NP-MRD: Showing NP-Card for 4-[2-(methoxycarbonyl)anilino]-4-oxobutanoic acid. methyl N-succinoylanth+ (NP0031085)

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Record Information

Version

2.0

Created at

2021-06-19 22:15:58 UTC

Updated at

2021-06-29 23:59:27 UTC

NP-MRD ID

NP0031085

Secondary Accession Numbers

None

Natural Product Identification

Common Name

4-[2-(methoxycarbonyl)anilino]-4-oxobutanoic acid. methyl N-succinoylanth+

Provided By

JEOL Database JEOL Logo

Description

3-{[2-(Methoxycarbonyl)phenyl]-C-hydroxycarbonimidoyl}propanoic acid belongs to the class of organic compounds known as acylaminobenzoic acid and derivatives. These are derivatives of amino benzoic acid derivatives where the amine group is N-acylated. 4-[2-(methoxycarbonyl)anilino]-4-oxobutanoic acid. methyl N-succinoylanth+ is found in Aconitum laeve. 4-[2-(methoxycarbonyl)anilino]-4-oxobutanoic acid. methyl N-succinoylanth+ was first documented in 2005 (Shaheen, F., et al.). Based on a literature review very few articles have been published on 3-{[2-(methoxycarbonyl)phenyl]-C-hydroxycarbonimidoyl}propanoic acid.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202100153D          

 31 31  0  0  0  0            999 V2000
   -1.3611    6.3650   -0.4687 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0995    5.7284   -0.2562 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1821    4.4008    0.0067 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2200    3.7551    0.0709 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1712    3.7977    0.2126 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3182    4.6119    0.1543 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5864    4.0665    0.3449 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7207    2.7065    0.5956 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5908    1.8853    0.6570 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3053    2.4094    0.4680 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1463    1.5926    0.5256 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0537    0.2368    0.7501 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9802   -0.5504    0.9318 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3836   -0.2537    0.7191 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4900   -1.6987    1.1860 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1265   -2.6656    0.0878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9537   -3.3085   -0.5418 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1987   -2.7620   -0.1481 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1763    7.4234   -0.6720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8690    5.9288   -1.3345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9847    6.2875    0.4275 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2411    5.6794   -0.0400 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4676    4.7019    0.2975 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7084    2.2752    0.7447 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7563    0.8313    0.8562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7350    2.0914    0.3737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7711   -0.1336   -0.2990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9731    0.3836    1.3889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8817   -1.9103    2.0724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5286   -1.9113    1.4676 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7445   -2.1298    0.3821 H   0  0  0  0  0  0  0  0  0  0  0  0
 12 14  1  0  0  0  0
  9 10  1  0  0  0  0
 14 15  1  0  0  0  0
  7  8  1  0  0  0  0
  5  3  1  0  0  0  0
 10  5  2  0  0  0  0
  3  2  1  0  0  0  0
  5  6  1  0  0  0  0
  2  1  1  0  0  0  0
  6  7  2  0  0  0  0
  3  4  2  0  0  0  0
 10 11  1  0  0  0  0
 12 13  2  0  0  0  0
  8  9  2  0  0  0  0
 15 16  1  0  0  0  0
 11 12  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
  6 22  1  0  0  0  0
  7 23  1  0  0  0  0
  8 24  1  0  0  0  0
  9 25  1  0  0  0  0
 11 26  1  0  0  0  0
 14 27  1  0  0  0  0
 14 28  1  0  0  0  0
 15 29  1  0  0  0  0
 15 30  1  0  0  0  0
  1 19  1  0  0  0  0
  1 20  1  0  0  0  0
  1 21  1  0  0  0  0
 18 31  1  0  0  0  0
M  END

     RDKit          3D

 31 31  0  0  0  0  0  0  0  0999 V2000
   -1.3611    6.3650   -0.4687 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0995    5.7284   -0.2562 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1821    4.4008    0.0067 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2200    3.7551    0.0709 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1712    3.7977    0.2126 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3182    4.6119    0.1543 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5864    4.0665    0.3449 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7207    2.7065    0.5956 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5908    1.8853    0.6570 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3053    2.4094    0.4680 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1463    1.5926    0.5256 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0537    0.2368    0.7501 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9802   -0.5504    0.9318 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3836   -0.2537    0.7191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4900   -1.6987    1.1860 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1265   -2.6656    0.0878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9537   -3.3085   -0.5418 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1987   -2.7620   -0.1481 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1763    7.4234   -0.6720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8690    5.9288   -1.3345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9847    6.2875    0.4275 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2411    5.6794   -0.0400 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4676    4.7019    0.2975 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7084    2.2752    0.7447 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7563    0.8313    0.8562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7350    2.0914    0.3737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7711   -0.1336   -0.2990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9731    0.3836    1.3889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8817   -1.9103    2.0724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5286   -1.9113    1.4676 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7445   -2.1298    0.3821 H   0  0  0  0  0  0  0  0  0  0  0  0
 12 14  1  0
  9 10  1  0
 14 15  1  0
  7  8  1  0
  5  3  1  0
 10  5  2  0
  3  2  1  0
  5  6  1  0
  2  1  1  0
  6  7  2  0
  3  4  2  0
 10 11  1  0
 12 13  2  0
  8  9  2  0
 15 16  1  0
 11 12  1  0
 16 17  2  0
 16 18  1  0
  6 22  1  0
  7 23  1  0
  8 24  1  0
  9 25  1  0
 11 26  1  0
 14 27  1  0
 14 28  1  0
 15 29  1  0
 15 30  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
 18 31  1  0
M  END


  Mrv1652306202100153D          

 31 31  0  0  0  0            999 V2000
   -1.3611    6.3650   -0.4687 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0995    5.7284   -0.2562 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1821    4.4008    0.0067 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2200    3.7551    0.0709 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1712    3.7977    0.2126 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3182    4.6119    0.1543 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5864    4.0665    0.3449 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7207    2.7065    0.5956 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5908    1.8853    0.6570 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3053    2.4094    0.4680 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1463    1.5926    0.5256 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0537    0.2368    0.7501 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9802   -0.5504    0.9318 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3836   -0.2537    0.7191 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4900   -1.6987    1.1860 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1265   -2.6656    0.0878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9537   -3.3085   -0.5418 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1987   -2.7620   -0.1481 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1763    7.4234   -0.6720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8690    5.9288   -1.3345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9847    6.2875    0.4275 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2411    5.6794   -0.0400 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4676    4.7019    0.2975 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7084    2.2752    0.7447 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7563    0.8313    0.8562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7350    2.0914    0.3737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7711   -0.1336   -0.2990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9731    0.3836    1.3889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8817   -1.9103    2.0724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5286   -1.9113    1.4676 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7445   -2.1298    0.3821 H   0  0  0  0  0  0  0  0  0  0  0  0
 12 14  1  0  0  0  0
  9 10  1  0  0  0  0
 14 15  1  0  0  0  0
  7  8  1  0  0  0  0
  5  3  1  0  0  0  0
 10  5  2  0  0  0  0
  3  2  1  0  0  0  0
  5  6  1  0  0  0  0
  2  1  1  0  0  0  0
  6  7  2  0  0  0  0
  3  4  2  0  0  0  0
 10 11  1  0  0  0  0
 12 13  2  0  0  0  0
  8  9  2  0  0  0  0
 15 16  1  0  0  0  0
 11 12  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
  6 22  1  0  0  0  0
  7 23  1  0  0  0  0
  8 24  1  0  0  0  0
  9 25  1  0  0  0  0
 11 26  1  0  0  0  0
 14 27  1  0  0  0  0
 14 28  1  0  0  0  0
 15 29  1  0  0  0  0
 15 30  1  0  0  0  0
  1 19  1  0  0  0  0
  1 20  1  0  0  0  0
  1 21  1  0  0  0  0
 18 31  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0031085

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C12H13NO5/c1-18-12(17)8-4-2-3-5-9(8)13-10(14)6-7-11(15)16/h2-5H,6-7H2,1H3,(H,13,14)(H,15,16)

> <INCHI_KEY>
TZWCYFXAELHYGX-UHFFFAOYSA-N

> <FORMULA>
C12H13NO5

> <MOLECULAR_WEIGHT>
251.238

> <EXACT_MASS>
251.079372523

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
31

> <JCHEM_AVERAGE_POLARIZABILITY>
24.97318913297818

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-{[2-(methoxycarbonyl)phenyl]carbamoyl}propanoic acid

> <ALOGPS_LOGP>
0.98

> <JCHEM_LOGP>
1.6892958943333336

> <ALOGPS_LOGS>
-2.81

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.44345942443277

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.578923222876494

> <JCHEM_PKA_STRONGEST_BASIC>
-4.531707192980306

> <JCHEM_POLAR_SURFACE_AREA>
92.7

> <JCHEM_REFRACTIVITY>
63.83960000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.93e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-{[2-(methoxycarbonyl)phenyl]carbamoyl}propanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 31 31  0  0  0  0  0  0  0  0999 V2000
   -1.3611    6.3650   -0.4687 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0995    5.7284   -0.2562 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1821    4.4008    0.0067 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2200    3.7551    0.0709 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1712    3.7977    0.2126 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3182    4.6119    0.1543 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5864    4.0665    0.3449 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7207    2.7065    0.5956 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5908    1.8853    0.6570 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3053    2.4094    0.4680 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1463    1.5926    0.5256 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0537    0.2368    0.7501 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9802   -0.5504    0.9318 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3836   -0.2537    0.7191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4900   -1.6987    1.1860 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1265   -2.6656    0.0878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9537   -3.3085   -0.5418 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1987   -2.7620   -0.1481 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1763    7.4234   -0.6720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8690    5.9288   -1.3345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9847    6.2875    0.4275 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2411    5.6794   -0.0400 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4676    4.7019    0.2975 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7084    2.2752    0.7447 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7563    0.8313    0.8562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7350    2.0914    0.3737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7711   -0.1336   -0.2990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9731    0.3836    1.3889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8817   -1.9103    2.0724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5286   -1.9113    1.4676 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7445   -2.1298    0.3821 H   0  0  0  0  0  0  0  0  0  0  0  0
 12 14  1  0
  9 10  1  0
 14 15  1  0
  7  8  1  0
  5  3  1  0
 10  5  2  0
  3  2  1  0
  5  6  1  0
  2  1  1  0
  6  7  2  0
  3  4  2  0
 10 11  1  0
 12 13  2  0
  8  9  2  0
 15 16  1  0
 11 12  1  0
 16 17  2  0
 16 18  1  0
  6 22  1  0
  7 23  1  0
  8 24  1  0
  9 25  1  0
 11 26  1  0
 14 27  1  0
 14 28  1  0
 15 29  1  0
 15 30  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
 18 31  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      -1.361   6.365  -0.469  0.00  0.00           C+0
HETATM    2  O   UNK     0      -0.100   5.728  -0.256  0.00  0.00           O+0
HETATM    3  C   UNK     0      -0.182   4.401   0.007  0.00  0.00           C+0
HETATM    4  O   UNK     0      -1.220   3.755   0.071  0.00  0.00           O+0
HETATM    5  C   UNK     0       1.171   3.798   0.213  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.318   4.612   0.154  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.586   4.066   0.345  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.721   2.707   0.596  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.591   1.885   0.657  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.305   2.409   0.468  0.00  0.00           C+0
HETATM   11  N   UNK     0       0.146   1.593   0.526  0.00  0.00           N+0
HETATM   12  C   UNK     0       0.054   0.237   0.750  0.00  0.00           C+0
HETATM   13  O   UNK     0       0.980  -0.550   0.932  0.00  0.00           O+0
HETATM   14  C   UNK     0      -1.384  -0.254   0.719  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.490  -1.699   1.186  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.127  -2.666   0.088  0.00  0.00           C+0
HETATM   17  O   UNK     0      -1.954  -3.309  -0.542  0.00  0.00           O+0
HETATM   18  O   UNK     0       0.199  -2.762  -0.148  0.00  0.00           O+0
HETATM   19  H   UNK     0      -1.176   7.423  -0.672  0.00  0.00           H+0
HETATM   20  H   UNK     0      -1.869   5.929  -1.335  0.00  0.00           H+0
HETATM   21  H   UNK     0      -1.985   6.287   0.428  0.00  0.00           H+0
HETATM   22  H   UNK     0       2.241   5.679  -0.040  0.00  0.00           H+0
HETATM   23  H   UNK     0       4.468   4.702   0.298  0.00  0.00           H+0
HETATM   24  H   UNK     0       4.708   2.275   0.745  0.00  0.00           H+0
HETATM   25  H   UNK     0       2.756   0.831   0.856  0.00  0.00           H+0
HETATM   26  H   UNK     0      -0.735   2.091   0.374  0.00  0.00           H+0
HETATM   27  H   UNK     0      -1.771  -0.134  -0.299  0.00  0.00           H+0
HETATM   28  H   UNK     0      -1.973   0.384   1.389  0.00  0.00           H+0
HETATM   29  H   UNK     0      -0.882  -1.910   2.072  0.00  0.00           H+0
HETATM   30  H   UNK     0      -2.529  -1.911   1.468  0.00  0.00           H+0
HETATM   31  H   UNK     0       0.745  -2.130   0.382  0.00  0.00           H+0
CONECT    1    2   19   20   21                                             
CONECT    2    3    1                                                       
CONECT    3    5    2    4                                                  
CONECT    4    3                                                            
CONECT    5    3   10    6                                                  
CONECT    6    5    7   22                                                  
CONECT    7    8    6   23                                                  
CONECT    8    7    9   24                                                  
CONECT    9   10    8   25                                                  
CONECT   10    9    5   11                                                  
CONECT   11   10   12   26                                                  
CONECT   12   14   13   11                                                  
CONECT   13   12                                                            
CONECT   14   12   15   27   28                                             
CONECT   15   14   16   29   30                                             
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   31                                                       
CONECT   19    1                                                            
CONECT   20    1                                                            
CONECT   21    1                                                            
CONECT   22    6                                                            
CONECT   23    7                                                            
CONECT   24    8                                                            
CONECT   25    9                                                            
CONECT   26   11                                                            
CONECT   27   14                                                            
CONECT   28   14                                                            
CONECT   29   15                                                            
CONECT   30   15                                                            
CONECT   31   18                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   62    0
END

RDKit          3D

31 31  0  0  0  0  0  0  0  0999 V2000
   -1.3611    6.3650   -0.4687 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0995    5.7284   -0.2562 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1821    4.4008    0.0067 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2200    3.7551    0.0709 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1712    3.7977    0.2126 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3182    4.6119    0.1543 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5864    4.0665    0.3449 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7207    2.7065    0.5956 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5908    1.8853    0.6570 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3053    2.4094    0.4680 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1463    1.5926    0.5256 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0537    0.2368    0.7501 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9802   -0.5504    0.9318 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3836   -0.2537    0.7191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4900   -1.6987    1.1860 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1265   -2.6656    0.0878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9537   -3.3085   -0.5418 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1987   -2.7620   -0.1481 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1763    7.4234   -0.6720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8690    5.9288   -1.3345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9847    6.2875    0.4275 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2411    5.6794   -0.0400 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4676    4.7019    0.2975 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7084    2.2752    0.7447 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7563    0.8313    0.8562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7350    2.0914    0.3737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7711   -0.1336   -0.2990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9731    0.3836    1.3889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8817   -1.9103    2.0724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5286   -1.9113    1.4676 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7445   -2.1298    0.3821 H   0  0  0  0  0  0  0  0  0  0  0  0
 12 14  1  0
  9 10  1  0
 14 15  1  0
  7  8  1  0
  5  3  1  0
 10  5  2  0
  3  2  1  0
  5  6  1  0
  2  1  1  0
  6  7  2  0
  3  4  2  0
 10 11  1  0
 12 13  2  0
  8  9  2  0
 15 16  1  0
 11 12  1  0
 16 17  2  0
 16 18  1  0
  6 22  1  0
  7 23  1  0
  8 24  1  0
  9 25  1  0
 11 26  1  0
 14 27  1  0
 14 28  1  0
 15 29  1  0
 15 30  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
 18 31  1  0
M  END

View in JSmol

Synonyms

Value	Source
3-{[2-(methoxycarbonyl)phenyl]-C-hydroxycarbonimidoyl}propanoate	Generator
4-[2-(Methoxycarbonyl)anilino]-4-oxobutanoate	Generator

Chemical Formula

C₁₂H₁₃NO₅

Average Mass

251.2380 Da

Monoisotopic Mass

251.07937 Da

IUPAC Name

3-{[2-(methoxycarbonyl)phenyl]carbamoyl}propanoic acid

Traditional Name

3-{[2-(methoxycarbonyl)phenyl]carbamoyl}propanoic acid

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C12H13NO5/c1-18-12(17)8-4-2-3-5-9(8)13-10(14)6-7-11(15)16/h2-5H,6-7H2,1H3,(H,13,14)(H,15,16)

InChI Key

TZWCYFXAELHYGX-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CDCl₃, 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
Aconitum laeve	JEOL database	Shaheen, F., et al, Phytochemistry 66, 935 (2005)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as acylaminobenzoic acid and derivatives. These are derivatives of amino benzoic acid derivatives where the amine group is N-acylated.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzoic acids and derivatives

Direct Parent

Acylaminobenzoic acid and derivatives

Alternative Parents

Substituents

Acylaminobenzoic acid or derivatives
Benzoate ester
Anilide
Benzoyl
N-arylamide
Dicarboxylic acid or derivatives
Fatty amide
Fatty acyl
Vinylogous amide
Methyl ester
Carboxamide group
Carboxylic acid ester
Secondary carboxylic acid amide
Carboxylic acid
Carboxylic acid derivative
Organonitrogen compound
Organic oxide
Organopnictogen compound
Organic nitrogen compound
Carbonyl group
Organooxygen compound
Organic oxygen compound
Hydrocarbon derivative
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	0.98	ALOGPS
logP	1.69	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	3.58	ChemAxon
pKa (Strongest Basic)	-4.5	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	92.7 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	63.84 m³·mol⁻¹	ChemAxon
Polarizability	24.97 Å³	ChemAxon
Number of Rings	1	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

603907

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

693074

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Shaheen, F., et al. (2005). Shaheen, F., et al, Phytochemistry 66, 935 (2005) . Phytochem..

Showing NP-Card for 4-[2-(methoxycarbonyl)anilino]-4-oxobutanoic acid. methyl N-succinoylanth+ (NP0031085)

MOL for NP0031085 (4-[2-(methoxycarbonyl)anilino]-4-oxobutanoic acid. methyl N-succinoylanth+)

3D MOL for NP0031085 (4-[2-(methoxycarbonyl)anilino]-4-oxobutanoic acid. methyl N-succinoylanth+)

3D SDF for NP0031085 (4-[2-(methoxycarbonyl)anilino]-4-oxobutanoic acid. methyl N-succinoylanth+)

3D-SDF for NP0031085 (4-[2-(methoxycarbonyl)anilino]-4-oxobutanoic acid. methyl N-succinoylanth+)

PDB for NP0031085 (4-[2-(methoxycarbonyl)anilino]-4-oxobutanoic acid. methyl N-succinoylanth+)

3D PDB for NP0031085 (4-[2-(methoxycarbonyl)anilino]-4-oxobutanoic acid. methyl N-succinoylanth+)

SMILES for NP0031085 (4-[2-(methoxycarbonyl)anilino]-4-oxobutanoic acid. methyl N-succinoylanth+)

INCHI for NP0031085 (4-[2-(methoxycarbonyl)anilino]-4-oxobutanoic acid. methyl N-succinoylanth+)

Structure for NP0031085 (4-[2-(methoxycarbonyl)anilino]-4-oxobutanoic acid. methyl N-succinoylanth+)

3D Structure for NP0031085 (4-[2-(methoxycarbonyl)anilino]-4-oxobutanoic acid. methyl N-succinoylanth+)