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Showing NP-Card for 2-Methylaziridine (NP0045091)

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Record Information
Version1.0
Created at2022-03-10 18:57:49 UTC
Updated at2022-03-10 22:17:00 UTC
NP-MRD IDNP0045091
Secondary Accession NumbersNone
Natural Product Identification
Common Name2-Methylaziridine
Description2-MethylAziridine, also known as propyleneimine, belongs to the class of organic compounds known as aziridines. It is a secondary amine and the smallest chiral aziridine (ring containing C2N). These are organic compounds containing a saturated three-member heterocycle with one amino group and two methylene groups. The chemical formula of 2-methylaziridine is CH3CH(NH)CH2. 2-Methylaziridine is a very strong basic compound (based on its pKa) and it is a flammable colorless liquid. It is used in the paper, textile, rubber and pharmaceutical industries and its derivatives, copolymers and oligomers, are of commercial interest. The compound is also of interest for the synthesis of dendrimers, a process that exploits the tendency of aziridines to undergo ring-opening reactions. 2-Methylaziridine is also used in making paint. NIOSH considers 2-methylaziridine a potential occupational carcinogen. 2-Methylaziridine has also been found in the volatile fraction of Cannabis sativa samples obtained from police seizures (PMID: 26657499 ) And is likely a smoke component of marijuana (https://Doi.Org/10.1007/978-1-59259-947-9_2).
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0045091 (2-Methylaziridine)


  Mrv1652303192001413D          

  4  4  0  0  0  0            999 V2000
    1.3583   -0.1933    0.1901 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2466   -0.3179    0.1990 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0425    0.0516   -0.4874 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7736    1.0346    0.1747 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  3  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  3  4  1  0  0  0  0
M  END
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3D MOL for NP0045091 (2-Methylaziridine)

     RDKit          3D

 11 11  0  0  0  0  0  0  0  0999 V2000
    1.3220   -0.2542   -0.3290 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1235    0.2898    0.4028 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1957    0.1956   -0.3580 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9365   -0.5936    0.8158 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9709   -1.0146   -1.0654 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1066   -0.6469    0.3214 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7485    0.5769   -0.9653 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2811    1.1429    1.0779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1817   -0.3950   -1.3000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7871    1.1220   -0.3031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4517   -0.4230    1.7029 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  2  1  0
  1  5  1  0
  1  6  1  0
  1  7  1  0
  2  8  1  1
  3  9  1  0
  3 10  1  0
  4 11  1  0
M  END
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3D SDF for NP0045091 (2-Methylaziridine)


  Mrv1652303192001413D          

  4  4  0  0  0  0            999 V2000
    1.3583   -0.1933    0.1901 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2466   -0.3179    0.1990 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0425    0.0516   -0.4874 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7736    1.0346    0.1747 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  3  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  3  4  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0045091

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@H]1CN1

> <INCHI_IDENTIFIER>
InChI=1S/C3H7N/c1-3-2-4-3/h3-4H,2H2,1H3/t3-/m0/s1

> <INCHI_KEY>
OZDGMOYKSFPLSE-VKHMYHEASA-N

> <FORMULA>
C3H7N

> <MOLECULAR_WEIGHT>
57.096

> <EXACT_MASS>
57.057849229

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
11

> <JCHEM_AVERAGE_POLARIZABILITY>
6.7770117466036455

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-methylaziridine

> <ALOGPS_LOGP>
-0.47

> <JCHEM_LOGP>
0.05217160966666666

> <ALOGPS_LOGS>
0.97

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
7.94583846484321

> <JCHEM_POLAR_SURFACE_AREA>
21.94

> <JCHEM_REFRACTIVITY>
17.1432

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.28e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2-methylaziridine

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for NP0045091 (2-Methylaziridine)

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PDB for NP0045091 (2-Methylaziridine)
HEADER    PROTEIN                                 19-MAR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-MAR-20         0                                  
HETATM    1  C   UNK     0       1.358  -0.193   0.190  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.247  -0.318   0.199  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.043   0.052  -0.487  0.00  0.00           C+0
HETATM    4  N   UNK     0      -0.774   1.035   0.175  0.00  0.00           N+0
CONECT    1    3                                                            
CONECT    2    3    4                                                       
CONECT    3    1    2    4                                                  
CONECT    4    2    3                                                       
MASTER        0    0    0    0    0    0    0    0    4    0    8    0
END

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3D PDB for NP0045091 (2-Methylaziridine)
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SMILES for NP0045091 (2-Methylaziridine)
C[C@H]1CN1
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INCHI for NP0045091 (2-Methylaziridine)
InChI=1S/C3H7N/c1-3-2-4-3/h3-4H,2H2,1H3/t3-/m0/s1
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View in JSmol
SynonymsNot Available
Chemical FormulaC3H7N
Average Mass57.0960 Da
Monoisotopic Mass57.05785 Da
IUPAC Name(2S)-2-methylaziridine
Traditional Name(2S)-2-methylaziridine
CAS Registry Number41927-28-0
SMILES
C[C@H]1CN1
InChI Identifier
InChI=1S/C3H7N/c1-3-2-4-3/h3-4H,2H2,1H3/t3-/m0/s1
InChI KeyOZDGMOYKSFPLSE-VKHMYHEASA-N
Experimental Spectra
Not Available
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 25 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 252 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 50 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 75 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 101 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 126 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 151 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 176 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 201 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 226 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Cannabis sativaNULL
      Not Available
Chemical Taxonomy
ClassificationNot classified
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
logP-0.47ALOGPS
logP0.052ChemAxon
logS0.97ALOGPS
pKa (Strongest Basic)7.95ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area21.94 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity17.14 m³·mol⁻¹ChemAxon
Polarizability6.78 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
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 Compound186632  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. Rice S, Koziel JA: Characterizing the Smell of Marijuana by Odor Impact of Volatile Compounds: An Application of Simultaneous Chemical and Sensory Analysis. PLoS One. 2015 Dec 10;10(12):e0144160. doi: 10.1371/journal.pone.0144160. eCollection 2015. [PubMed:26657499  ]