MiMeDB: Showing metabocard for Lysylleucine (MMDBc0000471)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2020-12-10 18:38:31 UTC

Update Date

2024-04-30 19:32:32 UTC

Metabolite ID

MMDBc0000471

Metabolite Identification

Common Name

Lysylleucine

Description

Lysylleucine is a dipeptide composed of lysine and leucine. It is an incomplete breakdown product of protein digestion or protein catabolism. Dipeptides are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond. Some dipeptides are known to have physiological or cell-signalling effects although most are simply short-lived intermediates on their way to specific amino acid degradation pathways following further proteolysis.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0028955
     RDKit          3D
Lysylleucine
 43 42  0  0  0  0  0  0  0  0999 V2000
   -2.8474    2.0094    0.5555 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7098    0.9803   -0.5593 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5475    1.4936   -1.7111 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1407   -0.3742   -0.1304 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3590   -0.9599    1.0270 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9742   -1.1763    0.7802 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3505   -1.3817   -0.4589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9732   -1.4167   -1.5690 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1254   -1.5749   -0.5269 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5145   -1.7634   -1.8891 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8481   -0.4002    0.1225 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3281   -0.6898    0.0027 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1775    0.3864    0.6019 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9543    1.7340   -0.0586 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8484    2.6709    0.6332 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0098   -2.1805    1.4868 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3244   -3.2512    1.6151 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3674   -2.2622    1.8053 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7728    1.8964    1.1228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8714    3.0022    0.0596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9304    2.0207    1.2069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6543    0.9830   -0.8633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5977    1.6864   -1.3534 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6063    0.7904   -2.5473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1541    2.4977   -1.9929 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1993   -0.2853    0.2541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1897   -1.1150   -0.9364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4346   -0.1793    1.8543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3247   -1.1843    1.6341 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3850   -2.4779    0.0550 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0571   -2.6359   -2.0623 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8768   -0.9268   -2.3573 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5404    0.5361   -0.3390 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5456   -0.4030    1.1895 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6356   -0.8891   -1.0329 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5210   -1.6212    0.5761 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0721    0.4507    1.6913 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2392    0.1187    0.4008 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2866    1.7250   -1.1167 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9098    2.0606   -0.0387 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4635    2.9524    1.5627 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7254    2.1368    0.8240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7154   -2.9830    2.4279 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
  5 16  1  0
 16 17  2  0
 16 18  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  3 23  1  0
  3 24  1  0
  3 25  1  0
  4 26  1  0
  4 27  1  0
  5 28  1  1
  6 29  1  0
  9 30  1  1
 10 31  1  0
 10 32  1  0
 11 33  1  0
 11 34  1  0
 12 35  1  0
 12 36  1  0
 13 37  1  0
 13 38  1  0
 14 39  1  0
 14 40  1  0
 15 41  1  0
 15 42  1  0
 18 43  1  0
M  END


  Mrv1652304062013592D          

 18 17  0  0  0  0            999 V2000
10001.807510000.0195    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10001.0931 9999.6070    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10000.378610000.0195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.6633 9999.6070    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9998.949310000.0195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.2353 9999.6070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.519210000.0195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.8051 9999.6070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.089010000.0195    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9999.6633 9998.7821    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10000.378610000.8450    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10002.5220 9999.6070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.236410000.0195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.9509 9999.6070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.807510000.8450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.522010001.2578    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.093110001.2578    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10003.236410000.8445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 12  1  0  0  0  0
  1 15  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3 11  2  0  0  0  0
  4  5  1  0  0  0  0
  4 10  1  1  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  2  0  0  0  0
 13 18  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0000471

> <DATABASE_NAME>
MIME

> <SMILES>
CC(C)C[C@H](NC(=O)[C@@H](N)CCCCN)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C12H25N3O3/c1-8(2)7-10(12(17)18)15-11(16)9(14)5-3-4-6-13/h8-10H,3-7,13-14H2,1-2H3,(H,15,16)(H,17,18)/t9-,10-/m0/s1

> <INCHI_KEY>
ATIPDCIQTUXABX-UWVGGRQHSA-N

> <FORMULA>
C12H25N3O3

> <MOLECULAR_WEIGHT>
259.35

> <EXACT_MASS>
259.189591677

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
43

> <JCHEM_AVERAGE_POLARIZABILITY>
29.210446709448675

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-[(2S)-2,6-diaminohexanamido]-4-methylpentanoic acid

> <ALOGPS_LOGP>
-1.96

> <JCHEM_LOGP>
-2.3785867865917845

> <ALOGPS_LOGS>
-1.72

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
14.033209072002542

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.8717152066782328

> <JCHEM_PKA_STRONGEST_BASIC>
10.212738001429575

> <JCHEM_POLAR_SURFACE_AREA>
118.44

> <JCHEM_REFRACTIVITY>
68.7805

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.00e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2-[(2S)-2,6-diaminohexanamido]-4-methylpentanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0028955
     RDKit          3D
Lysylleucine
 43 42  0  0  0  0  0  0  0  0999 V2000
   -2.8474    2.0094    0.5555 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7098    0.9803   -0.5593 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5475    1.4936   -1.7111 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1407   -0.3742   -0.1304 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3590   -0.9599    1.0270 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9742   -1.1763    0.7802 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3505   -1.3817   -0.4589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9732   -1.4167   -1.5690 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1254   -1.5749   -0.5269 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5145   -1.7634   -1.8891 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8481   -0.4002    0.1225 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3281   -0.6898    0.0027 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1775    0.3864    0.6019 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9543    1.7340   -0.0586 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8484    2.6709    0.6332 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0098   -2.1805    1.4868 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3244   -3.2512    1.6151 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3674   -2.2622    1.8053 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7728    1.8964    1.1228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8714    3.0022    0.0596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9304    2.0207    1.2069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6543    0.9830   -0.8633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5977    1.6864   -1.3534 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6063    0.7904   -2.5473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1541    2.4977   -1.9929 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1993   -0.2853    0.2541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1897   -1.1150   -0.9364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4346   -0.1793    1.8543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3247   -1.1843    1.6341 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3850   -2.4779    0.0550 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0571   -2.6359   -2.0623 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8768   -0.9268   -2.3573 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5404    0.5361   -0.3390 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5456   -0.4030    1.1895 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6356   -0.8891   -1.0329 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5210   -1.6212    0.5761 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0721    0.4507    1.6913 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2392    0.1187    0.4008 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2866    1.7250   -1.1167 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9098    2.0606   -0.0387 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4635    2.9524    1.5627 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7254    2.1368    0.8240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7154   -2.9830    2.4279 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
  5 16  1  0
 16 17  2  0
 16 18  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  3 23  1  0
  3 24  1  0
  3 25  1  0
  4 26  1  0
  4 27  1  0
  5 28  1  1
  6 29  1  0
  9 30  1  1
 10 31  1  0
 10 32  1  0
 11 33  1  0
 11 34  1  0
 12 35  1  0
 12 36  1  0
 13 37  1  0
 13 38  1  0
 14 39  1  0
 14 40  1  0
 15 41  1  0
 15 42  1  0
 18 43  1  0
M  END

HEADER    PROTEIN                                 06-APR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-APR-20         0                                  
HETATM    1  C   UNK     0    8670.0418666.703   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0    8668.7078665.933   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0    8667.3738666.703   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0    8666.0388665.933   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0    8664.7058666.703   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0    8663.3738665.933   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0    8662.0368666.703   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    8660.7038665.933   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0    8659.3668666.703   0.000  0.00  0.00           N+0
HETATM   10  N   UNK     0    8666.0388664.393   0.000  0.00  0.00           N+0
HETATM   11  O   UNK     0    8667.3738668.244   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0    8671.3748665.933   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8672.7088666.703   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8674.0428665.933   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8670.0418668.244   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0    8671.3748669.015   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0    8668.7078669.015   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0    8672.7088668.243   0.000  0.00  0.00           C+0
CONECT    1    2   12   15                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4   11                                                  
CONECT    4    3    5   10                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8                                                            
CONECT   10    4                                                            
CONECT   11    3                                                            
CONECT   12    1   13                                                       
CONECT   13   12   14   18                                                  
CONECT   14   13                                                            
CONECT   15    1   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15                                                            
CONECT   18   13                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   34    0
END

COMPND    HMDB0028955
HETATM    1  C1  UNL     1      -2.847   2.009   0.556  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.710   0.980  -0.559  1.00  0.00           C  
HETATM    3  C3  UNL     1      -3.547   1.494  -1.711  1.00  0.00           C  
HETATM    4  C4  UNL     1      -3.141  -0.374  -0.130  1.00  0.00           C  
HETATM    5  C5  UNL     1      -2.359  -0.960   1.027  1.00  0.00           C  
HETATM    6  N1  UNL     1      -0.974  -1.176   0.780  1.00  0.00           N  
HETATM    7  C6  UNL     1      -0.351  -1.382  -0.459  1.00  0.00           C  
HETATM    8  O1  UNL     1      -0.973  -1.417  -1.569  1.00  0.00           O  
HETATM    9  C7  UNL     1       1.125  -1.575  -0.527  1.00  0.00           C  
HETATM   10  N2  UNL     1       1.515  -1.763  -1.889  1.00  0.00           N  
HETATM   11  C8  UNL     1       1.848  -0.400   0.123  1.00  0.00           C  
HETATM   12  C9  UNL     1       3.328  -0.690   0.003  1.00  0.00           C  
HETATM   13  C10 UNL     1       4.177   0.386   0.602  1.00  0.00           C  
HETATM   14  C11 UNL     1       3.954   1.734  -0.059  1.00  0.00           C  
HETATM   15  N3  UNL     1       4.848   2.671   0.633  1.00  0.00           N  
HETATM   16  C12 UNL     1      -3.010  -2.181   1.487  1.00  0.00           C  
HETATM   17  O2  UNL     1      -2.324  -3.251   1.615  1.00  0.00           O  
HETATM   18  O3  UNL     1      -4.367  -2.262   1.805  1.00  0.00           O  
HETATM   19  H1  UNL     1      -3.773   1.896   1.123  1.00  0.00           H  
HETATM   20  H2  UNL     1      -2.871   3.002   0.060  1.00  0.00           H  
HETATM   21  H3  UNL     1      -1.930   2.021   1.207  1.00  0.00           H  
HETATM   22  H4  UNL     1      -1.654   0.983  -0.863  1.00  0.00           H  
HETATM   23  H5  UNL     1      -4.598   1.686  -1.353  1.00  0.00           H  
HETATM   24  H6  UNL     1      -3.606   0.790  -2.547  1.00  0.00           H  
HETATM   25  H7  UNL     1      -3.154   2.498  -1.993  1.00  0.00           H  
HETATM   26  H8  UNL     1      -4.199  -0.285   0.254  1.00  0.00           H  
HETATM   27  H9  UNL     1      -3.190  -1.115  -0.936  1.00  0.00           H  
HETATM   28  H10 UNL     1      -2.435  -0.179   1.854  1.00  0.00           H  
HETATM   29  H11 UNL     1      -0.325  -1.184   1.634  1.00  0.00           H  
HETATM   30  H12 UNL     1       1.385  -2.478   0.055  1.00  0.00           H  
HETATM   31  H13 UNL     1       2.057  -2.636  -2.062  1.00  0.00           H  
HETATM   32  H14 UNL     1       1.877  -0.927  -2.357  1.00  0.00           H  
HETATM   33  H15 UNL     1       1.540   0.536  -0.339  1.00  0.00           H  
HETATM   34  H16 UNL     1       1.546  -0.403   1.189  1.00  0.00           H  
HETATM   35  H17 UNL     1       3.636  -0.889  -1.033  1.00  0.00           H  
HETATM   36  H18 UNL     1       3.521  -1.621   0.576  1.00  0.00           H  
HETATM   37  H19 UNL     1       4.072   0.451   1.691  1.00  0.00           H  
HETATM   38  H20 UNL     1       5.239   0.119   0.401  1.00  0.00           H  
HETATM   39  H21 UNL     1       4.287   1.725  -1.117  1.00  0.00           H  
HETATM   40  H22 UNL     1       2.910   2.061  -0.039  1.00  0.00           H  
HETATM   41  H23 UNL     1       4.463   2.952   1.563  1.00  0.00           H  
HETATM   42  H24 UNL     1       5.725   2.137   0.824  1.00  0.00           H  
HETATM   43  H25 UNL     1      -4.715  -2.983   2.428  1.00  0.00           H  
CONECT    1    2   19   20   21
CONECT    2    3    4   22
CONECT    3   23   24   25
CONECT    4    5   26   27
CONECT    5    6   16   28
CONECT    6    7   29
CONECT    7    8    8    9
CONECT    9   10   11   30
CONECT   10   31   32
CONECT   11   12   33   34
CONECT   12   13   35   36
CONECT   13   14   37   38
CONECT   14   15   39   40
CONECT   15   41   42
CONECT   16   17   17   18
CONECT   18   43
END

HMDB0028955
     RDKit          3D
Lysylleucine
 43 42  0  0  0  0  0  0  0  0999 V2000
   -2.8474    2.0094    0.5555 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7098    0.9803   -0.5593 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5475    1.4936   -1.7111 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1407   -0.3742   -0.1304 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3590   -0.9599    1.0270 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9742   -1.1763    0.7802 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3505   -1.3817   -0.4589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9732   -1.4167   -1.5690 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1254   -1.5749   -0.5269 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5145   -1.7634   -1.8891 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8481   -0.4002    0.1225 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3281   -0.6898    0.0027 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1775    0.3864    0.6019 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9543    1.7340   -0.0586 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8484    2.6709    0.6332 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0098   -2.1805    1.4868 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3244   -3.2512    1.6151 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3674   -2.2622    1.8053 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7728    1.8964    1.1228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8714    3.0022    0.0596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9304    2.0207    1.2069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6543    0.9830   -0.8633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5977    1.6864   -1.3534 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6063    0.7904   -2.5473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1541    2.4977   -1.9929 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1993   -0.2853    0.2541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1897   -1.1150   -0.9364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4346   -0.1793    1.8543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3247   -1.1843    1.6341 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3850   -2.4779    0.0550 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0571   -2.6359   -2.0623 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8768   -0.9268   -2.3573 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5404    0.5361   -0.3390 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5456   -0.4030    1.1895 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6356   -0.8891   -1.0329 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5210   -1.6212    0.5761 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0721    0.4507    1.6913 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2392    0.1187    0.4008 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2866    1.7250   -1.1167 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9098    2.0606   -0.0387 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4635    2.9524    1.5627 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7254    2.1368    0.8240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7154   -2.9830    2.4279 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
  5 16  1  0
 16 17  2  0
 16 18  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  3 23  1  0
  3 24  1  0
  3 25  1  0
  4 26  1  0
  4 27  1  0
  5 28  1  1
  6 29  1  0
  9 30  1  1
 10 31  1  0
 10 32  1  0
 11 33  1  0
 11 34  1  0
 12 35  1  0
 12 36  1  0
 13 37  1  0
 13 38  1  0
 14 39  1  0
 14 40  1  0
 15 41  1  0
 15 42  1  0
 18 43  1  0
M  END

Synonyms

Value	Source
KL	ChEBI
L-Lys-L-leu	ChEBI
Lysyl-leucine	ChEBI
Lysylisoleucine	ChEBI
L-Lys-leu	HMDB
L-Lysyl-leucine	HMDB
K-L Dipeptide	HMDB
KL Dipeptide	HMDB
L-Lysyl-L-leucine	HMDB
Lys-leu	HMDB
Lysine leucine dipeptide	HMDB
Lysine-leucine dipeptide	HMDB
N-L-Lysyl-L-leucine	HMDB
N-Lysylleucine	HMDB
Lysylleucine	HMDB

Molecular Formula

C₁₂H₂₅N₃O₃

Average Mass

259.35

Monoisotopic Mass

259.189591677

IUPAC Name

(2S)-2-[(2S)-2,6-diaminohexanamido]-4-methylpentanoic acid

Traditional Name

(2S)-2-[(2S)-2,6-diaminohexanamido]-4-methylpentanoic acid

CAS Registry Number

Not Available

SMILES

CC(C)C[C@H](NC(=O)[C@@H](N)CCCCN)C(O)=O

InChI Identifier

InChI=1S/C12H25N3O3/c1-8(2)7-10(12(17)18)15-11(16)9(14)5-3-4-6-13/h8-10H,3-7,13-14H2,1-2H3,(H,15,16)(H,17,18)/t9-,10-/m0/s1

InChI Key

ATIPDCIQTUXABX-UWVGGRQHSA-N

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
Leucine or derivatives
N-acyl-alpha-amino acid
N-acyl-l-alpha-amino acid
N-acyl-alpha amino acid or derivatives
Alpha-amino acid amide
Alpha-amino acid or derivatives
Branched fatty acid
Methyl-branched fatty acid
Fatty amide
N-acyl-amine
Fatty acyl
Fatty acid
Amino acid or derivatives
Carboxamide group
Amino acid
Secondary carboxylic acid amide
Monocarboxylic acid or derivatives
Carboxylic acid
Hydrocarbon derivative
Organic oxygen compound
Primary aliphatic amine
Organic oxide
Organic nitrogen compound
Carbonyl group
Organopnictogen compound
Amine
Organonitrogen compound
Organooxygen compound
Primary amine
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

dipeptide (CHEBI:74561 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	5 g/L	ALOGPS
logP	-2	ALOGPS
logP	-2.4	ChemAxon
logS	-1.7	ALOGPS
pKa (Strongest Acidic)	3.87	ChemAxon
pKa (Strongest Basic)	10.21	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	118.44 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	68.78 m³·mol⁻¹	ChemAxon
Polarizability	29.21 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a4i-0090000000-2de551de85ef4c22b70a	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-01u0-1900000000-5874973bd893a0c11432	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-000x-9400000000-500d1ef5a948a224cab9	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03di-0290000000-39516fa108a6a3e924a1	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0gx9-6910000000-a56e77968b739b32a662	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0zgi-9500000000-f9320ac935f668641f8c	2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-25	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Feces

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Not Available

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Proteobacteria	1		Indirect association between microbiota composition and metabolites measured in host biospecimen
Bacteria	Firmicutes	1	Human ; Human feces	Indirect association between microbiota composition and metabolites measured in host biospecimen

Exposure Sources

Host Biospecimen and Location

Host and Biospecimen	Status	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified	Adult (>18 years old)	Both	Normal	HMDB	27543620
Human Feces	Detected but not Quantified	Adult (>18 years old)	Both	Normal	HMDB	25037050
Human Feces	Detected but not Quantified	Adult (>18 years old)	Both	Normal	HMDB	29808030

External Links

HMDB ID

HMDB0028955

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB111978

KNApSAcK ID

Not Available

Chemspider ID

5379125

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

7016103

PDB ID

Not Available

ChEBI ID

74561

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

McRorie DK, Rao MR, Goldknopf IL, Harty TP, Roll D, Ahn YS, Busch H: Purification and partial characterization of a 19kD/pI 4.5 nucleolar phosphoprotein. Biochem Biophys Res Commun. 1984 Jul 18;122(1):47-55. doi: 10.1016/0006-291x(84)90437-6. [PubMed:6743347 ]
Curstedt T, Johansson J: Different effects of surfactant proteins B and C - implications for development of synthetic surfactants. Neonatology. 2010 Jun;97(4):367-72. doi: 10.1159/000297767. Epub 2010 Jun 10. [PubMed:20551705 ]
Maillard N, Biswas R, Darbre T, Reymond JL: Combinatorial discovery of peptide dendrimer enzyme models hydrolyzing isobutyryl fluorescein. ACS Comb Sci. 2011 May 9;13(3):310-20. doi: 10.1021/co200006z. Epub 2011 Apr 13. [PubMed:21438622 ]

Showing metabocard for Lysylleucine (MMDBc0000471)

MOL for #<Metabolite:0x00007fdb3cae4650>

3D MOL for #<Metabolite:0x00007fdb3cae4650>

3D SDF for #<Metabolite:0x00007fdb3cae4650>

3D-SDF for #<Metabolite:0x00007fdb3cae4650>

PDB for #<Metabolite:0x00007fdb3cae4650>

3D PDB for #<Metabolite:0x00007fdb3cae4650>

SMILES for #<Metabolite:0x00007fdb3cae4650>

INCHI for #<Metabolite:0x00007fdb3cae4650>

Structure for #<Metabolite:0x00007fdb3cae4650>

3D Structure for #<Metabolite:0x00007fdb3cae4650>