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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 21:48:06 UTC

Update Date

2021-09-26 22:52:33 UTC

HMDB ID

HMDB0244656

Secondary Accession Numbers

None

Metabolite Identification

Common Name

2,5-Dioxopyrrolidin-1-yl quinolin-6-ylcarbamate

Description

2,5-Dioxopyrrolidin-1-yl quinolin-6-ylcarbamate, also known as 6-N-aminoquinolyl-N-hydroxysuccinimidyl carbamate or 6-AQHSC, belongs to the class of organic compounds known as quinolines and derivatives. Quinolines and derivatives are compounds containing a quinoline moiety, which consists of a benzene ring fused to a pyrimidine ring to form benzo[b]azabenzene. Based on a literature review very few articles have been published on 2,5-Dioxopyrrolidin-1-yl quinolin-6-ylcarbamate. This compound has been identified in human blood as reported by (PMID: 31557052 ). 2,5-dioxopyrrolidin-1-yl quinolin-6-ylcarbamate is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 2,5-Dioxopyrrolidin-1-yl quinolin-6-ylcarbamate 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

HMDB0244656
     RDKit          3D
2,5-Dioxopyrrolidin-1-yl quinolin-6-ylcarbamate
 32 34  0  0  0  0  0  0  0  0999 V2000
    0.8853   -0.3376    0.7083 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1307   -0.0907   -0.4947 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1188    0.3522   -1.3835 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2330    0.5694   -1.0884 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0086    1.3695   -1.9593 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3314    1.5730   -1.7096 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0010    1.0392   -0.6346 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3163    1.2559   -0.4220 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9595    0.7184    0.6328 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2691   -0.0786    1.5311 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9327   -0.2968    1.3129 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2575    0.2577    0.2202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9086    0.0369   -0.0118 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4306   -0.2703   -0.9081 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5028   -0.6761   -0.1996 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6858   -0.9063    1.2102 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8606   -1.3048    2.0224 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1300   -0.5430    1.4593 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8078   -1.0664    0.2234 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7772   -0.9676   -0.8146 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9352   -1.1081   -2.0564 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4178    0.5356   -2.3974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4844    1.7989   -2.8126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9205    2.1939   -2.3886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0287    0.9199    0.7692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8170   -0.4922    2.3641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3678   -0.9081    1.9877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3742   -0.5983    0.6983 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2396    0.5792    1.4044 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5220   -0.9708    2.3815 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0198   -2.1541    0.3755 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7463   -0.5140   -0.0199 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
  2 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 13  4  1  0
 20 15  1  0
 12  7  1  0
  3 22  1  0
  5 23  1  0
  6 24  1  0
  9 25  1  0
 10 26  1  0
 11 27  1  0
 13 28  1  0
 18 29  1  0
 18 30  1  0
 19 31  1  0
 19 32  1  0
M  END


  Mrv1652309102123482D          

 21 23  0  0  0  0            999 V2000
   -4.8781   -0.9600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4656   -0.2455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6586   -0.4170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0455    0.1350    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3260   -1.5731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4976   -2.3800    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   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  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  6  7  2  0  0  0  0
  5  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 12 17  1  0  0  0  0
 15 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 14 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0244656

> <DATABASE_NAME>
hmdb

> <SMILES>
O=C(NC1=CC2=C(C=C1)N=CC=C2)ON1C(=O)CCC1=O

> <INCHI_IDENTIFIER>
InChI=1S/C14H11N3O4/c18-12-5-6-13(19)17(12)21-14(20)16-10-3-4-11-9(8-10)2-1-7-15-11/h1-4,7-8H,5-6H2,(H,16,20)

> <INCHI_KEY>
LINZYZMEBMKKIT-UHFFFAOYSA-N

> <FORMULA>
C14H11N3O4

> <MOLECULAR_WEIGHT>
285.259

> <EXACT_MASS>
285.074955846

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
32

> <JCHEM_AVERAGE_POLARIZABILITY>
27.67357962701098

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2,5-dioxopyrrolidin-1-yl N-(quinolin-6-yl)carbamate

> <ALOGPS_LOGP>
1.04

> <JCHEM_LOGP>
1.2115933073333334

> <ALOGPS_LOGS>
-3.52

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
17.889489960179436

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.559332454382925

> <JCHEM_PKA_STRONGEST_BASIC>
4.4254316736725166

> <JCHEM_POLAR_SURFACE_AREA>
88.6

> <JCHEM_REFRACTIVITY>
72.2506

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.66e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2,5-dioxopyrrolidin-1-yl N-(quinolin-6-yl)carbamate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0244656
     RDKit          3D
2,5-Dioxopyrrolidin-1-yl quinolin-6-ylcarbamate
 32 34  0  0  0  0  0  0  0  0999 V2000
    0.8853   -0.3376    0.7083 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1307   -0.0907   -0.4947 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1188    0.3522   -1.3835 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2330    0.5694   -1.0884 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0086    1.3695   -1.9593 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3314    1.5730   -1.7096 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0010    1.0392   -0.6346 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3163    1.2559   -0.4220 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9595    0.7184    0.6328 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2691   -0.0786    1.5311 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9327   -0.2968    1.3129 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2575    0.2577    0.2202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9086    0.0369   -0.0118 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4306   -0.2703   -0.9081 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5028   -0.6761   -0.1996 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6858   -0.9063    1.2102 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8606   -1.3048    2.0224 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1300   -0.5430    1.4593 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8078   -1.0664    0.2234 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7772   -0.9676   -0.8146 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9352   -1.1081   -2.0564 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4178    0.5356   -2.3974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4844    1.7989   -2.8126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9205    2.1939   -2.3886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0287    0.9199    0.7692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8170   -0.4922    2.3641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3678   -0.9081    1.9877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3742   -0.5983    0.6983 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2396    0.5792    1.4044 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5220   -0.9708    2.3815 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0198   -2.1541    0.3755 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7463   -0.5140   -0.0199 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
  2 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 13  4  1  0
 20 15  1  0
 12  7  1  0
  3 22  1  0
  5 23  1  0
  6 24  1  0
  9 25  1  0
 10 26  1  0
 11 27  1  0
 13 28  1  0
 18 29  1  0
 18 30  1  0
 19 31  1  0
 19 32  1  0
M  END

HEADER    PROTEIN                                 10-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-SEP-21         0                                  
HETATM    1  C   UNK     0      -9.106  -1.792   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -8.336  -0.458   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -6.829  -0.778   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      -5.685   0.252   0.000  0.00  0.00           O+0
HETATM    5  N   UNK     0      -6.668  -2.310   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0      -8.075  -2.936   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -8.395  -4.443   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      -5.335  -3.080   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -4.001  -0.770   0.000  0.00  0.00           O+0
HETATM   11  N   UNK     0      -2.667  -3.080   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   18  N   UNK     0       2.667  -0.000   0.000  0.00  0.00           N+0
HETATM   19  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6    8                                                  
CONECT    6    5    1    7                                                  
CONECT    7    6                                                            
CONECT    8    5    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13   17                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   21                                                  
CONECT   15   14   16   18                                                  
CONECT   16   15   17                                                       
CONECT   17   16   12                                                       
CONECT   18   15   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   14                                                       
MASTER        0    0    0    0    0    0    0    0   21    0   46    0
END

COMPND    HMDB0244656
HETATM    1  O1  UNL     1       0.885  -0.338   0.708  1.00  0.00           O  
HETATM    2  C1  UNL     1       1.131  -0.091  -0.495  1.00  0.00           C  
HETATM    3  N1  UNL     1       0.119   0.352  -1.383  1.00  0.00           N  
HETATM    4  C2  UNL     1      -1.233   0.569  -1.088  1.00  0.00           C  
HETATM    5  C3  UNL     1      -2.009   1.370  -1.959  1.00  0.00           C  
HETATM    6  C4  UNL     1      -3.331   1.573  -1.710  1.00  0.00           C  
HETATM    7  C5  UNL     1      -4.001   1.039  -0.635  1.00  0.00           C  
HETATM    8  N2  UNL     1      -5.316   1.256  -0.422  1.00  0.00           N  
HETATM    9  C6  UNL     1      -5.959   0.718   0.633  1.00  0.00           C  
HETATM   10  C7  UNL     1      -5.269  -0.079   1.531  1.00  0.00           C  
HETATM   11  C8  UNL     1      -3.933  -0.297   1.313  1.00  0.00           C  
HETATM   12  C9  UNL     1      -3.258   0.258   0.220  1.00  0.00           C  
HETATM   13  C10 UNL     1      -1.909   0.037  -0.012  1.00  0.00           C  
HETATM   14  O2  UNL     1       2.431  -0.270  -0.908  1.00  0.00           O  
HETATM   15  N3  UNL     1       3.503  -0.676  -0.200  1.00  0.00           N  
HETATM   16  C11 UNL     1       3.686  -0.906   1.210  1.00  0.00           C  
HETATM   17  O3  UNL     1       2.861  -1.305   2.022  1.00  0.00           O  
HETATM   18  C12 UNL     1       5.130  -0.543   1.459  1.00  0.00           C  
HETATM   19  C13 UNL     1       5.808  -1.066   0.223  1.00  0.00           C  
HETATM   20  C14 UNL     1       4.777  -0.968  -0.815  1.00  0.00           C  
HETATM   21  O4  UNL     1       4.935  -1.108  -2.056  1.00  0.00           O  
HETATM   22  H1  UNL     1       0.418   0.536  -2.397  1.00  0.00           H  
HETATM   23  H2  UNL     1      -1.484   1.799  -2.813  1.00  0.00           H  
HETATM   24  H3  UNL     1      -3.920   2.194  -2.389  1.00  0.00           H  
HETATM   25  H4  UNL     1      -7.029   0.920   0.769  1.00  0.00           H  
HETATM   26  H5  UNL     1      -5.817  -0.492   2.364  1.00  0.00           H  
HETATM   27  H6  UNL     1      -3.368  -0.908   1.988  1.00  0.00           H  
HETATM   28  H7  UNL     1      -1.374  -0.598   0.698  1.00  0.00           H  
HETATM   29  H8  UNL     1       5.240   0.579   1.404  1.00  0.00           H  
HETATM   30  H9  UNL     1       5.522  -0.971   2.381  1.00  0.00           H  
HETATM   31  H10 UNL     1       6.020  -2.154   0.375  1.00  0.00           H  
HETATM   32  H11 UNL     1       6.746  -0.514  -0.020  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   14
CONECT    3    4   22
CONECT    4    5    5   13
CONECT    5    6   23
CONECT    6    7    7   24
CONECT    7    8   12
CONECT    8    9    9
CONECT    9   10   25
CONECT   10   11   11   26
CONECT   11   12   27
CONECT   12   13   13
CONECT   13   28
CONECT   14   15
CONECT   15   16   20
CONECT   16   17   17   18
CONECT   18   19   29   30
CONECT   19   20   31   32
CONECT   20   21   21
END

HMDB0244656
     RDKit          3D
2,5-Dioxopyrrolidin-1-yl quinolin-6-ylcarbamate
 32 34  0  0  0  0  0  0  0  0999 V2000
    0.8853   -0.3376    0.7083 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1307   -0.0907   -0.4947 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1188    0.3522   -1.3835 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2330    0.5694   -1.0884 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0086    1.3695   -1.9593 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3314    1.5730   -1.7096 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0010    1.0392   -0.6346 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3163    1.2559   -0.4220 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9595    0.7184    0.6328 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2691   -0.0786    1.5311 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9327   -0.2968    1.3129 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2575    0.2577    0.2202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9086    0.0369   -0.0118 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4306   -0.2703   -0.9081 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5028   -0.6761   -0.1996 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6858   -0.9063    1.2102 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8606   -1.3048    2.0224 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1300   -0.5430    1.4593 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8078   -1.0664    0.2234 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7772   -0.9676   -0.8146 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9352   -1.1081   -2.0564 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4178    0.5356   -2.3974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4844    1.7989   -2.8126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9205    2.1939   -2.3886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0287    0.9199    0.7692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8170   -0.4922    2.3641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3678   -0.9081    1.9877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3742   -0.5983    0.6983 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2396    0.5792    1.4044 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5220   -0.9708    2.3815 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0198   -2.1541    0.3755 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7463   -0.5140   -0.0199 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
  2 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 13  4  1  0
 20 15  1  0
 12  7  1  0
  3 22  1  0
  5 23  1  0
  6 24  1  0
  9 25  1  0
 10 26  1  0
 11 27  1  0
 13 28  1  0
 18 29  1  0
 18 30  1  0
 19 31  1  0
 19 32  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2,5-Dioxopyrrolidin-1-yl quinolin-6-ylcarbamic acid	Generator
6-AQHSC	HMDB
6-N-Aminoquinolyl-N-hydroxysuccinimidyl carbamate	HMDB
6-Aminoquinolyl-N-hydroxysuccinimidyl carbamate	HMDB
AQC compound	HMDB
AccQ.Fluor	HMDB

Chemical Formula

C₁₄H₁₁N₃O₄

Average Molecular Weight

285.259

Monoisotopic Molecular Weight

285.074955846

IUPAC Name

2,5-dioxopyrrolidin-1-yl N-(quinolin-6-yl)carbamate

Traditional Name

2,5-dioxopyrrolidin-1-yl N-(quinolin-6-yl)carbamate

CAS Registry Number

Not Available

SMILES

O=C(NC1=CC2=C(C=C1)N=CC=C2)ON1C(=O)CCC1=O

InChI Identifier

InChI=1S/C14H11N3O4/c18-12-5-6-13(19)17(12)21-14(20)16-10-3-4-11-9(8-10)2-1-7-15-11/h1-4,7-8H,5-6H2,(H,16,20)

InChI Key

LINZYZMEBMKKIT-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as quinolines and derivatives. Quinolines and derivatives are compounds containing a quinoline moiety, which consists of a benzene ring fused to a pyrimidine ring to form benzo[b]azabenzene.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Quinolines and derivatives

Sub Class

Not Available

Direct Parent

Quinolines and derivatives

Alternative Parents

Substituents

Quinoline
Pyridine
Pyrrolidone
2-pyrrolidone
Benzenoid
Dicarboximide
Pyrrolidine
Heteroaromatic compound
Carbonic acid derivative
Lactam
Azacycle
Carboxylic acid derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Carbonyl group
Organic nitrogen compound
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
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	1.04	ALOGPS
logP	1.21	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	12.56	ChemAxon
pKa (Strongest Basic)	4.43	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	88.6 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	72.25 m³·mol⁻¹	ChemAxon
Polarizability	27.67 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+H]+	163.87	30932474
DeepCCS	[M-H]-	161.512	30932474
DeepCCS	[M-2H]-	194.398	30932474
DeepCCS	[M+Na]+	169.963	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2,5-Dioxopyrrolidin-1-yl quinolin-6-ylcarbamate	O=C(NC1=CC2=C(C=C1)N=CC=C2)ON1C(=O)CCC1=O	4020.8	Standard polar	33892256
2,5-Dioxopyrrolidin-1-yl quinolin-6-ylcarbamate	O=C(NC1=CC2=C(C=C1)N=CC=C2)ON1C(=O)CCC1=O	2703.4	Standard non polar	33892256
2,5-Dioxopyrrolidin-1-yl quinolin-6-ylcarbamate	O=C(NC1=CC2=C(C=C1)N=CC=C2)ON1C(=O)CCC1=O	2870.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
2,5-Dioxopyrrolidin-1-yl quinolin-6-ylcarbamate,1TMS,isomer #1	C[Si](C)(C)N(C(=O)ON1C(=O)CCC1=O)C1=CC=C2N=CC=CC2=C1	2770.2	Semi standard non polar	33892256
2,5-Dioxopyrrolidin-1-yl quinolin-6-ylcarbamate,1TMS,isomer #1	C[Si](C)(C)N(C(=O)ON1C(=O)CCC1=O)C1=CC=C2N=CC=CC2=C1	2685.3	Standard non polar	33892256
2,5-Dioxopyrrolidin-1-yl quinolin-6-ylcarbamate,1TMS,isomer #1	C[Si](C)(C)N(C(=O)ON1C(=O)CCC1=O)C1=CC=C2N=CC=CC2=C1	4013.1	Standard polar	33892256
2,5-Dioxopyrrolidin-1-yl quinolin-6-ylcarbamate,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C(=O)ON1C(=O)CCC1=O)C1=CC=C2N=CC=CC2=C1	3029.3	Semi standard non polar	33892256
2,5-Dioxopyrrolidin-1-yl quinolin-6-ylcarbamate,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C(=O)ON1C(=O)CCC1=O)C1=CC=C2N=CC=CC2=C1	2902.7	Standard non polar	33892256
2,5-Dioxopyrrolidin-1-yl quinolin-6-ylcarbamate,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C(=O)ON1C(=O)CCC1=O)C1=CC=C2N=CC=CC2=C1	3997.2	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 2,5-Dioxopyrrolidin-1-yl quinolin-6-ylcarbamate GC-MS (Non-derivatized) - 70eV, Positive	splash10-054o-8920000000-9cd2677dd004621aa2fb	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2,5-Dioxopyrrolidin-1-yl quinolin-6-ylcarbamate 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 - 2,5-Dioxopyrrolidin-1-yl quinolin-6-ylcarbamate 10V, Positive-QTOF	splash10-000i-0190000000-ae9fa882eab7137caa83	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,5-Dioxopyrrolidin-1-yl quinolin-6-ylcarbamate 20V, Positive-QTOF	splash10-007a-0960000000-45255ea1b06a37b14234	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,5-Dioxopyrrolidin-1-yl quinolin-6-ylcarbamate 40V, Positive-QTOF	splash10-00xs-0900000000-bb0f7a68e00e15a1d6c9	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,5-Dioxopyrrolidin-1-yl quinolin-6-ylcarbamate 10V, Negative-QTOF	splash10-0006-0930000000-bdc28d32a6be1c671772	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,5-Dioxopyrrolidin-1-yl quinolin-6-ylcarbamate 20V, Negative-QTOF	splash10-014l-2900000000-86982ccd52f52d92b5d9	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,5-Dioxopyrrolidin-1-yl quinolin-6-ylcarbamate 40V, Negative-QTOF	splash10-0006-3900000000-4695e17781acca8a71b0	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

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

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

2043270

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

2762553

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

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

Showing metabocard for 2,5-Dioxopyrrolidin-1-yl quinolin-6-ylcarbamate (HMDB0244656)

MOL for HMDB0244656 (2,5-Dioxopyrrolidin-1-yl quinolin-6-ylcarbamate)

3D MOL for HMDB0244656 (2,5-Dioxopyrrolidin-1-yl quinolin-6-ylcarbamate)

3D SDF for HMDB0244656 (2,5-Dioxopyrrolidin-1-yl quinolin-6-ylcarbamate)

3D-SDF for HMDB0244656 (2,5-Dioxopyrrolidin-1-yl quinolin-6-ylcarbamate)

PDB for HMDB0244656 (2,5-Dioxopyrrolidin-1-yl quinolin-6-ylcarbamate)

3D PDB for HMDB0244656 (2,5-Dioxopyrrolidin-1-yl quinolin-6-ylcarbamate)

SMILES for HMDB0244656 (2,5-Dioxopyrrolidin-1-yl quinolin-6-ylcarbamate)

INCHI for HMDB0244656 (2,5-Dioxopyrrolidin-1-yl quinolin-6-ylcarbamate)

Structure for HMDB0244656 (2,5-Dioxopyrrolidin-1-yl quinolin-6-ylcarbamate)

3D Structure for HMDB0244656 (2,5-Dioxopyrrolidin-1-yl quinolin-6-ylcarbamate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra