NP-MRD: Showing NP-Card for 2-{[4-carboxy-4-({2-[(2-carboxyphenyl)-c-hydroxycarbonimidoyl]-1-hydroxyethylidene}amino)-1-hydroxybutylidene]amino}benzoic acid (NP0187029)

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Record Information

Version

2.0

Created at

2022-09-04 03:04:01 UTC

Updated at

2022-09-04 03:04:02 UTC

NP-MRD ID

NP0187029

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-{[4-carboxy-4-({2-[(2-carboxyphenyl)-c-hydroxycarbonimidoyl]-1-hydroxyethylidene}amino)-1-hydroxybutylidene]amino}benzoic acid

Description

2-{[2-({1-Carboxy-3-[(2-carboxyphenyl)-C-hydroxycarbonimidoyl]propyl}-C-hydroxycarbonimidoyl)-1-hydroxyethylidene]amino}benzoic acid belongs to the class of organic compounds known as hybrid peptides. Hybrid peptides are compounds containing at least two different types of amino acids (alpha, beta, gamma, delta) linked to each other through a peptide bond. 2-{[4-carboxy-4-({2-[(2-carboxyphenyl)-c-hydroxycarbonimidoyl]-1-hydroxyethylidene}amino)-1-hydroxybutylidene]amino}benzoic acid is found in Metzgeria rufula. 2-{[2-({1-Carboxy-3-[(2-carboxyphenyl)-C-hydroxycarbonimidoyl]propyl}-C-hydroxycarbonimidoyl)-1-hydroxyethylidene]amino}benzoic acid is a moderately acidic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004261501562D          

 34 35  0  0  0  0            999 V2000
   -3.5724   -2.8875    0.0000 O   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
   -2.1434   -2.8875    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
   -3.5724   -1.2375    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
   -5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -1.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.2375    0.0000 N   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
   -1.4289   -2.4750    0.0000 O   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 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   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
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 10 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
  4 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 26 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 32 34  1  0  0  0  0
M  END

     RDKit          3D

 55 56  0  0  0  0  0  0  0  0999 V2000
    3.3498   -1.5091   -0.0571 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8837   -0.4337    0.1512 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0159    0.6679    0.7300 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6323    0.1078    0.8891 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6217    1.0517    1.4353 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6506    0.3271    1.5193 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7980    0.7609    0.8087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6866    1.7970    0.0986 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0446    0.0071    0.9220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1691    0.6152    0.0965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8442    1.6318   -0.5206 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4066   -0.0478    0.1440 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5509    0.3839   -0.5596 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5678    1.5418   -1.3227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6691    2.0123   -2.0196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8178    1.2715   -1.9411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8449    0.1194   -1.1974 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7348   -0.3429   -0.5031 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8651   -1.5664    0.2387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0216   -2.1577    0.2211 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9499   -2.2368    0.9841 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9969    1.5177    2.7634 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2648    1.2431    3.7730 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1259    2.2653    3.0357 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2217   -0.1152   -0.0923 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1747   -1.0016   -0.6165 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8975   -2.3467   -0.6664 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8329   -3.2781   -1.1257 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0457   -2.8029   -1.5276 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3332   -1.4692   -1.4830 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4187   -0.5068   -1.0291 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7859    0.8879   -1.0493 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9842    1.1464   -1.4540 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0238    1.9696   -0.6959 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4616    1.0487    1.6507 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0009    1.5129   -0.0152 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7161   -0.7682    1.5936 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2493   -0.3097   -0.0676 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4637    1.9207    0.7499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6993   -0.5239    2.1179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9866   -1.0417    0.5917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3492   -0.0044    1.9934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4282   -0.8932    0.7475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6651    2.1454   -1.3955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6424    2.9154   -2.6004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6866    1.6236   -2.4783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7556   -0.4520   -1.1455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4458   -3.0681    0.7070 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1432    3.2683    2.9409 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5631    0.8660    0.1582 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9475   -2.7750   -0.3442 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5803   -4.3335   -1.1521 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7937   -3.5095   -1.8897 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3145   -1.1005   -1.8089 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4371    2.7999   -0.3030 H   0  0  0  0  0  0  0  0  0  0  0  0
 24 22  1  0
 22 23  2  0
 22  5  1  0
  5  4  1  0
  4  3  1  0
  3  2  1  0
  2  1  2  0
  2 25  1  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 34  1  0
 32 33  2  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 21  1  0
 19 20  2  0
 31 26  1  0
 18 13  1  0
 24 49  1  0
  5 39  1  6
  4 37  1  0
  4 38  1  0
  3 35  1  0
  3 36  1  0
 25 50  1  0
 27 51  1  0
 28 52  1  0
 29 53  1  0
 30 54  1  0
 34 55  1  0
  6 40  1  0
  9 41  1  0
  9 42  1  0
 12 43  1  0
 14 44  1  0
 15 45  1  0
 16 46  1  0
 17 47  1  0
 21 48  1  0
M  END


  Mrv1533004261501562D          

 34 35  0  0  0  0            999 V2000
   -3.5724   -2.8875    0.0000 O   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
   -2.1434   -2.8875    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
   -3.5724   -1.2375    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
   -5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -1.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.2375    0.0000 N   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
   -1.4289   -2.4750    0.0000 O   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 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   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
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 10 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
  4 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 26 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 32 34  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0187029

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC(=O)C(CCC(=O)NC1=CC=CC=C1C(O)=O)NC(=O)CC(=O)NC1=CC=CC=C1C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C22H21N3O9/c26-17(23-14-7-3-1-5-12(14)20(29)30)10-9-16(22(33)34)25-19(28)11-18(27)24-15-8-4-2-6-13(15)21(31)32/h1-8,16H,9-11H2,(H,23,26)(H,24,27)(H,25,28)(H,29,30)(H,31,32)(H,33,34)

> <INCHI_KEY>
ODDUXTYPXPCFIC-UHFFFAOYSA-N

> <FORMULA>
C22H21N3O9

> <MOLECULAR_WEIGHT>
471.422

> <EXACT_MASS>
471.127779268

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
55

> <JCHEM_AVERAGE_POLARIZABILITY>
44.97389038240365

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(4-carboxy-4-{2-[(2-carboxyphenyl)carbamoyl]acetamido}butanamido)benzoic acid

> <ALOGPS_LOGP>
-0.56

> <JCHEM_LOGP>
2.262982640666667

> <ALOGPS_LOGS>
-4.24

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-3

> <JCHEM_PKA>
3.405372473611957

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.8408092067488555

> <JCHEM_POLAR_SURFACE_AREA>
199.2

> <JCHEM_REFRACTIVITY>
118.14259999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.72e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-(4-carboxy-4-{2-[(2-carboxyphenyl)carbamoyl]acetamido}butanamido)benzoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 26-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-APR-15         0                                  
HETATM    1  O   UNK     0      -6.668  -5.390   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -5.335  -4.620   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -4.001  -5.390   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      -5.335  -3.080   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -6.668  -2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -8.002  -3.080   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -9.336  -2.310   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -9.336  -0.770   0.000  0.00  0.00           O+0
HETATM    9  N   UNK     0     -10.669  -3.080   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0     -12.003  -2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0     -12.003  -0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0     -13.337   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0     -14.670  -0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0     -14.670  -2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0     -13.337  -3.080   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0     -13.337  -4.620   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0     -12.003  -5.390   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0     -14.670  -5.390   0.000  0.00  0.00           O+0
HETATM   19  N   UNK     0      -4.001  -2.310   0.000  0.00  0.00           N+0
HETATM   20  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -2.667  -4.620   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       0.000  -4.620   0.000  0.00  0.00           O+0
HETATM   25  N   UNK     0       1.334  -2.310   0.000  0.00  0.00           N+0
HETATM   26  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0       4.001  -2.310   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0       5.335   0.000   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   19                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11   15                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   10   16                                                  
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16                                                            
CONECT   19    4   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26                                                       
CONECT   26   25   27   31                                                  
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   26   32                                                  
CONECT   32   31   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32                                                            
MASTER        0    0    0    0    0    0    0    0   34    0   70    0
END

View in JSmol

Synonyms

Value	Source
2-{[2-({1-carboxy-3-[(2-carboxyphenyl)-C-hydroxycarbonimidoyl]propyl}-C-hydroxycarbonimidoyl)-1-hydroxyethylidene]amino}benzoate	Generator

Chemical Formula

C₂₂H₂₁N₃O₉

Average Mass

471.4220 Da

Monoisotopic Mass

471.12778 Da

IUPAC Name

2-(4-carboxy-4-{2-[(2-carboxyphenyl)carbamoyl]acetamido}butanamido)benzoic acid

Traditional Name

2-(4-carboxy-4-{2-[(2-carboxyphenyl)carbamoyl]acetamido}butanamido)benzoic acid

CAS Registry Number

Not Available

SMILES

OC(=O)C(CCC(=O)NC1=CC=CC=C1C(O)=O)NC(=O)CC(=O)NC1=CC=CC=C1C(O)=O

InChI Identifier

InChI=1S/C22H21N3O9/c26-17(23-14-7-3-1-5-12(14)20(29)30)10-9-16(22(33)34)25-19(28)11-18(27)24-15-8-4-2-6-13(15)21(31)32/h1-8,16H,9-11H2,(H,23,26)(H,24,27)(H,25,28)(H,29,30)(H,31,32)(H,33,34)

InChI Key

ODDUXTYPXPCFIC-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, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, 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
Metzgeria rufula	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hybrid peptides. Hybrid peptides are compounds containing at least two different types of amino acids (alpha, beta, gamma, delta) linked to each other through a peptide bond.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Peptidomimetics

Sub Class

Hybrid peptides

Direct Parent

Hybrid peptides

Alternative Parents

Substituents

Hybrid peptide
Glutamine or derivatives
N-acyl-alpha amino acid or derivatives
N-acyl-alpha-amino acid
Acylaminobenzoic acid or derivatives
Alpha-amino acid or derivatives
Benzoic acid or derivatives
Benzoic acid
Tricarboxylic acid or derivatives
Anilide
N-arylamide
Benzoyl
Benzenoid
1,3-dicarbonyl compound
Monocyclic benzene moiety
Fatty acyl
Fatty amide
Vinylogous amide
Carboxamide group
Secondary carboxylic acid amide
Carboxylic acid
Carboxylic acid derivative
Organic nitrogen compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organooxygen 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	-0.56	ALOGPS
logP	2.26	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	2.84	ChemAxon
Physiological Charge	-3	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	199.2 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	118.14 m³·mol⁻¹	ChemAxon
Polarizability	44.97 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	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

101713142

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 2-{[4-carboxy-4-({2-[(2-carboxyphenyl)-c-hydroxycarbonimidoyl]-1-hydroxyethylidene}amino)-1-hydroxybutylidene]amino}benzoic acid (NP0187029)

MOL for NP0187029 (2-{[4-carboxy-4-({2-[(2-carboxyphenyl)-c-hydroxycarbonimidoyl]-1-hydroxyethylidene}amino)-1-hydroxybutylidene]amino}benzoic acid)

3D MOL for NP0187029 (2-{[4-carboxy-4-({2-[(2-carboxyphenyl)-c-hydroxycarbonimidoyl]-1-hydroxyethylidene}amino)-1-hydroxybutylidene]amino}benzoic acid)

3D SDF for NP0187029 (2-{[4-carboxy-4-({2-[(2-carboxyphenyl)-c-hydroxycarbonimidoyl]-1-hydroxyethylidene}amino)-1-hydroxybutylidene]amino}benzoic acid)

3D-SDF for NP0187029 (2-{[4-carboxy-4-({2-[(2-carboxyphenyl)-c-hydroxycarbonimidoyl]-1-hydroxyethylidene}amino)-1-hydroxybutylidene]amino}benzoic acid)

PDB for NP0187029 (2-{[4-carboxy-4-({2-[(2-carboxyphenyl)-c-hydroxycarbonimidoyl]-1-hydroxyethylidene}amino)-1-hydroxybutylidene]amino}benzoic acid)

3D PDB for NP0187029 (2-{[4-carboxy-4-({2-[(2-carboxyphenyl)-c-hydroxycarbonimidoyl]-1-hydroxyethylidene}amino)-1-hydroxybutylidene]amino}benzoic acid)

SMILES for NP0187029 (2-{[4-carboxy-4-({2-[(2-carboxyphenyl)-c-hydroxycarbonimidoyl]-1-hydroxyethylidene}amino)-1-hydroxybutylidene]amino}benzoic acid)

INCHI for NP0187029 (2-{[4-carboxy-4-({2-[(2-carboxyphenyl)-c-hydroxycarbonimidoyl]-1-hydroxyethylidene}amino)-1-hydroxybutylidene]amino}benzoic acid)

Structure for NP0187029 (2-{[4-carboxy-4-({2-[(2-carboxyphenyl)-c-hydroxycarbonimidoyl]-1-hydroxyethylidene}amino)-1-hydroxybutylidene]amino}benzoic acid)

3D Structure for NP0187029 (2-{[4-carboxy-4-({2-[(2-carboxyphenyl)-c-hydroxycarbonimidoyl]-1-hydroxyethylidene}amino)-1-hydroxybutylidene]amino}benzoic acid)