NP-MRD: Showing NP-Card for 4-Methoxydianthramide B (NP0078875)

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Record Information

Version

2.0

Created at

2022-04-28 23:58:23 UTC

Updated at

2022-04-28 23:58:23 UTC

NP-MRD ID

NP0078875

Secondary Accession Numbers

None

Natural Product Identification

Common Name

4-Methoxydianthramide B

Description

4-Methoxydianthramide B belongs to the class of organic compounds known as benzanilides. These are aromatic compounds containing an anilide group in which the carboxamide group is substituted with a benzene ring. They have the general structure RNC(=O)R', where R,R'= benzene. 4-Methoxydianthramide B is found in Dianthus superbus . 4-Methoxydianthramide B is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 37 38  0  0  0  0  0  0  0  0999 V2000
    3.5355   -3.2980    1.2751 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3406   -1.9438    0.9967 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0838   -1.4152    0.6412 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1711   -2.2410    0.5953 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9173   -0.0098    0.3599 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0807    0.7755    0.4093 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0255    2.1030    0.1212 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8709    2.7479   -0.2256 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7608    4.0833   -0.5262 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8971    4.9273   -0.4954 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7110    1.9628   -0.2732 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7063    0.6122    0.0088 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4870   -0.1690    0.0215 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7129    0.2293   -0.5282 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8040    1.3763   -1.1035 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9422   -0.5670   -0.5075 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0992   -0.0207   -1.1043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3022   -0.6660   -1.1461 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3687   -1.9173   -0.5688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2647   -2.4847    0.0226 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0300   -1.7999    0.0548 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9576   -2.4232    0.6634 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2325   -3.7046    0.5187 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0262   -3.4742    2.2660 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6108   -3.8999    1.2782 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9899    0.2844    0.6795 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9384    2.6962    0.1644 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6998    5.8805   -1.0283 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7815    4.4130   -0.9263 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1302    5.1140    0.5820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1984    2.4673   -0.5286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4838   -1.0952    0.4877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0439    0.9514   -1.5518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1875   -0.2517   -1.6010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3252   -2.4580   -0.5889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3029   -3.4591    0.4762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0000   -3.3259    1.0815 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
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
  8 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 12  5  1  0
 21 16  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  6 26  1  0
  7 27  1  0
 10 28  1  0
 10 29  1  0
 10 30  1  0
 11 31  1  0
 13 32  1  0
 17 33  1  0
 18 34  1  0
 19 35  1  0
 20 36  1  0
 22 37  1  0
M  END


  Mrv1533004171503242D          

 22 23  0  0  0  0            999 V2000
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 O   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
    0.7145   -1.2375    0.0000 O   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
    2.1434   -2.8875    0.0000 C   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
    1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    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
    0.0000   -2.4750    0.0000 N   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
   -0.7145   -3.7125    0.0000 O   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
   -2.1434   -2.8875    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
   -2.8579   -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
   -1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 O   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
  3  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
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  8 11  1  0  0  0  0
 11 12  2  0  0  0  0
  5 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 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
 21 22  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0078875

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)C1=CC=C(OC)C=C1NC(=O)C1=CC=CC=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C16H15NO5/c1-21-10-7-8-11(16(20)22-2)13(9-10)17-15(19)12-5-3-4-6-14(12)18/h3-9,18H,1-2H3,(H,17,19)

> <INCHI_KEY>
BTFAZIPNJLVTAL-UHFFFAOYSA-N

> <FORMULA>
C16H15NO5

> <MOLECULAR_WEIGHT>
301.298

> <EXACT_MASS>
301.095022587

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
37

> <JCHEM_AVERAGE_POLARIZABILITY>
29.82044300730292

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl 2-(2-hydroxybenzamido)-4-methoxybenzoate

> <ALOGPS_LOGP>
2.89

> <JCHEM_LOGP>
3.2573709983333323

> <ALOGPS_LOGS>
-4.02

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.396799702269313

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.928634992174697

> <JCHEM_PKA_STRONGEST_BASIC>
-4.233471996820356

> <JCHEM_POLAR_SURFACE_AREA>
84.86

> <JCHEM_REFRACTIVITY>
82.06090000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.87e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl 2-(2-hydroxybenzamido)-4-methoxybenzoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-APR-15         0                                  
HETATM    1  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       4.001  -2.310   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       2.667  -9.240   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       1.334 -10.010   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0       0.000  -4.620   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -1.334  -6.930   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -4.001  -5.390   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -1.334  -2.310   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   12                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   11                                                  
CONECT    9    8   10                                                       
CONECT   10    9                                                            
CONECT   11    8   12                                                       
CONECT   12   11    5   13                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17   21                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   16   22                                                  
CONECT   22   21                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   46    0
END

View in JSmol

Synonyms

Value	Source
2-Hydroxy-N-[5-methoxy-2-(methoxycarbonyl)phenyl]benzene-1-carboximidate	Generator

Chemical Formula

C₁₆H₁₅NO₅

Average Mass

301.2980 Da

Monoisotopic Mass

301.09502 Da

IUPAC Name

methyl 2-(2-hydroxybenzamido)-4-methoxybenzoate

Traditional Name

methyl 2-(2-hydroxybenzamido)-4-methoxybenzoate

CAS Registry Number

Not Available

SMILES

COC(=O)C1=CC=C(OC)C=C1NC(=O)C1=CC=CC=C1O

InChI Identifier

InChI=1S/C16H15NO5/c1-21-10-7-8-11(16(20)22-2)13(9-10)17-15(19)12-5-3-4-6-14(12)18/h3-9,18H,1-2H3,(H,17,19)

InChI Key

BTFAZIPNJLVTAL-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
Dianthus superbus	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzanilides. These are aromatic compounds containing an anilide group in which the carboxamide group is substituted with a benzene ring. They have the general structure RNC(=O)R', where R,R'= benzene.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Anilides

Direct Parent

Benzanilides

Alternative Parents

Substituents

Benzanilide
P-methoxybenzoic acid or derivatives
Benzoate ester
Salicylamide
Salicylic acid or derivatives
Benzamide
Benzoic acid or derivatives
Methoxyaniline
Anisole
Phenoxy compound
Benzoyl
Phenol ether
Methoxybenzene
Alkyl aryl ether
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Vinylogous amide
Vinylogous acid
Methyl ester
Carboxylic acid ester
Carboxamide group
Secondary carboxylic acid amide
Ether
Carboxylic acid derivative
Organonitrogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organic oxygen compound
Organic nitrogen 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	2.89	ALOGPS
logP	3.26	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	7.93	ChemAxon
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	84.86 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	82.06 m³·mol⁻¹	ChemAxon
Polarizability	29.82 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

11438059

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for 4-Methoxydianthramide B (NP0078875)

MOL for NP0078875 (4-Methoxydianthramide B)

3D MOL for NP0078875 (4-Methoxydianthramide B)

3D SDF for NP0078875 (4-Methoxydianthramide B)

3D-SDF for NP0078875 (4-Methoxydianthramide B)

PDB for NP0078875 (4-Methoxydianthramide B)

3D PDB for NP0078875 (4-Methoxydianthramide B)

SMILES for NP0078875 (4-Methoxydianthramide B)

INCHI for NP0078875 (4-Methoxydianthramide B)

Structure for NP0078875 (4-Methoxydianthramide B)

3D Structure for NP0078875 (4-Methoxydianthramide B)