NP-MRD: Showing NP-Card for methyl 4-oxo-2-(1h-pyrrol-2-yl)-1h-quinoline-3-carboxylate (NP0148149)

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Record Information

Version

1.0

Created at

2022-09-02 03:51:40 UTC

Updated at

2022-09-02 03:51:40 UTC

NP-MRD ID

NP0148149

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl 4-oxo-2-(1h-pyrrol-2-yl)-1h-quinoline-3-carboxylate

Description

CHEMBL4648242 belongs to the class of organic compounds known as hydroquinolones. Hydroquinolones are compounds containing a hydrogenated quinoline bearing a ketone group. methyl 4-oxo-2-(1h-pyrrol-2-yl)-1h-quinoline-3-carboxylate is found in Auxarthron reticulatum and Penicillium citrinum. Based on a literature review very few articles have been published on CHEMBL4648242.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 32 34  0  0  0  0  0  0  0  0999 V2000
   -3.4298    2.5041    0.6185 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1966    1.8447    0.6263 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5308    1.4506   -0.5027 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0062    1.6671   -1.6261 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2499    0.7754   -0.3853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1337   -0.5708   -0.2950 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2527   -1.4947   -0.2978 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5737   -1.2537   -0.3649 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2970   -2.4622   -0.3333 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3472   -3.4420   -0.2439 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1223   -2.8582   -0.2228 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1411   -1.0707   -0.1912 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2231   -0.2923   -0.1779 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4607   -0.8812   -0.0707 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5846   -0.0836   -0.0562 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4678    1.2941   -0.1484 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2328    1.8884   -0.2558 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1239    1.0687   -0.2681 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8999    1.6151   -0.3719 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7128    2.8659   -0.4603 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2830    1.8116    0.3713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6460    2.8574    1.6550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4282    3.3900   -0.0338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1174   -0.3475   -0.4325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3697   -2.6023   -0.3707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4753   -4.5282   -0.1939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2104   -3.3577   -0.1600 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2268   -2.0994   -0.1219 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5603   -1.9617    0.0021 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5508   -0.5601    0.0286 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3798    1.8888   -0.1333 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1055    2.9443   -0.3287 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  2  0
  6 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 19  5  1  0
 11  7  1  0
 18 13  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
 12 28  1  0
 14 29  1  0
 15 30  1  0
 16 31  1  0
 17 32  1  0
  8 24  1  0
  9 25  1  0
 10 26  1  0
 11 27  1  0
M  END


  Mrv1652309022205512D          

 20 22  0  0  0  0            999 V2000
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 O   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
    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
   -0.7537   -0.3356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3057    0.2775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8932    0.9920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0862    0.8205    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    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
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
  7 11  1  0  0  0  0
  6 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 13 18  1  0  0  0  0
 18 19  1  0  0  0  0
  5 19  1  0  0  0  0
 19 20  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0148149

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)C1=C(NC2=CC=CC=C2C1=O)C1=CC=CN1

> <INCHI_IDENTIFIER>
InChI=1S/C15H12N2O3/c1-20-15(19)12-13(11-7-4-8-16-11)17-10-6-3-2-5-9(10)14(12)18/h2-8,16H,1H3,(H,17,18)

> <INCHI_KEY>
JLCJALWTWUFLMZ-UHFFFAOYSA-N

> <FORMULA>
C15H12N2O3

> <MOLECULAR_WEIGHT>
268.272

> <EXACT_MASS>
268.084792254

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
32

> <JCHEM_AVERAGE_POLARIZABILITY>
27.457124256257362

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl 4-oxo-2-(1H-pyrrol-2-yl)-1,4-dihydroquinoline-3-carboxylate

> <ALOGPS_LOGP>
2.54

> <JCHEM_LOGP>
2.2141902056666667

> <ALOGPS_LOGS>
-3.58

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
16.437124519609988

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.473754176840052

> <JCHEM_PKA_STRONGEST_BASIC>
-0.8224619421716142

> <JCHEM_POLAR_SURFACE_AREA>
71.19

> <JCHEM_REFRACTIVITY>
76.1815

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.09e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl 4-oxo-2-(1H-pyrrol-2-yl)-1H-quinoline-3-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 02-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-SEP-22         0                                  
HETATM    1  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       0.000  -4.620   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      -1.334  -2.310   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.407  -0.626   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.437   0.518   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.667   1.852   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0      -0.161   1.532   0.000  0.00  0.00           N+0
HETATM   12  N   UNK     0       2.667   0.000   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       2.667  -4.620   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   19                                                  
CONECT    6    5    7   12                                                  
CONECT    7    6    8   11                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10    7                                                       
CONECT   12    6   13                                                       
CONECT   13   12   14   18                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   13   19                                                  
CONECT   19   18    5   20                                                  
CONECT   20   19                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   44    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₅H₁₂N₂O₃

Average Mass

268.2720 Da

Monoisotopic Mass

268.08479 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

COC(=O)C1=C(NC2=CC=CC=C2C1=O)C1=CC=CN1

InChI Identifier

InChI=1S/C15H12N2O3/c1-20-15(19)12-13(11-7-4-8-16-11)17-10-6-3-2-5-9(10)14(12)18/h2-8,16H,1H3,(H,17,18)

InChI Key

JLCJALWTWUFLMZ-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Auxarthron reticulatum	LOTUS Database	35616633
Penicillium citrinum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hydroquinolones. Hydroquinolones are compounds containing a hydrogenated quinoline bearing a ketone group.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Quinolines and derivatives

Sub Class

Quinolones and derivatives

Direct Parent

Hydroquinolones

Alternative Parents

Substituents

Dihydroquinolone
Dihydroquinoline
Pyridine carboxylic acid
Pyridine carboxylic acid or derivatives
Benzenoid
Substituted pyrrole
Pyridine
Heteroaromatic compound
Vinylogous amide
Methyl ester
Pyrrole
Carboxylic acid ester
Carboxylic acid derivative
Azacycle
Organooxygen compound
Organonitrogen compound
Organic oxide
Organic oxygen compound
Organic nitrogen compound
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

32674547

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

71495071

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for methyl 4-oxo-2-(1h-pyrrol-2-yl)-1h-quinoline-3-carboxylate (NP0148149)

MOL for NP0148149 (methyl 4-oxo-2-(1h-pyrrol-2-yl)-1h-quinoline-3-carboxylate)

3D MOL for NP0148149 (methyl 4-oxo-2-(1h-pyrrol-2-yl)-1h-quinoline-3-carboxylate)

3D SDF for NP0148149 (methyl 4-oxo-2-(1h-pyrrol-2-yl)-1h-quinoline-3-carboxylate)

3D-SDF for NP0148149 (methyl 4-oxo-2-(1h-pyrrol-2-yl)-1h-quinoline-3-carboxylate)

PDB for NP0148149 (methyl 4-oxo-2-(1h-pyrrol-2-yl)-1h-quinoline-3-carboxylate)

3D PDB for NP0148149 (methyl 4-oxo-2-(1h-pyrrol-2-yl)-1h-quinoline-3-carboxylate)

SMILES for NP0148149 (methyl 4-oxo-2-(1h-pyrrol-2-yl)-1h-quinoline-3-carboxylate)

INCHI for NP0148149 (methyl 4-oxo-2-(1h-pyrrol-2-yl)-1h-quinoline-3-carboxylate)

Structure for NP0148149 (methyl 4-oxo-2-(1h-pyrrol-2-yl)-1h-quinoline-3-carboxylate)

3D Structure for NP0148149 (methyl 4-oxo-2-(1h-pyrrol-2-yl)-1h-quinoline-3-carboxylate)