Showing NP-Card for 3,5,7-trihydroxyisoindol-1-one (NP0303167)

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Record Information
Version2.0
Created at2022-09-10 17:16:56 UTC
Updated at2022-09-10 17:16:56 UTC
NP-MRD IDNP0303167
Secondary Accession NumbersNone
Natural Product Identification
Common Name3,5,7-trihydroxyisoindol-1-one
Description4,6-Dihydroxy-1H-isoindole-1,3(2H)-dione belongs to the class of organic compounds known as phthalimides. These are aromatic heterocyclic compounds containing a 1,3-dioxoisoindoline moiety. They are imide derivatives of phthalic anhydrides. Based on a literature review very few articles have been published on 4,6-dihydroxy-1H-isoindole-1,3(2H)-dione.
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0303167 (3,5,7-trihydroxyisoindol-1-one)

  Mrv1652309102219162D          

 13 14  0  0  0  0            999 V2000
    0.8838   -2.1500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -1.3654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538   -0.6979    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -0.0305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838    0.7541    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    0.1271    0.0000 O   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   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -2.3479    0.0000 O   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  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
  4  6  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
  8 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  2  0  0  0  0
  6 13  1  0  0  0  0
  2 13  1  0  0  0  0
M  END
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3D MOL for NP0303167 (3,5,7-trihydroxyisoindol-1-one)

     RDKit          3D

 18 19  0  0  0  0  0  0  0  0999 V2000
   -2.8805    1.7048    0.3664 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2178    0.6423    0.2015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6819   -0.7001    0.1318 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6964   -1.5173   -0.0457 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7517   -2.9080   -0.1632 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4477   -0.7348   -0.1093 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8762   -1.0497   -0.2784 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8960   -0.1222   -0.3047 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2192   -0.5038   -0.4796 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5295    1.2175   -0.1468 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2138    1.5858    0.0261 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1265    2.9208    0.1808 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7605    0.6141    0.0437 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3247   -3.5081    0.5336 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1032   -2.1194   -0.3975 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8428   -0.7324    0.2913 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2816    1.9740   -0.1598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0746    3.2365    0.3099 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0
  4  3  2  0
  3  2  1  0
  2  1  2  0
  2 13  1  0
 13 11  2  0
 11 12  1  0
 11 10  1  0
 10  8  2  0
  8  9  1  0
  8  7  1  0
  7  6  2  0
  6  4  1  0
  6 13  1  0
  5 14  1  0
 12 18  1  0
 10 17  1  0
  9 16  1  0
  7 15  1  0
M  END
Download

3D SDF for NP0303167 (3,5,7-trihydroxyisoindol-1-one)

  Mrv1652309102219162D          

 13 14  0  0  0  0            999 V2000
    0.8838   -2.1500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -1.3654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538   -0.6979    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -0.0305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838    0.7541    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    0.1271    0.0000 O   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   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -2.3479    0.0000 O   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  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
  4  6  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
  8 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  2  0  0  0  0
  6 13  1  0  0  0  0
  2 13  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0303167

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC1=NC(=O)C2=C(O)C=C(O)C=C12

> <INCHI_IDENTIFIER>
InChI=1S/C8H5NO4/c10-3-1-4-6(5(11)2-3)8(13)9-7(4)12/h1-2,10-11H,(H,9,12,13)

> <INCHI_KEY>
DXLTWSAVDKIMOT-UHFFFAOYSA-N

> <FORMULA>
C8H5NO4

> <MOLECULAR_WEIGHT>
179.131

> <EXACT_MASS>
179.021857645

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
18

> <JCHEM_AVERAGE_POLARIZABILITY>
15.707536281270439

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3,5,7-trihydroxy-1H-isoindol-1-one

> <JCHEM_LOGP>
1.1037931993333332

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.255185524792644

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.411623129990523

> <JCHEM_PKA_STRONGEST_BASIC>
-3.8457013359474215

> <JCHEM_POLAR_SURFACE_AREA>
90.12

> <JCHEM_REFRACTIVITY>
43.5983

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
3,5,7-trihydroxyisoindol-1-one

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for NP0303167 (3,5,7-trihydroxyisoindol-1-one)

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PDB for NP0303167 (3,5,7-trihydroxyisoindol-1-one)
HEADER    PROTEIN                                 10-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-SEP-22         0                                  
HETATM    1  O   UNK     0       1.650  -4.013   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       2.126  -2.549   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0       1.220  -1.303   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0       2.126  -0.057   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       1.650   1.408   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       3.590  -0.533   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.924   0.237   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.258  -0.533   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       7.591   0.237   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       6.258  -2.073   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.924  -2.843   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       4.924  -4.383   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       3.590  -2.073   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   13                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7   13                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11    6    2                                                  
MASTER        0    0    0    0    0    0    0    0   13    0   28    0
END

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3D PDB for NP0303167 (3,5,7-trihydroxyisoindol-1-one)
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SMILES for NP0303167 (3,5,7-trihydroxyisoindol-1-one)
OC1=NC(=O)C2=C(O)C=C(O)C=C12
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INCHI for NP0303167 (3,5,7-trihydroxyisoindol-1-one)
InChI=1S/C8H5NO4/c10-3-1-4-6(5(11)2-3)8(13)9-7(4)12/h1-2,10-11H,(H,9,12,13)
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SynonymsNot Available
Chemical FormulaC8H5NO4
Average Mass179.1310 Da
Monoisotopic Mass179.02186 Da
IUPAC Name3,5,7-trihydroxy-1H-isoindol-1-one
Traditional Name3,5,7-trihydroxyisoindol-1-one
CAS Registry NumberNot Available
SMILES
OC1=NC(=O)C2=C(O)C=C(O)C=C12
InChI Identifier
InChI=1S/C8H5NO4/c10-3-1-4-6(5(11)2-3)8(13)9-7(4)12/h1-2,10-11H,(H,9,12,13)
InChI KeyDXLTWSAVDKIMOT-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Chemical Shift Submissions
Not Available
Species
Species of OriginNot Available
Chemical Taxonomy
Description Belongs to the class of organic compounds known as phthalimides. These are aromatic heterocyclic compounds containing a 1,3-dioxoisoindoline moiety. They are imide derivatives of phthalic anhydrides.
KingdomOrganic compounds  
Super ClassOrganoheterocyclic compounds  
ClassIsoindoles and derivatives  
Sub ClassIsoindolines  
Direct ParentPhthalimides  
Alternative Parents
Substituents
  • Phthalimide
    • 

  • Isoindole
    • 

  • 1-hydroxy-4-unsubstituted benzenoid
    • 

  • 1-hydroxy-2-unsubstituted benzenoid
    • 

  • Phenol
    • 

  • Benzenoid
    • 

  • Carboxylic acid imide
    • 

  • Carboxylic acid imide, n-unsubstituted
    • 

  • Vinylogous acid
    • 

  • Carboxylic acid derivative
    • 

  • Azacycle
    • 

  • Organic oxide
    • 

  • Organic oxygen compound
    • 

  • Organooxygen compound
    • 

  • Organonitrogen compound
    • 

  • Organic nitrogen compound
    • 

  • Hydrocarbon derivative
    • 

  • 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
logP1.1ChemAxon
pKa (Strongest Acidic)5.41ChemAxon
pKa (Strongest Basic)-3.8ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area90.12 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity43.6 m³·mol⁻¹ChemAxon
Polarizability15.71 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID78435667  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound71519646  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]