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Showing NP-Card for methyl 2-(2-hydroxy-3h-indol-3-yl)acetate (NP0143791)

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Record Information
Version2.0
Created at2022-09-01 22:37:48 UTC
Updated at2022-09-01 22:37:49 UTC
NP-MRD IDNP0143791
Secondary Accession NumbersNone
Natural Product Identification
Common Namemethyl 2-(2-hydroxy-3h-indol-3-yl)acetate
Description methyl 2-(2-hydroxy-3h-indol-3-yl)acetate is found in Oenothera albicaulis.
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0143791 (methyl 2-(2-hydroxy-3h-indol-3-yl)acetate)


  Mrv0541 10181203232D          

 15 16  0  0  0  0            999 V2000
   -1.7270   -3.8553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9020   -3.8553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4895   -3.1408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9020   -2.4263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7270   -2.4263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2790   -1.8132    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0327   -2.1488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9465   -2.9692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1395   -3.1408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7472   -1.7363    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5596   -3.5212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3881   -4.3282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0012   -4.8802    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6034   -4.5832    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4319   -5.3901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  9  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  6  5  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  5  9  2  0  0  0  0
  7 10  1  0  0  0  0
  8 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
M  END
Download

3D MOL for NP0143791 (methyl 2-(2-hydroxy-3h-indol-3-yl)acetate)

     RDKit          3D

 26 27  0  0  0  0  0  0  0  0999 V2000
    4.5062    0.1911    0.0112 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1947    0.3635    0.5418 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1849   -0.5819    0.3416 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4773   -1.6043   -0.3322 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8056   -0.4369    0.8747 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1008   -0.5386   -0.3594 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2817    0.5762   -1.2498 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5552    0.7601   -1.8417 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7352    1.3409   -1.3901 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8694    0.8803   -0.6650 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1618    1.3319   -0.4965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0749    0.6586    0.2873 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7207   -0.5201    0.9482 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4318   -0.9664    0.7777 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5074   -0.2774   -0.0217 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2098   -0.2446    0.7543 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9149    1.1530   -0.3787 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5107   -0.5040   -0.8774 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7218    0.5663    1.2838 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5492   -1.2078    1.6109 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0470   -1.5373   -0.8331 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7324    0.2849   -2.7118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4391    2.2436   -0.9971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0858    0.9903    0.4338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4374   -1.0469    1.5668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1270   -1.8747    1.2772 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 15  2  0
 15 14  1  0
 14 13  2  0
 13 12  1  0
 12 11  2  0
 15  6  1  0
 11 10  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  5 19  1  0
  5 20  1  0
  6 21  1  6
  8 22  1  0
 14 26  1  0
 13 25  1  0
 12 24  1  0
 11 23  1  0
M  END
Download

3D SDF for NP0143791 (methyl 2-(2-hydroxy-3h-indol-3-yl)acetate)


  Mrv0541 10181203232D          

 15 16  0  0  0  0            999 V2000
   -1.7270   -3.8553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9020   -3.8553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4895   -3.1408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9020   -2.4263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7270   -2.4263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2790   -1.8132    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0327   -2.1488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9465   -2.9692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1395   -3.1408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7472   -1.7363    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5596   -3.5212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3881   -4.3282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0012   -4.8802    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6034   -4.5832    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4319   -5.3901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  9  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  6  5  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  5  9  2  0  0  0  0
  7 10  1  0  0  0  0
  8 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0143791

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)CC1C(O)=NC2=C1C=CC=C2

> <INCHI_IDENTIFIER>
InChI=1S/C11H11NO3/c1-15-10(13)6-8-7-4-2-3-5-9(7)12-11(8)14/h2-5,8H,6H2,1H3,(H,12,14)

> <INCHI_KEY>
OEGSDTIXVSKASM-UHFFFAOYSA-N

> <FORMULA>
C11H11NO3

> <MOLECULAR_WEIGHT>
205.2099

> <EXACT_MASS>
205.073893223

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
20.95652690738749

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl 2-(2-hydroxy-3H-indol-3-yl)acetate

> <ALOGPS_LOGP>
1.58

> <JCHEM_LOGP>
1.612714091666667

> <ALOGPS_LOGS>
-2.71

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
14.212760323587414

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.122869795465155

> <JCHEM_PKA_STRONGEST_BASIC>
0.835177903648137

> <JCHEM_POLAR_SURFACE_AREA>
58.89

> <JCHEM_REFRACTIVITY>
55.95

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.96e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl 2-(2-hydroxy-3H-indol-3-yl)acetate

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for NP0143791 (methyl 2-(2-hydroxy-3h-indol-3-yl)acetate)

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PDB for NP0143791 (methyl 2-(2-hydroxy-3h-indol-3-yl)acetate)
HEADER    PROTEIN                                 18-OCT-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   18-OCT-12         0                                  
HETATM    1  C   UNK     0      -3.224  -7.197   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.684  -7.197   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.914  -5.863   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.684  -4.529   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.224  -4.529   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0      -4.254  -3.385   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0      -5.661  -4.011   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -5.500  -5.543   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -3.994  -5.863   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -6.995  -3.241   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      -6.645  -6.573   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -6.324  -8.079   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -7.469  -9.110   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      -4.860  -8.555   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      -4.540 -10.062   0.000  0.00  0.00           C+0
CONECT    1    2    9                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    9                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   10                                                  
CONECT    8    7    9   11                                                  
CONECT    9    1    8    5                                                  
CONECT   10    7                                                            
CONECT   11    8   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14                                                            
MASTER        0    0    0    0    0    0    0    0   15    0   32    0
END

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3D PDB for NP0143791 (methyl 2-(2-hydroxy-3h-indol-3-yl)acetate)
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SMILES for NP0143791 (methyl 2-(2-hydroxy-3h-indol-3-yl)acetate)
COC(=O)CC1C(O)=NC2=C1C=CC=C2
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INCHI for NP0143791 (methyl 2-(2-hydroxy-3h-indol-3-yl)acetate)
InChI=1S/C11H11NO3/c1-15-10(13)6-8-7-4-2-3-5-9(7)12-11(8)14/h2-5,8H,6H2,1H3,(H,12,14)
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View in JSmol
Synonyms
ValueSource
Methyl oxindole-3-acetic acidGenerator
Chemical FormulaC11H11NO3
Average Mass205.2099 Da
Monoisotopic Mass205.07389 Da
IUPAC Namemethyl 2-(2-hydroxy-3H-indol-3-yl)acetate
Traditional Namemethyl 2-(2-hydroxy-3H-indol-3-yl)acetate
CAS Registry NumberNot Available
SMILES
COC(=O)CC1C(O)=NC2=C1C=CC=C2
InChI Identifier
InChI=1S/C11H11NO3/c1-15-10(13)6-8-7-4-2-3-5-9(7)12-11(8)14/h2-5,8H,6H2,1H3,(H,12,14)
InChI KeyOEGSDTIXVSKASM-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 25 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 252 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 50 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 75 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 101 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 126 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 151 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 176 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 201 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 226 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Oenothera albicaulisLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as indolyl carboxylic acids and derivatives. Indolyl carboxylic acids and derivatives are compounds containing a carboxylic acid chain (of at least 2 carbon atoms) linked to an indole ring.
KingdomOrganic compounds  
Super ClassOrganoheterocyclic compounds  
ClassIndoles and derivatives  
Sub ClassIndolyl carboxylic acids and derivatives  
Direct ParentIndolyl carboxylic acids and derivatives  
Alternative Parents
Substituents
  • Indolyl carboxylic acid derivative
    • 

  • Indole
    • 

  • Dihydroindole
    • 

  • Benzenoid
    • 

  • Methyl ester
    • 

  • Carboxamide group
    • 

  • Carboxylic acid ester
    • 

  • Lactam
    • 

  • Secondary carboxylic acid amide
    • 

  • Carboxylic acid derivative
    • 

  • Azacycle
    • 

  • Monocarboxylic acid or derivatives
    • 

  • Carbonyl group
    • 

  • Hydrocarbon derivative
    • 

  • Organic oxide
    • 

  • Organopnictogen compound
    • 

  • Organic oxygen compound
    • 

  • Organic nitrogen compound
    • 

  • Organonitrogen compound
    • 

  • Organooxygen compound
    • 

  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP1.58ALOGPS
logP1.61ChemAxon
logS-2.7ALOGPS
pKa (Strongest Acidic)6.12ChemAxon
pKa (Strongest Basic)0.84ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area58.89 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity55.95 m³·mol⁻¹ChemAxon
Polarizability20.96 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB018476  
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound11287197  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]