NP-MRD: Showing NP-Card for indole-3-acetyl-alanine (NP0339736)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2024-09-11 23:18:15 UTC

Updated at

2024-09-11 23:18:15 UTC

NP-MRD ID

NP0339736

Secondary Accession Numbers

None

Natural Product Identification

Common Name

indole-3-acetyl-alanine

Description

Indole-3-acetyl-alanine belongs to the class of organic compounds known as n-acyl-alpha amino acids. N-acyl-alpha amino acids are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom. indole-3-acetyl-alanine was first documented in 2000 (PMID: 10669793). Based on a literature review very few articles have been published on indole-3-acetyl-alanine.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 05272301502D          

 18 19  0  0  0  0            999 V2000
    0.4542   -5.8655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4542   -5.0405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2602   -4.6280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9747   -5.0405    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -0.2602   -3.8030    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1687   -4.6280    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8832   -5.0405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5977   -4.6280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3121   -5.0405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0658   -4.7049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3207   -3.9203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1277   -3.7488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6798   -4.3619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4248   -5.1465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6178   -5.3180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2053   -6.0325    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3984   -5.8610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8832   -5.8655    0.0000 O   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  1  0  0  0  0
  3  5  2  0  0  0  0
  2  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
  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
 10 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
  9 17  2  0  0  0  0
  7 18  2  0  0  0  0
M  CHG  1   4  -1
M  END
> <DATABASE_ID>
NP0339736

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(NC(=O)CC1=CNC2=C1C=CC=C2)C([O-])=O

> <INCHI_IDENTIFIER>
InChI=1/C13H14N2O3/c1-8(13(17)18)15-12(16)6-9-7-14-11-5-3-2-4-10(9)11/h2-5,7-8,14H,6H2,1H3,(H,15,16)(H,17,18)/p-1

> <INCHI_KEY>
FBDCJLXTUCMFLF-UHFFFAOYNA-M

> <FORMULA>
C13H13N2O3

> <MOLECULAR_WEIGHT>
245.259

> <EXACT_MASS>
245.093165867

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
31

> <JCHEM_AVERAGE_POLARIZABILITY>
24.60139455888271

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
-1

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-[2-(1H-indol-3-yl)acetamido]propanoate

> <JCHEM_LOGP>
1.173237101

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
14.432263715984403

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.053593121209233

> <JCHEM_PKA_STRONGEST_BASIC>
-2.779100963797938

> <JCHEM_POLAR_SURFACE_AREA>
85.01999999999998

> <JCHEM_REFRACTIVITY>
76.58660000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
2-[2-(1H-indol-3-yl)acetamido]propanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 27-MAY-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-23         0                                  
HETATM    1  C   UNK     0       0.848 -10.949   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.848  -9.409   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.486  -8.639   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      -1.819  -9.409   0.000  0.00  0.00           O-1
HETATM    5  O   UNK     0      -0.486  -7.099   0.000  0.00  0.00           O+0
HETATM    6  N   UNK     0       2.182  -8.639   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0       3.515  -9.409   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.849  -8.639   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.183  -9.409   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.590  -8.783   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.065  -7.318   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.572  -6.998   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.602  -8.142   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      10.126  -9.607   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.620  -9.927   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0       7.850 -11.261   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0       6.344 -10.940   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       3.515 -10.949   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    6                                                  
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3                                                            
CONECT    6    2    7                                                       
CONECT    7    6    8   18                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   17                                                  
CONECT   10    9   11   15                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   10   16                                                  
CONECT   16   15   17                                                       
CONECT   17   16    9                                                       
CONECT   18    7                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   38    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₃H₁₃N₂O₃

Average Mass

245.2590 Da

Monoisotopic Mass

245.09317 Da

IUPAC Name

2-[2-(1H-indol-3-yl)acetamido]propanoate

Traditional Name

2-[2-(1H-indol-3-yl)acetamido]propanoate

CAS Registry Number

Not Available

SMILES

CC(NC(=O)CC1=CNC2=C1C=CC=C2)C([O-])=O

InChI Identifier

InChI=1/C13H14N2O3/c1-8(13(17)18)15-12(16)6-9-7-14-11-5-3-2-4-10(9)11/h2-5,7-8,14H,6H2,1H3,(H,15,16)(H,17,18)/p-1

InChI Key

FBDCJLXTUCMFLF-UHFFFAOYNA-M

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as n-acyl-alpha amino acids. These are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

N-acyl-alpha amino acids

Alternative Parents

Substituents

N-acyl-alpha-amino acid
Alanine or derivatives
3-alkylindole
Indole
Indole or derivatives
Substituted pyrrole
Benzenoid
Pyrrole
Heteroaromatic compound
Secondary carboxylic acid amide
Carboxamide group
Monocarboxylic acid or derivatives
Carboxylic acid
Organoheterocyclic compound
Azacycle
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Organic anion
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

a small molecule (INDOLE-3-ACETYL-ALA )

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	1.17	ChemAxon
pKa (Strongest Acidic)	4.05	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	85.02 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	76.59 m³·mol⁻¹	ChemAxon
Polarizability	24.6 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Marabotti A, Cozzini P, Mozzarelli A: Novel allosteric effectors of the tryptophan synthase alpha(2)beta(2) complex identified by computer-assisted molecular modeling. Biochim Biophys Acta. 2000 Feb 9;1476(2):287-99. doi: 10.1016/s0167-4838(99)00242-3. [PubMed:10669793 ]

Showing NP-Card for indole-3-acetyl-alanine (NP0339736)

MOL for NP0339736 (indole-3-acetyl-alanine)

3D MOL for NP0339736 (indole-3-acetyl-alanine)

3D SDF for NP0339736 (indole-3-acetyl-alanine)

3D-SDF for NP0339736 (indole-3-acetyl-alanine)

PDB for NP0339736 (indole-3-acetyl-alanine)

3D PDB for NP0339736 (indole-3-acetyl-alanine)

SMILES for NP0339736 (indole-3-acetyl-alanine)

INCHI for NP0339736 (indole-3-acetyl-alanine)

Structure for NP0339736 (indole-3-acetyl-alanine)

3D Structure for NP0339736 (indole-3-acetyl-alanine)