NP-MRD: Showing NP-Card for NBRI23477 A (NP0008360)

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Record Information

Version

2.0

Created at

2020-12-09 05:58:08 UTC

Updated at

2021-07-15 17:00:12 UTC

NP-MRD ID

NP0008360

Secondary Accession Numbers

None

Natural Product Identification

Common Name

NBRI23477 A

Provided By

NPAtlas

Description

5,5-Dichloro-1-(2,4-dihydroxy-5,6-dimethoxypyridin-3-yl)-2,4-dimethylhexan-1-one belongs to the class of organic compounds known as aryl alkyl ketones. These are ketones have the generic structure RC(=O)R', where R = aryl group and R'=alkyl group. NBRI23477 A is found in Penicillium and Penicillium atramentosum. NBRI23477 A was first documented in 2009 (PMID: 19282876). Based on a literature review very few articles have been published on 5,5-dichloro-1-(2,4-dihydroxy-5,6-dimethoxypyridin-3-yl)-2,4-dimethylhexan-1-one.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242106093D          

 44 44  0  0  0  0            999 V2000
    4.3334    2.2272   -2.0337 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2893    1.4972   -0.8091 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1462    0.8146   -0.4329 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1561    1.4354    0.2012 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0235    0.7538    0.5727 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1795    1.4562    1.1586 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8140   -0.5780    0.3346 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3494   -1.2803    0.7282 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3494   -2.5501    0.4297 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5600   -0.8374    1.4085 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4175   -0.1573    2.7260 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7171   -0.4791    0.5715 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7634    0.5636   -0.4186 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5697    1.9830   -0.1287 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0778    0.4409   -1.2288 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.1649   -0.8806   -1.9203 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0670    1.7245   -2.4459 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -5.4867    0.6288   -0.1865 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.8700   -1.2280   -0.3383 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8603   -2.5374   -0.6667 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0250   -0.5240   -0.7148 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0347   -1.1876   -1.3689 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1099   -1.8325   -0.7338 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8382    3.2071   -1.8966 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2856    2.3514   -2.3997 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8772    1.5905   -2.7810 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2738    2.4538    0.4033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9490   -1.9047    1.8183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4036   -0.2344    3.1175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7582    0.8871    2.7912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0555   -0.7227    3.4818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5742   -0.3130    1.3123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0774   -1.4577    0.0871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9991    0.3036   -1.2354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6056    2.1828    0.9838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6819    2.4621   -0.5831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4246    2.5965   -0.5040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8347   -0.7800   -2.8136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6734   -1.6376   -1.2608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1991   -1.2457   -2.3123 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3409   -3.3292   -0.6191 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9561   -1.0968   -0.7125 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8595   -2.0486    0.3117 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4859   -2.7170   -1.2840 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  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  6  0  0  0
 15 18  1  0  0  0  0
  7 19  2  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 21  3  2  0  0  0  0
  1 24  1  0  0  0  0
  1 25  1  0  0  0  0
  1 26  1  0  0  0  0
  4 27  1  0  0  0  0
 10 28  1  1  0  0  0
 11 29  1  0  0  0  0
 11 30  1  0  0  0  0
 11 31  1  0  0  0  0
 12 32  1  0  0  0  0
 12 33  1  0  0  0  0
 13 34  1  6  0  0  0
 14 35  1  0  0  0  0
 14 36  1  0  0  0  0
 14 37  1  0  0  0  0
 16 38  1  0  0  0  0
 16 39  1  0  0  0  0
 16 40  1  0  0  0  0
 20 41  1  0  0  0  0
 23 42  1  0  0  0  0
 23 43  1  0  0  0  0
 23 44  1  0  0  0  0
M  END

     RDKit          3D

 44 44  0  0  0  0  0  0  0  0999 V2000
    4.3334    2.2272   -2.0337 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2893    1.4972   -0.8091 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1462    0.8146   -0.4329 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1561    1.4354    0.2012 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0235    0.7538    0.5727 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1795    1.4562    1.1586 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8140   -0.5780    0.3346 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3494   -1.2803    0.7282 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3494   -2.5501    0.4297 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5600   -0.8374    1.4085 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4175   -0.1573    2.7260 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7171   -0.4791    0.5715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7634    0.5636   -0.4186 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5697    1.9830   -0.1287 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0778    0.4409   -1.2288 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.1649   -0.8806   -1.9203 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0670    1.7245   -2.4459 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -5.4867    0.6288   -0.1865 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.8700   -1.2280   -0.3383 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8603   -2.5374   -0.6667 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0250   -0.5240   -0.7148 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0347   -1.1876   -1.3689 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1099   -1.8325   -0.7338 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8382    3.2071   -1.8966 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2856    2.3514   -2.3997 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8772    1.5905   -2.7810 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2738    2.4538    0.4033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9490   -1.9047    1.8183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4036   -0.2344    3.1175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7582    0.8871    2.7912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0555   -0.7227    3.4818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5742   -0.3130    1.3123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0774   -1.4577    0.0871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9991    0.3036   -1.2354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6056    2.1828    0.9838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6819    2.4621   -0.5831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4246    2.5965   -0.5040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8347   -0.7800   -2.8136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6734   -1.6376   -1.2608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1991   -1.2457   -2.3123 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3409   -3.3292   -0.6191 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9561   -1.0968   -0.7125 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8595   -2.0486    0.3117 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4859   -2.7170   -1.2840 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  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 15 17  1  6
 15 18  1  0
  7 19  2  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 21  3  2  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  0
 10 28  1  1
 11 29  1  0
 11 30  1  0
 11 31  1  0
 12 32  1  0
 12 33  1  0
 13 34  1  6
 14 35  1  0
 14 36  1  0
 14 37  1  0
 16 38  1  0
 16 39  1  0
 16 40  1  0
 20 41  1  0
 23 42  1  0
 23 43  1  0
 23 44  1  0
M  END


  Mrv1652306242106093D          

 44 44  0  0  0  0            999 V2000
    4.3334    2.2272   -2.0337 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2893    1.4972   -0.8091 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1462    0.8146   -0.4329 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1561    1.4354    0.2012 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0235    0.7538    0.5727 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1795    1.4562    1.1586 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8140   -0.5780    0.3346 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3494   -1.2803    0.7282 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3494   -2.5501    0.4297 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5600   -0.8374    1.4085 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4175   -0.1573    2.7260 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7171   -0.4791    0.5715 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7634    0.5636   -0.4186 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5697    1.9830   -0.1287 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0778    0.4409   -1.2288 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.1649   -0.8806   -1.9203 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0670    1.7245   -2.4459 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -5.4867    0.6288   -0.1865 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.8700   -1.2280   -0.3383 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8603   -2.5374   -0.6667 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0250   -0.5240   -0.7148 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0347   -1.1876   -1.3689 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1099   -1.8325   -0.7338 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8382    3.2071   -1.8966 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2856    2.3514   -2.3997 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8772    1.5905   -2.7810 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2738    2.4538    0.4033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9490   -1.9047    1.8183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4036   -0.2344    3.1175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7582    0.8871    2.7912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0555   -0.7227    3.4818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5742   -0.3130    1.3123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0774   -1.4577    0.0871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9991    0.3036   -1.2354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6056    2.1828    0.9838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6819    2.4621   -0.5831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4246    2.5965   -0.5040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8347   -0.7800   -2.8136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6734   -1.6376   -1.2608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1991   -1.2457   -2.3123 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3409   -3.3292   -0.6191 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9561   -1.0968   -0.7125 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8595   -2.0486    0.3117 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4859   -2.7170   -1.2840 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  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  6  0  0  0
 15 18  1  0  0  0  0
  7 19  2  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 21  3  2  0  0  0  0
  1 24  1  0  0  0  0
  1 25  1  0  0  0  0
  1 26  1  0  0  0  0
  4 27  1  0  0  0  0
 10 28  1  1  0  0  0
 11 29  1  0  0  0  0
 11 30  1  0  0  0  0
 11 31  1  0  0  0  0
 12 32  1  0  0  0  0
 12 33  1  0  0  0  0
 13 34  1  6  0  0  0
 14 35  1  0  0  0  0
 14 36  1  0  0  0  0
 14 37  1  0  0  0  0
 16 38  1  0  0  0  0
 16 39  1  0  0  0  0
 16 40  1  0  0  0  0
 20 41  1  0  0  0  0
 23 42  1  0  0  0  0
 23 43  1  0  0  0  0
 23 44  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0008360

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C(C(=O)[C@@]([H])(C([H])([H])[H])C([H])([H])[C@]([H])(C([H])([H])[H])C(Cl)(Cl)C([H])([H])[H])C(=O)N([H])C(OC([H])([H])[H])=C1OC([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C15H21Cl2NO5/c1-7(6-8(2)15(3,16)17)10(19)9-11(20)12(22-4)14(23-5)18-13(9)21/h7-8H,6H2,1-5H3,(H2,18,20,21)/t7-,8-/m0/s1

> <INCHI_KEY>
NTZLCVPFRJTASX-UHFFFAOYSA-N

> <FORMULA>
C15H21Cl2NO5

> <MOLECULAR_WEIGHT>
366.24

> <EXACT_MASS>
365.0796782

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
44

> <JCHEM_AVERAGE_POLARIZABILITY>
35.66148552193961

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-[(4S)-5,5-dichloro-2,4-dimethylhexanoyl]-4-hydroxy-5,6-dimethoxy-1,2-dihydropyridin-2-one

> <ALOGPS_LOGP>
2.52

> <JCHEM_LOGP>
2.7152975036666662

> <ALOGPS_LOGS>
-4.27

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.964960944226668

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.4229361471758155

> <JCHEM_PKA_STRONGEST_BASIC>
-4.654530362783382

> <JCHEM_POLAR_SURFACE_AREA>
84.86

> <JCHEM_REFRACTIVITY>
100.22199999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.98e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-[(4S)-5,5-dichloro-2,4-dimethylhexanoyl]-4-hydroxy-5,6-dimethoxy-1H-pyridin-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 44 44  0  0  0  0  0  0  0  0999 V2000
    4.3334    2.2272   -2.0337 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2893    1.4972   -0.8091 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1462    0.8146   -0.4329 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1561    1.4354    0.2012 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0235    0.7538    0.5727 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1795    1.4562    1.1586 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8140   -0.5780    0.3346 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3494   -1.2803    0.7282 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3494   -2.5501    0.4297 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5600   -0.8374    1.4085 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4175   -0.1573    2.7260 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7171   -0.4791    0.5715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7634    0.5636   -0.4186 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5697    1.9830   -0.1287 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0778    0.4409   -1.2288 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.1649   -0.8806   -1.9203 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0670    1.7245   -2.4459 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -5.4867    0.6288   -0.1865 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.8700   -1.2280   -0.3383 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8603   -2.5374   -0.6667 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0250   -0.5240   -0.7148 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0347   -1.1876   -1.3689 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1099   -1.8325   -0.7338 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8382    3.2071   -1.8966 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2856    2.3514   -2.3997 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8772    1.5905   -2.7810 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2738    2.4538    0.4033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9490   -1.9047    1.8183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4036   -0.2344    3.1175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7582    0.8871    2.7912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0555   -0.7227    3.4818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5742   -0.3130    1.3123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0774   -1.4577    0.0871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9991    0.3036   -1.2354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6056    2.1828    0.9838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6819    2.4621   -0.5831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4246    2.5965   -0.5040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8347   -0.7800   -2.8136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6734   -1.6376   -1.2608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1991   -1.2457   -2.3123 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3409   -3.3292   -0.6191 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9561   -1.0968   -0.7125 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8595   -2.0486    0.3117 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4859   -2.7170   -1.2840 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  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 15 17  1  6
 15 18  1  0
  7 19  2  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 21  3  2  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  0
 10 28  1  1
 11 29  1  0
 11 30  1  0
 11 31  1  0
 12 32  1  0
 12 33  1  0
 13 34  1  6
 14 35  1  0
 14 36  1  0
 14 37  1  0
 16 38  1  0
 16 39  1  0
 16 40  1  0
 20 41  1  0
 23 42  1  0
 23 43  1  0
 23 44  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       4.333   2.227  -2.034  0.00  0.00           C+0
HETATM    2  O   UNK     0       4.289   1.497  -0.809  0.00  0.00           O+0
HETATM    3  C   UNK     0       3.146   0.815  -0.433  0.00  0.00           C+0
HETATM    4  N   UNK     0       2.156   1.435   0.201  0.00  0.00           N+0
HETATM    5  C   UNK     0       1.024   0.754   0.573  0.00  0.00           C+0
HETATM    6  O   UNK     0       0.180   1.456   1.159  0.00  0.00           O+0
HETATM    7  C   UNK     0       0.814  -0.578   0.335  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.349  -1.280   0.728  0.00  0.00           C+0
HETATM    9  O   UNK     0      -0.349  -2.550   0.430  0.00  0.00           O+0
HETATM   10  C   UNK     0      -1.560  -0.837   1.409  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.418  -0.157   2.726  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.717  -0.479   0.572  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.763   0.564  -0.419  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.570   1.983  -0.129  0.00  0.00           C+0
HETATM   15  C   UNK     0      -4.078   0.441  -1.229  0.00  0.00           C+0
HETATM   16  C   UNK     0      -4.165  -0.881  -1.920  0.00  0.00           C+0
HETATM   17 Cl   UNK     0      -4.067   1.724  -2.446  0.00  0.00          Cl+0
HETATM   18 Cl   UNK     0      -5.487   0.629  -0.187  0.00  0.00          Cl+0
HETATM   19  C   UNK     0       1.870  -1.228  -0.338  0.00  0.00           C+0
HETATM   20  O   UNK     0       1.860  -2.537  -0.667  0.00  0.00           O+0
HETATM   21  C   UNK     0       3.025  -0.524  -0.715  0.00  0.00           C+0
HETATM   22  O   UNK     0       4.035  -1.188  -1.369  0.00  0.00           O+0
HETATM   23  C   UNK     0       5.110  -1.833  -0.734  0.00  0.00           C+0
HETATM   24  H   UNK     0       4.838   3.207  -1.897  0.00  0.00           H+0
HETATM   25  H   UNK     0       3.286   2.351  -2.400  0.00  0.00           H+0
HETATM   26  H   UNK     0       4.877   1.591  -2.781  0.00  0.00           H+0
HETATM   27  H   UNK     0       2.274   2.454   0.403  0.00  0.00           H+0
HETATM   28  H   UNK     0      -1.949  -1.905   1.818  0.00  0.00           H+0
HETATM   29  H   UNK     0      -0.404  -0.234   3.118  0.00  0.00           H+0
HETATM   30  H   UNK     0      -1.758   0.887   2.791  0.00  0.00           H+0
HETATM   31  H   UNK     0      -2.055  -0.723   3.482  0.00  0.00           H+0
HETATM   32  H   UNK     0      -3.574  -0.313   1.312  0.00  0.00           H+0
HETATM   33  H   UNK     0      -3.077  -1.458   0.087  0.00  0.00           H+0
HETATM   34  H   UNK     0      -1.999   0.304  -1.235  0.00  0.00           H+0
HETATM   35  H   UNK     0      -2.606   2.183   0.984  0.00  0.00           H+0
HETATM   36  H   UNK     0      -1.682   2.462  -0.583  0.00  0.00           H+0
HETATM   37  H   UNK     0      -3.425   2.596  -0.504  0.00  0.00           H+0
HETATM   38  H   UNK     0      -4.835  -0.780  -2.814  0.00  0.00           H+0
HETATM   39  H   UNK     0      -4.673  -1.638  -1.261  0.00  0.00           H+0
HETATM   40  H   UNK     0      -3.199  -1.246  -2.312  0.00  0.00           H+0
HETATM   41  H   UNK     0       1.341  -3.329  -0.619  0.00  0.00           H+0
HETATM   42  H   UNK     0       5.956  -1.097  -0.713  0.00  0.00           H+0
HETATM   43  H   UNK     0       4.859  -2.049   0.312  0.00  0.00           H+0
HETATM   44  H   UNK     0       5.486  -2.717  -1.284  0.00  0.00           H+0
CONECT    1    2   24   25   26                                             
CONECT    2    1    3                                                       
CONECT    3    2    4   21                                                  
CONECT    4    3    5   27                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8   19                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   12   28                                             
CONECT   11   10   29   30   31                                             
CONECT   12   10   13   32   33                                             
CONECT   13   12   14   15   34                                             
CONECT   14   13   35   36   37                                             
CONECT   15   13   16   17   18                                             
CONECT   16   15   38   39   40                                             
CONECT   17   15                                                            
CONECT   18   15                                                            
CONECT   19    7   20   21                                                  
CONECT   20   19   41                                                       
CONECT   21   19   22    3                                                  
CONECT   22   21   23                                                       
CONECT   23   22   42   43   44                                             
CONECT   24    1                                                            
CONECT   25    1                                                            
CONECT   26    1                                                            
CONECT   27    4                                                            
CONECT   28   10                                                            
CONECT   29   11                                                            
CONECT   30   11                                                            
CONECT   31   11                                                            
CONECT   32   12                                                            
CONECT   33   12                                                            
CONECT   34   13                                                            
CONECT   35   14                                                            
CONECT   36   14                                                            
CONECT   37   14                                                            
CONECT   38   16                                                            
CONECT   39   16                                                            
CONECT   40   16                                                            
CONECT   41   20                                                            
CONECT   42   23                                                            
CONECT   43   23                                                            
CONECT   44   23                                                            
MASTER        0    0    0    0    0    0    0    0   44    0   88    0
END

RDKit          3D

44 44  0  0  0  0  0  0  0  0999 V2000
    4.3334    2.2272   -2.0337 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2893    1.4972   -0.8091 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1462    0.8146   -0.4329 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1561    1.4354    0.2012 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0235    0.7538    0.5727 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1795    1.4562    1.1586 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8140   -0.5780    0.3346 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3494   -1.2803    0.7282 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3494   -2.5501    0.4297 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5600   -0.8374    1.4085 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4175   -0.1573    2.7260 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7171   -0.4791    0.5715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7634    0.5636   -0.4186 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5697    1.9830   -0.1287 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0778    0.4409   -1.2288 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.1649   -0.8806   -1.9203 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0670    1.7245   -2.4459 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -5.4867    0.6288   -0.1865 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.8700   -1.2280   -0.3383 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8603   -2.5374   -0.6667 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0250   -0.5240   -0.7148 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0347   -1.1876   -1.3689 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1099   -1.8325   -0.7338 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8382    3.2071   -1.8966 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2856    2.3514   -2.3997 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8772    1.5905   -2.7810 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2738    2.4538    0.4033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9490   -1.9047    1.8183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4036   -0.2344    3.1175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7582    0.8871    2.7912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0555   -0.7227    3.4818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5742   -0.3130    1.3123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0774   -1.4577    0.0871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9991    0.3036   -1.2354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6056    2.1828    0.9838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6819    2.4621   -0.5831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4246    2.5965   -0.5040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8347   -0.7800   -2.8136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6734   -1.6376   -1.2608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1991   -1.2457   -2.3123 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3409   -3.3292   -0.6191 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9561   -1.0968   -0.7125 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8595   -2.0486    0.3117 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4859   -2.7170   -1.2840 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  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 15 17  1  6
 15 18  1  0
  7 19  2  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 21  3  2  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  0
 10 28  1  1
 11 29  1  0
 11 30  1  0
 11 31  1  0
 12 32  1  0
 12 33  1  0
 13 34  1  6
 14 35  1  0
 14 36  1  0
 14 37  1  0
 16 38  1  0
 16 39  1  0
 16 40  1  0
 20 41  1  0
 23 42  1  0
 23 43  1  0
 23 44  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Not Available

Chemical Formula

C₁₅H₂₁Cl₂NO₅

Average Mass

366.2400 Da

Monoisotopic Mass

365.07968 Da

IUPAC Name

3-[(4S)-5,5-dichloro-2,4-dimethylhexanoyl]-4-hydroxy-5,6-dimethoxy-1,2-dihydropyridin-2-one

Traditional Name

3-[(4S)-5,5-dichloro-2,4-dimethylhexanoyl]-4-hydroxy-5,6-dimethoxy-1H-pyridin-2-one

CAS Registry Number

Not Available

SMILES

COC1=C(OC)C(O)=C(C(=O)C(C)CC(C)C(C)(Cl)Cl)C(=O)N1

InChI Identifier

InChI=1S/C15H21Cl2NO5/c1-7(6-8(2)15(3,16)17)10(19)9-11(20)12(22-4)14(23-5)18-13(9)21/h7-8H,6H2,1-5H3,(H2,18,20,21)

InChI Key

NTZLCVPFRJTASX-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Penicillium	NPAtlas	19282876
Penicillium atramentosum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aryl alkyl ketones. These are ketones have the generic structure RC(=O)R', where R = aryl group and R'=alkyl group.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Aryl alkyl ketones

Alternative Parents

Substituents

Aryl alkyl ketone
Alkyl aryl ether
Hydroxypyridine
Pyridine
Vinylogous acid
Heteroaromatic compound
Azacycle
Organoheterocyclic compound
Ether
Organic nitrogen compound
Organic oxide
Organopnictogen compound
Organonitrogen compound
Organochloride
Organohalogen compound
Alkyl halide
Alkyl chloride
Hydrocarbon derivative
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic 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	2.52	ALOGPS
logP	2.72	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Acidic)	7.42	ChemAxon
pKa (Strongest Basic)	-4.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	84.86 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	100.22 m³·mol⁻¹	ChemAxon
Polarizability	35.66 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

NPAtlas ID

NPA008775

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

78434824

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

42636929

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Kawada M, Momose I, Someno T, Tsujiuchi G, Ikeda D: New atpenins, NBRI23477 A and B, inhibit the growth of human prostate cancer cells. J Antibiot (Tokyo). 2009 May;62(5):243-6. doi: 10.1038/ja.2009.20. Epub 2009 Mar 13. [PubMed:19282876 ]

Showing NP-Card for NBRI23477 A (NP0008360)

MOL for NP0008360 (NBRI23477 A)

3D MOL for NP0008360 (NBRI23477 A)

3D SDF for NP0008360 (NBRI23477 A)

3D-SDF for NP0008360 (NBRI23477 A)

PDB for NP0008360 (NBRI23477 A)

3D PDB for NP0008360 (NBRI23477 A)

SMILES for NP0008360 (NBRI23477 A)

INCHI for NP0008360 (NBRI23477 A)

Structure for NP0008360 (NBRI23477 A)

3D Structure for NP0008360 (NBRI23477 A)