           H  
HETATM   19  H5  UNL     1      -3.239  -1.024   1.532  1.00  0.00           H  
HETATM   20  H6  UNL     1      -3.135   0.824  -1.511  1.00  0.00           H  
HETATM   21  H7  UNL     1      -1.396   0.993  -1.706  1.00  0.00           H  
HETATM   22  H8  UNL     1      -1.596   2.415   0.570  1.00  0.00           H  
HETATM   23  H9  UNL     1      -3.356   2.380   0.099  1.00  0.00           H  
HETATM   24  H10 UNL     1      -2.184   3.131  -1.013  1.00  0.00           H  
HETATM   25  H11 UNL     1       1.903  -0.211   1.802  1.00  0.00           H  
HETATM   26  H12 UNL     1       1.145  -1.862   1.491  1.00  0.00           H  
HETATM   27  H13 UNL     1       3.490  -1.651   0.759  1.00  0.00           H  
HETATM   28  H14 UNL     1       2.390  -2.090  -0.572  1.00  0.00           H  
HETATM   29  H15 UNL     1       5.090  -0.843  -0.148  1.00  0.00           H  
HETATM   30  H16 UNL     1       4.927   0.933  -0.195  1.00  0.00           H  
HETATM   31  H17 UNL     1       4.858   0.048  -1.741  1.00  0.00           H  
HETATM   32  H18 UNL     1       2.713   1.872  -0.956  1.00  0.00           H  
HETATM   33  H19 UNL     1       2.551   1.396   0.743  1.00  0.00           H  
HETATM   34  H20 UNL     1       0.460   1.770  -0.482  1.00  0.00           H  
HETATM   35  H21 UNL     1       0.872   0.460  -1.639  1.00  0.00           H  
CONECT    1    2   15   16   17
CONECT    2    3   18   19
CONECT    3    4    6
CONECT    4    5   20   21
CONECT    5   22   23   24
CONECT    6    7    7    8
CONECT    8    9   14
CONECT    9   10   25   26
CONECT   10   11   27   28
CONECT   11   12   13
CONECT   12   29   30   31
CONECT   13   14   32   33
CONECT   14   34   35
END
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SMILES for HMDB0014849 (Diethylcarbamazine)

CCN(CC)C(=O)N1CCN(C)CC1
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INCHI for HMDB0014849 (Diethylcarbamazine)

InChI=1S/C10H21N3O/c1-4-12(5-2)10(14)13-8-6-11(3)7-9-13/h4-9H2,1-3H3
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View in JSmolView Stereo Labels
Synonyms
ValueSource
N,N-Diethyl-4-methyl-1-piperazinecarboxamideKegg
CaminKegg
CarbamazineHMDB
CarbilazineHMDB
Diethyl carbamazineHMDB
Ditrazine baseHMDB
EthodrylHMDB
Diethylcarbamazine L-tartrate (1:1)HMDB
Diethylcarbamazine phosphate (1:1)HMDB
Maleate, diethylcarbamazineHMDB
Monohydrochloride, diethylcarbamazineHMDB
Citrate, diethylcarbamazineHMDB
Diethylcarbamazine citrate (1:1)HMDB
Diethylcarbamazine maleateHMDB
Diethylcarbamazine citrate (1:2)HMDB
HetrazanHMDB
LoxuranHMDB
NotezineHMDB
Aventis brand OF diethylcarbamazine citrateHMDB
Diethylcarbamazine citrateHMDB
Diethylcarbamazine monohydrochlorideHMDB
N,N-Diethyl-4-methylpiperazine-1-carboxamideHMDB
Chemical FormulaC10H21N3O
Average Molecular Weight199.2932
Monoisotopic Molecular Weight199.168462309
IUPAC NameN,N-diethyl-4-methylpiperazine-1-carboxamide
Traditional Namediethylcarbamazine
CAS Registry Number90-89-1
SMILES
CCN(CC)C(=O)N1CCN(C)CC1
InChI Identifier
InChI=1S/C10H21N3O/c1-4-12(5-2)10(14)13-8-6-11(3)7-9-13/h4-9H2,1-3H3
InChI KeyRCKMWOKWVGPNJF-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as piperazine carboxamides. These are heterocyclic compounds containing a piperazine ring substituted by one or more carboxamide group.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassDiazinanes
Sub ClassPiperazines
Direct ParentPiperazine carboxamides
Alternative Parents
Substituents
  • Piperazine-1-carboxamide
  • N-alkylpiperazine
  • N-methylpiperazine
  • Carbonic acid derivative
  • Tertiary amine
  • Tertiary aliphatic amine
  • Urea
  • Azacycle
  • Amine
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Organic oxygen compound
  • Organooxygen compound
  • Organonitrogen compound
  • Organic nitrogen compound
  • Carbonyl group
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Biological location
ProcessNot Available
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point48 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility236 g/LNot Available
LogP0.1Not Available
Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct TypeData SourceCCS Value (Å2)Reference
[M+H]+Not Available144.64http://allccs.zhulab.cn/database/detail?ID=AllCCS00000994
Predicted Molecular Properties
PropertyValueSource
Water Solubility236 g/LALOGPS
logP0.9ALOGPS
logP0.092ChemAxon
logS0.07ALOGPS
pKa (Strongest Basic)6.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.79 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity58.28 m³·mol⁻¹ChemAxon
Polarizability22.89 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+148.85931661259
DarkChem[M-H]-145.52131661259
DeepCCS[M+H]+146.82230932474
DeepCCS[M-H]-143.59530932474
DeepCCS[M-2H]-180.28230932474
DeepCCS[M+Na]+155.8230932474
AllCCS[M+H]+145.332859911
AllCCS[M+H-H2O]+141.532859911
AllCCS[M+NH4]+148.932859911
AllCCS[M+Na]+149.932859911
AllCCS[M-H]-148.432859911
AllCCS[M+Na-2H]-149.732859911
AllCCS[M+HCOO]-151.132859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
DiethylcarbamazineCCN(CC)C(=O)N1CCN(C)CC12427.0Standard polar33892256
DiethylcarbamazineCCN(CC)C(=O)N1CCN(C)CC11617.0Standard non polar33892256
DiethylcarbamazineCCN(CC)C(=O)N1CCN(C)CC11532.7Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Diethylcarbamazine GC-MS (Non-derivatized) - 70eV, Positivesplash10-00fs-9300000000-f87d8f7a7093cd53de372017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Diethylcarbamazine GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Diethylcarbamazine 10V, Positive-QTOFsplash10-0udi-0390000000-fb2f511bb10a59cf55d82016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Diethylcarbamazine 20V, Positive-QTOFsplash10-0udi-3930000000-b94c57e64ca4303b107d2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Diethylcarbamazine 40V, Positive-QTOFsplash10-0abc-9100000000-94a0429a897ad38f732d2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Diethylcarbamazine 10V, Negative-QTOFsplash10-0002-1900000000-2f217777d3060fd33f492016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Diethylcarbamazine 20V, Negative-QTOFsplash10-006t-6900000000-6ac8fbc88d985011c6a62016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Diethylcarbamazine 40V, Negative-QTOFsplash10-006w-9300000000-8e1c6ac7b78a1bcf96792016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Diethylcarbamazine 10V, Positive-QTOFsplash10-0udi-0790000000-8fb62c7b0195ab78893d2021-10-11Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Diethylcarbamazine 20V, Positive-QTOFsplash10-0udi-2920000000-ec7fafc5005fd94668792021-10-11Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Diethylcarbamazine 40V, Positive-QTOFsplash10-00dj-9100000000-5156d0e0bfd809a9cf932021-10-11Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Diethylcarbamazine 10V, Negative-QTOFsplash10-0002-1900000000-77e51c3f47e62acab5792021-10-11Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Diethylcarbamazine 20V, Negative-QTOFsplash10-0002-9400000000-bd14aea3d467b0210f5d2021-10-11Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Diethylcarbamazine 40V, Negative-QTOFsplash10-0005-9100000000-3f99905370a9ac9694452021-10-11Wishart LabView Spectrum

IR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)2023-02-03FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)2023-02-03FELIX labView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Membrane
Biospecimen Locations
  • Blood
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableTaking drug identified by DrugBank entry DB00711 details
UrineExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableTaking drug identified by DrugBank entry DB00711 details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDDB00711
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID2944
KEGG Compound IDC07968
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkDiethylcarbamazine
METLIN IDNot Available
PubChem Compound3052
PDB IDNot Available
ChEBI ID129569
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available

Enzymes

Enzyme Details
1. Cholinesterase
General function:
Involved in carboxylesterase activity
Specific function:
Esterase with broad substrate specificity. Contributes to the inactivation of the neurotransmitter acetylcholine. Can degrade neurotoxic organophosphate esters.
Gene Name:
BCHE
Uniprot ID:
P06276
Molecular weight:
68417.575
References
  1. Fujimaki Y, Sakamoto M, Shimada M, Kimura E, Aoki Y: Diethylcarbamazine: inhibitory effect on acetylcholinesterase of Dirofilaria immitis and Brugia pahangi. Southeast Asian J Trop Med Public Health. 1989 Jun;20(2):179-82. [PubMed:2609206 ]
Enzyme Details
2. Arachidonate 5-lipoxygenase
General function:
Involved in metal ion binding
Specific function:
Catalyzes the first step in leukotriene biosynthesis, and thereby plays a role in inflammatory processes.
Gene Name:
ALOX5
Uniprot ID:
P09917
Molecular weight:
77982.595
References
  1. Bach MK, Brashler JR: Inhibition of the leukotriene synthetase of rat basophil leukemia cells by diethylcarbamazine, and synergism between diethylcarbamazine and piriprost, a 5-lipoxygenase inhibitor. Biochem Pharmacol. 1986 Feb 1;35(3):425-33. [PubMed:3004501 ]
  2. Cernak I, Savic J, Malicevic Z, Zunic G, Radosevic P, Ivanovic I: Leukotrienes in the pathogenesis of pulmonary blast injury. J Trauma. 1996 Mar;40(3 Suppl):S148-51. [PubMed:8606397 ]
  3. Gross NJ, Holloway NO, Narine KR: Effects of some nonsteroidal anti-inflammatory agents on experimental radiation pneumonitis. Radiat Res. 1991 Sep;127(3):317-24. [PubMed:1886988 ]
  4. Zunic G, Cernak I, Malicevic Z, Savic J: Inhibition of leukotriene formation by diethylcarbamazine modifies the acid-base balance in the rabbits with blast injuries of the lungs. Vojnosanit Pregl. 1999 May-Jun;56(3):243-7. [PubMed:10518442 ]
  5. Davidson D, Drafta D: Prolonged pulmonary hypertension caused by platelet-activating factor and leukotriene C4 in the rat lung. J Appl Physiol (1985). 1992 Sep;73(3):955-61. [PubMed:1400062 ]
  6. Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]
Enzyme Details
3. Prostaglandin G/H synthase 1
General function:
Involved in peroxidase activity
Specific function:
May play an important role in regulating or promoting cell proliferation in some normal and neoplastically transformed cells.
Gene Name:
PTGS1
Uniprot ID:
P23219
Molecular weight:
68685.82
References
  1. McGarry HF, Plant LD, Taylor MJ: Diethylcarbamazine activity against Brugia malayi microfilariae is dependent on inducible nitric-oxide synthase and the cyclooxygenase pathway. Filaria J. 2005 Jun 2;4:4. [PubMed:15932636 ]