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Showing NP-Card for Peganine N-oxide (NP0083591)

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Record Information
Version2.0
Created at2022-04-29 04:35:08 UTC
Updated at2022-04-29 04:35:08 UTC
NP-MRD IDNP0083591
Secondary Accession NumbersNone
Natural Product Identification
Common NamePeganine N-oxide
Description3-Hydroxy-1H,2H,3H,9H-4λ⁵-pyrrolo[2,1-b]quinazolin-4-one belongs to the class of organic compounds known as quinazolines. Quinazolines are compounds containing a quinazoline moiety, which is made up of two fused six-member aromatic rings, a benzene ring and a pyrimidine ring. Peganine N-oxide is found in Nitraria komarovii. Based on a literature review very few articles have been published on 3-hydroxy-1H,2H,3H,9H-4λ⁵-pyrrolo[2,1-b]quinazolin-4-one.
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0083591 (Peganine N-oxide)


  Mrv1652304292206352D          

 15 17  0  0  0  0            999 V2000
    2.1434    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6425    1.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8974    1.8646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1274    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6425   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  3  8  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  2  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
 10 15  1  0  0  0  0
  2 15  1  0  0  0  0
M  END
Download

3D MOL for NP0083591 (Peganine N-oxide)

     RDKit          3D

 27 29  0  0  0  0  0  0  0  0999 V2000
    0.1974    2.6192   -0.6043 O   0  0  0  0  0  1  0  0  0  0  0  0
    0.1316    1.2992   -0.2333 N   0  0  0  0  0  4  0  0  0  0  0  0
   -0.9756    0.7241    0.0836 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3523    1.3076    0.1219 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5531    2.1255    1.2117 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2621    0.1254    0.1723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4352   -0.9822    0.7623 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0412   -0.6157    0.4603 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0864   -1.5001    0.5397 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3331   -0.8159    0.1731 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5344   -1.5492    0.2012 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7256   -0.9612   -0.1312 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7235    0.3666   -0.4946 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5506    1.0842   -0.5225 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3219    0.5045   -0.1869 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5034    1.8203   -0.8563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9393    2.9189    1.0984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6435   -0.1599   -0.8399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1387    0.2721    0.8416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6552   -1.9545    0.2689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5913   -1.1235    1.8356 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1724   -1.9766    1.5467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0504   -2.3436   -0.2052 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5231   -2.5920    0.4885 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6505   -1.5494   -0.1031 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6664    0.8155   -0.7532 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5243    2.1410   -0.8081 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15  2  1  0
  2  1  1  0
  2  3  2  0
  3  4  1  0
  3  8  1  0
 15 10  1  0
  5 17  1  0
  4 16  1  6
  6 18  1  0
  6 19  1  0
  7 20  1  0
  7 21  1  0
  9 22  1  0
  9 23  1  0
 11 24  1  0
 12 25  1  0
 13 26  1  0
 14 27  1  0
M  CHG  2   1  -1   2   1
M  END
Download

3D SDF for NP0083591 (Peganine N-oxide)


  Mrv1652304292206352D          

 15 17  0  0  0  0            999 V2000
    2.1434    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6425    1.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8974    1.8646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1274    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6425   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  3  8  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  2  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
 10 15  1  0  0  0  0
  2 15  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0083591

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC1CCN2CC3=CC=CC=C3N(=O)=C12

> <INCHI_IDENTIFIER>
InChI=1S/C11H12N2O2/c14-10-5-6-12-7-8-3-1-2-4-9(8)13(15)11(10)12/h1-4,10,14H,5-7H2

> <INCHI_KEY>
IGPJOUIOWWRVIN-UHFFFAOYSA-N

> <FORMULA>
C11H12N2O2

> <MOLECULAR_WEIGHT>
204.229

> <EXACT_MASS>
204.089877634

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
27

> <JCHEM_AVERAGE_POLARIZABILITY>
21.23615046586817

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-hydroxy-1H,2H,3H,9H-4lambda5-pyrrolo[2,1-b]quinazolin-4-one

> <ALOGPS_LOGP>
-0.31

> <JCHEM_LOGP>
0.17837055333333351

> <ALOGPS_LOGS>
-1.04

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.727914554444023

> <JCHEM_PKA_STRONGEST_BASIC>
3.8341511566329216

> <JCHEM_POLAR_SURFACE_AREA>
52.220000000000006

> <JCHEM_REFRACTIVITY>
66.14500000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.87e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-hydroxy-1H,2H,3H,9H-4lambda5-pyrrolo[2,1-b]quinazolin-4-one

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for NP0083591 (Peganine N-oxide)

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PDB for NP0083591 (Peganine N-oxide)
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  O   UNK     0       4.001   3.850   0.000  0.00  0.00           O+0
HETATM    2  N   UNK     0       4.001   2.310   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.799   2.016   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       7.275   3.481   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       7.705   0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.799  -0.476   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0       5.335   0.000   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   15                                                  
CONECT    3    2    4    8                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8                                                       
CONECT    8    3    7    9                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   15                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   10    2                                                  
MASTER        0    0    0    0    0    0    0    0   15    0   34    0
END

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3D PDB for NP0083591 (Peganine N-oxide)
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SMILES for NP0083591 (Peganine N-oxide)
OC1CCN2CC3=CC=CC=C3N(=O)=C12
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INCHI for NP0083591 (Peganine N-oxide)
InChI=1S/C11H12N2O2/c14-10-5-6-12-7-8-3-1-2-4-9(8)13(15)11(10)12/h1-4,10,14H,5-7H2
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View in JSmol
SynonymsNot Available
Chemical FormulaC11H12N2O2
Average Mass204.2290 Da
Monoisotopic Mass204.08988 Da
IUPAC Name3-hydroxy-1H,2H,3H,9H-4lambda5-pyrrolo[2,1-b]quinazolin-4-one
Traditional Name3-hydroxy-1H,2H,3H,9H-4lambda5-pyrrolo[2,1-b]quinazolin-4-one
CAS Registry NumberNot Available
SMILES
OC1CCN2CC3=CC=CC=C3N(=O)=C12
InChI Identifier
InChI=1S/C11H12N2O2/c14-10-5-6-12-7-8-3-1-2-4-9(8)13(15)11(10)12/h1-4,10,14H,5-7H2
InChI KeyIGPJOUIOWWRVIN-UHFFFAOYSA-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
Nitraria komaroviiPlant
Chemical Taxonomy
Description Belongs to the class of organic compounds known as quinazolines. Quinazolines are compounds containing a quinazoline moiety, which is made up of two fused six-member aromatic rings, a benzene ring and a pyrimidine ring.
KingdomOrganic compounds  
Super ClassOrganoheterocyclic compounds  
ClassDiazanaphthalenes  
Sub ClassBenzodiazines  
Direct ParentQuinazolines  
Alternative Parents
Substituents
  • Quinazoline
    • 

  • N-alkylpyrrolidine
    • 

  • Benzenoid
    • 

  • Pyrrolidine
    • 

  • Nitrone
    • 

  • Secondary alcohol
    • 

  • Organic 1,3-dipolar compound
    • 

  • Propargyl-type 1,3-dipolar organic compound
    • 

  • Allyl-type 1,3-dipolar organic compound
    • 

  • Azacycle
    • 

  • Carboxylic acid amidine
    • 

  • Amidine
    • 

  • Hydrocarbon derivative
    • 

  • Organic oxide
    • 

  • Organic oxygen compound
    • 

  • Organic nitrogen compound
    • 

  • Organooxygen compound
    • 

  • Organonitrogen compound
    • 

  • Alcohol
    • 

  • Organic zwitterion
    • 

  • Amine
    • 

  • Organic salt
    • 

  • 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
logP-0.31ALOGPS
logP0.18ChemAxon
logS-1ALOGPS
pKa (Strongest Acidic)13.73ChemAxon
pKa (Strongest Basic)3.83ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area52.22 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity66.14 m³·mol⁻¹ChemAxon
Polarizability21.24 ųChemAxon
Number of Rings3ChemAxon
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 IDC00052379  
Chemspider ID10392163  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound21769550  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available