NP-MRD: Showing NP-Card for Penipyridone B (NP0015522)

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Record Information

Version

2.0

Created at

2021-01-06 00:42:10 UTC

Updated at

2021-07-15 17:20:12 UTC

NP-MRD ID

NP0015522

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Penipyridone B

Provided By

NPAtlas

Description

Penipyridone B is found in Penicillium and Talaromyces funiculosus. Based on a literature review very few articles have been published on CHEMBL3949431.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242117203D          

 32 33  0  0  0  0            999 V2000
    5.7365    0.3034    0.7409 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3388    0.2949    0.6411 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7427    0.0489   -0.5833 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4823   -0.1596   -1.5697 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2958    0.0353   -0.7102 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7280   -0.2160   -1.9559 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3860   -0.2298   -2.0783 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3877   -0.0014   -0.9992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8724   -0.0406   -1.2508 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1059   -1.1743   -2.0436 O   0  0  0  0  0  0  0  0  0  0  0  0
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    2.0470    0.4919    1.5004 O   0  0  0  0  0  0  0  0  0  0  0  0
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 17 32  1  0  0  0  0
M  END

     RDKit          3D

 32 33  0  0  0  0  0  0  0  0999 V2000
    5.7365    0.3034    0.7409 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv1652306242117203D          

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    5.7365    0.3034    0.7409 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3388    0.2949    0.6411 O   0  0  0  0  0  0  0  0  0  0  0  0
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M  END
> <DATABASE_ID>
NP0015522

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]O[C@]([H])(C1=C([H])C(=O)C(=C([H])N1[H])C(=O)OC([H])([H])[H])C1=C([H])C([H])=C([H])C([H])=C1[H]

> <INCHI_IDENTIFIER>
InChI=1S/C14H13NO4/c1-19-14(18)10-8-15-11(7-12(10)16)13(17)9-5-3-2-4-6-9/h2-8,13,17H,1H3,(H,15,16)/t13-/m0/s1

> <INCHI_KEY>
QDYHUYQVPSMWIF-ZDUSSCGKSA-N

> <FORMULA>
C14H13NO4

> <MOLECULAR_WEIGHT>
259.261

> <EXACT_MASS>
259.084457903

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
32

> <JCHEM_AVERAGE_POLARIZABILITY>
26.438642206982053

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl 6-[(S)-hydroxy(phenyl)methyl]-4-oxo-1,4-dihydropyridine-3-carboxylate

> <ALOGPS_LOGP>
1.20

> <JCHEM_LOGP>
1.179625059

> <ALOGPS_LOGS>
-2.94

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.779691707575118

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.076622349013597

> <JCHEM_PKA_STRONGEST_BASIC>
-3.4215043776014804

> <JCHEM_POLAR_SURFACE_AREA>
75.63

> <JCHEM_REFRACTIVITY>
70.1054

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.01e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl 6-[(S)-hydroxy(phenyl)methyl]-4-oxo-1H-pyridine-3-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 32 33  0  0  0  0  0  0  0  0999 V2000
    5.7365    0.3034    0.7409 C   0  0  0  0  0  0  0  0  0  0  0  0
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 18 19  2  0
 18  5  1  0
 16 11  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  6 23  1  0
  7 24  1  0
  9 25  1  6
 10 26  1  0
 12 27  1  0
 13 28  1  0
 14 29  1  0
 15 30  1  0
 16 31  1  0
 17 32  1  0
M  END

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  C   UNK     0       5.737   0.303   0.741  0.00  0.00           C+0
HETATM    2  O   UNK     0       4.339   0.295   0.641  0.00  0.00           O+0
HETATM    3  C   UNK     0       3.743   0.049  -0.583  0.00  0.00           C+0
HETATM    4  O   UNK     0       4.482  -0.160  -1.570  0.00  0.00           O+0
HETATM    5  C   UNK     0       2.296   0.035  -0.710  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.728  -0.216  -1.956  0.00  0.00           C+0
HETATM    7  N   UNK     0       0.386  -0.230  -2.078  0.00  0.00           N+0
HETATM    8  C   UNK     0      -0.388  -0.001  -0.999  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.872  -0.041  -1.251  0.00  0.00           C+0
HETATM   10  O   UNK     0      -2.106  -1.174  -2.044  0.00  0.00           O+0
HETATM   11  C   UNK     0      -2.630  -0.082   0.004  0.00  0.00           C+0
HETATM   12  C   UNK     0      -3.291   1.050   0.422  0.00  0.00           C+0
HETATM   13  C   UNK     0      -4.004   1.011   1.601  0.00  0.00           C+0
HETATM   14  C   UNK     0      -4.051  -0.155   2.355  0.00  0.00           C+0
HETATM   15  C   UNK     0      -3.387  -1.267   1.921  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.678  -1.237   0.752  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.131   0.250   0.246  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.509   0.267   0.385  0.00  0.00           C+0
HETATM   19  O   UNK     0       2.047   0.492   1.500  0.00  0.00           O+0
HETATM   20  H   UNK     0       6.056   0.854   1.627  0.00  0.00           H+0
HETATM   21  H   UNK     0       6.228   0.809  -0.140  0.00  0.00           H+0
HETATM   22  H   UNK     0       6.069  -0.770   0.762  0.00  0.00           H+0
HETATM   23  H   UNK     0       2.384  -0.391  -2.779  0.00  0.00           H+0
HETATM   24  H   UNK     0      -0.015  -0.422  -3.031  0.00  0.00           H+0
HETATM   25  H   UNK     0      -2.177   0.838  -1.848  0.00  0.00           H+0
HETATM   26  H   UNK     0      -2.036  -0.923  -2.999  0.00  0.00           H+0
HETATM   27  H   UNK     0      -3.260   1.979  -0.168  0.00  0.00           H+0
HETATM   28  H   UNK     0      -4.516   1.892   1.922  0.00  0.00           H+0
HETATM   29  H   UNK     0      -4.630  -0.111   3.268  0.00  0.00           H+0
HETATM   30  H   UNK     0      -3.433  -2.177   2.524  0.00  0.00           H+0
HETATM   31  H   UNK     0      -2.144  -2.117   0.396  0.00  0.00           H+0
HETATM   32  H   UNK     0      -0.517   0.429   1.088  0.00  0.00           H+0
CONECT    1    2   20   21   22                                             
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   18                                                  
CONECT    6    5    7   23                                                  
CONECT    7    6    8   24                                                  
CONECT    8    7    9   17                                                  
CONECT    9    8   10   11   25                                             
CONECT   10    9   26                                                       
CONECT   11    9   12   16                                                  
CONECT   12   11   13   27                                                  
CONECT   13   12   14   28                                                  
CONECT   14   13   15   29                                                  
CONECT   15   14   16   30                                                  
CONECT   16   15   11   31                                                  
CONECT   17    8   18   32                                                  
CONECT   18   17   19    5                                                  
CONECT   19   18                                                            
CONECT   20    1                                                            
CONECT   21    1                                                            
CONECT   22    1                                                            
CONECT   23    6                                                            
CONECT   24    7                                                            
CONECT   25    9                                                            
CONECT   26   10                                                            
CONECT   27   12                                                            
CONECT   28   13                                                            
CONECT   29   14                                                            
CONECT   30   15                                                            
CONECT   31   16                                                            
CONECT   32   17                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   66    0
END

RDKit          3D

32 33  0  0  0  0  0  0  0  0999 V2000
    5.7365    0.3034    0.7409 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3388    0.2949    0.6411 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7427    0.0489   -0.5833 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4823   -0.1596   -1.5697 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2958    0.0353   -0.7102 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7280   -0.2160   -1.9559 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3860   -0.2298   -2.0783 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3877   -0.0014   -0.9992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8724   -0.0406   -1.2508 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1059   -1.1743   -2.0436 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6303   -0.0818    0.0041 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2913    1.0497    0.4215 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0038    1.0106    1.6014 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0512   -0.1553    2.3549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3868   -1.2667    1.9206 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6780   -1.2370    0.7520 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1313    0.2502    0.2460 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5089    0.2672    0.3853 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0470    0.4919    1.5004 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0563    0.8543    1.6270 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2280    0.8091   -0.1401 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0695   -0.7700    0.7624 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3841   -0.3907   -2.7786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0151   -0.4223   -3.0313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1766    0.8378   -1.8477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0358   -0.9230   -2.9988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2603    1.9786   -0.1679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5162    1.8922    1.9222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6295   -0.1106    3.2683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4331   -2.1774    2.5242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1443   -2.1168    0.3955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5172    0.4288    1.0877 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  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
  8 17  2  0
 17 18  1  0
 18 19  2  0
 18  5  1  0
 16 11  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  6 23  1  0
  7 24  1  0
  9 25  1  6
 10 26  1  0
 12 27  1  0
 13 28  1  0
 14 29  1  0
 15 30  1  0
 16 31  1  0
 17 32  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
Methyl 6-[(S)-hydroxy(phenyl)methyl]-4-oxo-1,4-dihydropyridine-3-carboxylic acid	Generator

Chemical Formula

C₁₄H₁₃NO₄

Average Mass

259.2610 Da

Monoisotopic Mass

259.08446 Da

IUPAC Name

methyl 6-[(S)-hydroxy(phenyl)methyl]-4-oxo-1,4-dihydropyridine-3-carboxylate

Traditional Name

methyl 6-[(S)-hydroxy(phenyl)methyl]-4-oxo-1H-pyridine-3-carboxylate

CAS Registry Number

Not Available

SMILES

COC(=O)C1=CNC(=CC1=O)[C@@H](O)C1=CC=CC=C1

InChI Identifier

InChI=1S/C14H13NO4/c1-19-14(18)10-8-15-11(7-12(10)16)13(17)9-5-3-2-4-6-9/h2-8,13,17H,1H3,(H,15,16)/t13-/m0/s1

InChI Key

QDYHUYQVPSMWIF-ZDUSSCGKSA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Penicillium	NPAtlas	27359163
Talaromyces funiculosus	LOTUS Database	35616633

Chemical Taxonomy

Classification

Not classified

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
logP	1.2	ALOGPS
logP	1.18	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	10.08	ChemAxon
pKa (Strongest Basic)	-3.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	75.63 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	70.11 m³·mol⁻¹	ChemAxon
Polarizability	26.44 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

External Links

NPAtlas ID

NPA021967

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

76776212

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

134147775

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Penipyridone B (NP0015522)

MOL for NP0015522 (Penipyridone B)

3D MOL for NP0015522 (Penipyridone B)

3D SDF for NP0015522 (Penipyridone B)

3D-SDF for NP0015522 (Penipyridone B)

PDB for NP0015522 (Penipyridone B)

3D PDB for NP0015522 (Penipyridone B)

SMILES for NP0015522 (Penipyridone B)

INCHI for NP0015522 (Penipyridone B)

Structure for NP0015522 (Penipyridone B)

3D Structure for NP0015522 (Penipyridone B)