NP-MRD: Showing NP-Card for N-(Carbethoxyacetyl)-4-chloro-L-tryptophan (NP0335088)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2024-09-10 23:50:30 UTC

Updated at

2024-09-10 23:50:30 UTC

NP-MRD ID

NP0335088

Secondary Accession Numbers

None

Natural Product Identification

Common Name

N-(Carbethoxyacetyl)-4-chloro-L-tryptophan

Description

N-(Carbethoxyacetyl)-4-chloro-L-tryptophan 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. Based on a literature review very few articles have been published on N-(Carbethoxyacetyl)-4-chloro-L-tryptophan.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 05262302222D          

 24 25  0  0  0  0            999 V2000
    2.3113    5.3987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0258    5.8112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7986    2.8625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0536    3.6472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9916    2.6910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0271    5.3987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1692    5.3987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3597    4.0887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0271    4.5737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5015    4.2603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4396    3.3041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3126    5.8112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8837    5.8112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4548    5.8112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6946    4.0887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3126    6.6362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7565    5.0449    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    7.6146    3.3041    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5982    5.3987    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8837    6.6362    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4548    6.6362    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5982    7.0487    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0271    7.0487    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7403    5.3987    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  4  3  2  0  0  0  0
  5  3  1  0  0  0  0
  9  6  1  0  0  0  0
  9  8  2  0  0  0  0
 10  4  1  0  0  0  0
 11  5  2  0  0  0  0
 12  6  1  0  0  0  0
 13  7  1  0  0  0  0
 14  7  1  0  0  0  0
 15  9  1  0  0  0  0
 15 10  2  0  0  0  0
 15 11  1  0  0  0  0
 16 12  1  0  0  0  0
 17 10  1  0  0  0  0
 18  8  1  0  0  0  0
 18 11  1  0  0  0  0
 19 12  1  0  0  0  0
 19 13  2  0  0  0  0
 20 13  1  0  0  0  0
 21 14  2  0  0  0  0
 22 16  2  0  0  0  0
 23 16  1  0  0  0  0
 24  2  1  0  0  0  0
 24 14  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0335088

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCOC(=O)C\C(O)=N\C(CC1=CNC2=CC=CC(Cl)=C12)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1/C16H17ClN2O5/c1-2-24-14(21)7-13(20)19-12(16(22)23)6-9-8-18-11-5-3-4-10(17)15(9)11/h3-5,8,12,18H,2,6-7H2,1H3,(H,19,20)(H,22,23)

> <INCHI_KEY>
DWVLUSJVGYOTDB-UHFFFAOYNA-N

> <FORMULA>
C16H17ClN2O5

> <MOLECULAR_WEIGHT>
352.77

> <EXACT_MASS>
352.0825994

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
41

> <JCHEM_AVERAGE_POLARIZABILITY>
33.81567983204762

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-(4-chloro-1H-indol-3-yl)-2-[(Z)-(3-ethoxy-1-hydroxy-3-oxopropylidene)amino]propanoic acid

> <JCHEM_LOGP>
2.8138029089999996

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
4.307936268029741

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.593804456886634

> <JCHEM_PKA_STRONGEST_BASIC>
0.5128820200151112

> <JCHEM_POLAR_SURFACE_AREA>
111.97999999999999

> <JCHEM_REFRACTIVITY>
86.8349

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
3-(4-chloro-1H-indol-3-yl)-2-[(Z)-(3-ethoxy-1-hydroxy-3-oxopropylidene)amino]propanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 26-MAY-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-MAY-23         0                                  
HETATM    1  C   UNK     0       4.314  10.078   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.648  10.848   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      18.291   5.343   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      18.767   6.808   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      16.784   5.023   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      14.984  10.078   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.649  10.078   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      13.738   7.632   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      14.984   8.538   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      17.736   7.953   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      15.754   6.168   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      13.650  10.848   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.983  10.848   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.316  10.848   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      16.230   7.632   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      13.650  12.388   0.000  0.00  0.00           C+0
HETATM   17 Cl   UNK     0      18.212   9.417   0.000  0.00  0.00          Cl+0
HETATM   18  N   UNK     0      14.214   6.168   0.000  0.00  0.00           N+0
HETATM   19  N   UNK     0      12.317  10.078   0.000  0.00  0.00           N+0
HETATM   20  O   UNK     0      10.983  12.388   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       8.316  12.388   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      12.317  13.158   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      14.984  13.158   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       6.982  10.078   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1   24                                                       
CONECT    3    4    5                                                       
CONECT    4    3   10                                                       
CONECT    5    3   11                                                       
CONECT    6    9   12                                                       
CONECT    7   13   14                                                       
CONECT    8    9   18                                                       
CONECT    9    6    8   15                                                  
CONECT   10    4   15   17                                                  
CONECT   11    5   15   18                                                  
CONECT   12    6   16   19                                                  
CONECT   13    7   19   20                                                  
CONECT   14    7   21   24                                                  
CONECT   15    9   10   11                                                  
CONECT   16   12   22   23                                                  
CONECT   17   10                                                            
CONECT   18    8   11                                                       
CONECT   19   12   13                                                       
CONECT   20   13                                                            
CONECT   21   14                                                            
CONECT   22   16                                                            
CONECT   23   16                                                            
CONECT   24    2   14                                                       
MASTER        0    0    0    0    0    0    0    0   24    0   50    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₆H₁₇ClN₂O₅

Average Mass

352.7700 Da

Monoisotopic Mass

352.08260 Da

IUPAC Name

3-(4-chloro-1H-indol-3-yl)-2-[(Z)-(3-ethoxy-1-hydroxy-3-oxopropylidene)amino]propanoic acid

Traditional Name

3-(4-chloro-1H-indol-3-yl)-2-[(Z)-(3-ethoxy-1-hydroxy-3-oxopropylidene)amino]propanoic acid

CAS Registry Number

Not Available

SMILES

CCOC(=O)C\C(O)=N\C(CC1=CNC2=CC=CC(Cl)=C12)C(O)=O

InChI Identifier

InChI=1/C16H17ClN2O5/c1-2-24-14(21)7-13(20)19-12(16(22)23)6-9-8-18-11-5-3-4-10(17)15(9)11/h3-5,8,12,18H,2,6-7H2,1H3,(H,19,20)(H,22,23)

InChI Key

DWVLUSJVGYOTDB-UHFFFAOYNA-N

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
3-alkylindole
Indole
Indole or derivatives
Aryl chloride
Aryl halide
Dicarboxylic acid or derivatives
Substituted pyrrole
Benzenoid
Heteroaromatic compound
Pyrrole
Carboxylic acid ester
Carboximidic acid
Carboximidic acid derivative
Carboxylic acid
Azacycle
Organoheterocyclic compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Organohalogen compound
Organochloride
Organonitrogen compound
Organooxygen compound
Organic nitrogen compound
Organopnictogen 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	2.81	ChemAxon
pKa (Strongest Acidic)	3.59	ChemAxon
pKa (Strongest Basic)	0.51	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	111.98 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	86.83 m³·mol⁻¹	ChemAxon
Polarizability	33.82 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

Not Available

Showing NP-Card for N-(Carbethoxyacetyl)-4-chloro-L-tryptophan (NP0335088)

MOL for NP0335088 (N-(Carbethoxyacetyl)-4-chloro-L-tryptophan)

3D MOL for NP0335088 (N-(Carbethoxyacetyl)-4-chloro-L-tryptophan)

3D SDF for NP0335088 (N-(Carbethoxyacetyl)-4-chloro-L-tryptophan)

3D-SDF for NP0335088 (N-(Carbethoxyacetyl)-4-chloro-L-tryptophan)

PDB for NP0335088 (N-(Carbethoxyacetyl)-4-chloro-L-tryptophan)

3D PDB for NP0335088 (N-(Carbethoxyacetyl)-4-chloro-L-tryptophan)

SMILES for NP0335088 (N-(Carbethoxyacetyl)-4-chloro-L-tryptophan)

INCHI for NP0335088 (N-(Carbethoxyacetyl)-4-chloro-L-tryptophan)

Structure for NP0335088 (N-(Carbethoxyacetyl)-4-chloro-L-tryptophan)

3D Structure for NP0335088 (N-(Carbethoxyacetyl)-4-chloro-L-tryptophan)