NP-MRD: Showing NP-Card for N-salicylanthranilic acid methyl ester (NP0031066)

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Record Information

Version

2.0

Created at

2021-06-19 22:15:13 UTC

Updated at

2021-06-29 23:59:25 UTC

NP-MRD ID

NP0031066

Secondary Accession Numbers

None

Natural Product Identification

Common Name

N-salicylanthranilic acid methyl ester

Provided By

JEOL Database JEOL Logo

Description

2-Hydroxy-N-[2-(methoxycarbonyl)phenyl]benzene-1-carboximidic acid 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. N-salicylanthranilic acid methyl ester is found in Delphinium staphisagria L. N-salicylanthranilic acid methyl ester was first documented in 2005 (Diaz, J. G., et al.). Based on a literature review very few articles have been published on 2-hydroxy-N-[2-(methoxycarbonyl)phenyl]benzene-1-carboximidic acid.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202100153D          

 33 34  0  0  0  0            999 V2000
    2.6121    0.7794    0.8725 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7634   -0.0707    1.6463 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5881   -0.3821    1.0449 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2381    0.0029   -0.0630 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2529   -1.2634    1.9130 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2659   -1.7485    3.1290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4987   -2.5781    3.9469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7841   -2.9329    3.5577 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3122   -2.4596    2.3527 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5663   -1.6197    1.5153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0848   -1.1292    0.2872 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3421   -1.3143   -0.2521 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2903   -1.8766    0.2910 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5780   -0.7234   -1.6056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5269   -0.4869   -2.5063 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7833    0.0801   -3.7591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0871    0.4068   -4.1281 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1414    0.1555   -3.2523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8894   -0.4150   -2.0055 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9885   -0.6476   -1.2199 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8899    0.2905   -0.0665 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5222    0.9649    1.4494 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1212    1.7386    0.6808 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2711   -1.4901    3.4543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0910   -2.9485    4.8844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3859   -3.5826    4.1896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3190   -2.7742    2.0959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4389   -0.5307   -0.2282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5003   -0.7533   -2.2699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9633    0.2622   -4.4502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2851    0.8475   -5.1020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1614    0.3959   -3.5404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6950   -1.1892   -0.4525 H   0  0  0  0  0  0  0  0  0  0  0  0
 10 11  1  0  0  0  0
  8  9  1  0  0  0  0
 11 12  1  0  0  0  0
  5  6  2  0  0  0  0
 12 13  2  0  0  0  0
  6  7  1  0  0  0  0
 12 14  1  0  0  0  0
  7  8  2  0  0  0  0
 14 19  2  0  0  0  0
  5  3  1  0  0  0  0
 19 18  1  0  0  0  0
  9 10  2  0  0  0  0
 18 17  2  0  0  0  0
  3  2  1  0  0  0  0
 17 16  1  0  0  0  0
 16 15  2  0  0  0  0
 15 14  1  0  0  0  0
  2  1  1  0  0  0  0
 19 20  1  0  0  0  0
 10  5  1  0  0  0  0
  3  4  2  0  0  0  0
  7 25  1  0  0  0  0
  8 26  1  0  0  0  0
  9 27  1  0  0  0  0
  6 24  1  0  0  0  0
  1 21  1  0  0  0  0
  1 22  1  0  0  0  0
  1 23  1  0  0  0  0
 11 28  1  0  0  0  0
 18 32  1  0  0  0  0
 17 31  1  0  0  0  0
 16 30  1  0  0  0  0
 15 29  1  0  0  0  0
 20 33  1  0  0  0  0
M  END

     RDKit          3D

 33 34  0  0  0  0  0  0  0  0999 V2000
    2.6121    0.7794    0.8725 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7634   -0.0707    1.6463 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5881   -0.3821    1.0449 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2381    0.0029   -0.0630 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2529   -1.2634    1.9130 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2659   -1.7485    3.1290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4987   -2.5781    3.9469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7841   -2.9329    3.5577 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3122   -2.4596    2.3527 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5663   -1.6197    1.5153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0848   -1.1292    0.2872 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3421   -1.3143   -0.2521 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2903   -1.8766    0.2910 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5780   -0.7234   -1.6056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5269   -0.4869   -2.5063 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7833    0.0801   -3.7591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0871    0.4068   -4.1281 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1414    0.1555   -3.2523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8894   -0.4150   -2.0055 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9885   -0.6476   -1.2199 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8899    0.2905   -0.0665 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5222    0.9649    1.4494 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1212    1.7386    0.6808 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2711   -1.4901    3.4543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0910   -2.9485    4.8844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3859   -3.5826    4.1896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3190   -2.7742    2.0959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4389   -0.5307   -0.2282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5003   -0.7533   -2.2699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9633    0.2622   -4.4502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2851    0.8475   -5.1020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1614    0.3959   -3.5404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6950   -1.1892   -0.4525 H   0  0  0  0  0  0  0  0  0  0  0  0
 10 11  1  0
  8  9  1  0
 11 12  1  0
  5  6  2  0
 12 13  2  0
  6  7  1  0
 12 14  1  0
  7  8  2  0
 14 19  2  0
  5  3  1  0
 19 18  1  0
  9 10  2  0
 18 17  2  0
  3  2  1  0
 17 16  1  0
 16 15  2  0
 15 14  1  0
  2  1  1  0
 19 20  1  0
 10  5  1  0
  3  4  2  0
  7 25  1  0
  8 26  1  0
  9 27  1  0
  6 24  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
 11 28  1  0
 18 32  1  0
 17 31  1  0
 16 30  1  0
 15 29  1  0
 20 33  1  0
M  END


  Mrv1652306202100153D          

 33 34  0  0  0  0            999 V2000
    2.6121    0.7794    0.8725 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7634   -0.0707    1.6463 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5881   -0.3821    1.0449 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2381    0.0029   -0.0630 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2529   -1.2634    1.9130 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2659   -1.7485    3.1290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4987   -2.5781    3.9469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7841   -2.9329    3.5577 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3122   -2.4596    2.3527 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5663   -1.6197    1.5153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0848   -1.1292    0.2872 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3421   -1.3143   -0.2521 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2903   -1.8766    0.2910 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5780   -0.7234   -1.6056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5269   -0.4869   -2.5063 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7833    0.0801   -3.7591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0871    0.4068   -4.1281 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1414    0.1555   -3.2523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8894   -0.4150   -2.0055 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9885   -0.6476   -1.2199 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8899    0.2905   -0.0665 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5222    0.9649    1.4494 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1212    1.7386    0.6808 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2711   -1.4901    3.4543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0910   -2.9485    4.8844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3859   -3.5826    4.1896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3190   -2.7742    2.0959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4389   -0.5307   -0.2282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5003   -0.7533   -2.2699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9633    0.2622   -4.4502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2851    0.8475   -5.1020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1614    0.3959   -3.5404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6950   -1.1892   -0.4525 H   0  0  0  0  0  0  0  0  0  0  0  0
 10 11  1  0  0  0  0
  8  9  1  0  0  0  0
 11 12  1  0  0  0  0
  5  6  2  0  0  0  0
 12 13  2  0  0  0  0
  6  7  1  0  0  0  0
 12 14  1  0  0  0  0
  7  8  2  0  0  0  0
 14 19  2  0  0  0  0
  5  3  1  0  0  0  0
 19 18  1  0  0  0  0
  9 10  2  0  0  0  0
 18 17  2  0  0  0  0
  3  2  1  0  0  0  0
 17 16  1  0  0  0  0
 16 15  2  0  0  0  0
 15 14  1  0  0  0  0
  2  1  1  0  0  0  0
 19 20  1  0  0  0  0
 10  5  1  0  0  0  0
  3  4  2  0  0  0  0
  7 25  1  0  0  0  0
  8 26  1  0  0  0  0
  9 27  1  0  0  0  0
  6 24  1  0  0  0  0
  1 21  1  0  0  0  0
  1 22  1  0  0  0  0
  1 23  1  0  0  0  0
 11 28  1  0  0  0  0
 18 32  1  0  0  0  0
 17 31  1  0  0  0  0
 16 30  1  0  0  0  0
 15 29  1  0  0  0  0
 20 33  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0031066

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C(C([H])=C([H])C([H])=C1[H])C(=O)N([H])C1=C([H])C([H])=C([H])C([H])=C1C(=O)OC([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C15H13NO4/c1-20-15(19)10-6-2-4-8-12(10)16-14(18)11-7-3-5-9-13(11)17/h2-9,17H,1H3,(H,16,18)

> <INCHI_KEY>
OLVLMAWQTMXAOD-UHFFFAOYSA-N

> <FORMULA>
C15H13NO4

> <MOLECULAR_WEIGHT>
271.272

> <EXACT_MASS>
271.084457903

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
33

> <JCHEM_AVERAGE_POLARIZABILITY>
28.031697038854247

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl 2-(2-hydroxybenzamido)benzoate

> <ALOGPS_LOGP>
2.73

> <JCHEM_LOGP>
3.4150422639999993

> <ALOGPS_LOGS>
-3.71

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.715425367730749

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.928837120591284

> <JCHEM_PKA_STRONGEST_BASIC>
-4.334363369198086

> <JCHEM_POLAR_SURFACE_AREA>
75.63

> <JCHEM_REFRACTIVITY>
75.59770000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.24e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl 2-(2-hydroxybenzamido)benzoate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 33 34  0  0  0  0  0  0  0  0999 V2000
    2.6121    0.7794    0.8725 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7634   -0.0707    1.6463 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5881   -0.3821    1.0449 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2381    0.0029   -0.0630 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2529   -1.2634    1.9130 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2659   -1.7485    3.1290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4987   -2.5781    3.9469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7841   -2.9329    3.5577 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3122   -2.4596    2.3527 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5663   -1.6197    1.5153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0848   -1.1292    0.2872 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3421   -1.3143   -0.2521 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2903   -1.8766    0.2910 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5780   -0.7234   -1.6056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5269   -0.4869   -2.5063 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7833    0.0801   -3.7591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0871    0.4068   -4.1281 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1414    0.1555   -3.2523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8894   -0.4150   -2.0055 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9885   -0.6476   -1.2199 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8899    0.2905   -0.0665 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5222    0.9649    1.4494 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1212    1.7386    0.6808 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2711   -1.4901    3.4543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0910   -2.9485    4.8844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3859   -3.5826    4.1896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3190   -2.7742    2.0959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4389   -0.5307   -0.2282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5003   -0.7533   -2.2699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9633    0.2622   -4.4502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2851    0.8475   -5.1020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1614    0.3959   -3.5404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6950   -1.1892   -0.4525 H   0  0  0  0  0  0  0  0  0  0  0  0
 10 11  1  0
  8  9  1  0
 11 12  1  0
  5  6  2  0
 12 13  2  0
  6  7  1  0
 12 14  1  0
  7  8  2  0
 14 19  2  0
  5  3  1  0
 19 18  1  0
  9 10  2  0
 18 17  2  0
  3  2  1  0
 17 16  1  0
 16 15  2  0
 15 14  1  0
  2  1  1  0
 19 20  1  0
 10  5  1  0
  3  4  2  0
  7 25  1  0
  8 26  1  0
  9 27  1  0
  6 24  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
 11 28  1  0
 18 32  1  0
 17 31  1  0
 16 30  1  0
 15 29  1  0
 20 33  1  0
M  END

HEADER    PROTEIN                                 20-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUN-21         0                                  
HETATM    1  C   UNK     0       2.612   0.779   0.873  0.00  0.00           C+0
HETATM    2  O   UNK     0       1.763  -0.071   1.646  0.00  0.00           O+0
HETATM    3  C   UNK     0       0.588  -0.382   1.045  0.00  0.00           C+0
HETATM    4  O   UNK     0       0.238   0.003  -0.063  0.00  0.00           O+0
HETATM    5  C   UNK     0      -0.253  -1.263   1.913  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.266  -1.749   3.129  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.499  -2.578   3.947  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.784  -2.933   3.558  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.312  -2.460   2.353  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.566  -1.620   1.515  0.00  0.00           C+0
HETATM   11  N   UNK     0      -2.085  -1.129   0.287  0.00  0.00           N+0
HETATM   12  C   UNK     0      -3.342  -1.314  -0.252  0.00  0.00           C+0
HETATM   13  O   UNK     0      -4.290  -1.877   0.291  0.00  0.00           O+0
HETATM   14  C   UNK     0      -3.578  -0.723  -1.606  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.527  -0.487  -2.506  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.783   0.080  -3.759  0.00  0.00           C+0
HETATM   17  C   UNK     0      -4.087   0.407  -4.128  0.00  0.00           C+0
HETATM   18  C   UNK     0      -5.141   0.156  -3.252  0.00  0.00           C+0
HETATM   19  C   UNK     0      -4.889  -0.415  -2.006  0.00  0.00           C+0
HETATM   20  O   UNK     0      -5.989  -0.648  -1.220  0.00  0.00           O+0
HETATM   21  H   UNK     0       2.890   0.291  -0.067  0.00  0.00           H+0
HETATM   22  H   UNK     0       3.522   0.965   1.449  0.00  0.00           H+0
HETATM   23  H   UNK     0       2.121   1.739   0.681  0.00  0.00           H+0
HETATM   24  H   UNK     0       1.271  -1.490   3.454  0.00  0.00           H+0
HETATM   25  H   UNK     0      -0.091  -2.949   4.884  0.00  0.00           H+0
HETATM   26  H   UNK     0      -2.386  -3.583   4.190  0.00  0.00           H+0
HETATM   27  H   UNK     0      -3.319  -2.774   2.096  0.00  0.00           H+0
HETATM   28  H   UNK     0      -1.439  -0.531  -0.228  0.00  0.00           H+0
HETATM   29  H   UNK     0      -1.500  -0.753  -2.270  0.00  0.00           H+0
HETATM   30  H   UNK     0      -1.963   0.262  -4.450  0.00  0.00           H+0
HETATM   31  H   UNK     0      -4.285   0.848  -5.102  0.00  0.00           H+0
HETATM   32  H   UNK     0      -6.161   0.396  -3.540  0.00  0.00           H+0
HETATM   33  H   UNK     0      -5.695  -1.189  -0.453  0.00  0.00           H+0
CONECT    1    2   21   22   23                                             
CONECT    2    3    1                                                       
CONECT    3    5    2    4                                                  
CONECT    4    3                                                            
CONECT    5    6    3   10                                                  
CONECT    6    5    7   24                                                  
CONECT    7    6    8   25                                                  
CONECT    8    9    7   26                                                  
CONECT    9    8   10   27                                                  
CONECT   10   11    9    5                                                  
CONECT   11   10   12   28                                                  
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   19   15                                                  
CONECT   15   16   14   29                                                  
CONECT   16   17   15   30                                                  
CONECT   17   18   16   31                                                  
CONECT   18   19   17   32                                                  
CONECT   19   14   18   20                                                  
CONECT   20   19   33                                                       
CONECT   21    1                                                            
CONECT   22    1                                                            
CONECT   23    1                                                            
CONECT   24    6                                                            
CONECT   25    7                                                            
CONECT   26    8                                                            
CONECT   27    9                                                            
CONECT   28   11                                                            
CONECT   29   15                                                            
CONECT   30   16                                                            
CONECT   31   17                                                            
CONECT   32   18                                                            
CONECT   33   20                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   68    0
END

RDKit          3D

33 34  0  0  0  0  0  0  0  0999 V2000
    2.6121    0.7794    0.8725 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7634   -0.0707    1.6463 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5881   -0.3821    1.0449 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2381    0.0029   -0.0630 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2529   -1.2634    1.9130 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2659   -1.7485    3.1290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4987   -2.5781    3.9469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7841   -2.9329    3.5577 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3122   -2.4596    2.3527 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5663   -1.6197    1.5153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0848   -1.1292    0.2872 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3421   -1.3143   -0.2521 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2903   -1.8766    0.2910 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5780   -0.7234   -1.6056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5269   -0.4869   -2.5063 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7833    0.0801   -3.7591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0871    0.4068   -4.1281 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1414    0.1555   -3.2523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8894   -0.4150   -2.0055 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9885   -0.6476   -1.2199 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8899    0.2905   -0.0665 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5222    0.9649    1.4494 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1212    1.7386    0.6808 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2711   -1.4901    3.4543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0910   -2.9485    4.8844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3859   -3.5826    4.1896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3190   -2.7742    2.0959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4389   -0.5307   -0.2282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5003   -0.7533   -2.2699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9633    0.2622   -4.4502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2851    0.8475   -5.1020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1614    0.3959   -3.5404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6950   -1.1892   -0.4525 H   0  0  0  0  0  0  0  0  0  0  0  0
 10 11  1  0
  8  9  1  0
 11 12  1  0
  5  6  2  0
 12 13  2  0
  6  7  1  0
 12 14  1  0
  7  8  2  0
 14 19  2  0
  5  3  1  0
 19 18  1  0
  9 10  2  0
 18 17  2  0
  3  2  1  0
 17 16  1  0
 16 15  2  0
 15 14  1  0
  2  1  1  0
 19 20  1  0
 10  5  1  0
  3  4  2  0
  7 25  1  0
  8 26  1  0
  9 27  1  0
  6 24  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
 11 28  1  0
 18 32  1  0
 17 31  1  0
 16 30  1  0
 15 29  1  0
 20 33  1  0
M  END

View in JSmol

Synonyms

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

Chemical Formula

C₁₅H₁₃NO₄

Average Mass

271.2720 Da

Monoisotopic Mass

271.08446 Da

IUPAC Name

methyl 2-(2-hydroxybenzamido)benzoate

Traditional Name

methyl 2-(2-hydroxybenzamido)benzoate

CAS Registry Number

Not Available

SMILES

[H]OC1=C(C([H])=C([H])C([H])=C1[H])C(=O)N([H])C1=C([H])C([H])=C([H])C([H])=C1C(=O)OC([H])([H])[H]

InChI Identifier

InChI=1S/C15H13NO4/c1-20-15(19)10-6-2-4-8-12(10)16-14(18)11-7-3-5-9-13(11)17/h2-9,17H,1H3,(H,16,18)

InChI Key

OLVLMAWQTMXAOD-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Staphisagria macrosperma	JEOL database	Diaz, J. G., et al, Phytochemistry 66, 733 (2005)

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
Benzoate ester
Salicylic acid or derivatives
Salicylamide
Benzamide
Benzoic acid or derivatives
Benzoyl
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Vinylogous amide
Vinylogous acid
Methyl ester
Secondary carboxylic acid amide
Carboxamide group
Carboxylic acid ester
Carboxylic acid derivative
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Organic nitrogen compound
Organonitrogen 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	2.73	ALOGPS
logP	3.42	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	7.93	ChemAxon
pKa (Strongest Basic)	-4.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	75.63 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	75.6 m³·mol⁻¹	ChemAxon
Polarizability	28.03 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

10135949

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11961705

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Diaz, J. G., et al. (2005). Diaz, J. G., et al, Phytochemistry 66, 733 (2005) . Phytochem..

Showing NP-Card for N-salicylanthranilic acid methyl ester (NP0031066)

MOL for NP0031066 (N-salicylanthranilic acid methyl ester)

3D MOL for NP0031066 (N-salicylanthranilic acid methyl ester)

3D SDF for NP0031066 (N-salicylanthranilic acid methyl ester)

3D-SDF for NP0031066 (N-salicylanthranilic acid methyl ester)

PDB for NP0031066 (N-salicylanthranilic acid methyl ester)

3D PDB for NP0031066 (N-salicylanthranilic acid methyl ester)

SMILES for NP0031066 (N-salicylanthranilic acid methyl ester)

INCHI for NP0031066 (N-salicylanthranilic acid methyl ester)

Structure for NP0031066 (N-salicylanthranilic acid methyl ester)

3D Structure for NP0031066 (N-salicylanthranilic acid methyl ester)