NP-MRD: Showing NP-Card for Alanyltryptophan (NP0339216)

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Record Information

Version

2.0

Created at

2024-09-11 20:27:47 UTC

Updated at

2024-09-11 20:27:48 UTC

NP-MRD ID

NP0339216

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Alanyltryptophan

Description

Alanyltryptophan 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. Alanyltryptophan is a very strong basic compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 02251208182D          

 20 21  0  0  1  0            999 V2000
   12.0823  -12.5414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3679  -12.1289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3679  -11.3039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6534  -12.5414    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.9389  -12.1289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2245  -12.5414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1382  -13.3619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3312  -13.5335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9187  -14.2479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0937  -14.2479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6812  -13.5335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0937  -12.8189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9187  -12.8189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4707  -12.2059    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.6534  -13.3664    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.9389  -13.7789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3437  -13.4659    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9389  -14.6039    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.6534  -15.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2245  -15.0164    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  4  2  1  1  0  0  0
  4  5  1  0  0  0  0
  4 15  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6 14  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 13  2  0  0  0  0
  9 10  2  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  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  6  0  0  0
 18 20  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0339216

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@H](N)C(=O)N[C@@H](CC1=CC2=C(N1)C=CC=C2)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C14H17N3O3/c1-8(15)13(18)17-12(14(19)20)7-10-6-9-4-2-3-5-11(9)16-10/h2-6,8,12,16H,7,15H2,1H3,(H,17,18)(H,19,20)/t8-,12-/m0/s1

> <INCHI_KEY>
CBUUWFVFZSZOAK-UFBFGSQYSA-N

> <FORMULA>
C14H17N3O3

> <MOLECULAR_WEIGHT>
275.3031

> <EXACT_MASS>
275.126991425

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
28.126590129941057

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
-0.98

> <JCHEM_LOGP>
-1.9333593245450233

> <ALOGPS_LOGS>
-2.52

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.619486251393457

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.867119512284923

> <JCHEM_PKA_STRONGEST_BASIC>
8.388626462891105

> <JCHEM_POLAR_SURFACE_AREA>
108.21

> <JCHEM_REFRACTIVITY>
73.48810000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.22e-01 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 25-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-FEB-12         0                                  
HETATM    1  O   UNK     0      22.554 -23.411   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      21.220 -22.641   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      21.220 -21.101   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      19.886 -23.411   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      18.553 -22.641   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      17.219 -23.411   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      17.058 -24.942   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      15.552 -25.263   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      14.782 -26.596   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      13.242 -26.596   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      12.472 -25.263   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      13.242 -23.929   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      14.782 -23.929   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0      15.812 -22.784   0.000  0.00  0.00           N+0
HETATM   15  N   UNK     0      19.886 -24.951   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0      18.553 -25.721   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      17.442 -25.136   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      18.553 -27.261   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      19.886 -28.031   0.000  0.00  0.00           C+0
HETATM   20  N   UNK     0      17.219 -28.031   0.000  0.00  0.00           N+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   15                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   14                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   13                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13    8   12   14                                                  
CONECT   14    6   13                                                       
CONECT   15    4   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   42    0
END

View in JSmol

Synonyms

Value	Source
Ala-TRP	HMDB
Alanyl tryptophan	HMDB
L-Alanyl-L-tryptophan	HMDB
L-Alanyltryptophan	HMDB

Chemical Formula

C₁₄H₁₇N₃O₃

Average Mass

275.3031 Da

Monoisotopic Mass

275.12699 Da

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

C[C@H](N)C(=O)N[C@@H](CC1=CC2=C(N1)C=CC=C2)C(O)=O

InChI Identifier

InChI=1S/C14H17N3O3/c1-8(15)13(18)17-12(14(19)20)7-10-6-9-4-2-3-5-11(9)16-10/h2-6,8,12,16H,7,15H2,1H3,(H,17,18)(H,19,20)/t8-,12-/m0/s1

InChI Key

CBUUWFVFZSZOAK-UFBFGSQYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

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
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
N-acyl-l-alpha-amino acid
Alpha-amino acid amide
Indolyl carboxylic acid derivative
Alanine or derivatives
Alpha-amino acid or derivatives
Indole
Indole or derivatives
Benzenoid
Substituted pyrrole
Heteroaromatic compound
Pyrrole
Amino acid or derivatives
Carboxamide group
Amino acid
Secondary carboxylic acid amide
Monocarboxylic acid or derivatives
Carboxylic acid
Azacycle
Organoheterocyclic compound
Organonitrogen compound
Amine
Organic oxide
Primary aliphatic amine
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Carbonyl group
Organooxygen compound
Primary amine
Hydrocarbon derivative
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	-0.98	ALOGPS
logP	-1.9	ChemAxon
logS	-2.5	ALOGPS
pKa (Strongest Acidic)	3.87	ChemAxon
pKa (Strongest Basic)	8.39	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	108.21 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	73.49 m³·mol⁻¹	ChemAxon
Polarizability	28.13 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0013209

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB029335

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

53481655

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Alanyltryptophan (NP0339216)

MOL for NP0339216 (Alanyltryptophan)

3D MOL for NP0339216 (Alanyltryptophan)

3D SDF for NP0339216 (Alanyltryptophan)

3D-SDF for NP0339216 (Alanyltryptophan)

PDB for NP0339216 (Alanyltryptophan)

3D PDB for NP0339216 (Alanyltryptophan)

SMILES for NP0339216 (Alanyltryptophan)

INCHI for NP0339216 (Alanyltryptophan)

Structure for NP0339216 (Alanyltryptophan)

3D Structure for NP0339216 (Alanyltryptophan)