NP-MRD: Showing NP-Card for Kitamycin B (NP0001662)

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Record Information

Version

1.0

Created at

2020-09-23 02:00:38 UTC

Updated at

2021-08-10 02:56:07 UTC

NP-MRD ID

NP0001662

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Kitamycin B

Provided By

NPAtlas

Description

2-Hydroxy-N-[(2R,3S,6S,7R,8R)-7-hydroxy-2,6-dimethyl-8-(4-methylpentyl)-4,9-dioxo-1,5-dioxonan-3-yl]-3-[(hydroxymethylidene)amino]benzene-1-carboximidic acid belongs to the class of organic compounds known as acylaminobenzoic acid and derivatives. These are derivatives of amino benzoic acid derivatives where the amine group is N-acylated. Kitamycin B is found in Streptomyces sp. and Streptomyces sp. K385. It was first documented in 1999 (PMID: 10348050). Based on a literature review very few articles have been published on 2-hydroxy-N-[(2R,3S,6S,7R,8R)-7-hydroxy-2,6-dimethyl-8-(4-methylpentyl)-4,9-dioxo-1,5-dioxonan-3-yl]-3-[(hydroxymethylidene)amino]benzene-1-carboximidic acid (PMID: 28278640).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242117443D          

 65 66  0  0  0  0            999 V2000
   -5.6659   -1.3311   -2.0849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3187   -0.6475   -0.7508 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.7041   -0.2698   -0.1551 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7000   -1.5829    0.1955 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.3229   -1.0530    1.5019 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2321   -0.1583    1.7710 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8554    1.1513    1.3196 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5743    1.5656    2.1579 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8673    1.4190    3.3719 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5211    1.9571    1.4965 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7940    1.6671    1.2595 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4115    2.5084    0.1305 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1409    0.2246    1.1263 C   0  0  2  0  0  0  0  0  0  0  0  0
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   -1.9690    2.8774    0.0840 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.6185    1.9026    1.6872 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3961    2.0427    2.1488 H   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  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  2  0  0  0  0
  8 10  1  0  0  0  0
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 33 65  1  0  0  0  0
M  END

     RDKit          3D

 65 66  0  0  0  0  0  0  0  0999 V2000
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M  END


  Mrv1652306242117443D          

 65 66  0  0  0  0            999 V2000
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   -5.3187   -0.6475   -0.7508 C   0  0  1  0  0  0  0  0  0  0  0  0
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   -3.2061   -0.0731    2.9836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6185    1.9026    1.6872 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3961    2.0427    2.1488 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4406    2.8317    0.3866 H   0  0  0  0  0  0  0  0  0  0  0  0
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    7.7477   -2.0486    1.9911 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5613   -1.4920   -0.2201 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3282    0.1100   -2.8181 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4639   -0.1766   -3.7841 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5697    0.4358   -2.2781 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.6640   -0.8870   -1.8861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4815    1.8154   -0.6004 H   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  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  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
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 19 20  2  0  0  0  0
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 22 23  1  0  0  0  0
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 21 25  2  0  0  0  0
 25 26  1  0  0  0  0
 13 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
 32 33  1  0  0  0  0
 32  7  1  0  0  0  0
 25 17  1  0  0  0  0
  1 34  1  0  0  0  0
  1 35  1  0  0  0  0
  1 36  1  0  0  0  0
  2 37  1  6  0  0  0
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 32 64  1  6  0  0  0
 33 65  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0001662

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C(N([H])C([H])=O)C([H])=C([H])C([H])=C1C(=O)N([H])[C@]1([H])C(=O)O[C@@]([H])(C([H])([H])[H])[C@]([H])(O[H])[C@]([H])(C(=O)O[C@]1([H])C([H])([H])[H])C([H])([H])C([H])([H])C([H])([H])C([H])(C([H])([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C23H32N2O8/c1-12(2)7-5-9-16-19(27)14(4)33-23(31)18(13(3)32-22(16)30)25-21(29)15-8-6-10-17(20(15)28)24-11-26/h6,8,10-14,16,18-19,27-28H,5,7,9H2,1-4H3,(H,24,26)(H,25,29)/t13-,14+,16-,18+,19+/m1/s1

> <INCHI_KEY>
NEORHEBDENAITQ-KZYWPTACSA-N

> <FORMULA>
C23H32N2O8

> <MOLECULAR_WEIGHT>
464.515

> <EXACT_MASS>
464.215865998

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
65

> <JCHEM_AVERAGE_POLARIZABILITY>
48.36854698836051

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-formamido-2-hydroxy-N-[(2R,3S,6S,7R,8R)-7-hydroxy-2,6-dimethyl-8-(4-methylpentyl)-4,9-dioxo-1,5-dioxonan-3-yl]benzamide

> <ALOGPS_LOGP>
2.09

> <JCHEM_LOGP>
2.9193024649999995

> <ALOGPS_LOGS>
-2.97

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.674424934413377

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.510311568460635

> <JCHEM_PKA_STRONGEST_BASIC>
-1.865704765615221

> <JCHEM_POLAR_SURFACE_AREA>
151.26

> <JCHEM_REFRACTIVITY>
118.8968

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.98e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-formamido-2-hydroxy-N-[(2R,3S,6S,7R,8R)-7-hydroxy-2,6-dimethyl-8-(4-methylpentyl)-4,9-dioxo-1,5-dioxonan-3-yl]benzamide

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 65 66  0  0  0  0  0  0  0  0999 V2000
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 32  7  1  0
 25 17  1  0
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 32 64  1  6
 33 65  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      -5.666  -1.331  -2.085  0.00  0.00           C+0
HETATM    2  C   UNK     0      -5.319  -0.648  -0.751  0.00  0.00           C+0
HETATM    3  C   UNK     0      -6.704  -0.270  -0.155  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.700  -1.583   0.196  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.323  -1.053   1.502  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.232  -0.158   1.771  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.855   1.151   1.320  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.574   1.566   2.158  0.00  0.00           C+0
HETATM    9  O   UNK     0      -1.867   1.419   3.372  0.00  0.00           O+0
HETATM   10  O   UNK     0      -0.521   1.957   1.496  0.00  0.00           O+0
HETATM   11  C   UNK     0       0.794   1.667   1.260  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.412   2.508   0.131  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.141   0.225   1.126  0.00  0.00           C+0
HETATM   14  N   UNK     0       2.459   0.072   0.466  0.00  0.00           N+0
HETATM   15  C   UNK     0       3.505  -0.509   1.215  0.00  0.00           C+0
HETATM   16  O   UNK     0       3.253  -0.876   2.439  0.00  0.00           O+0
HETATM   17  C   UNK     0       4.876  -0.759   0.779  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.774  -1.348   1.673  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.057  -1.590   1.288  0.00  0.00           C+0
HETATM   20  C   UNK     0       7.532  -1.274   0.022  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.658  -0.693  -0.869  0.00  0.00           C+0
HETATM   22  N   UNK     0       7.050  -0.334  -2.183  0.00  0.00           N+0
HETATM   23  C   UNK     0       8.330  -0.521  -2.722  0.00  0.00           C+0
HETATM   24  O   UNK     0       9.316  -1.024  -2.142  0.00  0.00           O+0
HETATM   25  C   UNK     0       5.341  -0.444  -0.475  0.00  0.00           C+0
HETATM   26  O   UNK     0       4.482   0.130  -1.359  0.00  0.00           O+0
HETATM   27  C   UNK     0       0.192  -0.592   0.374  0.00  0.00           C+0
HETATM   28  O   UNK     0       0.574  -1.783   0.127  0.00  0.00           O+0
HETATM   29  O   UNK     0      -1.023  -0.283  -0.099  0.00  0.00           O+0
HETATM   30  C   UNK     0      -1.575   0.716  -0.836  0.00  0.00           C+0
HETATM   31  C   UNK     0      -2.248   0.115  -2.053  0.00  0.00           C+0
HETATM   32  C   UNK     0      -2.555   1.536  -0.072  0.00  0.00           C+0
HETATM   33  O   UNK     0      -1.969   2.877   0.084  0.00  0.00           O+0
HETATM   34  H   UNK     0      -6.497  -0.714  -2.516  0.00  0.00           H+0
HETATM   35  H   UNK     0      -4.839  -1.247  -2.806  0.00  0.00           H+0
HETATM   36  H   UNK     0      -6.048  -2.341  -1.943  0.00  0.00           H+0
HETATM   37  H   UNK     0      -4.860   0.271  -1.002  0.00  0.00           H+0
HETATM   38  H   UNK     0      -6.567   0.498   0.617  0.00  0.00           H+0
HETATM   39  H   UNK     0      -7.125  -1.177   0.319  0.00  0.00           H+0
HETATM   40  H   UNK     0      -7.355   0.027  -0.991  0.00  0.00           H+0
HETATM   41  H   UNK     0      -3.840  -2.172  -0.288  0.00  0.00           H+0
HETATM   42  H   UNK     0      -5.456  -2.445   0.330  0.00  0.00           H+0
HETATM   43  H   UNK     0      -4.199  -2.001   2.209  0.00  0.00           H+0
HETATM   44  H   UNK     0      -5.290  -0.622   2.022  0.00  0.00           H+0
HETATM   45  H   UNK     0      -2.292  -0.884   1.726  0.00  0.00           H+0
HETATM   46  H   UNK     0      -3.206  -0.073   2.984  0.00  0.00           H+0
HETATM   47  H   UNK     0      -3.619   1.903   1.687  0.00  0.00           H+0
HETATM   48  H   UNK     0       1.396   2.043   2.149  0.00  0.00           H+0
HETATM   49  H   UNK     0       2.441   2.832   0.387  0.00  0.00           H+0
HETATM   50  H   UNK     0       1.422   2.001  -0.831  0.00  0.00           H+0
HETATM   51  H   UNK     0       0.803   3.436   0.064  0.00  0.00           H+0
HETATM   52  H   UNK     0       1.266  -0.193   2.142  0.00  0.00           H+0
HETATM   53  H   UNK     0       2.590   0.378  -0.494  0.00  0.00           H+0
HETATM   54  H   UNK     0       5.434  -1.612   2.685  0.00  0.00           H+0
HETATM   55  H   UNK     0       7.748  -2.049   1.991  0.00  0.00           H+0
HETATM   56  H   UNK     0       8.561  -1.492  -0.220  0.00  0.00           H+0
HETATM   57  H   UNK     0       6.328   0.110  -2.818  0.00  0.00           H+0
HETATM   58  H   UNK     0       8.464  -0.177  -3.784  0.00  0.00           H+0
HETATM   59  H   UNK     0       4.570   0.436  -2.278  0.00  0.00           H+0
HETATM   60  H   UNK     0      -0.835   1.435  -1.281  0.00  0.00           H+0
HETATM   61  H   UNK     0      -1.537   0.003  -2.902  0.00  0.00           H+0
HETATM   62  H   UNK     0      -3.053   0.774  -2.461  0.00  0.00           H+0
HETATM   63  H   UNK     0      -2.664  -0.887  -1.886  0.00  0.00           H+0
HETATM   64  H   UNK     0      -3.482   1.815  -0.600  0.00  0.00           H+0
HETATM   65  H   UNK     0      -1.875   3.259  -0.826  0.00  0.00           H+0
CONECT    1    2   34   35   36                                             
CONECT    2    1    3    4   37                                             
CONECT    3    2   38   39   40                                             
CONECT    4    2    5   41   42                                             
CONECT    5    4    6   43   44                                             
CONECT    6    5    7   45   46                                             
CONECT    7    6    8   32   47                                             
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12   13   48                                             
CONECT   12   11   49   50   51                                             
CONECT   13   11   14   27   52                                             
CONECT   14   13   15   53                                                  
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   25                                                  
CONECT   18   17   19   54                                                  
CONECT   19   18   20   55                                                  
CONECT   20   19   21   56                                                  
CONECT   21   20   22   25                                                  
CONECT   22   21   23   57                                                  
CONECT   23   22   24   58                                                  
CONECT   24   23                                                            
CONECT   25   21   26   17                                                  
CONECT   26   25   59                                                       
CONECT   27   13   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   30                                                       
CONECT   30   29   31   32   60                                             
CONECT   31   30   61   62   63                                             
CONECT   32   30   33    7   64                                             
CONECT   33   32   65                                                       
CONECT   34    1                                                            
CONECT   35    1                                                            
CONECT   36    1                                                            
CONECT   37    2                                                            
CONECT   38    3                                                            
CONECT   39    3                                                            
CONECT   40    3                                                            
CONECT   41    4                                                            
CONECT   42    4                                                            
CONECT   43    5                                                            
CONECT   44    5                                                            
CONECT   45    6                                                            
CONECT   46    6                                                            
CONECT   47    7                                                            
CONECT   48   11                                                            
CONECT   49   12                                                            
CONECT   50   12                                                            
CONECT   51   12                                                            
CONECT   52   13                                                            
CONECT   53   14                                                            
CONECT   54   18                                                            
CONECT   55   19                                                            
CONECT   56   20                                                            
CONECT   57   22                                                            
CONECT   58   23                                                            
CONECT   59   26                                                            
CONECT   60   30                                                            
CONECT   61   31                                                            
CONECT   62   31                                                            
CONECT   63   31                                                            
CONECT   64   32                                                            
CONECT   65   33                                                            
MASTER        0    0    0    0    0    0    0    0   65    0  132    0
END

RDKit          3D

65 66  0  0  0  0  0  0  0  0999 V2000
   -5.6659   -1.3311   -2.0849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3187   -0.6475   -0.7508 C   0  0  1  0  0  0  0  0  0  0  0  0
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   -4.3229   -1.0530    1.5019 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.8554    1.1513    1.3196 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5743    1.5656    2.1579 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8673    1.4190    3.3719 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5211    1.9571    1.4965 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7940    1.6671    1.2595 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4115    2.5084    0.1305 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1409    0.2246    1.1263 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4590    0.0716    0.4659 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5049   -0.5091    1.2151 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.0569   -1.5897    1.2878 C   0  0  0  0  0  0  0  0  0  0  0  0
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    9.3161   -1.0242   -2.1419 O   0  0  0  0  0  0  0  0  0  0  0  0
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    0.5739   -1.7834    0.1265 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.2478    0.1150   -2.0531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5547    1.5356   -0.0722 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9690    2.8774    0.0840 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.8389   -1.2473   -2.8058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0478   -2.3411   -1.9431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8601    0.2713   -1.0017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5668    0.4983    0.6169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1248   -1.1771    0.3194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3552    0.0265   -0.9913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8400   -2.1721   -0.2884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4557   -2.4452    0.3297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1989   -2.0012    2.2093 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.2916   -0.8839    1.7262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2061   -0.0731    2.9836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6185    1.9026    1.6872 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3961    2.0427    2.1488 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4406    2.8317    0.3866 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4222    2.0007   -0.8305 H   0  0  0  0  0  0  0  0  0  0  0  0
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    7.7477   -2.0486    1.9911 H   0  0  0  0  0  0  0  0  0  0  0  0
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    6.3282    0.1100   -2.8181 H   0  0  0  0  0  0  0  0  0  0  0  0
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    4.5697    0.4358   -2.2781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8353    1.4348   -1.2807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5365    0.0033   -2.9025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0530    0.7739   -2.4611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6640   -0.8870   -1.8861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4815    1.8154   -0.6004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8750    3.2589   -0.8255 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
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 14 15  1  0
 15 16  2  0
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 17 18  2  0
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 21 25  2  0
 25 26  1  0
 13 27  1  0
 27 28  2  0
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 29 30  1  0
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 30 32  1  0
 32 33  1  0
 32  7  1  0
 25 17  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  2 37  1  6
  3 38  1  0
  3 39  1  0
  3 40  1  0
  4 41  1  0
  4 42  1  0
  5 43  1  0
  5 44  1  0
  6 45  1  0
  6 46  1  0
  7 47  1  1
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 20 56  1  0
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 30 60  1  6
 31 61  1  0
 31 62  1  0
 31 63  1  0
 32 64  1  6
 33 65  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
2-Hydroxy-N-[(2R,3S,6S,7R,8R)-7-hydroxy-2,6-dimethyl-8-(4-methylpentyl)-4,9-dioxo-1,5-dioxonan-3-yl]-3-[(hydroxymethylidene)amino]benzene-1-carboximidate	Generator
Kitamycin-b	MeSH

Chemical Formula

C₂₃H₃₂N₂O₈

Average Mass

464.5150 Da

Monoisotopic Mass

464.21587 Da

IUPAC Name

3-formamido-2-hydroxy-N-[(2R,3S,6S,7R,8R)-7-hydroxy-2,6-dimethyl-8-(4-methylpentyl)-4,9-dioxo-1,5-dioxonan-3-yl]benzamide

Traditional Name

3-formamido-2-hydroxy-N-[(2R,3S,6S,7R,8R)-7-hydroxy-2,6-dimethyl-8-(4-methylpentyl)-4,9-dioxo-1,5-dioxonan-3-yl]benzamide

CAS Registry Number

Not Available

SMILES

[H]OC1=C(N([H])C([H])=O)C([H])=C([H])C([H])=C1C(=O)N([H])[C@]1([H])C(=O)O[C@@]([H])(C([H])([H])[H])[C@]([H])(O[H])[C@]([H])(C(=O)O[C@]1([H])C([H])([H])[H])C([H])([H])C([H])([H])C([H])([H])C([H])(C([H])([H])[H])C([H])([H])[H]

InChI Identifier

InChI=1S/C23H32N2O8/c1-12(2)7-5-9-16-19(27)14(4)33-23(31)18(13(3)32-22(16)30)25-21(29)15-8-6-10-17(20(15)28)24-11-26/h6,8,10-14,16,18-19,27-28H,5,7,9H2,1-4H3,(H,24,26)(H,25,29)/t13-,14+,16-,18+,19+/m1/s1

InChI Key

NEORHEBDENAITQ-KZYWPTACSA-N

Experimental Spectra

Not Available

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
Streptomyces sp.	NPAtlas	10348050
Streptomyces sp. K385	Bacteria	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as acylaminobenzoic acid and derivatives. These are derivatives of amino benzoic acid derivatives where the amine group is N-acylated.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzoic acids and derivatives

Direct Parent

Acylaminobenzoic acid and derivatives

Alternative Parents

Substituents

Alpha-amino acid ester
Acylaminobenzoic acid or derivatives
N-acyl-alpha amino acid or derivatives
Alpha-amino acid or derivatives
Salicylamide
Salicylic acid or derivatives
Benzamide
Anilide
Benzoyl
N-arylamide
1-hydroxy-4-unsubstituted benzenoid
Phenol
Dicarboxylic acid or derivatives
Vinylogous acid
Carboxamide group
Carboxylic acid ester
Lactone
Secondary carboxylic acid amide
Secondary alcohol
Oxacycle
Carboxylic acid derivative
Organoheterocyclic compound
Organic oxygen compound
Organic nitrogen compound
Alcohol
Carbonyl group
Hydrocarbon derivative
Organonitrogen compound
Organooxygen compound
Organic oxide
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

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	2.09	ALOGPS
logP	2.92	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	7.51	ChemAxon
pKa (Strongest Basic)	-1.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	151.26 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	118.9 m³·mol⁻¹	ChemAxon
Polarizability	48.37 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

NPAtlas ID

NPA009555

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

8775575

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10600202

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Hayashi K, Nozaki H: Kitamycins, new antimycin antibiotics produced by Streptomyces sp. J Antibiot (Tokyo). 1999 Mar;52(3):325-8. doi: 10.7164/antibiotics.52.325. [PubMed:10348050 ]
Wang F, Fu SN, Bao YX, Yang Y, Shen HF, Lin BR, Zhou GX: Kitamycin C, a new antimycin-type antibiotic from Streptomyces antibioticus strain 200-09. Nat Prod Res. 2017 Aug;31(15):1819-1824. doi: 10.1080/14786419.2017.1295240. Epub 2017 Feb 28. [PubMed:28278640 ]

Showing NP-Card for Kitamycin B (NP0001662)

MOL for NP0001662 (Kitamycin B)

3D MOL for NP0001662 (Kitamycin B)

3D SDF for NP0001662 (Kitamycin B)

3D-SDF for NP0001662 (Kitamycin B)

PDB for NP0001662 (Kitamycin B)

3D PDB for NP0001662 (Kitamycin B)

SMILES for NP0001662 (Kitamycin B)

INCHI for NP0001662 (Kitamycin B)

Structure for NP0001662 (Kitamycin B)

3D Structure for NP0001662 (Kitamycin B)