NP-MRD: Showing NP-Card for methyl 2-(1h-pyrrol-2-yl)-1,3-oxazinane-4-carboxylate (NP0160572)

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Record Information

Version

2.0

Created at

2022-09-02 18:33:09 UTC

Updated at

2022-09-02 18:33:10 UTC

NP-MRD ID

NP0160572

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl 2-(1h-pyrrol-2-yl)-1,3-oxazinane-4-carboxylate

Description

Methyl 2-(1H-pyrrol-2-yl)-1,3-oxazinane-4-carboxylate belongs to the class of organic compounds known as alpha amino acid esters. These are ester derivatives of alpha amino acids. methyl 2-(1h-pyrrol-2-yl)-1,3-oxazinane-4-carboxylate is found in Celastrus angulatus. Methyl 2-(1H-pyrrol-2-yl)-1,3-oxazinane-4-carboxylate is a strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 29 30  0  0  0  0  0  0  0  0999 V2000
   -4.7997    0.9256   -0.4801 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6787    0.3113    0.1285 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4177    0.7254   -0.2780 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2504    1.6060   -1.1471 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2539    0.0671    0.3740 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3256   -1.4050    0.0004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1478   -2.1726    0.5698 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8987   -1.2736    0.8383 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9999   -0.4369   -0.2581 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3722    0.1474   -0.2903 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5414   -0.5406   -0.0934 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6144    0.3202   -0.1950 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0657    1.5673   -0.4622 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7289    1.4248   -0.5116 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0108    0.5953   -0.1453 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1640    1.8005    0.1052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5198    1.2325   -1.5030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6113    0.1625   -0.4750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3545    0.2177    1.4665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2914   -1.8117    0.3631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2683   -1.4461   -1.1076 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1828   -2.9471   -0.1673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3824   -2.6886    1.5030 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7838   -1.0063   -1.1843 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6200   -1.6028    0.1120 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6762    0.1145   -0.0955 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6547    2.4791   -0.6011 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0269    2.1811   -0.6947 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3109    1.4530    0.3137 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  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 15  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 15  5  1  0
 14 10  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  5 19  1  1
  6 20  1  0
  6 21  1  0
  7 22  1  0
  7 23  1  0
  9 24  1  6
 15 29  1  0
 11 25  1  0
 12 26  1  0
 13 27  1  0
 14 28  1  0
M  END


  Mrv1533004271512012D          

 15 16  0  0  0  0            999 V2000
    0.6078    6.0027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3222    5.5902    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3222    4.7652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6078    4.3527    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0367    4.3527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7512    4.7652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4656    4.3527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4656    3.5277    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7512    3.1152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0367    3.5277    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7512    2.2902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4186    1.8053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1637    1.0206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3387    1.0206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0837    1.8053    0.0000 N   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  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  5 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  2  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
 11 15  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0160572

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)C1CCOC(N1)C1=CC=CN1

> <INCHI_IDENTIFIER>
InChI=1S/C10H14N2O3/c1-14-10(13)8-4-6-15-9(12-8)7-3-2-5-11-7/h2-3,5,8-9,11-12H,4,6H2,1H3

> <INCHI_KEY>
WYJTXYYWNRUUBH-UHFFFAOYSA-N

> <FORMULA>
C10H14N2O3

> <MOLECULAR_WEIGHT>
210.233

> <EXACT_MASS>
210.100442319

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
29

> <JCHEM_AVERAGE_POLARIZABILITY>
21.858510087074123

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
0.28

> <JCHEM_LOGP>
0.534650891666667

> <ALOGPS_LOGS>
-0.69

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
16.475698122020898

> <JCHEM_PKA_STRONGEST_BASIC>
3.5661636870056848

> <JCHEM_POLAR_SURFACE_AREA>
63.35

> <JCHEM_REFRACTIVITY>
53.218799999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.25e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl 2-(1H-pyrrol-2-yl)-1,3-oxazinane-4-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 27-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-APR-15         0                                  
HETATM    1  C   UNK     0       1.134  11.205   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       2.468  10.435   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       2.468   8.895   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       1.134   8.125   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       3.802   8.125   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.136   8.895   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.469   8.125   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       6.469   6.585   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       5.136   5.815   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0       3.802   6.585   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0       5.136   4.275   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.381   3.370   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.906   1.905   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.366   1.905   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0       3.890   3.370   0.000  0.00  0.00           N+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   10                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9    5                                                       
CONECT   11    9   12   15                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   11                                                       
MASTER        0    0    0    0    0    0    0    0   15    0   32    0
END

View in JSmol

Synonyms

Value	Source
Methyl 2-(1H-pyrrol-2-yl)-1,3-oxazinane-4-carboxylic acid	Generator

Chemical Formula

C₁₀H₁₄N₂O₃

Average Mass

210.2330 Da

Monoisotopic Mass

210.10044 Da

IUPAC Name

methyl 2-(1H-pyrrol-2-yl)-1,3-oxazinane-4-carboxylate

Traditional Name

methyl 2-(1H-pyrrol-2-yl)-1,3-oxazinane-4-carboxylate

CAS Registry Number

Not Available

SMILES

COC(=O)C1CCOC(N1)C1=CC=CN1

InChI Identifier

InChI=1S/C10H14N2O3/c1-14-10(13)8-4-6-15-9(12-8)7-3-2-5-11-7/h2-3,5,8-9,11-12H,4,6H2,1H3

InChI Key

WYJTXYYWNRUUBH-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
Celastrus angulatus	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alpha amino acid esters. These are ester derivatives of alpha amino acids.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Alpha amino acid esters

Alternative Parents

Substituents

Alpha-amino acid ester
1,3-oxazinane
Oxazinane
Substituted pyrrole
Pyrrole
Heteroaromatic compound
Methyl ester
Carboxylic acid ester
Azacycle
Oxacycle
Monocarboxylic acid or derivatives
Organoheterocyclic compound
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Carbonyl group
Amine
Organic oxygen compound
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	0.28	ALOGPS
logP	0.53	ChemAxon
logS	-0.69	ALOGPS
pKa (Strongest Acidic)	16.48	ChemAxon
pKa (Strongest Basic)	3.57	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	63.35 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	53.22 m³·mol⁻¹	ChemAxon
Polarizability	21.86 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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

78180755

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for methyl 2-(1h-pyrrol-2-yl)-1,3-oxazinane-4-carboxylate (NP0160572)

MOL for NP0160572 (methyl 2-(1h-pyrrol-2-yl)-1,3-oxazinane-4-carboxylate)

3D MOL for NP0160572 (methyl 2-(1h-pyrrol-2-yl)-1,3-oxazinane-4-carboxylate)

3D SDF for NP0160572 (methyl 2-(1h-pyrrol-2-yl)-1,3-oxazinane-4-carboxylate)

3D-SDF for NP0160572 (methyl 2-(1h-pyrrol-2-yl)-1,3-oxazinane-4-carboxylate)

PDB for NP0160572 (methyl 2-(1h-pyrrol-2-yl)-1,3-oxazinane-4-carboxylate)

3D PDB for NP0160572 (methyl 2-(1h-pyrrol-2-yl)-1,3-oxazinane-4-carboxylate)

SMILES for NP0160572 (methyl 2-(1h-pyrrol-2-yl)-1,3-oxazinane-4-carboxylate)

INCHI for NP0160572 (methyl 2-(1h-pyrrol-2-yl)-1,3-oxazinane-4-carboxylate)

Structure for NP0160572 (methyl 2-(1h-pyrrol-2-yl)-1,3-oxazinane-4-carboxylate)

3D Structure for NP0160572 (methyl 2-(1h-pyrrol-2-yl)-1,3-oxazinane-4-carboxylate)