NP-MRD: Showing NP-Card for (-)-Paliurine H (NP0075638)

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Record Information

Version

2.0

Created at

2022-04-28 20:53:46 UTC

Updated at

2022-04-28 20:53:46 UTC

NP-MRD ID

NP0075638

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(-)-Paliurine H

Description

(2S,3R)-N-[(2S,3R)-1-[(3S,7S,10S,13E)-10-[(2R)-butan-2-yl]-8,11-dihydroxy-16-methoxy-2-oxa-6,9,12-triazatricyclo[13.3.1.0³,⁷]Nonadeca-1(18),8,11,13,15(19),16-hexaen-6-yl]-3-methyl-1-oxopentan-2-yl]-3-methyl-2-(methylamino)pentanimidic acid belongs to the class of organic compounds known as cyclic peptides. Cyclic peptides are compounds containing a cyclic moiety bearing a peptide backbone. Based on a literature review very few articles have been published on (2S,3R)-N-[(2S,3R)-1-[(3S,7S,10S,13E)-10-[(2R)-butan-2-yl]-8,11-dihydroxy-16-methoxy-2-oxa-6,9,12-triazatricyclo[13.3.1.0³,⁷]Nonadeca-1(18),8,11,13,15(19),16-hexaen-6-yl]-3-methyl-1-oxopentan-2-yl]-3-methyl-2-(methylamino)pentanimidic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282222532D          

 44 46  0  0  1  0            999 V2000
    0.4332    1.3185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9019    0.6395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3891    1.2520    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8868    1.9100    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7364    2.1629    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8028    2.9853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0412    3.3025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6192    4.1006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2031    4.1671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6718    3.4881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4941    3.5546    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9628    2.8756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7851    2.9420    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6092    2.1303    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7869    2.0638    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0779    1.4513    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9002    1.5177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3689    0.8388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7242    0.7060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3287    4.5657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.8610   -1.6074    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0509   -1.7633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2191   -2.5429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4011   -2.2310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
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 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
  1 15  1  0  0  0  0
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  8 20  2  0  0  0  0
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  6 22  1  0  0  0  0
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  3 27  1  1  0  0  0
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 30 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 41 44  1  1  0  0  0
M  END

     RDKit          3D

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M  END


  Mrv1652304282222532D          

 44 46  0  0  1  0            999 V2000
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    0.9019    0.6395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3891    1.2520    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8868    1.9100    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7364    2.1629    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8028    2.9853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0412    3.3025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6192    4.1006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2031    4.1671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6718    3.4881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4941    3.5546    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9628    2.8756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7851    2.9420    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6092    2.1303    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7869    2.0638    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0779    1.4513    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9002    1.5177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3689    0.8388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7242    0.7060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3287    4.5657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1315    4.3759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3686    3.5857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1858    5.3782    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4107    5.6608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6664    1.6399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6504    0.8151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8610    0.5754    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5910   -0.2042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2191   -0.3601    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1311   -0.8278    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9412   -0.6719    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4813   -1.2956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2113   -2.0751    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2914   -1.1397    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5615   -0.3601    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3716   -0.2042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8315   -1.7633    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.6417   -1.6074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1818   -2.2310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5615   -2.5429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8610   -1.6074    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0509   -1.7633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2191   -2.5429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4011   -2.2310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
  1 15  1  0  0  0  0
 14 16  1  6  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 16 19  1  1  0  0  0
  8 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
  6 22  1  0  0  0  0
 20 23  1  0  0  0  0
 23 24  1  0  0  0  0
  4 25  1  1  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
  3 27  1  1  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 28 30  1  0  0  0  0
 30 31  1  6  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 32 34  1  0  0  0  0
 34 35  1  6  0  0  0
 35 36  1  0  0  0  0
 34 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 37 40  1  6  0  0  0
 30 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 41 44  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0075638

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC[C@@H](C)[C@H](NC)C(=O)N[C@@H]([C@H](C)CC)C(=O)N1CC[C@@H]2OC3=CC(\C=C\NC(=O)[C@@H](NC(=O)[C@@H]12)[C@H](C)CC)=C(OC)C=C3

> <INCHI_IDENTIFIER>
InChI=1S/C33H51N5O6/c1-9-19(4)26(34-7)31(40)37-28(21(6)11-3)33(42)38-17-15-25-29(38)32(41)36-27(20(5)10-2)30(39)35-16-14-22-18-23(44-25)12-13-24(22)43-8/h12-14,16,18-21,25-29,34H,9-11,15,17H2,1-8H3,(H,35,39)(H,36,41)(H,37,40)/b16-14+/t19-,20-,21-,25+,26+,27+,28+,29+/m1/s1

> <INCHI_KEY>
XVZRBFRCIURJSU-VUUZRUQNSA-N

> <FORMULA>
C33H51N5O6

> <MOLECULAR_WEIGHT>
613.8

> <EXACT_MASS>
613.383934382

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
95

> <JCHEM_AVERAGE_POLARIZABILITY>
66.08421587740345

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,3R)-N-[(2S,3R)-1-[(3S,7S,10S,13E)-10-[(2R)-butan-2-yl]-16-methoxy-8,11-dioxo-2-oxa-6,9,12-triazatricyclo[13.3.1.0^{3,7}]nonadeca-1(19),13,15,17-tetraen-6-yl]-3-methyl-1-oxopentan-2-yl]-3-methyl-2-(methylamino)pentanamide

> <ALOGPS_LOGP>
3.07

> <JCHEM_LOGP>
3.0932530673333325

> <ALOGPS_LOGS>
-4.35

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
12.27352148801909

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.980511627666832

> <JCHEM_PKA_STRONGEST_BASIC>
8.920342953025832

> <JCHEM_POLAR_SURFACE_AREA>
138.1

> <JCHEM_REFRACTIVITY>
167.80560000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.74e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3R)-N-[(2S,3R)-1-[(3S,7S,10S,13E)-10-[(2R)-butan-2-yl]-16-methoxy-8,11-dioxo-2-oxa-6,9,12-triazatricyclo[13.3.1.0^{3,7}]nonadeca-1(19),13,15,17-tetraen-6-yl]-3-methyl-1-oxopentan-2-yl]-3-methyl-2-(methylamino)pentanamide

> <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  C   UNK     0       0.809   2.461   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       1.684   1.194   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -0.726   2.337   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.655   3.565   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -3.241   4.038   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      -3.365   5.573   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.944   6.165   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.156   7.655   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.379   7.779   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.254   6.511   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0       2.789   6.635   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0       3.664   5.368   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       5.199   5.492   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       3.004   3.976   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0       1.469   3.852   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0       3.879   2.709   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.414   2.833   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.289   1.566   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.219   1.318   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -2.480   8.523   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -3.979   8.168   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -4.421   6.693   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -2.213  10.039   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      -0.767  10.567   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -3.111   3.061   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -3.081   1.522   0.000  0.00  0.00           C+0
HETATM   27  N   UNK     0      -1.607   1.074   0.000  0.00  0.00           N+0
HETATM   28  C   UNK     0      -1.103  -0.381   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       0.409  -0.672   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      -2.111  -1.545   0.000  0.00  0.00           C+0
HETATM   31  N   UNK     0      -3.624  -1.254   0.000  0.00  0.00           N+0
HETATM   32  C   UNK     0      -4.632  -2.418   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      -4.128  -3.874   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0      -6.144  -2.127   0.000  0.00  0.00           C+0
HETATM   35  N   UNK     0      -6.648  -0.672   0.000  0.00  0.00           N+0
HETATM   36  C   UNK     0      -8.160  -0.381   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      -7.152  -3.292   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      -8.664  -3.000   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      -9.673  -4.165   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      -6.648  -4.747   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      -1.607  -3.000   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      -0.095  -3.292   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       0.409  -4.747   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      -2.615  -4.165   0.000  0.00  0.00           C+0
CONECT    1    2    3   15                                                  
CONECT    2    1                                                            
CONECT    3    1    4   27                                                  
CONECT    4    3    5   25                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   22                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   20                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   16                                                  
CONECT   15   14    1                                                       
CONECT   16   14   17   19                                                  
CONECT   17   16   18                                                       
CONECT   18   17                                                            
CONECT   19   16                                                            
CONECT   20    8   21   23                                                  
CONECT   21   20   22                                                       
CONECT   22   21    6                                                       
CONECT   23   20   24                                                       
CONECT   24   23                                                            
CONECT   25    4   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26    3   28                                                  
CONECT   28   27   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   31   41                                                  
CONECT   31   30   32                                                       
CONECT   32   31   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32   35   37                                                  
CONECT   35   34   36                                                       
CONECT   36   35                                                            
CONECT   37   34   38   40                                                  
CONECT   38   37   39                                                       
CONECT   39   38                                                            
CONECT   40   37                                                            
CONECT   41   30   42   44                                                  
CONECT   42   41   43                                                       
CONECT   43   42                                                            
CONECT   44   41                                                            
MASTER        0    0    0    0    0    0    0    0   44    0   92    0
END

View in JSmol

Synonyms

Value	Source
(2S,3R)-N-[(2S,3R)-1-[(3S,7S,10S,13E)-10-[(2R)-Butan-2-yl]-8,11-dihydroxy-16-methoxy-2-oxa-6,9,12-triazatricyclo[13.3.1.0,]nonadeca-1(18),8,11,13,15(19),16-hexaen-6-yl]-3-methyl-1-oxopentan-2-yl]-3-methyl-2-(methylamino)pentanimidate	Generator

Chemical Formula

C₃₃H₅₁N₅O₆

Average Mass

613.8000 Da

Monoisotopic Mass

613.38393 Da

IUPAC Name

(2S,3R)-N-[(2S,3R)-1-[(3S,7S,10S,13E)-10-[(2R)-butan-2-yl]-16-methoxy-8,11-dioxo-2-oxa-6,9,12-triazatricyclo[13.3.1.0^{3,7}]nonadeca-1(19),13,15,17-tetraen-6-yl]-3-methyl-1-oxopentan-2-yl]-3-methyl-2-(methylamino)pentanamide

Traditional Name

CAS Registry Number

Not Available

SMILES

CC[C@@H](C)[C@H](NC)C(=O)N[C@@H]([C@H](C)CC)C(=O)N1CC[C@@H]2OC3=CC(\C=C\NC(=O)[C@@H](NC(=O)[C@@H]12)[C@H](C)CC)=C(OC)C=C3

InChI Identifier

InChI=1S/C33H51N5O6/c1-9-19(4)26(34-7)31(40)37-28(21(6)11-3)33(42)38-17-15-25-29(38)32(41)36-27(20(5)10-2)30(39)35-16-14-22-18-23(44-25)12-13-24(22)43-8/h12-14,16,18-21,25-29,34H,9-11,15,17H2,1-8H3,(H,35,39)(H,36,41)(H,37,40)/b16-14+/t19-,20-,21-,25+,26+,27+,28+,29+/m1/s1

InChI Key

XVZRBFRCIURJSU-VUUZRUQNSA-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

Not Available

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
Isoleucine or derivatives
N-acyl-alpha amino acid or derivatives
Alpha-amino acid amide
Alpha-amino acid or derivatives
N-acylpyrrolidine
Anisole
Alkyl aryl ether
Benzenoid
Cyclic carboximidic acid
Tertiary carboxylic acid amide
Pyrrolidine
Carboxamide group
Amino acid or derivatives
Oxacycle
Azacycle
Organoheterocyclic compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Secondary amine
Ether
Secondary aliphatic amine
Carboximidic acid derivative
Carboximidic acid
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
Amine
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	3.07	ALOGPS
logP	3.09	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	10.98	ChemAxon
pKa (Strongest Basic)	8.92	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	138.1 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	167.81 m³·mol⁻¹	ChemAxon
Polarizability	66.08 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

163106641

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for (-)-Paliurine H (NP0075638)

MOL for NP0075638 ((-)-Paliurine H)

3D MOL for NP0075638 ((-)-Paliurine H)

3D SDF for NP0075638 ((-)-Paliurine H)

3D-SDF for NP0075638 ((-)-Paliurine H)

PDB for NP0075638 ((-)-Paliurine H)

3D PDB for NP0075638 ((-)-Paliurine H)

SMILES for NP0075638 ((-)-Paliurine H)

INCHI for NP0075638 ((-)-Paliurine H)

Structure for NP0075638 ((-)-Paliurine H)

3D Structure for NP0075638 ((-)-Paliurine H)