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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 11:37:30 UTC

Update Date

2022-11-23 22:13:43 UTC

HMDB ID

HMDB0253268

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Hydroxyfasudil

Description

Hydroxyfasudil belongs to the class of organic compounds known as isoquinolones and derivatives. These are aromatic polycyclic compounds containing a ketone bearing isoquinoline moiety. Based on a literature review very few articles have been published on Hydroxyfasudil. This compound has been identified in human blood as reported by (PMID: 31557052 ). Hydroxyfasudil is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Hydroxyfasudil 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

HMDB0253268
     RDKit          3D
HYDROXYFASUDIL
 38 40  0  0  0  0  0  0  0  0999 V2000
    0.0656   -2.2241    1.0317 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1200   -0.7135    1.0228 S   0  0  0  0  0  6  0  0  0  0  0  0
   -0.0332   -0.2658    2.4495 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2326   -0.1010    0.0979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0499    0.7168   -0.9878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1402    1.1755   -1.6858 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4217    0.8313   -1.3186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5893    0.0088   -0.2254 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8809   -0.3189    0.1190 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9566    0.1655   -0.6124 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0850   -1.1195    1.1800 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0461   -1.5973    1.8999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7513   -1.2809    1.5709 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4892   -0.4601    0.4871 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6272   -0.2064    0.4497 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9757   -0.5931   -0.8628 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2941   -1.3784   -0.7694 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3138   -0.3713   -0.2179 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9592    0.9193   -0.6576 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1563    1.7124    0.1779 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0970    1.0262    0.9258 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0422    0.9997   -1.2927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9806    1.8210   -2.5418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2871    1.2038   -1.8839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0632    1.1688   -0.8184 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2618   -2.2366    2.7432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9237   -1.6604    2.1427 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2352   -1.2145   -1.3631 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2370    0.2915   -1.5081 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1868   -2.1569   -0.0004 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5679   -1.7341   -1.7630 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2884   -0.6659   -0.6983 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4554   -0.5006    0.8575 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4616    1.3440   -1.4163 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8325    2.2754    0.8868 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6995    2.5337   -0.4488 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2139    1.7227    1.0389 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4475    0.8829    1.9913 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  2  0
  2  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
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
  2 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 14  4  1  0
 21 15  1  0
 14  8  1  0
  5 22  1  0
  6 23  1  0
  7 24  1  0
 10 25  1  0
 12 26  1  0
 13 27  1  0
 16 28  1  0
 16 29  1  0
 17 30  1  0
 17 31  1  0
 18 32  1  0
 18 33  1  0
 19 34  1  0
 20 35  1  0
 20 36  1  0
 21 37  1  0
 21 38  1  0
M  END

HFS
  Mrv0541 02231217512D          

 21 23  0  0  0  0            999 V2000
   -1.4373   -3.2329    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4373   -2.4079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1518   -1.9954    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1518   -1.1704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4373   -0.7579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7228   -1.1704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0084   -0.7579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7061   -1.1704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7061   -1.9954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0084   -2.4079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7228   -1.9954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0084    0.0671    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.8166    0.0671    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8334    0.0671    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0084    0.8921    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7517    1.2501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9352    2.0544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4209    2.6994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4041    2.6994    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9185    2.0544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7349    1.2501    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
  2 11  2  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  6 11  1  0  0  0  0
  7  8  2  0  0  0  0
  7 12  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  2  0  0  0  0
 12 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 21  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0253268

> <DATABASE_NAME>
hmdb

> <SMILES>
OC1=C2C=CC=C(C2=CC=N1)S(=O)(=O)N1CCCNCC1

> <INCHI_IDENTIFIER>
InChI=1S/C14H17N3O3S/c18-14-12-3-1-4-13(11(12)5-7-16-14)21(19,20)17-9-2-6-15-8-10-17/h1,3-5,7,15H,2,6,8-10H2,(H,16,18)

> <INCHI_KEY>
ZAVGJDAFCZAWSZ-UHFFFAOYSA-N

> <FORMULA>
C14H17N3O3S

> <MOLECULAR_WEIGHT>
307.368

> <EXACT_MASS>
307.099062115

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
31.065666240585102

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-(1,4-diazepane-1-sulfonyl)isoquinolin-1-ol

> <ALOGPS_LOGP>
-0.04

> <JCHEM_LOGP>
0.6133566356666664

> <ALOGPS_LOGS>
-2.67

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.086960634207372

> <JCHEM_PKA_STRONGEST_BASIC>
8.036236111029279

> <JCHEM_POLAR_SURFACE_AREA>
82.53

> <JCHEM_REFRACTIVITY>
80.2178

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.59e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
hydroxyfasudil

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0253268
     RDKit          3D
HYDROXYFASUDIL
 38 40  0  0  0  0  0  0  0  0999 V2000
    0.0656   -2.2241    1.0317 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1200   -0.7135    1.0228 S   0  0  0  0  0  6  0  0  0  0  0  0
   -0.0332   -0.2658    2.4495 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2326   -0.1010    0.0979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0499    0.7168   -0.9878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1402    1.1755   -1.6858 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4217    0.8313   -1.3186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5893    0.0088   -0.2254 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8809   -0.3189    0.1190 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9566    0.1655   -0.6124 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0850   -1.1195    1.1800 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0461   -1.5973    1.8999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7513   -1.2809    1.5709 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4892   -0.4601    0.4871 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6272   -0.2064    0.4497 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9757   -0.5931   -0.8628 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2941   -1.3784   -0.7694 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3138   -0.3713   -0.2179 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9592    0.9193   -0.6576 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1563    1.7124    0.1779 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0970    1.0262    0.9258 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0422    0.9997   -1.2927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9806    1.8210   -2.5418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2871    1.2038   -1.8839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0632    1.1688   -0.8184 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2618   -2.2366    2.7432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9237   -1.6604    2.1427 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2352   -1.2145   -1.3631 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2370    0.2915   -1.5081 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1868   -2.1569   -0.0004 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5679   -1.7341   -1.7630 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2884   -0.6659   -0.6983 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4554   -0.5006    0.8575 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4616    1.3440   -1.4163 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8325    2.2754    0.8868 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6995    2.5337   -0.4488 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2139    1.7227    1.0389 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4475    0.8829    1.9913 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  2  0
  2  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
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
  2 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 14  4  1  0
 21 15  1  0
 14  8  1  0
  5 22  1  0
  6 23  1  0
  7 24  1  0
 10 25  1  0
 12 26  1  0
 13 27  1  0
 16 28  1  0
 16 29  1  0
 17 30  1  0
 17 31  1  0
 18 32  1  0
 18 33  1  0
 19 34  1  0
 20 35  1  0
 20 36  1  0
 21 37  1  0
 21 38  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: HFS                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0      -2.683  -6.035   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -2.683  -4.495   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0      -4.017  -3.725   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0      -4.017  -2.185   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.683  -1.415   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.349  -2.185   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.016  -1.415   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.318  -2.185   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.318  -3.725   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.016  -4.495   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.349  -3.725   0.000  0.00  0.00           C+0
HETATM   12  S   UNK     0      -0.016   0.125   0.000  0.00  0.00           S+0
HETATM   13  O   UNK     0       1.524   0.125   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      -1.556   0.125   0.000  0.00  0.00           O+0
HETATM   15  N   UNK     0      -0.016   1.665   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0      -1.403   2.334   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.746   3.835   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.786   5.039   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0       0.754   5.039   0.000  0.00  0.00           N+0
HETATM   20  C   UNK     0       1.715   3.835   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.372   2.334   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   11                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   11                                                  
CONECT    7    6    8   12                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11    2    6   10                                                  
CONECT   12    7   13   14   15                                             
CONECT   13   12                                                            
CONECT   14   12                                                            
CONECT   15   12   16   21                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   15   20                                                       
MASTER        0    0    0    0    0    0    0    0   21    0   46    0
END

COMPND    HMDB0253268
HETATM    1  O1  UNL     1       0.066  -2.224   1.032  1.00  0.00           O  
HETATM    2  S1  UNL     1       0.120  -0.714   1.023  1.00  0.00           S  
HETATM    3  O2  UNL     1      -0.033  -0.266   2.449  1.00  0.00           O  
HETATM    4  C1  UNL     1      -1.233  -0.101   0.098  1.00  0.00           C  
HETATM    5  C2  UNL     1      -1.050   0.717  -0.988  1.00  0.00           C  
HETATM    6  C3  UNL     1      -2.140   1.175  -1.686  1.00  0.00           C  
HETATM    7  C4  UNL     1      -3.422   0.831  -1.319  1.00  0.00           C  
HETATM    8  C5  UNL     1      -3.589   0.009  -0.225  1.00  0.00           C  
HETATM    9  C6  UNL     1      -4.881  -0.319   0.119  1.00  0.00           C  
HETATM   10  O3  UNL     1      -5.957   0.166  -0.612  1.00  0.00           O  
HETATM   11  N1  UNL     1      -5.085  -1.119   1.180  1.00  0.00           N  
HETATM   12  C7  UNL     1      -4.046  -1.597   1.900  1.00  0.00           C  
HETATM   13  C8  UNL     1      -2.751  -1.281   1.571  1.00  0.00           C  
HETATM   14  C9  UNL     1      -2.489  -0.460   0.487  1.00  0.00           C  
HETATM   15  N2  UNL     1       1.627  -0.206   0.450  1.00  0.00           N  
HETATM   16  C10 UNL     1       1.976  -0.593  -0.863  1.00  0.00           C  
HETATM   17  C11 UNL     1       3.294  -1.378  -0.769  1.00  0.00           C  
HETATM   18  C12 UNL     1       4.314  -0.371  -0.218  1.00  0.00           C  
HETATM   19  N3  UNL     1       3.959   0.919  -0.658  1.00  0.00           N  
HETATM   20  C13 UNL     1       3.156   1.712   0.178  1.00  0.00           C  
HETATM   21  C14 UNL     1       2.097   1.026   0.926  1.00  0.00           C  
HETATM   22  H1  UNL     1      -0.042   1.000  -1.293  1.00  0.00           H  
HETATM   23  H2  UNL     1      -1.981   1.821  -2.542  1.00  0.00           H  
HETATM   24  H3  UNL     1      -4.287   1.204  -1.884  1.00  0.00           H  
HETATM   25  H4  UNL     1      -6.063   1.169  -0.818  1.00  0.00           H  
HETATM   26  H5  UNL     1      -4.262  -2.237   2.743  1.00  0.00           H  
HETATM   27  H6  UNL     1      -1.924  -1.660   2.143  1.00  0.00           H  
HETATM   28  H7  UNL     1       1.235  -1.215  -1.363  1.00  0.00           H  
HETATM   29  H8  UNL     1       2.237   0.292  -1.508  1.00  0.00           H  
HETATM   30  H9  UNL     1       3.187  -2.157  -0.000  1.00  0.00           H  
HETATM   31  H10 UNL     1       3.568  -1.734  -1.763  1.00  0.00           H  
HETATM   32  H11 UNL     1       5.288  -0.666  -0.698  1.00  0.00           H  
HETATM   33  H12 UNL     1       4.455  -0.501   0.857  1.00  0.00           H  
HETATM   34  H13 UNL     1       4.462   1.344  -1.416  1.00  0.00           H  
HETATM   35  H14 UNL     1       3.832   2.275   0.887  1.00  0.00           H  
HETATM   36  H15 UNL     1       2.699   2.534  -0.449  1.00  0.00           H  
HETATM   37  H16 UNL     1       1.214   1.723   1.039  1.00  0.00           H  
HETATM   38  H17 UNL     1       2.447   0.883   1.991  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    3    4   15
CONECT    4    5    5   14
CONECT    5    6   22
CONECT    6    7    7   23
CONECT    7    8   24
CONECT    8    9    9   14
CONECT    9   10   11
CONECT   10   25
CONECT   11   12   12
CONECT   12   13   26
CONECT   13   14   14   27
CONECT   15   16   21
CONECT   16   17   28   29
CONECT   17   18   30   31
CONECT   18   19   32   33
CONECT   19   20   34
CONECT   20   21   35   36
CONECT   21   37   38
END

HMDB0253268
     RDKit          3D
HYDROXYFASUDIL
 38 40  0  0  0  0  0  0  0  0999 V2000
    0.0656   -2.2241    1.0317 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1200   -0.7135    1.0228 S   0  0  0  0  0  6  0  0  0  0  0  0
   -0.0332   -0.2658    2.4495 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2326   -0.1010    0.0979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0499    0.7168   -0.9878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1402    1.1755   -1.6858 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4217    0.8313   -1.3186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5893    0.0088   -0.2254 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8809   -0.3189    0.1190 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9566    0.1655   -0.6124 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0850   -1.1195    1.1800 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0461   -1.5973    1.8999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7513   -1.2809    1.5709 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4892   -0.4601    0.4871 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6272   -0.2064    0.4497 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9757   -0.5931   -0.8628 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2941   -1.3784   -0.7694 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3138   -0.3713   -0.2179 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9592    0.9193   -0.6576 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1563    1.7124    0.1779 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0970    1.0262    0.9258 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0422    0.9997   -1.2927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9806    1.8210   -2.5418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2871    1.2038   -1.8839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0632    1.1688   -0.8184 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2618   -2.2366    2.7432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9237   -1.6604    2.1427 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2352   -1.2145   -1.3631 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2370    0.2915   -1.5081 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1868   -2.1569   -0.0004 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5679   -1.7341   -1.7630 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2884   -0.6659   -0.6983 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4554   -0.5006    0.8575 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4616    1.3440   -1.4163 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8325    2.2754    0.8868 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6995    2.5337   -0.4488 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2139    1.7227    1.0389 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4475    0.8829    1.9913 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  2  0
  2  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
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
  2 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 14  4  1  0
 21 15  1  0
 14  8  1  0
  5 22  1  0
  6 23  1  0
  7 24  1  0
 10 25  1  0
 12 26  1  0
 13 27  1  0
 16 28  1  0
 16 29  1  0
 17 30  1  0
 17 31  1  0
 18 32  1  0
 18 33  1  0
 19 34  1  0
 20 35  1  0
 20 36  1  0
 21 37  1  0
 21 38  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Hydroxy-fasudil	ChEMBL
5-(1,4-Diazepane-1-sulphonyl)isoquinolin-1-ol	Generator

Chemical Formula

C₁₄H₁₇N₃O₃S

Average Molecular Weight

307.368

Monoisotopic Molecular Weight

307.099062115

IUPAC Name

5-(1,4-diazepane-1-sulfonyl)isoquinolin-1-ol

Traditional Name

hydroxyfasudil

CAS Registry Number

Not Available

SMILES

OC1=C2C=CC=C(C2=CC=N1)S(=O)(=O)N1CCCNCC1

InChI Identifier

InChI=1S/C14H17N3O3S/c18-14-12-3-1-4-13(11(12)5-7-16-14)21(19,20)17-9-2-6-15-8-10-17/h1,3-5,7,15H,2,6,8-10H2,(H,16,18)

InChI Key

ZAVGJDAFCZAWSZ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as isoquinolones and derivatives. These are aromatic polycyclic compounds containing a ketone bearing isoquinoline moiety.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Isoquinolines and derivatives

Sub Class

Isoquinolones and derivatives

Direct Parent

Isoquinolones and derivatives

Alternative Parents

Substituents

Isoquinolone
1,4-diazepane
Diazepane
Pyridinone
Pyridine
Benzenoid
Organosulfonic acid amide
Heteroaromatic compound
Sulfonyl
Organosulfonic acid or derivatives
Organic sulfonic acid or derivatives
Lactam
Secondary aliphatic amine
Azacycle
Secondary amine
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Hydrocarbon derivative
Amine
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

isoquinolines (CHEBI:43149 )
N-sulfonyldiazepane (CHEBI:43149 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (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	-0.04	ALOGPS
logP	0.61	ChemAxon
logS	-2.7	ALOGPS
pKa (Strongest Acidic)	11.09	ChemAxon
pKa (Strongest Basic)	8.04	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	82.53 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	80.22 m³·mol⁻¹	ChemAxon
Polarizability	31.07 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]+	162.155	30932474
DeepCCS	[M-H]-	159.759	30932474
DeepCCS	[M-2H]-	193.155	30932474
DeepCCS	[M+Na]+	168.299	30932474
AllCCS	[M+H]+	169.8	32859911
AllCCS	[M+H-H2O]+	166.4	32859911
AllCCS	[M+NH4]+	173.0	32859911
AllCCS	[M+Na]+	173.9	32859911
AllCCS	[M-H]-	168.1	32859911
AllCCS	[M+Na-2H]-	167.9	32859911
AllCCS	[M+HCOO]-	167.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
HYDROXYFASUDIL	OC1=C2C=CC=C(C2=CC=N1)S(=O)(=O)N1CCCNCC1	4573.5	Standard polar	33892256
HYDROXYFASUDIL	OC1=C2C=CC=C(C2=CC=N1)S(=O)(=O)N1CCCNCC1	3114.1	Standard non polar	33892256
HYDROXYFASUDIL	OC1=C2C=CC=C(C2=CC=N1)S(=O)(=O)N1CCCNCC1	2881.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
HYDROXYFASUDIL,2TMS,isomer #1	C[Si](C)(C)OC1=NC=CC2=C(S(=O)(=O)N3CCCN([Si](C)(C)C)CC3)C=CC=C12	2856.3	Semi standard non polar	33892256
HYDROXYFASUDIL,2TMS,isomer #1	C[Si](C)(C)OC1=NC=CC2=C(S(=O)(=O)N3CCCN([Si](C)(C)C)CC3)C=CC=C12	2852.6	Standard non polar	33892256
HYDROXYFASUDIL,2TMS,isomer #1	C[Si](C)(C)OC1=NC=CC2=C(S(=O)(=O)N3CCCN([Si](C)(C)C)CC3)C=CC=C12	3988.7	Standard polar	33892256
HYDROXYFASUDIL,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=NC=CC2=C(S(=O)(=O)N3CCCN([Si](C)(C)C(C)(C)C)CC3)C=CC=C12	3353.7	Semi standard non polar	33892256
HYDROXYFASUDIL,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=NC=CC2=C(S(=O)(=O)N3CCCN([Si](C)(C)C(C)(C)C)CC3)C=CC=C12	3373.1	Standard non polar	33892256
HYDROXYFASUDIL,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=NC=CC2=C(S(=O)(=O)N3CCCN([Si](C)(C)C(C)(C)C)CC3)C=CC=C12	4057.2	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Hydroxyfasudil GC-MS (Non-derivatized) - 70eV, Positive	splash10-0595-9120000000-b68b19b4afd089c3db6a	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Hydroxyfasudil GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Hydroxyfasudil GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Hydroxyfasudil GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Hydroxyfasudil GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Hydroxyfasudil GC-MS (TBDMS_1_2) - 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 - Hydroxyfasudil 10V, Positive-QTOF	splash10-0a4i-3249000000-e37353d482e77470fbec	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hydroxyfasudil 20V, Positive-QTOF	splash10-0a4i-3975000000-bdc3f58a03bfe37d2438	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hydroxyfasudil 40V, Positive-QTOF	splash10-0006-9810000000-1040c5cc3c533d01176c	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hydroxyfasudil 10V, Negative-QTOF	splash10-0a4i-0019000000-43339432293341d7cc23	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hydroxyfasudil 20V, Negative-QTOF	splash10-0a4i-1191000000-d9b5aadeaf9ba5bf3b6f	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hydroxyfasudil 40V, Negative-QTOF	splash10-0a4l-4960000000-dfde8f361f9df7ba9e79	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hydroxyfasudil 10V, Positive-QTOF	splash10-0a4i-0009000000-95e2918290149e2ac287	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hydroxyfasudil 20V, Positive-QTOF	splash10-0a4i-0009000000-dcdf3db02303b6094c6b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hydroxyfasudil 40V, Positive-QTOF	splash10-0002-9100000000-0d8e89311fc36cb2b8ad	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hydroxyfasudil 10V, Negative-QTOF	splash10-0a4i-0009000000-f8fc31608e20c0075e14	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hydroxyfasudil 20V, Negative-QTOF	splash10-0a4i-0019000000-59865d49bd76a26dc661	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hydroxyfasudil 40V, Negative-QTOF	splash10-0udi-3359000000-49001a1927407c231290	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

DB04707

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

2325236

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 Hydroxyfasudil (HMDB0253268)

MOL for HMDB0253268 (Hydroxyfasudil)

3D MOL for HMDB0253268 (Hydroxyfasudil)

3D SDF for HMDB0253268 (Hydroxyfasudil)

3D-SDF for HMDB0253268 (Hydroxyfasudil)

PDB for HMDB0253268 (Hydroxyfasudil)

3D PDB for HMDB0253268 (Hydroxyfasudil)

SMILES for HMDB0253268 (Hydroxyfasudil)

INCHI for HMDB0253268 (Hydroxyfasudil)

Structure for HMDB0253268 (Hydroxyfasudil)

3D Structure for HMDB0253268 (Hydroxyfasudil)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra