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Showing NP-Card for 1-(2,3-Dihydro-1H-pyrrolizin-5-yl)-2-propen-1-one (NP0337451)

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Record Information
Version2.0
Created at2024-09-11 10:55:17 UTC
Updated at2024-09-11 10:55:17 UTC
NP-MRD IDNP0337451
Secondary Accession NumbersNone
Natural Product Identification
Common Name1-(2,3-Dihydro-1H-pyrrolizin-5-yl)-2-propen-1-one
Description1-(2,3-Dihydro-1H-pyrrolizin-5-yl)-2-propen-1-one, also known as 5-acryloyl-2,3-dihydro-1H-pyrrolizine, belongs to the class of organic compounds known as pyrrolizines. Pyrrolizines are compounds containing a pyrrolizine moiety, which consists of a pyrrole ring fused to a pyrrolidine ring. 1-(2,3-Dihydro-1H-pyrrolizin-5-yl)-2-propen-1-one is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0337451 (1-(2,3-Dihydro-1H-pyrrolizin-5-yl)-2-propen-1-one)


  Mrv0541 05061311342D          

 12 13  0  0  0  0            999 V2000
    2.8861    3.9006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6312    3.1160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4849    1.4924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5692    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0542    1.4924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7846    1.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5692    2.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8242    2.9445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7846    1.9049    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2721    3.5576    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  4  3  1  0  0  0  0
  6  5  1  0  0  0  0
  7  3  1  0  0  0  0
  8  4  1  0  0  0  0
  8  5  2  0  0  0  0
  9  6  2  0  0  0  0
 10  2  1  0  0  0  0
 10  9  1  0  0  0  0
 11  7  1  0  0  0  0
 11  8  1  0  0  0  0
 11  9  1  0  0  0  0
 12 10  2  0  0  0  0
M  END
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3D MOL for NP0337451 (1-(2,3-Dihydro-1H-pyrrolizin-5-yl)-2-propen-1-one)

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3D SDF for NP0337451 (1-(2,3-Dihydro-1H-pyrrolizin-5-yl)-2-propen-1-one)

  Mrv0541 05061311342D          

 12 13  0  0  0  0            999 V2000
    2.8861    3.9006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6312    3.1160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4849    1.4924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5692    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0542    1.4924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7846    1.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5692    2.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8242    2.9445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7846    1.9049    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2721    3.5576    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  4  3  1  0  0  0  0
  6  5  1  0  0  0  0
  7  3  1  0  0  0  0
  8  4  1  0  0  0  0
  8  5  2  0  0  0  0
  9  6  2  0  0  0  0
 10  2  1  0  0  0  0
 10  9  1  0  0  0  0
 11  7  1  0  0  0  0
 11  8  1  0  0  0  0
 11  9  1  0  0  0  0
 12 10  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0337451

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C=CC(=O)C1=CC=C2CCCN12

> <INCHI_IDENTIFIER>
InChI=1S/C10H11NO/c1-2-10(12)9-6-5-8-4-3-7-11(8)9/h2,5-6H,1,3-4,7H2

> <INCHI_KEY>
WDGGKRGJJOBJCZ-UHFFFAOYSA-N

> <FORMULA>
C10H11NO

> <MOLECULAR_WEIGHT>
161.2004

> <EXACT_MASS>
161.084063979

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
17.94940622914575

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-(2,3-dihydro-1H-pyrrolizin-5-yl)prop-2-en-1-one

> <ALOGPS_LOGP>
1.41

> <JCHEM_LOGP>
1.7592984786666666

> <ALOGPS_LOGS>
-2.22

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
17.647956789065212

> <JCHEM_PKA_STRONGEST_BASIC>
-7.586674356294139

> <JCHEM_POLAR_SURFACE_AREA>
22

> <JCHEM_REFRACTIVITY>
48.5836

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.70e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-(6,7-dihydro-5H-pyrrolizin-3-yl)prop-2-en-1-one

> <JCHEM_VEBER_RULE>
1

$$$$

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3D-SDF for NP0337451 (1-(2,3-Dihydro-1H-pyrrolizin-5-yl)-2-propen-1-one)
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PDB for NP0337451 (1-(2,3-Dihydro-1H-pyrrolizin-5-yl)-2-propen-1-one)
HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       5.387   7.281   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.912   5.817   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.905   2.786   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.929   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.835   2.786   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   4.032   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.465   2.016   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.929   4.032   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.405   5.496   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0       1.465   3.556   0.000  0.00  0.00           N+0
HETATM   12  O   UNK     0       2.375   6.641   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1   10                                                       
CONECT    3    4    7                                                       
CONECT    4    3    8                                                       
CONECT    5    6    8                                                       
CONECT    6    5    9                                                       
CONECT    7    3   11                                                       
CONECT    8    4    5   11                                                  
CONECT    9    6   10   11                                                  
CONECT   10    2    9   12                                                  
CONECT   11    7    8    9                                                  
CONECT   12   10                                                            
MASTER        0    0    0    0    0    0    0    0   12    0   26    0
END

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3D PDB for NP0337451 (1-(2,3-Dihydro-1H-pyrrolizin-5-yl)-2-propen-1-one)
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SMILES for NP0337451 (1-(2,3-Dihydro-1H-pyrrolizin-5-yl)-2-propen-1-one)
C=CC(=O)C1=CC=C2CCCN12
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INCHI for NP0337451 (1-(2,3-Dihydro-1H-pyrrolizin-5-yl)-2-propen-1-one)
InChI=1S/C10H11NO/c1-2-10(12)9-6-5-8-4-3-7-11(8)9/h2,5-6H,1,3-4,7H2
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Synonyms
ValueSource
5-Acryloyl-2,3-dihydro-1H-pyrrolizineChEBI
Chemical FormulaC10H11NO
Average Mass161.2004 Da
Monoisotopic Mass161.08406 Da
IUPAC Name1-(2,3-dihydro-1H-pyrrolizin-5-yl)prop-2-en-1-one
Traditional Name1-(6,7-dihydro-5H-pyrrolizin-3-yl)prop-2-en-1-one
CAS Registry NumberNot Available
SMILES
C=CC(=O)C1=CC=C2CCCN12
InChI Identifier
InChI=1S/C10H11NO/c1-2-10(12)9-6-5-8-4-3-7-11(8)9/h2,5-6H,1,3-4,7H2
InChI KeyWDGGKRGJJOBJCZ-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 pyrrolizines. Pyrrolizines are compounds containing a pyrrolizine moiety, which consists of a pyrrole ring fused to a pyrrolidine ring.
KingdomOrganic compounds  
Super ClassOrganoheterocyclic compounds  
ClassPyrrolizines  
Sub ClassNot Available
Direct ParentPyrrolizines  
Alternative Parents
Substituents
  • Pyrrolizine
    • 

  • Aryl ketone
    • 

  • Substituted pyrrole
    • 

  • Acryloyl-group
    • 

  • Enone
    • 

  • Pyrrole
    • 

  • Heteroaromatic compound
    • 

  • Alpha,beta-unsaturated ketone
    • 

  • Ketone
    • 

  • Azacycle
    • 

  • Organic nitrogen compound
    • 

  • Hydrocarbon derivative
    • 

  • Organic oxide
    • 

  • Organooxygen compound
    • 

  • Organonitrogen compound
    • 

  • Organopnictogen compound
    • 

  • Organic oxygen compound
    • 

  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic 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
logP1.41ALOGPS
logP1.76ChemAxon
logS-2.2ALOGPS
pKa (Strongest Acidic)17.65ChemAxon
pKa (Strongest Basic)-7.6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area22 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity48.58 m³·mol⁻¹ChemAxon
Polarizability17.95 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0040028  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB019710  
KNApSAcK IDNot Available
Chemspider ID30777400  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound86127308  
PDB IDNot Available
ChEBI ID134433  
Good Scents IDNot Available
References
General ReferencesNot Available