NP-MRD: Showing NP-Card for (-)-Vertilecanin A methyl ester (NP0080935)

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Record Information

Version

2.0

Created at

2022-04-29 01:54:23 UTC

Updated at

2022-04-29 01:54:23 UTC

NP-MRD ID

NP0080935

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(-)-Vertilecanin A methyl ester

Description

Vertilecanin A methy ester belongs to the class of organic compounds known as 5-alkyl-2-carboxypyrimidines. These are pyrimidine-2-carboxylic acids that carry an alkyl group at the 5-position of the pyridine ring. (-)-Vertilecanin A methyl ester is found in Veticillium lecanii. Based on a literature review very few articles have been published on Vertilecanin A methy ester.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 31 32  0  0  0  0  0  0  0  0999 V2000
    6.0434   -0.2052   -0.7365 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6983   -0.2402   -0.3055 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6878   -0.8668   -0.9845 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9576   -1.4538   -2.0632 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3026   -0.8604   -0.4696 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0463   -0.2069    0.7153 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7440   -0.1966    1.2064 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2857   -0.8212    0.5377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6474   -0.7850    1.0937 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2667   -2.0409    1.0420 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4985    0.2317    0.4483 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7040    1.4604    1.0456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4927    2.4117    0.4544 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0971    2.1623   -0.7480 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9103    0.9405   -1.3714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1207   -0.0107   -0.7787 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0287   -1.4612   -0.6458 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3084   -1.4607   -1.1108 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6579   -1.0131   -0.3216 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4568    0.7785   -0.3757 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1026   -0.2607   -1.8421 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8255    0.2954    1.2709 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5615    0.3226    2.1401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5862   -0.5356    2.1886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1288   -1.9346    1.5436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2263    1.6514    1.9912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6252    3.3556    0.9557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7156    2.9178   -1.2044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3895    0.7400   -2.3267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9706   -0.9619   -1.2560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7563   -1.9525   -1.1808 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  2  0
  8 17  1  0
 17 18  2  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
 18  5  1  0
 16 11  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  6 22  1  0
  7 23  1  0
 17 31  1  0
  9 24  1  1
 10 25  1  0
 12 26  1  0
 13 27  1  0
 14 28  1  0
 15 29  1  0
 16 30  1  0
M  END


  Mrv1652304292203542D          

 18 19  0  0  1  0            999 V2000
    2.1434   -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
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 N   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
    2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  1  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
    2.8579    0.8250    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
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    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
    1.4289    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  4  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
  1 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 12 17  1  0  0  0  0
 11 18  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0080935

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C14H13NO3/c1-18-14(17)12-8-7-11(9-15-12)13(16)10-5-3-2-4-6-10/h2-9,13,16H,1H3/t13-/m1/s1

> <INCHI_KEY>
OYECEMYHIYCSDK-CYBMUJFWSA-N

> <FORMULA>
C14H13NO3

> <MOLECULAR_WEIGHT>
243.262

> <EXACT_MASS>
243.089543283

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
31

> <JCHEM_AVERAGE_POLARIZABILITY>
25.294746731030276

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl 5-[(R)-hydroxy(phenyl)methyl]pyridine-2-carboxylate

> <ALOGPS_LOGP>
1.82

> <JCHEM_LOGP>
1.9617910986666665

> <ALOGPS_LOGS>
-2.76

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.401525271191026

> <JCHEM_PKA_STRONGEST_BASIC>
1.6926188682565013

> <JCHEM_POLAR_SURFACE_AREA>
59.42

> <JCHEM_REFRACTIVITY>
66.65310000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.26e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl 5-[(R)-hydroxy(phenyl)methyl]pyridine-2-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 29-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-APR-22         0                                  
HETATM    1  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0       2.667  -4.620   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       5.335  -7.700   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0       2.667  -7.700   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       2.667  -9.240   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       2.667   0.000   0.000  0.00  0.00           O+0
CONECT    1    2    6   11                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    7                                                  
CONECT    5    4    6                                                       
CONECT    6    5    1                                                       
CONECT    7    4    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9                                                            
CONECT   11    1   12   18                                                  
CONECT   12   11   13   17                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   12                                                       
CONECT   18   11                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   38    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₄H₁₃NO₃

Average Mass

243.2620 Da

Monoisotopic Mass

243.08954 Da

IUPAC Name

methyl 5-[(R)-hydroxy(phenyl)methyl]pyridine-2-carboxylate

Traditional Name

methyl 5-[(R)-hydroxy(phenyl)methyl]pyridine-2-carboxylate

CAS Registry Number

Not Available

SMILES

COC(=O)C1=CC=C(C=N1)[C@H](O)C1=CC=CC=C1

InChI Identifier

InChI=1S/C14H13NO3/c1-18-14(17)12-8-7-11(9-15-12)13(16)10-5-3-2-4-6-10/h2-9,13,16H,1H3/t13-/m1/s1

InChI Key

OYECEMYHIYCSDK-CYBMUJFWSA-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
Veticillium lecanii	-	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 5-alkyl-2-carboxypyrimidines. These are pyrimidine-2-carboxylic acids that carry an alkyl group at the 5-position of the pyridine ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyridines and derivatives

Sub Class

Pyridinecarboxylic acids and derivatives

Direct Parent

5-alkyl-2-carboxypyrimidines

Alternative Parents

Substituents

5-alkyl-2-carboxypyrimidine
Monocyclic benzene moiety
Benzenoid
Methyl ester
Heteroaromatic compound
Carboxylic acid ester
Secondary alcohol
Carboxylic acid derivative
Azacycle
Organic oxide
Organic oxygen compound
Aromatic alcohol
Organooxygen compound
Organonitrogen compound
Alcohol
Organic nitrogen compound
Hydrocarbon derivative
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic 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
logP	1.82	ALOGPS
logP	1.96	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	13.4	ChemAxon
pKa (Strongest Basic)	1.69	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	59.42 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	66.65 m³·mol⁻¹	ChemAxon
Polarizability	25.29 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

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

8833203

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10657848

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for (-)-Vertilecanin A methyl ester (NP0080935)

MOL for NP0080935 ((-)-Vertilecanin A methyl ester)

3D MOL for NP0080935 ((-)-Vertilecanin A methyl ester)

3D SDF for NP0080935 ((-)-Vertilecanin A methyl ester)

3D-SDF for NP0080935 ((-)-Vertilecanin A methyl ester)

PDB for NP0080935 ((-)-Vertilecanin A methyl ester)

3D PDB for NP0080935 ((-)-Vertilecanin A methyl ester)

SMILES for NP0080935 ((-)-Vertilecanin A methyl ester)

INCHI for NP0080935 ((-)-Vertilecanin A methyl ester)

Structure for NP0080935 ((-)-Vertilecanin A methyl ester)

3D Structure for NP0080935 ((-)-Vertilecanin A methyl ester)