NP-MRD: Showing NP-Card for Cupolamide A (NP0069757)

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Record Information

Version

2.0

Created at

2022-04-28 15:06:05 UTC

Updated at

2022-04-28 15:06:05 UTC

NP-MRD ID

NP0069757

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Cupolamide A

Description

[(3S,6R,9S,12R,15R,18S,22R,23aS)-12-[(2R)-butan-2-yl]-15-(4-carbamimidamidobutyl)-1,4,7,10,13,16-hexahydroxy-9-(hydroxymethyl)-3-{2-[(4-hydroxyphenyl)formamido]ethyl}-19-oxo-6,18-bis(propan-2-yl)-3H,6H,9H,12H,15H,18H,19H,21H,22H,23H,23aH-pyrrolo[1,2-a]1,4,7,10,13,16,19-heptaazacyclohenicosan-22-yl]oxidanesulfonic acid belongs to the class of organic compounds known as cyclic peptides. Cyclic peptides are compounds containing a cyclic moiety bearing a peptide backbone. Cupolamide A is found in Theonella cupola. Based on a literature review very few articles have been published on [(3S,6R,9S,12R,15R,18S,22R,23aS)-12-[(2R)-butan-2-yl]-15-(4-carbamimidamidobutyl)-1,4,7,10,13,16-hexahydroxy-9-(hydroxymethyl)-3-{2-[(4-hydroxyphenyl)formamido]ethyl}-19-oxo-6,18-bis(propan-2-yl)-3H,6H,9H,12H,15H,18H,19H,21H,22H,23H,23aH-pyrrolo[1,2-a]1,4,7,10,13,16,19-heptaazacyclohenicosan-22-yl]oxidanesulfonic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282217062D          

 68 70  0  0  1  0            999 V2000
   -4.7427    8.2087    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2074    8.8904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -7.2108    8.1471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5687    8.8904    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6755    7.4654    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.3176    6.7221    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8787    6.1173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6830    6.3009    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6355    5.3290    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.8312    5.1454    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
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  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
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  4 66  1  6  0  0  0
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 66 68  1  0  0  0  0
M  END

     RDKit          3D

135137  0  0  0  0  0  0  0  0999 V2000
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M  END


  Mrv1652304282217062D          

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M  END
> <DATABASE_ID>
NP0069757

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC[C@@H](C)[C@H]1NC(=O)[C@H](CO)NC(=O)[C@H](NC(=O)[C@H](CCNC(=O)C2=CC=C(O)C=C2)NC(=O)[C@@H]2C[C@H](CN2C(=O)[C@@H](NC(=O)[C@@H](CCCCNC(N)=N)NC1=O)C(C)C)OS(O)(=O)=O)C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C42H67N11O14S/c1-7-23(6)33-40(62)48-27(10-8-9-16-46-42(43)44)35(57)51-32(22(4)5)41(63)53-19-26(67-68(64,65)66)18-30(53)38(60)47-28(15-17-45-34(56)24-11-13-25(55)14-12-24)36(58)50-31(21(2)3)39(61)49-29(20-54)37(59)52-33/h11-14,21-23,26-33,54-55H,7-10,15-20H2,1-6H3,(H,45,56)(H,47,60)(H,48,62)(H,49,61)(H,50,58)(H,51,57)(H,52,59)(H4,43,44,46)(H,64,65,66)/t23-,26-,27-,28+,29+,30+,31-,32+,33-/m1/s1

> <INCHI_KEY>
RZHQTIDWVZLRBC-UJAYXUTDSA-N

> <FORMULA>
C42H67N11O14S

> <MOLECULAR_WEIGHT>
982.12

> <EXACT_MASS>
981.458967055

> <JCHEM_ACCEPTOR_COUNT>
16

> <JCHEM_ATOM_COUNT>
135

> <JCHEM_AVERAGE_POLARIZABILITY>
100.9498609230269

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
13

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[(3S,6R,9S,12R,15R,18S,22R,23aS)-12-[(2R)-butan-2-yl]-15-(4-carbamimidamidobutyl)-9-(hydroxymethyl)-3-{2-[(4-hydroxyphenyl)formamido]ethyl}-1,4,7,10,13,16,19-heptaoxo-6,18-bis(propan-2-yl)-docosahydro-1H-pyrrolo[1,2-a]1,4,7,10,13,16,19-heptaazacyclohenicosan-22-yl]oxidanesulfonic acid

> <ALOGPS_LOGP>
-1.18

> <JCHEM_LOGP>
-3.0974716262344653

> <ALOGPS_LOGS>
-3.80

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.477617413506394

> <JCHEM_PKA_STRONGEST_ACIDIC>
-1.71533950584642

> <JCHEM_PKA_STRONGEST_BASIC>
11.324121206837074

> <JCHEM_POLAR_SURFACE_AREA>
389.96999999999997

> <JCHEM_REFRACTIVITY>
251.40070000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
16

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.57e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(3S,6R,9S,12R,15R,18S,22R,23aS)-12-[(2R)-butan-2-yl]-15-(4-carbamimidamidobutyl)-9-(hydroxymethyl)-3-{2-[(4-hydroxyphenyl)formamido]ethyl}-6,18-diisopropyl-1,4,7,10,13,16,19-heptaoxo-hexadecahydropyrrolo[1,2-a]1,4,7,10,13,16,19-heptaazacyclohenicosan-22-yl]oxidanesulfonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  N   UNK     0      -8.853  15.323   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0      -9.721  16.595   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -9.052  17.983   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0     -11.256  16.480   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0     -11.924  15.093   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0     -13.460  15.208   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0     -14.128  16.595   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0     -14.328  13.935   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0     -13.659  12.548   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0     -14.707  11.419   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0     -16.208  11.762   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0     -14.253   9.947   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0     -12.752   9.605   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0     -12.096   8.577   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0     -13.370   6.797   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0     -11.089   7.519   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0      -9.885   8.480   0.000  0.00  0.00           N+0
HETATM   18  C   UNK     0      -8.551   7.710   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -8.551   6.170   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      -7.217   8.480   0.000  0.00  0.00           C+0
HETATM   21  N   UNK     0      -7.217  10.020   0.000  0.00  0.00           N+0
HETATM   22  C   UNK     0      -5.784  10.582   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -4.580   9.622   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      -5.554  12.105   0.000  0.00  0.00           C+0
HETATM   25  N   UNK     0      -6.758  13.065   0.000  0.00  0.00           N+0
HETATM   26  C   UNK     0      -6.304  14.537   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      -4.803  14.879   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      -7.352  15.666   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -6.898  17.137   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      -5.396  17.480   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      -4.121  12.668   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -3.891  14.190   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -2.917  11.707   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -3.146  10.185   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -5.883   7.710   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -4.550   8.480   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      -3.216   7.710   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      -1.882   8.480   0.000  0.00  0.00           C+0
HETATM   39  N   UNK     0      -0.549   7.710   0.000  0.00  0.00           N+0
HETATM   40  C   UNK     0       0.785   8.480   0.000  0.00  0.00           C+0
HETATM   41  N   UNK     0       2.119   7.710   0.000  0.00  0.00           N+0
HETATM   42  N   UNK     0       0.785  10.020   0.000  0.00  0.00           N+0
HETATM   43  C   UNK     0     -10.859   5.997   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      -9.425   5.434   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0     -12.063   5.036   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0     -12.614   8.071   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0     -14.030   7.466   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0     -15.043   8.625   0.000  0.00  0.00           C+0
HETATM   49  O   UNK     0     -14.372   5.964   0.000  0.00  0.00           O+0
HETATM   50  S   UNK     0     -15.844   5.510   0.000  0.00  0.00           S+0
HETATM   51  O   UNK     0     -16.298   6.982   0.000  0.00  0.00           O+0
HETATM   52  O   UNK     0     -15.390   4.039   0.000  0.00  0.00           O+0
HETATM   53  O   UNK     0     -17.315   5.056   0.000  0.00  0.00           O+0
HETATM   54  C   UNK     0     -15.863  14.051   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0     -16.731  12.778   0.000  0.00  0.00           C+0
HETATM   56  N   UNK     0     -18.267  12.893   0.000  0.00  0.00           N+0
HETATM   57  C   UNK     0     -19.134  11.621   0.000  0.00  0.00           C+0
HETATM   58  O   UNK     0     -18.466  10.233   0.000  0.00  0.00           O+0
HETATM   59  C   UNK     0     -20.670  11.736   0.000  0.00  0.00           C+0
HETATM   60  C   UNK     0     -21.537  10.463   0.000  0.00  0.00           C+0
HETATM   61  C   UNK     0     -23.073  10.579   0.000  0.00  0.00           C+0
HETATM   62  C   UNK     0     -23.741  11.966   0.000  0.00  0.00           C+0
HETATM   63  C   UNK     0     -22.874  13.238   0.000  0.00  0.00           C+0
HETATM   64  C   UNK     0     -21.338  13.123   0.000  0.00  0.00           C+0
HETATM   65  O   UNK     0     -25.277  12.081   0.000  0.00  0.00           O+0
HETATM   66  C   UNK     0     -12.124  17.753   0.000  0.00  0.00           C+0
HETATM   67  C   UNK     0     -13.659  17.638   0.000  0.00  0.00           C+0
HETATM   68  C   UNK     0     -11.456  19.140   0.000  0.00  0.00           C+0
CONECT    1    2   28                                                       
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   66                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   54                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   48                                                  
CONECT   13   12   14   46                                                  
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17   43                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   35                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25   31                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26    1   29                                                  
CONECT   29   28   30                                                       
CONECT   30   29                                                            
CONECT   31   24   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31   34                                                       
CONECT   34   33                                                            
CONECT   35   20   36                                                       
CONECT   36   35   37                                                       
CONECT   37   36   38                                                       
CONECT   38   37   39                                                       
CONECT   39   38   40                                                       
CONECT   40   39   41   42                                                  
CONECT   41   40                                                            
CONECT   42   40                                                            
CONECT   43   16   44   45                                                  
CONECT   44   43                                                            
CONECT   45   43                                                            
CONECT   46   13   47                                                       
CONECT   47   46   48   49                                                  
CONECT   48   47   12                                                       
CONECT   49   47   50                                                       
CONECT   50   49   51   52   53                                             
CONECT   51   50                                                            
CONECT   52   50                                                            
CONECT   53   50                                                            
CONECT   54    8   55                                                       
CONECT   55   54   56                                                       
CONECT   56   55   57                                                       
CONECT   57   56   58   59                                                  
CONECT   58   57                                                            
CONECT   59   57   60   64                                                  
CONECT   60   59   61                                                       
CONECT   61   60   62                                                       
CONECT   62   61   63   65                                                  
CONECT   63   62   64                                                       
CONECT   64   63   59                                                       
CONECT   65   62                                                            
CONECT   66    4   67   68                                                  
CONECT   67   66                                                            
CONECT   68   66                                                            
MASTER        0    0    0    0    0    0    0    0   68    0  140    0
END

View in JSmol

Synonyms

Value	Source
[(3S,6R,9S,12R,15R,18S,22R,23AS)-12-[(2R)-butan-2-yl]-15-(4-carbamimidamidobutyl)-1,4,7,10,13,16-hexahydroxy-9-(hydroxymethyl)-3-{2-[(4-hydroxyphenyl)formamido]ethyl}-19-oxo-6,18-bis(propan-2-yl)-3H,6H,9H,12H,15H,18H,19H,21H,22H,23H,23ah-pyrrolo[1,2-a]1,4,7,10,13,16,19-heptaazacyclohenicosan-22-yl]oxidanesulfonate	Generator
[(3S,6R,9S,12R,15R,18S,22R,23AS)-12-[(2R)-butan-2-yl]-15-(4-carbamimidamidobutyl)-1,4,7,10,13,16-hexahydroxy-9-(hydroxymethyl)-3-{2-[(4-hydroxyphenyl)formamido]ethyl}-19-oxo-6,18-bis(propan-2-yl)-3H,6H,9H,12H,15H,18H,19H,21H,22H,23H,23ah-pyrrolo[1,2-a]1,4,7,10,13,16,19-heptaazacyclohenicosan-22-yl]oxidanesulphonate	Generator
[(3S,6R,9S,12R,15R,18S,22R,23AS)-12-[(2R)-butan-2-yl]-15-(4-carbamimidamidobutyl)-1,4,7,10,13,16-hexahydroxy-9-(hydroxymethyl)-3-{2-[(4-hydroxyphenyl)formamido]ethyl}-19-oxo-6,18-bis(propan-2-yl)-3H,6H,9H,12H,15H,18H,19H,21H,22H,23H,23ah-pyrrolo[1,2-a]1,4,7,10,13,16,19-heptaazacyclohenicosan-22-yl]oxidanesulphonic acid	Generator

Chemical Formula

C₄₂H₆₇N₁₁O₁₄S

Average Mass

982.1200 Da

Monoisotopic Mass

981.45897 Da

IUPAC Name

[(3S,6R,9S,12R,15R,18S,22R,23aS)-12-[(2R)-butan-2-yl]-15-(4-carbamimidamidobutyl)-9-(hydroxymethyl)-3-{2-[(4-hydroxyphenyl)formamido]ethyl}-1,4,7,10,13,16,19-heptaoxo-6,18-bis(propan-2-yl)-docosahydro-1H-pyrrolo[1,2-a]1,4,7,10,13,16,19-heptaazacyclohenicosan-22-yl]oxidanesulfonic acid

Traditional Name

[(3S,6R,9S,12R,15R,18S,22R,23aS)-12-[(2R)-butan-2-yl]-15-(4-carbamimidamidobutyl)-9-(hydroxymethyl)-3-{2-[(4-hydroxyphenyl)formamido]ethyl}-6,18-diisopropyl-1,4,7,10,13,16,19-heptaoxo-hexadecahydropyrrolo[1,2-a]1,4,7,10,13,16,19-heptaazacyclohenicosan-22-yl]oxidanesulfonic acid

CAS Registry Number

Not Available

SMILES

CC[C@@H](C)[C@H]1NC(=O)[C@H](CO)NC(=O)[C@H](NC(=O)[C@H](CCNC(=O)C2=CC=C(O)C=C2)NC(=O)[C@@H]2C[C@H](CN2C(=O)[C@@H](NC(=O)[C@@H](CCCCNC(N)=N)NC1=O)C(C)C)OS(O)(=O)=O)C(C)C

InChI Identifier

InChI=1S/C42H67N11O14S/c1-7-23(6)33-40(62)48-27(10-8-9-16-46-42(43)44)35(57)51-32(22(4)5)41(63)53-19-26(67-68(64,65)66)18-30(53)38(60)47-28(15-17-45-34(56)24-11-13-25(55)14-12-24)36(58)50-31(21(2)3)39(61)49-29(20-54)37(59)52-33/h11-14,21-23,26-33,54-55H,7-10,15-20H2,1-6H3,(H,45,56)(H,47,60)(H,48,62)(H,49,61)(H,50,58)(H,51,57)(H,52,59)(H4,43,44,46)(H,64,65,66)/t23-,26-,27-,28+,29+,30+,31-,32+,33-/m1/s1

InChI Key

RZHQTIDWVZLRBC-UJAYXUTDSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Theonella cupola	-	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cyclic peptides. Cyclic peptides are compounds containing a cyclic moiety bearing a peptide backbone.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Cyclic peptides

Alternative Parents

Substituents

Cyclic alpha peptide
Alpha-amino acid or derivatives
Benzoic acid or derivatives
Benzamide
Benzoyl
1-hydroxy-2-unsubstituted benzenoid
Phenol
Benzenoid
Sulfuric acid ester
Alkyl sulfate
Sulfate-ester
Sulfuric acid monoester
Monocyclic benzene moiety
Cyclic carboximidic acid
Tertiary carboxylic acid amide
Pyrrolidine
Organic sulfuric acid or derivatives
Secondary carboxylic acid amide
Lactam
Guanidine
Carboxamide group
Azacycle
Organoheterocyclic compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Carboximidamide
Polyol
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Organonitrogen compound
Imine
Carbonyl group
Alcohol
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	-1.2	ALOGPS
logP	-3.1	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	-1.7	ChemAxon
pKa (Strongest Basic)	11.32	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	16	ChemAxon
Hydrogen Donor Count	13	ChemAxon
Polar Surface Area	389.97 Å²	ChemAxon
Rotatable Bond Count	16	ChemAxon
Refractivity	251.4 m³·mol⁻¹	ChemAxon
Polarizability	100.95 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

163105911

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Cupolamide A (NP0069757)

MOL for NP0069757 (Cupolamide A)

3D MOL for NP0069757 (Cupolamide A)

3D SDF for NP0069757 (Cupolamide A)

3D-SDF for NP0069757 (Cupolamide A)

PDB for NP0069757 (Cupolamide A)

3D PDB for NP0069757 (Cupolamide A)

SMILES for NP0069757 (Cupolamide A)

INCHI for NP0069757 (Cupolamide A)

Structure for NP0069757 (Cupolamide A)

3D Structure for NP0069757 (Cupolamide A)