NP-MRD: Showing NP-Card for ciliatamide B (NP0033583)

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Record Information

Version

1.0

Created at

2021-06-20 17:33:52 UTC

Updated at

2021-06-30 00:03:26 UTC

NP-MRD ID

NP0033583

Secondary Accession Numbers

None

Natural Product Identification

Common Name

ciliatamide B

Provided By

JEOL Database JEOL Logo

Description

Ciliatamides B belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond. ciliatamide B is found in Aaptos ciliata. It was first documented in 2002 (PMID: 33651529). Based on a literature review very few articles have been published on ciliatamides B (PMID: 33079503) (PMID: 26389513) (PMID: 26389498) (PMID: 18257536).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202119333D          

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M  END

     RDKit          3D

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M  END


  Mrv1652306202119333D          

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M  END
> <DATABASE_ID>
NP0033583

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]N(C(=O)[C@@]([H])(N(C(=O)C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H])C([H])([H])[H])C([H])([H])C1=C([H])C([H])=C([H])C([H])=C1[H])[C@]1([H])C(=O)N([H])C([H])([H])C([H])([H])C([H])([H])C1([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C24H37N3O3/c1-3-4-5-6-10-16-22(28)27(2)21(18-19-13-8-7-9-14-19)24(30)26-20-15-11-12-17-25-23(20)29/h7-9,13-14,20-21H,3-6,10-12,15-18H2,1-2H3,(H,25,29)(H,26,30)/t20-,21-/m0/s1

> <INCHI_KEY>
FNPKNWJUFWGJJV-SFTDATJTSA-N

> <FORMULA>
C24H37N3O3

> <MOLECULAR_WEIGHT>
415.578

> <EXACT_MASS>
415.283492063

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
67

> <JCHEM_AVERAGE_POLARIZABILITY>
47.30803855969013

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N-methyl-N-[(1S)-1-{[(3S)-2-oxoazepan-3-yl]carbamoyl}-2-phenylethyl]octanamide

> <ALOGPS_LOGP>
3.65

> <JCHEM_LOGP>
3.4172895253333317

> <ALOGPS_LOGS>
-4.59

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.232743873702795

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.677162216489883

> <JCHEM_PKA_STRONGEST_BASIC>
-1.2464471471049636

> <JCHEM_POLAR_SURFACE_AREA>
78.51

> <JCHEM_REFRACTIVITY>
118.49839999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.07e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-methyl-N-[(1S)-1-{[(3S)-2-oxoazepan-3-yl]carbamoyl}-2-phenylethyl]octanamide

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

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M  END

HEADER    PROTEIN                                 20-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUN-21         0                                  
HETATM    1  C   UNK     0      -0.011   5.275   1.714  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.853   4.108   1.260  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.953   3.802   2.272  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.958   2.740   1.810  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.360   1.344   1.599  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.025   1.054   0.131  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.444  -0.348  -0.066  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.006  -0.488   0.416  0.00  0.00           C+0
HETATM    9  O   UNK     0      -0.644   0.490   0.784  0.00  0.00           O+0
HETATM   10  N   UNK     0      -0.547  -1.764   0.398  0.00  0.00           N+0
HETATM   11  C   UNK     0       0.146  -2.960  -0.066  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.884  -1.975   1.016  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.975  -1.605   2.511  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.972  -2.342   3.371  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.185  -1.692   3.823  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.125  -2.377   4.594  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.917  -3.715   4.922  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.232  -4.370   4.481  0.00  0.00           C+0
HETATM   19  C   UNK     0      -1.173  -3.687   3.709  0.00  0.00           C+0
HETATM   20  C   UNK     0      -3.027  -1.311   0.214  0.00  0.00           C+0
HETATM   21  O   UNK     0      -4.148  -1.113   0.680  0.00  0.00           O+0
HETATM   22  N   UNK     0      -2.749  -1.121  -1.119  0.00  0.00           N+0
HETATM   23  C   UNK     0      -3.698  -0.559  -2.069  0.00  0.00           C+0
HETATM   24  C   UNK     0      -3.800   0.962  -1.910  0.00  0.00           C+0
HETATM   25  C   UNK     0      -5.092   1.546  -2.483  0.00  0.00           C+0
HETATM   26  C   UNK     0      -5.229   1.436  -4.002  0.00  0.00           C+0
HETATM   27  C   UNK     0      -5.270   0.001  -4.510  0.00  0.00           C+0
HETATM   28  N   UNK     0      -3.961  -0.610  -4.547  0.00  0.00           N+0
HETATM   29  C   UNK     0      -3.182  -0.926  -3.472  0.00  0.00           C+0
HETATM   30  O   UNK     0      -2.095  -1.479  -3.656  0.00  0.00           O+0
HETATM   31  H   UNK     0      -0.798   5.472   0.980  0.00  0.00           H+0
HETATM   32  H   UNK     0      -0.489   5.059   2.675  0.00  0.00           H+0
HETATM   33  H   UNK     0       0.586   6.186   1.824  0.00  0.00           H+0
HETATM   34  H   UNK     0       1.295   4.346   0.286  0.00  0.00           H+0
HETATM   35  H   UNK     0       0.208   3.233   1.127  0.00  0.00           H+0
HETATM   36  H   UNK     0       1.501   3.486   3.221  0.00  0.00           H+0
HETATM   37  H   UNK     0       2.511   4.723   2.486  0.00  0.00           H+0
HETATM   38  H   UNK     0       3.722   2.662   2.594  0.00  0.00           H+0
HETATM   39  H   UNK     0       3.478   3.082   0.908  0.00  0.00           H+0
HETATM   40  H   UNK     0       3.101   0.604   1.926  0.00  0.00           H+0
HETATM   41  H   UNK     0       1.483   1.207   2.240  0.00  0.00           H+0
HETATM   42  H   UNK     0       1.337   1.805  -0.269  0.00  0.00           H+0
HETATM   43  H   UNK     0       2.947   1.129  -0.458  0.00  0.00           H+0
HETATM   44  H   UNK     0       1.450  -0.574  -1.139  0.00  0.00           H+0
HETATM   45  H   UNK     0       2.074  -1.081   0.448  0.00  0.00           H+0
HETATM   46  H   UNK     0       1.031  -2.729  -0.661  0.00  0.00           H+0
HETATM   47  H   UNK     0      -0.536  -3.547  -0.688  0.00  0.00           H+0
HETATM   48  H   UNK     0       0.447  -3.549   0.805  0.00  0.00           H+0
HETATM   49  H   UNK     0      -2.094  -3.051   0.930  0.00  0.00           H+0
HETATM   50  H   UNK     0      -1.868  -0.524   2.660  0.00  0.00           H+0
HETATM   51  H   UNK     0      -2.979  -1.838   2.891  0.00  0.00           H+0
HETATM   52  H   UNK     0       0.356  -0.646   3.578  0.00  0.00           H+0
HETATM   53  H   UNK     0       2.017  -1.863   4.943  0.00  0.00           H+0
HETATM   54  H   UNK     0       1.648  -4.246   5.526  0.00  0.00           H+0
HETATM   55  H   UNK     0      -0.397  -5.412   4.743  0.00  0.00           H+0
HETATM   56  H   UNK     0      -2.068  -4.210   3.377  0.00  0.00           H+0
HETATM   57  H   UNK     0      -1.819  -1.345  -1.461  0.00  0.00           H+0
HETATM   58  H   UNK     0      -4.664  -1.046  -1.897  0.00  0.00           H+0
HETATM   59  H   UNK     0      -3.768   1.226  -0.846  0.00  0.00           H+0
HETATM   60  H   UNK     0      -2.935   1.455  -2.372  0.00  0.00           H+0
HETATM   61  H   UNK     0      -5.136   2.609  -2.214  0.00  0.00           H+0
HETATM   62  H   UNK     0      -5.955   1.070  -2.001  0.00  0.00           H+0
HETATM   63  H   UNK     0      -4.416   1.989  -4.488  0.00  0.00           H+0
HETATM   64  H   UNK     0      -6.166   1.930  -4.288  0.00  0.00           H+0
HETATM   65  H   UNK     0      -5.645  -0.013  -5.539  0.00  0.00           H+0
HETATM   66  H   UNK     0      -5.935  -0.621  -3.901  0.00  0.00           H+0
HETATM   67  H   UNK     0      -3.565  -0.878  -5.440  0.00  0.00           H+0
CONECT    1    2   31   32   33                                             
CONECT    2    3    1   34   35                                             
CONECT    3    4    2   36   37                                             
CONECT    4    5    3   38   39                                             
CONECT    5    6    4   40   41                                             
CONECT    6    7    5   42   43                                             
CONECT    7    6    8   44   45                                             
CONECT    8    9   10    7                                                  
CONECT    9    8                                                            
CONECT   10   12    8   11                                                  
CONECT   11   10   46   47   48                                             
CONECT   12   10   13   20   49                                             
CONECT   13   12   14   50   51                                             
CONECT   14   15   19   13                                                  
CONECT   15   14   16   52                                                  
CONECT   16   15   17   53                                                  
CONECT   17   16   18   54                                                  
CONECT   18   17   19   55                                                  
CONECT   19   18   14   56                                                  
CONECT   20   22   12   21                                                  
CONECT   21   20                                                            
CONECT   22   20   23   57                                                  
CONECT   23   22   29   24   58                                             
CONECT   24   25   23   59   60                                             
CONECT   25   26   24   61   62                                             
CONECT   26   27   25   63   64                                             
CONECT   27   26   28   65   66                                             
CONECT   28   27   29   67                                                  
CONECT   29   28   23   30                                                  
CONECT   30   29                                                            
CONECT   31    1                                                            
CONECT   32    1                                                            
CONECT   33    1                                                            
CONECT   34    2                                                            
CONECT   35    2                                                            
CONECT   36    3                                                            
CONECT   37    3                                                            
CONECT   38    4                                                            
CONECT   39    4                                                            
CONECT   40    5                                                            
CONECT   41    5                                                            
CONECT   42    6                                                            
CONECT   43    6                                                            
CONECT   44    7                                                            
CONECT   45    7                                                            
CONECT   46   11                                                            
CONECT   47   11                                                            
CONECT   48   11                                                            
CONECT   49   12                                                            
CONECT   50   13                                                            
CONECT   51   13                                                            
CONECT   52   15                                                            
CONECT   53   16                                                            
CONECT   54   17                                                            
CONECT   55   18                                                            
CONECT   56   19                                                            
CONECT   57   22                                                            
CONECT   58   23                                                            
CONECT   59   24                                                            
CONECT   60   24                                                            
CONECT   61   25                                                            
CONECT   62   25                                                            
CONECT   63   26                                                            
CONECT   64   26                                                            
CONECT   65   27                                                            
CONECT   66   27                                                            
CONECT   67   28                                                            
MASTER        0    0    0    0    0    0    0    0   67    0  136    0
END

RDKit          3D

67 68  0  0  0  0  0  0  0  0999 V2000
   -0.0111    5.2753    1.7142 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8525    4.1081    1.2596 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9534    3.8016    2.2725 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9577    2.7400    1.8101 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3601    1.3443    1.5994 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0248    1.0541    0.1312 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4435   -0.3480   -0.0662 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0060   -0.4878    0.4160 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6436    0.4904    0.7841 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5471   -1.7642    0.3983 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1464   -2.9597   -0.0657 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8836   -1.9753    1.0164 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9750   -1.6050    2.5112 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9715   -2.3422    3.3707 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1845   -1.6925    3.8234 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1247   -2.3767    4.5942 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9170   -3.7153    4.9217 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2320   -4.3698    4.4809 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.0274   -1.3110    0.2135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1481   -1.1130    0.6796 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.6979   -0.5594   -2.0694 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.8000    0.9616   -1.9104 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0918    1.5461   -2.4834 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2288    1.4361   -4.0016 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2699    0.0005   -4.5098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9607   -0.6102   -4.5466 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1819   -0.9255   -3.4717 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0946   -1.4789   -3.6561 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7984    5.4723    0.9798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4888    5.0586    2.6750 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5859    6.1862    1.8242 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2945    4.3464    0.2856 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2080    3.2333    1.1274 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5007    3.4857    3.2206 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5107    4.7225    2.4859 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7223    2.6624    2.5940 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4783    3.0821    0.9078 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1013    0.6035    1.9263 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4827    1.2068    2.2401 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3368    1.8047   -0.2694 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9473    1.1285   -0.4582 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4504   -0.5739   -1.1391 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0743   -1.0811    0.4484 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0306   -2.7295   -0.6605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5358   -3.5472   -0.6877 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4469   -3.5492    0.8048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0944   -3.0513    0.9298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8677   -0.5242    2.6598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9791   -1.8378    2.8912 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3559   -0.6464    3.5777 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0166   -1.8629    4.9428 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6475   -4.2464    5.5261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3974   -5.4115    4.7429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0677   -4.2099    3.3775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8188   -1.3453   -1.4612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6643   -1.0461   -1.8973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7680    1.2259   -0.8458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9349    1.4547   -2.3724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1364    2.6088   -2.2140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9546    1.0702   -2.0011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4163    1.9894   -4.4883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1656    1.9298   -4.2876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6452   -0.0125   -5.5386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9354   -0.6209   -3.9014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5648   -0.8779   -5.4404 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  1  0
  8  9  2  0
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 24 60  1  0
 11 46  1  0
 11 47  1  0
 11 48  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₄H₃₇N₃O₃

Average Mass

415.5780 Da

Monoisotopic Mass

415.28349 Da

IUPAC Name

N-methyl-N-[(1S)-1-{[(3S)-2-oxoazepan-3-yl]carbamoyl}-2-phenylethyl]octanamide

Traditional Name

N-methyl-N-[(1S)-1-{[(3S)-2-oxoazepan-3-yl]carbamoyl}-2-phenylethyl]octanamide

CAS Registry Number

Not Available

SMILES

[H]N(C(=O)[C@@]([H])(N(C(=O)C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H])C([H])([H])[H])C([H])([H])C1=C([H])C([H])=C([H])C([H])=C1[H])[C@]1([H])C(=O)N([H])C([H])([H])C([H])([H])C([H])([H])C1([H])[H]

InChI Identifier

InChI=1S/C24H37N3O3/c1-3-4-5-6-10-16-22(28)27(2)21(18-19-13-8-7-9-14-19)24(30)26-20-15-11-12-17-25-23(20)29/h7-9,13-14,20-21H,3-6,10-12,15-18H2,1-2H3,(H,25,29)(H,26,30)/t20-,21-/m0/s1

InChI Key

FNPKNWJUFWGJJV-SFTDATJTSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CD₃CN, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CD₃CN, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CD₃CN, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CD₃CN, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CD₃CN, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CD₃CN, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CD₃CN, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CD₃CN, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CD₃CN, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CD₃CN, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CD₃CN, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CD₃CN, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CD₃CN, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CD₃CN, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CD₃CN, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CD₃CN, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CD₃CN, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CD₃CN, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CD₃CN, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CD₃CN, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Aaptos ciliata	JEOL database	Nakao, Y., et al, J. Nat. Prod. 71, 469 (2008)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Dipeptides

Alternative Parents

Substituents

Alpha-dipeptide
Phenylalanine or derivatives
N-acyl-alpha amino acid or derivatives
Alpha-amino acid or derivatives
Amphetamine or derivatives
Caprolactam
Azepane
Monocyclic benzene moiety
Fatty amide
Fatty acyl
N-acyl-amine
Benzenoid
Tertiary carboxylic acid amide
Lactam
Secondary carboxylic acid amide
Carboxamide group
Azacycle
Organoheterocyclic compound
Organic nitrogen compound
Organonitrogen compound
Carbonyl group
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic 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	3.65	ALOGPS
logP	3.42	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	12.68	ChemAxon
pKa (Strongest Basic)	-1.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	78.51 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	118.5 m³·mol⁻¹	ChemAxon
Polarizability	47.31 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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

23314432

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

24854117

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Authors unspecified: Curcumin (Curcuma, Turmeric) and Cancer (PDQ(R)): Health Professional Version. 2002. [PubMed:33651529 ]
Authors unspecified: Cancer Therapy Interactions With Foods and Dietary Supplements (PDQ(R)): Health Professional Version. 2002. [PubMed:33079503 ]
Authors unspecified: Planning the Transition to End-of-Life Care in Advanced Cancer (PDQ(R)): Health Professional Version. 2002. [PubMed:26389513 ]
Authors unspecified: Childhood Central Nervous System Germ Cell Tumors Treatment (PDQ(R)): Health Professional Version. 2002. [PubMed:26389498 ]
Nakao Y, Kawatsu S, Okamoto C, Okamoto M, Matsumoto Y, Matsunaga S, van Soest RW, Fusetani N: Ciliatamides A-C, bioactive lipopeptides from the deep-sea sponge Aaptos ciliata. J Nat Prod. 2008 Mar;71(3):469-72. doi: 10.1021/np8000317. Epub 2008 Feb 8. [PubMed:18257536 ]
Nakao, Y., et al. (2008). Nakao, Y., et al, J. Nat. Prod. 71, 469 (2008) . J. Nat. Prod..

Showing NP-Card for ciliatamide B (NP0033583)

MOL for NP0033583 (ciliatamide B)

3D MOL for NP0033583 (ciliatamide B)

3D SDF for NP0033583 (ciliatamide B)

3D-SDF for NP0033583 (ciliatamide B)

PDB for NP0033583 (ciliatamide B)

3D PDB for NP0033583 (ciliatamide B)

SMILES for NP0033583 (ciliatamide B)

INCHI for NP0033583 (ciliatamide B)

Structure for NP0033583 (ciliatamide B)

3D Structure for NP0033583 (ciliatamide B)