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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2022-09-09 19:13:40 UTC

Update Date

2022-09-22 18:35:01 UTC

HMDB ID

HMDB0341128

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Ala-Trp-Trp

Description

Ala-Trp-Trp belongs to the class of organic compounds known as oligopeptides. These are organic compounds containing a sequence of between three and ten alpha-amino acids joined by peptide bonds. Based on a literature review a small amount of articles have been published on Ala-Trp-Trp.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309092221512D          

 34 37  0  0  0  0            999 V2000
    6.3589   -1.7107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0888   -0.9311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6289   -0.3075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3589    0.4721    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4391   -0.4634    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.9792    0.1602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7091    0.9398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2492    1.5634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0712    1.4931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3921    2.2531    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.7685    2.7932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7526    3.6180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0302    4.0166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3239    3.5904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3398    2.7656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0621    2.3669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7893    0.0043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3294    0.6280    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0593   -0.7752    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.8695   -0.9311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1395   -1.7107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9496   -1.8666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5520   -1.3028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2743   -1.7014    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.1184   -2.5116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6161   -3.1695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2951   -3.9295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4765   -4.0316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9788   -3.3737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2997   -2.6136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4096   -0.3075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1395    0.4721    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.2197   -0.4634    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2787   -0.7752    0.0000 N   0  0  0  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  2  0  0  0  0
  3  5  1  0  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  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 11 16  1  0  0  0  0
  8 16  1  0  0  0  0
  6 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 25 30  1  0  0  0  0
 22 30  1  0  0  0  0
 20 31  1  0  0  0  0
 31 32  2  0  0  0  0
 31 33  1  0  0  0  0
  2 34  1  0  0  0  0
M  END


  Mrv1652309092221512D          

 34 37  0  0  0  0            999 V2000
    6.3589   -1.7107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0888   -0.9311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6289   -0.3075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3589    0.4721    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4391   -0.4634    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.9792    0.1602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7091    0.9398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2492    1.5634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0712    1.4931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3921    2.2531    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.7685    2.7932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7526    3.6180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0302    4.0166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3239    3.5904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3398    2.7656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0621    2.3669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7893    0.0043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3294    0.6280    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0593   -0.7752    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.8695   -0.9311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1395   -1.7107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9496   -1.8666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5520   -1.3028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2743   -1.7014    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.1184   -2.5116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6161   -3.1695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2951   -3.9295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4765   -4.0316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9788   -3.3737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2997   -2.6136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4096   -0.3075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1395    0.4721    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.2197   -0.4634    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2787   -0.7752    0.0000 N   0  0  0  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  2  0  0  0  0
  3  5  1  0  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  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 11 16  1  0  0  0  0
  8 16  1  0  0  0  0
  6 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 25 30  1  0  0  0  0
 22 30  1  0  0  0  0
 20 31  1  0  0  0  0
 31 32  2  0  0  0  0
 31 33  1  0  0  0  0
  2 34  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0341128

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(N)C(=O)NC(CC1=CNC2=CC=CC=C12)C(=O)NC(CC1=CNC2=CC=CC=C12)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C25H27N5O4/c1-14(26)23(31)29-21(10-15-12-27-19-8-4-2-6-17(15)19)24(32)30-22(25(33)34)11-16-13-28-20-9-5-3-7-18(16)20/h2-9,12-14,21-22,27-28H,10-11,26H2,1H3,(H,29,31)(H,30,32)(H,33,34)

> <INCHI_KEY>
CKIBTNMWVMKAHB-UHFFFAOYSA-N

> <FORMULA>
C25H27N5O4

> <MOLECULAR_WEIGHT>
461.522

> <EXACT_MASS>
461.206304369

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
61

> <JCHEM_AVERAGE_POLARIZABILITY>
48.515560721911484

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-[2-(2-aminopropanamido)-3-(1H-indol-3-yl)propanamido]-3-(1H-indol-3-yl)propanoic acid

> <JCHEM_LOGP>
-0.4057789855949431

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.57593269894971

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.7788486177577614

> <JCHEM_PKA_STRONGEST_BASIC>
8.087723485410699

> <JCHEM_POLAR_SURFACE_AREA>
153.1

> <JCHEM_REFRACTIVITY>
126.5031

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
2-[2-(2-aminopropanamido)-3-(1H-indol-3-yl)propanamido]-3-(1H-indol-3-yl)propanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 09-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-SEP-22         0                                  
HETATM    1  C   UNK     0      11.870  -3.193   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      11.366  -1.738   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      12.374  -0.574   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      11.870   0.881   0.000  0.00  0.00           O+0
HETATM    5  N   UNK     0      13.886  -0.865   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0      14.894   0.299   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      14.390   1.754   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      15.398   2.918   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      16.933   2.787   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0      17.532   4.206   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0      16.368   5.214   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      16.338   6.754   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      14.990   7.498   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      13.671   6.702   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      13.701   5.162   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      15.049   4.418   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      16.407   0.008   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      17.415   1.172   0.000  0.00  0.00           O+0
HETATM   19  N   UNK     0      16.911  -1.447   0.000  0.00  0.00           N+0
HETATM   20  C   UNK     0      18.423  -1.738   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      18.927  -3.193   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      20.439  -3.484   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      21.564  -2.432   0.000  0.00  0.00           C+0
HETATM   24  N   UNK     0      22.912  -3.176   0.000  0.00  0.00           N+0
HETATM   25  C   UNK     0      22.621  -4.688   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      23.550  -5.916   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      22.951  -7.335   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      21.423  -7.526   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      20.494  -6.298   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      21.093  -4.879   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      19.431  -0.574   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      18.927   0.881   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0      20.943  -0.865   0.000  0.00  0.00           O+0
HETATM   34  N   UNK     0       9.854  -1.447   0.000  0.00  0.00           N+0
CONECT    1    2                                                            
CONECT    2    1    3   34                                                  
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6                                                       
CONECT    6    5    7   17                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   16                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   16                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   11    8                                                  
CONECT   17    6   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19   21   31                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23   30                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26   30                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   25   22                                                  
CONECT   31   20   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31                                                            
CONECT   34    2                                                            
MASTER        0    0    0    0    0    0    0    0   34    0   74    0
END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₅H₂₇N₅O₄

Average Molecular Weight

461.522

Monoisotopic Molecular Weight

461.206304369

IUPAC Name

2-[2-(2-aminopropanamido)-3-(1H-indol-3-yl)propanamido]-3-(1H-indol-3-yl)propanoic acid

Traditional Name

2-[2-(2-aminopropanamido)-3-(1H-indol-3-yl)propanamido]-3-(1H-indol-3-yl)propanoic acid

CAS Registry Number

Not Available

SMILES

CC(N)C(=O)NC(CC1=CNC2=CC=CC=C12)C(=O)NC(CC1=CNC2=CC=CC=C12)C(O)=O

InChI Identifier

InChI=1S/C25H27N5O4/c1-14(26)23(31)29-21(10-15-12-27-19-8-4-2-6-17(15)19)24(32)30-22(25(33)34)11-16-13-28-20-9-5-3-7-18(16)20/h2-9,12-14,21-22,27-28H,10-11,26H2,1H3,(H,29,31)(H,30,32)(H,33,34)

InChI Key

CKIBTNMWVMKAHB-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as oligopeptides. These are organic compounds containing a sequence of between three and ten alpha-amino acids joined by peptide bonds.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Oligopeptides

Alternative Parents

Substituents

Alpha-oligopeptide
N-acyl-alpha amino acid or derivatives
N-acyl-alpha-amino acid
Alpha-amino acid amide
Indolyl carboxylic acid derivative
Triptan
Alanine or derivatives
N-substituted-alpha-amino acid
Alpha-amino acid or derivatives
3-alkylindole
Indole or derivatives
Indole
Substituted pyrrole
Fatty amide
Fatty acyl
Benzenoid
Pyrrole
Heteroaromatic compound
Secondary carboxylic acid amide
Amino acid or derivatives
Amino acid
Carboxamide group
Carboxylic acid
Azacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Primary amine
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Hydrocarbon derivative
Carbonyl group
Organic oxide
Organooxygen compound
Primary aliphatic amine
Amine
Organonitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Physical Properties

State

Not Available

Experimental Molecular 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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	-0.41	ChemAxon
pKa (Strongest Acidic)	3.78	ChemAxon
pKa (Strongest Basic)	8.09	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	153.1 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	126.5 m³·mol⁻¹	ChemAxon
Polarizability	48.52 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Kovats Retention Indices

Not Available

Spectra

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	34436864	details
Urine	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	34436864	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

16568738

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

18218557

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Neto FC, Raftery D: Expanding Urinary Metabolite Annotation through Integrated Mass Spectral Similarity Networking. Anal Chem. 2021 Sep 7;93(35):12001-12010. doi: 10.1021/acs.analchem.1c02041. Epub 2021 Aug 26. [PubMed:34436864 ]

Showing metabocard for Ala-Trp-Trp (HMDB0341128)

MOL for HMDB0341128 (Ala-Trp-Trp)

3D MOL for HMDB0341128 (Ala-Trp-Trp)

3D SDF for HMDB0341128 (Ala-Trp-Trp)

3D-SDF for HMDB0341128 (Ala-Trp-Trp)

PDB for HMDB0341128 (Ala-Trp-Trp)

3D PDB for HMDB0341128 (Ala-Trp-Trp)

SMILES for HMDB0341128 (Ala-Trp-Trp)

INCHI for HMDB0341128 (Ala-Trp-Trp)

Structure for HMDB0341128 (Ala-Trp-Trp)

3D Structure for HMDB0341128 (Ala-Trp-Trp)

Predicted Kovats Retention Indices