NP-MRD: Showing NP-Card for (2s,3ar,6r,7ar)-n-(4-carbamimidamidobutyl)-1-[(2r,3r)-2-{[(2r)-1,2-dihydroxy-3-(4-hydroxyphenyl)propylidene]amino}-3-methylpentanoyl]-6-(sulfooxy)-octahydroindole-2-carboximidic acid (NP0309239)

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Record Information

Version

2.0

Created at

2022-09-11 03:42:13 UTC

Updated at

2022-09-11 03:42:13 UTC

NP-MRD ID

NP0309239

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2s,3ar,6r,7ar)-n-(4-carbamimidamidobutyl)-1-[(2r,3r)-2-{[(2r)-1,2-dihydroxy-3-(4-hydroxyphenyl)propylidene]amino}-3-methylpentanoyl]-6-(sulfooxy)-octahydroindole-2-carboximidic acid

Description

(2S,3aR,6R,7aR)-N-(4-carbamimidamidobutyl)-1-[(2R,3R)-2-{[(2R)-1,2-dihydroxy-3-(4-hydroxyphenyl)propylidene]amino}-3-methylpentanoyl]-6-(sulfooxy)-octahydro-1H-indole-2-carboximidic acid belongs to the class of organic compounds known as isoleucine and derivatives. Isoleucine and derivatives are compounds containing isoleucine or a derivative thereof resulting from reaction of isoleucine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. Based on a literature review very few articles have been published on (2S,3aR,6R,7aR)-N-(4-carbamimidamidobutyl)-1-[(2R,3R)-2-{[(2R)-1,2-dihydroxy-3-(4-hydroxyphenyl)propylidene]amino}-3-methylpentanoyl]-6-(sulfooxy)-octahydro-1H-indole-2-carboximidic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309112205422D          

 45 47  0  0  1  0            999 V2000
    7.0000    0.5645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2154    0.8195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6023    0.2674    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.7738   -0.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8177    0.5224    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6462    1.3293    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2593    1.8814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0439    1.6264    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0877    2.6883    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3031    2.9433    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7008    3.2404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5293    4.0473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.5732    5.1093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.0147    6.4683    0.0000 O   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  1  0  0  0  0
  3  4  1  1  0  0  0
  3  5  1  0  0  0  0
  5  6  1  6  0  0  0
  6  7  2  0  0  0  0
  7  8  1  4  0  0  0
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 35 45  1  0  0  0  0
 45 21  1  1  0  0  0
M  END

     RDKit          3D

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M  END


  Mrv1652309112205422D          

 45 47  0  0  1  0            999 V2000
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    5.7738   -0.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8177    0.5224    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6462    1.3293    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2593    1.8814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0439    1.6264    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0877    2.6883    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3031    2.9433    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7008    3.2404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5293    4.0473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7447    4.3023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5732    5.1093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1862    5.6613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0147    6.4683    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9709    5.4064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1424    4.5994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2046   -0.0297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3761   -0.8366    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4200    0.2253    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7525   -0.2596    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7525   -1.0846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0381   -1.4971    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4670   -1.4971    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4670   -2.3221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1815   -2.7346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8959   -2.3221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6104   -2.7346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3249   -2.3221    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0394   -2.7346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7538   -2.3221    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0394   -3.5596    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0851    0.2253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3400    1.0099    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9275    1.7244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3400    2.4388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1650    2.4388    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5775    3.1533    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1650    3.8678    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.7525    4.5822    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8795    4.2803    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4506    3.4553    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5775    1.7244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1650    1.0099    0.0000 C   0  0  1  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  1  0  0  0
  3  5  1  0  0  0  0
  5  6  1  6  0  0  0
  6  7  2  0  0  0  0
  7  8  1  4  0  0  0
  7  9  1  0  0  0  0
  9 10  1  6  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  2  0  0  0  0
 12 18  1  0  0  0  0
  5 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  6  0  0  0
 23 24  1  0  0  0  0
 23 25  2  0  0  0  0
 25 26  1  4  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 31 33  1  0  0  0  0
 22 34  1  0  0  0  0
 35 34  1  1  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  1  0  0  0
 39 40  1  0  0  0  0
 40 41  2  0  0  0  0
 40 42  2  0  0  0  0
 40 43  1  0  0  0  0
 38 44  1  0  0  0  0
 44 45  1  0  0  0  0
 35 45  1  0  0  0  0
 45 21  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0309239

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC[C@@H](C)[C@@H](N=C(O)[C@H](O)CC1=CC=C(O)C=C1)C(=O)N1[C@@H]2C[C@@H](CC[C@@H]2C[C@H]1C(O)=NCCCCNC(N)=N)OS(O)(=O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C29H46N6O9S/c1-3-17(2)25(34-27(39)24(37)14-18-6-9-20(36)10-7-18)28(40)35-22-16-21(44-45(41,42)43)11-8-19(22)15-23(35)26(38)32-12-4-5-13-33-29(30)31/h6-7,9-10,17,19,21-25,36-37H,3-5,8,11-16H2,1-2H3,(H,32,38)(H,34,39)(H4,30,31,33)(H,41,42,43)/t17-,19-,21-,22-,23+,24-,25-/m1/s1

> <INCHI_KEY>
WZVRXEOKWMIDDV-VUXMZGJBSA-N

> <FORMULA>
C29H46N6O9S

> <MOLECULAR_WEIGHT>
654.78

> <EXACT_MASS>
654.304698259

> <JCHEM_ACCEPTOR_COUNT>
13

> <JCHEM_ATOM_COUNT>
91

> <JCHEM_AVERAGE_POLARIZABILITY>
68.77576437610813

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,3aR,6R,7aR)-N-(4-carbamimidamidobutyl)-1-[(2R,3R)-2-{[(2R)-1,2-dihydroxy-3-(4-hydroxyphenyl)propylidene]amino}-3-methylpentanoyl]-6-(sulfooxy)-octahydro-1H-indole-2-carboximidic acid

> <JCHEM_LOGP>
-0.22093895460090296

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
2.871513422443278

> <JCHEM_PKA_STRONGEST_ACIDIC>
-1.831633429530073

> <JCHEM_PKA_STRONGEST_BASIC>
12.061277194823868

> <JCHEM_POLAR_SURFACE_AREA>
251.44999999999996

> <JCHEM_REFRACTIVITY>
175.0878

> <JCHEM_ROTATABLE_BOND_COUNT>
15

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3aR,6R,7aR)-N-(4-carbamimidamidobutyl)-1-[(2R,3R)-2-{[(2R)-1,2-dihydroxy-3-(4-hydroxyphenyl)propylidene]amino}-3-methylpentanoyl]-6-(sulfooxy)-octahydroindole-2-carboximidic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 11-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-22         0                                  
HETATM    1  C   UNK     0      13.067   1.054   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      11.602   1.530   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      10.458   0.499   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      10.778  -1.007   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.993   0.975   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0       8.673   2.481   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0       9.817   3.512   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      11.282   3.036   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       9.497   5.018   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       8.032   5.494   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      10.642   6.049   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      10.321   7.555   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.857   8.031   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.537   9.537   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.681  10.568   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       9.361  12.074   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      11.146  10.092   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      11.466   8.586   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.849  -0.055   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       8.169  -1.562   0.000  0.00  0.00           O+0
HETATM   21  N   UNK     0       6.384   0.421   0.000  0.00  0.00           N+0
HETATM   22  C   UNK     0       5.138  -0.485   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.138  -2.025   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       3.804  -2.795   0.000  0.00  0.00           O+0
HETATM   25  N   UNK     0       6.472  -2.795   0.000  0.00  0.00           N+0
HETATM   26  C   UNK     0       6.472  -4.335   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       7.805  -5.105   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       9.139  -4.335   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      10.473  -5.105   0.000  0.00  0.00           C+0
HETATM   30  N   UNK     0      11.806  -4.335   0.000  0.00  0.00           N+0
HETATM   31  C   UNK     0      13.140  -5.105   0.000  0.00  0.00           C+0
HETATM   32  N   UNK     0      14.474  -4.335   0.000  0.00  0.00           N+0
HETATM   33  N   UNK     0      13.140  -6.645   0.000  0.00  0.00           N+0
HETATM   34  C   UNK     0       3.892   0.421   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       4.368   1.885   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       3.598   3.219   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       4.368   4.552   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       5.908   4.552   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0       6.678   5.886   0.000  0.00  0.00           O+0
HETATM   40  S   UNK     0       5.908   7.220   0.000  0.00  0.00           S+0
HETATM   41  O   UNK     0       5.138   8.554   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0       7.242   7.990   0.000  0.00  0.00           O+0
HETATM   43  O   UNK     0       4.574   6.450   0.000  0.00  0.00           O+0
HETATM   44  C   UNK     0       6.678   3.219   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0       5.908   1.885   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   19                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13   18                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18                                                       
CONECT   18   17   12                                                       
CONECT   19    5   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22   45                                                  
CONECT   22   21   23   34                                                  
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31                                                            
CONECT   34   22   35                                                       
CONECT   35   34   36   45                                                  
CONECT   36   35   37                                                       
CONECT   37   36   38                                                       
CONECT   38   37   39   44                                                  
CONECT   39   38   40                                                       
CONECT   40   39   41   42   43                                             
CONECT   41   40                                                            
CONECT   42   40                                                            
CONECT   43   40                                                            
CONECT   44   38   45                                                       
CONECT   45   44   35   21                                                  
MASTER        0    0    0    0    0    0    0    0   45    0   94    0
END

View in JSmol

Synonyms

Value	Source
(2S,3AR,6R,7ar)-N-(4-carbamimidamidobutyl)-1-[(2R,3R)-2-{[(2R)-1,2-dihydroxy-3-(4-hydroxyphenyl)propylidene]amino}-3-methylpentanoyl]-6-(sulfooxy)-octahydro-1H-indole-2-carboximidate	Generator
(2S,3AR,6R,7ar)-N-(4-carbamimidamidobutyl)-1-[(2R,3R)-2-{[(2R)-1,2-dihydroxy-3-(4-hydroxyphenyl)propylidene]amino}-3-methylpentanoyl]-6-(sulphooxy)-octahydro-1H-indole-2-carboximidate	Generator
(2S,3AR,6R,7ar)-N-(4-carbamimidamidobutyl)-1-[(2R,3R)-2-{[(2R)-1,2-dihydroxy-3-(4-hydroxyphenyl)propylidene]amino}-3-methylpentanoyl]-6-(sulphooxy)-octahydro-1H-indole-2-carboximidic acid	Generator

Chemical Formula

C₂₉H₄₆N₆O₉S

Average Mass

654.7800 Da

Monoisotopic Mass

654.30470 Da

IUPAC Name

(2S,3aR,6R,7aR)-N-(4-carbamimidamidobutyl)-1-[(2R,3R)-2-{[(2R)-1,2-dihydroxy-3-(4-hydroxyphenyl)propylidene]amino}-3-methylpentanoyl]-6-(sulfooxy)-octahydro-1H-indole-2-carboximidic acid

Traditional Name

(2S,3aR,6R,7aR)-N-(4-carbamimidamidobutyl)-1-[(2R,3R)-2-{[(2R)-1,2-dihydroxy-3-(4-hydroxyphenyl)propylidene]amino}-3-methylpentanoyl]-6-(sulfooxy)-octahydroindole-2-carboximidic acid

CAS Registry Number

Not Available

SMILES

CC[C@@H](C)[C@@H](N=C(O)[C@H](O)CC1=CC=C(O)C=C1)C(=O)N1[C@@H]2C[C@@H](CC[C@@H]2C[C@H]1C(O)=NCCCCNC(N)=N)OS(O)(=O)=O

InChI Identifier

InChI=1S/C29H46N6O9S/c1-3-17(2)25(34-27(39)24(37)14-18-6-9-20(36)10-7-18)28(40)35-22-16-21(44-45(41,42)43)11-8-19(22)15-23(35)26(38)32-12-4-5-13-33-29(30)31/h6-7,9-10,17,19,21-25,36-37H,3-5,8,11-16H2,1-2H3,(H,32,38)(H,34,39)(H4,30,31,33)(H,41,42,43)/t17-,19-,21-,22-,23+,24-,25-/m1/s1

InChI Key

WZVRXEOKWMIDDV-VUXMZGJBSA-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 isoleucine and derivatives. Isoleucine and derivatives are compounds containing isoleucine or a derivative thereof resulting from reaction of isoleucine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Isoleucine and derivatives

Alternative Parents

Substituents

Isoleucine or derivatives
N-acyl-alpha amino acid or derivatives
Alpha-amino acid amide
Indole or derivatives
N-acylpyrrolidine
1-hydroxy-2-unsubstituted benzenoid
Phenol
Monocyclic benzene moiety
Sulfuric acid monoester
Sulfate-ester
Alkyl sulfate
Benzenoid
Sulfuric acid ester
Tertiary carboxylic acid amide
Pyrrolidine
Organic sulfuric acid or derivatives
Secondary alcohol
Carboxamide group
Guanidine
Carboximidic acid
Carboximidic acid derivative
Azacycle
Organoheterocyclic compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Carboximidamide
Hydrocarbon derivative
Imine
Organic oxide
Organopnictogen compound
Organic oxygen compound
Carbonyl group
Organonitrogen compound
Organooxygen compound
Alcohol
Organic nitrogen compound
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	-0.22	ChemAxon
pKa (Strongest Acidic)	-1.8	ChemAxon
pKa (Strongest Basic)	12.06	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	13	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	251.45 Å²	ChemAxon
Rotatable Bond Count	15	ChemAxon
Refractivity	175.09 m³·mol⁻¹	ChemAxon
Polarizability	68.78 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

162871994

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2s,3ar,6r,7ar)-n-(4-carbamimidamidobutyl)-1-[(2r,3r)-2-{[(2r)-1,2-dihydroxy-3-(4-hydroxyphenyl)propylidene]amino}-3-methylpentanoyl]-6-(sulfooxy)-octahydroindole-2-carboximidic acid (NP0309239)

MOL for NP0309239 ((2s,3ar,6r,7ar)-n-(4-carbamimidamidobutyl)-1-[(2r,3r)-2-{[(2r)-1,2-dihydroxy-3-(4-hydroxyphenyl)propylidene]amino}-3-methylpentanoyl]-6-(sulfooxy)-octahydroindole-2-carboximidic acid)

3D MOL for NP0309239 ((2s,3ar,6r,7ar)-n-(4-carbamimidamidobutyl)-1-[(2r,3r)-2-{[(2r)-1,2-dihydroxy-3-(4-hydroxyphenyl)propylidene]amino}-3-methylpentanoyl]-6-(sulfooxy)-octahydroindole-2-carboximidic acid)

3D SDF for NP0309239 ((2s,3ar,6r,7ar)-n-(4-carbamimidamidobutyl)-1-[(2r,3r)-2-{[(2r)-1,2-dihydroxy-3-(4-hydroxyphenyl)propylidene]amino}-3-methylpentanoyl]-6-(sulfooxy)-octahydroindole-2-carboximidic acid)

3D-SDF for NP0309239 ((2s,3ar,6r,7ar)-n-(4-carbamimidamidobutyl)-1-[(2r,3r)-2-{[(2r)-1,2-dihydroxy-3-(4-hydroxyphenyl)propylidene]amino}-3-methylpentanoyl]-6-(sulfooxy)-octahydroindole-2-carboximidic acid)

PDB for NP0309239 ((2s,3ar,6r,7ar)-n-(4-carbamimidamidobutyl)-1-[(2r,3r)-2-{[(2r)-1,2-dihydroxy-3-(4-hydroxyphenyl)propylidene]amino}-3-methylpentanoyl]-6-(sulfooxy)-octahydroindole-2-carboximidic acid)

3D PDB for NP0309239 ((2s,3ar,6r,7ar)-n-(4-carbamimidamidobutyl)-1-[(2r,3r)-2-{[(2r)-1,2-dihydroxy-3-(4-hydroxyphenyl)propylidene]amino}-3-methylpentanoyl]-6-(sulfooxy)-octahydroindole-2-carboximidic acid)

SMILES for NP0309239 ((2s,3ar,6r,7ar)-n-(4-carbamimidamidobutyl)-1-[(2r,3r)-2-{[(2r)-1,2-dihydroxy-3-(4-hydroxyphenyl)propylidene]amino}-3-methylpentanoyl]-6-(sulfooxy)-octahydroindole-2-carboximidic acid)

INCHI for NP0309239 ((2s,3ar,6r,7ar)-n-(4-carbamimidamidobutyl)-1-[(2r,3r)-2-{[(2r)-1,2-dihydroxy-3-(4-hydroxyphenyl)propylidene]amino}-3-methylpentanoyl]-6-(sulfooxy)-octahydroindole-2-carboximidic acid)

Structure for NP0309239 ((2s,3ar,6r,7ar)-n-(4-carbamimidamidobutyl)-1-[(2r,3r)-2-{[(2r)-1,2-dihydroxy-3-(4-hydroxyphenyl)propylidene]amino}-3-methylpentanoyl]-6-(sulfooxy)-octahydroindole-2-carboximidic acid)

3D Structure for NP0309239 ((2s,3ar,6r,7ar)-n-(4-carbamimidamidobutyl)-1-[(2r,3r)-2-{[(2r)-1,2-dihydroxy-3-(4-hydroxyphenyl)propylidene]amino}-3-methylpentanoyl]-6-(sulfooxy)-octahydroindole-2-carboximidic acid)