NP-MRD: Showing NP-Card for Armeniaspirol A (NP0011249)

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Record Information

Version

2.0

Created at

2021-01-05 21:00:29 UTC

Updated at

2021-07-15 17:08:23 UTC

NP-MRD ID

NP0011249

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Armeniaspirol A

Provided By

NPAtlas

Description

Armeniaspirol A belongs to the class of organic compounds known as benzofurans. These are organic compounds containing a benzene ring fused to a furan. Furan is a five-membered aromatic ring with four carbon atoms and one oxygen atom. Armeniaspirol A is found in Streptomyces. Armeniaspirol A was first documented in 2012 (PMID: 23143837). Based on a literature review very few articles have been published on Armeniaspirol A.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242116553D          

 44 46  0  0  0  0            999 V2000
    5.0495   -1.1035    1.7360 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1929   -0.8868    0.2669 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.8991   -0.4088   -0.4002 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7957   -1.3953   -0.2211 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5484   -0.9366   -0.9124 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0821    0.3445   -0.3470 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1666    0.8667   -0.9677 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2095    1.4821   -2.1980 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.3779    1.9542   -2.7608 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5693    1.8180   -2.0852 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5575    1.1961   -0.8309 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3612    0.7313   -0.2927 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6298    0.1631    0.9471 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0273    0.0487    1.1640 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.6291    0.9093    0.1102 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7961    1.3330   -0.0047 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4303    0.4365    2.5077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0610    1.9893    3.2576 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -4.1071   -0.5450    3.0653 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7758   -0.4833    4.6853 Cl  0  0  0  0  0  0  0  0  0  0  0  0
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   -3.2182   -3.1724    0.1353 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
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M  END

     RDKit          3D

 44 46  0  0  0  0  0  0  0  0999 V2000
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    5.1929   -0.8868    0.2669 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8991   -0.4088   -0.4002 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.5484   -0.9366   -0.9124 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0821    0.3445   -0.3470 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1666    0.8667   -0.9677 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2095    1.4821   -2.1980 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9597    1.6245   -2.8775 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3779    1.9542   -2.7608 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.6298    0.1631    0.9471 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0273    0.0487    1.1640 C   0  0  2  0  0  0  0  0  0  0  0  0
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   -3.3586   -2.1172   -0.2165 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.0877   -2.3645   -0.7043 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5988   -1.5887    0.8794 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.8111   -1.7691   -0.8020 H   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv1652306242116553D          

 44 46  0  0  0  0            999 V2000
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    5.1929   -0.8868    0.2669 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.8991   -0.4088   -0.4002 C   0  0  1  0  0  0  0  0  0  0  0  0
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   -3.0610    1.9893    3.2576 Cl  0  0  0  0  0  0  0  0  0  0  0  0
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   -2.4146   -1.8060   -0.6851 H   0  0  0  0  0  0  0  0  0  0  0  0
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  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
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  1 27  1  0  0  0  0
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  2 30  1  0  0  0  0
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  4 33  1  0  0  0  0
  4 34  1  0  0  0  0
  5 35  1  0  0  0  0
  5 36  1  0  0  0  0
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  6 38  1  0  0  0  0
  9 39  1  0  0  0  0
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 25 42  1  0  0  0  0
 25 43  1  0  0  0  0
 25 44  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0011249

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C(C2=C(C([H])=C1[H])C(=O)[C@]1(O2)N(C(=O)C(Cl)=C1Cl)C([H])([H])[H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C18H19Cl2NO4/c1-3-4-5-6-7-10-12(22)9-8-11-14(10)25-18(16(11)23)15(20)13(19)17(24)21(18)2/h8-9,22H,3-7H2,1-2H3/t18-/m0/s1

> <INCHI_KEY>
ZSUZJBBHPTXKIV-SFHVURJKSA-N

> <FORMULA>
C18H19Cl2NO4

> <MOLECULAR_WEIGHT>
384.25

> <EXACT_MASS>
383.0691135

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
44

> <JCHEM_AVERAGE_POLARIZABILITY>
38.65420430245935

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2R)-3',4'-dichloro-7-hexyl-6-hydroxy-1'-methyl-1',5'-dihydro-3H-spiro[1-benzofuran-2,2'-pyrrole]-3,5'-dione

> <ALOGPS_LOGP>
4.23

> <JCHEM_LOGP>
4.623802149333334

> <ALOGPS_LOGS>
-4.79

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.951271521095923

> <JCHEM_PKA_STRONGEST_BASIC>
-2.6216753297270277

> <JCHEM_POLAR_SURFACE_AREA>
66.84

> <JCHEM_REFRACTIVITY>
97.01979999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.18e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R)-3',4'-dichloro-7-hexyl-6-hydroxy-1'-methylspiro[1-benzofuran-2,2'-pyrrole]-3,5'-dione

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 44 46  0  0  0  0  0  0  0  0999 V2000
    5.0495   -1.1035    1.7360 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1929   -0.8868    0.2669 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8991   -0.4088   -0.4002 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7957   -1.3953   -0.2211 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5484   -0.9366   -0.9124 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0821    0.3445   -0.3470 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1666    0.8667   -0.9677 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2095    1.4821   -2.1980 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9597    1.6245   -2.8775 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3779    1.9542   -2.7608 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5693    1.8180   -2.0852 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5575    1.1961   -0.8309 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3612    0.7313   -0.2927 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6298    0.1631    0.9471 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0273    0.0487    1.1640 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.6291    0.9093    0.1102 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7961    1.3330   -0.0047 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4303    0.4365    2.5077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0610    1.9893    3.2576 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -4.1071   -0.5450    3.0653 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7758   -0.4833    4.6853 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -4.2041   -1.6712    2.1468 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7868   -2.7774    2.3617 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5153   -1.2729    0.9717 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3586   -2.1172   -0.2165 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8622   -0.1721    2.2888 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0616   -1.4614    2.0917 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3212   -1.9105    1.9122 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9268   -0.0743    0.1115 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5695   -1.7604   -0.2814 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6989    0.6001   -0.0071 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1857   -0.2648   -1.4681 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0877   -2.3645   -0.7043 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5988   -1.5887    0.8794 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8449   -0.8538   -2.0051 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8111   -1.7691   -0.8020 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8878    0.2090    0.7330 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8922    1.1083   -0.4186 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9839    2.0691   -3.7804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3476    2.4263   -3.7244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4946    2.1771   -2.5009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2215   -2.0828   -0.8801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4146   -1.8060   -0.6851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2182   -3.1724    0.1353 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  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 15 14  1  1
 15 16  1  0
 16 17  2  0
 15 18  1  0
 18 19  1  0
 18 20  2  0
 20 21  1  0
 20 22  1  0
 22 23  2  0
 22 24  1  0
 24 25  1  0
 13  7  1  0
 24 15  1  0
 16 12  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  2 29  1  0
  2 30  1  0
  3 31  1  0
  3 32  1  0
  4 33  1  0
  4 34  1  0
  5 35  1  0
  5 36  1  0
  6 37  1  0
  6 38  1  0
  9 39  1  0
 10 40  1  0
 11 41  1  0
 25 42  1  0
 25 43  1  0
 25 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       5.050  -1.103   1.736  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.193  -0.887   0.267  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.899  -0.409  -0.400  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.796  -1.395  -0.221  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.548  -0.937  -0.912  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.082   0.345  -0.347  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.167   0.867  -0.968  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.210   1.482  -2.198  0.00  0.00           C+0
HETATM    9  O   UNK     0       0.960   1.625  -2.878  0.00  0.00           O+0
HETATM   10  C   UNK     0      -1.378   1.954  -2.761  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.569   1.818  -2.085  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.558   1.196  -0.831  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.361   0.731  -0.293  0.00  0.00           C+0
HETATM   14  O   UNK     0      -1.630   0.163   0.947  0.00  0.00           O+0
HETATM   15  C   UNK     0      -3.027   0.049   1.164  0.00  0.00           C+0
HETATM   16  C   UNK     0      -3.629   0.909   0.110  0.00  0.00           C+0
HETATM   17  O   UNK     0      -4.796   1.333  -0.005  0.00  0.00           O+0
HETATM   18  C   UNK     0      -3.430   0.437   2.508  0.00  0.00           C+0
HETATM   19 Cl   UNK     0      -3.061   1.989   3.258  0.00  0.00          Cl+0
HETATM   20  C   UNK     0      -4.107  -0.545   3.065  0.00  0.00           C+0
HETATM   21 Cl   UNK     0      -4.776  -0.483   4.685  0.00  0.00          Cl+0
HETATM   22  C   UNK     0      -4.204  -1.671   2.147  0.00  0.00           C+0
HETATM   23  O   UNK     0      -4.787  -2.777   2.362  0.00  0.00           O+0
HETATM   24  N   UNK     0      -3.515  -1.273   0.972  0.00  0.00           N+0
HETATM   25  C   UNK     0      -3.359  -2.117  -0.217  0.00  0.00           C+0
HETATM   26  H   UNK     0       4.862  -0.172   2.289  0.00  0.00           H+0
HETATM   27  H   UNK     0       6.062  -1.461   2.092  0.00  0.00           H+0
HETATM   28  H   UNK     0       4.321  -1.911   1.912  0.00  0.00           H+0
HETATM   29  H   UNK     0       5.927  -0.074   0.112  0.00  0.00           H+0
HETATM   30  H   UNK     0       5.569  -1.760  -0.281  0.00  0.00           H+0
HETATM   31  H   UNK     0       3.699   0.600  -0.007  0.00  0.00           H+0
HETATM   32  H   UNK     0       4.186  -0.265  -1.468  0.00  0.00           H+0
HETATM   33  H   UNK     0       3.088  -2.365  -0.704  0.00  0.00           H+0
HETATM   34  H   UNK     0       2.599  -1.589   0.879  0.00  0.00           H+0
HETATM   35  H   UNK     0       1.845  -0.854  -2.005  0.00  0.00           H+0
HETATM   36  H   UNK     0       0.811  -1.769  -0.802  0.00  0.00           H+0
HETATM   37  H   UNK     0       0.888   0.209   0.733  0.00  0.00           H+0
HETATM   38  H   UNK     0       1.892   1.108  -0.419  0.00  0.00           H+0
HETATM   39  H   UNK     0       0.984   2.069  -3.780  0.00  0.00           H+0
HETATM   40  H   UNK     0      -1.348   2.426  -3.724  0.00  0.00           H+0
HETATM   41  H   UNK     0      -3.495   2.177  -2.501  0.00  0.00           H+0
HETATM   42  H   UNK     0      -4.221  -2.083  -0.880  0.00  0.00           H+0
HETATM   43  H   UNK     0      -2.415  -1.806  -0.685  0.00  0.00           H+0
HETATM   44  H   UNK     0      -3.218  -3.172   0.135  0.00  0.00           H+0
CONECT    1    2   26   27   28                                             
CONECT    2    1    3   29   30                                             
CONECT    3    2    4   31   32                                             
CONECT    4    3    5   33   34                                             
CONECT    5    4    6   35   36                                             
CONECT    6    5    7   37   38                                             
CONECT    7    6    8   13                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8   39                                                       
CONECT   10    8   11   40                                                  
CONECT   11   10   12   41                                                  
CONECT   12   11   13   16                                                  
CONECT   13   12   14    7                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   18   24                                             
CONECT   16   15   17   12                                                  
CONECT   17   16                                                            
CONECT   18   15   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25   15                                                  
CONECT   25   24   42   43   44                                             
CONECT   26    1                                                            
CONECT   27    1                                                            
CONECT   28    1                                                            
CONECT   29    2                                                            
CONECT   30    2                                                            
CONECT   31    3                                                            
CONECT   32    3                                                            
CONECT   33    4                                                            
CONECT   34    4                                                            
CONECT   35    5                                                            
CONECT   36    5                                                            
CONECT   37    6                                                            
CONECT   38    6                                                            
CONECT   39    9                                                            
CONECT   40   10                                                            
CONECT   41   11                                                            
CONECT   42   25                                                            
CONECT   43   25                                                            
CONECT   44   25                                                            
MASTER        0    0    0    0    0    0    0    0   44    0   92    0
END

RDKit          3D

44 46  0  0  0  0  0  0  0  0999 V2000
    5.0495   -1.1035    1.7360 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1929   -0.8868    0.2669 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8991   -0.4088   -0.4002 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7957   -1.3953   -0.2211 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5484   -0.9366   -0.9124 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0821    0.3445   -0.3470 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1666    0.8667   -0.9677 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2095    1.4821   -2.1980 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9597    1.6245   -2.8775 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3779    1.9542   -2.7608 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5693    1.8180   -2.0852 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5575    1.1961   -0.8309 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3612    0.7313   -0.2927 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6298    0.1631    0.9471 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0273    0.0487    1.1640 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.6291    0.9093    0.1102 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7961    1.3330   -0.0047 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4303    0.4365    2.5077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0610    1.9893    3.2576 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -4.1071   -0.5450    3.0653 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7758   -0.4833    4.6853 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -4.2041   -1.6712    2.1468 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7868   -2.7774    2.3617 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5153   -1.2729    0.9717 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3586   -2.1172   -0.2165 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8622   -0.1721    2.2888 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0616   -1.4614    2.0917 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3212   -1.9105    1.9122 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9268   -0.0743    0.1115 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5695   -1.7604   -0.2814 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6989    0.6001   -0.0071 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1857   -0.2648   -1.4681 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0877   -2.3645   -0.7043 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5988   -1.5887    0.8794 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8449   -0.8538   -2.0051 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8111   -1.7691   -0.8020 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8878    0.2090    0.7330 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8922    1.1083   -0.4186 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9839    2.0691   -3.7804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3476    2.4263   -3.7244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4946    2.1771   -2.5009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2215   -2.0828   -0.8801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4146   -1.8060   -0.6851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2182   -3.1724    0.1353 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  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 15 14  1  1
 15 16  1  0
 16 17  2  0
 15 18  1  0
 18 19  1  0
 18 20  2  0
 20 21  1  0
 20 22  1  0
 22 23  2  0
 22 24  1  0
 24 25  1  0
 13  7  1  0
 24 15  1  0
 16 12  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  2 29  1  0
  2 30  1  0
  3 31  1  0
  3 32  1  0
  4 33  1  0
  4 34  1  0
  5 35  1  0
  5 36  1  0
  6 37  1  0
  6 38  1  0
  9 39  1  0
 10 40  1  0
 11 41  1  0
 25 42  1  0
 25 43  1  0
 25 44  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Not Available

Chemical Formula

C₁₈H₁₉Cl₂NO₄

Average Mass

384.2500 Da

Monoisotopic Mass

383.06911 Da

IUPAC Name

(2R)-3',4'-dichloro-7-hexyl-6-hydroxy-1'-methyl-1',5'-dihydro-3H-spiro[1-benzofuran-2,2'-pyrrole]-3,5'-dione

Traditional Name

(2R)-3',4'-dichloro-7-hexyl-6-hydroxy-1'-methylspiro[1-benzofuran-2,2'-pyrrole]-3,5'-dione

CAS Registry Number

Not Available

SMILES

CCCCCCC1=C(O)C=CC2=C1O[C@]1(N(C)C(=O)C(Cl)=C1Cl)C2=O

InChI Identifier

InChI=1S/C18H19Cl2NO4/c1-3-4-5-6-7-10-12(22)9-8-11-14(10)25-18(16(11)23)15(20)13(19)17(24)21(18)2/h8-9,22H,3-7H2,1-2H3/t18-/m0/s1

InChI Key

ZSUZJBBHPTXKIV-SFHVURJKSA-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
Streptomyces	NPAtlas	23143837

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzofurans. These are organic compounds containing a benzene ring fused to a furan. Furan is a five-membered aromatic ring with four carbon atoms and one oxygen atom.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzofurans

Sub Class

Not Available

Direct Parent

Benzofurans

Alternative Parents

Substituents

Benzofuran
Coumaran
Nitrogen mustard
Aryl alkyl ketone
Aryl ketone
1-hydroxy-2-unsubstituted benzenoid
Phenol
Benzenoid
Pyrroline
Tertiary carboxylic acid amide
Vinylogous halide
Carboxamide group
Ketone
Lactam
Carboxylic acid derivative
Oxacycle
Azacycle
Chloroalkene
Haloalkene
Vinyl chloride
Vinyl halide
Organochloride
Organohalogen compound
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Carbonyl group
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic 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	4.23	ALOGPS
logP	4.62	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	7.95	ChemAxon
pKa (Strongest Basic)	-2.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	66.84 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	97.02 m³·mol⁻¹	ChemAxon
Polarizability	38.65 Å³	ChemAxon
Number of Rings	3	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

NPA012127

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

28523965

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

58534983

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Dufour C, Wink J, Kurz M, Kogler H, Olivan H, Sable S, Heyse W, Gerlitz M, Toti L, Nusser A, Rey A, Couturier C, Bauer A, Bronstrup M: Isolation and structural elucidation of armeniaspirols A-C: potent antibiotics against gram-positive pathogens. Chemistry. 2012 Dec 7;18(50):16123-8. doi: 10.1002/chem.201201635. Epub 2012 Nov 9. [PubMed:23143837 ]

Showing NP-Card for Armeniaspirol A (NP0011249)

MOL for NP0011249 (Armeniaspirol A)

3D MOL for NP0011249 (Armeniaspirol A)

3D SDF for NP0011249 (Armeniaspirol A)

3D-SDF for NP0011249 (Armeniaspirol A)

PDB for NP0011249 (Armeniaspirol A)

3D PDB for NP0011249 (Armeniaspirol A)

SMILES for NP0011249 (Armeniaspirol A)

INCHI for NP0011249 (Armeniaspirol A)

Structure for NP0011249 (Armeniaspirol A)

3D Structure for NP0011249 (Armeniaspirol A)