NP-MRD: Showing NP-Card for diphenylmethyl (2s)-3,3-dimethylaziridine-2-carboxylate (NP0152393)

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Record Information

Version

2.0

Created at

2022-09-02 08:51:47 UTC

Updated at

2022-09-02 08:51:47 UTC

NP-MRD ID

NP0152393

Secondary Accession Numbers

None

Natural Product Identification

Common Name

diphenylmethyl (2s)-3,3-dimethylaziridine-2-carboxylate

Description

3,3-Dimethylaziridine-2alpha-carboxylic acid benzhydryl ester belongs to the class of organic compounds known as diphenylmethanes. Diphenylmethanes are compounds containing a diphenylmethane moiety, which consists of a methane wherein two hydrogen atoms are replaced by two phenyl groups. diphenylmethyl (2s)-3,3-dimethylaziridine-2-carboxylate is found in Pleurocybella porrigens. Based on a literature review very few articles have been published on 3,3-Dimethylaziridine-2alpha-carboxylic acid benzhydryl ester.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 40 42  0  0  0  0  0  0  0  0999 V2000
    3.9723    0.3314   -1.6444 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9753    0.3037   -0.1482 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8092    1.3746    0.5237 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9393   -1.0172    0.4382 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7779   -0.1693    0.6167 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5630   -0.4042   -0.1826 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6938   -0.8216   -1.3615 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2688   -0.1969    0.2732 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8855   -0.4238   -0.4969 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6097    0.8681   -0.6166 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9593    0.9928   -0.4498 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5837    2.2093   -0.5704 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8797    3.3718   -0.8670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5118    3.2337   -1.0341 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8872    2.0022   -0.9109 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7328   -1.4584    0.1715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2967   -2.4875   -0.5420 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0752   -3.4357    0.0798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2783   -3.3311    1.4387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7354   -2.3180    2.2013 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9648   -1.3967    1.5267 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0880    0.9590   -1.9524 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9158   -0.6823   -2.0708 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8722    0.8719   -1.9896 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6785    1.3700    1.6253 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4194    2.3575    0.1675 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8949    1.2820    0.2643 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8755   -1.8523   -0.1727 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6789    0.2003    1.6633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6707   -0.7860   -1.5096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5540    0.1246   -0.2187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6549    2.2747   -0.4322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4044    4.2976   -0.9519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9354    4.1267   -1.2669 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1917    1.9913   -1.0595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1376   -2.5731   -1.6187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5310   -4.2654   -0.4892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8972   -4.0905    1.9139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9109   -2.2565    3.2769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5183   -0.5768    2.1086 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
  9 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
  5  2  1  0
 15 10  1  0
 21 16  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  5 29  1  1
  9 30  1  0
 11 31  1  0
 12 32  1  0
 13 33  1  0
 14 34  1  0
 15 35  1  0
 17 36  1  0
 18 37  1  0
 19 38  1  0
 20 39  1  0
 21 40  1  0
M  END


  Mrv1652309022210512D          

 21 23  0  0  1  0            999 V2000
   -1.2095   -0.8815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8414   -1.4118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4734   -0.8815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.1263    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2539   -2.1263    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9684   -2.5388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9684   -3.3638    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6829   -2.1263    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3974   -2.5388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1118   -2.1263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8263   -2.5388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5408   -2.1263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5408   -1.3013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8263   -0.8888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1118   -1.3013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3974   -3.3638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6829   -3.7763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6829   -4.6013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3974   -5.0138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1118   -4.6013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1118   -3.7763    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  1  0  0  0  0
  4  5  1  0  0  0  0
  2  5  1  0  0  0  0
  5  6  1  6  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 10 15  1  0  0  0  0
  9 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 16 21  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0152393

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1(C)N[C@@H]1C(=O)OC(C1=CC=CC=C1)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C18H19NO2/c1-18(2)16(19-18)17(20)21-15(13-9-5-3-6-10-13)14-11-7-4-8-12-14/h3-12,15-16,19H,1-2H3/t16-/m1/s1

> <INCHI_KEY>
UMOVBYPSVYYGQT-MRXNPFEDSA-N

> <FORMULA>
C18H19NO2

> <MOLECULAR_WEIGHT>
281.355

> <EXACT_MASS>
281.141578856

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
40

> <JCHEM_AVERAGE_POLARIZABILITY>
30.960377380076977

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
diphenylmethyl (2S)-3,3-dimethylaziridine-2-carboxylate

> <ALOGPS_LOGP>
3.53

> <JCHEM_LOGP>
3.6772952346666665

> <ALOGPS_LOGS>
-4.45

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
3.442247990543295

> <JCHEM_POLAR_SURFACE_AREA>
48.24000000000001

> <JCHEM_REFRACTIVITY>
81.27580000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.94e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
diphenylmethyl (2S)-3,3-dimethylaziridine-2-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 02-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-SEP-22         0                                  
HETATM    1  C   UNK     0      -2.258  -1.646   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.437  -2.635   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.617  -1.646   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0      -2.667  -3.969   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0      -4.207  -3.969   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -5.541  -4.739   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -5.541  -6.279   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      -6.875  -3.969   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -8.208  -4.739   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -9.542  -3.969   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0     -10.876  -4.739   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0     -12.209  -3.969   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0     -12.209  -2.429   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0     -10.876  -1.659   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -9.542  -2.429   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -8.208  -6.279   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -6.875  -7.049   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -6.875  -8.589   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -8.208  -9.359   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -9.542  -8.589   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -9.542  -7.049   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4    5                                             
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    2    6                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10   16                                                  
CONECT   10    9   11   15                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   10                                                       
CONECT   16    9   17   21                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   16                                                       
MASTER        0    0    0    0    0    0    0    0   21    0   46    0
END

View in JSmol

Synonyms

Value	Source
3,3-Dimethylaziridine-2a-carboxylate benzhydryl ester	Generator
3,3-Dimethylaziridine-2a-carboxylic acid benzhydryl ester	Generator
3,3-Dimethylaziridine-2alpha-carboxylate benzhydryl ester	Generator
3,3-Dimethylaziridine-2α-carboxylate benzhydryl ester	Generator
3,3-Dimethylaziridine-2α-carboxylic acid benzhydryl ester	Generator

Chemical Formula

C₁₈H₁₉NO₂

Average Mass

281.3550 Da

Monoisotopic Mass

281.14158 Da

IUPAC Name

diphenylmethyl (2S)-3,3-dimethylaziridine-2-carboxylate

Traditional Name

diphenylmethyl (2S)-3,3-dimethylaziridine-2-carboxylate

CAS Registry Number

Not Available

SMILES

CC1(C)N[C@@H]1C(=O)OC(C1=CC=CC=C1)C1=CC=CC=C1

InChI Identifier

InChI=1S/C18H19NO2/c1-18(2)16(19-18)17(20)21-15(13-9-5-3-6-10-13)14-11-7-4-8-12-14/h3-12,15-16,19H,1-2H3/t16-/m1/s1

InChI Key

UMOVBYPSVYYGQT-MRXNPFEDSA-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
Pleurocybella porrigens	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diphenylmethanes. Diphenylmethanes are compounds containing a diphenylmethane moiety, which consists of a methane wherein two hydrogen atoms are replaced by two phenyl groups.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Diphenylmethanes

Direct Parent

Diphenylmethanes

Alternative Parents

Substituents

Alpha-amino acid ester
Diphenylmethane
Alpha-amino acid or derivatives
Benzyloxycarbonyl
Aziridinecarboxylic acid
Amino acid or derivatives
Carboxylic acid ester
Aziridine
Azacycle
Carboxylic acid derivative
Organoheterocyclic compound
Secondary aliphatic amine
Secondary amine
Monocarboxylic acid or derivatives
Carbonyl group
Organic oxygen compound
Amine
Organic oxide
Hydrocarbon derivative
Organic nitrogen compound
Organonitrogen compound
Organooxygen 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	3.53	ALOGPS
logP	3.68	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Basic)	3.44	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	48.24 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	81.28 m³·mol⁻¹	ChemAxon
Polarizability	30.96 Å³	ChemAxon
Number of Rings	3	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

101507621

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for diphenylmethyl (2s)-3,3-dimethylaziridine-2-carboxylate (NP0152393)

MOL for NP0152393 (diphenylmethyl (2s)-3,3-dimethylaziridine-2-carboxylate)

3D MOL for NP0152393 (diphenylmethyl (2s)-3,3-dimethylaziridine-2-carboxylate)

3D SDF for NP0152393 (diphenylmethyl (2s)-3,3-dimethylaziridine-2-carboxylate)

3D-SDF for NP0152393 (diphenylmethyl (2s)-3,3-dimethylaziridine-2-carboxylate)

PDB for NP0152393 (diphenylmethyl (2s)-3,3-dimethylaziridine-2-carboxylate)

3D PDB for NP0152393 (diphenylmethyl (2s)-3,3-dimethylaziridine-2-carboxylate)

SMILES for NP0152393 (diphenylmethyl (2s)-3,3-dimethylaziridine-2-carboxylate)

INCHI for NP0152393 (diphenylmethyl (2s)-3,3-dimethylaziridine-2-carboxylate)

Structure for NP0152393 (diphenylmethyl (2s)-3,3-dimethylaziridine-2-carboxylate)

3D Structure for NP0152393 (diphenylmethyl (2s)-3,3-dimethylaziridine-2-carboxylate)