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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 17:09:19 UTC

Update Date

2022-11-23 21:39:02 UTC

HMDB ID

HMDB0256624

Secondary Accession Numbers

None

Metabolite Identification

Common Name

2-(dimethylamino)-N-(6-oxo-5H-phenanthridin-2-yl)acetamide

Description

N~2~,N~2~-DIMETHYL-N~1~-(6-OXO-5,6-DIHYDROPHENANTHRIDIN-2-YL)GLYCINAMIDE, also known as 2-(dimethylamino)-N-(6-oxo-5,6-dihydrophenanthridin-2-yl)acetamide or 2-(dimethylaminoacetylamino)-5,6-dihydrophenanthridine-6-one, belongs to the class of organic compounds known as phenanthridines and derivatives. These are polycyclic compounds containing a phenanthridine moiety, which is a tricyclic system with two benzene rings joined by a pyridine forming a non-linear skeleton. Hydrogenated derivatives are also included. Based on a literature review a significant number of articles have been published on N~2~,N~2~-DIMETHYL-N~1~-(6-OXO-5,6-DIHYDROPHENANTHRIDIN-2-YL)GLYCINAMIDE. This compound has been identified in human blood as reported by (PMID: 31557052 ). 2-(dimethylamino)-n-(6-oxo-5h-phenanthridin-2-yl)acetamide is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 2-(dimethylamino)-N-(6-oxo-5H-phenanthridin-2-yl)acetamide 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

HMDB0256624
     RDKit          3D
N~2~,N~2~-Dimethyl-N~1~-(6-oxo-5,6-dihydrophenanthridin-2-YL)glycinamide
 39 41  0  0  0  0  0  0  0  0999 V2000
    4.8066    1.4462   -0.2105 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7334    0.1492   -0.7537 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8565   -0.8522    0.2581 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7531   -0.1596   -1.7053 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3469   -0.1795   -1.2789 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5046   -0.4602   -2.1647 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9173    0.0924    0.0304 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5963    0.1010    0.5287 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4514    0.2912    1.9019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7781    0.3250    2.5075 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9330    0.1707    1.7763 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1482    0.2037    2.3779 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2822    0.0552    1.6885 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4314    0.0840    2.2421 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2337   -0.1378    0.3261 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4088   -0.2964   -0.3949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3303   -0.4900   -1.7475 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1221   -0.5302   -2.3995 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9365   -0.3694   -1.6673 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9865   -0.1748   -0.3154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8204   -0.0194    0.4118 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5591   -0.0514   -0.1913 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8469    1.3689    0.9176 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7978    1.9501   -0.4401 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9528    2.1191   -0.4284 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8297   -1.4139    0.0833 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0477   -1.5980    0.1878 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9340   -0.3666    1.2560 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8425    0.5499   -2.5601 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9705   -1.2090   -2.0775 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7288    0.3212    0.7022 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3230    0.4183    2.5347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9039    0.4727    3.5928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2118    0.3489    3.4062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3461   -0.2614    0.1401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2619   -0.6146   -2.3104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0796   -0.6853   -3.4757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0043   -0.4041   -2.1950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4621   -0.1938   -1.2402 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22  8  1  0
 21 11  1  0
 20 15  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  4 30  1  0
  7 31  1  0
  9 32  1  0
 10 33  1  0
 12 34  1  0
 16 35  1  0
 17 36  1  0
 18 37  1  0
 19 38  1  0
 22 39  1  0
M  END

4858
  Mrv0541 02241214022D          

 22 24  0  0  0  0            999 V2000
    8.4961   -1.1680    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6375   -0.7501    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1241   -1.1680    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3280    0.4352    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2686    0.0471    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4382    0.0202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1241    0.4161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4382   -0.7719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8101    0.0202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7300    0.4436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0124    0.0366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7300   -1.1955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8101   -0.7719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0124   -0.7884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1113    1.2411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5309    0.4216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9561    0.4406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8228    1.6591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6404    0.0419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5373    1.2466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5842    0.4459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2655   -0.7449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 13  2  0  0  0  0
  2 19  2  0  0  0  0
  3  8  1  0  0  0  0
  3 13  1  0  0  0  0
  4 11  1  0  0  0  0
  4 19  1  0  0  0  0
  5 17  1  0  0  0  0
  5 21  1  0  0  0  0
  5 22  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  2  0  0  0  0
  6 10  1  0  0  0  0
  7  9  1  0  0  0  0
  7 15  2  0  0  0  0
  8 12  1  0  0  0  0
  9 13  1  0  0  0  0
  9 16  2  0  0  0  0
 10 11  2  0  0  0  0
 11 14  1  0  0  0  0
 12 14  2  0  0  0  0
 15 18  1  0  0  0  0
 16 20  1  0  0  0  0
 17 19  1  0  0  0  0
 18 20  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0256624

> <DATABASE_NAME>
hmdb

> <SMILES>
CN(C)CC(=O)NC1=CC2=C(NC(=O)C3=CC=CC=C23)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C17H17N3O2/c1-20(2)10-16(21)18-11-7-8-15-14(9-11)12-5-3-4-6-13(12)17(22)19-15/h3-9H,10H2,1-2H3,(H,18,21)(H,19,22)

> <INCHI_KEY>
UYJZZVDLGDDTCL-UHFFFAOYSA-N

> <FORMULA>
C17H17N3O2

> <MOLECULAR_WEIGHT>
295.3358

> <EXACT_MASS>
295.132076803

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
32.104360701485646

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(dimethylamino)-N-(6-oxo-5,6-dihydrophenanthridin-2-yl)acetamide

> <ALOGPS_LOGP>
1.88

> <JCHEM_LOGP>
1.868319023333333

> <ALOGPS_LOGS>
-3.55

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
13.947861409510253

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.072413321482859

> <JCHEM_PKA_STRONGEST_BASIC>
7.158392817154644

> <JCHEM_POLAR_SURFACE_AREA>
61.440000000000005

> <JCHEM_REFRACTIVITY>
88.96170000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.34e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-(dimethylamino)-N-(6-oxo-5H-phenanthridin-2-yl)acetamide

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0256624
     RDKit          3D
N~2~,N~2~-Dimethyl-N~1~-(6-oxo-5,6-dihydrophenanthridin-2-YL)glycinamide
 39 41  0  0  0  0  0  0  0  0999 V2000
    4.8066    1.4462   -0.2105 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7334    0.1492   -0.7537 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8565   -0.8522    0.2581 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7531   -0.1596   -1.7053 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3469   -0.1795   -1.2789 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5046   -0.4602   -2.1647 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9173    0.0924    0.0304 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5963    0.1010    0.5287 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4514    0.2912    1.9019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7781    0.3250    2.5075 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9330    0.1707    1.7763 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1482    0.2037    2.3779 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2822    0.0552    1.6885 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4314    0.0840    2.2421 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2337   -0.1378    0.3261 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4088   -0.2964   -0.3949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3303   -0.4900   -1.7475 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1221   -0.5302   -2.3995 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9365   -0.3694   -1.6673 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9865   -0.1748   -0.3154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8204   -0.0194    0.4118 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5591   -0.0514   -0.1913 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8469    1.3689    0.9176 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7978    1.9501   -0.4401 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9528    2.1191   -0.4284 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8297   -1.4139    0.0833 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0477   -1.5980    0.1878 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9340   -0.3666    1.2560 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8425    0.5499   -2.5601 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9705   -1.2090   -2.0775 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7288    0.3212    0.7022 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3230    0.4183    2.5347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9039    0.4727    3.5928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2118    0.3489    3.4062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3461   -0.2614    0.1401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2619   -0.6146   -2.3104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0796   -0.6853   -3.4757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0043   -0.4041   -2.1950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4621   -0.1938   -1.2402 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22  8  1  0
 21 11  1  0
 20 15  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  4 30  1  0
  7 31  1  0
  9 32  1  0
 10 33  1  0
 12 34  1  0
 16 35  1  0
 17 36  1  0
 18 37  1  0
 19 38  1  0
 22 39  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 4858                                              
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  O   UNK     0      15.859  -2.180   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0       6.790  -1.400   0.000  0.00  0.00           O+0
HETATM    3  N   UNK     0      13.298  -2.180   0.000  0.00  0.00           N+0
HETATM    4  N   UNK     0       8.079   0.812   0.000  0.00  0.00           N+0
HETATM    5  N   UNK     0       4.235   0.088   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0      12.018   0.038   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      13.298   0.777   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      12.018  -1.441   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      14.579   0.038   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      10.696   0.828   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.356   0.068   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      10.696  -2.232   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      14.579  -1.441   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.356  -1.472   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      13.274   2.317   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      15.924   0.787   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.518   0.822   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      14.603   3.097   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.795   0.078   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      15.936   2.327   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.957   0.832   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.229  -1.390   0.000  0.00  0.00           C+0
CONECT    1   13                                                            
CONECT    2   19                                                            
CONECT    3    8   13                                                       
CONECT    4   11   19                                                       
CONECT    5   17   21   22                                                  
CONECT    6    7    8   10                                                  
CONECT    7    6    9   15                                                  
CONECT    8    3    6   12                                                  
CONECT    9    7   13   16                                                  
CONECT   10    6   11                                                       
CONECT   11    4   10   14                                                  
CONECT   12    8   14                                                       
CONECT   13    1    3    9                                                  
CONECT   14   11   12                                                       
CONECT   15    7   18                                                       
CONECT   16    9   20                                                       
CONECT   17    5   19                                                       
CONECT   18   15   20                                                       
CONECT   19    2    4   17                                                  
CONECT   20   16   18                                                       
CONECT   21    5                                                            
CONECT   22    5                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   48    0
END

COMPND    HMDB0256624
HETATM    1  C1  UNL     1       4.807   1.446  -0.211  1.00  0.00           C  
HETATM    2  N1  UNL     1       4.733   0.149  -0.754  1.00  0.00           N  
HETATM    3  C2  UNL     1       4.857  -0.852   0.258  1.00  0.00           C  
HETATM    4  C3  UNL     1       3.753  -0.160  -1.705  1.00  0.00           C  
HETATM    5  C4  UNL     1       2.347  -0.180  -1.279  1.00  0.00           C  
HETATM    6  O1  UNL     1       1.505  -0.460  -2.165  1.00  0.00           O  
HETATM    7  N2  UNL     1       1.917   0.092   0.030  1.00  0.00           N  
HETATM    8  C5  UNL     1       0.596   0.101   0.529  1.00  0.00           C  
HETATM    9  C6  UNL     1       0.451   0.291   1.902  1.00  0.00           C  
HETATM   10  C7  UNL     1      -0.778   0.325   2.507  1.00  0.00           C  
HETATM   11  C8  UNL     1      -1.933   0.171   1.776  1.00  0.00           C  
HETATM   12  N3  UNL     1      -3.148   0.204   2.378  1.00  0.00           N  
HETATM   13  C9  UNL     1      -4.282   0.055   1.689  1.00  0.00           C  
HETATM   14  O2  UNL     1      -5.431   0.084   2.242  1.00  0.00           O  
HETATM   15  C10 UNL     1      -4.234  -0.138   0.326  1.00  0.00           C  
HETATM   16  C11 UNL     1      -5.409  -0.296  -0.395  1.00  0.00           C  
HETATM   17  C12 UNL     1      -5.330  -0.490  -1.748  1.00  0.00           C  
HETATM   18  C13 UNL     1      -4.122  -0.530  -2.399  1.00  0.00           C  
HETATM   19  C14 UNL     1      -2.936  -0.369  -1.667  1.00  0.00           C  
HETATM   20  C15 UNL     1      -2.987  -0.175  -0.315  1.00  0.00           C  
HETATM   21  C16 UNL     1      -1.820  -0.019   0.412  1.00  0.00           C  
HETATM   22  C17 UNL     1      -0.559  -0.051  -0.191  1.00  0.00           C  
HETATM   23  H1  UNL     1       4.847   1.369   0.918  1.00  0.00           H  
HETATM   24  H2  UNL     1       5.798   1.950  -0.440  1.00  0.00           H  
HETATM   25  H3  UNL     1       3.953   2.119  -0.428  1.00  0.00           H  
HETATM   26  H4  UNL     1       5.830  -1.414   0.083  1.00  0.00           H  
HETATM   27  H5  UNL     1       4.048  -1.598   0.188  1.00  0.00           H  
HETATM   28  H6  UNL     1       4.934  -0.367   1.256  1.00  0.00           H  
HETATM   29  H7  UNL     1       3.842   0.550  -2.560  1.00  0.00           H  
HETATM   30  H8  UNL     1       3.971  -1.209  -2.078  1.00  0.00           H  
HETATM   31  H9  UNL     1       2.729   0.321   0.702  1.00  0.00           H  
HETATM   32  H10 UNL     1       1.323   0.418   2.535  1.00  0.00           H  
HETATM   33  H11 UNL     1      -0.904   0.473   3.593  1.00  0.00           H  
HETATM   34  H12 UNL     1      -3.212   0.349   3.406  1.00  0.00           H  
HETATM   35  H13 UNL     1      -6.346  -0.261   0.140  1.00  0.00           H  
HETATM   36  H14 UNL     1      -6.262  -0.615  -2.310  1.00  0.00           H  
HETATM   37  H15 UNL     1      -4.080  -0.685  -3.476  1.00  0.00           H  
HETATM   38  H16 UNL     1      -2.004  -0.404  -2.195  1.00  0.00           H  
HETATM   39  H17 UNL     1      -0.462  -0.194  -1.240  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3    4
CONECT    3   26   27   28
CONECT    4    5   29   30
CONECT    5    6    6    7
CONECT    7    8   31
CONECT    8    9    9   22
CONECT    9   10   32
CONECT   10   11   11   33
CONECT   11   12   21
CONECT   12   13   34
CONECT   13   14   14   15
CONECT   15   16   16   20
CONECT   16   17   35
CONECT   17   18   18   36
CONECT   18   19   37
CONECT   19   20   20   38
CONECT   20   21
CONECT   21   22   22
CONECT   22   39
END

HMDB0256624
     RDKit          3D
N~2~,N~2~-Dimethyl-N~1~-(6-oxo-5,6-dihydrophenanthridin-2-YL)glycinamide
 39 41  0  0  0  0  0  0  0  0999 V2000
    4.8066    1.4462   -0.2105 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7334    0.1492   -0.7537 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8565   -0.8522    0.2581 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7531   -0.1596   -1.7053 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3469   -0.1795   -1.2789 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5046   -0.4602   -2.1647 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9173    0.0924    0.0304 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5963    0.1010    0.5287 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4514    0.2912    1.9019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7781    0.3250    2.5075 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9330    0.1707    1.7763 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1482    0.2037    2.3779 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2822    0.0552    1.6885 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4314    0.0840    2.2421 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2337   -0.1378    0.3261 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4088   -0.2964   -0.3949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3303   -0.4900   -1.7475 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1221   -0.5302   -2.3995 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9365   -0.3694   -1.6673 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9865   -0.1748   -0.3154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8204   -0.0194    0.4118 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5591   -0.0514   -0.1913 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8469    1.3689    0.9176 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7978    1.9501   -0.4401 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9528    2.1191   -0.4284 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8297   -1.4139    0.0833 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0477   -1.5980    0.1878 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9340   -0.3666    1.2560 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8425    0.5499   -2.5601 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9705   -1.2090   -2.0775 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7288    0.3212    0.7022 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3230    0.4183    2.5347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9039    0.4727    3.5928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2118    0.3489    3.4062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3461   -0.2614    0.1401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2619   -0.6146   -2.3104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0796   -0.6853   -3.4757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0043   -0.4041   -2.1950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4621   -0.1938   -1.2402 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22  8  1  0
 21 11  1  0
 20 15  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  4 30  1  0
  7 31  1  0
  9 32  1  0
 10 33  1  0
 12 34  1  0
 16 35  1  0
 17 36  1  0
 18 37  1  0
 19 38  1  0
 22 39  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-(Dimethylamino)-N-(6-oxo-5,6-dihydrophenanthridin-2-yl)acetamide	ChEBI
2-(Dimethylaminoacetylamino)-5,6-dihydrophenanthridine-6-one	ChEBI
N-(5,6-Dihydro-6-oxo-2-phenanthridinyl)-2-(dimethylamino)acetamide	ChEBI
N-(5,6-Dihydro-6-oxophenanthridine-2-yl)-2-(dimethylamino)acetamide	ChEBI
N(2),N(2)-Dimethyl-N-(6-oxo-5,6-dihydrophenanthridin-2-yl)glycinamide	ChEBI
PJ 34	ChEBI
PJ-34	ChEBI
N-(oxo-5,6-Dihydrophenanthridin-2-yl)-N,N-dimethylacetamide hydrochloride	MeSH
2-(Dimethylamino)-N-(6-hydroxyphenanthridin-2-yl)ethanimidate	Generator

Chemical Formula

C₁₇H₁₇N₃O₂

Average Molecular Weight

295.3358

Monoisotopic Molecular Weight

295.132076803

IUPAC Name

2-(dimethylamino)-N-(6-oxo-5,6-dihydrophenanthridin-2-yl)acetamide

Traditional Name

2-(dimethylamino)-N-(6-oxo-5H-phenanthridin-2-yl)acetamide

CAS Registry Number

Not Available

SMILES

CN(C)CC(=O)NC1=CC2=C(NC(=O)C3=CC=CC=C23)C=C1

InChI Identifier

InChI=1S/C17H17N3O2/c1-20(2)10-16(21)18-11-7-8-15-14(9-11)12-5-3-4-6-13(12)17(22)19-15/h3-9H,10H2,1-2H3,(H,18,21)(H,19,22)

InChI Key

UYJZZVDLGDDTCL-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenanthridines and derivatives. These are polycyclic compounds containing a phenanthridine moiety, which is a tricyclic system with two benzene rings joined by a pyridine forming a non-linear skeleton. Hydrogenated derivatives are also included.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Quinolines and derivatives

Sub Class

Benzoquinolines

Direct Parent

Phenanthridines and derivatives

Alternative Parents

Substituents

Phenanthridine
Alpha-amino acid amide
Dihydroquinolone
Isoquinolone
Alpha-amino acid or derivatives
Dihydroquinoline
Isoquinoline
N-arylamide
Pyridinone
Pyridine
Benzenoid
Heteroaromatic compound
Secondary carboxylic acid amide
Tertiary aliphatic amine
Tertiary amine
Amino acid or derivatives
Carboxamide group
Lactam
Azacycle
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Organopnictogen compound
Hydrocarbon derivative
Organonitrogen compound
Carbonyl group
Organooxygen compound
Amine
Organic nitrogen 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	1.88	ALOGPS
logP	1.87	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	11.07	ChemAxon
pKa (Strongest Basic)	7.16	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	61.44 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	88.96 m³·mol⁻¹	ChemAxon
Polarizability	32.1 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M-2H]-	203.037	30932474
DeepCCS	[M+Na]+	178.297	30932474
AllCCS	[M+H]+	168.5	32859911
AllCCS	[M+H-H2O]+	165.0	32859911
AllCCS	[M+NH4]+	171.7	32859911
AllCCS	[M+Na]+	172.6	32859911
AllCCS	[M-H]-	174.6	32859911
AllCCS	[M+Na-2H]-	174.2	32859911
AllCCS	[M+HCOO]-	173.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
N~2~,N~2~-Dimethyl-N~1~-(6-oxo-5,6-dihydrophenanthridin-2-YL)glycinamide	CN(C)CC(=O)NC1=CC2=C(NC(=O)C3=CC=CC=C23)C=C1	3739.6	Standard polar	33892256
N~2~,N~2~-Dimethyl-N~1~-(6-oxo-5,6-dihydrophenanthridin-2-YL)glycinamide	CN(C)CC(=O)NC1=CC2=C(NC(=O)C3=CC=CC=C23)C=C1	2850.5	Standard non polar	33892256
N~2~,N~2~-Dimethyl-N~1~-(6-oxo-5,6-dihydrophenanthridin-2-YL)glycinamide	CN(C)CC(=O)NC1=CC2=C(NC(=O)C3=CC=CC=C23)C=C1	3217.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
N~2~,N~2~-Dimethyl-N~1~-(6-oxo-5,6-dihydrophenanthridin-2-YL)glycinamide,1TMS,isomer #1	CN(C)CC(=O)N(C1=CC=C2[NH]C(=O)C3=CC=CC=C3C2=C1)[Si](C)(C)C	2750.3	Semi standard non polar	33892256
N~2~,N~2~-Dimethyl-N~1~-(6-oxo-5,6-dihydrophenanthridin-2-YL)glycinamide,1TMS,isomer #1	CN(C)CC(=O)N(C1=CC=C2[NH]C(=O)C3=CC=CC=C3C2=C1)[Si](C)(C)C	2875.7	Standard non polar	33892256
N~2~,N~2~-Dimethyl-N~1~-(6-oxo-5,6-dihydrophenanthridin-2-YL)glycinamide,1TMS,isomer #1	CN(C)CC(=O)N(C1=CC=C2[NH]C(=O)C3=CC=CC=C3C2=C1)[Si](C)(C)C	3468.6	Standard polar	33892256
N~2~,N~2~-Dimethyl-N~1~-(6-oxo-5,6-dihydrophenanthridin-2-YL)glycinamide,1TMS,isomer #2	CN(C)CC(=O)NC1=CC=C2C(=C1)C1=CC=CC=C1C(=O)N2[Si](C)(C)C	2964.6	Semi standard non polar	33892256
N~2~,N~2~-Dimethyl-N~1~-(6-oxo-5,6-dihydrophenanthridin-2-YL)glycinamide,1TMS,isomer #2	CN(C)CC(=O)NC1=CC=C2C(=C1)C1=CC=CC=C1C(=O)N2[Si](C)(C)C	2898.5	Standard non polar	33892256
N~2~,N~2~-Dimethyl-N~1~-(6-oxo-5,6-dihydrophenanthridin-2-YL)glycinamide,1TMS,isomer #2	CN(C)CC(=O)NC1=CC=C2C(=C1)C1=CC=CC=C1C(=O)N2[Si](C)(C)C	3586.8	Standard polar	33892256
N~2~,N~2~-Dimethyl-N~1~-(6-oxo-5,6-dihydrophenanthridin-2-YL)glycinamide,2TMS,isomer #1	CN(C)CC(=O)N(C1=CC=C2C(=C1)C1=CC=CC=C1C(=O)N2[Si](C)(C)C)[Si](C)(C)C	2750.0	Semi standard non polar	33892256
N~2~,N~2~-Dimethyl-N~1~-(6-oxo-5,6-dihydrophenanthridin-2-YL)glycinamide,2TMS,isomer #1	CN(C)CC(=O)N(C1=CC=C2C(=C1)C1=CC=CC=C1C(=O)N2[Si](C)(C)C)[Si](C)(C)C	2880.5	Standard non polar	33892256
N~2~,N~2~-Dimethyl-N~1~-(6-oxo-5,6-dihydrophenanthridin-2-YL)glycinamide,2TMS,isomer #1	CN(C)CC(=O)N(C1=CC=C2C(=C1)C1=CC=CC=C1C(=O)N2[Si](C)(C)C)[Si](C)(C)C	3147.6	Standard polar	33892256
N~2~,N~2~-Dimethyl-N~1~-(6-oxo-5,6-dihydrophenanthridin-2-YL)glycinamide,1TBDMS,isomer #1	CN(C)CC(=O)N(C1=CC=C2[NH]C(=O)C3=CC=CC=C3C2=C1)[Si](C)(C)C(C)(C)C	3011.7	Semi standard non polar	33892256
N~2~,N~2~-Dimethyl-N~1~-(6-oxo-5,6-dihydrophenanthridin-2-YL)glycinamide,1TBDMS,isomer #1	CN(C)CC(=O)N(C1=CC=C2[NH]C(=O)C3=CC=CC=C3C2=C1)[Si](C)(C)C(C)(C)C	3050.6	Standard non polar	33892256
N~2~,N~2~-Dimethyl-N~1~-(6-oxo-5,6-dihydrophenanthridin-2-YL)glycinamide,1TBDMS,isomer #1	CN(C)CC(=O)N(C1=CC=C2[NH]C(=O)C3=CC=CC=C3C2=C1)[Si](C)(C)C(C)(C)C	3516.8	Standard polar	33892256
N~2~,N~2~-Dimethyl-N~1~-(6-oxo-5,6-dihydrophenanthridin-2-YL)glycinamide,1TBDMS,isomer #2	CN(C)CC(=O)NC1=CC=C2C(=C1)C1=CC=CC=C1C(=O)N2[Si](C)(C)C(C)(C)C	3168.0	Semi standard non polar	33892256
N~2~,N~2~-Dimethyl-N~1~-(6-oxo-5,6-dihydrophenanthridin-2-YL)glycinamide,1TBDMS,isomer #2	CN(C)CC(=O)NC1=CC=C2C(=C1)C1=CC=CC=C1C(=O)N2[Si](C)(C)C(C)(C)C	3059.1	Standard non polar	33892256
N~2~,N~2~-Dimethyl-N~1~-(6-oxo-5,6-dihydrophenanthridin-2-YL)glycinamide,1TBDMS,isomer #2	CN(C)CC(=O)NC1=CC=C2C(=C1)C1=CC=CC=C1C(=O)N2[Si](C)(C)C(C)(C)C	3607.4	Standard polar	33892256
N~2~,N~2~-Dimethyl-N~1~-(6-oxo-5,6-dihydrophenanthridin-2-YL)glycinamide,2TBDMS,isomer #1	CN(C)CC(=O)N(C1=CC=C2C(=C1)C1=CC=CC=C1C(=O)N2[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3217.7	Semi standard non polar	33892256
N~2~,N~2~-Dimethyl-N~1~-(6-oxo-5,6-dihydrophenanthridin-2-YL)glycinamide,2TBDMS,isomer #1	CN(C)CC(=O)N(C1=CC=C2C(=C1)C1=CC=CC=C1C(=O)N2[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3235.9	Standard non polar	33892256
N~2~,N~2~-Dimethyl-N~1~-(6-oxo-5,6-dihydrophenanthridin-2-YL)glycinamide,2TBDMS,isomer #1	CN(C)CC(=O)N(C1=CC=C2C(=C1)C1=CC=CC=C1C(=O)N2[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3314.5	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 2-(dimethylamino)-N-(6-oxo-5H-phenanthridin-2-yl)acetamide GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-9480000000-81f18565b12a4c82c3bf	2017-08-28	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-(dimethylamino)-N-(6-oxo-5H-phenanthridin-2-yl)acetamide GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(dimethylamino)-N-(6-oxo-5H-phenanthridin-2-yl)acetamide 10V, Positive-QTOF	splash10-0002-1090000000-f38097341583d305e634	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(dimethylamino)-N-(6-oxo-5H-phenanthridin-2-yl)acetamide 20V, Positive-QTOF	splash10-0a4i-3090000000-eef729346319d8c590e5	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(dimethylamino)-N-(6-oxo-5H-phenanthridin-2-yl)acetamide 40V, Positive-QTOF	splash10-08gi-9450000000-24e86545c42e9bcd4b4e	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(dimethylamino)-N-(6-oxo-5H-phenanthridin-2-yl)acetamide 10V, Negative-QTOF	splash10-0006-0090000000-188e33603d888c8255a3	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(dimethylamino)-N-(6-oxo-5H-phenanthridin-2-yl)acetamide 20V, Negative-QTOF	splash10-052f-1090000000-20484bf7794d315dda67	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(dimethylamino)-N-(6-oxo-5H-phenanthridin-2-yl)acetamide 40V, Negative-QTOF	splash10-0a4i-3390000000-559cfdd7a2be23d1d3e7	2017-07-26	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

DB08348

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

4692

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

167900

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 2-(dimethylamino)-N-(6-oxo-5H-phenanthridin-2-yl)acetamide (HMDB0256624)

MOL for HMDB0256624 (2-(dimethylamino)-N-(6-oxo-5H-phenanthridin-2-yl)acetamide)

3D MOL for HMDB0256624 (2-(dimethylamino)-N-(6-oxo-5H-phenanthridin-2-yl)acetamide)

3D SDF for HMDB0256624 (2-(dimethylamino)-N-(6-oxo-5H-phenanthridin-2-yl)acetamide)

3D-SDF for HMDB0256624 (2-(dimethylamino)-N-(6-oxo-5H-phenanthridin-2-yl)acetamide)

PDB for HMDB0256624 (2-(dimethylamino)-N-(6-oxo-5H-phenanthridin-2-yl)acetamide)

3D PDB for HMDB0256624 (2-(dimethylamino)-N-(6-oxo-5H-phenanthridin-2-yl)acetamide)

SMILES for HMDB0256624 (2-(dimethylamino)-N-(6-oxo-5H-phenanthridin-2-yl)acetamide)

INCHI for HMDB0256624 (2-(dimethylamino)-N-(6-oxo-5H-phenanthridin-2-yl)acetamide)

Structure for HMDB0256624 (2-(dimethylamino)-N-(6-oxo-5H-phenanthridin-2-yl)acetamide)

3D Structure for HMDB0256624 (2-(dimethylamino)-N-(6-oxo-5H-phenanthridin-2-yl)acetamide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra