NP-MRD: Showing NP-Card for Clausamide I (NP0069719)

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Record Information

Version

2.0

Created at

2022-04-28 15:04:32 UTC

Updated at

2022-04-28 15:04:32 UTC

NP-MRD ID

NP0069719

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Clausamide I

Description

SB 204900 belongs to the class of organic compounds known as styrenes. These are organic compounds containing an ethenylbenzene moiety. Clausamide I is found in Clausena lansium . Based on a literature review very few articles have been published on SB 204900.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 38 40  0  0  0  0  0  0  0  0999 V2000
   -1.0153    0.3952    0.6148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9823   -0.9536    0.0720 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8891   -1.9736    0.2273 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1719   -1.9029    0.2935 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9556   -0.7179    0.1901 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6996    0.4177   -0.5182 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5099    1.5451   -0.4495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6213    1.5376    0.3556 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9261    0.4126    1.0900 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1066   -0.6779    0.9999 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2730   -1.2700   -0.5835 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3916   -2.4236   -1.0610 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3824   -0.2927   -0.6998 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9372   -0.2703   -2.0893 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6941   -0.8487   -0.9691 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9480   -0.1021   -0.6912 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3622    0.2474    0.5617 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5383    0.9365    0.6964 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3365    1.3009   -0.3793 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9119    0.9447   -1.6415 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7272    0.2493   -1.7902 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7512    0.5692    1.3930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0162    0.4805    1.1862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9149    1.1075   -0.1942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4422   -3.0246    0.3129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7582   -2.8693    0.4445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8826    0.4572   -1.2196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2789    2.4376   -1.0245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2882    2.4097    0.4378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8247    0.4012    1.7418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3886   -1.5471    1.6006 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2898    0.7281   -0.3017 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8080   -1.9401   -1.0724 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7452   -0.0333    1.4041 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8896    1.2267    1.6877 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2584    1.8468   -0.2099 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5256    1.2224   -2.4952 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4043   -0.0260   -2.7995 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
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  2 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 10  5  1  0
 15 13  1  0
 21 16  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  4 26  1  0
  6 27  1  0
  7 28  1  0
  8 29  1  0
  9 30  1  0
 10 31  1  0
 13 32  1  1
 15 33  1  6
 17 34  1  0
 18 35  1  0
 19 36  1  0
 20 37  1  0
 21 38  1  0
M  END


  Mrv1652304282217042D          

 21 23  0  0  1  0            999 V2000
    1.1270   -1.9520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -1.9520    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -2.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -3.1895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1270   -3.6020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8414   -3.1895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8414   -2.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1270   -1.9520    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
  1  3  1  0  0  0  0
  3  4  1  6  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 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
  9 14  1  0  0  0  0
  6 15  1  0  0  0  0
  2 16  1  1  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>
NP0069719

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CN(\C=C/C1=CC=CC=C1)C(=O)[C@@H]1O[C@H]1C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C18H17NO2/c1-19(13-12-14-8-4-2-5-9-14)18(20)17-16(21-17)15-10-6-3-7-11-15/h2-13,16-17H,1H3/b13-12-/t16-,17+/m0/s1

> <INCHI_KEY>
SZEAIHVOVOPANP-AVOHIMRFSA-N

> <FORMULA>
C18H17NO2

> <MOLECULAR_WEIGHT>
279.339

> <EXACT_MASS>
279.125928791

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
30.03122180351957

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2R,3S)-N-methyl-3-phenyl-N-[(Z)-2-phenylethenyl]oxirane-2-carboxamide

> <JCHEM_LOGP>
3.175427160000001

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.312562194010702

> <JCHEM_PKA_STRONGEST_BASIC>
-4.303570143155919

> <JCHEM_POLAR_SURFACE_AREA>
32.84

> <JCHEM_REFRACTIVITY>
82.23250000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(2R,3S)-N-methyl-3-phenyl-N-[(Z)-2-phenylethenyl]oxirane-2-carboxamide

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  O   UNK     0       2.104  -3.644   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       0.564  -3.644   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       0.000  -0.000   0.000  0.00  0.00           O+0
HETATM    6  N   UNK     0       2.667   0.000   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.770  -4.414   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.770  -5.954   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -2.104  -6.724   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -3.437  -5.954   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -3.437  -4.414   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -2.104  -3.644   0.000  0.00  0.00           C+0
CONECT    1    2    3                                                       
CONECT    2    1    3   16                                                  
CONECT    3    2    1    4                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7   15                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   14                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13    9                                                       
CONECT   15    6                                                            
CONECT   16    2   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

Not Available

Chemical Formula

C₁₈H₁₇NO₂

Average Mass

279.3390 Da

Monoisotopic Mass

279.12593 Da

IUPAC Name

(2R,3S)-N-methyl-3-phenyl-N-[(Z)-2-phenylethenyl]oxirane-2-carboxamide

Traditional Name

(2R,3S)-N-methyl-3-phenyl-N-[(Z)-2-phenylethenyl]oxirane-2-carboxamide

CAS Registry Number

Not Available

SMILES

CN(\C=C/C1=CC=CC=C1)C(=O)[C@@H]1O[C@H]1C1=CC=CC=C1

InChI Identifier

InChI=1S/C18H17NO2/c1-19(13-12-14-8-4-2-5-9-14)18(20)17-16(21-17)15-10-6-3-7-11-15/h2-13,16-17H,1H3/b13-12-/t16-,17+/m0/s1

InChI Key

SZEAIHVOVOPANP-AVOHIMRFSA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Clausena lansium	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as styrenes. These are organic compounds containing an ethenylbenzene moiety.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Styrenes

Direct Parent

Styrenes

Alternative Parents

Substituents

Styrene
Oxirane carboxylic acid or derivatives
Tertiary carboxylic acid amide
Carboxamide group
Carboxylic acid derivative
Dialkyl ether
Oxirane
Ether
Organoheterocyclic compound
Oxacycle
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Carbonyl group
Organic nitrogen compound
Hydrocarbon derivative
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	3.18	ChemAxon
pKa (Strongest Acidic)	13.31	ChemAxon
pKa (Strongest Basic)	-4.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	32.84 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	82.23 m³·mol⁻¹	ChemAxon
Polarizability	30.03 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	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

C00057146

Chemspider ID

4946305

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6442212

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Clausamide I (NP0069719)

MOL for NP0069719 (Clausamide I)

3D MOL for NP0069719 (Clausamide I)

3D SDF for NP0069719 (Clausamide I)

3D-SDF for NP0069719 (Clausamide I)

PDB for NP0069719 (Clausamide I)

3D PDB for NP0069719 (Clausamide I)

SMILES for NP0069719 (Clausamide I)

INCHI for NP0069719 (Clausamide I)

Structure for NP0069719 (Clausamide I)

3D Structure for NP0069719 (Clausamide I)