NP-MRD: Showing NP-Card for Pestalamide B (NP0008051)

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Record Information

Version

2.0

Created at

2020-12-09 05:40:36 UTC

Updated at

2021-07-15 16:59:17 UTC

NP-MRD ID

NP0008051

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Pestalamide B

Provided By

NPAtlas

Description

Pestalamide B is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Pestalamide B is found in Pestalotiopsis and Pestalotiopsis theae. Pestalamide B was first documented in 2011 (PMID: 21854017). Based on a literature review very few articles have been published on pestalamide B.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI

  Mrv1652306242106063D          

 43 44  0  0  0  0            999 V2000
   -6.5878   -0.5532   -0.4377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0983    0.3666    0.6784 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.7203    0.0000    1.1320 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.6960    0.0675    0.0813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9801    0.3987   -1.0898 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3481   -0.2479    0.3888 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3406   -0.1918   -0.6013 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5909    0.1351   -1.7801 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0331   -0.5239   -0.2434 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5722   -0.1793    0.9818 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8401   -0.4966    1.2871 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6512   -1.1555    0.4411 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0511   -1.4927    0.8081 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0102   -0.4420    0.4329 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3749    0.6122    1.2508 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2740    1.5742    0.8646 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8396    1.4953   -0.3826 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5119    0.4541   -1.2553 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5948   -0.4917   -0.8092 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1332   -1.5080   -0.7850 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8452   -1.2010   -1.1301 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3560   -1.5241   -2.2656 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2822    1.7699    0.3083 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9973    2.5299    1.0102 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7028    2.3594   -0.8100 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1079    0.0262   -1.2384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3035   -1.3171   -0.0819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7429   -1.1223   -0.8953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7876    0.1433    1.5459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7954   -1.0359    1.5758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4766    0.6506    2.0086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0721   -0.5302    1.3615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0706    0.3571    1.6848 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2290   -0.2202    2.2345 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3295   -2.4202    0.2705 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1015   -1.7324    1.9052 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9174    0.6604    2.2366 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5149    2.3665    1.5456 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5479    2.2239   -0.7297 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9461    0.3833   -2.2276 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3504   -1.2986   -1.5048 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7651   -2.0404   -1.4877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0880    3.1504   -0.6345 H   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  1  0  0  0  0
  4  5  2  0  0  0  0
  4  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  2  0  0  0  0
 10 11  1  0  0  0  0
 11 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
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  6 32  1  0  0  0  0
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 18 40  1  0  0  0  0
 19 41  1  0  0  0  0
 20 42  1  0  0  0  0
 25 43  1  0  0  0  0
M  END

     RDKit          3D

 43 44  0  0  0  0  0  0  0  0999 V2000
   -6.5878   -0.5532   -0.4377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0983    0.3666    0.6784 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.7203    0.0000    1.1320 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6960    0.0675    0.0813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9801    0.3987   -1.0898 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3481   -0.2479    0.3888 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3406   -0.1918   -0.6013 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5909    0.1351   -1.7801 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0331   -0.5239   -0.2434 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5722   -0.1793    0.9818 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8401   -0.4966    1.2871 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6512   -1.1555    0.4411 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0511   -1.4927    0.8081 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0102   -0.4420    0.4329 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3749    0.6122    1.2508 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2740    1.5742    0.8646 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8396    1.4953   -0.3826 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5119    0.4541   -1.2553 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5948   -0.4917   -0.8092 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1332   -1.5080   -0.7850 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8452   -1.2010   -1.1301 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3560   -1.5241   -2.2656 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2822    1.7699    0.3083 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9973    2.5299    1.0102 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7028    2.3594   -0.8100 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1079    0.0262   -1.2384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3035   -1.3171   -0.0819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7429   -1.1223   -0.8953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7876    0.1433    1.5459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7954   -1.0359    1.5758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4766    0.6506    2.0086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0721   -0.5302    1.3615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0706    0.3571    1.6848 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2290   -0.2202    2.2345 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3295   -2.4202    0.2705 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1015   -1.7324    1.9052 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9174    0.6604    2.2366 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5149    2.3665    1.5456 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5479    2.2239   -0.7297 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9461    0.3833   -2.2276 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3504   -1.2986   -1.5048 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7651   -2.0404   -1.4877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0880    3.1504   -0.6345 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 12 20  2  0
 20 21  1  0
 21 22  2  0
  2 23  1  0
 23 24  2  0
 23 25  1  0
 21  9  1  0
 19 14  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  2 29  1  1
  3 30  1  0
  3 31  1  0
  6 32  1  0
 10 33  1  0
 11 34  1  0
 13 35  1  0
 13 36  1  0
 15 37  1  0
 16 38  1  0
 17 39  1  0
 18 40  1  0
 19 41  1  0
 20 42  1  0
 25 43  1  0
M  END

  Mrv1652306242106063D          

 43 44  0  0  0  0            999 V2000
   -6.5878   -0.5532   -0.4377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0983    0.3666    0.6784 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.7203    0.0000    1.1320 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.6960    0.0675    0.0813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9801    0.3987   -1.0898 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3481   -0.2479    0.3888 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3406   -0.1918   -0.6013 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5909    0.1351   -1.7801 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0331   -0.5239   -0.2434 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5722   -0.1793    0.9818 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8401   -0.4966    1.2871 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6512   -1.1555    0.4411 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0511   -1.4927    0.8081 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0102   -0.4420    0.4329 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3749    0.6122    1.2508 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2740    1.5742    0.8646 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8396    1.4953   -0.3826 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5119    0.4541   -1.2553 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5948   -0.4917   -0.8092 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1332   -1.5080   -0.7850 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8452   -1.2010   -1.1301 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3560   -1.5241   -2.2656 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2822    1.7699    0.3083 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9973    2.5299    1.0102 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7028    2.3594   -0.8100 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1079    0.0262   -1.2384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3035   -1.3171   -0.0819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7429   -1.1223   -0.8953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7876    0.1433    1.5459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7954   -1.0359    1.5758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4766    0.6506    2.0086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0721   -0.5302    1.3615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0706    0.3571    1.6848 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2290   -0.2202    2.2345 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3295   -2.4202    0.2705 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1015   -1.7324    1.9052 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9174    0.6604    2.2366 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5149    2.3665    1.5456 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5479    2.2239   -0.7297 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9461    0.3833   -2.2276 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3504   -1.2986   -1.5048 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7651   -2.0404   -1.4877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0880    3.1504   -0.6345 H   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  1  0  0  0  0
  4  5  2  0  0  0  0
  4  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  2  0  0  0  0
 10 11  1  0  0  0  0
 11 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
 15 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
 12 20  2  0  0  0  0
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 21 22  2  0  0  0  0
  2 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 21  9  1  0  0  0  0
 19 14  1  0  0  0  0
  1 26  1  0  0  0  0
  1 27  1  0  0  0  0
  1 28  1  0  0  0  0
  2 29  1  1  0  0  0
  3 30  1  0  0  0  0
  3 31  1  0  0  0  0
  6 32  1  0  0  0  0
 10 33  1  0  0  0  0
 11 34  1  0  0  0  0
 13 35  1  0  0  0  0
 13 36  1  0  0  0  0
 15 37  1  0  0  0  0
 16 38  1  0  0  0  0
 17 39  1  0  0  0  0
 18 40  1  0  0  0  0
 19 41  1  0  0  0  0
 20 42  1  0  0  0  0
 25 43  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0008051

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C18H18N2O5/c1-11(18(24)25)7-16(22)20-17(23)14-10-19-13(9-15(14)21)8-12-5-3-2-4-6-12/h2-6,9-11H,7-8H2,1H3,(H,19,21)(H,24,25)(H,20,22,23)/t11-/m0/s1

> <INCHI_KEY>
AKUZFSWMFGYDBI-NSHDSACASA-N

> <FORMULA>
C18H18N2O5

> <MOLECULAR_WEIGHT>
342.351

> <EXACT_MASS>
342.121571688

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
43

> <JCHEM_AVERAGE_POLARIZABILITY>
35.07077842651957

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S)-4-[(6-benzyl-4-oxo-1,4-dihydropyridin-3-yl)formamido]-2-methyl-4-oxobutanoic acid

> <ALOGPS_LOGP>
1.35

> <JCHEM_LOGP>
1.268908534

> <ALOGPS_LOGS>
-4.08

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
11.434209026798184

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.966038207088609

> <JCHEM_PKA_STRONGEST_BASIC>
-5.295115628919999

> <JCHEM_POLAR_SURFACE_AREA>
112.57000000000001

> <JCHEM_REFRACTIVITY>
90.98469999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.83e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-4-[(6-benzyl-4-oxo-1H-pyridin-3-yl)formamido]-2-methyl-4-oxobutanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 43 44  0  0  0  0  0  0  0  0999 V2000
   -6.5878   -0.5532   -0.4377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0983    0.3666    0.6784 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.7203    0.0000    1.1320 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6960    0.0675    0.0813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9801    0.3987   -1.0898 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3481   -0.2479    0.3888 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3406   -0.1918   -0.6013 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5909    0.1351   -1.7801 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0331   -0.5239   -0.2434 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5722   -0.1793    0.9818 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8401   -0.4966    1.2871 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6512   -1.1555    0.4411 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0511   -1.4927    0.8081 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0102   -0.4420    0.4329 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3749    0.6122    1.2508 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2740    1.5742    0.8646 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8396    1.4953   -0.3826 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5119    0.4541   -1.2553 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5948   -0.4917   -0.8092 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1332   -1.5080   -0.7850 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8452   -1.2010   -1.1301 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3560   -1.5241   -2.2656 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2822    1.7699    0.3083 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9973    2.5299    1.0102 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7028    2.3594   -0.8100 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1079    0.0262   -1.2384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3035   -1.3171   -0.0819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7429   -1.1223   -0.8953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7876    0.1433    1.5459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7954   -1.0359    1.5758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4766    0.6506    2.0086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0721   -0.5302    1.3615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0706    0.3571    1.6848 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2290   -0.2202    2.2345 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3295   -2.4202    0.2705 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1015   -1.7324    1.9052 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9174    0.6604    2.2366 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5149    2.3665    1.5456 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5479    2.2239   -0.7297 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9461    0.3833   -2.2276 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3504   -1.2986   -1.5048 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7651   -2.0404   -1.4877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0880    3.1504   -0.6345 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 12 20  2  0
 20 21  1  0
 21 22  2  0
  2 23  1  0
 23 24  2  0
 23 25  1  0
 21  9  1  0
 19 14  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  2 29  1  1
  3 30  1  0
  3 31  1  0
  6 32  1  0
 10 33  1  0
 11 34  1  0
 13 35  1  0
 13 36  1  0
 15 37  1  0
 16 38  1  0
 17 39  1  0
 18 40  1  0
 19 41  1  0
 20 42  1  0
 25 43  1  0
M  END

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  C   UNK     0      -6.588  -0.553  -0.438  0.00  0.00           C+0
HETATM    2  C   UNK     0      -6.098   0.367   0.678  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.720   0.000   1.132  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.696   0.068   0.081  0.00  0.00           C+0
HETATM    5  O   UNK     0      -3.980   0.399  -1.090  0.00  0.00           O+0
HETATM    6  N   UNK     0      -2.348  -0.248   0.389  0.00  0.00           N+0
HETATM    7  C   UNK     0      -1.341  -0.192  -0.601  0.00  0.00           C+0
HETATM    8  O   UNK     0      -1.591   0.135  -1.780  0.00  0.00           O+0
HETATM    9  C   UNK     0       0.033  -0.524  -0.243  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.572  -0.179   0.982  0.00  0.00           C+0
HETATM   11  N   UNK     0       1.840  -0.497   1.287  0.00  0.00           N+0
HETATM   12  C   UNK     0       2.651  -1.155   0.441  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.051  -1.493   0.808  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.010  -0.442   0.433  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.375   0.612   1.251  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.274   1.574   0.865  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.840   1.495  -0.383  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.512   0.454  -1.255  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.595  -0.492  -0.809  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.133  -1.508  -0.785  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.845  -1.201  -1.130  0.00  0.00           C+0
HETATM   22  O   UNK     0       0.356  -1.524  -2.266  0.00  0.00           O+0
HETATM   23  C   UNK     0      -6.282   1.770   0.308  0.00  0.00           C+0
HETATM   24  O   UNK     0      -6.997   2.530   1.010  0.00  0.00           O+0
HETATM   25  O   UNK     0      -5.703   2.359  -0.810  0.00  0.00           O+0
HETATM   26  H   UNK     0      -7.108   0.026  -1.238  0.00  0.00           H+0
HETATM   27  H   UNK     0      -7.303  -1.317  -0.082  0.00  0.00           H+0
HETATM   28  H   UNK     0      -5.743  -1.122  -0.895  0.00  0.00           H+0
HETATM   29  H   UNK     0      -6.788   0.143   1.546  0.00  0.00           H+0
HETATM   30  H   UNK     0      -4.795  -1.036   1.576  0.00  0.00           H+0
HETATM   31  H   UNK     0      -4.477   0.651   2.009  0.00  0.00           H+0
HETATM   32  H   UNK     0      -2.072  -0.530   1.361  0.00  0.00           H+0
HETATM   33  H   UNK     0      -0.071   0.357   1.685  0.00  0.00           H+0
HETATM   34  H   UNK     0       2.229  -0.220   2.235  0.00  0.00           H+0
HETATM   35  H   UNK     0       4.330  -2.420   0.271  0.00  0.00           H+0
HETATM   36  H   UNK     0       4.101  -1.732   1.905  0.00  0.00           H+0
HETATM   37  H   UNK     0       4.917   0.660   2.237  0.00  0.00           H+0
HETATM   38  H   UNK     0       6.515   2.366   1.546  0.00  0.00           H+0
HETATM   39  H   UNK     0       7.548   2.224  -0.730  0.00  0.00           H+0
HETATM   40  H   UNK     0       6.946   0.383  -2.228  0.00  0.00           H+0
HETATM   41  H   UNK     0       5.350  -1.299  -1.505  0.00  0.00           H+0
HETATM   42  H   UNK     0       2.765  -2.040  -1.488  0.00  0.00           H+0
HETATM   43  H   UNK     0      -5.088   3.150  -0.635  0.00  0.00           H+0
CONECT    1    2   26   27   28                                             
CONECT    2    1    3   23   29                                             
CONECT    3    2    4   30   31                                             
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7   32                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   21                                                  
CONECT   10    9   11   33                                                  
CONECT   11   10   12   34                                                  
CONECT   12   11   13   20                                                  
CONECT   13   12   14   35   36                                             
CONECT   14   13   15   19                                                  
CONECT   15   14   16   37                                                  
CONECT   16   15   17   38                                                  
CONECT   17   16   18   39                                                  
CONECT   18   17   19   40                                                  
CONECT   19   18   14   41                                                  
CONECT   20   12   21   42                                                  
CONECT   21   20   22    9                                                  
CONECT   22   21                                                            
CONECT   23    2   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   43                                                       
CONECT   26    1                                                            
CONECT   27    1                                                            
CONECT   28    1                                                            
CONECT   29    2                                                            
CONECT   30    3                                                            
CONECT   31    3                                                            
CONECT   32    6                                                            
CONECT   33   10                                                            
CONECT   34   11                                                            
CONECT   35   13                                                            
CONECT   36   13                                                            
CONECT   37   15                                                            
CONECT   38   16                                                            
CONECT   39   17                                                            
CONECT   40   18                                                            
CONECT   41   19                                                            
CONECT   42   20                                                            
CONECT   43   25                                                            
MASTER        0    0    0    0    0    0    0    0   43    0   88    0
END

RDKit          3D

43 44  0  0  0  0  0  0  0  0999 V2000
   -6.5878   -0.5532   -0.4377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0983    0.3666    0.6784 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.7203    0.0000    1.1320 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6960    0.0675    0.0813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9801    0.3987   -1.0898 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3481   -0.2479    0.3888 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3406   -0.1918   -0.6013 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5909    0.1351   -1.7801 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0331   -0.5239   -0.2434 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5722   -0.1793    0.9818 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8401   -0.4966    1.2871 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6512   -1.1555    0.4411 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0511   -1.4927    0.8081 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0102   -0.4420    0.4329 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3749    0.6122    1.2508 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2740    1.5742    0.8646 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8396    1.4953   -0.3826 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5119    0.4541   -1.2553 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5948   -0.4917   -0.8092 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1332   -1.5080   -0.7850 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8452   -1.2010   -1.1301 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3560   -1.5241   -2.2656 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2822    1.7699    0.3083 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9973    2.5299    1.0102 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7028    2.3594   -0.8100 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1079    0.0262   -1.2384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3035   -1.3171   -0.0819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7429   -1.1223   -0.8953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7876    0.1433    1.5459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7954   -1.0359    1.5758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4766    0.6506    2.0086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0721   -0.5302    1.3615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0706    0.3571    1.6848 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2290   -0.2202    2.2345 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3295   -2.4202    0.2705 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1015   -1.7324    1.9052 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9174    0.6604    2.2366 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5149    2.3665    1.5456 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5479    2.2239   -0.7297 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9461    0.3833   -2.2276 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3504   -1.2986   -1.5048 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7651   -2.0404   -1.4877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0880    3.1504   -0.6345 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 12 20  2  0
 20 21  1  0
 21 22  2  0
  2 23  1  0
 23 24  2  0
 23 25  1  0
 21  9  1  0
 19 14  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  2 29  1  1
  3 30  1  0
  3 31  1  0
  6 32  1  0
 10 33  1  0
 11 34  1  0
 13 35  1  0
 13 36  1  0
 15 37  1  0
 16 38  1  0
 17 39  1  0
 18 40  1  0
 19 41  1  0
 20 42  1  0
 25 43  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Not Available

Chemical Formula

C₁₈H₁₈N₂O₅

Average Mass

342.3510 Da

Monoisotopic Mass

342.12157 Da

IUPAC Name

(2S)-4-[(6-benzyl-4-oxo-1,4-dihydropyridin-3-yl)formamido]-2-methyl-4-oxobutanoic acid

Traditional Name

(2S)-4-[(6-benzyl-4-oxo-1H-pyridin-3-yl)formamido]-2-methyl-4-oxobutanoic acid

CAS Registry Number

Not Available

SMILES

C[C@@H](CC(=O)NC(=O)C1=CNC(CC2=CC=CC=C2)=CC1=O)C(O)=O

InChI Identifier

InChI=1S/C18H18N2O5/c1-11(18(24)25)7-16(22)20-17(23)14-10-19-13(9-15(14)21)8-12-5-3-2-4-6-12/h2-6,9-11H,7-8H2,1H3,(H,19,21)(H,24,25)(H,20,22,23)/t11-/m0/s1

InChI Key

AKUZFSWMFGYDBI-NSHDSACASA-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
Pestalotiopsis	NPAtlas	18855443
Pseudopestalotiopsis theae	Fungi	KNApSAcK

Species Where Detected

Species Name	Source	Reference
Pestalotiopsis theae	KNApSAcK Database	22123792

Chemical Taxonomy

Classification

Not classified

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	1.35	ALOGPS
logP	1.27	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Acidic)	3.97	ChemAxon
pKa (Strongest Basic)	-5.3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	112.57 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	90.98 m³·mol⁻¹	ChemAxon
Polarizability	35.07 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

NPAtlas ID

NPA014364

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00039971

Chemspider ID

30786421

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

25158705

PDB ID

Not Available

ChEBI ID

69407

Good Scents ID

Not Available

References

General References

Henrikson JC, Ellis TK, King JB, Cichewicz RH: Reappraising the structures and distribution of metabolites from black aspergilli containing uncommon 2-benzyl-4H-pyran-4-one and 2-benzylpyridin-4(1H)-one systems. J Nat Prod. 2011 Sep 23;74(9):1959-64. doi: 10.1021/np200454z. Epub 2011 Aug 19. [PubMed:21854017 ]

Showing NP-Card for Pestalamide B (NP0008051)

MOL for NP0008051 (Pestalamide B)

3D MOL for NP0008051 (Pestalamide B)

3D SDF for NP0008051 (Pestalamide B)

3D-SDF for NP0008051 (Pestalamide B)

PDB for NP0008051 (Pestalamide B)

3D PDB for NP0008051 (Pestalamide B)

SMILES for NP0008051 (Pestalamide B)

INCHI for NP0008051 (Pestalamide B)

Structure for NP0008051 (Pestalamide B)

3D Structure for NP0008051 (Pestalamide B)