Np mrd loader

Showing NP-Card for (+)-Matemone (NP0081113)

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Record Information
Version2.0
Created at2022-04-29 02:05:06 UTC
Updated at2022-04-29 02:05:06 UTC
NP-MRD IDNP0081113
Secondary Accession NumbersNone
Natural Product Identification
Common Name(+)-Matemone
Description(2R)-6-bromo-2-(hydroxymethyl)-2-methoxy-2,3-dihydro-1H-indol-3-one belongs to the class of organic compounds known as indolines. Indolines are compounds containing an indole moiety, which consists of pyrrolidine ring fused to benzene to form 2,3-dihydroindole. (+)-Matemone is found in Iotrochota purpurea. Based on a literature review very few articles have been published on (2R)-6-bromo-2-(hydroxymethyl)-2-methoxy-2,3-dihydro-1H-indol-3-one.
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0081113 ((+)-Matemone)


  Mrv1652304292204052D          

 15 16  0  0  1  0            999 V2000
    3.3523    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    2.1904    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538    1.5229    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1387    0.8555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838    0.0709    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0650    1.9279    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0736    2.7529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0650    1.1179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0736    0.2930    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    2.3479    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  4  9  1  0  0  0  0
  9 10  2  0  0  0  0
  8 11  1  1  0  0  0
 11 12  1  0  0  0  0
  8 13  1  6  0  0  0
 13 14  1  0  0  0  0
  1 15  1  0  0  0  0
M  END
Download

3D MOL for NP0081113 ((+)-Matemone)

     RDKit          3D

 25 26  0  0  0  0  0  0  0  0999 V2000
   -2.5462    1.6604    0.0422 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7667    0.8071    0.8318 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1436   -0.1271    0.0364 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1241   -0.9842   -0.7342 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0369   -1.5511    0.1453 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1843    0.4712   -0.8703 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1256    0.3135   -0.3696 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3417    0.8591   -0.7525 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5110    0.5445   -0.0925 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1895    1.2966   -0.6199 Br  0  0  0  0  0  0  0  0  0  0  0  0
    3.4686   -0.3296    0.9685 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2492   -0.8773    1.3532 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0889   -0.5579    0.6894 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2967   -0.9900    0.8935 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6860   -1.9281    1.6623 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3182    1.1124   -0.5072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9345    2.2161   -0.7001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0294    2.4258    0.6991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5860   -0.4645   -1.5773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5302   -1.8318   -1.1791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3233   -2.4147   -0.2430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4327    0.9508   -1.7676 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3976    1.5417   -1.5757 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3798   -0.5797    1.4888 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1866   -1.5632    2.1789 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  3  2  1  1
  3  4  1  0
  4  5  1  0
  3  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
  9 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 14  3  1  0
 13  7  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  4 19  1  0
  4 20  1  0
  5 21  1  0
  6 22  1  0
  8 23  1  0
 11 24  1  0
 12 25  1  0
M  END
Download

3D SDF for NP0081113 ((+)-Matemone)


  Mrv1652304292204052D          

 15 16  0  0  1  0            999 V2000
    3.3523    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    2.1904    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538    1.5229    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1387    0.8555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838    0.0709    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0650    1.9279    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0736    2.7529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0650    1.1179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0736    0.2930    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    2.3479    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  4  9  1  0  0  0  0
  9 10  2  0  0  0  0
  8 11  1  1  0  0  0
 11 12  1  0  0  0  0
  8 13  1  6  0  0  0
 13 14  1  0  0  0  0
  1 15  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0081113

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CO[C@@]1(CO)NC2=CC(Br)=CC=C2C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C10H10BrNO3/c1-15-10(5-13)9(14)7-3-2-6(11)4-8(7)12-10/h2-4,12-13H,5H2,1H3/t10-/m1/s1

> <INCHI_KEY>
BZQIGYZFDBINJR-SNVBAGLBSA-N

> <FORMULA>
C10H10BrNO3

> <MOLECULAR_WEIGHT>
272.098

> <EXACT_MASS>
270.984406

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
25

> <JCHEM_AVERAGE_POLARIZABILITY>
22.863853277373387

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2R)-6-bromo-2-(hydroxymethyl)-2-methoxy-2,3-dihydro-1H-indol-3-one

> <ALOGPS_LOGP>
1.17

> <JCHEM_LOGP>
2.2512390653333334

> <ALOGPS_LOGS>
-2.25

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.092958473173805

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.592743986385376

> <JCHEM_PKA_STRONGEST_BASIC>
-3.314319693733406

> <JCHEM_POLAR_SURFACE_AREA>
58.56

> <JCHEM_REFRACTIVITY>
60.0495

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.52e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R)-6-bromo-2-(hydroxymethyl)-2-methoxy-1H-indol-3-one

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for NP0081113 ((+)-Matemone)

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PDB for NP0081113 ((+)-Matemone)
HEADER    PROTEIN                                 29-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-APR-22         0                                  
HETATM    1  C   UNK     0       6.258   3.613   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.258   2.073   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.924   1.303   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.590   2.073   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.590   3.613   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.924   4.383   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0       2.126   4.089   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       1.220   2.843   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.126   1.597   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       1.650   0.132   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      -0.121   3.599   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -0.137   5.139   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.121   2.087   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -0.137   0.547   0.000  0.00  0.00           O+0
HETATM   15 Br   UNK     0       7.591   4.383   0.000  0.00  0.00          Br+0
CONECT    1    2    6   15                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    9                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5    1                                                       
CONECT    7    5    8                                                       
CONECT    8    7    9   11   13                                             
CONECT    9    8    4   10                                                  
CONECT   10    9                                                            
CONECT   11    8   12                                                       
CONECT   12   11                                                            
CONECT   13    8   14                                                       
CONECT   14   13                                                            
CONECT   15    1                                                            
MASTER        0    0    0    0    0    0    0    0   15    0   32    0
END

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3D PDB for NP0081113 ((+)-Matemone)
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SMILES for NP0081113 ((+)-Matemone)
CO[C@@]1(CO)NC2=CC(Br)=CC=C2C1=O
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INCHI for NP0081113 ((+)-Matemone)
InChI=1S/C10H10BrNO3/c1-15-10(5-13)9(14)7-3-2-6(11)4-8(7)12-10/h2-4,12-13H,5H2,1H3/t10-/m1/s1
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View in JSmol
SynonymsNot Available
Chemical FormulaC10H10BrNO3
Average Mass272.0980 Da
Monoisotopic Mass270.98441 Da
IUPAC Name(2R)-6-bromo-2-(hydroxymethyl)-2-methoxy-2,3-dihydro-1H-indol-3-one
Traditional Name(2R)-6-bromo-2-(hydroxymethyl)-2-methoxy-1H-indol-3-one
CAS Registry NumberNot Available
SMILES
CO[C@@]1(CO)NC2=CC(Br)=CC=C2C1=O
InChI Identifier
InChI=1S/C10H10BrNO3/c1-15-10(5-13)9(14)7-3-2-6(11)4-8(7)12-10/h2-4,12-13H,5H2,1H3/t10-/m1/s1
InChI KeyBZQIGYZFDBINJR-SNVBAGLBSA-N
Experimental Spectra
Not Available
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 25 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 252 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 50 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 75 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 101 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 126 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 151 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 176 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 201 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 226 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Iotrochota purpurea-
Chemical Taxonomy
Description Belongs to the class of organic compounds known as indolines. Indolines are compounds containing an indole moiety, which consists of pyrrolidine ring fused to benzene  to form 2,3-dihydroindole.
KingdomOrganic compounds  
Super ClassOrganoheterocyclic compounds  
ClassIndoles and derivatives  
Sub ClassIndolines  
Direct ParentIndolines  
Alternative Parents
Substituents
  • Dihydroindole
    • 

  • Aryl alkyl ketone
    • 

  • Aryl ketone
    • 

  • Secondary aliphatic/aromatic amine
    • 

  • Benzenoid
    • 

  • Aryl halide
    • 

  • Aryl bromide
    • 

  • Vinylogous amide
    • 

  • Ketone
    • 

  • Azacycle
    • 

  • Secondary amine
    • 

  • Organic nitrogen compound
    • 

  • Organic oxygen compound
    • 

  • Organopnictogen compound
    • 

  • Organic oxide
    • 

  • Hydrocarbon derivative
    • 

  • Primary alcohol
    • 

  • Organooxygen compound
    • 

  • Organonitrogen compound
    • 

  • Organobromide
    • 

  • Organohalogen compound
    • 

  • Amine
    • 

  • Alcohol
    • 

  • 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
logP1.17ALOGPS
logP2.25ChemAxon
logS-2.2ALOGPS
pKa (Strongest Acidic)11.59ChemAxon
pKa (Strongest Basic)-3.3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area58.56 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity60.05 m³·mol⁻¹ChemAxon
Polarizability22.86 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 IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound162918881  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available