Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 09:57:41 UTC

Update Date

2021-09-26 23:04:35 UTC

HMDB ID

HMDB0252175

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Fasudil

Description

Fasudil 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 Fasudil. This compound has been identified in human blood as reported by (PMID: 31557052 ). Fasudil is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Fasudil 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

HMDB0252175
     RDKit          3D
Fasudil
 37 39  0  0  0  0  0  0  0  0999 V2000
    0.2506   -1.8820   -1.2984 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1390   -0.7530   -0.3145 S   0  0  0  0  0  6  0  0  0  0  0  0
   -0.1567   -1.3560    1.0403 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6011    0.1415   -0.3391 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6480    1.4370   -0.7934 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8866    2.0835   -0.7919 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0256    1.4453   -0.3511 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9733    0.1381    0.1049 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1323   -0.5087    0.5473 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0844   -1.7796    0.9863 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9168   -2.4442    1.0041 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7439   -1.8171    0.5662 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7641   -0.5108    0.1101 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2322    0.1685   -0.7476 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4720    1.2894    0.2186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8128    1.1445    0.6237 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1499    0.9985    1.0064 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6653   -0.1471    0.1671 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7323   -0.4519   -0.9124 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3574   -0.7751   -0.7715 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7883    1.9720   -1.1665 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9268    3.1062   -1.1490 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9867    1.9183   -0.3396 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0840    0.0072    0.5417 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9003   -3.4516    1.3559 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8327   -2.3792    0.5896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2297    2.2524   -0.2794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6831    1.2289    1.0248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5912    0.1045    0.9908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1437    1.3492   -0.4487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8363    1.8856    0.8368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3757    0.7518    2.0737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8476   -0.9531    0.7634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2259   -1.4282   -1.2785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9441    0.1661   -1.8381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1691   -1.6014   -0.0114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0599   -1.3496   -1.7208 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
 10 11  2  0
 11 12  1  0
 12 13  2  0
  2 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 13  4  1  0
 20 14  1  0
 13  8  1  0
  5 21  1  0
  6 22  1  0
  7 23  1  0
  9 24  1  0
 11 25  1  0
 12 26  1  0
 15 27  1  0
 15 28  1  0
 16 29  1  0
 16 30  1  0
 17 31  1  0
 17 32  1  0
 18 33  1  0
 19 34  1  0
 19 35  1  0
 20 36  1  0
 20 37  1  0
M  END

M77
  Mrv0541 02241213542D          

 20 22  0  0  0  0            999 V2000
   -1.2660   -0.1843    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4410   -0.1843    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.3840   -0.1843    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4410    0.6407    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1843    0.9987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3679    1.8030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8535    2.4480    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0285    2.4480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4859    1.8030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3023    0.9987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4410   -1.0093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1554   -1.4218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1554   -2.2468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4410   -2.6593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2735   -2.2468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2735   -1.4218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9880   -1.0093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9880   -2.6593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7024   -2.2468    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7024   -1.4218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  2 11  1  0  0  0  0
  4  5  1  0  0  0  0
  4 10  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 11 12  2  0  0  0  0
 11 16  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 18  1  0  0  0  0
 16 17  1  0  0  0  0
 17 20  2  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0252175

> <DATABASE_NAME>
hmdb

> <SMILES>
O=S(=O)(N1CCCNCC1)C1=CC=CC2=C1C=CN=C2

> <INCHI_IDENTIFIER>
InChI=1S/C14H17N3O2S/c18-20(19,17-9-2-6-15-8-10-17)14-4-1-3-12-11-16-7-5-13(12)14/h1,3-5,7,11,15H,2,6,8-10H2

> <INCHI_KEY>
NGOGFTYYXHNFQH-UHFFFAOYSA-N

> <FORMULA>
C14H17N3O2S

> <MOLECULAR_WEIGHT>
291.369

> <EXACT_MASS>
291.104147493

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
29.60039028727998

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
0.16

> <JCHEM_LOGP>
0.32246442733333314

> <ALOGPS_LOGS>
-2.74

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
8.037418281231478

> <JCHEM_POLAR_SURFACE_AREA>
62.300000000000004

> <JCHEM_REFRACTIVITY>
77.9234

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.31e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
fasudil

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0252175
     RDKit          3D
Fasudil
 37 39  0  0  0  0  0  0  0  0999 V2000
    0.2506   -1.8820   -1.2984 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1390   -0.7530   -0.3145 S   0  0  0  0  0  6  0  0  0  0  0  0
   -0.1567   -1.3560    1.0403 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6011    0.1415   -0.3391 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6480    1.4370   -0.7934 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8866    2.0835   -0.7919 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0256    1.4453   -0.3511 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9733    0.1381    0.1049 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1323   -0.5087    0.5473 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0844   -1.7796    0.9863 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9168   -2.4442    1.0041 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7439   -1.8171    0.5662 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7641   -0.5108    0.1101 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2322    0.1685   -0.7476 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4720    1.2894    0.2186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8128    1.1445    0.6237 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1499    0.9985    1.0064 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6653   -0.1471    0.1671 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7323   -0.4519   -0.9124 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3574   -0.7751   -0.7715 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7883    1.9720   -1.1665 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9268    3.1062   -1.1490 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9867    1.9183   -0.3396 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0840    0.0072    0.5417 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9003   -3.4516    1.3559 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8327   -2.3792    0.5896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2297    2.2524   -0.2794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6831    1.2289    1.0248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5912    0.1045    0.9908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1437    1.3492   -0.4487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8363    1.8856    0.8368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3757    0.7518    2.0737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8476   -0.9531    0.7634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2259   -1.4282   -1.2785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9441    0.1661   -1.8381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1691   -1.6014   -0.0114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0599   -1.3496   -1.7208 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
 10 11  2  0
 11 12  1  0
 12 13  2  0
  2 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 13  4  1  0
 20 14  1  0
 13  8  1  0
  5 21  1  0
  6 22  1  0
  7 23  1  0
  9 24  1  0
 11 25  1  0
 12 26  1  0
 15 27  1  0
 15 28  1  0
 16 29  1  0
 16 30  1  0
 17 31  1  0
 17 32  1  0
 18 33  1  0
 19 34  1  0
 19 35  1  0
 20 36  1  0
 20 37  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: M77                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  O   UNK     0      -2.363  -0.344   0.000  0.00  0.00           O+0
HETATM    2  S   UNK     0      -0.823  -0.344   0.000  0.00  0.00           S+0
HETATM    3  O   UNK     0       0.717  -0.344   0.000  0.00  0.00           O+0
HETATM    4  N   UNK     0      -0.823   1.196   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0      -2.211   1.864   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.553   3.366   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0      -1.593   4.570   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0      -0.053   4.570   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.907   3.366   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.564   1.864   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.823  -1.884   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.157  -2.654   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.157  -4.194   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.823  -4.964   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.511  -4.194   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.511  -2.654   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.844  -1.884   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.844  -4.964   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0       3.178  -4.194   0.000  0.00  0.00           N+0
HETATM   20  C   UNK     0       3.178  -2.654   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4   11                                             
CONECT    3    2                                                            
CONECT    4    2    5   10                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    4    9                                                       
CONECT   11    2   12   16                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   18                                                  
CONECT   16   11   15   17                                                  
CONECT   17   16   20                                                       
CONECT   18   15   19                                                       
CONECT   19   18   20                                                       
CONECT   20   17   19                                                       
MASTER        0    0    0    0    0    0    0    0   20    0   44    0
END

COMPND    HMDB0252175
HETATM    1  O1  UNL     1       0.251  -1.882  -1.298  1.00  0.00           O  
HETATM    2  S1  UNL     1       0.139  -0.753  -0.314  1.00  0.00           S  
HETATM    3  O2  UNL     1      -0.157  -1.356   1.040  1.00  0.00           O  
HETATM    4  C1  UNL     1       1.601   0.141  -0.339  1.00  0.00           C  
HETATM    5  C2  UNL     1       1.648   1.437  -0.793  1.00  0.00           C  
HETATM    6  C3  UNL     1       2.887   2.083  -0.792  1.00  0.00           C  
HETATM    7  C4  UNL     1       4.026   1.445  -0.351  1.00  0.00           C  
HETATM    8  C5  UNL     1       3.973   0.138   0.105  1.00  0.00           C  
HETATM    9  C6  UNL     1       5.132  -0.509   0.547  1.00  0.00           C  
HETATM   10  N1  UNL     1       5.084  -1.780   0.986  1.00  0.00           N  
HETATM   11  C7  UNL     1       3.917  -2.444   1.004  1.00  0.00           C  
HETATM   12  C8  UNL     1       2.744  -1.817   0.566  1.00  0.00           C  
HETATM   13  C9  UNL     1       2.764  -0.511   0.110  1.00  0.00           C  
HETATM   14  N2  UNL     1      -1.232   0.169  -0.748  1.00  0.00           N  
HETATM   15  C10 UNL     1      -1.472   1.289   0.219  1.00  0.00           C  
HETATM   16  C11 UNL     1      -2.813   1.145   0.624  1.00  0.00           C  
HETATM   17  C12 UNL     1      -4.150   0.999   1.006  1.00  0.00           C  
HETATM   18  N3  UNL     1      -4.665  -0.147   0.167  1.00  0.00           N  
HETATM   19  C13 UNL     1      -3.732  -0.452  -0.912  1.00  0.00           C  
HETATM   20  C14 UNL     1      -2.357  -0.775  -0.772  1.00  0.00           C  
HETATM   21  H1  UNL     1       0.788   1.972  -1.166  1.00  0.00           H  
HETATM   22  H2  UNL     1       2.927   3.106  -1.149  1.00  0.00           H  
HETATM   23  H3  UNL     1       4.987   1.918  -0.340  1.00  0.00           H  
HETATM   24  H4  UNL     1       6.084   0.007   0.542  1.00  0.00           H  
HETATM   25  H5  UNL     1       3.900  -3.452   1.356  1.00  0.00           H  
HETATM   26  H6  UNL     1       1.833  -2.379   0.590  1.00  0.00           H  
HETATM   27  H7  UNL     1      -1.230   2.252  -0.279  1.00  0.00           H  
HETATM   28  H8  UNL     1      -0.683   1.229   1.025  1.00  0.00           H  
HETATM   29  H9  UNL     1      -2.591   0.105   0.991  1.00  0.00           H  
HETATM   30  H10 UNL     1      -3.144   1.349  -0.449  1.00  0.00           H  
HETATM   31  H11 UNL     1      -4.836   1.886   0.837  1.00  0.00           H  
HETATM   32  H12 UNL     1      -4.376   0.752   2.074  1.00  0.00           H  
HETATM   33  H13 UNL     1      -4.848  -0.953   0.763  1.00  0.00           H  
HETATM   34  H14 UNL     1      -4.226  -1.428  -1.278  1.00  0.00           H  
HETATM   35  H15 UNL     1      -3.944   0.166  -1.838  1.00  0.00           H  
HETATM   36  H16 UNL     1      -2.169  -1.601  -0.011  1.00  0.00           H  
HETATM   37  H17 UNL     1      -2.060  -1.350  -1.721  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    3    4   14
CONECT    4    5    5   13
CONECT    5    6   21
CONECT    6    7    7   22
CONECT    7    8   23
CONECT    8    9    9   13
CONECT    9   10   24
CONECT   10   11   11
CONECT   11   12   25
CONECT   12   13   13   26
CONECT   14   15   20
CONECT   15   16   27   28
CONECT   16   17   29   30
CONECT   17   18   31   32
CONECT   18   19   33
CONECT   19   20   34   35
CONECT   20   36   37
END

HMDB0252175
     RDKit          3D
Fasudil
 37 39  0  0  0  0  0  0  0  0999 V2000
    0.2506   -1.8820   -1.2984 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1390   -0.7530   -0.3145 S   0  0  0  0  0  6  0  0  0  0  0  0
   -0.1567   -1.3560    1.0403 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6011    0.1415   -0.3391 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6480    1.4370   -0.7934 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8866    2.0835   -0.7919 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0256    1.4453   -0.3511 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9733    0.1381    0.1049 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1323   -0.5087    0.5473 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0844   -1.7796    0.9863 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9168   -2.4442    1.0041 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7439   -1.8171    0.5662 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7641   -0.5108    0.1101 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2322    0.1685   -0.7476 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4720    1.2894    0.2186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8128    1.1445    0.6237 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1499    0.9985    1.0064 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6653   -0.1471    0.1671 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7323   -0.4519   -0.9124 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3574   -0.7751   -0.7715 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7883    1.9720   -1.1665 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9268    3.1062   -1.1490 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9867    1.9183   -0.3396 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0840    0.0072    0.5417 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9003   -3.4516    1.3559 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8327   -2.3792    0.5896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2297    2.2524   -0.2794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6831    1.2289    1.0248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5912    0.1045    0.9908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1437    1.3492   -0.4487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8363    1.8856    0.8368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3757    0.7518    2.0737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8476   -0.9531    0.7634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2259   -1.4282   -1.2785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9441    0.1661   -1.8381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1691   -1.6014   -0.0114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0599   -1.3496   -1.7208 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
 10 11  2  0
 11 12  1  0
 12 13  2  0
  2 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 13  4  1  0
 20 14  1  0
 13  8  1  0
  5 21  1  0
  6 22  1  0
  7 23  1  0
  9 24  1  0
 11 25  1  0
 12 26  1  0
 15 27  1  0
 15 28  1  0
 16 29  1  0
 16 30  1  0
 17 31  1  0
 17 32  1  0
 18 33  1  0
 19 34  1  0
 19 35  1  0
 20 36  1  0
 20 37  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
HA-1077at-877fasudil	ChEMBL
5-(1,4-Diazepan-1-sulphonyl)isoquinoline	Generator
1-(5-Isoquinolinesulfonyl)homopiperazine	MeSH
Fasudil hydrochloride	MeSH
Fasudil mesylate	MeSH
5-(1,4-Diazepane-1-sulphonyl)isoquinoline	Generator

Chemical Formula

C₁₄H₁₇N₃O₂S

Average Molecular Weight

291.369

Monoisotopic Molecular Weight

291.104147493

IUPAC Name

5-(1,4-diazepane-1-sulfonyl)isoquinoline

Traditional Name

fasudil

CAS Registry Number

Not Available

SMILES

O=S(=O)(N1CCCNCC1)C1=CC=CC2=C1C=CN=C2

InChI Identifier

InChI=1S/C14H17N3O2S/c18-20(19,17-9-2-6-15-8-10-17)14-4-1-3-12-11-16-7-5-13(12)14/h1,3-5,7,11,15H,2,6,8-10H2

InChI Key

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

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	0.16	ALOGPS
logP	0.32	ChemAxon
logS	-2.7	ALOGPS
pKa (Strongest Basic)	8.04	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	62.3 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	77.92 m³·mol⁻¹	ChemAxon
Polarizability	29.6 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]+	159.819	30932474
DeepCCS	[M-H]-	157.444	30932474
DeepCCS	[M-2H]-	190.638	30932474
DeepCCS	[M+Na]+	165.896	30932474
AllCCS	[M+H]+	166.5	32859911
AllCCS	[M+H-H2O]+	163.0	32859911
AllCCS	[M+NH4]+	169.8	32859911
AllCCS	[M+Na]+	170.7	32859911
AllCCS	[M-H]-	166.0	32859911
AllCCS	[M+Na-2H]-	165.8	32859911
AllCCS	[M+HCOO]-	165.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Fasudil	O=S(=O)(N1CCCNCC1)C1=CC=CC2=C1C=CN=C2	4231.7	Standard polar	33892256
Fasudil	O=S(=O)(N1CCCNCC1)C1=CC=CC2=C1C=CN=C2	2900.3	Standard non polar	33892256
Fasudil	O=S(=O)(N1CCCNCC1)C1=CC=CC2=C1C=CN=C2	2834.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Fasudil,1TMS,isomer #1	C[Si](C)(C)N1CCCN(S(=O)(=O)C2=CC=CC3=CN=CC=C23)CC1	2737.9	Semi standard non polar	33892256
Fasudil,1TMS,isomer #1	C[Si](C)(C)N1CCCN(S(=O)(=O)C2=CC=CC3=CN=CC=C23)CC1	2607.9	Standard non polar	33892256
Fasudil,1TMS,isomer #1	C[Si](C)(C)N1CCCN(S(=O)(=O)C2=CC=CC3=CN=CC=C23)CC1	3890.2	Standard polar	33892256
Fasudil,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1CCCN(S(=O)(=O)C2=CC=CC3=CN=CC=C23)CC1	3011.6	Semi standard non polar	33892256
Fasudil,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1CCCN(S(=O)(=O)C2=CC=CC3=CN=CC=C23)CC1	2861.2	Standard non polar	33892256
Fasudil,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1CCCN(S(=O)(=O)C2=CC=CC3=CN=CC=C23)CC1	4029.6	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Fasudil GC-MS (Non-derivatized) - 70eV, Positive	splash10-0595-9210000000-aba39092ffc41b37109c	2017-08-28	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Fasudil 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 - Fasudil 10V, Positive-QTOF	splash10-0006-1090000000-80256fa1ef5019dcc5b7	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fasudil 20V, Positive-QTOF	splash10-0006-2290000000-7cfdec1ed4965333e4be	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fasudil 40V, Positive-QTOF	splash10-0a5c-9520000000-5d297fe5587f85971ec3	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fasudil 10V, Negative-QTOF	splash10-0006-0090000000-9fa6f657a9aa37531b7f	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fasudil 20V, Negative-QTOF	splash10-0006-0390000000-1ab425adf50eab8a4f38	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fasudil 40V, Negative-QTOF	splash10-002f-1930000000-08328d6ad90550b6a76b	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fasudil 10V, Positive-QTOF	splash10-0006-0090000000-4c4899575e34c67193cd	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fasudil 20V, Positive-QTOF	splash10-0006-1190000000-e76c4cb6e68881cf12e5	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fasudil 40V, Positive-QTOF	splash10-0002-9000000000-daaaac4be0163aedc71d	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fasudil 10V, Negative-QTOF	splash10-0006-0090000000-04a0fb509982b85482ee	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fasudil 20V, Negative-QTOF	splash10-0006-0090000000-4ec892a237fe12c054b6	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fasudil 40V, Negative-QTOF	splash10-03fr-8790000000-51dbfb802fe89fe5a6ef	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

DB08162

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

3426

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Fasudil

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 Fasudil (HMDB0252175)

MOL for HMDB0252175 (Fasudil)

3D MOL for HMDB0252175 (Fasudil)

3D SDF for HMDB0252175 (Fasudil)

3D-SDF for HMDB0252175 (Fasudil)

PDB for HMDB0252175 (Fasudil)

3D PDB for HMDB0252175 (Fasudil)

SMILES for HMDB0252175 (Fasudil)

INCHI for HMDB0252175 (Fasudil)

Structure for HMDB0252175 (Fasudil)

3D Structure for HMDB0252175 (Fasudil)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra