NP-MRD: Showing NP-Card for indole-3-acetyl-tryptophan (NP0339912)

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Record Information

Version

2.0

Created at

2024-09-12 00:10:54 UTC

Updated at

2024-09-12 00:10:54 UTC

NP-MRD ID

NP0339912

Secondary Accession Numbers

None

Natural Product Identification

Common Name

indole-3-acetyl-tryptophan

Description

Not Available

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 05272302432D          

 27 30  0  0  0  0            999 V2000
    4.8799   -1.0711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6645   -0.8161    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6645    0.0089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8799    0.2638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3950   -0.4036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5700   -0.4036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1575   -1.1181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3325   -1.1181    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9200   -1.8326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0950   -1.8326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6825   -2.5470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1380   -2.6333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3095   -3.4402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0942   -3.6952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7072   -3.1432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5357   -2.3362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7511   -2.0812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4049   -3.8527    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0180   -3.3007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3325   -2.5470    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5700   -1.8326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3950   -1.8326    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    3.1575   -2.5470    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7084    1.0708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3215    1.6228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1061    1.3679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2776    0.5609    0.0000 C   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
  4  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  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 12 17  1  0  0  0  0
 13 18  1  0  0  0  0
 18 19  1  0  0  0  0
 11 19  2  0  0  0  0
  9 20  2  0  0  0  0
  7 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  2  0  0  0  0
  1  5  2  0  0  0  0
  4 24  2  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
  3 27  2  0  0  0  0
M  CHG  1  22  -1
M  END


  Mrv2104 05272302432D          

 27 30  0  0  0  0            999 V2000
    4.8799   -1.0711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6645   -0.8161    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6645    0.0089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8799    0.2638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3950   -0.4036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5700   -0.4036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1575   -1.1181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3325   -1.1181    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9200   -1.8326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0950   -1.8326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6825   -2.5470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1380   -2.6333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3095   -3.4402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0942   -3.6952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7072   -3.1432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5357   -2.3362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7511   -2.0812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4049   -3.8527    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0180   -3.3007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3325   -2.5470    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5700   -1.8326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3950   -1.8326    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    3.1575   -2.5470    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7084    1.0708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3215    1.6228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1061    1.3679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2776    0.5609    0.0000 C   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
  4  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  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 12 17  1  0  0  0  0
 13 18  1  0  0  0  0
 18 19  1  0  0  0  0
 11 19  2  0  0  0  0
  9 20  2  0  0  0  0
  7 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  2  0  0  0  0
  1  5  2  0  0  0  0
  4 24  2  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
  3 27  2  0  0  0  0
M  CHG  1  22  -1
M  END
> <DATABASE_ID>
NP0339912

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[O-]C(=O)C(CC1=CNC2=CC=CC=C12)NC(=O)CC1=CNC2=C1C=CC=C2

> <INCHI_IDENTIFIER>
InChI=1/C21H19N3O3/c25-20(10-14-12-23-18-8-4-2-6-16(14)18)24-19(21(26)27)9-13-11-22-17-7-3-1-5-15(13)17/h1-8,11-12,19,22-23H,9-10H2,(H,24,25)(H,26,27)/p-1

> <INCHI_KEY>
FOSPCYZZRVNHJS-UHFFFAOYNA-M

> <FORMULA>
C21H18N3O3

> <MOLECULAR_WEIGHT>
360.394

> <EXACT_MASS>
360.135365032

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
45

> <JCHEM_AVERAGE_POLARIZABILITY>
37.24720974453294

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
-1

> <JCHEM_GHOSE_FILTER>
1

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

> <JCHEM_LOGP>
2.9283254616666667

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
14.103855324672525

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.151161257303727

> <JCHEM_PKA_STRONGEST_BASIC>
-2.794426354562484

> <JCHEM_POLAR_SURFACE_AREA>
100.81

> <JCHEM_REFRACTIVITY>
112.29210000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
3-(1H-indol-3-yl)-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       9.109  -1.999   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0      10.574  -1.523   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0      10.574   0.017   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.109   0.492   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.204  -0.753   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.664  -0.753   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.894  -2.087   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0       4.354  -2.087   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0       3.584  -3.421   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.044  -3.421   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.274  -4.754   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.258  -4.915   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.578  -6.422   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.042  -6.898   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -3.187  -5.867   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.867  -4.361   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.402  -3.885   0.000  0.00  0.00           C+0
HETATM   18  N   UNK     0       0.756  -7.192   0.000  0.00  0.00           N+0
HETATM   19  C   UNK     0       1.900  -6.161   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       4.354  -4.754   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       6.664  -3.421   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       8.204  -3.421   0.000  0.00  0.00           O-1
HETATM   23  O   UNK     0       5.894  -4.754   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       8.789   1.999   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       9.933   3.029   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      11.398   2.553   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      11.718   1.047   0.000  0.00  0.00           C+0
CONECT    1    2    5                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   27                                                  
CONECT    4    3    5   24                                                  
CONECT    5    4    6    1                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   21                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   20                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   19                                                  
CONECT   12   11   13   17                                                  
CONECT   13   12   14   18                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   12                                                       
CONECT   18   13   19                                                       
CONECT   19   18   11                                                       
CONECT   20    9                                                            
CONECT   21    7   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21                                                            
CONECT   24    4   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26    3                                                       
MASTER        0    0    0    0    0    0    0    0   27    0   60    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₁H₁₈N₃O₃

Average Mass

360.3940 Da

Monoisotopic Mass

360.13537 Da

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

[O-]C(=O)C(CC1=CNC2=CC=CC=C12)NC(=O)CC1=CNC2=C1C=CC=C2

InChI Identifier

InChI=1/C21H19N3O3/c25-20(10-14-12-23-18-8-4-2-6-16(14)18)24-19(21(26)27)9-13-11-22-17-7-3-1-5-15(13)17/h1-8,11-12,19,22-23H,9-10H2,(H,24,25)(H,26,27)/p-1

InChI Key

FOSPCYZZRVNHJS-UHFFFAOYNA-M

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Classification

Not classified

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	2.93	ChemAxon
pKa (Strongest Acidic)	4.15	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	100.81 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	112.29 m³·mol⁻¹	ChemAxon
Polarizability	37.25 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

Not Available

References

General References

Not Available

Showing NP-Card for indole-3-acetyl-tryptophan (NP0339912)

MOL for NP0339912 (indole-3-acetyl-tryptophan)

3D MOL for NP0339912 (indole-3-acetyl-tryptophan)

3D SDF for NP0339912 (indole-3-acetyl-tryptophan)

3D-SDF for NP0339912 (indole-3-acetyl-tryptophan)

PDB for NP0339912 (indole-3-acetyl-tryptophan)

3D PDB for NP0339912 (indole-3-acetyl-tryptophan)

SMILES for NP0339912 (indole-3-acetyl-tryptophan)

INCHI for NP0339912 (indole-3-acetyl-tryptophan)

Structure for NP0339912 (indole-3-acetyl-tryptophan)

3D Structure for NP0339912 (indole-3-acetyl-tryptophan)