MiMeDB: Showing metabocard for 3-Chloro-4-(3-chloro-2-nitrophenyl)-5-methoxy-3-pyrrolin-2-one (MMDBc0006822)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-05-15 00:12:57 UTC

Update Date

2022-08-31 06:26:13 UTC

Metabolite ID

MMDBc0006822

Metabolite Identification

Common Name

3-Chloro-4-(3-chloro-2-nitrophenyl)-5-methoxy-3-pyrrolin-2-one

Description

3-chloro-4-(3-chloro-2-nitrophenyl)-5-methoxy-3-pyrrolin-2-one belongs to the class of organic compounds known as nitrobenzenes. Nitrobenzenes are compounds containing a nitrobenzene moiety, which consists of a benzene ring with a carbon bearing a nitro group. Based on a literature review very few articles have been published on 3-chloro-4-(3-chloro-2-nitrophenyl)-5-methoxy-3-pyrrolin-2-one.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305152102132D          

 19 20  0  0  0  0            999 V2000
    3.3130   -2.7523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1594    0.7703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3748    0.5154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7725    0.2183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2032   -0.2916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6010   -0.5887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4186   -0.5465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7512   -0.0616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8163   -0.8436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0837   -0.5465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1637   -1.3312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2140   -1.1407    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.7512    0.7634    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.3387   -1.3312    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6448   -1.6506    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2991   -0.2916    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2579   -2.2026    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9774   -2.1355    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6486   -1.9986    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  6  4  2  0  0  0  0
  7  5  1  0  0  0  0
  8  7  2  0  0  0  0
  9  5  2  0  0  0  0
  9  6  1  0  0  0  0
 10  8  1  0  0  0  0
 11  7  1  0  0  0  0
 12  6  1  0  0  0  0
 13  8  1  0  0  0  0
 14 10  1  0  0  0  0
 14 11  1  0  0  0  0
 15  9  1  0  0  0  0
 16 10  2  0  0  0  0
 17 15  2  0  0  0  0
 18 15  2  0  0  0  0
 19  1  1  0  0  0  0
 19 11  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0006822

> <DATABASE_NAME>
MIME

> <SMILES>
COC1NC(=O)C(Cl)=C1C1=C(C(Cl)=CC=C1)N(=O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C11H8Cl2N2O4/c1-19-11-7(8(13)10(16)14-11)5-3-2-4-6(12)9(5)15(17)18/h2-4,11H,1H3,(H,14,16)

> <INCHI_KEY>
JBJAISKDFNUTNB-UHFFFAOYSA-N

> <FORMULA>
C11H8Cl2N2O4

> <MOLECULAR_WEIGHT>
303.1

> <EXACT_MASS>
301.9861121

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
27

> <JCHEM_AVERAGE_POLARIZABILITY>
26.23186848289901

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-chloro-4-(3-chloro-2-nitrophenyl)-5-methoxy-2,5-dihydro-1H-pyrrol-2-one

> <ALOGPS_LOGP>
2.45

> <JCHEM_LOGP>
2.3019039733333333

> <ALOGPS_LOGS>
-4.04

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.276609918346427

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.073048492868145

> <JCHEM_PKA_STRONGEST_BASIC>
-2.112719172833933

> <JCHEM_POLAR_SURFACE_AREA>
84.15

> <JCHEM_REFRACTIVITY>
70.2761

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.74e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-chloro-4-(3-chloro-2-nitrophenyl)-5-methoxy-1,5-dihydropyrrol-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 15-MAY-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   15-MAY-21         0                                  
HETATM    1  C   UNK     0       6.184  -5.138   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.631   1.438   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.166   0.962   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      10.775   0.407   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.846  -0.544   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.455  -1.099   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.381  -1.020   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.136  -0.115   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.990  -1.575   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.890  -1.020   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.906  -2.485   0.000  0.00  0.00           C+0
HETATM   12 Cl   UNK     0      11.600  -2.129   0.000  0.00  0.00          Cl+0
HETATM   13 Cl   UNK     0       5.136   1.425   0.000  0.00  0.00          Cl+0
HETATM   14  N   UNK     0       4.366  -2.485   0.000  0.00  0.00           N+0
HETATM   15  N   UNK     0       8.670  -3.081   0.000  0.00  0.00           N+0
HETATM   16  O   UNK     0       2.425  -0.544   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       9.815  -4.112   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       7.424  -3.986   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       6.811  -3.731   0.000  0.00  0.00           O+0
CONECT    1   19                                                            
CONECT    2    3    4                                                       
CONECT    3    2    5                                                       
CONECT    4    2    6                                                       
CONECT    5    3    7    9                                                  
CONECT    6    4    9   12                                                  
CONECT    7    5    8   11                                                  
CONECT    8    7   10   13                                                  
CONECT    9    5    6   15                                                  
CONECT   10    8   14   16                                                  
CONECT   11    7   14   19                                                  
CONECT   12    6                                                            
CONECT   13    8                                                            
CONECT   14   10   11                                                       
CONECT   15    9   17   18                                                  
CONECT   16   10                                                            
CONECT   17   15                                                            
CONECT   18   15                                                            
CONECT   19    1   11                                                       
MASTER        0    0    0    0    0    0    0    0   19    0   40    0
END

Synonyms

Not Available

Molecular Formula

C₁₁H₈Cl₂N₂O₄

Average Mass

303.1

Monoisotopic Mass

301.9861121

IUPAC Name

3-chloro-4-(3-chloro-2-nitrophenyl)-5-methoxy-2,5-dihydro-1H-pyrrol-2-one

Traditional Name

3-chloro-4-(3-chloro-2-nitrophenyl)-5-methoxy-1,5-dihydropyrrol-2-one

CAS Registry Number

Not Available

SMILES

COC1NC(=O)C(Cl)=C1C1=C(C(Cl)=CC=C1)N(=O)=O

InChI Identifier

InChI=1S/C11H8Cl2N2O4/c1-19-11-7(8(13)10(16)14-11)5-3-2-4-6(12)9(5)15(17)18/h2-4,11H,1H3,(H,14,16)

InChI Key

JBJAISKDFNUTNB-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as nitrobenzenes. Nitrobenzenes are compounds containing a nitrobenzene moiety, which consists of a benzene ring with a carbon bearing a nitro group.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Nitrobenzenes

Direct Parent

Nitrobenzenes

Alternative Parents

Substituents

Nitrobenzene
Nitroaromatic compound
Chlorobenzene
Halobenzene
Aryl chloride
Aryl halide
Pyrroline
Carboxamide group
Lactam
C-nitro compound
Organic nitro compound
Secondary carboxylic acid amide
Propargyl-type 1,3-dipolar organic compound
Allyl-type 1,3-dipolar organic compound
Chloroalkene
Vinyl halide
Vinyl chloride
Haloalkene
Organoheterocyclic compound
Organic 1,3-dipolar compound
Carboxylic acid derivative
Azacycle
Organic oxoazanium
Organic zwitterion
Organohalogen compound
Organochloride
Organic oxygen compound
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Organonitrogen compound
Organooxygen compound
Organic salt
Carbonyl group
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.027 g/L	ALOGPS
logP	2.45	ALOGPS
logP	2.3	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	8.07	ChemAxon
pKa (Strongest Basic)	-2.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	84.15 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	70.28 m³·mol⁻¹	ChemAxon
Polarizability	26.23 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-20	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Not Available

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Proteobacteria	2	Human ; Human subgingival plaque; Human feces	Metabolic reconstruction

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

28285636

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

25014983

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

van Santen JA, Poynton EF, Iskakova D, McMann E, Alsup TA, Clark TN, Fergusson CH, Fewer DP, Hughes AH, McCadden CA, Parra J, Soldatou S, Rudolf JD, Janssen EM, Duncan KR, Linington RG: The Natural Products Atlas 2.0: a database of microbially-derived natural products. Nucleic Acids Res. 2022 Jan 7;50(D1):D1317-D1323. doi: 10.1093/nar/gkab941. [PubMed:34718710 ]

Showing metabocard for 3-Chloro-4-(3-chloro-2-nitrophenyl)-5-methoxy-3-pyrrolin-2-one (MMDBc0006822)

MOL for #<Metabolite:0x00007feca417b090>

3D MOL for #<Metabolite:0x00007feca417b090>

3D SDF for #<Metabolite:0x00007feca417b090>

3D-SDF for #<Metabolite:0x00007feca417b090>

PDB for #<Metabolite:0x00007feca417b090>

3D PDB for #<Metabolite:0x00007feca417b090>

SMILES for #<Metabolite:0x00007feca417b090>

INCHI for #<Metabolite:0x00007feca417b090>

Structure for #<Metabolite:0x00007feca417b090>

3D Structure for #<Metabolite:0x00007feca417b090>