NP-MRD: Showing NP-Card for N-butylbenzenesulphonamide (NP0003256)

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Record Information

Version

1.0

Created at

2020-12-09 00:32:25 UTC

Updated at

2021-07-15 16:45:55 UTC

NP-MRD ID

NP0003256

Secondary Accession Numbers

None

Natural Product Identification

Common Name

N-butylbenzenesulphonamide

Provided By

NPAtlas

Description

N-Butyl-Benzenesulfonamide is also known as dellatol BBS or plastomoll BMB. N-Butyl-Benzenesulfonamide is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. N-butylbenzenesulphonamide is found in Phyllanthus niruri, Prunus africana and Pseudomonas. It was first documented in 2000 (PMID: 10805572). Based on a literature review a significant number of articles have been published on N-Butyl-Benzenesulfonamide (PMID: 16783690) (PMID: 17369196) (PMID: 22789816) (PMID: 22824510).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242117463D          

 29 29  0  0  0  0            999 V2000
    3.5940   -0.9036    0.3076 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5731    0.2468   -0.6612 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3521    1.1194   -0.4830 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0724    0.3812   -0.6876 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9201   -0.7289    0.2521 N   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5823   -1.5207   -0.0590 S   0  0  2  0  0  6  0  0  0  0  0  0
   -0.7332   -2.7386    0.8007 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5341   -1.9890   -1.4946 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9399   -0.4410    0.1773 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5829   -0.2969    1.3853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6458    0.5485    1.5703 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1268    1.3097    0.5240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5029    1.1835   -0.6887 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4401    0.3382   -0.8737 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0295   -1.7894   -0.0450 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6519   -1.2716    0.4452 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2478   -0.5610    1.3060 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5100    0.8215   -0.5155 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5822   -0.1050   -1.7150 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3178    1.6201    0.4935 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4069    1.9172   -1.2518 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8734    0.0816   -1.7180 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2440    1.0986   -0.4126 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8590   -0.3607    1.2286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2089   -0.8955    2.2190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1205    0.6233    2.5565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9717    1.9730    0.6971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8645    1.7697   -1.5168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9807    0.2700   -1.8405 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  2  0  0  0  0
  6  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14  9  1  0  0  0  0
  1 15  1  0  0  0  0
  1 16  1  0  0  0  0
  1 17  1  0  0  0  0
  2 18  1  0  0  0  0
  2 19  1  0  0  0  0
  3 20  1  0  0  0  0
  3 21  1  0  0  0  0
  4 22  1  0  0  0  0
  4 23  1  0  0  0  0
  5 24  1  0  0  0  0
 10 25  1  0  0  0  0
 11 26  1  0  0  0  0
 12 27  1  0  0  0  0
 13 28  1  0  0  0  0
 14 29  1  0  0  0  0
M  END

     RDKit          3D

 29 29  0  0  0  0  0  0  0  0999 V2000
    3.5940   -0.9036    0.3076 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5731    0.2468   -0.6612 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3521    1.1194   -0.4830 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0724    0.3812   -0.6876 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9201   -0.7289    0.2521 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5823   -1.5207   -0.0590 S   0  0  0  0  0  6  0  0  0  0  0  0
   -0.7332   -2.7386    0.8007 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5341   -1.9890   -1.4946 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9399   -0.4410    0.1773 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5829   -0.2969    1.3853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6458    0.5485    1.5703 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1268    1.3097    0.5240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5029    1.1835   -0.6887 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4401    0.3382   -0.8737 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0295   -1.7894   -0.0450 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6519   -1.2716    0.4452 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2478   -0.5610    1.3060 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5100    0.8215   -0.5155 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5822   -0.1050   -1.7150 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3178    1.6201    0.4935 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4069    1.9172   -1.2518 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8734    0.0816   -1.7180 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2440    1.0986   -0.4126 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8590   -0.3607    1.2286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2089   -0.8955    2.2190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1205    0.6233    2.5565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9717    1.9730    0.6971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8645    1.7697   -1.5168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9807    0.2700   -1.8405 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  9  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  2 18  1  0
  2 19  1  0
  3 20  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
  5 24  1  0
 10 25  1  0
 11 26  1  0
 12 27  1  0
 13 28  1  0
 14 29  1  0
M  END


  Mrv1652306242117463D          

 29 29  0  0  0  0            999 V2000
    3.5940   -0.9036    0.3076 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5731    0.2468   -0.6612 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3521    1.1194   -0.4830 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0724    0.3812   -0.6876 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9201   -0.7289    0.2521 N   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5823   -1.5207   -0.0590 S   0  0  2  0  0  6  0  0  0  0  0  0
   -0.7332   -2.7386    0.8007 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5341   -1.9890   -1.4946 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9399   -0.4410    0.1773 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5829   -0.2969    1.3853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6458    0.5485    1.5703 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1268    1.3097    0.5240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5029    1.1835   -0.6887 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4401    0.3382   -0.8737 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0295   -1.7894   -0.0450 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6519   -1.2716    0.4452 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2478   -0.5610    1.3060 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5100    0.8215   -0.5155 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5822   -0.1050   -1.7150 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3178    1.6201    0.4935 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4069    1.9172   -1.2518 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8734    0.0816   -1.7180 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2440    1.0986   -0.4126 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8590   -0.3607    1.2286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2089   -0.8955    2.2190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1205    0.6233    2.5565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9717    1.9730    0.6971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8645    1.7697   -1.5168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9807    0.2700   -1.8405 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  2  0  0  0  0
  6  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14  9  1  0  0  0  0
  1 15  1  0  0  0  0
  1 16  1  0  0  0  0
  1 17  1  0  0  0  0
  2 18  1  0  0  0  0
  2 19  1  0  0  0  0
  3 20  1  0  0  0  0
  3 21  1  0  0  0  0
  4 22  1  0  0  0  0
  4 23  1  0  0  0  0
  5 24  1  0  0  0  0
 10 25  1  0  0  0  0
 11 26  1  0  0  0  0
 12 27  1  0  0  0  0
 13 28  1  0  0  0  0
 14 29  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0003256

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]N(C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H])[S](=O)(=O)C1=C([H])C([H])=C([H])C([H])=C1[H]

> <INCHI_IDENTIFIER>
InChI=1S/C10H15NO2S/c1-2-3-9-11-14(12,13)10-7-5-4-6-8-10/h4-8,11H,2-3,9H2,1H3

> <INCHI_KEY>
IPRJXAGUEGOFGG-UHFFFAOYSA-N

> <FORMULA>
C10H15NO2S

> <MOLECULAR_WEIGHT>
213.297

> <EXACT_MASS>
213.082349419

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
29

> <JCHEM_AVERAGE_POLARIZABILITY>
22.65898589759786

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N-butylbenzenesulfonamide

> <ALOGPS_LOGP>
1.83

> <JCHEM_LOGP>
2.126851666

> <ALOGPS_LOGS>
-2.67

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.185302527484877

> <JCHEM_POLAR_SURFACE_AREA>
46.17

> <JCHEM_REFRACTIVITY>
56.986200000000025

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.60e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-butyl-benzenesulfonamide

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 29 29  0  0  0  0  0  0  0  0999 V2000
    3.5940   -0.9036    0.3076 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5731    0.2468   -0.6612 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3521    1.1194   -0.4830 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0724    0.3812   -0.6876 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9201   -0.7289    0.2521 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5823   -1.5207   -0.0590 S   0  0  0  0  0  6  0  0  0  0  0  0
   -0.7332   -2.7386    0.8007 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5341   -1.9890   -1.4946 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9399   -0.4410    0.1773 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5829   -0.2969    1.3853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6458    0.5485    1.5703 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1268    1.3097    0.5240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5029    1.1835   -0.6887 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4401    0.3382   -0.8737 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0295   -1.7894   -0.0450 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6519   -1.2716    0.4452 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2478   -0.5610    1.3060 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5100    0.8215   -0.5155 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5822   -0.1050   -1.7150 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3178    1.6201    0.4935 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4069    1.9172   -1.2518 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8734    0.0816   -1.7180 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2440    1.0986   -0.4126 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8590   -0.3607    1.2286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2089   -0.8955    2.2190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1205    0.6233    2.5565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9717    1.9730    0.6971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8645    1.7697   -1.5168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9807    0.2700   -1.8405 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  9  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  2 18  1  0
  2 19  1  0
  3 20  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
  5 24  1  0
 10 25  1  0
 11 26  1  0
 12 27  1  0
 13 28  1  0
 14 29  1  0
M  END

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  C   UNK     0       3.594  -0.904   0.308  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.573   0.247  -0.661  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.352   1.119  -0.483  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.072   0.381  -0.688  0.00  0.00           C+0
HETATM    5  N   UNK     0       0.920  -0.729   0.252  0.00  0.00           N+0
HETATM    6  S   UNK     0      -0.582  -1.521  -0.059  0.00  0.00           S+0
HETATM    7  O   UNK     0      -0.733  -2.739   0.801  0.00  0.00           O+0
HETATM    8  O   UNK     0      -0.534  -1.989  -1.495  0.00  0.00           O+0
HETATM    9  C   UNK     0      -1.940  -0.441   0.177  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.583  -0.297   1.385  0.00  0.00           C+0
HETATM   11  C   UNK     0      -3.646   0.549   1.570  0.00  0.00           C+0
HETATM   12  C   UNK     0      -4.127   1.310   0.524  0.00  0.00           C+0
HETATM   13  C   UNK     0      -3.503   1.184  -0.689  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.440   0.338  -0.874  0.00  0.00           C+0
HETATM   15  H   UNK     0       3.030  -1.789  -0.045  0.00  0.00           H+0
HETATM   16  H   UNK     0       4.652  -1.272   0.445  0.00  0.00           H+0
HETATM   17  H   UNK     0       3.248  -0.561   1.306  0.00  0.00           H+0
HETATM   18  H   UNK     0       4.510   0.822  -0.516  0.00  0.00           H+0
HETATM   19  H   UNK     0       3.582  -0.105  -1.715  0.00  0.00           H+0
HETATM   20  H   UNK     0       2.318   1.620   0.494  0.00  0.00           H+0
HETATM   21  H   UNK     0       2.407   1.917  -1.252  0.00  0.00           H+0
HETATM   22  H   UNK     0       0.873   0.082  -1.718  0.00  0.00           H+0
HETATM   23  H   UNK     0       0.244   1.099  -0.413  0.00  0.00           H+0
HETATM   24  H   UNK     0       0.859  -0.361   1.229  0.00  0.00           H+0
HETATM   25  H   UNK     0      -2.209  -0.896   2.219  0.00  0.00           H+0
HETATM   26  H   UNK     0      -4.120   0.623   2.557  0.00  0.00           H+0
HETATM   27  H   UNK     0      -4.972   1.973   0.697  0.00  0.00           H+0
HETATM   28  H   UNK     0      -3.865   1.770  -1.517  0.00  0.00           H+0
HETATM   29  H   UNK     0      -1.981   0.270  -1.841  0.00  0.00           H+0
CONECT    1    2   15   16   17                                             
CONECT    2    1    3   18   19                                             
CONECT    3    2    4   20   21                                             
CONECT    4    3    5   22   23                                             
CONECT    5    4    6   24                                                  
CONECT    6    5    7    8    9                                             
CONECT    7    6                                                            
CONECT    8    6                                                            
CONECT    9    6   10   14                                                  
CONECT   10    9   11   25                                                  
CONECT   11   10   12   26                                                  
CONECT   12   11   13   27                                                  
CONECT   13   12   14   28                                                  
CONECT   14   13    9   29                                                  
CONECT   15    1                                                            
CONECT   16    1                                                            
CONECT   17    1                                                            
CONECT   18    2                                                            
CONECT   19    2                                                            
CONECT   20    3                                                            
CONECT   21    3                                                            
CONECT   22    4                                                            
CONECT   23    4                                                            
CONECT   24    5                                                            
CONECT   25   10                                                            
CONECT   26   11                                                            
CONECT   27   12                                                            
CONECT   28   13                                                            
CONECT   29   14                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   58    0
END

RDKit          3D

29 29  0  0  0  0  0  0  0  0999 V2000
    3.5940   -0.9036    0.3076 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5731    0.2468   -0.6612 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3521    1.1194   -0.4830 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0724    0.3812   -0.6876 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9201   -0.7289    0.2521 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5823   -1.5207   -0.0590 S   0  0  0  0  0  6  0  0  0  0  0  0
   -0.7332   -2.7386    0.8007 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5341   -1.9890   -1.4946 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9399   -0.4410    0.1773 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5829   -0.2969    1.3853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6458    0.5485    1.5703 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1268    1.3097    0.5240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5029    1.1835   -0.6887 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4401    0.3382   -0.8737 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0295   -1.7894   -0.0450 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6519   -1.2716    0.4452 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2478   -0.5610    1.3060 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5100    0.8215   -0.5155 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5822   -0.1050   -1.7150 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3178    1.6201    0.4935 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4069    1.9172   -1.2518 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8734    0.0816   -1.7180 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2440    1.0986   -0.4126 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8590   -0.3607    1.2286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2089   -0.8955    2.2190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1205    0.6233    2.5565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9717    1.9730    0.6971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8645    1.7697   -1.5168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9807    0.2700   -1.8405 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  9  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  2 18  1  0
  2 19  1  0
  3 20  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
  5 24  1  0
 10 25  1  0
 11 26  1  0
 12 27  1  0
 13 28  1  0
 14 29  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
Benzenesulfonic acid butyl amide	ChEBI
Dellatol BBS	ChEBI
N-(N-Butyl)benzenesulfonamide	ChEBI
Plastomoll BMB	ChEBI
Benzenesulfonate butyl amide	Generator
Benzenesulphonate butyl amide	Generator
Benzenesulphonic acid butyl amide	Generator
N-(N-Butyl)benzenesulphonamide	Generator
N-Butyl-benzenesulphonamide	Generator
N-Butylbenzenesulphonamide	MeSH
NBBS	MeSH

Chemical Formula

C₁₀H₁₅NO₂S

Average Mass

213.2970 Da

Monoisotopic Mass

213.08235 Da

IUPAC Name

N-butylbenzenesulfonamide

Traditional Name

N-butyl-benzenesulfonamide

CAS Registry Number

Not Available

SMILES

CCCCNS(=O)(=O)C1=CC=CC=C1

InChI Identifier

InChI=1S/C10H15NO2S/c1-2-3-9-11-14(12,13)10-7-5-4-6-8-10/h4-8,11H,2-3,9H2,1H3

InChI Key

IPRJXAGUEGOFGG-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Angelica sinensis	KNApSAcK Database	22123792
Phyllanthus niruri	LOTUS Database	35616633
Prunus africana	LOTUS Database	35616633
Pseudomonas	NPAtlas	10805572

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as benzenesulfonamides. These are organic compounds containing a sulfonamide group that is S-linked to a benzene ring.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzenesulfonamides

Direct Parent

Benzenesulfonamides

Alternative Parents

Substituents

Benzenesulfonamide
Benzenesulfonyl group
Organosulfonic acid amide
Aminosulfonyl compound
Sulfonyl
Organosulfonic acid or derivatives
Organic sulfonic acid or derivatives
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organosulfur compound
Organonitrogen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

sulfonamide (CHEBI:44237 )

Physical Properties

State

Not Available

Experimental 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

Predicted Properties

Property	Value	Source
logP	1.83	ALOGPS
logP	2.13	ChemAxon
logS	-2.7	ALOGPS
pKa (Strongest Acidic)	10.19	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	46.17 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	56.99 m³·mol⁻¹	ChemAxon
Polarizability	22.66 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

NPAtlas ID

NPA012401

HMDB ID

HMDB0062139

DrugBank ID

DB02055

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00041687

Chemspider ID

18156

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

44237

Good Scents ID

Not Available

References

General References

Kim KK, Kang JG, Moon SS, Kang KY: Isolation and identification of antifungal N-butylbenzenesulphonamide produced by Pseudomonas sp. AB2. J Antibiot (Tokyo). 2000 Feb;53(2):131-6. doi: 10.7164/antibiotics.53.131. [PubMed:10805572 ]
Schleich S, Papaioannou M, Baniahmad A, Matusch R: Extracts from Pygeum africanum and other ethnobotanical species with antiandrogenic activity. Planta Med. 2006 Jul;72(9):807-13. doi: 10.1055/s-2006-946638. Epub 2006 Jun 19. [PubMed:16783690 ]
Kumar G, Smith QR, Hokari M, Parepally J, Duncan MW: Brain uptake, pharmacokinetics, and tissue distribution in the rat of neurotoxic N-butylbenzenesulfonamide. Toxicol Sci. 2007 Jun;97(2):253-64. doi: 10.1093/toxsci/kfm057. Epub 2007 Mar 15. [PubMed:17369196 ]
Serrano R, Portoles T, Blanes MA, Hernandez F, Navarro JC, Varo I, Amat F: Characterization of the organic contamination pattern of a hyper-saline ecosystem by rapid screening using gas chromatography coupled to high-resolution time-of-flight mass spectrometry. Sci Total Environ. 2012 Sep 1;433:161-8. doi: 10.1016/j.scitotenv.2012.06.042. Epub 2012 Jul 10. [PubMed:22789816 ]
Rider CV, Janardhan KS, Rao D, Morrison JP, McPherson CA, Harry GJ: Evaluation of N-butylbenzenesulfonamide (NBBS) neurotoxicity in Sprague-Dawley male rats following 27-day oral exposure. Neurotoxicology. 2012 Dec;33(6):1528-1535. doi: 10.1016/j.neuro.2012.07.002. Epub 2012 Jul 20. [PubMed:22824510 ]

Showing NP-Card for N-butylbenzenesulphonamide (NP0003256)

MOL for NP0003256 (N-butylbenzenesulphonamide)

3D MOL for NP0003256 (N-butylbenzenesulphonamide)

3D SDF for NP0003256 (N-butylbenzenesulphonamide)

3D-SDF for NP0003256 (N-butylbenzenesulphonamide)

PDB for NP0003256 (N-butylbenzenesulphonamide)

3D PDB for NP0003256 (N-butylbenzenesulphonamide)

SMILES for NP0003256 (N-butylbenzenesulphonamide)

INCHI for NP0003256 (N-butylbenzenesulphonamide)

Structure for NP0003256 (N-butylbenzenesulphonamide)

3D Structure for NP0003256 (N-butylbenzenesulphonamide)