NP-MRD: Showing NP-Card for Asterriquinone SU-5503 (NP0001647)

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Record Information

Version

1.0

Created at

2020-09-23 02:00:03 UTC

Updated at

2021-08-10 02:55:59 UTC

NP-MRD ID

NP0001647

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Asterriquinone SU-5503

Provided By

NPAtlas

Description

Asterriquinone SU-5503 is found in Aspergillus candidus. It was first documented in 1999 (PMID: 10348035). Based on a literature review very few articles have been published on 3-{2,5-dihydroxy-4-[2-(3-methylbut-2-en-1-yl)-1H-indol-3-yl]-3,6-dioxocyclohexa-1,4-dien-1-yl}-2-(3-methylbut-2-en-1-yl)-1H-indole-7-carboxylic acid.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242117443D          

 71 75  0  0  0  0            999 V2000
   -4.7838    3.0609   -0.2362 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3876    1.9352   -1.1484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3514    2.2075   -2.1660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9836    0.7803   -1.0159 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6427   -0.3867   -1.8839 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2811   -1.5556   -1.0473 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1478   -2.5708   -0.7476 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5541   -3.4382    0.0739 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9560   -4.6148    0.6788 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0848   -5.2936    1.4949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8132   -4.8221    1.7228 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4149   -3.6590    1.1253 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2744   -2.9711    0.3081 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0935   -1.7672   -0.4083 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8264   -1.0582   -0.4180 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1388   -0.9235   -1.5201 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6210   -1.4674   -2.6986 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1368   -0.1942   -1.4793 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7360   -0.1021   -2.5729 O   0  0  0  0  0  0  0  0  0  0  0  0
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    3.1763    0.7468   -0.5539 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6852   -0.5582   -1.0133 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7951   -1.5401    0.1033 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9116   -2.1198    0.4759 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8924   -3.0807    1.6034 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2254   -1.8621   -0.1840 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9872    1.8258   -0.3585 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2957    2.8798    0.0877 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6300    4.1767    0.4306 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0038    4.6186    0.3327 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2774    5.8222    0.6566 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0060    3.7898   -0.0932 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6312    5.0537    0.8716 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3215    4.6652    0.9753 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0052    3.3732    0.6309 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9609    2.4869    0.1949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0347    0.2401    0.8342 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3666    0.7489    2.0675 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3142   -0.4808    0.8367 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9986   -0.6276    1.8763 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2418    3.9794   -0.4638 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.8578    2.3211   -3.1524 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.5221   -0.6597   -2.5204 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -6.1059   -2.6194   -1.1219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9597   -4.9597    0.4809 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.1013   -5.3344    2.3620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4314   -3.2896    1.2987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2911   -1.1030   -3.5838 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0770   -0.9842   -1.7920 H   0  0  0  0  0  0  0  0  0  0  0  0
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    2.8795   -1.7741    0.6264 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2720   -4.0842    1.3263 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5073   -2.6418    2.4427 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8704   -3.2302    2.0120 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0232   -2.4944    0.2012 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4614   -0.7848   -0.0643 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0528   -2.0122   -1.2897 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0100    1.8077   -0.5401 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9684    3.9416    0.2372 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9519    6.0694    1.1301 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5681    5.3402    1.3119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0238    3.0687    0.7074 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1242    0.3029    2.9391 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
  2  4  2  3  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
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 38 39  1  0  0  0  0
 38 40  1  0  0  0  0
 40 41  2  0  0  0  0
 14  6  2  0  0  0  0
 40 15  1  0  0  0  0
 13  8  1  0  0  0  0
 37 21  1  0  0  0  0
 37 29  1  0  0  0  0
  1 42  1  0  0  0  0
  1 43  1  0  0  0  0
  1 44  1  0  0  0  0
  3 45  1  0  0  0  0
  3 46  1  0  0  0  0
  3 47  1  0  0  0  0
  4 48  1  0  0  0  0
  5 49  1  0  0  0  0
  5 50  1  0  0  0  0
  7 51  1  0  0  0  0
  9 52  1  0  0  0  0
 10 53  1  0  0  0  0
 11 54  1  0  0  0  0
 12 55  1  0  0  0  0
 17 56  1  0  0  0  0
 23 57  1  0  0  0  0
 23 58  1  0  0  0  0
 24 59  1  0  0  0  0
 26 60  1  0  0  0  0
 26 61  1  0  0  0  0
 26 62  1  0  0  0  0
 27 63  1  0  0  0  0
 27 64  1  0  0  0  0
 27 65  1  0  0  0  0
 28 66  1  0  0  0  0
 33 67  1  0  0  0  0
 34 68  1  0  0  0  0
 35 69  1  0  0  0  0
 36 70  1  0  0  0  0
 39 71  1  0  0  0  0
M  END

     RDKit          3D

 71 75  0  0  0  0  0  0  0  0999 V2000
   -4.7838    3.0609   -0.2362 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3876    1.9352   -1.1484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3514    2.2075   -2.1660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9836    0.7803   -1.0159 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6427   -0.3867   -1.8839 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2811   -1.5556   -1.0473 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1478   -2.5708   -0.7476 N   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.9560   -4.6148    0.6788 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.1368   -0.1942   -1.4793 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.1763    0.7468   -0.5539 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6852   -0.5582   -1.0133 C   0  0  0  0  0  0  0  0  0  0  0  0
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 26 62  1  0
 27 63  1  0
 27 64  1  0
 27 65  1  0
 28 66  1  0
 33 67  1  0
 34 68  1  0
 35 69  1  0
 36 70  1  0
 39 71  1  0
M  END


  Mrv1652306242117443D          

 71 75  0  0  0  0            999 V2000
   -4.7838    3.0609   -0.2362 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3876    1.9352   -1.1484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3514    2.2075   -2.1660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9836    0.7803   -1.0159 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6427   -0.3867   -1.8839 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2811   -1.5556   -1.0473 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1478   -2.5708   -0.7476 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5541   -3.4382    0.0739 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9560   -4.6148    0.6788 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0848   -5.2936    1.4949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8132   -4.8221    1.7228 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4149   -3.6590    1.1253 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2744   -2.9711    0.3081 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0935   -1.7672   -0.4083 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8264   -1.0582   -0.4180 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1388   -0.9235   -1.5201 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6210   -1.4674   -2.6986 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1368   -0.1942   -1.4793 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7360   -0.1021   -2.5729 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6732    0.3836   -0.2773 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9046    1.1444   -0.2127 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1763    0.7468   -0.5539 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6852   -0.5582   -1.0133 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7951   -1.5401    0.1033 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9116   -2.1198    0.4759 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8924   -3.0807    1.6034 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2254   -1.8621   -0.1840 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9872    1.8258   -0.3585 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2957    2.8798    0.0877 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6300    4.1767    0.4306 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0038    4.6186    0.3327 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2774    5.8222    0.6566 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0060    3.7898   -0.0932 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6312    5.0537    0.8716 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3215    4.6652    0.9753 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0052    3.3732    0.6309 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9609    2.4869    0.1949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0347    0.2401    0.8342 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3666    0.7489    2.0675 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3142   -0.4808    0.8367 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9986   -0.6276    1.8763 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2418    3.9794   -0.4638 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.7468    0.6518   -0.2608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5221   -0.6597   -2.5204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8540   -0.1134   -2.5968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1059   -2.6194   -1.1219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9597   -4.9597    0.4809 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.1013   -5.3344    2.3620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4314   -3.2896    1.2987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2911   -1.1030   -3.5838 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0770   -0.9842   -1.7920 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7261   -0.4675   -1.4191 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8795   -1.7741    0.6264 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2720   -4.0842    1.3263 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5073   -2.6418    2.4427 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8704   -3.2302    2.0120 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0232   -2.4944    0.2012 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4614   -0.7848   -0.0643 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0528   -2.0122   -1.2897 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0100    1.8077   -0.5401 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9684    3.9416    0.2372 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9519    6.0694    1.1301 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5681    5.3402    1.3119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0238    3.0687    0.7074 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1242    0.3029    2.9391 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
  2  4  2  3  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
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 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  3  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 22 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 31 33  1  0  0  0  0
 30 34  1  0  0  0  0
 34 35  2  0  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 20 38  2  0  0  0  0
 38 39  1  0  0  0  0
 38 40  1  0  0  0  0
 40 41  2  0  0  0  0
 14  6  2  0  0  0  0
 40 15  1  0  0  0  0
 13  8  1  0  0  0  0
 37 21  1  0  0  0  0
 37 29  1  0  0  0  0
  1 42  1  0  0  0  0
  1 43  1  0  0  0  0
  1 44  1  0  0  0  0
  3 45  1  0  0  0  0
  3 46  1  0  0  0  0
  3 47  1  0  0  0  0
  4 48  1  0  0  0  0
  5 49  1  0  0  0  0
  5 50  1  0  0  0  0
  7 51  1  0  0  0  0
  9 52  1  0  0  0  0
 10 53  1  0  0  0  0
 11 54  1  0  0  0  0
 12 55  1  0  0  0  0
 17 56  1  0  0  0  0
 23 57  1  0  0  0  0
 23 58  1  0  0  0  0
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 26 60  1  0  0  0  0
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 35 69  1  0  0  0  0
 36 70  1  0  0  0  0
 39 71  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0001647

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC(=O)C1=C2N([H])C(=C(C2=C([H])C([H])=C1[H])C1=C(O[H])C(=O)C(C2=C(N([H])C3=C([H])C([H])=C([H])C([H])=C23)C([H])([H])C([H])=C(C([H])([H])[H])C([H])([H])[H])=C(O[H])C1=O)C([H])([H])C([H])=C(C([H])([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C33H30N2O6/c1-16(2)12-14-22-24(18-8-5-6-11-21(18)34-22)26-29(36)31(38)27(32(39)30(26)37)25-19-9-7-10-20(33(40)41)28(19)35-23(25)15-13-17(3)4/h5-13,34-36,39H,14-15H2,1-4H3,(H,40,41)

> <INCHI_KEY>
PIXWEIAVORPJGI-UHFFFAOYSA-N

> <FORMULA>
C33H30N2O6

> <MOLECULAR_WEIGHT>
550.611

> <EXACT_MASS>
550.210386694

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
71

> <JCHEM_AVERAGE_POLARIZABILITY>
60.091332940706856

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-{2,5-dihydroxy-4-[2-(3-methylbut-2-en-1-yl)-1H-indol-3-yl]-3,6-dioxocyclohexa-1,4-dien-1-yl}-2-(3-methylbut-2-en-1-yl)-1H-indole-7-carboxylic acid

> <ALOGPS_LOGP>
4.09

> <JCHEM_LOGP>
6.163402259333333

> <ALOGPS_LOGS>
-5.97

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
5.300284928447013

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.52370044603155

> <JCHEM_PKA_STRONGEST_BASIC>
-5.271852159465895

> <JCHEM_POLAR_SURFACE_AREA>
143.48

> <JCHEM_REFRACTIVITY>
161.8456

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.86e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-{2,5-dihydroxy-4-[2-(3-methylbut-2-en-1-yl)-1H-indol-3-yl]-3,6-dioxocyclohexa-1,4-dien-1-yl}-2-(3-methylbut-2-en-1-yl)-1H-indole-7-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 71 75  0  0  0  0  0  0  0  0999 V2000
   -4.7838    3.0609   -0.2362 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3876    1.9352   -1.1484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3514    2.2075   -2.1660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9836    0.7803   -1.0159 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6427   -0.3867   -1.8839 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2811   -1.5556   -1.0473 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1478   -2.5708   -0.7476 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5541   -3.4382    0.0739 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9560   -4.6148    0.6788 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0848   -5.2936    1.4949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8132   -4.8221    1.7228 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4149   -3.6590    1.1253 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2744   -2.9711    0.3081 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0935   -1.7672   -0.4083 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8264   -1.0582   -0.4180 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1388   -0.9235   -1.5201 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6210   -1.4674   -2.6986 O   0  0  0  0  0  0  0  0  0  0  0  0
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    0.7360   -0.1021   -2.5729 O   0  0  0  0  0  0  0  0  0  0  0  0
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    1.9046    1.1444   -0.2127 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1763    0.7468   -0.5539 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6852   -0.5582   -1.0133 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7951   -1.5401    0.1033 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.2254   -1.8621   -0.1840 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.6300    4.1767    0.4306 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0038    4.6186    0.3327 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.3215    4.6652    0.9753 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0052    3.3732    0.6309 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9609    2.4869    0.1949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0347    0.2401    0.8342 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3666    0.7489    2.0675 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3142   -0.4808    0.8367 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9986   -0.6276    1.8763 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.7468    0.6518   -0.2608 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.8540   -0.1134   -2.5968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1059   -2.6194   -1.1219 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.3815   -6.2267    1.9839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1013   -5.3344    2.3620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4314   -3.2896    1.2987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2911   -1.1030   -3.5838 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0770   -0.9842   -1.7920 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7261   -0.4675   -1.4191 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8795   -1.7741    0.6264 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2720   -4.0842    1.3263 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5073   -2.6418    2.4427 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8704   -3.2302    2.0120 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0232   -2.4944    0.2012 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4614   -0.7848   -0.0643 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0528   -2.0122   -1.2897 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0100    1.8077   -0.5401 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9684    3.9416    0.2372 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9519    6.0694    1.1301 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5681    5.3402    1.3119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0238    3.0687    0.7074 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1242    0.3029    2.9391 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
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  8  9  2  0
  9 10  1  0
 10 11  2  0
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 16 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  1  0
 24 25  2  3
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 29 30  2  0
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 31 32  2  0
 31 33  1  0
 30 34  1  0
 34 35  2  0
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 14  6  2  0
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 13  8  1  0
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 33 67  1  0
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 35 69  1  0
 36 70  1  0
 39 71  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      -4.784   3.061  -0.236  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.388   1.935  -1.148  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.351   2.208  -2.166  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.984   0.780  -1.016  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.643  -0.387  -1.884  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.281  -1.556  -1.047  0.00  0.00           C+0
HETATM    7  N   UNK     0      -5.148  -2.571  -0.748  0.00  0.00           N+0
HETATM    8  C   UNK     0      -4.554  -3.438   0.074  0.00  0.00           C+0
HETATM    9  C   UNK     0      -4.956  -4.615   0.679  0.00  0.00           C+0
HETATM   10  C   UNK     0      -4.085  -5.294   1.495  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.813  -4.822   1.723  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.415  -3.659   1.125  0.00  0.00           C+0
HETATM   13  C   UNK     0      -3.274  -2.971   0.308  0.00  0.00           C+0
HETATM   14  C   UNK     0      -3.094  -1.767  -0.408  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.826  -1.058  -0.418  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.139  -0.924  -1.520  0.00  0.00           C+0
HETATM   17  O   UNK     0      -1.621  -1.467  -2.699  0.00  0.00           O+0
HETATM   18  C   UNK     0       0.137  -0.194  -1.479  0.00  0.00           C+0
HETATM   19  O   UNK     0       0.736  -0.102  -2.573  0.00  0.00           O+0
HETATM   20  C   UNK     0       0.673   0.384  -0.277  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.905   1.144  -0.213  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.176   0.747  -0.554  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.685  -0.558  -1.013  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.795  -1.540   0.103  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.912  -2.120   0.476  0.00  0.00           C+0
HETATM   26  C   UNK     0       4.892  -3.081   1.603  0.00  0.00           C+0
HETATM   27  C   UNK     0       6.225  -1.862  -0.184  0.00  0.00           C+0
HETATM   28  N   UNK     0       3.987   1.826  -0.359  0.00  0.00           N+0
HETATM   29  C   UNK     0       3.296   2.880   0.088  0.00  0.00           C+0
HETATM   30  C   UNK     0       3.630   4.177   0.431  0.00  0.00           C+0
HETATM   31  C   UNK     0       5.004   4.619   0.333  0.00  0.00           C+0
HETATM   32  O   UNK     0       5.277   5.822   0.657  0.00  0.00           O+0
HETATM   33  O   UNK     0       6.006   3.790  -0.093  0.00  0.00           O+0
HETATM   34  C   UNK     0       2.631   5.054   0.872  0.00  0.00           C+0
HETATM   35  C   UNK     0       1.321   4.665   0.975  0.00  0.00           C+0
HETATM   36  C   UNK     0       1.005   3.373   0.631  0.00  0.00           C+0
HETATM   37  C   UNK     0       1.961   2.487   0.195  0.00  0.00           C+0
HETATM   38  C   UNK     0      -0.035   0.240   0.834  0.00  0.00           C+0
HETATM   39  O   UNK     0       0.367   0.749   2.067  0.00  0.00           O+0
HETATM   40  C   UNK     0      -1.314  -0.481   0.837  0.00  0.00           C+0
HETATM   41  O   UNK     0      -1.999  -0.628   1.876  0.00  0.00           O+0
HETATM   42  H   UNK     0      -4.242   3.979  -0.464  0.00  0.00           H+0
HETATM   43  H   UNK     0      -4.606   2.688   0.792  0.00  0.00           H+0
HETATM   44  H   UNK     0      -5.888   3.181  -0.332  0.00  0.00           H+0
HETATM   45  H   UNK     0      -3.858   2.321  -3.152  0.00  0.00           H+0
HETATM   46  H   UNK     0      -2.818   3.159  -1.894  0.00  0.00           H+0
HETATM   47  H   UNK     0      -2.583   1.423  -2.202  0.00  0.00           H+0
HETATM   48  H   UNK     0      -5.747   0.652  -0.261  0.00  0.00           H+0
HETATM   49  H   UNK     0      -5.522  -0.660  -2.520  0.00  0.00           H+0
HETATM   50  H   UNK     0      -3.854  -0.113  -2.597  0.00  0.00           H+0
HETATM   51  H   UNK     0      -6.106  -2.619  -1.122  0.00  0.00           H+0
HETATM   52  H   UNK     0      -5.960  -4.960   0.481  0.00  0.00           H+0
HETATM   53  H   UNK     0      -4.381  -6.227   1.984  0.00  0.00           H+0
HETATM   54  H   UNK     0      -2.101  -5.334   2.362  0.00  0.00           H+0
HETATM   55  H   UNK     0      -1.431  -3.290   1.299  0.00  0.00           H+0
HETATM   56  H   UNK     0      -1.291  -1.103  -3.584  0.00  0.00           H+0
HETATM   57  H   UNK     0       3.077  -0.984  -1.792  0.00  0.00           H+0
HETATM   58  H   UNK     0       4.726  -0.468  -1.419  0.00  0.00           H+0
HETATM   59  H   UNK     0       2.880  -1.774   0.626  0.00  0.00           H+0
HETATM   60  H   UNK     0       5.272  -4.084   1.326  0.00  0.00           H+0
HETATM   61  H   UNK     0       5.507  -2.642   2.443  0.00  0.00           H+0
HETATM   62  H   UNK     0       3.870  -3.230   2.012  0.00  0.00           H+0
HETATM   63  H   UNK     0       7.023  -2.494   0.201  0.00  0.00           H+0
HETATM   64  H   UNK     0       6.461  -0.785  -0.064  0.00  0.00           H+0
HETATM   65  H   UNK     0       6.053  -2.012  -1.290  0.00  0.00           H+0
HETATM   66  H   UNK     0       5.010   1.808  -0.540  0.00  0.00           H+0
HETATM   67  H   UNK     0       6.968   3.942   0.237  0.00  0.00           H+0
HETATM   68  H   UNK     0       2.952   6.069   1.130  0.00  0.00           H+0
HETATM   69  H   UNK     0       0.568   5.340   1.312  0.00  0.00           H+0
HETATM   70  H   UNK     0      -0.024   3.069   0.707  0.00  0.00           H+0
HETATM   71  H   UNK     0       0.124   0.303   2.939  0.00  0.00           H+0
CONECT    1    2   42   43   44                                             
CONECT    2    1    3    4                                                  
CONECT    3    2   45   46   47                                             
CONECT    4    2    5   48                                                  
CONECT    5    4    6   49   50                                             
CONECT    6    5    7   14                                                  
CONECT    7    6    8   51                                                  
CONECT    8    7    9   13                                                  
CONECT    9    8   10   52                                                  
CONECT   10    9   11   53                                                  
CONECT   11   10   12   54                                                  
CONECT   12   11   13   55                                                  
CONECT   13   12   14    8                                                  
CONECT   14   13   15    6                                                  
CONECT   15   14   16   40                                                  
CONECT   16   15   17   18                                                  
CONECT   17   16   56                                                       
CONECT   18   16   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   38                                                  
CONECT   21   20   22   37                                                  
CONECT   22   21   23   28                                                  
CONECT   23   22   24   57   58                                             
CONECT   24   23   25   59                                                  
CONECT   25   24   26   27                                                  
CONECT   26   25   60   61   62                                             
CONECT   27   25   63   64   65                                             
CONECT   28   22   29   66                                                  
CONECT   29   28   30   37                                                  
CONECT   30   29   31   34                                                  
CONECT   31   30   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31   67                                                       
CONECT   34   30   35   68                                                  
CONECT   35   34   36   69                                                  
CONECT   36   35   37   70                                                  
CONECT   37   36   21   29                                                  
CONECT   38   20   39   40                                                  
CONECT   39   38   71                                                       
CONECT   40   38   41   15                                                  
CONECT   41   40                                                            
CONECT   42    1                                                            
CONECT   43    1                                                            
CONECT   44    1                                                            
CONECT   45    3                                                            
CONECT   46    3                                                            
CONECT   47    3                                                            
CONECT   48    4                                                            
CONECT   49    5                                                            
CONECT   50    5                                                            
CONECT   51    7                                                            
CONECT   52    9                                                            
CONECT   53   10                                                            
CONECT   54   11                                                            
CONECT   55   12                                                            
CONECT   56   17                                                            
CONECT   57   23                                                            
CONECT   58   23                                                            
CONECT   59   24                                                            
CONECT   60   26                                                            
CONECT   61   26                                                            
CONECT   62   26                                                            
CONECT   63   27                                                            
CONECT   64   27                                                            
CONECT   65   27                                                            
CONECT   66   28                                                            
CONECT   67   33                                                            
CONECT   68   34                                                            
CONECT   69   35                                                            
CONECT   70   36                                                            
CONECT   71   39                                                            
MASTER        0    0    0    0    0    0    0    0   71    0  150    0
END

RDKit          3D

71 75  0  0  0  0  0  0  0  0999 V2000
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   -3.0935   -1.7672   -0.4083 C   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
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  1 43  1  0
  1 44  1  0
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M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
3-{2,5-dihydroxy-4-[2-(3-methylbut-2-en-1-yl)-1H-indol-3-yl]-3,6-dioxocyclohexa-1,4-dien-1-yl}-2-(3-methylbut-2-en-1-yl)-1H-indole-7-carboxylate	Generator

Chemical Formula

C₃₃H₃₀N₂O₆

Average Mass

550.6110 Da

Monoisotopic Mass

550.21039 Da

IUPAC Name

3-{2,5-dihydroxy-4-[2-(3-methylbut-2-en-1-yl)-1H-indol-3-yl]-3,6-dioxocyclohexa-1,4-dien-1-yl}-2-(3-methylbut-2-en-1-yl)-1H-indole-7-carboxylic acid

Traditional Name

3-{2,5-dihydroxy-4-[2-(3-methylbut-2-en-1-yl)-1H-indol-3-yl]-3,6-dioxocyclohexa-1,4-dien-1-yl}-2-(3-methylbut-2-en-1-yl)-1H-indole-7-carboxylic acid

CAS Registry Number

Not Available

SMILES

[H]OC(=O)C1=C2N([H])C(=C(C2=C([H])C([H])=C1[H])C1=C(O[H])C(=O)C(C2=C(N([H])C3=C([H])C([H])=C([H])C([H])=C23)C([H])([H])C([H])=C(C([H])([H])[H])C([H])([H])[H])=C(O[H])C1=O)C([H])([H])C([H])=C(C([H])([H])[H])C([H])([H])[H]

InChI Identifier

InChI=1S/C33H30N2O6/c1-16(2)12-14-22-24(18-8-5-6-11-21(18)34-22)26-29(36)31(38)27(32(39)30(26)37)25-19-9-7-10-20(33(40)41)28(19)35-23(25)15-13-17(3)4/h5-13,34-36,39H,14-15H2,1-4H3,(H,40,41)

InChI Key

PIXWEIAVORPJGI-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
Aspergillus candidus	NPAtlas	10348035

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	4.09	ALOGPS
logP	6.16	ChemAxon
logS	-6	ALOGPS
pKa (Strongest Acidic)	3.52	ChemAxon
pKa (Strongest Basic)	-5.3	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	143.48 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	161.85 m³·mol⁻¹	ChemAxon
Polarizability	60.09 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

NPAtlas ID

NPA004235

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00016138

Chemspider ID

78434686

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

139584265

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Alvi KA, Pu H, Luche M, Rice A, App H, McMahon G, Dare H, Margolis B: Asterriquinones produced by Aspergillus candidus inhibit binding of the Grb-2 adapter to phosphorylated EGF receptor tyrosine kinase. J Antibiot (Tokyo). 1999 Mar;52(3):215-23. doi: 10.7164/antibiotics.52.215. [PubMed:10348035 ]

Showing NP-Card for Asterriquinone SU-5503 (NP0001647)

MOL for NP0001647 (Asterriquinone SU-5503)

3D MOL for NP0001647 (Asterriquinone SU-5503)

3D SDF for NP0001647 (Asterriquinone SU-5503)

3D-SDF for NP0001647 (Asterriquinone SU-5503)

PDB for NP0001647 (Asterriquinone SU-5503)

3D PDB for NP0001647 (Asterriquinone SU-5503)

SMILES for NP0001647 (Asterriquinone SU-5503)

INCHI for NP0001647 (Asterriquinone SU-5503)

Structure for NP0001647 (Asterriquinone SU-5503)

3D Structure for NP0001647 (Asterriquinone SU-5503)