Np mrd loader

Showing NP-Card for Alexomycin (NP0333834)

Jump To Section:
IdentificationSpectraBioTaxonomyChemoTaxonomyPhysical propertiesLinksReferencesXML
Record Information
Version2.0
Created at2024-09-09 20:45:25 UTC
Updated at2024-09-09 20:45:26 UTC
NP-MRD IDNP0333834
Secondary Accession NumbersNone
Natural Product Identification
Common NameAlexomycin
DescriptionVeterinary growth promoter used for poultry and swine.
Structure
Thumb
MOLSDFPDBSMILESInChI

MOL for NP0333834 (Alexomycin)


  Mrv2104 05242323172D          

 37 39  0  0  1  0            999 V2000
    1.8997   -1.3417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2030   -1.9472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7740   -1.9472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5128   -0.2972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5128    0.5278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0595   -0.7097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6549   -0.2972    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7740   -0.2972    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7983   -0.7097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7983    0.9403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6549    0.5278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0839    0.5278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2030    0.5278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0839   -0.2972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4885   -0.7097    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3694    0.9403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2030   -0.2972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0595    0.9403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4885    0.9403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9174    0.9403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3694   -0.7097    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7740    0.5278    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7983   -1.5347    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -3.6319    0.5278    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4885   -1.5347    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7983    1.7653    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3694    1.7653    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9174   -0.7097    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0595    1.7653    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4885    1.7653    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9174    1.7653    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8391   -1.3417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7740    1.3528    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5164    0.0000    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.6549   -1.1222    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7740   -1.1222    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2030   -1.1222    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 21  1  1  1  0  0  0
  2 25  1  0  0  0  0
  3 25  1  0  0  0  0
  4  5  2  0  0  0  0
  4  9  1  0  0  0  0
  5 10  1  0  0  0  0
  7  6  1  0  0  0  0
  8  6  1  0  0  0  0
  7 35  1  6  0  0  0
  7 11  1  0  0  0  0
  7 21  1  0  0  0  0
  8 36  1  6  0  0  0
  8 15  1  0  0  0  0
  8 22  1  0  0  0  0
  9 14  2  0  0  0  0
  9 23  1  0  0  0  0
 10 12  2  0  0  0  0
 10 26  1  0  0  0  0
 11 16  1  0  0  0  0
 11 18  2  0  0  0  0
 12 14  1  0  0  0  0
 12 16  1  0  0  0  0
 13 17  2  0  0  0  0
 13 19  1  0  0  0  0
 13 20  1  0  0  0  0
 21 14  1  0  0  0  0
 15 37  1  1  0  0  0
 15 17  1  0  0  0  0
 15 25  1  0  0  0  0
 16 27  2  0  0  0  0
 17 28  1  0  0  0  0
 22 18  1  0  0  0  0
 18 29  1  0  0  0  0
 22 19  1  0  0  0  0
 19 30  2  0  0  0  0
 20 24  2  0  0  0  0
 20 31  1  0  0  0  0
 21 32  1  6  0  0  0
 22 33  1  1  0  0  0
M  END
Download

3D MOL for NP0333834 (Alexomycin)

Download
3D SDF for NP0333834 (Alexomycin)

  Mrv2104 05242323172D          

 37 39  0  0  1  0            999 V2000
    1.8997   -1.3417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2030   -1.9472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7740   -1.9472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5128   -0.2972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5128    0.5278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0595   -0.7097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6549   -0.2972    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7740   -0.2972    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7983   -0.7097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7983    0.9403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6549    0.5278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0839    0.5278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2030    0.5278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0839   -0.2972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4885   -0.7097    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3694    0.9403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2030   -0.2972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0595    0.9403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4885    0.9403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9174    0.9403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3694   -0.7097    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7740    0.5278    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7983   -1.5347    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -3.6319    0.5278    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4885   -1.5347    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7983    1.7653    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3694    1.7653    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9174   -0.7097    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0595    1.7653    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4885    1.7653    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9174    1.7653    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8391   -1.3417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7740    1.3528    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5164    0.0000    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.6549   -1.1222    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7740   -1.1222    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2030   -1.1222    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 21  1  1  1  0  0  0
  2 25  1  0  0  0  0
  3 25  1  0  0  0  0
  4  5  2  0  0  0  0
  4  9  1  0  0  0  0
  5 10  1  0  0  0  0
  7  6  1  0  0  0  0
  8  6  1  0  0  0  0
  7 35  1  6  0  0  0
  7 11  1  0  0  0  0
  7 21  1  0  0  0  0
  8 36  1  6  0  0  0
  8 15  1  0  0  0  0
  8 22  1  0  0  0  0
  9 14  2  0  0  0  0
  9 23  1  0  0  0  0
 10 12  2  0  0  0  0
 10 26  1  0  0  0  0
 11 16  1  0  0  0  0
 11 18  2  0  0  0  0
 12 14  1  0  0  0  0
 12 16  1  0  0  0  0
 13 17  2  0  0  0  0
 13 19  1  0  0  0  0
 13 20  1  0  0  0  0
 21 14  1  0  0  0  0
 15 37  1  1  0  0  0
 15 17  1  0  0  0  0
 15 25  1  0  0  0  0
 16 27  2  0  0  0  0
 17 28  1  0  0  0  0
 22 18  1  0  0  0  0
 18 29  1  0  0  0  0
 22 19  1  0  0  0  0
 19 30  2  0  0  0  0
 20 24  2  0  0  0  0
 20 31  1  0  0  0  0
 21 32  1  6  0  0  0
 22 33  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0333834

> <DATABASE_NAME>
NP-MRD

> <SMILES>
Cl.[H][C@]12C[C@@]3([H])[C@]([H])(N(C)C)C(O)=C(C(O)=N)C(=O)[C@]3(O)C(O)=C1C(=O)C1=C(O)C=CC(Cl)=C1[C@]2(C)O

> <INCHI_IDENTIFIER>
InChI=1S/C22H23ClN2O8.ClH/c1-21(32)7-6-8-15(25(2)3)17(28)13(20(24)31)19(30)22(8,33)18(29)11(7)16(27)12-10(26)5-4-9(23)14(12)21;/h4-5,7-8,15,26,28-29,32-33H,6H2,1-3H3,(H2,24,31);1H/t7-,8-,15-,21+,22+;/m0./s1

> <INCHI_KEY>
CBHYYLPALVVVEY-ULMQMIDFSA-N

> <FORMULA>
C22H24Cl2N2O8

> <MOLECULAR_WEIGHT>
515.34

> <EXACT_MASS>
514.0909711

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
58

> <JCHEM_AVERAGE_POLARIZABILITY>
46.40225857285209

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,4aR,11R,11aS,12aS)-10-chloro-1-(dimethylamino)-2,4a,5,7,11-pentahydroxy-11-methyl-4,6-dioxo-4a,11a,12,12a-tetrahydro-1H-tetracene-3-carboximidic acid hydrochloride

> <JCHEM_LOGP>
-4.729299570894732

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
1.2455832280467123

> <JCHEM_PKA_STRONGEST_ACIDIC>
-2.904479167003287

> <JCHEM_PKA_STRONGEST_BASIC>
13.575125283263043

> <JCHEM_POLAR_SURFACE_AREA>
182.60999999999999

> <JCHEM_REFRACTIVITY>
129.92969999999994

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
biomycin hydrochloride

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for NP0333834 (Alexomycin)
Download
PDB for NP0333834 (Alexomycin)
HEADER    PROTEIN                                 24-MAY-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-MAY-23         0                                  
HETATM    1  C   UNK     0       3.546  -2.504   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.112  -3.635   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.445  -3.635   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.557  -0.555   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.557   0.985   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.111  -1.325   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.223  -0.555   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.445  -0.555   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.224  -1.325   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.224   1.755   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.223   0.985   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.890   0.985   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -4.112   0.985   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.890  -0.555   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.778  -1.325   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.556   1.755   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -4.112  -0.555   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.111   1.755   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -2.778   1.755   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -5.446   1.755   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.556  -1.325   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -1.445   0.985   0.000  0.00  0.00           C+0
HETATM   23 Cl   UNK     0       5.224  -2.865   0.000  0.00  0.00          Cl+0
HETATM   24  N   UNK     0      -6.780   0.985   0.000  0.00  0.00           N+0
HETATM   25  N   UNK     0      -2.778  -2.865   0.000  0.00  0.00           N+0
HETATM   26  O   UNK     0       5.224   3.295   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       2.556   3.295   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      -5.446  -1.325   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      -0.111   3.295   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      -2.778   3.295   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      -5.446   3.295   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       1.566  -2.504   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0      -1.445   2.525   0.000  0.00  0.00           O+0
HETATM   34 Cl   UNK     0      10.297   0.000   0.000  0.00  0.00          Cl+0
HETATM   35  H   UNK     0       1.223  -2.095   0.000  0.00  0.00           H+0
HETATM   36  H   UNK     0      -1.445  -2.095   0.000  0.00  0.00           H+0
HETATM   37  H   UNK     0      -4.112  -2.095   0.000  0.00  0.00           H+0
CONECT    1   21                                                            
CONECT    2   25                                                            
CONECT    3   25                                                            
CONECT    4    5    9                                                       
CONECT    5    4   10                                                       
CONECT    6    7    8                                                       
CONECT    7    6   35   11   21                                             
CONECT    8    6   36   15   22                                             
CONECT    9    4   14   23                                                  
CONECT   10    5   12   26                                                  
CONECT   11    7   16   18                                                  
CONECT   12   10   14   16                                                  
CONECT   13   17   19   20                                                  
CONECT   14    9   12   21                                                  
CONECT   15    8   37   17   25                                             
CONECT   16   11   12   27                                                  
CONECT   17   13   15   28                                                  
CONECT   18   11   22   29                                                  
CONECT   19   13   22   30                                                  
CONECT   20   13   24   31                                                  
CONECT   21    1    7   14   32                                             
CONECT   22    8   18   19   33                                             
CONECT   23    9                                                            
CONECT   24   20                                                            
CONECT   25    2    3   15                                                  
CONECT   26   10                                                            
CONECT   27   16                                                            
CONECT   28   17                                                            
CONECT   29   18                                                            
CONECT   30   19                                                            
CONECT   31   20                                                            
CONECT   32   21                                                            
CONECT   33   22                                                            
CONECT   35    7                                                            
CONECT   36    8                                                            
CONECT   37   15                                                            
MASTER        0    0    0    0    0    0    0    0   37    0   78    0
END

Download
3D PDB for NP0333834 (Alexomycin)
Download
SMILES for NP0333834 (Alexomycin)
Cl.[H][C@]12C[C@@]3([H])[C@]([H])(N(C)C)C(O)=C(C(O)=N)C(=O)[C@]3(O)C(O)=C1C(=O)C1=C(O)C=CC(Cl)=C1[C@]2(C)O
Download
INCHI for NP0333834 (Alexomycin)
InChI=1S/C22H23ClN2O8.ClH/c1-21(32)7-6-8-15(25(2)3)17(28)13(20(24)31)19(30)22(8,33)18(29)11(7)16(27)12-10(26)5-4-9(23)14(12)21;/h4-5,7-8,15,26,28-29,32-33H,6H2,1-3H3,(H2,24,31);1H/t7-,8-,15-,21+,22+;/m0./s1
Download
View in JSmol
SynonymsNot Available
Chemical FormulaC22H24Cl2N2O8
Average Mass515.3400 Da
Monoisotopic Mass514.09097 Da
IUPAC Name(1S,4aR,11R,11aS,12aS)-10-chloro-1-(dimethylamino)-2,4a,5,7,11-pentahydroxy-11-methyl-4,6-dioxo-4a,11a,12,12a-tetrahydro-1H-tetracene-3-carboximidic acid hydrochloride
Traditional Namebiomycin hydrochloride
CAS Registry NumberNot Available
SMILES
Cl.[H][C@]12C[C@@]3([H])[C@]([H])(N(C)C)C(O)=C(C(O)=N)C(=O)[C@]3(O)C(O)=C1C(=O)C1=C(O)C=CC(Cl)=C1[C@]2(C)O
InChI Identifier
InChI=1S/C22H23ClN2O8.ClH/c1-21(32)7-6-8-15(25(2)3)17(28)13(20(24)31)19(30)22(8,33)18(29)11(7)16(27)12-10(26)5-4-9(23)14(12)21;/h4-5,7-8,15,26,28-29,32-33H,6H2,1-3H3,(H2,24,31);1H/t7-,8-,15-,21+,22+;/m0./s1
InChI KeyCBHYYLPALVVVEY-ULMQMIDFSA-N
Experimental Spectra
Not Available
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
logP-4.7ChemAxon
pKa (Strongest Acidic)-2.9ChemAxon
pKa (Strongest Basic)13.58ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count10ChemAxon
Hydrogen Donor Count7ChemAxon
Polar Surface Area182.61 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity129.93 m³·mol⁻¹ChemAxon
Polarizability46.4 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. Jones RN, Chen YS, Marshall SA: Comparative in vitro activity of alexomycin (U-82127) tested against Escherichia coli, Salmonella spp., and enterococci of animal and human origin. Clin Microbiol Infect. 1998;4(10):601-603. doi:  10.1111/j.1469-0691.1998.tb00045.x. [PubMed:11864251  ] 
  2. Ashraf-Khorassani M, Taylor LT, Marr JG: Analysis of the sulfomycin component of alexomycin in animal feed by enhanced solvent extraction and supercritical fluid chromatography. J Biochem Biophys Methods. 2000 Jul 5;43(1-3):147-56. doi:  10.1016/s0165-022x(00)00053-1. [PubMed:10869673  ] 
  3. Odland BA, Erwin ME, Jones RN: Quality control guidelines for disk diffusion and broth microdilution antimicrobial susceptibility tests with seven drugs for veterinary applications. J Clin Microbiol. 2000 Jan;38(1):453-5. doi: 10.1128/JCM.38.1.453-455.2000. [PubMed:10618141  ] 
  4. Marshall SA, Jones RN: Spectrum and antimicrobial activity of alexomycin (PNU-82, 127), a peptide compound projected for use in animal health. Diagn Microbiol Infect Dis. 1999 Mar;33(3):181-6. doi:  10.1016/s0732-8893(98)00073-x. [PubMed:10092967  ]