NP-MRD: Showing NP-Card for methyl 4-methoxy-5-[(1e)-3-methoxy-3-oxoprop-1-en-1-yl]furo[2,3-b]pyridine-6-carboxylate (NP0314178)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-11 12:08:49 UTC

Updated at

2022-09-11 12:08:49 UTC

NP-MRD ID

NP0314178

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl 4-methoxy-5-[(1e)-3-methoxy-3-oxoprop-1-en-1-yl]furo[2,3-b]pyridine-6-carboxylate

Description

(E)-3-[4-Methoxy-6-(methoxycarbonyl)furo[2,3-b]pyridin-5-yl]propenoic acid methyl ester belongs to the class of organic compounds known as pyridinecarboxylic acids. Pyridinecarboxylic acids are compounds containing a pyridine ring bearing a carboxylic acid group. methyl 4-methoxy-5-[(1e)-3-methoxy-3-oxoprop-1-en-1-yl]furo[2,3-b]pyridine-6-carboxylate is found in Melicope semecarpifolia and Metrodorea nigra. Based on a literature review very few articles have been published on (E)-3-[4-Methoxy-6-(methoxycarbonyl)furo[2,3-b]pyridin-5-yl]propenoic acid methyl ester.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 34 35  0  0  0  0  0  0  0  0999 V2000
    5.1011    1.3785   -0.0074 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7618    0.9613    0.0957 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7981    1.6157   -0.6441 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1459    2.5560   -1.3801 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3883    1.2383   -0.5884 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9431    0.2614    0.1610 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4074   -0.2273    0.3347 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5643    0.4645    0.1362 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6247    1.9215    0.1329 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6824    2.6779    0.4295 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8085    2.5701   -0.2244 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9163    3.9807   -0.2442 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7763   -0.1904    0.1294 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9174   -1.4899    0.3136 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9488   -2.2967    0.3458 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5642   -3.5294    0.5665 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1926   -3.5340    0.6871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7549   -2.2142    0.5250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5176   -1.6204    0.5400 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6076   -2.4037    0.7575 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2969   -2.9961   -0.3242 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3559    1.9473    0.9151 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2610    2.0367   -0.9057 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8182    0.5144   -0.0297 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7060    1.7481   -1.2440 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7535   -0.2368    0.7454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6173    4.2600   -1.0629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3799    4.3290    0.6985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9588    4.4868   -0.4566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1889   -4.4087    0.6453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5082   -4.3537    0.8714 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4099   -2.8937   -0.2084 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0103   -4.0679   -0.4583 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9708   -2.4852   -1.2555 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 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 19  7  1  0
 18 14  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  5 25  1  0
  6 26  1  0
 16 30  1  0
 17 31  1  0
 21 32  1  0
 21 33  1  0
 21 34  1  0
 12 27  1  0
 12 28  1  0
 12 29  1  0
M  END


  Mrv1652309112214082D          

 21 22  0  0  0  0            999 V2000
    5.4957    4.8229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812    4.4104    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812    3.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957    3.1729    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    3.1729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812    1.1104    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668   -0.1271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812   -0.5396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.6979    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    0.8555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    2.1904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    3.1729    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    3.5854    0.0000 C   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
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
  8 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 14 18  1  0  0  0  0
 18 19  2  0  0  0  0
  7 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0314178

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)\C=C\C1=C(N=C2OC=CC2=C1OC)C(=O)OC

> <INCHI_IDENTIFIER>
InChI=1S/C14H13NO6/c1-18-10(16)5-4-8-11(14(17)20-3)15-13-9(6-7-21-13)12(8)19-2/h4-7H,1-3H3/b5-4+

> <INCHI_KEY>
HODFEXOSNGLWSD-SNAWJCMRSA-N

> <FORMULA>
C14H13NO6

> <MOLECULAR_WEIGHT>
291.259

> <EXACT_MASS>
291.074287143

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
34

> <JCHEM_AVERAGE_POLARIZABILITY>
28.486440839187487

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl 4-methoxy-5-[(1E)-3-methoxy-3-oxoprop-1-en-1-yl]furo[2,3-b]pyridine-6-carboxylate

> <JCHEM_LOGP>
1.8558827019999993

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-1.5361671936358006

> <JCHEM_POLAR_SURFACE_AREA>
87.86000000000001

> <JCHEM_REFRACTIVITY>
72.5823

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
methyl 4-methoxy-5-[(1E)-3-methoxy-3-oxoprop-1-en-1-yl]furo[2,3-b]pyridine-6-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 11-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-22         0                                  
HETATM    1  C   UNK     0      10.259   9.003   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       8.925   8.233   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       8.925   6.693   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      10.259   5.923   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       7.591   5.923   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.591   4.383   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.258   3.613   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.258   2.073   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.591   1.303   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       8.925   2.073   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       7.591  -0.237   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       8.925  -1.007   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0       4.924   1.303   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0       3.590   2.073   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       2.126   1.597   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       1.220   2.843   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.126   4.089   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.590   3.613   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.924   4.383   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       4.924   5.923   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       6.258   6.693   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   19                                                  
CONECT    8    7    9   13                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11                                                            
CONECT   13    8   14                                                       
CONECT   14   13   15   18                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   14   19                                                  
CONECT   19   18    7   20                                                  
CONECT   20   19   21                                                       
CONECT   21   20                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   44    0
END

View in JSmol

Synonyms

Value	Source
(e)-3-[4-Methoxy-6-(methoxycarbonyl)furo[2,3-b]pyridin-5-yl]propenoate methyl ester	Generator

Chemical Formula

C₁₄H₁₃NO₆

Average Mass

291.2590 Da

Monoisotopic Mass

291.07429 Da

IUPAC Name

methyl 4-methoxy-5-[(1E)-3-methoxy-3-oxoprop-1-en-1-yl]furo[2,3-b]pyridine-6-carboxylate

Traditional Name

methyl 4-methoxy-5-[(1E)-3-methoxy-3-oxoprop-1-en-1-yl]furo[2,3-b]pyridine-6-carboxylate

CAS Registry Number

Not Available

SMILES

COC(=O)\C=C\C1=C(N=C2OC=CC2=C1OC)C(=O)OC

InChI Identifier

InChI=1S/C14H13NO6/c1-18-10(16)5-4-8-11(14(17)20-3)15-13-9(6-7-21-13)12(8)19-2/h4-7H,1-3H3/b5-4+

InChI Key

HODFEXOSNGLWSD-SNAWJCMRSA-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
Melicope semecarpifolia	LOTUS Database	35616633
Metrodorea nigra	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyridinecarboxylic acids. Pyridinecarboxylic acids are compounds containing a pyridine ring bearing a carboxylic acid group.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyridines and derivatives

Sub Class

Pyridinecarboxylic acids and derivatives

Direct Parent

Pyridinecarboxylic acids

Alternative Parents

Substituents

Furopyridine
Pyridine carboxylic acid
Alkyl aryl ether
Fatty acid ester
Fatty acyl
Furan
Methyl ester
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Heteroaromatic compound
Carboxylic acid ester
Monocarboxylic acid or derivatives
Ether
Carboxylic acid derivative
Azacycle
Oxacycle
Carbonyl group
Organic oxide
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Organic oxygen 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
logP	1.86	ChemAxon
pKa (Strongest Basic)	-1.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	87.86 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	72.58 m³·mol⁻¹	ChemAxon
Polarizability	28.49 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

28944466

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

101683775

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-methoxy-5-[(1e)-3-methoxy-3-oxoprop-1-en-1-yl]furo[2,3-b]pyridine-6-carboxylate (NP0314178)

MOL for NP0314178 (methyl 4-methoxy-5-[(1e)-3-methoxy-3-oxoprop-1-en-1-yl]furo[2,3-b]pyridine-6-carboxylate)

3D MOL for NP0314178 (methyl 4-methoxy-5-[(1e)-3-methoxy-3-oxoprop-1-en-1-yl]furo[2,3-b]pyridine-6-carboxylate)

3D SDF for NP0314178 (methyl 4-methoxy-5-[(1e)-3-methoxy-3-oxoprop-1-en-1-yl]furo[2,3-b]pyridine-6-carboxylate)

3D-SDF for NP0314178 (methyl 4-methoxy-5-[(1e)-3-methoxy-3-oxoprop-1-en-1-yl]furo[2,3-b]pyridine-6-carboxylate)

PDB for NP0314178 (methyl 4-methoxy-5-[(1e)-3-methoxy-3-oxoprop-1-en-1-yl]furo[2,3-b]pyridine-6-carboxylate)

3D PDB for NP0314178 (methyl 4-methoxy-5-[(1e)-3-methoxy-3-oxoprop-1-en-1-yl]furo[2,3-b]pyridine-6-carboxylate)

SMILES for NP0314178 (methyl 4-methoxy-5-[(1e)-3-methoxy-3-oxoprop-1-en-1-yl]furo[2,3-b]pyridine-6-carboxylate)

INCHI for NP0314178 (methyl 4-methoxy-5-[(1e)-3-methoxy-3-oxoprop-1-en-1-yl]furo[2,3-b]pyridine-6-carboxylate)

Structure for NP0314178 (methyl 4-methoxy-5-[(1e)-3-methoxy-3-oxoprop-1-en-1-yl]furo[2,3-b]pyridine-6-carboxylate)

3D Structure for NP0314178 (methyl 4-methoxy-5-[(1e)-3-methoxy-3-oxoprop-1-en-1-yl]furo[2,3-b]pyridine-6-carboxylate)