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Showing NP-Card for {4-hydroxy-2-oxo-hexahydro-3h-furo[3,2-a]pyrrolizin-3a-yl}methyl 3-methylbut-2-enoate (NP0294969)

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Record Information
Version2.0
Created at2022-09-10 03:44:38 UTC
Updated at2022-09-10 03:44:38 UTC
NP-MRD IDNP0294969
Secondary Accession NumbersNone
Natural Product Identification
Common Name{4-hydroxy-2-oxo-hexahydro-3h-furo[3,2-a]pyrrolizin-3a-yl}methyl 3-methylbut-2-enoate
Description{4-Hydroxy-2-oxo-octahydro-2H-furo[3,2-a]pyrrolizin-3a-yl}methyl 3-methylbut-2-enoate belongs to the class of organic compounds known as furopyrroles. These are organic polycyclic compounds containing a furan ring fused to a pyrrole ring. Furan is a five-membered aromatic ring with four carbon atoms and one oxygen atom. Pyrrole is 5-membered ring consisting of four carbon atoms and one nitrogen atom. Based on a literature review very few articles have been published on {4-hydroxy-2-oxo-octahydro-2H-furo[3,2-a]pyrrolizin-3a-yl}methyl 3-methylbut-2-enoate.
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0294969 ({4-hydroxy-2-oxo-hexahydro-3h-furo[3,2-a]pyrrolizin-3a-yl}methyl 3-methylbut-2-enoate)


  Mrv1652309102205442D          

 21 23  0  0  0  0            999 V2000
    4.0134    3.8664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4614    3.2533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7163    2.4686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6544    3.4248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1024    2.8117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2954    2.9832    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3573    2.0271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8053    1.4140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0602    0.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7276    1.1143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3951    0.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1797    0.8843    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1401   -0.1553    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3151   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6477   -0.6402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9803   -0.1553    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1553   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0997    0.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.1143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.9393    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2352    0.6294    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
  2  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  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
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
  9 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 16 21  1  0  0  0  0
  9 21  1  0  0  0  0
M  END
Download

3D MOL for NP0294969 ({4-hydroxy-2-oxo-hexahydro-3h-furo[3,2-a]pyrrolizin-3a-yl}methyl 3-methylbut-2-enoate)

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3D SDF for NP0294969 ({4-hydroxy-2-oxo-hexahydro-3h-furo[3,2-a]pyrrolizin-3a-yl}methyl 3-methylbut-2-enoate)

  Mrv1652309102205442D          

 21 23  0  0  0  0            999 V2000
    4.0134    3.8664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4614    3.2533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7163    2.4686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6544    3.4248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1024    2.8117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2954    2.9832    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3573    2.0271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8053    1.4140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0602    0.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7276    1.1143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3951    0.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1797    0.8843    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1401   -0.1553    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3151   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6477   -0.6402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9803   -0.1553    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1553   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0997    0.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.1143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.9393    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2352    0.6294    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
  2  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  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
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
  9 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 16 21  1  0  0  0  0
  9 21  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0294969

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)=CC(=O)OCC12CC(=O)OC1CN1CCC(O)C21

> <INCHI_IDENTIFIER>
InChI=1S/C15H21NO5/c1-9(2)5-12(18)20-8-15-6-13(19)21-11(15)7-16-4-3-10(17)14(15)16/h5,10-11,14,17H,3-4,6-8H2,1-2H3

> <INCHI_KEY>
AGLKVEJMTGPYSI-UHFFFAOYSA-N

> <FORMULA>
C15H21NO5

> <MOLECULAR_WEIGHT>
295.335

> <EXACT_MASS>
295.14197278

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
42

> <JCHEM_AVERAGE_POLARIZABILITY>
30.296291565979164

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
{4-hydroxy-2-oxo-octahydro-2H-furo[3,2-a]pyrrolizin-3a-yl}methyl 3-methylbut-2-enoate

> <JCHEM_LOGP>
0.3065862703333324

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.527537524954557

> <JCHEM_PKA_STRONGEST_BASIC>
8.279286078057897

> <JCHEM_POLAR_SURFACE_AREA>
76.07000000000001

> <JCHEM_REFRACTIVITY>
74.43900000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
{4-hydroxy-2-oxo-hexahydro-3H-furo[3,2-a]pyrrolizin-3a-yl}methyl 3-methylbut-2-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

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3D-SDF for NP0294969 ({4-hydroxy-2-oxo-hexahydro-3h-furo[3,2-a]pyrrolizin-3a-yl}methyl 3-methylbut-2-enoate)
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PDB for NP0294969 ({4-hydroxy-2-oxo-hexahydro-3h-furo[3,2-a]pyrrolizin-3a-yl}methyl 3-methylbut-2-enoate)
HEADER    PROTEIN                                 10-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-SEP-22         0                                  
HETATM    1  C   UNK     0       7.492   7.217   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.461   6.073   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.937   4.608   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.955   6.393   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.924   5.249   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       2.418   5.569   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0       4.400   3.784   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       3.370   2.639   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.846   1.175   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.092   2.080   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.337   1.175   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       7.802   1.651   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0       5.862  -0.290   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       4.322  -0.290   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.076  -1.195   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0       1.830  -0.290   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0       0.290  -0.290   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.186   1.175   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.060   2.080   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       1.060   3.620   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       2.306   1.175   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   14   21                                             
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13    9   15                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   21                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   16    9                                                  
MASTER        0    0    0    0    0    0    0    0   21    0   46    0
END

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3D PDB for NP0294969 ({4-hydroxy-2-oxo-hexahydro-3h-furo[3,2-a]pyrrolizin-3a-yl}methyl 3-methylbut-2-enoate)
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SMILES for NP0294969 ({4-hydroxy-2-oxo-hexahydro-3h-furo[3,2-a]pyrrolizin-3a-yl}methyl 3-methylbut-2-enoate)
CC(C)=CC(=O)OCC12CC(=O)OC1CN1CCC(O)C21
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INCHI for NP0294969 ({4-hydroxy-2-oxo-hexahydro-3h-furo[3,2-a]pyrrolizin-3a-yl}methyl 3-methylbut-2-enoate)
InChI=1S/C15H21NO5/c1-9(2)5-12(18)20-8-15-6-13(19)21-11(15)7-16-4-3-10(17)14(15)16/h5,10-11,14,17H,3-4,6-8H2,1-2H3
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View in JSmol
Synonyms
ValueSource
{4-hydroxy-2-oxo-octahydro-2H-furo[3,2-a]pyrrolizin-3a-yl}methyl 3-methylbut-2-enoic acidGenerator
Chemical FormulaC15H21NO5
Average Mass295.3350 Da
Monoisotopic Mass295.14197 Da
IUPAC Name{4-hydroxy-2-oxo-octahydro-2H-furo[3,2-a]pyrrolizin-3a-yl}methyl 3-methylbut-2-enoate
Traditional Name{4-hydroxy-2-oxo-hexahydro-3H-furo[3,2-a]pyrrolizin-3a-yl}methyl 3-methylbut-2-enoate
CAS Registry NumberNot Available
SMILES
CC(C)=CC(=O)OCC12CC(=O)OC1CN1CCC(O)C21
InChI Identifier
InChI=1S/C15H21NO5/c1-9(2)5-12(18)20-8-15-6-13(19)21-11(15)7-16-4-3-10(17)14(15)16/h5,10-11,14,17H,3-4,6-8H2,1-2H3
InChI KeyAGLKVEJMTGPYSI-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of OriginNot Available
Chemical Taxonomy
Description Belongs to the class of organic compounds known as furopyrroles. These are organic polycyclic compounds containing a furan ring fused to a pyrrole ring. Furan is a five-membered aromatic ring with four carbon atoms and one oxygen atom. Pyrrole is 5-membered ring consisting of four carbon atoms and one nitrogen atom.
KingdomOrganic compounds  
Super ClassOrganoheterocyclic compounds  
ClassFuropyrroles  
Sub ClassNot Available
Direct ParentFuropyrroles  
Alternative Parents
Substituents
  • Furopyrrole
    • 

  • Pyrrolizidine
    • 

  • Fatty acid ester
    • 

  • Dicarboxylic acid or derivatives
    • 

  • Gamma butyrolactone
    • 

  • N-alkylpyrrolidine
    • 

  • Fatty acyl
    • 

  • Furan
    • 

  • Pyrrole
    • 

  • Pyrrolidine
    • 

  • Tetrahydrofuran
    • 

  • Enoate ester
    • 

  • Alpha,beta-unsaturated carboxylic ester
    • 

  • Tertiary amine
    • 

  • Secondary alcohol
    • 

  • Amino acid or derivatives
    • 

  • Tertiary aliphatic amine
    • 

  • Lactone
    • 

  • Carboxylic acid ester
    • 

  • 1,2-aminoalcohol
    • 

  • Azacycle
    • 

  • Oxacycle
    • 

  • Carboxylic acid derivative
    • 

  • Hydrocarbon derivative
    • 

  • Organopnictogen compound
    • 

  • Organic oxygen compound
    • 

  • Organic nitrogen compound
    • 

  • Organic oxide
    • 

  • Organonitrogen compound
    • 

  • Amine
    • 

  • Organooxygen compound
    • 

  • Alcohol
    • 

  • Carbonyl group
    • 

  • Aliphatic heteropolycyclic compound
Molecular FrameworkAliphatic heteropolycyclic compounds
External DescriptorsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP0.31ChemAxon
pKa (Strongest Acidic)14.53ChemAxon
pKa (Strongest Basic)8.28ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area76.07 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity74.44 m³·mol⁻¹ChemAxon
Polarizability30.3 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound162999300  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]