NP-MRD: Showing NP-Card for n-[15-(3-carbamimidamidopropyl)-5-[(3-chloro-4-methoxyphenyl)methyl]-6,13,16-trihydroxy-8-isopropyl-21-methoxy-4,11-dimethyl-3,9,22-trioxo-2-(sec-butyl)-10-oxa-1,4,7,14,17-pentaazabicyclo[16.3.1]docosa-6,13,16-trien-12-yl]-2,3-dihydroxypropanimidic acid (NP0163696)

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Record Information

Version

2.0

Created at

2022-09-02 22:24:46 UTC

Updated at

2022-09-02 22:24:47 UTC

NP-MRD ID

NP0163696

Secondary Accession Numbers

None

Natural Product Identification

Common Name

n-[15-(3-carbamimidamidopropyl)-5-[(3-chloro-4-methoxyphenyl)methyl]-6,13,16-trihydroxy-8-isopropyl-21-methoxy-4,11-dimethyl-3,9,22-trioxo-2-(sec-butyl)-10-oxa-1,4,7,14,17-pentaazabicyclo[16.3.1]docosa-6,13,16-trien-12-yl]-2,3-dihydroxypropanimidic acid

Description

N-[2-(butan-2-yl)-15-(3-carbamimidamidopropyl)-5-[(3-chloro-4-methoxyphenyl)methyl]-6,13,16-trihydroxy-21-methoxy-4,11-dimethyl-3,9,22-trioxo-8-(propan-2-yl)-10-oxa-1,4,7,14,17-pentaazabicyclo[16.3.1]Docosa-6,13,16-trien-12-yl]-2,3-dihydroxypropanimidic acid belongs to the class of organic compounds known as cyclic depsipeptides. These are natural or synthetic compounds having sequences of amino and hydroxy carboxylic acid residues (usually α-amino and α-hydroxy acids) connected in a ring. The residues are commonly but not necessarily regularly alternating. N-[2-(butan-2-yl)-15-(3-carbamimidamidopropyl)-5-[(3-chloro-4-methoxyphenyl)methyl]-6,13,16-trihydroxy-21-methoxy-4,11-dimethyl-3,9,22-trioxo-8-(propan-2-yl)-10-oxa-1,4,7,14,17-pentaazabicyclo[16.3.1]Docosa-6,13,16-trien-12-yl]-2,3-dihydroxypropanimidic acid is a very strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004241502252D          

 63 65  0  0  0  0            999 V2000
    3.4825    7.8672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5004    7.0424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7950    6.6144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0718    7.0113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8129    5.7896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5362    5.3927    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2981    5.7093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9531    5.2078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8463    4.3897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1602    3.8909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7633    3.1676    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9528    3.3216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8237    4.1365    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1613    2.8873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1613    2.0623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8758    1.6498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5903    2.0623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3047    1.6498    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0192    2.0623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.7337    1.6498    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4381    3.2842    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7327    2.8563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.7506    2.0315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.5097   -0.0150    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    5.1667    6.8439    0.0000 C   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
  3  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  1  0  0  0  0
 10 11  1  0  0  0  0
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 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
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 17 18  1  0  0  0  0
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 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 14 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
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 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
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 31 32  1  0  0  0  0
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  7 62  1  0  0  0  0
 62 63  1  0  0  0  0
M  END

     RDKit          3D

127129  0  0  0  0  0  0  0  0999 V2000
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    9.4391   -1.8817   -2.0747 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2024   -2.5826   -1.3571 N   0  0  0  0  0  0  0  0  0  0  0  0
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    3.0753    1.7947    0.5286 C   0  0  1  0  0  0  0  0  0  0  0  0
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M  END


  Mrv1533004241502252D          

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M  END
> <DATABASE_ID>
NP0163696

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCC(C)C1N2C(CCC(NC(=O)C(CCCNC(N)=N)NC(=O)C(NC(=O)C(O)CO)C(C)OC(=O)C(NC(=O)C(CC3=CC=C(OC)C(Cl)=C3)N(C)C1=O)C(C)C)C2=O)OC

> <INCHI_IDENTIFIER>
InChI=1S/C41H64ClN9O12/c1-9-21(4)33-39(59)50(6)27(18-23-12-14-29(61-7)24(42)17-23)35(55)48-31(20(2)3)40(60)63-22(5)32(49-36(56)28(53)19-52)37(57)46-25(11-10-16-45-41(43)44)34(54)47-26-13-15-30(62-8)51(33)38(26)58/h12,14,17,20-22,25-28,30-33,52-53H,9-11,13,15-16,18-19H2,1-8H3,(H,46,57)(H,47,54)(H,48,55)(H,49,56)(H4,43,44,45)

> <INCHI_KEY>
LURNUBHCAYLVKT-UHFFFAOYSA-N

> <FORMULA>
C41H64ClN9O12

> <MOLECULAR_WEIGHT>
910.46

> <EXACT_MASS>
909.4362962

> <JCHEM_ACCEPTOR_COUNT>
14

> <JCHEM_ATOM_COUNT>
127

> <JCHEM_AVERAGE_POLARIZABILITY>
93.24123734205705

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
9

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
N-[2-(butan-2-yl)-15-(3-carbamimidamidopropyl)-5-[(3-chloro-4-methoxyphenyl)methyl]-21-methoxy-4,11-dimethyl-3,6,9,13,16,22-hexaoxo-8-(propan-2-yl)-10-oxa-1,4,7,14,17-pentaazabicyclo[16.3.1]docosan-12-yl]-2,3-dihydroxypropanamide

> <ALOGPS_LOGP>
0.54

> <JCHEM_LOGP>
-1.4044458509964657

> <ALOGPS_LOGS>
-4.09

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
11.956262937086088

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.648649891854786

> <JCHEM_PKA_STRONGEST_BASIC>
11.232423262904002

> <JCHEM_POLAR_SURFACE_AREA>
304.14

> <JCHEM_REFRACTIVITY>
237.02050000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
7.36e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-[15-(3-carbamimidamidopropyl)-5-[(3-chloro-4-methoxyphenyl)methyl]-8-isopropyl-21-methoxy-4,11-dimethyl-3,6,9,13,16,22-hexaoxo-2-(sec-butyl)-10-oxa-1,4,7,14,17-pentaazabicyclo[16.3.1]docosan-12-yl]-2,3-dihydroxypropanamide

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  C   UNK     0       6.501  14.685   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.534  13.146   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.217  12.347   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.867  13.088   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.251  10.807   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0       6.601  10.066   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0       8.023  10.657   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.246   9.721   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.046   8.194   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.766   7.263   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0       7.025   5.913   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0       5.512   6.200   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       5.271   7.721   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       4.034   5.390   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.034   3.850   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.368   3.080   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.702   3.850   0.000  0.00  0.00           C+0
HETATM   18  N   UNK     0       8.036   3.080   0.000  0.00  0.00           N+0
HETATM   19  C   UNK     0       9.369   3.850   0.000  0.00  0.00           C+0
HETATM   20  N   UNK     0       9.369   5.390   0.000  0.00  0.00           N+0
HETATM   21  N   UNK     0      10.703   3.080   0.000  0.00  0.00           N+0
HETATM   22  N   UNK     0       2.684   6.130   0.000  0.00  0.00           N+0
HETATM   23  C   UNK     0       1.368   5.332   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       2.300   4.106   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       0.018   6.073   0.000  0.00  0.00           C+0
HETATM   26  N   UNK     0       0.051   4.533   0.000  0.00  0.00           N+0
HETATM   27  C   UNK     0       1.401   3.792   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       2.718   4.591   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       1.435   2.252   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       0.118   1.454   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       2.785   1.512   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       2.818  -0.028   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0      -1.299   5.274   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -1.266   3.734   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0      -2.649   6.015   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0      -2.683   7.554   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0      -4.033   8.295   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0      -1.366   8.353   0.000  0.00  0.00           C+0
HETATM   39  N   UNK     0      -1.399   9.893   0.000  0.00  0.00           N+0
HETATM   40  C   UNK     0      -0.083  10.691   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0      -1.015  11.917   0.000  0.00  0.00           O+0
HETATM   42  C   UNK     0       1.267   9.951   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       1.234  11.490   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      -0.116  12.231   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      -0.150  13.771   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      -1.500  14.512   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      -2.816  13.713   0.000  0.00  0.00           C+0
HETATM   48  O   UNK     0      -4.166  14.454   0.000  0.00  0.00           O+0
HETATM   49  C   UNK     0      -4.200  15.993   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0      -2.783  12.173   0.000  0.00  0.00           C+0
HETATM   51 Cl   UNK     0      -4.099  11.374   0.000  0.00  0.00          Cl+0
HETATM   52  C   UNK     0      -1.433  11.432   0.000  0.00  0.00           C+0
HETATM   53  N   UNK     0       2.584  10.749   0.000  0.00  0.00           N+0
HETATM   54  C   UNK     0       2.551  12.289   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0       3.934  10.009   0.000  0.00  0.00           C+0
HETATM   56  O   UNK     0       3.968   8.469   0.000  0.00  0.00           O+0
HETATM   57  C   UNK     0      -2.716   9.094   0.000  0.00  0.00           C+0
HETATM   58  C   UNK     0      -2.749  10.634   0.000  0.00  0.00           C+0
HETATM   59  C   UNK     0      -4.251   9.222   0.000  0.00  0.00           C+0
HETATM   60  C   UNK     0       6.711   8.385   0.000  0.00  0.00           C+0
HETATM   61  O   UNK     0       5.178   8.238   0.000  0.00  0.00           O+0
HETATM   62  O   UNK     0       8.222  12.184   0.000  0.00  0.00           O+0
HETATM   63  C   UNK     0       9.645  12.775   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   55                                                  
CONECT    6    5    7   60                                                  
CONECT    7    6    8   62                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   60                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   22                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19                                                            
CONECT   22   14   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26   33                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29   32                                                       
CONECT   32   31                                                            
CONECT   33   25   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33   36                                                       
CONECT   36   35   37   38                                                  
CONECT   37   36                                                            
CONECT   38   36   39   57                                                  
CONECT   39   38   40                                                       
CONECT   40   39   41   42                                                  
CONECT   41   40                                                            
CONECT   42   40   43   53                                                  
CONECT   43   42   44                                                       
CONECT   44   43   45   52                                                  
CONECT   45   44   46                                                       
CONECT   46   45   47                                                       
CONECT   47   46   48   50                                                  
CONECT   48   47   49                                                       
CONECT   49   48                                                            
CONECT   50   47   51   52                                                  
CONECT   51   50                                                            
CONECT   52   50   44                                                       
CONECT   53   42   54   55                                                  
CONECT   54   53                                                            
CONECT   55   53    5   56                                                  
CONECT   56   55                                                            
CONECT   57   38   58   59                                                  
CONECT   58   57                                                            
CONECT   59   57                                                            
CONECT   60   10    6   61                                                  
CONECT   61   60                                                            
CONECT   62    7   63                                                       
CONECT   63   62                                                            
MASTER        0    0    0    0    0    0    0    0   63    0  130    0
END

View in JSmol

Synonyms

Value	Source
N-[2-(Butan-2-yl)-15-(3-carbamimidamidopropyl)-5-[(3-chloro-4-methoxyphenyl)methyl]-6,13,16-trihydroxy-21-methoxy-4,11-dimethyl-3,9,22-trioxo-8-(propan-2-yl)-10-oxa-1,4,7,14,17-pentaazabicyclo[16.3.1]docosa-6,13,16-trien-12-yl]-2,3-dihydroxypropanimidate	Generator

Chemical Formula

C₄₁H₆₄ClN₉O₁₂

Average Mass

910.4600 Da

Monoisotopic Mass

909.43630 Da

IUPAC Name

N-[2-(butan-2-yl)-15-(3-carbamimidamidopropyl)-5-[(3-chloro-4-methoxyphenyl)methyl]-21-methoxy-4,11-dimethyl-3,6,9,13,16,22-hexaoxo-8-(propan-2-yl)-10-oxa-1,4,7,14,17-pentaazabicyclo[16.3.1]docosan-12-yl]-2,3-dihydroxypropanamide

Traditional Name

N-[15-(3-carbamimidamidopropyl)-5-[(3-chloro-4-methoxyphenyl)methyl]-8-isopropyl-21-methoxy-4,11-dimethyl-3,6,9,13,16,22-hexaoxo-2-(sec-butyl)-10-oxa-1,4,7,14,17-pentaazabicyclo[16.3.1]docosan-12-yl]-2,3-dihydroxypropanamide

CAS Registry Number

Not Available

SMILES

CCC(C)C1N2C(CCC(NC(=O)C(CCCNC(N)=N)NC(=O)C(NC(=O)C(O)CO)C(C)OC(=O)C(NC(=O)C(CC3=CC=C(OC)C(Cl)=C3)N(C)C1=O)C(C)C)C2=O)OC

InChI Identifier

InChI=1S/C41H64ClN9O12/c1-9-21(4)33-39(59)50(6)27(18-23-12-14-29(61-7)24(42)17-23)35(55)48-31(20(2)3)40(60)63-22(5)32(49-36(56)28(53)19-52)37(57)46-25(11-10-16-45-41(43)44)34(54)47-26-13-15-30(62-8)51(33)38(26)58/h12,14,17,20-22,25-28,30-33,52-53H,9-11,13,15-16,18-19H2,1-8H3,(H,46,57)(H,47,54)(H,48,55)(H,49,56)(H4,43,44,45)

InChI Key

LURNUBHCAYLVKT-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 cyclic depsipeptides. These are natural or synthetic compounds having sequences of amino and hydroxy carboxylic acid residues (usually α-amino and α-hydroxy acids) connected in a ring. The residues are commonly but not necessarily regularly alternating.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Peptidomimetics

Sub Class

Depsipeptides

Direct Parent

Cyclic depsipeptides

Alternative Parents

Substituents

Cyclic depsipeptide
Macrolide lactam
Macrolactam
Alpha-amino acid ester
N-acyl-alpha amino acid or derivatives
Alpha-amino acid or derivatives
Phenoxy compound
Anisole
Phenol ether
Methoxybenzene
Delta-lactam
Alkyl aryl ether
Chlorobenzene
Piperidinone
Halobenzene
Aryl halide
Aryl chloride
Monosaccharide
Piperidine
Monocyclic benzene moiety
Benzenoid
Tertiary carboxylic acid amide
Guanidine
Carboxylic acid ester
Secondary alcohol
Secondary carboxylic acid amide
Carboxamide group
1,2-diol
Lactone
Lactam
Oxacycle
Azacycle
Organoheterocyclic compound
Carboximidamide
Carboxylic acid derivative
Ether
Monocarboxylic acid or derivatives
Primary alcohol
Organic oxide
Organopnictogen compound
Carbonyl group
Organic oxygen compound
Alcohol
Organic nitrogen compound
Organooxygen compound
Organonitrogen compound
Organochloride
Hydrocarbon derivative
Organohalogen compound
Imine
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	0.54	ALOGPS
logP	-1.4	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Acidic)	11.65	ChemAxon
pKa (Strongest Basic)	11.23	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	14	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	304.14 Å²	ChemAxon
Rotatable Bond Count	14	ChemAxon
Refractivity	237.02 m³·mol⁻¹	ChemAxon
Polarizability	93.24 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	Yes	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 n-[15-(3-carbamimidamidopropyl)-5-[(3-chloro-4-methoxyphenyl)methyl]-6,13,16-trihydroxy-8-isopropyl-21-methoxy-4,11-dimethyl-3,9,22-trioxo-2-(sec-butyl)-10-oxa-1,4,7,14,17-pentaazabicyclo[16.3.1]docosa-6,13,16-trien-12-yl]-2,3-dihydroxypropanimidic acid (NP0163696)

MOL for NP0163696 (n-[15-(3-carbamimidamidopropyl)-5-[(3-chloro-4-methoxyphenyl)methyl]-6,13,16-trihydroxy-8-isopropyl-21-methoxy-4,11-dimethyl-3,9,22-trioxo-2-(sec-butyl)-10-oxa-1,4,7,14,17-pentaazabicyclo[16.3.1]docosa-6,13,16-trien-12-yl]-2,3-dihydroxypropanimidic acid)

3D MOL for NP0163696 (n-[15-(3-carbamimidamidopropyl)-5-[(3-chloro-4-methoxyphenyl)methyl]-6,13,16-trihydroxy-8-isopropyl-21-methoxy-4,11-dimethyl-3,9,22-trioxo-2-(sec-butyl)-10-oxa-1,4,7,14,17-pentaazabicyclo[16.3.1]docosa-6,13,16-trien-12-yl]-2,3-dihydroxypropanimidic acid)

3D SDF for NP0163696 (n-[15-(3-carbamimidamidopropyl)-5-[(3-chloro-4-methoxyphenyl)methyl]-6,13,16-trihydroxy-8-isopropyl-21-methoxy-4,11-dimethyl-3,9,22-trioxo-2-(sec-butyl)-10-oxa-1,4,7,14,17-pentaazabicyclo[16.3.1]docosa-6,13,16-trien-12-yl]-2,3-dihydroxypropanimidic acid)

3D-SDF for NP0163696 (n-[15-(3-carbamimidamidopropyl)-5-[(3-chloro-4-methoxyphenyl)methyl]-6,13,16-trihydroxy-8-isopropyl-21-methoxy-4,11-dimethyl-3,9,22-trioxo-2-(sec-butyl)-10-oxa-1,4,7,14,17-pentaazabicyclo[16.3.1]docosa-6,13,16-trien-12-yl]-2,3-dihydroxypropanimidic acid)

PDB for NP0163696 (n-[15-(3-carbamimidamidopropyl)-5-[(3-chloro-4-methoxyphenyl)methyl]-6,13,16-trihydroxy-8-isopropyl-21-methoxy-4,11-dimethyl-3,9,22-trioxo-2-(sec-butyl)-10-oxa-1,4,7,14,17-pentaazabicyclo[16.3.1]docosa-6,13,16-trien-12-yl]-2,3-dihydroxypropanimidic acid)

3D PDB for NP0163696 (n-[15-(3-carbamimidamidopropyl)-5-[(3-chloro-4-methoxyphenyl)methyl]-6,13,16-trihydroxy-8-isopropyl-21-methoxy-4,11-dimethyl-3,9,22-trioxo-2-(sec-butyl)-10-oxa-1,4,7,14,17-pentaazabicyclo[16.3.1]docosa-6,13,16-trien-12-yl]-2,3-dihydroxypropanimidic acid)

SMILES for NP0163696 (n-[15-(3-carbamimidamidopropyl)-5-[(3-chloro-4-methoxyphenyl)methyl]-6,13,16-trihydroxy-8-isopropyl-21-methoxy-4,11-dimethyl-3,9,22-trioxo-2-(sec-butyl)-10-oxa-1,4,7,14,17-pentaazabicyclo[16.3.1]docosa-6,13,16-trien-12-yl]-2,3-dihydroxypropanimidic acid)

INCHI for NP0163696 (n-[15-(3-carbamimidamidopropyl)-5-[(3-chloro-4-methoxyphenyl)methyl]-6,13,16-trihydroxy-8-isopropyl-21-methoxy-4,11-dimethyl-3,9,22-trioxo-2-(sec-butyl)-10-oxa-1,4,7,14,17-pentaazabicyclo[16.3.1]docosa-6,13,16-trien-12-yl]-2,3-dihydroxypropanimidic acid)

Structure for NP0163696 (n-[15-(3-carbamimidamidopropyl)-5-[(3-chloro-4-methoxyphenyl)methyl]-6,13,16-trihydroxy-8-isopropyl-21-methoxy-4,11-dimethyl-3,9,22-trioxo-2-(sec-butyl)-10-oxa-1,4,7,14,17-pentaazabicyclo[16.3.1]docosa-6,13,16-trien-12-yl]-2,3-dihydroxypropanimidic acid)

3D Structure for NP0163696 (n-[15-(3-carbamimidamidopropyl)-5-[(3-chloro-4-methoxyphenyl)methyl]-6,13,16-trihydroxy-8-isopropyl-21-methoxy-4,11-dimethyl-3,9,22-trioxo-2-(sec-butyl)-10-oxa-1,4,7,14,17-pentaazabicyclo[16.3.1]docosa-6,13,16-trien-12-yl]-2,3-dihydroxypropanimidic acid)