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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 10:05:44 UTC

Update Date

2021-09-26 23:04:41 UTC

HMDB ID

HMDB0252244

Secondary Accession Numbers

None

Metabolite Identification

Common Name

N-[(1-Chloro-4-hydroxyisoquinolin-3-YL)carbonyl]glycine

Description

FG-2216 belongs to the class of organic compounds known as n-acyl-alpha amino acids. N-acyl-alpha amino acids are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom. Based on a literature review a significant number of articles have been published on FG-2216. This compound has been identified in human blood as reported by (PMID: 31557052 ). N-[(1-chloro-4-hydroxyisoquinolin-3-yl)carbonyl]glycine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically N-[(1-Chloro-4-hydroxyisoquinolin-3-YL)carbonyl]glycine 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

HMDB0252244
     RDKit          3D
N-[(1-Chloro-4-hydroxyisoquinolin-3-YL)carbonyl]glycine
 28 29  0  0  0  0  0  0  0  0999 V2000
   -3.8084    0.9065   -1.2814 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5538    0.5363   -0.3475 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8760    0.8774   -0.3781 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9365   -0.2640    0.7505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5254   -0.4724    0.5531 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6464    0.6119    0.4795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2204    1.7715    0.6057 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2190    0.5896    0.2852 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4260    1.7718    0.2475 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7349    1.9362    0.0772 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5060    3.4989    0.0382 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.4972    0.8006   -0.0735 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8703    0.9398   -0.2534 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6240   -0.1992   -0.4030 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0565   -1.4486   -0.3785 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6846   -1.5952   -0.1991 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9166   -0.4424   -0.0470 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5273   -0.5484    0.1366 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0790   -1.7636    0.1676 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4123    0.6091   -1.2094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1543    0.2606    1.7118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4414   -1.2475    0.7600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1956   -1.4417    0.4699 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2790    1.9376   -0.2669 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6903   -0.0655   -0.5416 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6576   -2.3614   -0.4980 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2325   -2.5701   -0.1789 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3655   -2.6278    0.0712 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 18  8  1  0
 17 12  1  0
  3 20  1  0
  4 21  1  0
  4 22  1  0
  5 23  1  0
 13 24  1  0
 14 25  1  0
 15 26  1  0
 16 27  1  0
 19 28  1  0
M  END

UN9
  Mrv0541 02241214152D          

 19 20  0  0  0  0            999 V2000
   -3.9282    0.3090    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2137   -0.1035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2137   -0.9285    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4992    0.3090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7847   -0.1035    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0703    0.3090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0703    1.1340    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3558   -0.1035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3558   -0.9285    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3587   -1.3410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3587   -2.1660    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.0731   -0.9285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3587    0.3090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3587    1.1340    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0731   -0.1035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7876    0.3090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5021   -0.1035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5021   -0.9285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7876   -1.3410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 13  2  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 15  1  0  0  0  0
 12 19  2  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0252244

> <DATABASE_NAME>
hmdb

> <SMILES>
OC(=O)CNC(=O)C1=C(O)C2=CC=CC=C2C(Cl)=N1

> <INCHI_IDENTIFIER>
InChI=1S/C12H9ClN2O4/c13-11-7-4-2-1-3-6(7)10(18)9(15-11)12(19)14-5-8(16)17/h1-4,18H,5H2,(H,14,19)(H,16,17)

> <INCHI_KEY>
OUQVKRKGTAUJQA-UHFFFAOYSA-N

> <FORMULA>
C12H9ClN2O4

> <MOLECULAR_WEIGHT>
280.664

> <EXACT_MASS>
280.025084493

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
25.9296280670641

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-[(1-chloro-4-hydroxyisoquinolin-3-yl)formamido]acetic acid

> <ALOGPS_LOGP>
2.39

> <JCHEM_LOGP>
1.853856671333333

> <ALOGPS_LOGS>
-3.23

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
7.215945840716139

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.178141466500242

> <JCHEM_PKA_STRONGEST_BASIC>
-2.1231903600448128

> <JCHEM_POLAR_SURFACE_AREA>
99.52000000000001

> <JCHEM_REFRACTIVITY>
67.88600000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.67e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(1-chloro-4-hydroxyisoquinolin-3-yl)formamido]acetic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0252244
     RDKit          3D
N-[(1-Chloro-4-hydroxyisoquinolin-3-YL)carbonyl]glycine
 28 29  0  0  0  0  0  0  0  0999 V2000
   -3.8084    0.9065   -1.2814 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5538    0.5363   -0.3475 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8760    0.8774   -0.3781 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9365   -0.2640    0.7505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5254   -0.4724    0.5531 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6464    0.6119    0.4795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2204    1.7715    0.6057 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2190    0.5896    0.2852 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4260    1.7718    0.2475 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7349    1.9362    0.0772 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5060    3.4989    0.0382 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.4972    0.8006   -0.0735 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8703    0.9398   -0.2534 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6240   -0.1992   -0.4030 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0565   -1.4486   -0.3785 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6846   -1.5952   -0.1991 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9166   -0.4424   -0.0470 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5273   -0.5484    0.1366 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0790   -1.7636    0.1676 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4123    0.6091   -1.2094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1543    0.2606    1.7118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4414   -1.2475    0.7600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1956   -1.4417    0.4699 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2790    1.9376   -0.2669 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6903   -0.0655   -0.5416 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6576   -2.3614   -0.4980 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2325   -2.5701   -0.1789 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3655   -2.6278    0.0712 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 18  8  1  0
 17 12  1  0
  3 20  1  0
  4 21  1  0
  4 22  1  0
  5 23  1  0
 13 24  1  0
 14 25  1  0
 15 26  1  0
 16 27  1  0
 19 28  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: UN9                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  O   UNK     0      -7.333   0.577   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -5.999  -0.193   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -5.999  -1.733   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      -4.665   0.577   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0      -3.331  -0.193   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0      -1.998   0.577   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -1.998   2.117   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -0.664  -0.193   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0      -0.664  -1.733   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0       0.670  -2.503   0.000  0.00  0.00           C+0
HETATM   11 Cl   UNK     0       0.670  -4.043   0.000  0.00  0.00          Cl+0
HETATM   12  C   UNK     0       2.003  -1.733   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.670   0.577   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       0.670   2.117   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       2.003  -0.193   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.337   0.577   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.671  -0.193   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.671  -1.733   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.337  -2.503   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   13                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   15   19                                                  
CONECT   13    8   14   15                                                  
CONECT   14   13                                                            
CONECT   15   12   13   16                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   12   18                                                       
MASTER        0    0    0    0    0    0    0    0   19    0   40    0
END

COMPND    HMDB0252244
HETATM    1  O1  UNL     1      -3.808   0.907  -1.281  1.00  0.00           O  
HETATM    2  C1  UNL     1      -4.554   0.536  -0.347  1.00  0.00           C  
HETATM    3  O2  UNL     1      -5.876   0.877  -0.378  1.00  0.00           O  
HETATM    4  C2  UNL     1      -3.937  -0.264   0.751  1.00  0.00           C  
HETATM    5  N1  UNL     1      -2.525  -0.472   0.553  1.00  0.00           N  
HETATM    6  C3  UNL     1      -1.646   0.612   0.479  1.00  0.00           C  
HETATM    7  O3  UNL     1      -2.220   1.772   0.606  1.00  0.00           O  
HETATM    8  C4  UNL     1      -0.219   0.590   0.285  1.00  0.00           C  
HETATM    9  N2  UNL     1       0.426   1.772   0.247  1.00  0.00           N  
HETATM   10  C5  UNL     1       1.735   1.936   0.077  1.00  0.00           C  
HETATM   11 CL1  UNL     1       2.506   3.499   0.038  1.00  0.00          CL  
HETATM   12  C6  UNL     1       2.497   0.801  -0.074  1.00  0.00           C  
HETATM   13  C7  UNL     1       3.870   0.940  -0.253  1.00  0.00           C  
HETATM   14  C8  UNL     1       4.624  -0.199  -0.403  1.00  0.00           C  
HETATM   15  C9  UNL     1       4.056  -1.449  -0.379  1.00  0.00           C  
HETATM   16  C10 UNL     1       2.685  -1.595  -0.199  1.00  0.00           C  
HETATM   17  C11 UNL     1       1.917  -0.442  -0.047  1.00  0.00           C  
HETATM   18  C12 UNL     1       0.527  -0.548   0.137  1.00  0.00           C  
HETATM   19  O4  UNL     1      -0.079  -1.764   0.168  1.00  0.00           O  
HETATM   20  H1  UNL     1      -6.412   0.609  -1.209  1.00  0.00           H  
HETATM   21  H2  UNL     1      -4.154   0.261   1.712  1.00  0.00           H  
HETATM   22  H3  UNL     1      -4.441  -1.248   0.760  1.00  0.00           H  
HETATM   23  H4  UNL     1      -2.196  -1.442   0.470  1.00  0.00           H  
HETATM   24  H5  UNL     1       4.279   1.938  -0.267  1.00  0.00           H  
HETATM   25  H6  UNL     1       5.690  -0.065  -0.542  1.00  0.00           H  
HETATM   26  H7  UNL     1       4.658  -2.361  -0.498  1.00  0.00           H  
HETATM   27  H8  UNL     1       2.232  -2.570  -0.179  1.00  0.00           H  
HETATM   28  H9  UNL     1       0.365  -2.628   0.071  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   20
CONECT    4    5   21   22
CONECT    5    6   23
CONECT    6    7    7    8
CONECT    8    9    9   18
CONECT    9   10
CONECT   10   11   12   12
CONECT   12   13   17
CONECT   13   14   14   24
CONECT   14   15   25
CONECT   15   16   16   26
CONECT   16   17   27
CONECT   17   18   18
CONECT   18   19
CONECT   19   28
END

HMDB0252244
     RDKit          3D
N-[(1-Chloro-4-hydroxyisoquinolin-3-YL)carbonyl]glycine
 28 29  0  0  0  0  0  0  0  0999 V2000
   -3.8084    0.9065   -1.2814 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5538    0.5363   -0.3475 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8760    0.8774   -0.3781 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9365   -0.2640    0.7505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5254   -0.4724    0.5531 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6464    0.6119    0.4795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2204    1.7715    0.6057 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2190    0.5896    0.2852 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4260    1.7718    0.2475 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7349    1.9362    0.0772 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5060    3.4989    0.0382 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.4972    0.8006   -0.0735 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8703    0.9398   -0.2534 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6240   -0.1992   -0.4030 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0565   -1.4486   -0.3785 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6846   -1.5952   -0.1991 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9166   -0.4424   -0.0470 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5273   -0.5484    0.1366 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0790   -1.7636    0.1676 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4123    0.6091   -1.2094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1543    0.2606    1.7118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4414   -1.2475    0.7600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1956   -1.4417    0.4699 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2790    1.9376   -0.2669 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6903   -0.0655   -0.5416 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6576   -2.3614   -0.4980 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2325   -2.5701   -0.1789 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3655   -2.6278    0.0712 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 18  8  1  0
 17 12  1  0
  3 20  1  0
  4 21  1  0
  4 22  1  0
  5 23  1  0
 13 24  1  0
 14 25  1  0
 15 26  1  0
 16 27  1  0
 19 28  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-(1-chloro-4-Hydroxyisoquinoline-3-carboxamido)acetic acid	MeSH
2-(1-chloro-4-Hydroxyisoquinoline-3-carboxamido)acetate	MeSH
2-{[(1-chloro-4-hydroxyisoquinolin-3-yl)(hydroxy)methylidene]amino}acetate	Generator

Chemical Formula

C₁₂H₉ClN₂O₄

Average Molecular Weight

280.664

Monoisotopic Molecular Weight

280.025084493

IUPAC Name

2-[(1-chloro-4-hydroxyisoquinolin-3-yl)formamido]acetic acid

Traditional Name

[(1-chloro-4-hydroxyisoquinolin-3-yl)formamido]acetic acid

CAS Registry Number

Not Available

SMILES

OC(=O)CNC(=O)C1=C(O)C2=CC=CC=C2C(Cl)=N1

InChI Identifier

InChI=1S/C12H9ClN2O4/c13-11-7-4-2-1-3-6(7)10(18)9(15-11)12(19)14-5-8(16)17/h1-4,18H,5H2,(H,14,19)(H,16,17)

InChI Key

OUQVKRKGTAUJQA-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as n-acyl-alpha amino acids. N-acyl-alpha amino acids are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

N-acyl-alpha amino acids

Alternative Parents

Substituents

N-acyl-alpha-amino acid
Isoquinoline
Pyridine carboxylic acid or derivatives
2-heteroaryl carboxamide
2-halopyridine
Hydroxypyridine
Aryl chloride
Aryl halide
Pyridine
Benzenoid
Heteroaromatic compound
Vinylogous acid
Carboxamide group
Secondary carboxylic acid amide
Carboxylic acid
Monocarboxylic acid or derivatives
Azacycle
Organoheterocyclic compound
Organochloride
Organohalogen compound
Hydrocarbon derivative
Organic nitrogen compound
Organic oxide
Organopnictogen compound
Organonitrogen compound
Organooxygen compound
Organic oxygen compound
Carbonyl group
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	2.39	ALOGPS
logP	1.85	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	3.18	ChemAxon
pKa (Strongest Basic)	-2.1	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	99.52 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	67.89 m³·mol⁻¹	ChemAxon
Polarizability	25.93 Å³	ChemAxon
Number of Rings	2	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]+	160.378	30932474
DeepCCS	[M-H]-	158.02	30932474
DeepCCS	[M-2H]-	190.943	30932474
DeepCCS	[M+Na]+	166.471	30932474
AllCCS	[M+H]+	159.5	32859911
AllCCS	[M+H-H2O]+	156.0	32859911
AllCCS	[M+NH4]+	162.8	32859911
AllCCS	[M+Na]+	163.8	32859911
AllCCS	[M-H]-	159.0	32859911
AllCCS	[M+Na-2H]-	158.8	32859911
AllCCS	[M+HCOO]-	158.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
N-[(1-Chloro-4-hydroxyisoquinolin-3-YL)carbonyl]glycine	OC(=O)CNC(=O)C1=C(O)C2=CC=CC=C2C(Cl)=N1	3623.4	Standard polar	33892256
N-[(1-Chloro-4-hydroxyisoquinolin-3-YL)carbonyl]glycine	OC(=O)CNC(=O)C1=C(O)C2=CC=CC=C2C(Cl)=N1	2237.9	Standard non polar	33892256
N-[(1-Chloro-4-hydroxyisoquinolin-3-YL)carbonyl]glycine	OC(=O)CNC(=O)C1=C(O)C2=CC=CC=C2C(Cl)=N1	2587.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
N-[(1-Chloro-4-hydroxyisoquinolin-3-YL)carbonyl]glycine,3TMS,isomer #1	C[Si](C)(C)OC(=O)CN(C(=O)C1=NC(Cl)=C2C=CC=CC2=C1O[Si](C)(C)C)[Si](C)(C)C	2617.6	Semi standard non polar	33892256
N-[(1-Chloro-4-hydroxyisoquinolin-3-YL)carbonyl]glycine,3TMS,isomer #1	C[Si](C)(C)OC(=O)CN(C(=O)C1=NC(Cl)=C2C=CC=CC2=C1O[Si](C)(C)C)[Si](C)(C)C	2521.6	Standard non polar	33892256
N-[(1-Chloro-4-hydroxyisoquinolin-3-YL)carbonyl]glycine,3TMS,isomer #1	C[Si](C)(C)OC(=O)CN(C(=O)C1=NC(Cl)=C2C=CC=CC2=C1O[Si](C)(C)C)[Si](C)(C)C	2852.6	Standard polar	33892256
N-[(1-Chloro-4-hydroxyisoquinolin-3-YL)carbonyl]glycine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CN(C(=O)C1=NC(Cl)=C2C=CC=CC2=C1O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3254.4	Semi standard non polar	33892256
N-[(1-Chloro-4-hydroxyisoquinolin-3-YL)carbonyl]glycine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CN(C(=O)C1=NC(Cl)=C2C=CC=CC2=C1O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3090.7	Standard non polar	33892256
N-[(1-Chloro-4-hydroxyisoquinolin-3-YL)carbonyl]glycine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CN(C(=O)C1=NC(Cl)=C2C=CC=CC2=C1O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3158.8	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - N-[(1-Chloro-4-hydroxyisoquinolin-3-YL)carbonyl]glycine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-1290000000-695f93bef93e91aa2434	2017-08-28	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-[(1-Chloro-4-hydroxyisoquinolin-3-YL)carbonyl]glycine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-[(1-Chloro-4-hydroxyisoquinolin-3-YL)carbonyl]glycine GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-[(1-Chloro-4-hydroxyisoquinolin-3-YL)carbonyl]glycine GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-[(1-Chloro-4-hydroxyisoquinolin-3-YL)carbonyl]glycine GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-[(1-Chloro-4-hydroxyisoquinolin-3-YL)carbonyl]glycine GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-[(1-Chloro-4-hydroxyisoquinolin-3-YL)carbonyl]glycine GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-[(1-Chloro-4-hydroxyisoquinolin-3-YL)carbonyl]glycine GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-[(1-Chloro-4-hydroxyisoquinolin-3-YL)carbonyl]glycine GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-[(1-Chloro-4-hydroxyisoquinolin-3-YL)carbonyl]glycine GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-[(1-Chloro-4-hydroxyisoquinolin-3-YL)carbonyl]glycine GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-[(1-Chloro-4-hydroxyisoquinolin-3-YL)carbonyl]glycine GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-[(1-Chloro-4-hydroxyisoquinolin-3-YL)carbonyl]glycine GC-MS (TBDMS_2_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-[(1-Chloro-4-hydroxyisoquinolin-3-YL)carbonyl]glycine GC-MS (TBDMS_2_3) - 70eV, Positive	Not Available	2021-11-04	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 - N-[(1-Chloro-4-hydroxyisoquinolin-3-YL)carbonyl]glycine 10V, Positive-QTOF	splash10-0089-7190000000-e45b3e6ee652cc057f0c	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-[(1-Chloro-4-hydroxyisoquinolin-3-YL)carbonyl]glycine 20V, Positive-QTOF	splash10-00fr-9210000000-11e98cafccb8bcdff44b	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-[(1-Chloro-4-hydroxyisoquinolin-3-YL)carbonyl]glycine 40V, Positive-QTOF	splash10-00b9-9100000000-7ff2c5717aec0dc1190d	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-[(1-Chloro-4-hydroxyisoquinolin-3-YL)carbonyl]glycine 10V, Negative-QTOF	splash10-004i-0390000000-823921937b646c96f8e5	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-[(1-Chloro-4-hydroxyisoquinolin-3-YL)carbonyl]glycine 20V, Negative-QTOF	splash10-004i-4690000000-e860f9bbcd9ea3e63354	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-[(1-Chloro-4-hydroxyisoquinolin-3-YL)carbonyl]glycine 40V, Negative-QTOF	splash10-0096-4910000000-2c8c8a7123f77e90eb71	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-[(1-Chloro-4-hydroxyisoquinolin-3-YL)carbonyl]glycine 10V, Positive-QTOF	splash10-0a4i-0090000000-5455e17b96e4112b079b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-[(1-Chloro-4-hydroxyisoquinolin-3-YL)carbonyl]glycine 20V, Positive-QTOF	splash10-0a4i-0190000000-13b91610b53d48c00617	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-[(1-Chloro-4-hydroxyisoquinolin-3-YL)carbonyl]glycine 40V, Positive-QTOF	splash10-0a6r-1940000000-0f3da713e9ac2a0bb71c	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-[(1-Chloro-4-hydroxyisoquinolin-3-YL)carbonyl]glycine 10V, Negative-QTOF	splash10-004i-0690000000-026d10c4650d664ed70b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-[(1-Chloro-4-hydroxyisoquinolin-3-YL)carbonyl]glycine 20V, Negative-QTOF	splash10-004i-0900000000-0c7b3ad0df4065ec8384	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-[(1-Chloro-4-hydroxyisoquinolin-3-YL)carbonyl]glycine 40V, Negative-QTOF	splash10-00di-1900000000-d0eaf5406ee1ec680612	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

DB08687

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

5290544

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

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 N-[(1-Chloro-4-hydroxyisoquinolin-3-YL)carbonyl]glycine (HMDB0252244)

MOL for HMDB0252244 (N-[(1-Chloro-4-hydroxyisoquinolin-3-YL)carbonyl]glycine)

3D MOL for HMDB0252244 (N-[(1-Chloro-4-hydroxyisoquinolin-3-YL)carbonyl]glycine)

3D SDF for HMDB0252244 (N-[(1-Chloro-4-hydroxyisoquinolin-3-YL)carbonyl]glycine)

3D-SDF for HMDB0252244 (N-[(1-Chloro-4-hydroxyisoquinolin-3-YL)carbonyl]glycine)

PDB for HMDB0252244 (N-[(1-Chloro-4-hydroxyisoquinolin-3-YL)carbonyl]glycine)

3D PDB for HMDB0252244 (N-[(1-Chloro-4-hydroxyisoquinolin-3-YL)carbonyl]glycine)

SMILES for HMDB0252244 (N-[(1-Chloro-4-hydroxyisoquinolin-3-YL)carbonyl]glycine)

INCHI for HMDB0252244 (N-[(1-Chloro-4-hydroxyisoquinolin-3-YL)carbonyl]glycine)

Structure for HMDB0252244 (N-[(1-Chloro-4-hydroxyisoquinolin-3-YL)carbonyl]glycine)

3D Structure for HMDB0252244 (N-[(1-Chloro-4-hydroxyisoquinolin-3-YL)carbonyl]glycine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra