NP-MRD: Showing NP-Card for roquefortine F (NP0037968)

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Record Information

Version

2.0

Created at

2021-06-20 20:46:26 UTC

Updated at

2021-06-30 00:10:29 UTC

NP-MRD ID

NP0037968

Secondary Accession Numbers

None

Natural Product Identification

Common Name

roquefortine F

Provided By

JEOL Database JEOL Logo

Description

(1R,4E,7S,9R)-6-hydroxy-4-[(1H-imidazol-5-yl)methylidene]-16-methoxy-9-(2-methylbut-3-en-2-yl)-2,5,16-triazatetracyclo[7.7.0.0²,⁷.0¹⁰,¹⁵]Hexadeca-5,10,12,14-tetraen-3-one belongs to the class of organic compounds known as pyrroloindoles. Pyrroloindoles are compounds containing a pyrroloindole moiety, which is a tricyclic heterocycle which consists of a pyrrole ring fused to an indole. Pyrrole is 5-membered ring consisting of four carbon atoms and one nitrogen atom. Indole is a bicyclic compound consisting of a six-membered benzene ring fused to a five-membered nitrogen-containing pyrrole ring. roquefortine F is found in Penicillium chrysogenum DS54555 and Penicillium sp.. roquefortine F was first documented in 2009 (Du, L., et al.). Based on a literature review very few articles have been published on (1R,4E,7S,9R)-6-hydroxy-4-[(1H-imidazol-5-yl)methylidene]-16-methoxy-9-(2-methylbut-3-en-2-yl)-2,5,16-triazatetracyclo[7.7.0.0²,⁷.0¹⁰,¹⁵]Hexadeca-5,10,12,14-tetraen-3-one.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202122463D          

 56 60  0  0  0  0            999 V2000
    4.2976    0.3984    1.1719 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0037    0.2551   -0.1284 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3631    1.2864   -1.0735 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3768    2.7048   -0.4446 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2929    1.3403   -2.3095 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8913    0.8492   -1.4623 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7720   -0.5301   -2.1677 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4237   -1.0868   -1.7091 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3738   -2.6068   -1.7984 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8421   -3.2467   -2.7368 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4194   -3.2156   -0.8584 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9419   -2.5926    0.2639 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8671   -3.2510    0.9877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6169   -2.8572    2.1269 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0669   -1.6158    2.5042 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7711   -1.8316    3.6567 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7689   -3.1770    3.8939 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0961   -3.8271    2.9713 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3701   -1.2406    0.6525 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3942   -0.8143    1.8022 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3091   -0.6041   -0.3542 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9552    0.6812   -0.1887 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0296    1.7699   -0.2623 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1873    1.7137    0.5030 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9330    2.4350    1.7053 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0354    2.3578   -1.5261 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8460    3.2845   -2.0552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6420    3.7386   -3.3592 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4295    3.2517   -4.1190 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3117    2.3117   -3.5817 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1151    1.8831   -2.2744 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0906    1.3045    1.7310 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7628   -0.4151    1.7230 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2707   -0.7036   -0.5760 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0437    3.4671   -1.1575 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7295    2.7740    0.4360 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3891    2.9920   -0.1343 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0344    2.1635   -2.9815 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2635    0.4101   -2.8873 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3368    1.5029   -2.0115 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5671   -1.2124   -1.8495 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8300   -0.4747   -3.2604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4102   -0.6768   -2.2911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6143   -4.1950   -1.0262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1262   -4.2566    0.6618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9417   -0.6265    2.0865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2215   -1.1276    4.2244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2719   -3.6190    4.7434 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4726    0.7050    0.7738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8355    2.3966    2.3215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1107    1.9827    2.2688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7083    3.4836    1.4841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6847    3.6431   -1.4677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3256    4.4654   -3.7905 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5683    3.6030   -5.1389 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1195    1.9240   -4.1934 H   0  0  0  0  0  0  0  0  0  0  0  0
  8 21  1  0  0  0  0
 27 26  2  0  0  0  0
 31 30  2  0  0  0  0
 30 29  1  0  0  0  0
 31 26  1  0  0  0  0
  3  5  1  0  0  0  0
  8  9  1  0  0  0  0
 21 19  1  0  0  0  0
 19 12  1  0  0  0  0
 12 11  1  0  0  0  0
 11  9  1  0  0  0  0
  6  3  1  1  0  0  0
  2  1  2  3  0  0  0
 22 49  1  1  0  0  0
  3  2  1  1  0  0  0
  9 10  2  0  0  0  0
 26 23  1  0  0  0  0
 12 13  2  0  0  0  0
 23 22  1  0  0  0  0
 13 14  1  0  0  0  0
 14 18  1  0  0  0  0
  6 31  1  0  0  0  0
  6 22  1  0  0  0  0
 29 28  2  0  0  0  0
  3  4  1  0  0  0  0
 18 17  2  0  0  0  0
 17 16  1  0  0  0  0
 16 15  1  0  0  0  0
 15 14  2  0  0  0  0
 28 27  1  0  0  0  0
 23 24  1  0  0  0  0
 22 21  1  0  0  0  0
 24 25  1  0  0  0  0
  8  7  1  0  0  0  0
  8 43  1  6  0  0  0
  7  6  1  0  0  0  0
 19 20  2  0  0  0  0
  2 34  1  0  0  0  0
  1 32  1  0  0  0  0
  1 33  1  0  0  0  0
  4 35  1  0  0  0  0
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 30 56  1  0  0  0  0
  7 41  1  0  0  0  0
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 25 50  1  0  0  0  0
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 25 52  1  0  0  0  0
M  END

     RDKit          3D

 56 60  0  0  0  0  0  0  0  0999 V2000
    4.2976    0.3984    1.1719 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0037    0.2551   -0.1284 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3631    1.2864   -1.0735 C   0  0  1  0  0  0  0  0  0  0  0  0
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    4.2929    1.3403   -2.3095 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8913    0.8492   -1.4623 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7720   -0.5301   -2.1677 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4237   -1.0868   -1.7091 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3738   -2.6068   -1.7984 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8421   -3.2467   -2.7368 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4194   -3.2156   -0.8584 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9419   -2.5926    0.2639 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8671   -3.2510    0.9877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6169   -2.8572    2.1269 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0669   -1.6158    2.5042 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7711   -1.8316    3.6567 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7689   -3.1770    3.8939 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0961   -3.8271    2.9713 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3701   -1.2406    0.6525 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3942   -0.8143    1.8022 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3091   -0.6041   -0.3542 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9552    0.6812   -0.1887 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0296    1.7699   -0.2623 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1873    1.7137    0.5030 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9330    2.4350    1.7053 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0354    2.3578   -1.5261 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8460    3.2845   -2.0552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6420    3.7386   -3.3592 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.3117    2.3117   -3.5817 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.2707   -0.7036   -0.5760 H   0  0  0  0  0  0  0  0  0  0  0  0
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    4.0344    2.1635   -2.9815 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2635    0.4101   -2.8873 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3368    1.5029   -2.0115 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5671   -1.2124   -1.8495 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8300   -0.4747   -3.2604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4102   -0.6768   -2.2911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6143   -4.1950   -1.0262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1262   -4.2566    0.6618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9417   -0.6265    2.0865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2215   -1.1276    4.2244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2719   -3.6190    4.7434 H   0  0  0  0  0  0  0  0  0  0  0  0
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  8 21  1  0
 27 26  2  0
 31 30  2  0
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 31 26  1  0
  3  5  1  0
  8  9  1  0
 21 19  1  0
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  6  3  1  1
  2  1  2  3
 22 49  1  1
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  9 10  2  0
 26 23  1  0
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 23 22  1  0
 13 14  1  0
 14 18  1  0
  6 31  1  0
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 28 27  1  0
 23 24  1  0
 22 21  1  0
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 13 45  1  0
 17 48  1  0
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 15 46  1  0
 25 50  1  0
 25 51  1  0
 25 52  1  0
M  END


  Mrv1652306202122463D          

 56 60  0  0  0  0            999 V2000
    4.2976    0.3984    1.1719 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0037    0.2551   -0.1284 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3631    1.2864   -1.0735 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3768    2.7048   -0.4446 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2929    1.3403   -2.3095 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8913    0.8492   -1.4623 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7720   -0.5301   -2.1677 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4237   -1.0868   -1.7091 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3738   -2.6068   -1.7984 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8421   -3.2467   -2.7368 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4194   -3.2156   -0.8584 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9419   -2.5926    0.2639 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8671   -3.2510    0.9877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6169   -2.8572    2.1269 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0669   -1.6158    2.5042 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7711   -1.8316    3.6567 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7689   -3.1770    3.8939 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0961   -3.8271    2.9713 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3701   -1.2406    0.6525 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3942   -0.8143    1.8022 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3091   -0.6041   -0.3542 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9552    0.6812   -0.1887 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0296    1.7699   -0.2623 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1873    1.7137    0.5030 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9330    2.4350    1.7053 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0354    2.3578   -1.5261 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8460    3.2845   -2.0552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6420    3.7386   -3.3592 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4295    3.2517   -4.1190 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3117    2.3117   -3.5817 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1151    1.8831   -2.2744 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0906    1.3045    1.7310 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7628   -0.4151    1.7230 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2707   -0.7036   -0.5760 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0437    3.4671   -1.1575 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7295    2.7740    0.4360 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3891    2.9920   -0.1343 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0344    2.1635   -2.9815 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2635    0.4101   -2.8873 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3368    1.5029   -2.0115 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5671   -1.2124   -1.8495 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8300   -0.4747   -3.2604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4102   -0.6768   -2.2911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6143   -4.1950   -1.0262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1262   -4.2566    0.6618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9417   -0.6265    2.0865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2215   -1.1276    4.2244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2719   -3.6190    4.7434 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4726    0.7050    0.7738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8355    2.3966    2.3215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1107    1.9827    2.2688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7083    3.4836    1.4841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6847    3.6431   -1.4677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3256    4.4654   -3.7905 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5683    3.6030   -5.1389 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1195    1.9240   -4.1934 H   0  0  0  0  0  0  0  0  0  0  0  0
  8 21  1  0  0  0  0
 27 26  2  0  0  0  0
 31 30  2  0  0  0  0
 30 29  1  0  0  0  0
 31 26  1  0  0  0  0
  3  5  1  0  0  0  0
  8  9  1  0  0  0  0
 21 19  1  0  0  0  0
 19 12  1  0  0  0  0
 12 11  1  0  0  0  0
 11  9  1  0  0  0  0
  6  3  1  1  0  0  0
  2  1  2  3  0  0  0
 22 49  1  1  0  0  0
  3  2  1  1  0  0  0
  9 10  2  0  0  0  0
 26 23  1  0  0  0  0
 12 13  2  0  0  0  0
 23 22  1  0  0  0  0
 13 14  1  0  0  0  0
 14 18  1  0  0  0  0
  6 31  1  0  0  0  0
  6 22  1  0  0  0  0
 29 28  2  0  0  0  0
  3  4  1  0  0  0  0
 18 17  2  0  0  0  0
 17 16  1  0  0  0  0
 16 15  1  0  0  0  0
 15 14  2  0  0  0  0
 28 27  1  0  0  0  0
 23 24  1  0  0  0  0
 22 21  1  0  0  0  0
 24 25  1  0  0  0  0
  8  7  1  0  0  0  0
  8 43  1  6  0  0  0
  7  6  1  0  0  0  0
 19 20  2  0  0  0  0
  2 34  1  0  0  0  0
  1 32  1  0  0  0  0
  1 33  1  0  0  0  0
  4 35  1  0  0  0  0
  4 36  1  0  0  0  0
  4 37  1  0  0  0  0
  5 38  1  0  0  0  0
  5 39  1  0  0  0  0
  5 40  1  0  0  0  0
 29 55  1  0  0  0  0
 28 54  1  0  0  0  0
 27 53  1  0  0  0  0
 30 56  1  0  0  0  0
  7 41  1  0  0  0  0
  7 42  1  0  0  0  0
 11 44  1  0  0  0  0
 13 45  1  0  0  0  0
 17 48  1  0  0  0  0
 16 47  1  0  0  0  0
 15 46  1  0  0  0  0
 25 50  1  0  0  0  0
 25 51  1  0  0  0  0
 25 52  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0037968

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]C([H])=C([H])C(C([H])([H])[H])(C([H])([H])[H])[C@]12C3=C([H])C([H])=C([H])C([H])=C3N(OC([H])([H])[H])[C@@]1([H])N1C(=O)\C(N([H])C(=O)[C@]1([H])C2([H])[H])=C(\[H])C1=C([H])N([H])C([H])=N1

> <INCHI_IDENTIFIER>
InChI=1S/C23H25N5O3/c1-5-22(2,3)23-11-18-19(29)26-16(10-14-12-24-13-25-14)20(30)27(18)21(23)28(31-4)17-9-7-6-8-15(17)23/h5-10,12-13,18,21H,1,11H2,2-4H3,(H,24,25)(H,26,29)/b16-10+/t18-,21+,23+/m0/s1

> <INCHI_KEY>
UGXLTDJSORIITQ-QTJDKHMESA-N

> <FORMULA>
C23H25N5O3

> <MOLECULAR_WEIGHT>
419.485

> <EXACT_MASS>
419.195739685

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
56

> <JCHEM_AVERAGE_POLARIZABILITY>
44.37505358844676

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,4E,7S,9R)-4-[(1H-imidazol-4-yl)methylidene]-16-methoxy-9-(2-methylbut-3-en-2-yl)-2,5,16-triazatetracyclo[7.7.0.0^{2,7}.0^{10,15}]hexadeca-10,12,14-triene-3,6-dione

> <ALOGPS_LOGP>
2.82

> <JCHEM_LOGP>
2.186937441333334

> <ALOGPS_LOGS>
-3.22

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.713707107322747

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.699293765286281

> <JCHEM_PKA_STRONGEST_BASIC>
6.0400573942433

> <JCHEM_POLAR_SURFACE_AREA>
90.55999999999999

> <JCHEM_REFRACTIVITY>
126.25699999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.51e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,4E,7S,9R)-4-(1H-imidazol-4-ylmethylidene)-16-methoxy-9-(2-methylbut-3-en-2-yl)-2,5,16-triazatetracyclo[7.7.0.0^{2,7}.0^{10,15}]hexadeca-10,12,14-triene-3,6-dione

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 56 60  0  0  0  0  0  0  0  0999 V2000
    4.2976    0.3984    1.1719 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0037    0.2551   -0.1284 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3631    1.2864   -1.0735 C   0  0  1  0  0  0  0  0  0  0  0  0
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    1.8913    0.8492   -1.4623 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7720   -0.5301   -2.1677 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4237   -1.0868   -1.7091 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3738   -2.6068   -1.7984 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8421   -3.2467   -2.7368 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4194   -3.2156   -0.8584 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9419   -2.5926    0.2639 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8671   -3.2510    0.9877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6169   -2.8572    2.1269 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0669   -1.6158    2.5042 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7711   -1.8316    3.6567 N   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.0961   -3.8271    2.9713 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3701   -1.2406    0.6525 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3942   -0.8143    1.8022 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3091   -0.6041   -0.3542 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9552    0.6812   -0.1887 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0296    1.7699   -0.2623 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1873    1.7137    0.5030 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9330    2.4350    1.7053 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0354    2.3578   -1.5261 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8460    3.2845   -2.0552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6420    3.7386   -3.3592 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4295    3.2517   -4.1190 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3117    2.3117   -3.5817 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1151    1.8831   -2.2744 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0906    1.3045    1.7310 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7628   -0.4151    1.7230 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2707   -0.7036   -0.5760 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0437    3.4671   -1.1575 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7295    2.7740    0.4360 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3891    2.9920   -0.1343 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0344    2.1635   -2.9815 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2635    0.4101   -2.8873 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3368    1.5029   -2.0115 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5671   -1.2124   -1.8495 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8300   -0.4747   -3.2604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4102   -0.6768   -2.2911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6143   -4.1950   -1.0262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1262   -4.2566    0.6618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9417   -0.6265    2.0865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2215   -1.1276    4.2244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2719   -3.6190    4.7434 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4726    0.7050    0.7738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8355    2.3966    2.3215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1107    1.9827    2.2688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7083    3.4836    1.4841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6847    3.6431   -1.4677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3256    4.4654   -3.7905 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5683    3.6030   -5.1389 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1195    1.9240   -4.1934 H   0  0  0  0  0  0  0  0  0  0  0  0
  8 21  1  0
 27 26  2  0
 31 30  2  0
 30 29  1  0
 31 26  1  0
  3  5  1  0
  8  9  1  0
 21 19  1  0
 19 12  1  0
 12 11  1  0
 11  9  1  0
  6  3  1  1
  2  1  2  3
 22 49  1  1
  3  2  1  1
  9 10  2  0
 26 23  1  0
 12 13  2  0
 23 22  1  0
 13 14  1  0
 14 18  1  0
  6 31  1  0
  6 22  1  0
 29 28  2  0
  3  4  1  0
 18 17  2  0
 17 16  1  0
 16 15  1  0
 15 14  2  0
 28 27  1  0
 23 24  1  0
 22 21  1  0
 24 25  1  0
  8  7  1  0
  8 43  1  6
  7  6  1  0
 19 20  2  0
  2 34  1  0
  1 32  1  0
  1 33  1  0
  4 35  1  0
  4 36  1  0
  4 37  1  0
  5 38  1  0
  5 39  1  0
  5 40  1  0
 29 55  1  0
 28 54  1  0
 27 53  1  0
 30 56  1  0
  7 41  1  0
  7 42  1  0
 11 44  1  0
 13 45  1  0
 17 48  1  0
 16 47  1  0
 15 46  1  0
 25 50  1  0
 25 51  1  0
 25 52  1  0
M  END

HEADER    PROTEIN                                 20-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUN-21         0                                  
HETATM    1  C   UNK     0       4.298   0.398   1.172  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.004   0.255  -0.128  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.363   1.286  -1.073  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.377   2.705  -0.445  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.293   1.340  -2.309  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.891   0.849  -1.462  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.772  -0.530  -2.168  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.424  -1.087  -1.709  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.374  -2.607  -1.798  0.00  0.00           C+0
HETATM   10  O   UNK     0       0.842  -3.247  -2.737  0.00  0.00           O+0
HETATM   11  N   UNK     0      -0.419  -3.216  -0.858  0.00  0.00           N+0
HETATM   12  C   UNK     0      -0.942  -2.593   0.264  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.867  -3.251   0.988  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.617  -2.857   2.127  0.00  0.00           C+0
HETATM   15  C   UNK     0      -3.067  -1.616   2.504  0.00  0.00           C+0
HETATM   16  N   UNK     0      -3.771  -1.832   3.657  0.00  0.00           N+0
HETATM   17  C   UNK     0      -3.769  -3.177   3.894  0.00  0.00           C+0
HETATM   18  N   UNK     0      -3.096  -3.827   2.971  0.00  0.00           N+0
HETATM   19  C   UNK     0      -0.370  -1.241   0.653  0.00  0.00           C+0
HETATM   20  O   UNK     0      -0.394  -0.814   1.802  0.00  0.00           O+0
HETATM   21  N   UNK     0       0.309  -0.604  -0.354  0.00  0.00           N+0
HETATM   22  C   UNK     0       0.955   0.681  -0.189  0.00  0.00           C+0
HETATM   23  N   UNK     0      -0.030   1.770  -0.262  0.00  0.00           N+0
HETATM   24  O   UNK     0      -1.187   1.714   0.503  0.00  0.00           O+0
HETATM   25  C   UNK     0      -0.933   2.435   1.705  0.00  0.00           C+0
HETATM   26  C   UNK     0       0.035   2.358  -1.526  0.00  0.00           C+0
HETATM   27  C   UNK     0      -0.846   3.285  -2.055  0.00  0.00           C+0
HETATM   28  C   UNK     0      -0.642   3.739  -3.359  0.00  0.00           C+0
HETATM   29  C   UNK     0       0.430   3.252  -4.119  0.00  0.00           C+0
HETATM   30  C   UNK     0       1.312   2.312  -3.582  0.00  0.00           C+0
HETATM   31  C   UNK     0       1.115   1.883  -2.274  0.00  0.00           C+0
HETATM   32  H   UNK     0       4.091   1.305   1.731  0.00  0.00           H+0
HETATM   33  H   UNK     0       4.763  -0.415   1.723  0.00  0.00           H+0
HETATM   34  H   UNK     0       4.271  -0.704  -0.576  0.00  0.00           H+0
HETATM   35  H   UNK     0       3.044   3.467  -1.157  0.00  0.00           H+0
HETATM   36  H   UNK     0       2.729   2.774   0.436  0.00  0.00           H+0
HETATM   37  H   UNK     0       4.389   2.992  -0.134  0.00  0.00           H+0
HETATM   38  H   UNK     0       4.034   2.163  -2.982  0.00  0.00           H+0
HETATM   39  H   UNK     0       4.263   0.410  -2.887  0.00  0.00           H+0
HETATM   40  H   UNK     0       5.337   1.503  -2.011  0.00  0.00           H+0
HETATM   41  H   UNK     0       2.567  -1.212  -1.849  0.00  0.00           H+0
HETATM   42  H   UNK     0       1.830  -0.475  -3.260  0.00  0.00           H+0
HETATM   43  H   UNK     0      -0.410  -0.677  -2.291  0.00  0.00           H+0
HETATM   44  H   UNK     0      -0.614  -4.195  -1.026  0.00  0.00           H+0
HETATM   45  H   UNK     0      -2.126  -4.257   0.662  0.00  0.00           H+0
HETATM   46  H   UNK     0      -2.942  -0.627   2.087  0.00  0.00           H+0
HETATM   47  H   UNK     0      -4.221  -1.128   4.224  0.00  0.00           H+0
HETATM   48  H   UNK     0      -4.272  -3.619   4.743  0.00  0.00           H+0
HETATM   49  H   UNK     0       1.473   0.705   0.774  0.00  0.00           H+0
HETATM   50  H   UNK     0      -1.835   2.397   2.321  0.00  0.00           H+0
HETATM   51  H   UNK     0      -0.111   1.983   2.269  0.00  0.00           H+0
HETATM   52  H   UNK     0      -0.708   3.484   1.484  0.00  0.00           H+0
HETATM   53  H   UNK     0      -1.685   3.643  -1.468  0.00  0.00           H+0
HETATM   54  H   UNK     0      -1.326   4.465  -3.791  0.00  0.00           H+0
HETATM   55  H   UNK     0       0.568   3.603  -5.139  0.00  0.00           H+0
HETATM   56  H   UNK     0       2.119   1.924  -4.193  0.00  0.00           H+0
CONECT    1    2   32   33                                                  
CONECT    2    1    3   34                                                  
CONECT    3    5    6    2    4                                             
CONECT    4    3   35   36   37                                             
CONECT    5    3   38   39   40                                             
CONECT    6    3   31   22    7                                             
CONECT    7    8    6   41   42                                             
CONECT    8   21    9    7   43                                             
CONECT    9    8   11   10                                                  
CONECT   10    9                                                            
CONECT   11   12    9   44                                                  
CONECT   12   19   11   13                                                  
CONECT   13   12   14   45                                                  
CONECT   14   13   18   15                                                  
CONECT   15   16   14   46                                                  
CONECT   16   17   15   47                                                  
CONECT   17   18   16   48                                                  
CONECT   18   14   17                                                       
CONECT   19   21   12   20                                                  
CONECT   20   19                                                            
CONECT   21    8   19   22                                                  
CONECT   22   49   23    6   21                                             
CONECT   23   26   22   24                                                  
CONECT   24   23   25                                                       
CONECT   25   24   50   51   52                                             
CONECT   26   27   31   23                                                  
CONECT   27   26   28   53                                                  
CONECT   28   29   27   54                                                  
CONECT   29   30   28   55                                                  
CONECT   30   31   29   56                                                  
CONECT   31   30   26    6                                                  
CONECT   32    1                                                            
CONECT   33    1                                                            
CONECT   34    2                                                            
CONECT   35    4                                                            
CONECT   36    4                                                            
CONECT   37    4                                                            
CONECT   38    5                                                            
CONECT   39    5                                                            
CONECT   40    5                                                            
CONECT   41    7                                                            
CONECT   42    7                                                            
CONECT   43    8                                                            
CONECT   44   11                                                            
CONECT   45   13                                                            
CONECT   46   15                                                            
CONECT   47   16                                                            
CONECT   48   17                                                            
CONECT   49   22                                                            
CONECT   50   25                                                            
CONECT   51   25                                                            
CONECT   52   25                                                            
CONECT   53   27                                                            
CONECT   54   28                                                            
CONECT   55   29                                                            
CONECT   56   30                                                            
MASTER        0    0    0    0    0    0    0    0   56    0  120    0
END

RDKit          3D

56 60  0  0  0  0  0  0  0  0999 V2000
    4.2976    0.3984    1.1719 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0037    0.2551   -0.1284 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3631    1.2864   -1.0735 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3768    2.7048   -0.4446 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2929    1.3403   -2.3095 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8913    0.8492   -1.4623 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7720   -0.5301   -2.1677 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4237   -1.0868   -1.7091 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3738   -2.6068   -1.7984 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8421   -3.2467   -2.7368 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4194   -3.2156   -0.8584 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9419   -2.5926    0.2639 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8671   -3.2510    0.9877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6169   -2.8572    2.1269 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0669   -1.6158    2.5042 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7711   -1.8316    3.6567 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7689   -3.1770    3.8939 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0961   -3.8271    2.9713 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3701   -1.2406    0.6525 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3942   -0.8143    1.8022 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3091   -0.6041   -0.3542 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9552    0.6812   -0.1887 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0296    1.7699   -0.2623 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1873    1.7137    0.5030 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9330    2.4350    1.7053 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0354    2.3578   -1.5261 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8460    3.2845   -2.0552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6420    3.7386   -3.3592 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4295    3.2517   -4.1190 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3117    2.3117   -3.5817 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1151    1.8831   -2.2744 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0906    1.3045    1.7310 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7628   -0.4151    1.7230 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2707   -0.7036   -0.5760 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0437    3.4671   -1.1575 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7295    2.7740    0.4360 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3891    2.9920   -0.1343 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0344    2.1635   -2.9815 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2635    0.4101   -2.8873 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3368    1.5029   -2.0115 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5671   -1.2124   -1.8495 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8300   -0.4747   -3.2604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4102   -0.6768   -2.2911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6143   -4.1950   -1.0262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1262   -4.2566    0.6618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9417   -0.6265    2.0865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2215   -1.1276    4.2244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2719   -3.6190    4.7434 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4726    0.7050    0.7738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8355    2.3966    2.3215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1107    1.9827    2.2688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7083    3.4836    1.4841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6847    3.6431   -1.4677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3256    4.4654   -3.7905 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5683    3.6030   -5.1389 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1195    1.9240   -4.1934 H   0  0  0  0  0  0  0  0  0  0  0  0
  8 21  1  0
 27 26  2  0
 31 30  2  0
 30 29  1  0
 31 26  1  0
  3  5  1  0
  8  9  1  0
 21 19  1  0
 19 12  1  0
 12 11  1  0
 11  9  1  0
  6  3  1  1
  2  1  2  3
 22 49  1  1
  3  2  1  1
  9 10  2  0
 26 23  1  0
 12 13  2  0
 23 22  1  0
 13 14  1  0
 14 18  1  0
  6 31  1  0
  6 22  1  0
 29 28  2  0
  3  4  1  0
 18 17  2  0
 17 16  1  0
 16 15  1  0
 15 14  2  0
 28 27  1  0
 23 24  1  0
 22 21  1  0
 24 25  1  0
  8  7  1  0
  8 43  1  6
  7  6  1  0
 19 20  2  0
  2 34  1  0
  1 32  1  0
  1 33  1  0
  4 35  1  0
  4 36  1  0
  4 37  1  0
  5 38  1  0
  5 39  1  0
  5 40  1  0
 29 55  1  0
 28 54  1  0
 27 53  1  0
 30 56  1  0
  7 41  1  0
  7 42  1  0
 11 44  1  0
 13 45  1  0
 17 48  1  0
 16 47  1  0
 15 46  1  0
 25 50  1  0
 25 51  1  0
 25 52  1  0
M  END

View in JSmol View DFT Assignments 3D Conformers

Synonyms

Not Available

Chemical Formula

C₂₃H₂₅N₅O₃

Average Mass

419.4850 Da

Monoisotopic Mass

419.19574 Da

IUPAC Name

(1R,4E,7S,9R)-4-[(1H-imidazol-4-yl)methylidene]-16-methoxy-9-(2-methylbut-3-en-2-yl)-2,5,16-triazatetracyclo[7.7.0.0^{2,7}.0^{10,15}]hexadeca-10,12,14-triene-3,6-dione

Traditional Name

(1R,4E,7S,9R)-4-(1H-imidazol-4-ylmethylidene)-16-methoxy-9-(2-methylbut-3-en-2-yl)-2,5,16-triazatetracyclo[7.7.0.0^{2,7}.0^{10,15}]hexadeca-10,12,14-triene-3,6-dione

CAS Registry Number

Not Available

SMILES

[H]C([H])=C([H])C(C([H])([H])[H])(C([H])([H])[H])[C@]12C3=C([H])C([H])=C([H])C([H])=C3N(OC([H])([H])[H])[C@@]1([H])N1C(=O)\C(N([H])C(=O)[C@]1([H])C2([H])[H])=C(\[H])C1=C([H])N([H])C([H])=N1

InChI Identifier

InChI=1S/C23H25N5O3/c1-5-22(2,3)23-11-18-19(29)26-16(10-14-12-24-13-25-14)20(30)27(18)21(23)28(31-4)17-9-7-6-8-15(17)23/h5-10,12-13,18,21H,1,11H2,2-4H3,(H,24,25)(H,26,29)/b16-10+/t18-,21+,23+/m0/s1

InChI Key

UGXLTDJSORIITQ-QTJDKHMESA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 175 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 225 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 250 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, chcl3, 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 chrysogenum DS54555	Fungi	KNApSAcK
Penicillium sp.	JEOL database	Du, L., et al, Tetrahedron 65, 1033 (2009)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyrroloindoles. Pyrroloindoles are compounds containing a pyrroloindole moiety, which is a tricyclic heterocycle which consists of a pyrrole ring fused to an indole. Pyrrole is 5-membered ring consisting of four carbon atoms and one nitrogen atom. Indole is a bicyclic compound consisting of a six-membered benzene ring fused to a five-membered nitrogen-containing pyrrole ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Pyrroloindoles

Direct Parent

Pyrroloindoles

Alternative Parents

Substituents

Pyrroloindole
Alpha-amino acid or derivatives
Indole
1-hydroxylamino, 4-unsubstituted benzenoid
1-hydroxylamino, 2-unsubstituted benzenoid
Dioxopiperazine
2,5-dioxopiperazine
N-alkylpiperazine
1,4-diazinane
Piperazine
Benzenoid
Azole
Imidazole
Heteroaromatic compound
Pyrrole
Pyrrolidine
Tertiary carboxylic acid amide
Lactam
Carboxamide group
Secondary carboxylic acid amide
Azacycle
Carboxylic acid derivative
N-organohydroxylamine
Organic nitrogen compound
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Carbonyl group
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	2.82	ALOGPS
logP	2.19	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	11.7	ChemAxon
pKa (Strongest Basic)	6.04	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	90.56 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	126.26 m³·mol⁻¹	ChemAxon
Polarizability	44.38 Å³	ChemAxon
Number of Rings	5	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

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

78438492

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

25223215

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Du, L., et al. (2009). Du, L., et al, Tetrahedron 65, 1033 (2009). Tetrahedron.

Showing NP-Card for roquefortine F (NP0037968)

MOL for NP0037968 (roquefortine F)

3D MOL for NP0037968 (roquefortine F)

3D SDF for NP0037968 (roquefortine F)

3D-SDF for NP0037968 (roquefortine F)

PDB for NP0037968 (roquefortine F)

3D PDB for NP0037968 (roquefortine F)

SMILES for NP0037968 (roquefortine F)

INCHI for NP0037968 (roquefortine F)

Structure for NP0037968 (roquefortine F)

3D Structure for NP0037968 (roquefortine F)