Np mrd loader

Showing NP-Card for 5-Acetylamido-2-chloroaniline (NP0002628)

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Record Information
Version1.0
Created at2020-11-23 18:25:35 UTC
Updated at2021-08-12 19:51:41 UTC
NP-MRD IDNP0002628
Secondary Accession NumbersNone
Natural Product Identification
Common Name5-Acetylamido-2-chloroaniline
Provided ByBMRBBMRB logo
Description5-Acetylamido-2-chloroaniline is also known as 3-amino-4-chloroacetanilide. It was first documented in 2008 (PMID: 17984079). Based on a literature review very few articles have been published on 5-acetylamido-2-chloroaniline.
Structure
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for NP0002628 (5-Acetylamido-2-chloroaniline)


     RDKit          2D

 21 21  0  0  0  0  0  0  0  0999 V2000
    3.8885    0.3734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3916    0.4682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7252    1.8121    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5609   -0.7807    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0639   -0.6859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7668   -1.9349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2638   -1.8400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9301   -0.4961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4271   -0.4012    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.0994    0.7529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7658    2.0968    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6024    0.6580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9834    1.8704    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7937   -1.1236    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3855    0.2785    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2272   -2.1246    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1005   -3.2787    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0944   -3.0890    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2628    2.1917    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9351    3.3458    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2282    1.9070    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 10 12  2  0
 12  5  1  0
  1 13  1  1
  1 14  1  0
  1 15  1  0
  4 16  1  0
  6 17  1  0
  7 18  1  0
 11 19  1  0
 11 20  1  0
 12 21  1  0
M  END
Download

3D MOL for NP0002628 (5-Acetylamido-2-chloroaniline)

NP0002628
     RDKit          3D

 21 21  0  0  0  0  0  0  0  0999 V2000
    3.6991   -1.0502    0.1629 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1795   -0.9398    0.1374 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6143   -2.0523    0.1954 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5754    0.3274    0.0558 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1843    0.5388    0.0261 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3205    1.8367   -0.0565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6594    2.0726   -0.0869 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5945    1.0639   -0.0392 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2980    1.4262   -0.0816 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.1007   -0.2219    0.0425 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0301   -1.2988    0.0944 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7217   -0.4747    0.0745 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1556   -0.0481    0.2367 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9887   -1.5255   -0.7913 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9392   -1.7001    1.0114 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2196    1.1923    0.0133 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3900    2.6385   -0.0948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0473    3.0852   -0.1513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8937   -1.1965    0.6711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8053   -2.1564   -0.4539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4744   -1.5172    0.1389 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 10 12  2  0
 12  5  1  0
  1 13  1  0
  1 14  1  0
  1 15  1  0
  4 16  1  0
  6 17  1  0
  7 18  1  0
 11 19  1  0
 11 20  1  0
 12 21  1  0
M  END
Download

3D SDF for NP0002628 (5-Acetylamido-2-chloroaniline)


     RDKit          2D

 21 21  0  0  0  0  0  0  0  0999 V2000
    3.8885    0.3734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3916    0.4682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7252    1.8121    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5609   -0.7807    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0639   -0.6859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7668   -1.9349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2638   -1.8400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9301   -0.4961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4271   -0.4012    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.0994    0.7529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7658    2.0968    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6024    0.6580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9834    1.8704    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7937   -1.1236    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3855    0.2785    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2272   -2.1246    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1005   -3.2787    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0944   -3.0890    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2628    2.1917    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9351    3.3458    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2282    1.9070    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 10 12  2  0
 12  5  1  0
  1 13  1  1
  1 14  1  0
  1 15  1  0
  4 16  1  0
  6 17  1  0
  7 18  1  0
 11 19  1  0
 11 20  1  0
 12 21  1  0
M  END
> <DATABASE_ID>
NP0002628

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C8H9ClN2O/c1-5(12)11-6-2-3-7(9)8(10)4-6/h2-4H,10H2,1H3,(H,11,12)

> <INCHI_KEY>
MIIPQGGYCFVDAI-UHFFFAOYSA-N

> <FORMULA>
C8H9ClN2O

> <MOLECULAR_WEIGHT>
184.62

> <EXACT_MASS>
184.0403406

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
21

> <JCHEM_AVERAGE_POLARIZABILITY>
18.141596722152933

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N-(3-amino-4-chlorophenyl)acetamide

> <ALOGPS_LOGP>
0.98

> <JCHEM_LOGP>
0.9860749056666666

> <ALOGPS_LOGS>
-2.01

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.250536247475935

> <JCHEM_PKA_STRONGEST_BASIC>
2.3885684221150143

> <JCHEM_POLAR_SURFACE_AREA>
55.12

> <JCHEM_REFRACTIVITY>
50.4262

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.81e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-(3-amino-4-chlorophenyl)acetamide

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for NP0002628 (5-Acetylamido-2-chloroaniline)

NP0002628
     RDKit          3D

 21 21  0  0  0  0  0  0  0  0999 V2000
    3.6991   -1.0502    0.1629 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1795   -0.9398    0.1374 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6143   -2.0523    0.1954 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5754    0.3274    0.0558 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1843    0.5388    0.0261 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3205    1.8367   -0.0565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6594    2.0726   -0.0869 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5945    1.0639   -0.0392 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2980    1.4262   -0.0816 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.1007   -0.2219    0.0425 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0301   -1.2988    0.0944 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7217   -0.4747    0.0745 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1556   -0.0481    0.2367 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9887   -1.5255   -0.7913 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9392   -1.7001    1.0114 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2196    1.1923    0.0133 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3900    2.6385   -0.0948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0473    3.0852   -0.1513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8937   -1.1965    0.6711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8053   -2.1564   -0.4539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4744   -1.5172    0.1389 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 10 12  2  0
 12  5  1  0
  1 13  1  0
  1 14  1  0
  1 15  1  0
  4 16  1  0
  6 17  1  0
  7 18  1  0
 11 19  1  0
 11 20  1  0
 12 21  1  0
M  END
Download

PDB for NP0002628 (5-Acetylamido-2-chloroaniline)

HEADER    PROTEIN                                 12-NOV-20   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 103996                                            
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-NOV-20         0                                  
HETATM    1  C   UNK     0      -3.696   0.306   0.310  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.547  -1.705  -0.227  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.954  -1.763  -0.212  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.654   0.715  -0.215  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.263   0.391   0.457  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.127  -0.464  -0.187  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.716  -0.578  -0.156  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.060   0.673  -0.159  0.00  0.00           C+0
HETATM    9 Cl   UNK     0       4.406  -0.705  -0.087  0.00  0.00          Cl+0
HETATM   10  N   UNK     0       2.705   1.818  -0.089  0.00  0.00           N+0
HETATM   11  N   UNK     0      -1.460  -0.472  -0.106  0.00  0.00           N+0
HETATM   12  O   UNK     0      -1.865   1.303   1.173  0.00  0.00           O+0
HETATM   13  H   UNK     0      -4.066   1.207  -0.185  0.00  0.00           H+0
HETATM   14  H   UNK     0      -4.010  -0.557  -0.281  0.00  0.00           H+0
HETATM   15  H   UNK     0      -4.169   0.231   1.292  0.00  0.00           H+0
HETATM   16  H   UNK     0       0.023  -2.584  -0.247  0.00  0.00           H+0
HETATM   17  H   UNK     0       2.414  -2.677  -0.229  0.00  0.00           H+0
HETATM   18  H   UNK     0       0.190   1.626  -0.267  0.00  0.00           H+0
HETATM   19  H   UNK     0       2.234   2.624  -0.158  0.00  0.00           H+0
HETATM   20  H   UNK     0       3.630   1.836   0.045  0.00  0.00           H+0
HETATM   21  H   UNK     0      -1.878  -1.226  -0.471  0.00  0.00           H+0
CONECT    1    5   13   14   15                                             
CONECT    2    3    6   16                                                  
CONECT    3    2    7   17                                                  
CONECT    4    6    8   18                                                  
CONECT    5    1   11   12                                                  
CONECT    6    2    4   11                                                  
CONECT    7    3    8    9                                                  
CONECT    8    4    7   10                                                  
CONECT    9    7                                                            
CONECT   10    8   19   20                                                  
CONECT   11    5    6   21                                                  
CONECT   12    5                                                            
CONECT   13    1                                                            
CONECT   14    1                                                            
CONECT   15    1                                                            
CONECT   16    2                                                            
CONECT   17    3                                                            
CONECT   18    4                                                            
CONECT   19   10                                                            
CONECT   20   10                                                            
CONECT   21   11                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   42    0
END
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3D PDB for NP0002628 (5-Acetylamido-2-chloroaniline)

COMPND    NP0002628
HETATM    1  C1  UNL     1       3.699  -1.050   0.163  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.179  -0.940   0.137  1.00  0.00           C  
HETATM    3  O1  UNL     1       1.614  -2.052   0.195  1.00  0.00           O  
HETATM    4  N1  UNL     1       1.575   0.327   0.056  1.00  0.00           N  
HETATM    5  C3  UNL     1       0.184   0.539   0.026  1.00  0.00           C  
HETATM    6  C4  UNL     1      -0.320   1.837  -0.056  1.00  0.00           C  
HETATM    7  C5  UNL     1      -1.659   2.073  -0.087  1.00  0.00           C  
HETATM    8  C6  UNL     1      -2.594   1.064  -0.039  1.00  0.00           C  
HETATM    9 CL1  UNL     1      -4.298   1.426  -0.082  1.00  0.00          CL  
HETATM   10  C7  UNL     1      -2.101  -0.222   0.043  1.00  0.00           C  
HETATM   11  N2  UNL     1      -3.030  -1.299   0.094  1.00  0.00           N  
HETATM   12  C8  UNL     1      -0.722  -0.475   0.074  1.00  0.00           C  
HETATM   13  H1  UNL     1       4.156  -0.048   0.237  1.00  0.00           H  
HETATM   14  H2  UNL     1       3.989  -1.526  -0.791  1.00  0.00           H  
HETATM   15  H3  UNL     1       3.939  -1.700   1.011  1.00  0.00           H  
HETATM   16  H4  UNL     1       2.220   1.192   0.013  1.00  0.00           H  
HETATM   17  H5  UNL     1       0.390   2.638  -0.095  1.00  0.00           H  
HETATM   18  H6  UNL     1      -2.047   3.085  -0.151  1.00  0.00           H  
HETATM   19  H7  UNL     1      -3.894  -1.196   0.671  1.00  0.00           H  
HETATM   20  H8  UNL     1      -2.805  -2.156  -0.454  1.00  0.00           H  
HETATM   21  H9  UNL     1      -0.474  -1.517   0.139  1.00  0.00           H  
CONECT    1    2   13   14   15
CONECT    2    3    3    4
CONECT    4    5   16
CONECT    5    6    6   12
CONECT    6    7   17
CONECT    7    8    8   18
CONECT    8    9   10
CONECT   10   11   12   12
CONECT   11   19   20
CONECT   12   21
END
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SMILES for NP0002628 (5-Acetylamido-2-chloroaniline)

[H]N([H])C1=C(Cl)C([H])=C([H])C(N([H])C(=O)C([H])([H])[H])=C1[H]
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INCHI for NP0002628 (5-Acetylamido-2-chloroaniline)

InChI=1S/C8H9ClN2O/c1-5(12)11-6-2-3-7(9)8(10)4-6/h2-4H,10H2,1H3,(H,11,12)
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View in JSmol
Synonyms
ValueSource
3-Amino-4-chloroacetanilideChEBI
N-(3-Amino-4-chloro-phenyl)ethanamideChEBI
Chemical FormulaC8H9ClN2O
Average Mass184.6200 Da
Monoisotopic Mass184.04034 Da
IUPAC NameN-(3-amino-4-chlorophenyl)acetamide
Traditional NameN-(3-amino-4-chlorophenyl)acetamide
CAS Registry NumberNot Available
SMILES
[H]N([H])C1=C(Cl)C([H])=C([H])C(N([H])C(=O)C([H])([H])[H])=C1[H]
InChI Identifier
InChI=1S/C8H9ClN2O/c1-5(12)11-6-2-3-7(9)8(10)4-6/h2-4H,10H2,1H3,(H,11,12)
InChI KeyMIIPQGGYCFVDAI-UHFFFAOYSA-N
Experimental Spectra
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, experimental)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of OriginNot Available
Chemical Taxonomy
ClassificationNot classified
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP0.98ALOGPS
logP0.99ChemAxon
logS-2ALOGPS
pKa (Strongest Acidic)14.25ChemAxon
pKa (Strongest Basic)2.39ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area55.12 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity50.43 m³·mol⁻¹ChemAxon
Polarizability18.14 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID93890
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI ID86568
Good Scents IDNot Available
References
General References
  1. Ulrich EL, Akutsu H, Doreleijers JF, Harano Y, Ioannidis YE, Lin J, Livny M, Mading S, Maziuk D, Miller Z, Nakatani E, Schulte CF, Tolmie DE, Kent Wenger R, Yao H, Markley JL: BioMagResBank. Nucleic Acids Res. 2008 Jan;36(Database issue):D402-8. doi: 10.1093/nar/gkm957. Epub 2007 Nov 4. [PubMed:17984079 ]