NP-MRD: Showing NP-Card for 1-[(8s)-6-hydroxy-13-(2-methylbutanoyl)-8-[(2z)-undec-2-en-1-yl]-1,5,9,13-tetraazacyclooctadec-5-en-1-yl]-2-methylbutan-1-one (NP0214915)

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Record Information

Version

2.0

Created at

2022-09-05 14:20:44 UTC

Updated at

2022-09-05 14:20:44 UTC

NP-MRD ID

NP0214915

Secondary Accession Numbers

None

Natural Product Identification

Common Name

1-[(8s)-6-hydroxy-13-(2-methylbutanoyl)-8-[(2z)-undec-2-en-1-yl]-1,5,9,13-tetraazacyclooctadec-5-en-1-yl]-2-methylbutan-1-one

Description

Lipogrammistin A belongs to the class of organic compounds known as macrolactams. These are cyclic amides of amino carboxylic acids, having a 1-azacycloalkan-2-one structure, or analogues having unsaturation or heteroatoms replacing one or more carbon atoms of the ring. They are nitrogen analogues (the a nitrogen atom replacing the o atom of the cyclic carboxylic acid group ) of the naturally occurring macrolides. Based on a literature review very few articles have been published on Lipogrammistin A.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309052216202D          

 42 42  0  0  1  0            999 V2000
   -4.4612   -3.5111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7313   -2.1079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9211   -1.9520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3810   -2.5757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5709   -2.4198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0308   -3.0434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2207   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6806   -3.5111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1296   -3.3552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3996   -2.5757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2097   -2.4198    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6696   -1.7961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9397   -1.0166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3996   -0.3929    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7498   -0.8607    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2899   -1.4843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.9397   -3.1993    0.0000 N   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  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 12 11  1  6  0  0  0
 12 13  1  0  0  0  0
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 32 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 12 42  1  0  0  0  0
M  END

     RDKit          3D

108108  0  0  0  0  0  0  0  0999 V2000
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 29 87  1  0
 29 88  1  0
 30 89  1  0
 30 90  1  0
 31 91  1  0
 31 92  1  0
 39102  1  0
 39103  1  0
 40104  1  0
 40105  1  0
 41106  1  0
 41107  1  0
 42108  1  0
 35 93  1  6
 36 94  1  0
 36 95  1  0
 36 96  1  0
 37 97  1  0
 37 98  1  0
 38 99  1  0
 38100  1  0
 38101  1  0
 23 74  1  1
 24 75  1  0
 24 76  1  0
 24 77  1  0
 25 78  1  0
 25 79  1  0
 26 80  1  0
 26 81  1  0
 26 82  1  0
M  END


  Mrv1652309052216202D          

 42 42  0  0  1  0            999 V2000
   -4.4612   -3.5111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7313   -2.1079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9211   -1.9520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3810   -2.5757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5709   -2.4198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0308   -3.0434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2207   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6806   -3.5111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1296   -3.3552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3996   -2.5757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2097   -2.4198    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6696   -1.7961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9397   -1.0166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3996   -0.3929    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7498   -0.8607    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2899   -1.4843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1000   -1.3284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6401   -1.9520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4503   -1.7961    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7203   -1.0166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5304   -0.8607    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1802   -0.3929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3701   -0.5488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4503    0.3866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2604    0.5425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9904   -2.4198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7203   -3.1993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2604   -3.8230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9904   -4.6025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1802   -4.7584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6401   -4.1348    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3701   -4.9143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5600   -5.0702    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9102   -5.5380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6401   -6.3175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7203   -5.3821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2604   -6.0057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8300   -4.2907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2899   -3.6671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4798   -3.8230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9397   -3.1993    0.0000 N   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  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 12 11  1  6  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  2  0  0  0  0
 16 17  1  4  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 20 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 33 35  1  0  0  0  0
 35 36  1  0  0  0  0
 35 37  1  0  0  0  0
 37 38  1  0  0  0  0
 32 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 12 42  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0214915

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCCCC\C=C/C[C@H]1CC(O)=NCCCN(CCCCCN(CCCN1)C(=O)C(C)CC)C(=O)C(C)CC

> <INCHI_IDENTIFIER>
InChI=1S/C35H66N4O3/c1-6-9-10-11-12-13-14-15-17-22-32-29-33(40)37-24-21-28-39(35(42)31(5)8-3)26-19-16-18-25-38(27-20-23-36-32)34(41)30(4)7-2/h15,17,30-32,36H,6-14,16,18-29H2,1-5H3,(H,37,40)/b17-15-/t30?,31?,32-/m0/s1

> <INCHI_KEY>
BBWSMYSNDAJELT-JVVZTDLBSA-N

> <FORMULA>
C35H66N4O3

> <MOLECULAR_WEIGHT>
590.938

> <EXACT_MASS>
590.513492001

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
108

> <JCHEM_AVERAGE_POLARIZABILITY>
74.24634726969276

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1-[(8S)-6-hydroxy-13-(2-methylbutanoyl)-8-[(2Z)-undec-2-en-1-yl]-1,5,9,13-tetraazacyclooctadec-5-en-1-yl]-2-methylbutan-1-one

> <JCHEM_LOGP>
4.698770799399372

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.7941032507497927

> <JCHEM_PKA_STRONGEST_BASIC>
9.497413972342937

> <JCHEM_POLAR_SURFACE_AREA>
85.24000000000001

> <JCHEM_REFRACTIVITY>
178.24460000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
1-[(8S)-6-hydroxy-13-(2-methylbutanoyl)-8-[(2Z)-undec-2-en-1-yl]-1,5,9,13-tetraazacyclooctadec-5-en-1-yl]-2-methylbutan-1-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 05-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-SEP-22         0                                  
HETATM    1  C   UNK     0      -8.328  -6.554   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -9.336  -5.390   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -8.832  -3.935   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -7.319  -3.644   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -6.311  -4.808   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.799  -4.517   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.791  -5.681   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.279  -5.390   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.270  -6.554   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.242  -6.263   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.746  -4.808   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.258  -4.517   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.250  -3.353   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.754  -1.898   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       0.746  -0.733   0.000  0.00  0.00           O+0
HETATM   16  N   UNK     0       3.266  -1.607   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0       4.274  -2.771   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.787  -2.480   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.795  -3.644   0.000  0.00  0.00           C+0
HETATM   20  N   UNK     0       8.307  -3.353   0.000  0.00  0.00           N+0
HETATM   21  C   UNK     0       8.811  -1.898   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      10.323  -1.607   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       7.803  -0.733   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       6.291  -1.025   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       8.307   0.722   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       9.819   1.013   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       9.315  -4.517   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       8.811  -5.972   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       9.819  -7.136   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       9.315  -8.591   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       7.803  -8.882   0.000  0.00  0.00           C+0
HETATM   32  N   UNK     0       6.795  -7.718   0.000  0.00  0.00           N+0
HETATM   33  C   UNK     0       6.291  -9.173   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0       4.779  -9.464   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0       7.299 -10.338   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       6.795 -11.793   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       8.811 -10.047   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       9.819 -11.211   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       5.283  -8.009   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       4.274  -6.845   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       2.762  -7.136   0.000  0.00  0.00           C+0
HETATM   42  N   UNK     0       1.754  -5.972   0.000  0.00  0.00           N+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   42                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   27                                                  
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26                                                       
CONECT   26   25                                                            
CONECT   27   20   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33   39                                                  
CONECT   33   32   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33   36   37                                                  
CONECT   36   35                                                            
CONECT   37   35   38                                                       
CONECT   38   37                                                            
CONECT   39   32   40                                                       
CONECT   40   39   41                                                       
CONECT   41   40   42                                                       
CONECT   42   41   12                                                       
MASTER        0    0    0    0    0    0    0    0   42    0   84    0
END

View in JSmol

Synonyms

Value	Source
Lipogrammistin-a	MeSH

Chemical Formula

C₃₅H₆₆N₄O₃

Average Mass

590.9380 Da

Monoisotopic Mass

590.51349 Da

IUPAC Name

1-[(8S)-6-hydroxy-13-(2-methylbutanoyl)-8-[(2Z)-undec-2-en-1-yl]-1,5,9,13-tetraazacyclooctadec-5-en-1-yl]-2-methylbutan-1-one

Traditional Name

1-[(8S)-6-hydroxy-13-(2-methylbutanoyl)-8-[(2Z)-undec-2-en-1-yl]-1,5,9,13-tetraazacyclooctadec-5-en-1-yl]-2-methylbutan-1-one

CAS Registry Number

Not Available

SMILES

CCCCCCCC\C=C/C[C@H]1CC(O)=NCCCN(CCCCCN(CCCN1)C(=O)C(C)CC)C(=O)C(C)CC

InChI Identifier

InChI=1S/C35H66N4O3/c1-6-9-10-11-12-13-14-15-17-22-32-29-33(40)37-24-21-28-39(35(42)31(5)8-3)26-19-16-18-25-38(27-20-23-36-32)34(41)30(4)7-2/h15,17,30-32,36H,6-14,16,18-29H2,1-5H3,(H,37,40)/b17-15-/t30?,31?,32-/m0/s1

InChI Key

BBWSMYSNDAJELT-JVVZTDLBSA-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, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as macrolactams. These are cyclic amides of amino carboxylic acids, having a 1-azacycloalkan-2-one structure, or analogues having unsaturation or heteroatoms replacing one or more carbon atoms of the ring. They are nitrogen analogues (the a nitrogen atom replacing the o atom of the cyclic carboxylic acid group ) of the naturally occurring macrolides.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Macrolactams

Sub Class

Not Available

Direct Parent

Macrolactams

Alternative Parents

Substituents

Macrolactam
Beta amino acid or derivatives
Tertiary carboxylic acid amide
Amino acid or derivatives
Carboxamide group
Lactam
Secondary carboxylic acid amide
Carboxylic acid derivative
Secondary aliphatic amine
Azacycle
Secondary amine
Organoheterocyclic compound
Hydrocarbon derivative
Amine
Organic oxide
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Organic oxygen compound
Carbonyl group
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic 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	4.7	ChemAxon
pKa (Strongest Acidic)	3.79	ChemAxon
pKa (Strongest Basic)	9.5	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	85.24 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	178.24 m³·mol⁻¹	ChemAxon
Polarizability	74.25 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

102120749

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 1-[(8s)-6-hydroxy-13-(2-methylbutanoyl)-8-[(2z)-undec-2-en-1-yl]-1,5,9,13-tetraazacyclooctadec-5-en-1-yl]-2-methylbutan-1-one (NP0214915)

MOL for NP0214915 (1-[(8s)-6-hydroxy-13-(2-methylbutanoyl)-8-[(2z)-undec-2-en-1-yl]-1,5,9,13-tetraazacyclooctadec-5-en-1-yl]-2-methylbutan-1-one)

3D MOL for NP0214915 (1-[(8s)-6-hydroxy-13-(2-methylbutanoyl)-8-[(2z)-undec-2-en-1-yl]-1,5,9,13-tetraazacyclooctadec-5-en-1-yl]-2-methylbutan-1-one)

3D SDF for NP0214915 (1-[(8s)-6-hydroxy-13-(2-methylbutanoyl)-8-[(2z)-undec-2-en-1-yl]-1,5,9,13-tetraazacyclooctadec-5-en-1-yl]-2-methylbutan-1-one)

3D-SDF for NP0214915 (1-[(8s)-6-hydroxy-13-(2-methylbutanoyl)-8-[(2z)-undec-2-en-1-yl]-1,5,9,13-tetraazacyclooctadec-5-en-1-yl]-2-methylbutan-1-one)

PDB for NP0214915 (1-[(8s)-6-hydroxy-13-(2-methylbutanoyl)-8-[(2z)-undec-2-en-1-yl]-1,5,9,13-tetraazacyclooctadec-5-en-1-yl]-2-methylbutan-1-one)

3D PDB for NP0214915 (1-[(8s)-6-hydroxy-13-(2-methylbutanoyl)-8-[(2z)-undec-2-en-1-yl]-1,5,9,13-tetraazacyclooctadec-5-en-1-yl]-2-methylbutan-1-one)

SMILES for NP0214915 (1-[(8s)-6-hydroxy-13-(2-methylbutanoyl)-8-[(2z)-undec-2-en-1-yl]-1,5,9,13-tetraazacyclooctadec-5-en-1-yl]-2-methylbutan-1-one)

INCHI for NP0214915 (1-[(8s)-6-hydroxy-13-(2-methylbutanoyl)-8-[(2z)-undec-2-en-1-yl]-1,5,9,13-tetraazacyclooctadec-5-en-1-yl]-2-methylbutan-1-one)

Structure for NP0214915 (1-[(8s)-6-hydroxy-13-(2-methylbutanoyl)-8-[(2z)-undec-2-en-1-yl]-1,5,9,13-tetraazacyclooctadec-5-en-1-yl]-2-methylbutan-1-one)

3D Structure for NP0214915 (1-[(8s)-6-hydroxy-13-(2-methylbutanoyl)-8-[(2z)-undec-2-en-1-yl]-1,5,9,13-tetraazacyclooctadec-5-en-1-yl]-2-methylbutan-1-one)