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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 00:31:21 UTC

Update Date

2021-09-26 22:57:15 UTC

HMDB ID

HMDB0247517

Secondary Accession Numbers

None

Metabolite Identification

Common Name

N-(2-(Methylamino)ethyl)-5-isoquinolinesulfonamide

Description

N-[2-(METHYLAMINO)ETHYL]-5-ISOQUINOLINESULFONAMIDE, also known as N-(2-(methylamino)ethyl)-5-isoquinolinesulfonamide or H-8 protein kinase inhibitor, belongs to the class of organic compounds known as isoquinolines and derivatives. These are aromatic polycyclic compounds containing an isoquinoline moiety, which consists of a benzene ring fused to a pyridine ring and forming benzo[c]pyridine. Based on a literature review a significant number of articles have been published on N-[2-(METHYLAMINO)ETHYL]-5-ISOQUINOLINESULFONAMIDE. This compound has been identified in human blood as reported by (PMID: 31557052 ). N-(2-(methylamino)ethyl)-5-isoquinolinesulfonamide is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically N-(2-(Methylamino)ethyl)-5-isoquinolinesulfonamide 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

HMDB0247517
     RDKit          3D
N-(2-(Methylamino)ethyl)-5-isoquinolinesulfonamide
 33 34  0  0  0  0  0  0  0  0999 V2000
    3.0689    1.7904    0.9677 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7768    2.1617   -0.3851 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1763    1.1480   -1.3362 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3466   -0.1085   -1.2417 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9482    0.1065   -1.4905 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1124   -1.3703   -1.3609 S   0  0  0  0  0  6  0  0  0  0  0  0
   -0.7497   -1.6189   -2.5869 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1105   -2.5057   -1.2296 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9593   -1.4555    0.0142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8239   -2.4103    0.9905 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6534   -2.5112    2.0848 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6807   -1.5999    2.2073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8573   -0.6205    1.2506 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8969    0.2678    1.4103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1067    1.2481    0.4846 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2651    1.3162   -0.5855 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2287    0.4410   -0.7568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9962   -0.5643    0.1716 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6861    2.5622    1.4392 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6307    0.8332    1.0402 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1253    1.7131    1.5442 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3754    3.0058   -0.6366 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1459    1.5444   -2.3865 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2300    0.8793   -1.1355 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7184   -0.8734   -1.9484 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5299   -0.5308   -0.2251 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7431    0.5317   -2.4060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0025   -3.1172    0.8651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5263   -3.2763    2.8424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3161   -1.6883    3.0598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5845    0.2374    2.2553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4831    2.1254   -1.2923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5945    0.5396   -1.6243 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  2  0
  6  9  1  0
  9 10  2  0
 10 11  1  0
 11 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  9  1  0
 18 13  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  3 23  1  0
  3 24  1  0
  4 25  1  0
  4 26  1  0
  5 27  1  0
 10 28  1  0
 11 29  1  0
 12 30  1  0
 14 31  1  0
 16 32  1  0
 17 33  1  0
M  END

IQS
  Mrv0541 02241213472D          

 18 19  0  0  0  0            999 V2000
   -0.6145   -0.2732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6145   -1.0982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3290   -1.5107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0435   -1.0982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0435   -0.2732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7579    0.1393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7579    0.9643    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0435    1.3768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3290    0.9643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3290    0.1393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0999    0.1393    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.5124   -0.5752    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3126    0.8538    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8144    0.5518    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5289    0.1393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2434    0.5518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9578    0.1393    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6723    0.5518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1 10  1  0  0  0  0
  1 11  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5 10  2  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  2  0  0  0  0
 11 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0247517

> <DATABASE_NAME>
hmdb

> <SMILES>
CNCCNS(=O)(=O)C1=CC=CC2=C1C=CN=C2

> <INCHI_IDENTIFIER>
InChI=1S/C12H15N3O2S/c1-13-7-8-15-18(16,17)12-4-2-3-10-9-14-6-5-11(10)12/h2-6,9,13,15H,7-8H2,1H3

> <INCHI_KEY>
PJWUXKNZVMEPPH-UHFFFAOYSA-N

> <FORMULA>
C12H15N3O2S

> <MOLECULAR_WEIGHT>
265.331

> <EXACT_MASS>
265.088497429

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
27.33956875155619

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N-[2-(methylamino)ethyl]isoquinoline-5-sulfonamide

> <ALOGPS_LOGP>
0.00

> <JCHEM_LOGP>
-0.10264418835837558

> <ALOGPS_LOGS>
-2.64

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.072229383267695

> <JCHEM_PKA_STRONGEST_BASIC>
8.924526169848336

> <JCHEM_POLAR_SURFACE_AREA>
71.09

> <JCHEM_REFRACTIVITY>
70.1303

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.14e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
protein kinase inhibitor H-8

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0247517
     RDKit          3D
N-(2-(Methylamino)ethyl)-5-isoquinolinesulfonamide
 33 34  0  0  0  0  0  0  0  0999 V2000
    3.0689    1.7904    0.9677 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7768    2.1617   -0.3851 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1763    1.1480   -1.3362 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3466   -0.1085   -1.2417 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9482    0.1065   -1.4905 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1124   -1.3703   -1.3609 S   0  0  0  0  0  6  0  0  0  0  0  0
   -0.7497   -1.6189   -2.5869 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1105   -2.5057   -1.2296 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9593   -1.4555    0.0142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8239   -2.4103    0.9905 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6534   -2.5112    2.0848 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6807   -1.5999    2.2073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8573   -0.6205    1.2506 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8969    0.2678    1.4103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1067    1.2481    0.4846 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2651    1.3162   -0.5855 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2287    0.4410   -0.7568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9962   -0.5643    0.1716 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6861    2.5622    1.4392 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6307    0.8332    1.0402 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1253    1.7131    1.5442 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3754    3.0058   -0.6366 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1459    1.5444   -2.3865 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2300    0.8793   -1.1355 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7184   -0.8734   -1.9484 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5299   -0.5308   -0.2251 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7431    0.5317   -2.4060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0025   -3.1172    0.8651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5263   -3.2763    2.8424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3161   -1.6883    3.0598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5845    0.2374    2.2553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4831    2.1254   -1.2923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5945    0.5396   -1.6243 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  2  0
  6  9  1  0
  9 10  2  0
 10 11  1  0
 11 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  9  1  0
 18 13  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  3 23  1  0
  3 24  1  0
  4 25  1  0
  4 26  1  0
  5 27  1  0
 10 28  1  0
 11 29  1  0
 12 30  1  0
 14 31  1  0
 16 32  1  0
 17 33  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: IQS                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      -1.147  -0.510   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.147  -2.050   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.481  -2.820   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.815  -2.050   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.815  -0.510   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -5.148   0.260   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0      -5.148   1.800   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0      -3.815   2.570   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.481   1.800   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.481   0.260   0.000  0.00  0.00           C+0
HETATM   11  S   UNK     0       0.186   0.260   0.000  0.00  0.00           S+0
HETATM   12  O   UNK     0       0.956  -1.074   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      -0.584   1.594   0.000  0.00  0.00           O+0
HETATM   14  N   UNK     0       1.520   1.030   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0       2.854   0.260   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.188   1.030   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0       5.521   0.260   0.000  0.00  0.00           N+0
HETATM   18  C   UNK     0       6.855   1.030   0.000  0.00  0.00           C+0
CONECT    1    2   10   11                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   10                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    1    5    9                                                  
CONECT   11    1   12   13   14                                             
CONECT   12   11                                                            
CONECT   13   11                                                            
CONECT   14   11   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   38    0
END

COMPND    HMDB0247517
HETATM    1  C1  UNL     1       3.069   1.790   0.968  1.00  0.00           C  
HETATM    2  N1  UNL     1       2.777   2.162  -0.385  1.00  0.00           N  
HETATM    3  C2  UNL     1       3.176   1.148  -1.336  1.00  0.00           C  
HETATM    4  C3  UNL     1       2.347  -0.108  -1.242  1.00  0.00           C  
HETATM    5  N2  UNL     1       0.948   0.106  -1.491  1.00  0.00           N  
HETATM    6  S1  UNL     1       0.112  -1.370  -1.361  1.00  0.00           S  
HETATM    7  O1  UNL     1      -0.750  -1.619  -2.587  1.00  0.00           O  
HETATM    8  O2  UNL     1       1.110  -2.506  -1.230  1.00  0.00           O  
HETATM    9  C4  UNL     1      -0.959  -1.455   0.014  1.00  0.00           C  
HETATM   10  C5  UNL     1      -0.824  -2.410   0.991  1.00  0.00           C  
HETATM   11  C6  UNL     1      -1.653  -2.511   2.085  1.00  0.00           C  
HETATM   12  C7  UNL     1      -2.681  -1.600   2.207  1.00  0.00           C  
HETATM   13  C8  UNL     1      -2.857  -0.620   1.251  1.00  0.00           C  
HETATM   14  C9  UNL     1      -3.897   0.268   1.410  1.00  0.00           C  
HETATM   15  N3  UNL     1      -4.107   1.248   0.485  1.00  0.00           N  
HETATM   16  C10 UNL     1      -3.265   1.316  -0.585  1.00  0.00           C  
HETATM   17  C11 UNL     1      -2.229   0.441  -0.757  1.00  0.00           C  
HETATM   18  C12 UNL     1      -1.996  -0.564   0.172  1.00  0.00           C  
HETATM   19  H1  UNL     1       3.686   2.562   1.439  1.00  0.00           H  
HETATM   20  H2  UNL     1       3.631   0.833   1.040  1.00  0.00           H  
HETATM   21  H3  UNL     1       2.125   1.713   1.544  1.00  0.00           H  
HETATM   22  H4  UNL     1       3.375   3.006  -0.637  1.00  0.00           H  
HETATM   23  H5  UNL     1       3.146   1.544  -2.386  1.00  0.00           H  
HETATM   24  H6  UNL     1       4.230   0.879  -1.136  1.00  0.00           H  
HETATM   25  H7  UNL     1       2.718  -0.873  -1.948  1.00  0.00           H  
HETATM   26  H8  UNL     1       2.530  -0.531  -0.225  1.00  0.00           H  
HETATM   27  H9  UNL     1       0.743   0.532  -2.406  1.00  0.00           H  
HETATM   28  H10 UNL     1      -0.002  -3.117   0.865  1.00  0.00           H  
HETATM   29  H11 UNL     1      -1.526  -3.276   2.842  1.00  0.00           H  
HETATM   30  H12 UNL     1      -3.316  -1.688   3.060  1.00  0.00           H  
HETATM   31  H13 UNL     1      -4.584   0.237   2.255  1.00  0.00           H  
HETATM   32  H14 UNL     1      -3.483   2.125  -1.292  1.00  0.00           H  
HETATM   33  H15 UNL     1      -1.594   0.540  -1.624  1.00  0.00           H  
CONECT    1    2   19   20   21
CONECT    2    3   22
CONECT    3    4   23   24
CONECT    4    5   25   26
CONECT    5    6   27
CONECT    6    7    7    8    8
CONECT    6    9
CONECT    9   10   10   18
CONECT   10   11   28
CONECT   11   12   12   29
CONECT   12   13   30
CONECT   13   14   14   18
CONECT   14   15   31
CONECT   15   16   16
CONECT   16   17   32
CONECT   17   18   18   33
END

HMDB0247517
     RDKit          3D
N-(2-(Methylamino)ethyl)-5-isoquinolinesulfonamide
 33 34  0  0  0  0  0  0  0  0999 V2000
    3.0689    1.7904    0.9677 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7768    2.1617   -0.3851 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1763    1.1480   -1.3362 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3466   -0.1085   -1.2417 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9482    0.1065   -1.4905 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1124   -1.3703   -1.3609 S   0  0  0  0  0  6  0  0  0  0  0  0
   -0.7497   -1.6189   -2.5869 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1105   -2.5057   -1.2296 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9593   -1.4555    0.0142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8239   -2.4103    0.9905 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6534   -2.5112    2.0848 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6807   -1.5999    2.2073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8573   -0.6205    1.2506 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8969    0.2678    1.4103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1067    1.2481    0.4846 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2651    1.3162   -0.5855 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2287    0.4410   -0.7568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9962   -0.5643    0.1716 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6861    2.5622    1.4392 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6307    0.8332    1.0402 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1253    1.7131    1.5442 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3754    3.0058   -0.6366 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1459    1.5444   -2.3865 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2300    0.8793   -1.1355 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7184   -0.8734   -1.9484 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5299   -0.5308   -0.2251 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7431    0.5317   -2.4060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0025   -3.1172    0.8651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5263   -3.2763    2.8424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3161   -1.6883    3.0598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5845    0.2374    2.2553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4831    2.1254   -1.2923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5945    0.5396   -1.6243 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  2  0
  6  9  1  0
  9 10  2  0
 10 11  1  0
 11 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  9  1  0
 18 13  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  3 23  1  0
  3 24  1  0
  4 25  1  0
  4 26  1  0
  5 27  1  0
 10 28  1  0
 11 29  1  0
 12 30  1  0
 14 31  1  0
 16 32  1  0
 17 33  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
N-(2-(Methylamino)ethyl)-5-isoquinolinesulfonamide	ChEBI
N-(2-(Methylamino)ethyl)-5-isoquinolinesulphonamide	Generator
N-[2-(METHYLAMINO)ethyl]-5-isoquinolinesulphonamide	Generator
H-8 Protein kinase inhibitor	MeSH
H8 Protein kinase inhibitor	MeSH
Protein kinase inhibitor H-8	MeSH
N-[2-(METHYLAMINO)ethyl]-5-isoquinolinesulfonamide	ChEBI

Chemical Formula

C₁₂H₁₅N₃O₂S

Average Molecular Weight

265.331

Monoisotopic Molecular Weight

265.088497429

IUPAC Name

N-[2-(methylamino)ethyl]isoquinoline-5-sulfonamide

Traditional Name

protein kinase inhibitor H-8

CAS Registry Number

Not Available

SMILES

CNCCNS(=O)(=O)C1=CC=CC2=C1C=CN=C2

InChI Identifier

InChI=1S/C12H15N3O2S/c1-13-7-8-15-18(16,17)12-4-2-3-10-9-14-6-5-11(10)12/h2-6,9,13,15H,7-8H2,1H3

InChI Key

PJWUXKNZVMEPPH-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as isoquinolines and derivatives. These are aromatic polycyclic compounds containing an isoquinoline moiety, which consists of a benzene ring fused to a pyridine ring and forming benzo[c]pyridine.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Isoquinolines and derivatives

Sub Class

Not Available

Direct Parent

Isoquinolines and derivatives

Alternative Parents

Substituents

Isoquinoline
Pyridine
Organosulfonic acid amide
Benzenoid
Organic sulfonic acid or derivatives
Organosulfonic acid or derivatives
Sulfonyl
Aminosulfonyl compound
Heteroaromatic compound
Secondary aliphatic amine
Secondary amine
Azacycle
Organopnictogen compound
Amine
Organic oxygen compound
Organosulfur compound
Organic nitrogen compound
Organic oxide
Organonitrogen compound
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

sulfonamide (CHEBI:43561 )
isoquinolines (CHEBI:43561 )

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	0	ALOGPS
logP	-0.1	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	10.07	ChemAxon
pKa (Strongest Basic)	8.92	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	71.09 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	70.13 m³·mol⁻¹	ChemAxon
Polarizability	27.34 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]+	153.755	30932474
DeepCCS	[M-H]-	151.397	30932474
DeepCCS	[M-2H]-	184.282	30932474
DeepCCS	[M+Na]+	159.848	30932474
AllCCS	[M+H]+	159.7	32859911
AllCCS	[M+H-H2O]+	156.1	32859911
AllCCS	[M+NH4]+	163.1	32859911
AllCCS	[M+Na]+	164.1	32859911
AllCCS	[M-H]-	159.7	32859911
AllCCS	[M+Na-2H]-	159.8	32859911
AllCCS	[M+HCOO]-	160.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
N-(2-(Methylamino)ethyl)-5-isoquinolinesulfonamide	CNCCNS(=O)(=O)C1=CC=CC2=C1C=CN=C2	3839.4	Standard polar	33892256
N-(2-(Methylamino)ethyl)-5-isoquinolinesulfonamide	CNCCNS(=O)(=O)C1=CC=CC2=C1C=CN=C2	2238.4	Standard non polar	33892256
N-(2-(Methylamino)ethyl)-5-isoquinolinesulfonamide	CNCCNS(=O)(=O)C1=CC=CC2=C1C=CN=C2	2450.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
N-(2-(Methylamino)ethyl)-5-isoquinolinesulfonamide,1TMS,isomer #1	CN(CCNS(=O)(=O)C1=CC=CC2=CN=CC=C12)[Si](C)(C)C	2533.4	Semi standard non polar	33892256
N-(2-(Methylamino)ethyl)-5-isoquinolinesulfonamide,1TMS,isomer #1	CN(CCNS(=O)(=O)C1=CC=CC2=CN=CC=C12)[Si](C)(C)C	2409.2	Standard non polar	33892256
N-(2-(Methylamino)ethyl)-5-isoquinolinesulfonamide,1TMS,isomer #1	CN(CCNS(=O)(=O)C1=CC=CC2=CN=CC=C12)[Si](C)(C)C	3420.1	Standard polar	33892256
N-(2-(Methylamino)ethyl)-5-isoquinolinesulfonamide,1TMS,isomer #2	CNCCN([Si](C)(C)C)S(=O)(=O)C1=CC=CC2=CN=CC=C12	2351.4	Semi standard non polar	33892256
N-(2-(Methylamino)ethyl)-5-isoquinolinesulfonamide,1TMS,isomer #2	CNCCN([Si](C)(C)C)S(=O)(=O)C1=CC=CC2=CN=CC=C12	2391.9	Standard non polar	33892256
N-(2-(Methylamino)ethyl)-5-isoquinolinesulfonamide,1TMS,isomer #2	CNCCN([Si](C)(C)C)S(=O)(=O)C1=CC=CC2=CN=CC=C12	3423.7	Standard polar	33892256
N-(2-(Methylamino)ethyl)-5-isoquinolinesulfonamide,2TMS,isomer #1	CN(CCN([Si](C)(C)C)S(=O)(=O)C1=CC=CC2=CN=CC=C12)[Si](C)(C)C	2530.2	Semi standard non polar	33892256
N-(2-(Methylamino)ethyl)-5-isoquinolinesulfonamide,2TMS,isomer #1	CN(CCN([Si](C)(C)C)S(=O)(=O)C1=CC=CC2=CN=CC=C12)[Si](C)(C)C	2612.8	Standard non polar	33892256
N-(2-(Methylamino)ethyl)-5-isoquinolinesulfonamide,2TMS,isomer #1	CN(CCN([Si](C)(C)C)S(=O)(=O)C1=CC=CC2=CN=CC=C12)[Si](C)(C)C	3263.5	Standard polar	33892256
N-(2-(Methylamino)ethyl)-5-isoquinolinesulfonamide,1TBDMS,isomer #1	CN(CCNS(=O)(=O)C1=CC=CC2=CN=CC=C12)[Si](C)(C)C(C)(C)C	2801.5	Semi standard non polar	33892256
N-(2-(Methylamino)ethyl)-5-isoquinolinesulfonamide,1TBDMS,isomer #1	CN(CCNS(=O)(=O)C1=CC=CC2=CN=CC=C12)[Si](C)(C)C(C)(C)C	2648.3	Standard non polar	33892256
N-(2-(Methylamino)ethyl)-5-isoquinolinesulfonamide,1TBDMS,isomer #1	CN(CCNS(=O)(=O)C1=CC=CC2=CN=CC=C12)[Si](C)(C)C(C)(C)C	3483.0	Standard polar	33892256
N-(2-(Methylamino)ethyl)-5-isoquinolinesulfonamide,1TBDMS,isomer #2	CNCCN([Si](C)(C)C(C)(C)C)S(=O)(=O)C1=CC=CC2=CN=CC=C12	2626.4	Semi standard non polar	33892256
N-(2-(Methylamino)ethyl)-5-isoquinolinesulfonamide,1TBDMS,isomer #2	CNCCN([Si](C)(C)C(C)(C)C)S(=O)(=O)C1=CC=CC2=CN=CC=C12	2623.4	Standard non polar	33892256
N-(2-(Methylamino)ethyl)-5-isoquinolinesulfonamide,1TBDMS,isomer #2	CNCCN([Si](C)(C)C(C)(C)C)S(=O)(=O)C1=CC=CC2=CN=CC=C12	3431.3	Standard polar	33892256
N-(2-(Methylamino)ethyl)-5-isoquinolinesulfonamide,2TBDMS,isomer #1	CN(CCN([Si](C)(C)C(C)(C)C)S(=O)(=O)C1=CC=CC2=CN=CC=C12)[Si](C)(C)C(C)(C)C	3013.2	Semi standard non polar	33892256
N-(2-(Methylamino)ethyl)-5-isoquinolinesulfonamide,2TBDMS,isomer #1	CN(CCN([Si](C)(C)C(C)(C)C)S(=O)(=O)C1=CC=CC2=CN=CC=C12)[Si](C)(C)C(C)(C)C	3056.2	Standard non polar	33892256
N-(2-(Methylamino)ethyl)-5-isoquinolinesulfonamide,2TBDMS,isomer #1	CN(CCN([Si](C)(C)C(C)(C)C)S(=O)(=O)C1=CC=CC2=CN=CC=C12)[Si](C)(C)C(C)(C)C	3340.8	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - N-(2-(Methylamino)ethyl)-5-isoquinolinesulfonamide GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9310000000-c336fd23bd54a44d6560	2017-08-28	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-(2-(Methylamino)ethyl)-5-isoquinolinesulfonamide 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 - N-(2-(Methylamino)ethyl)-5-isoquinolinesulfonamide 10V, Positive-QTOF	splash10-014i-2090000000-5bea4760fee358de660c	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(2-(Methylamino)ethyl)-5-isoquinolinesulfonamide 20V, Positive-QTOF	splash10-0a4r-6190000000-e9c63d2212e686319fc3	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(2-(Methylamino)ethyl)-5-isoquinolinesulfonamide 40V, Positive-QTOF	splash10-0a5c-9310000000-97451954359295797539	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(2-(Methylamino)ethyl)-5-isoquinolinesulfonamide 10V, Negative-QTOF	splash10-03di-0090000000-307a5dc4d729749acaf1	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(2-(Methylamino)ethyl)-5-isoquinolinesulfonamide 20V, Negative-QTOF	splash10-01ox-1980000000-e92d71e0ed8ff001c2e6	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(2-(Methylamino)ethyl)-5-isoquinolinesulfonamide 40V, Negative-QTOF	splash10-002f-6910000000-0f3ee6dd7bd690923b7a	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(2-(Methylamino)ethyl)-5-isoquinolinesulfonamide 10V, Positive-QTOF	splash10-014i-0090000000-e8af302d5dd895334572	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(2-(Methylamino)ethyl)-5-isoquinolinesulfonamide 20V, Positive-QTOF	splash10-00e9-1690000000-b0e51ba872a48924a86b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(2-(Methylamino)ethyl)-5-isoquinolinesulfonamide 40V, Positive-QTOF	splash10-004i-2900000000-a034a629decd869b4c82	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(2-(Methylamino)ethyl)-5-isoquinolinesulfonamide 10V, Negative-QTOF	splash10-03di-0090000000-495cfc5ac9d6d390e775	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(2-(Methylamino)ethyl)-5-isoquinolinesulfonamide 20V, Negative-QTOF	splash10-01t9-0940000000-baf266105e3d102e1972	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(2-(Methylamino)ethyl)-5-isoquinolinesulfonamide 40V, Negative-QTOF	splash10-004i-4900000000-6377b95d5e90d22be557	2021-10-12	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-13	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

DB07997

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

3419

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

3540

PDB ID

Not Available

ChEBI ID

43561

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-(2-(Methylamino)ethyl)-5-isoquinolinesulfonamide (HMDB0247517)

MOL for HMDB0247517 (N-(2-(Methylamino)ethyl)-5-isoquinolinesulfonamide)

3D MOL for HMDB0247517 (N-(2-(Methylamino)ethyl)-5-isoquinolinesulfonamide)

3D SDF for HMDB0247517 (N-(2-(Methylamino)ethyl)-5-isoquinolinesulfonamide)

3D-SDF for HMDB0247517 (N-(2-(Methylamino)ethyl)-5-isoquinolinesulfonamide)

PDB for HMDB0247517 (N-(2-(Methylamino)ethyl)-5-isoquinolinesulfonamide)

3D PDB for HMDB0247517 (N-(2-(Methylamino)ethyl)-5-isoquinolinesulfonamide)

SMILES for HMDB0247517 (N-(2-(Methylamino)ethyl)-5-isoquinolinesulfonamide)

INCHI for HMDB0247517 (N-(2-(Methylamino)ethyl)-5-isoquinolinesulfonamide)

Structure for HMDB0247517 (N-(2-(Methylamino)ethyl)-5-isoquinolinesulfonamide)

3D Structure for HMDB0247517 (N-(2-(Methylamino)ethyl)-5-isoquinolinesulfonamide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra