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Showing NP-Card for 2,3-dichloro-7-(5,6-dichloro-2,3-dihydro-1h-pyrrolizin-3-yl)-6,8-dihydroxybenzo[a]pyrrolizin-5-one (NP0253271)

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Record Information
Version2.0
Created at2022-09-07 17:06:04 UTC
Updated at2022-09-07 17:06:04 UTC
NP-MRD IDNP0253271
Secondary Accession NumbersNone
Natural Product Identification
Common Name2,3-dichloro-7-(5,6-dichloro-2,3-dihydro-1h-pyrrolizin-3-yl)-6,8-dihydroxybenzo[a]pyrrolizin-5-one
Description2,3-Dichloro-7-(5,6-dichloro-2,3-dihydro-1H-pyrrolizin-3-yl)-6,8-dihydroxy-5H-benzo[a]pyrrolizin-5-one belongs to the class of organic compounds known as isoindolones. These are aromatic polycyclic compounds that an isoindole bearing a ketone. Based on a literature review very few articles have been published on 2,3-dichloro-7-(5,6-dichloro-2,3-dihydro-1H-pyrrolizin-3-yl)-6,8-dihydroxy-5H-benzo[a]pyrrolizin-5-one.
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0253271 (2,3-dichloro-7-(5,6-dichloro-2,3-dihydro-1h-pyrrolizin-3-yl)-6,8-dihydroxybenzo[a]pyrrolizin-5-one)


  Mrv1652309072219062D          

 27 31  0  0  0  0            999 V2000
    0.0787   -3.0584    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0950   -2.2336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7719   -1.7619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5324   -0.9724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0964   -0.3703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8999   -0.5577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4639    0.0444    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1393   -1.3472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9427   -1.5346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5666   -0.9948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2728   -1.4213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0854   -2.2247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4060   -2.9848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7822   -3.5247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8522   -4.3467    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.0760   -3.0982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3158   -3.4188    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.2634   -2.2947    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5753   -1.9493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8147   -2.7388    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2924   -0.9561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9502   -0.4581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6270   -0.9298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4065   -0.6595    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.3876   -1.7193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8856   -2.3771    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.5628   -1.7356    0.0000 N   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
  6  7  1  0  0  0  0
  6  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  1  0  0  0  0
 14 16  2  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 12 18  1  0  0  0  0
  9 18  1  0  0  0  0
  8 19  2  0  0  0  0
  3 19  1  0  0  0  0
 19 20  1  0  0  0  0
  4 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  2  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 21 27  1  0  0  0  0
  2 27  1  0  0  0  0
M  END
Download

3D MOL for NP0253271 (2,3-dichloro-7-(5,6-dichloro-2,3-dihydro-1h-pyrrolizin-3-yl)-6,8-dihydroxybenzo[a]pyrrolizin-5-one)

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3D SDF for NP0253271 (2,3-dichloro-7-(5,6-dichloro-2,3-dihydro-1h-pyrrolizin-3-yl)-6,8-dihydroxybenzo[a]pyrrolizin-5-one)

  Mrv1652309072219062D          

 27 31  0  0  0  0            999 V2000
    0.0787   -3.0584    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0950   -2.2336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7719   -1.7619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5324   -0.9724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0964   -0.3703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8999   -0.5577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4639    0.0444    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1393   -1.3472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9427   -1.5346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5666   -0.9948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2728   -1.4213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0854   -2.2247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4060   -2.9848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7822   -3.5247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8522   -4.3467    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.0760   -3.0982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3158   -3.4188    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.2634   -2.2947    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5753   -1.9493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8147   -2.7388    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2924   -0.9561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9502   -0.4581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6270   -0.9298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4065   -0.6595    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.3876   -1.7193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8856   -2.3771    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.5628   -1.7356    0.0000 N   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
  6  7  1  0  0  0  0
  6  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  1  0  0  0  0
 14 16  2  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 12 18  1  0  0  0  0
  9 18  1  0  0  0  0
  8 19  2  0  0  0  0
  3 19  1  0  0  0  0
 19 20  1  0  0  0  0
  4 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  2  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 21 27  1  0  0  0  0
  2 27  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0253271

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC1=CC2=C(C(=O)N3C(Cl)=C(Cl)C=C23)C(O)=C1C1CCC2=CC(Cl)=C(Cl)N12

> <INCHI_IDENTIFIER>
InChI=1S/C18H10Cl4N2O3/c19-8-3-6-1-2-10(23(6)16(8)21)14-12(25)4-7-11-5-9(20)17(22)24(11)18(27)13(7)15(14)26/h3-5,10,25-26H,1-2H2

> <INCHI_KEY>
PNWJMZXCEYWQFJ-UHFFFAOYSA-N

> <FORMULA>
C18H10Cl4N2O3

> <MOLECULAR_WEIGHT>
444.09

> <EXACT_MASS>
441.944553

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
37

> <JCHEM_AVERAGE_POLARIZABILITY>
41.367195593477646

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2,3-dichloro-7-(5,6-dichloro-2,3-dihydro-1H-pyrrolizin-3-yl)-6,8-dihydroxy-5H-benzo[a]pyrrolizin-5-one

> <JCHEM_LOGP>
4.39651472

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.447401670736289

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.92992610819336

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6222741666389715

> <JCHEM_POLAR_SURFACE_AREA>
67.38999999999999

> <JCHEM_REFRACTIVITY>
104.7769

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
2,3-dichloro-7-(5,6-dichloro-2,3-dihydro-1H-pyrrolizin-3-yl)-6,8-dihydroxybenzo[a]pyrrolizin-5-one

> <JCHEM_VEBER_RULE>
0

$$$$

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3D-SDF for NP0253271 (2,3-dichloro-7-(5,6-dichloro-2,3-dihydro-1h-pyrrolizin-3-yl)-6,8-dihydroxybenzo[a]pyrrolizin-5-one)
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PDB for NP0253271 (2,3-dichloro-7-(5,6-dichloro-2,3-dihydro-1h-pyrrolizin-3-yl)-6,8-dihydroxybenzo[a]pyrrolizin-5-one)
HEADER    PROTEIN                                 07-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-SEP-22         0                                  
HETATM    1  O   UNK     0       0.147  -5.709   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       0.177  -4.169   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.441  -3.289   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.994  -1.815   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.047  -0.691   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.546  -1.041   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       4.599   0.083   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       3.993  -2.515   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.493  -2.865   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.658  -1.857   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.976  -2.653   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.626  -4.153   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.225  -5.572   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.060  -6.579   0.000  0.00  0.00           C+0
HETATM   15 Cl   UNK     0       7.191  -8.114   0.000  0.00  0.00          Cl+0
HETATM   16  C   UNK     0       5.742  -5.783   0.000  0.00  0.00           C+0
HETATM   17 Cl   UNK     0       4.323  -6.382   0.000  0.00  0.00          Cl+0
HETATM   18  N   UNK     0       6.092  -4.284   0.000  0.00  0.00           N+0
HETATM   19  C   UNK     0       2.941  -3.639   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       3.387  -5.112   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      -0.546  -1.785   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -1.774  -0.855   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -3.037  -1.736   0.000  0.00  0.00           C+0
HETATM   24 Cl   UNK     0      -4.492  -1.231   0.000  0.00  0.00          Cl+0
HETATM   25  C   UNK     0      -2.590  -3.209   0.000  0.00  0.00           C+0
HETATM   26 Cl   UNK     0      -3.520  -4.437   0.000  0.00  0.00          Cl+0
HETATM   27  N   UNK     0      -1.050  -3.240   0.000  0.00  0.00           N+0
CONECT    1    2                                                            
CONECT    2    1    3   27                                                  
CONECT    3    2    4   19                                                  
CONECT    4    3    5   21                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   19                                                  
CONECT    9    8   10   18                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   18                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   12    9                                                  
CONECT   19    8    3   20                                                  
CONECT   20   19                                                            
CONECT   21    4   22   27                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   21    2                                                  
MASTER        0    0    0    0    0    0    0    0   27    0   62    0
END

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3D PDB for NP0253271 (2,3-dichloro-7-(5,6-dichloro-2,3-dihydro-1h-pyrrolizin-3-yl)-6,8-dihydroxybenzo[a]pyrrolizin-5-one)
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SMILES for NP0253271 (2,3-dichloro-7-(5,6-dichloro-2,3-dihydro-1h-pyrrolizin-3-yl)-6,8-dihydroxybenzo[a]pyrrolizin-5-one)
OC1=CC2=C(C(=O)N3C(Cl)=C(Cl)C=C23)C(O)=C1C1CCC2=CC(Cl)=C(Cl)N12
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INCHI for NP0253271 (2,3-dichloro-7-(5,6-dichloro-2,3-dihydro-1h-pyrrolizin-3-yl)-6,8-dihydroxybenzo[a]pyrrolizin-5-one)
InChI=1S/C18H10Cl4N2O3/c19-8-3-6-1-2-10(23(6)16(8)21)14-12(25)4-7-11-5-9(20)17(22)24(11)18(27)13(7)15(14)26/h3-5,10,25-26H,1-2H2
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View in JSmol
SynonymsNot Available
Chemical FormulaC18H10Cl4N2O3
Average Mass444.0900 Da
Monoisotopic Mass441.94455 Da
IUPAC NameNot Available
Traditional NameNot Available
CAS Registry NumberNot Available
SMILES
OC1=CC2=C(C(=O)N3C(Cl)=C(Cl)C=C23)C(O)=C1C1CCC2=CC(Cl)=C(Cl)N12
InChI Identifier
InChI=1S/C18H10Cl4N2O3/c19-8-3-6-1-2-10(23(6)16(8)21)14-12(25)4-7-11-5-9(20)17(22)24(11)18(27)13(7)15(14)26/h3-5,10,25-26H,1-2H2
InChI KeyPNWJMZXCEYWQFJ-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of OriginNot Available
Chemical Taxonomy
Description Belongs to the class of organic compounds known as isoindolones. These are aromatic polycyclic compounds that an isoindole bearing a ketone.
KingdomOrganic compounds  
Super ClassOrganoheterocyclic compounds  
ClassIsoindoles and derivatives  
Sub ClassIsoindolines  
Direct ParentIsoindolones  
Alternative Parents
Substituents
  • Isoindolone
    • 

  • Pyrrolizine
    • 

  • 1-hydroxy-4-unsubstituted benzenoid
    • 

  • 1-hydroxy-2-unsubstituted benzenoid
    • 

  • Aryl chloride
    • 

  • Aryl halide
    • 

  • Benzenoid
    • 

  • Substituted pyrrole
    • 

  • Pyrrole
    • 

  • Heteroaromatic compound
    • 

  • Vinylogous acid
    • 

  • Lactam
    • 

  • Azacycle
    • 

  • Organic nitrogen compound
    • 

  • Hydrocarbon derivative
    • 

  • Organooxygen compound
    • 

  • Organonitrogen compound
    • 

  • Organochloride
    • 

  • Organohalogen compound
    • 

  • Organic oxide
    • 

  • Organopnictogen compound
    • 

  • Organic oxygen 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
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID64879991  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound78121246  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]