NP-MRD: Showing NP-Card for 2,4,10,12,14,16,22-heptahydroxy-9,21-bis(hydroxymethyl)-3,7,11,13,15,17-hexamethyl-23-azatricyclo[22.3.1.0⁵,²⁷]octacosa-1,3,5(27),7,18,20,22,24-octaene-6,26,28-trione (NP0190557)

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Record Information

Version

2.0

Created at

2022-09-04 07:15:16 UTC

Updated at

2022-09-04 07:15:16 UTC

NP-MRD ID

NP0190557

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2,4,10,12,14,16,22-heptahydroxy-9,21-bis(hydroxymethyl)-3,7,11,13,15,17-hexamethyl-23-azatricyclo[22.3.1.0⁵,²⁷]octacosa-1,3,5(27),7,18,20,22,24-octaene-6,26,28-trione

Description

2,4,10,12,14,16,22-Heptahydroxy-9,21-bis(hydroxymethyl)-3,7,11,13,15,17-hexamethyl-23-azatricyclo[22.3.1.0⁵,²⁷]Octacosa-1,3,5(27),7,18,20,22,24-octaene-6,26,28-trione 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. 2,4,10,12,14,16,22-Heptahydroxy-9,21-bis(hydroxymethyl)-3,7,11,13,15,17-hexamethyl-23-azatricyclo[22.3.1.0⁵,²⁷]Octacosa-1,3,5(27),7,18,20,22,24-octaene-6,26,28-trione is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004231521342D          

 48 50  0  0  0  0            999 V2000
   11.9240    1.4099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1884    1.7833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7113    1.0956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0608    0.5606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2865    0.2233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4479    0.0941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4643   -0.7307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1869   -1.1289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6064    0.1897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4076   -0.6110    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8151    0.4999    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3261    1.2044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.3004    3.1740    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    4.9259    0.8703    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  2  1  4  0  0  0
  3  4  2  0  0  0  0
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  5  6  2  0  0  0  0
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  9 10  2  0  0  0  0
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 16 46  1  0  0  0  0
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 47 48  2  0  0  0  0
M  END

     RDKit          3D

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 14 67  1  0
 14 68  1  0
 15 69  1  1
 16 70  1  0
 17 71  1  6
 18 72  1  0
 18 73  1  0
 18 74  1  0
 19 75  1  1
 20 76  1  0
M  END


  Mrv1533004231521342D          

 48 50  0  0  0  0            999 V2000
   11.9240    1.4099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1884    1.7833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7113    1.0956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0608    0.5606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2865    0.2233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4479    0.0941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4643   -0.7307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1869   -1.1289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6064    0.1897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4076   -0.6110    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8151    0.4999    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3261    1.2044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9107    1.8062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7040    2.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3004    3.1740    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8954    2.8527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6783    3.6782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1292    4.4044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8380    3.9823    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5431    5.1301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1268    5.7243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8910    6.0655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6780    6.8625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8812    7.0766    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7290    6.1515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7694    6.9755    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5557    5.9835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8345    6.7600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3018    5.5865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7893    6.2521    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9135    4.9871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5708    5.4857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3278    4.2330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0998    4.5239    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.5104    3.4093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3328    3.4751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4613    2.5729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2705    2.4124    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8851    5.6277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8608    3.8776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6492    4.6750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2580    3.3070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4646    3.5330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4710    2.4990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8816    1.9218    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2872    2.2655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5151    1.4479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9259    0.8703    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  2  1  4  0  0  0
  3  4  2  0  0  0  0
  5  4  1  4  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  6  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  4  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 22 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
 31 32  1  0  0  0  0
 31 33  1  0  0  0  0
 33 34  1  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
  2 37  1  0  0  0  0
 37 38  1  0  0  0  0
 20 39  1  0  0  0  0
 17 40  1  0  0  0  0
 40 41  1  0  0  0  0
 40 42  2  0  0  0  0
 42 43  1  0  0  0  0
 42 44  1  0  0  0  0
 44 45  1  0  0  0  0
 44 46  2  0  0  0  0
 16 46  1  0  0  0  0
 46 47  1  0  0  0  0
 12 47  1  0  0  0  0
 47 48  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0190557

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1C=CC=C(CO)C(=O)NC2=CC(=O)C3=C(C(O)=C(C)C(O)=C3C2=O)C(=O)C(C)=CC(CO)C(O)C(C)C(O)C(C)C(O)C(C)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C35H45NO12/c1-14-8-7-9-20(12-37)35(48)36-22-11-23(39)24-25(32(45)19(6)33(46)26(24)34(22)47)28(41)15(2)10-21(13-38)31(44)18(5)30(43)17(4)29(42)16(3)27(14)40/h7-11,14,16-18,21,27,29-31,37-38,40,42-46H,12-13H2,1-6H3,(H,36,48)

> <INCHI_KEY>
IAOQDOADNPZWMS-UHFFFAOYSA-N

> <FORMULA>
C35H45NO12

> <MOLECULAR_WEIGHT>
671.74

> <EXACT_MASS>
671.294175893

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_ATOM_COUNT>
93

> <JCHEM_AVERAGE_POLARIZABILITY>
68.38014027272628

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
9

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2,4,10,12,14,16-hexahydroxy-9,21-bis(hydroxymethyl)-3,7,11,13,15,17-hexamethyl-23-azatricyclo[22.3.1.0⁵,²⁷]octacosa-1,3,5(27),7,18,20,24-heptaene-6,22,26,28-tetrone

> <ALOGPS_LOGP>
1.35

> <JCHEM_LOGP>
0.9004587920000008

> <ALOGPS_LOGS>
-3.55

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
7.7747541482660765

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.638042046503431

> <JCHEM_PKA_STRONGEST_BASIC>
-2.985571322076627

> <JCHEM_POLAR_SURFACE_AREA>
242.14999999999995

> <JCHEM_REFRACTIVITY>
181.0819000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.90e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2,4,10,12,14,16-hexahydroxy-9,21-bis(hydroxymethyl)-3,7,11,13,15,17-hexamethyl-23-azatricyclo[22.3.1.0⁵,²⁷]octacosa-1,3,5(27),7,18,20,24-heptaene-6,22,26,28-tetrone

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 23-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-APR-15         0                                  
HETATM    1  C   UNK     0      22.258   2.632   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      20.885   3.329   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      19.994   2.045   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      18.780   1.046   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      17.335   0.417   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      15.769   0.176   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      15.800  -1.364   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      17.149  -2.107   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      14.199   0.354   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      13.828  -1.140   0.000  0.00  0.00           O+0
HETATM   11  N   UNK     0      12.722   0.933   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0      11.809   2.248   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      12.900   3.372   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      12.514   4.861   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      13.627   5.925   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      11.005   5.325   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      10.599   6.866   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      11.441   8.222   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      12.764   7.434   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      12.214   9.576   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      13.303  10.685   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      14.730  11.322   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      14.332  12.810   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      12.845  13.210   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      16.294  11.483   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      16.370  13.021   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      17.837  11.169   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      18.358  12.619   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      19.230  10.428   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      20.140  11.671   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      20.372   9.309   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      21.599  10.240   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      21.145   7.902   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      22.586   8.445   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0      21.486   6.364   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      23.021   6.487   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      21.394   4.803   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      22.905   4.503   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0      10.985  10.505   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       9.073   7.238   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0       8.678   8.727   0.000  0.00  0.00           O+0
HETATM   42  C   UNK     0       7.948   6.173   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       6.467   6.595   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0       8.346   4.665   0.000  0.00  0.00           C+0
HETATM   45  O   UNK     0       7.246   3.587   0.000  0.00  0.00           O+0
HETATM   46  C   UNK     0       9.869   4.229   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      10.295   2.703   0.000  0.00  0.00           C+0
HETATM   48  O   UNK     0       9.195   1.625   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   37                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    9                                                  
CONECT    7    6    8                                                       
CONECT    8    7                                                            
CONECT    9    6   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13   47                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17   46                                                  
CONECT   17   16   18   40                                                  
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   39                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23   25                                                  
CONECT   23   22   24                                                       
CONECT   24   23                                                            
CONECT   25   22   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33   36   37                                                  
CONECT   36   35                                                            
CONECT   37   35    2   38                                                  
CONECT   38   37                                                            
CONECT   39   20                                                            
CONECT   40   17   41   42                                                  
CONECT   41   40                                                            
CONECT   42   40   43   44                                                  
CONECT   43   42                                                            
CONECT   44   42   45   46                                                  
CONECT   45   44                                                            
CONECT   46   44   16   47                                                  
CONECT   47   46   12   48                                                  
CONECT   48   47                                                            
MASTER        0    0    0    0    0    0    0    0   48    0  100    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₅H₄₅NO₁₂

Average Mass

671.7400 Da

Monoisotopic Mass

671.29418 Da

IUPAC Name

2,4,10,12,14,16-hexahydroxy-9,21-bis(hydroxymethyl)-3,7,11,13,15,17-hexamethyl-23-azatricyclo[22.3.1.0⁵,²⁷]octacosa-1,3,5(27),7,18,20,24-heptaene-6,22,26,28-tetrone

Traditional Name

2,4,10,12,14,16-hexahydroxy-9,21-bis(hydroxymethyl)-3,7,11,13,15,17-hexamethyl-23-azatricyclo[22.3.1.0⁵,²⁷]octacosa-1,3,5(27),7,18,20,24-heptaene-6,22,26,28-tetrone

CAS Registry Number

Not Available

SMILES

CC1C=CC=C(CO)C(=O)NC2=CC(=O)C3=C(C(O)=C(C)C(O)=C3C2=O)C(=O)C(C)=CC(CO)C(O)C(C)C(O)C(C)C(O)C(C)C1O

InChI Identifier

InChI=1S/C35H45NO12/c1-14-8-7-9-20(12-37)35(48)36-22-11-23(39)24-25(32(45)19(6)33(46)26(24)34(22)47)28(41)15(2)10-21(13-38)31(44)18(5)30(43)17(4)29(42)16(3)27(14)40/h7-11,14,16-18,21,27,29-31,37-38,40,42-46H,12-13H2,1-6H3,(H,36,48)

InChI Key

IAOQDOADNPZWMS-UHFFFAOYSA-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
Naphthoquinone
Naphthalene
Quinone
Aryl ketone
Benzenoid
Vinylogous acid
Vinylogous amide
Carboxamide group
Ketone
Lactam
Secondary alcohol
Secondary carboxylic acid amide
Polyol
Carboxylic acid derivative
Azacycle
Organoheterocyclic compound
Alcohol
Primary alcohol
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic 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	1.35	ALOGPS
logP	0.9	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	5.64	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	242.15 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	181.08 m³·mol⁻¹	ChemAxon
Polarizability	68.38 Å³	ChemAxon
Number of Rings	3	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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 2,4,10,12,14,16,22-heptahydroxy-9,21-bis(hydroxymethyl)-3,7,11,13,15,17-hexamethyl-23-azatricyclo[22.3.1.0⁵,²⁷]octacosa-1,3,5(27),7,18,20,22,24-octaene-6,26,28-trione (NP0190557)

MOL for NP0190557 (2,4,10,12,14,16,22-heptahydroxy-9,21-bis(hydroxymethyl)-3,7,11,13,15,17-hexamethyl-23-azatricyclo[22.3.1.0⁵,²⁷]octacosa-1,3,5(27),7,18,20,22,24-octaene-6,26,28-trione)

3D MOL for NP0190557 (2,4,10,12,14,16,22-heptahydroxy-9,21-bis(hydroxymethyl)-3,7,11,13,15,17-hexamethyl-23-azatricyclo[22.3.1.0⁵,²⁷]octacosa-1,3,5(27),7,18,20,22,24-octaene-6,26,28-trione)

3D SDF for NP0190557 (2,4,10,12,14,16,22-heptahydroxy-9,21-bis(hydroxymethyl)-3,7,11,13,15,17-hexamethyl-23-azatricyclo[22.3.1.0⁵,²⁷]octacosa-1,3,5(27),7,18,20,22,24-octaene-6,26,28-trione)

3D-SDF for NP0190557 (2,4,10,12,14,16,22-heptahydroxy-9,21-bis(hydroxymethyl)-3,7,11,13,15,17-hexamethyl-23-azatricyclo[22.3.1.0⁵,²⁷]octacosa-1,3,5(27),7,18,20,22,24-octaene-6,26,28-trione)

PDB for NP0190557 (2,4,10,12,14,16,22-heptahydroxy-9,21-bis(hydroxymethyl)-3,7,11,13,15,17-hexamethyl-23-azatricyclo[22.3.1.0⁵,²⁷]octacosa-1,3,5(27),7,18,20,22,24-octaene-6,26,28-trione)

3D PDB for NP0190557 (2,4,10,12,14,16,22-heptahydroxy-9,21-bis(hydroxymethyl)-3,7,11,13,15,17-hexamethyl-23-azatricyclo[22.3.1.0⁵,²⁷]octacosa-1,3,5(27),7,18,20,22,24-octaene-6,26,28-trione)

SMILES for NP0190557 (2,4,10,12,14,16,22-heptahydroxy-9,21-bis(hydroxymethyl)-3,7,11,13,15,17-hexamethyl-23-azatricyclo[22.3.1.0⁵,²⁷]octacosa-1,3,5(27),7,18,20,22,24-octaene-6,26,28-trione)

INCHI for NP0190557 (2,4,10,12,14,16,22-heptahydroxy-9,21-bis(hydroxymethyl)-3,7,11,13,15,17-hexamethyl-23-azatricyclo[22.3.1.0⁵,²⁷]octacosa-1,3,5(27),7,18,20,22,24-octaene-6,26,28-trione)

Structure for NP0190557 (2,4,10,12,14,16,22-heptahydroxy-9,21-bis(hydroxymethyl)-3,7,11,13,15,17-hexamethyl-23-azatricyclo[22.3.1.0⁵,²⁷]octacosa-1,3,5(27),7,18,20,22,24-octaene-6,26,28-trione)

3D Structure for NP0190557 (2,4,10,12,14,16,22-heptahydroxy-9,21-bis(hydroxymethyl)-3,7,11,13,15,17-hexamethyl-23-azatricyclo[22.3.1.0⁵,²⁷]octacosa-1,3,5(27),7,18,20,22,24-octaene-6,26,28-trione)