NP-MRD: Showing NP-Card for Tecleanone (NP0073955)

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Record Information

Version

2.0

Created at

2022-04-28 19:10:29 UTC

Updated at

2022-04-28 19:10:29 UTC

NP-MRD ID

NP0073955

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Tecleanone

Description

N-methyl-2-(2,4,6-trimethoxybenzoyl)aniline belongs to the class of organic compounds known as benzophenones. These are organic compounds containing a ketone attached to two phenyl groups. Tecleanone is found in Citropsis articulata, Diphasia klaineana, Oricia renieri, Oricia suaveolens, Teclea gerrardii, Teclea grandifolia, Teclea verdoorniana and Vepris suaveolens. N-methyl-2-(2,4,6-trimethoxybenzoyl)aniline is a moderately basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 41 42  0  0  0  0  0  0  0  0999 V2000
   -4.6010    2.4377    0.7830 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2748    1.8998    0.6186 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0887    0.6541    0.0137 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2231    0.0201   -0.5165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1087   -1.1678   -1.1813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8941   -1.7504   -1.3374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7743   -1.1060   -0.8015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8528    0.0926   -0.1234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6606    0.6365    0.4255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6358    1.7253    1.1050 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6879    0.0625    0.3121 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6575    0.7918   -0.3416 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3514    1.9988   -0.9176 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2491    2.8261   -1.5985 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9645    0.3053   -0.4233 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2867   -0.9186    0.1560 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6055   -1.3620    0.0507 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5767   -0.5562   -0.6194 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3314   -1.6403    0.7993 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0372   -1.1369    0.8685 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0778   -1.8618    1.5147 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3123   -3.0938    2.1269 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1265    1.9986    1.6680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5283    3.5655    0.9428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2188    2.3564   -0.1458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5075    2.4855    0.9457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2133    0.4252   -0.4234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9924   -1.6538   -1.5937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8071   -2.6857   -1.8610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8424   -1.6046   -0.9691 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9036    3.8860   -1.4233 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2189    2.6600   -2.6949 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2855    2.7805   -1.2670 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7605    0.8344   -0.9151 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1999   -0.4840   -1.6670 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5473   -1.0354   -0.5798 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5892    0.4555   -0.1161 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6301   -2.5917    1.2323 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7612   -3.7992    1.3977 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9788   -2.9860    3.0294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6630   -3.4636    2.5092 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
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 12 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 16 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
  8  3  1  0
 20 11  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  4 27  1  0
  5 28  1  0
  6 29  1  0
  7 30  1  0
 14 31  1  0
 14 32  1  0
 14 33  1  0
 15 34  1  0
 18 35  1  0
 18 36  1  0
 18 37  1  0
 19 38  1  0
 22 39  1  0
 22 40  1  0
 22 41  1  0
M  END


  Mrv1533004241521122D          

 22 23  0  0  0  0            999 V2000
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    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
   -2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -1.6500    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
   -3.5724   -0.4125    0.0000 O   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
   -5.0013   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -3.7125    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
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  3  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 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
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 11 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 14 19  1  0  0  0  0
 19 20  1  0  0  0  0
 12 21  1  0  0  0  0
 21 22  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0073955

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CNC1=CC=CC=C1C(=O)C1=C(OC)C=C(OC)C=C1OC

> <INCHI_IDENTIFIER>
InChI=1S/C17H19NO4/c1-18-13-8-6-5-7-12(13)17(19)16-14(21-3)9-11(20-2)10-15(16)22-4/h5-10,18H,1-4H3

> <INCHI_KEY>
QJOXEVMFTGODDY-UHFFFAOYSA-N

> <FORMULA>
C17H19NO4

> <MOLECULAR_WEIGHT>
301.342

> <EXACT_MASS>
301.131408096

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
41

> <JCHEM_AVERAGE_POLARIZABILITY>
31.869550045467335

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N-methyl-2-(2,4,6-trimethoxybenzoyl)aniline

> <ALOGPS_LOGP>
3.08

> <JCHEM_LOGP>
3.082363183666666

> <ALOGPS_LOGS>
-3.96

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
2.7076968043915945

> <JCHEM_POLAR_SURFACE_AREA>
56.790000000000006

> <JCHEM_REFRACTIVITY>
86.21689999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.32e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-methyl-2-(2,4,6-trimethoxybenzoyl)aniline

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0      -1.334  -0.770   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -4.001  -0.770   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      -5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -6.668  -5.390   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -8.002  -4.620   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -8.002  -3.080   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -6.668  -0.770   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      -5.335  -0.000   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -9.336  -5.390   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      -9.336  -6.930   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -4.001  -5.390   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -4.001  -6.930   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    8                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    3    9                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   16                                                  
CONECT   12   11   13   21                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   19                                                  
CONECT   15   14   16                                                       
CONECT   16   15   11   17                                                  
CONECT   17   16   18                                                       
CONECT   18   17                                                            
CONECT   19   14   20                                                       
CONECT   20   19                                                            
CONECT   21   12   22                                                       
CONECT   22   21                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   46    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₇H₁₉NO₄

Average Mass

301.3420 Da

Monoisotopic Mass

301.13141 Da

IUPAC Name

N-methyl-2-(2,4,6-trimethoxybenzoyl)aniline

Traditional Name

N-methyl-2-(2,4,6-trimethoxybenzoyl)aniline

CAS Registry Number

Not Available

SMILES

CNC1=CC=CC=C1C(=O)C1=C(OC)C=C(OC)C=C1OC

InChI Identifier

InChI=1S/C17H19NO4/c1-18-13-8-6-5-7-12(13)17(19)16-14(21-3)9-11(20-2)10-15(16)22-4/h5-10,18H,1-4H3

InChI Key

QJOXEVMFTGODDY-UHFFFAOYSA-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
Citropsis articulata	LOTUS Database	35616633
Diphasia klaineana	Plant	KNApSAcK
Oricia renieri	Plant	KNApSAcK
Oricia suaveolens	Plant	KNApSAcK
Teclea gerrardii	Plant	KNApSAcK
Teclea grandifolia	Plant	KNApSAcK
Teclea verdoorniana	Plant	KNApSAcK
Vepris suaveolens	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzophenones. These are organic compounds containing a ketone attached to two phenyl groups.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzophenones

Direct Parent

Benzophenones

Alternative Parents

Substituents

Benzophenone
Aryl-phenylketone
Diphenylmethane
Phenoxy compound
Anisole
Benzoyl
Methoxybenzene
Phenylalkylamine
Aniline or substituted anilines
Aryl ketone
Phenol ether
Alkyl aryl ether
Secondary aliphatic/aromatic amine
Vinylogous amide
Ketone
Ether
Secondary amine
Amine
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organonitrogen compound
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic 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	3.08	ALOGPS
logP	3.08	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Basic)	2.71	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	56.79 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	86.22 m³·mol⁻¹	ChemAxon
Polarizability	31.87 Å³	ChemAxon
Number of Rings	2	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

304461

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Tecleanone (NP0073955)

MOL for NP0073955 (Tecleanone)

3D MOL for NP0073955 (Tecleanone)

3D SDF for NP0073955 (Tecleanone)

3D-SDF for NP0073955 (Tecleanone)

PDB for NP0073955 (Tecleanone)

3D PDB for NP0073955 (Tecleanone)

SMILES for NP0073955 (Tecleanone)

INCHI for NP0073955 (Tecleanone)

Structure for NP0073955 (Tecleanone)

3D Structure for NP0073955 (Tecleanone)