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Showing NP-Card for 3,3-Dichloro-4-(dichloromethylene)-2,5-pyrrolidinedione (NP0336992)

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Record Information
Version2.0
Created at2024-09-11 08:47:32 UTC
Updated at2024-09-11 08:47:32 UTC
NP-MRD IDNP0336992
Secondary Accession NumbersNone
Natural Product Identification
Common Name3,3-Dichloro-4-(dichloromethylene)-2,5-pyrrolidinedione
Description3,3-Dichloro-4-(dichloromethylene)-2,5-pyrrolidinedione, also known as DC-DCM-p, 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. 3,3-Dichloro-4-(dichloromethylene)-2,5-pyrrolidinedione is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0336992 (3,3-Dichloro-4-(dichloromethylene)-2,5-pyrrolidinedione)


  Mrv0541 02241215542D          

 12 12  0  0  0  0            999 V2000
    0.2791   -0.0755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5456   -0.0755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8013   -0.8604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1347   -1.3455    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5305   -0.8604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7586    0.7216    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.3427   -0.2886    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.7655    0.5910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4316    1.3455    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.5860    0.5031    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.3139   -1.1160    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5860   -1.1146    0.0000 O   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
  2  6  1  0  0  0  0
  2  7  1  0  0  0  0
  3  4  1  0  0  0  0
  3 12  2  0  0  0  0
  4  5  1  0  0  0  0
  5 11  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 NP0336992 (3,3-Dichloro-4-(dichloromethylene)-2,5-pyrrolidinedione)

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3D SDF for NP0336992 (3,3-Dichloro-4-(dichloromethylene)-2,5-pyrrolidinedione)

  Mrv0541 02241215542D          

 12 12  0  0  0  0            999 V2000
    0.2791   -0.0755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5456   -0.0755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8013   -0.8604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1347   -1.3455    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5305   -0.8604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7586    0.7216    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.3427   -0.2886    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.7655    0.5910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4316    1.3455    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.5860    0.5031    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.3139   -1.1160    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5860   -1.1146    0.0000 O   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
  2  6  1  0  0  0  0
  2  7  1  0  0  0  0
  3  4  1  0  0  0  0
  3 12  2  0  0  0  0
  4  5  1  0  0  0  0
  5 11  2  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0336992

> <DATABASE_NAME>
NP-MRD

> <SMILES>
ClC(Cl)=C1C(=O)NC(=O)C1(Cl)Cl

> <INCHI_IDENTIFIER>
InChI=1S/C5HCl4NO2/c6-2(7)1-3(11)10-4(12)5(1,8)9/h(H,10,11,12)

> <INCHI_KEY>
QURBORJOJALFAD-UHFFFAOYSA-N

> <FORMULA>
C5HCl4NO2

> <MOLECULAR_WEIGHT>
248.879

> <EXACT_MASS>
246.876139109

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
18.07432768517505

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3,3-dichloro-4-(dichloromethylidene)pyrrolidine-2,5-dione

> <ALOGPS_LOGP>
2.20

> <JCHEM_LOGP>
1.8470272506666667

> <ALOGPS_LOGS>
-3.91

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.298015112610368

> <JCHEM_PKA_STRONGEST_BASIC>
-6.35759559214263

> <JCHEM_POLAR_SURFACE_AREA>
46.17

> <JCHEM_REFRACTIVITY>
57.0147

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.07e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3,3-dichloro-4-(dichloromethylidene)pyrrolidine-2,5-dione

> <JCHEM_VEBER_RULE>
0

$$$$

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3D-SDF for NP0336992 (3,3-Dichloro-4-(dichloromethylene)-2,5-pyrrolidinedione)
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PDB for NP0336992 (3,3-Dichloro-4-(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      -1.018  -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 Cl   UNK     0      -1.416   1.347   0.000  0.00  0.00          Cl+0
HETATM    7 Cl   UNK     0      -2.506  -0.539   0.000  0.00  0.00          Cl+0
HETATM    8  C   UNK     0       1.429   1.103   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
HETATM   11  O   UNK     0       2.453  -2.083   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      -2.961  -2.081   0.000  0.00  0.00           O+0
CONECT    1    2    5    8                                                  
CONECT    2    1    3    6    7                                             
CONECT    3    2    4   12                                                  
CONECT    4    3    5                                                       
CONECT    5    1    4   11                                                  
CONECT    6    2                                                            
CONECT    7    2                                                            
CONECT    8    1    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8                                                            
CONECT   11    5                                                            
CONECT   12    3                                                            
MASTER        0    0    0    0    0    0    0    0   12    0   24    0
END

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3D PDB for NP0336992 (3,3-Dichloro-4-(dichloromethylene)-2,5-pyrrolidinedione)
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SMILES for NP0336992 (3,3-Dichloro-4-(dichloromethylene)-2,5-pyrrolidinedione)
ClC(Cl)=C1C(=O)NC(=O)C1(Cl)Cl
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INCHI for NP0336992 (3,3-Dichloro-4-(dichloromethylene)-2,5-pyrrolidinedione)
InChI=1S/C5HCl4NO2/c6-2(7)1-3(11)10-4(12)5(1,8)9/h(H,10,11,12)
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Synonyms
ValueSource
DC-DCM-pHMDB
3,3-Dichloro-4-(dichloromethylene)-2,5-pyrrolidinedioneMeSH
Chemical FormulaC5HCl4NO2
Average Mass248.8790 Da
Monoisotopic Mass246.87614 Da
IUPAC Name3,3-dichloro-4-(dichloromethylidene)pyrrolidine-2,5-dione
Traditional Name3,3-dichloro-4-(dichloromethylidene)pyrrolidine-2,5-dione
CAS Registry NumberNot Available
SMILES
ClC(Cl)=C1C(=O)NC(=O)C1(Cl)Cl
InChI Identifier
InChI=1S/C5HCl4NO2/c6-2(7)1-3(11)10-4(12)5(1,8)9/h(H,10,11,12)
InChI KeyQURBORJOJALFAD-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
    • 

  • Carboxylic acid derivative
    • 

  • Azacycle
    • 

  • Vinyl chloride
    • 

  • Vinyl halide
    • 

  • Chloroalkene
    • 

  • Haloalkene
    • 

  • Organonitrogen compound
    • 

  • Organochloride
    • 

  • Organohalogen compound
    • 

  • Hydrocarbon derivative
    • 

  • Organic oxide
    • 

  • Organopnictogen compound
    • 

  • Organic oxygen compound
    • 

  • Organooxygen compound
    • 

  • Alkyl chloride
    • 

  • Alkyl halide
    • 

  • Carbonyl group
    • 

  • Organic nitrogen compound
    • 

  • 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
logP2.2ALOGPS
logP1.85ChemAxon
logS-3.9ALOGPS
pKa (Strongest Acidic)5.3ChemAxon
pKa (Strongest Basic)-6.4ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area46.17 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity57.01 m³·mol⁻¹ChemAxon
Polarizability18.07 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0034898  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB013475  
KNApSAcK IDNot Available
Chemspider ID136381  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound154800  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available