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Showing NP-Card for 3-(Dichloromethylene)-2,5-pyrrolidinedione (NP0337427)

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Record Information
Version2.0
Created at2024-09-11 10:49:26 UTC
Updated at2024-09-11 10:49:26 UTC
NP-MRD IDNP0337427
Secondary Accession NumbersNone
Natural Product Identification
Common Name3-(Dichloromethylene)-2,5-pyrrolidinedione
Description3-(Dichloromethylene)-2,5-pyrrolidinedione belongs to the class of organic compounds known as pyrrolidine-2-ones. These are pyrrolidines which bear a C=O group at position 2 of the pyrrolidine ring. 3-(Dichloromethylene)-2,5-pyrrolidinedione is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0337427 (3-(Dichloromethylene)-2,5-pyrrolidinedione)


  Mrv0541 02241217242D          

 10 10  0  0  0  0            999 V2000
    0.2791   -0.0756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5458   -0.0756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8015   -0.8606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1347   -1.3458    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5306   -0.8606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5865   -1.1150    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3142   -1.1163    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7657    0.5912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4317    1.3458    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.5865    0.5032    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  5  1  0  0  0  0
  1  8  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  6  2  0  0  0  0
  4  5  1  0  0  0  0
  5  7  2  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
M  END
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3D MOL for NP0337427 (3-(Dichloromethylene)-2,5-pyrrolidinedione)

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3D SDF for NP0337427 (3-(Dichloromethylene)-2,5-pyrrolidinedione)

  Mrv0541 02241217242D          

 10 10  0  0  0  0            999 V2000
    0.2791   -0.0756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5458   -0.0756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8015   -0.8606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1347   -1.3458    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5306   -0.8606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5865   -1.1150    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3142   -1.1163    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7657    0.5912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4317    1.3458    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.5865    0.5032    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  5  1  0  0  0  0
  1  8  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  6  2  0  0  0  0
  4  5  1  0  0  0  0
  5  7  2  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0337427

> <DATABASE_NAME>
NP-MRD

> <SMILES>
ClC(Cl)=C1CC(=O)NC1=O

> <INCHI_IDENTIFIER>
InChI=1S/C5H3Cl2NO2/c6-4(7)2-1-3(9)8-5(2)10/h1H2,(H,8,9,10)

> <INCHI_KEY>
SKOPRFQCOBOZFB-UHFFFAOYSA-N

> <FORMULA>
C5H3Cl2NO2

> <MOLECULAR_WEIGHT>
179.989

> <EXACT_MASS>
178.954083759

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
14.205239076081586

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-(dichloromethylidene)pyrrolidine-2,5-dione

> <ALOGPS_LOGP>
0.78

> <JCHEM_LOGP>
0.2121644746666667

> <ALOGPS_LOGS>
-1.76

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.574652995385774

> <JCHEM_PKA_STRONGEST_BASIC>
-5.424909772529943

> <JCHEM_POLAR_SURFACE_AREA>
46.17

> <JCHEM_REFRACTIVITY>
47.0589

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.15e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-(dichloromethylidene)pyrrolidine-2,5-dione

> <JCHEM_VEBER_RULE>
0

$$$$

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3D-SDF for NP0337427 (3-(Dichloromethylene)-2,5-pyrrolidinedione)
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PDB for NP0337427 (3-(Dichloromethylene)-2,5-pyrrolidinedione)
HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0       0.521  -0.141   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.019  -0.141   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.496  -1.606   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0      -0.251  -2.512   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0       0.990  -1.606   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      -2.961  -2.081   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0       2.453  -2.084   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       1.429   1.104   0.000  0.00  0.00           C+0
HETATM    9 Cl   UNK     0       0.806   2.512   0.000  0.00  0.00          Cl+0
HETATM   10 Cl   UNK     0       2.961   0.939   0.000  0.00  0.00          Cl+0
CONECT    1    2    5    8                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4    6                                                  
CONECT    4    3    5                                                       
CONECT    5    1    4    7                                                  
CONECT    6    3                                                            
CONECT    7    5                                                            
CONECT    8    1    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8                                                            
MASTER        0    0    0    0    0    0    0    0   10    0   20    0
END

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3D PDB for NP0337427 (3-(Dichloromethylene)-2,5-pyrrolidinedione)
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SMILES for NP0337427 (3-(Dichloromethylene)-2,5-pyrrolidinedione)
ClC(Cl)=C1CC(=O)NC1=O
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INCHI for NP0337427 (3-(Dichloromethylene)-2,5-pyrrolidinedione)
InChI=1S/C5H3Cl2NO2/c6-4(7)2-1-3(9)8-5(2)10/h1H2,(H,8,9,10)
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SynonymsNot Available
Chemical FormulaC5H3Cl2NO2
Average Mass179.9890 Da
Monoisotopic Mass178.95408 Da
IUPAC Name3-(dichloromethylidene)pyrrolidine-2,5-dione
Traditional Name3-(dichloromethylidene)pyrrolidine-2,5-dione
CAS Registry NumberNot Available
SMILES
ClC(Cl)=C1CC(=O)NC1=O
InChI Identifier
InChI=1S/C5H3Cl2NO2/c6-4(7)2-1-3(9)8-5(2)10/h1H2,(H,8,9,10)
InChI KeySKOPRFQCOBOZFB-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 pyrrolidine-2-ones. These are pyrrolidines which bear a C=O group at position 2 of the pyrrolidine ring.
KingdomOrganic compounds  
Super ClassOrganoheterocyclic compounds  
ClassPyrrolidines  
Sub ClassPyrrolidones  
Direct ParentPyrrolidine-2-ones  
Alternative Parents
Substituents
  • 2-pyrrolidone
    • 

  • Carboxylic acid imide
    • 

  • Dicarboximide
    • 

  • Carboxylic acid imide, n-unsubstituted
    • 

  • Vinylogous halide
    • 

  • Ketene acetal or derivatives
    • 

  • Lactam
    • 

  • Haloalkene
    • 

  • Azacycle
    • 

  • Vinyl halide
    • 

  • Vinyl chloride
    • 

  • Chloroalkene
    • 

  • Carboxylic acid derivative
    • 

  • Hydrocarbon derivative
    • 

  • Organonitrogen compound
    • 

  • Organochloride
    • 

  • Organohalogen compound
    • 

  • Organopnictogen compound
    • 

  • Carbonyl group
    • 

  • Organic oxygen compound
    • 

  • Organic nitrogen compound
    • 

  • Organooxygen compound
    • 

  • Organic oxide
    • 

  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic 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
logP0.78ALOGPS
logP0.21ChemAxon
logS-1.8ALOGPS
pKa (Strongest Acidic)8.57ChemAxon
pKa (Strongest Basic)-5.4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area46.17 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity47.06 m³·mol⁻¹ChemAxon
Polarizability14.21 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0034895  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB013471  
KNApSAcK IDNot Available
Chemspider ID136392  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound154811  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available