NP-MRD: Showing NP-Card for Asperorydine F (NP0017402)

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Record Information

Version

2.0

Created at

2021-01-06 02:07:44 UTC

Updated at

2021-07-15 17:25:24 UTC

NP-MRD ID

NP0017402

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Asperorydine F

Provided By

NPAtlas

Description

1-[(2R,6R)-5,5-dimethyl-3-oxo-4,13-diazatetracyclo[6.6.1.0²,⁶.0¹²,¹⁵]Pentadeca-1(14),8(15),9,11-tetraen-4-yl]butane-1,3-dione belongs to the class of organic compounds known as isoindolones. These are aromatic polycyclic compounds that an isoindole bearing a ketone. Asperorydine F is found in Aspergillus oryzae. Based on a literature review very few articles have been published on 1-[(2R,6R)-5,5-dimethyl-3-oxo-4,13-diazatetracyclo[6.6.1.0²,⁶.0¹²,¹⁵]Pentadeca-1(14),8(15),9,11-tetraen-4-yl]butane-1,3-dione.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242104243D          

 44 47  0  0  0  0            999 V2000
   -4.2123   -0.9311    1.2449 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5371    0.3155    0.5206 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4077    1.0372    0.9663 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8667    0.7611   -0.7350 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7990   -0.1836   -1.1513 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1579   -1.2358   -1.7238 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4252    0.1077   -0.9017 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9019    1.2541   -0.2625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4809    2.0368    0.5016 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5178    1.3552   -0.6871 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3207    1.5808    0.5224 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2193    2.4981    1.5386 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2275    2.2681    2.4412 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9716    1.2239    2.0246 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0751    0.5137    2.4472 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5474   -0.5551    1.6809 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9579   -0.9450    0.5024 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8309   -0.2227    0.0664 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4049    0.8119    0.8469 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1417   -0.5480   -1.1772 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8770    0.1490   -1.4512 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3373   -0.7547   -1.2768 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1484   -1.7912   -0.2131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7221   -1.4144   -2.6045 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2065   -1.3742    1.5499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6309   -0.7412    2.1866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6966   -1.6869    0.6457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6506    0.7341   -1.5409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5084    1.7978   -0.6078 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5494    2.2491   -1.3784 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4936    3.2880    1.6590 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4317    2.7884    3.3214 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5407    0.8181    3.3722 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4139   -1.0703    2.0641 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2708   -1.7498   -0.1271 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9946   -1.6826   -1.1534 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8794   -0.3408   -2.0155 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8729    0.3906   -2.5655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1630   -2.0394    0.1981 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4431   -1.3723    0.6320 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2791   -2.7314   -0.6192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3692   -0.6910   -3.1339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2212   -2.3676   -2.3672 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1823   -1.5502   -3.2397 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
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 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
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 19 14  1  0  0  0  0
  1 25  1  0  0  0  0
  1 26  1  0  0  0  0
  1 27  1  0  0  0  0
  4 28  1  0  0  0  0
  4 29  1  0  0  0  0
 10 30  1  6  0  0  0
 12 31  1  0  0  0  0
 13 32  1  0  0  0  0
 15 33  1  0  0  0  0
 16 34  1  0  0  0  0
 17 35  1  0  0  0  0
 20 36  1  0  0  0  0
 20 37  1  0  0  0  0
 21 38  1  6  0  0  0
 23 39  1  0  0  0  0
 23 40  1  0  0  0  0
 23 41  1  0  0  0  0
 24 42  1  0  0  0  0
 24 43  1  0  0  0  0
 24 44  1  0  0  0  0
M  END

     RDKit          3D

 44 47  0  0  0  0  0  0  0  0999 V2000
   -4.2123   -0.9311    1.2449 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5371    0.3155    0.5206 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4077    1.0372    0.9663 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8667    0.7611   -0.7350 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7990   -0.1836   -1.1513 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1579   -1.2358   -1.7238 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4252    0.1077   -0.9017 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9019    1.2541   -0.2625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4809    2.0368    0.5016 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5178    1.3552   -0.6871 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3207    1.5808    0.5224 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2193    2.4981    1.5386 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2275    2.2681    2.4412 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9716    1.2239    2.0246 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0751    0.5137    2.4472 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5474   -0.5551    1.6809 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9579   -0.9450    0.5024 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8309   -0.2227    0.0664 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4049    0.8119    0.8469 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1417   -0.5480   -1.1772 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8770    0.1490   -1.4512 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3373   -0.7547   -1.2768 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1484   -1.7912   -0.2131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7221   -1.4144   -2.6045 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2065   -1.3742    1.5499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6309   -0.7412    2.1866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6966   -1.6869    0.6457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6506    0.7341   -1.5409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5084    1.7978   -0.6078 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5494    2.2491   -1.3784 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4936    3.2880    1.6590 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4317    2.7884    3.3214 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5407    0.8181    3.3722 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4139   -1.0703    2.0641 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2708   -1.7498   -0.1271 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9946   -1.6826   -1.1534 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8794   -0.3408   -2.0155 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8729    0.3906   -2.5655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1630   -2.0394    0.1981 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.3692   -0.6910   -3.1339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2212   -2.3676   -2.3672 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1823   -1.5502   -3.2397 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
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 18 20  1  0
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 21 22  1  0
 22 23  1  1
 22 24  1  0
 22  7  1  0
 21 10  1  0
 19 11  1  0
 19 14  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  4 28  1  0
  4 29  1  0
 10 30  1  6
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 13 32  1  0
 15 33  1  0
 16 34  1  0
 17 35  1  0
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 20 37  1  0
 21 38  1  6
 23 39  1  0
 23 40  1  0
 23 41  1  0
 24 42  1  0
 24 43  1  0
 24 44  1  0
M  END


  Mrv1652306242104243D          

 44 47  0  0  0  0            999 V2000
   -4.2123   -0.9311    1.2449 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5371    0.3155    0.5206 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4077    1.0372    0.9663 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8667    0.7611   -0.7350 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7990   -0.1836   -1.1513 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1579   -1.2358   -1.7238 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4252    0.1077   -0.9017 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9019    1.2541   -0.2625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4809    2.0368    0.5016 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5178    1.3552   -0.6871 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3207    1.5808    0.5224 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2193    2.4981    1.5386 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2275    2.2681    2.4412 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9716    1.2239    2.0246 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0751    0.5137    2.4472 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5474   -0.5551    1.6809 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9579   -0.9450    0.5024 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8309   -0.2227    0.0664 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4049    0.8119    0.8469 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1417   -0.5480   -1.1772 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8770    0.1490   -1.4512 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3373   -0.7547   -1.2768 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1484   -1.7912   -0.2131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7221   -1.4144   -2.6045 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2065   -1.3742    1.5499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6309   -0.7412    2.1866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6966   -1.6869    0.6457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6506    0.7341   -1.5409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5084    1.7978   -0.6078 H   0  0  0  0  0  0  0  0  0  0  0  0
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    4.5407    0.8181    3.3722 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4139   -1.0703    2.0641 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.1630   -2.0394    0.1981 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4431   -1.3723    0.6320 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2791   -2.7314   -0.6192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3692   -0.6910   -3.1339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2212   -2.3676   -2.3672 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1823   -1.5502   -3.2397 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
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 11 12  2  0  0  0  0
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 17 18  1  0  0  0  0
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 22  7  1  0  0  0  0
 21 10  1  0  0  0  0
 19 11  1  0  0  0  0
 19 14  1  0  0  0  0
  1 25  1  0  0  0  0
  1 26  1  0  0  0  0
  1 27  1  0  0  0  0
  4 28  1  0  0  0  0
  4 29  1  0  0  0  0
 10 30  1  6  0  0  0
 12 31  1  0  0  0  0
 13 32  1  0  0  0  0
 15 33  1  0  0  0  0
 16 34  1  0  0  0  0
 17 35  1  0  0  0  0
 20 36  1  0  0  0  0
 20 37  1  0  0  0  0
 21 38  1  6  0  0  0
 23 39  1  0  0  0  0
 23 40  1  0  0  0  0
 23 41  1  0  0  0  0
 24 42  1  0  0  0  0
 24 43  1  0  0  0  0
 24 44  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0017402

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]N1C([H])=C2C3=C(C([H])=C([H])C([H])=C13)C([H])([H])[C@]1([H])[C@@]2([H])C(=O)N(C(=O)C([H])([H])C(=O)C([H])([H])[H])C1(C([H])([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C19H20N2O3/c1-10(22)7-15(23)21-18(24)17-12-9-20-14-6-4-5-11(16(12)14)8-13(17)19(21,2)3/h4-6,9,13,17,20H,7-8H2,1-3H3/t13-,17+/m1/s1

> <INCHI_KEY>
NHXKXNQOTMRWNZ-DYVFJYSZSA-N

> <FORMULA>
C19H20N2O3

> <MOLECULAR_WEIGHT>
324.38

> <EXACT_MASS>
324.147392512

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
44

> <JCHEM_AVERAGE_POLARIZABILITY>
34.25430454927526

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-[(2R,6R)-5,5-dimethyl-3-oxo-4,13-diazatetracyclo[6.6.1.0^{2,6}.0^{12,15}]pentadeca-1(14),8(15),9,11-tetraen-4-yl]butane-1,3-dione

> <ALOGPS_LOGP>
2.83

> <JCHEM_LOGP>
2.073656561

> <ALOGPS_LOGS>
-3.25

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.948653324873273

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.98260450349213

> <JCHEM_PKA_STRONGEST_BASIC>
-7.130467207401605

> <JCHEM_POLAR_SURFACE_AREA>
70.24000000000001

> <JCHEM_REFRACTIVITY>
89.64160000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.83e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-[(2R,6R)-5,5-dimethyl-3-oxo-4,13-diazatetracyclo[6.6.1.0^{2,6}.0^{12,15}]pentadeca-1(14),8(15),9,11-tetraen-4-yl]butane-1,3-dione

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 44 47  0  0  0  0  0  0  0  0999 V2000
   -4.2123   -0.9311    1.2449 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5371    0.3155    0.5206 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4077    1.0372    0.9663 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8667    0.7611   -0.7350 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7990   -0.1836   -1.1513 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1579   -1.2358   -1.7238 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4252    0.1077   -0.9017 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9019    1.2541   -0.2625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4809    2.0368    0.5016 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5178    1.3552   -0.6871 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3207    1.5808    0.5224 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2193    2.4981    1.5386 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2275    2.2681    2.4412 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9716    1.2239    2.0246 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0751    0.5137    2.4472 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5474   -0.5551    1.6809 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9579   -0.9450    0.5024 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8309   -0.2227    0.0664 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4049    0.8119    0.8469 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1417   -0.5480   -1.1772 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8770    0.1490   -1.4512 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3373   -0.7547   -1.2768 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1484   -1.7912   -0.2131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7221   -1.4144   -2.6045 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2065   -1.3742    1.5499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6309   -0.7412    2.1866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6966   -1.6869    0.6457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6506    0.7341   -1.5409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5084    1.7978   -0.6078 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5494    2.2491   -1.3784 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4936    3.2880    1.6590 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4317    2.7884    3.3214 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5407    0.8181    3.3722 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4139   -1.0703    2.0641 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2708   -1.7498   -0.1271 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9946   -1.6826   -1.1534 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8794   -0.3408   -2.0155 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8729    0.3906   -2.5655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1630   -2.0394    0.1981 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4431   -1.3723    0.6320 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2791   -2.7314   -0.6192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3692   -0.6910   -3.1339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2212   -2.3676   -2.3672 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1823   -1.5502   -3.2397 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  1
 22 24  1  0
 22  7  1  0
 21 10  1  0
 19 11  1  0
 19 14  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  4 28  1  0
  4 29  1  0
 10 30  1  6
 12 31  1  0
 13 32  1  0
 15 33  1  0
 16 34  1  0
 17 35  1  0
 20 36  1  0
 20 37  1  0
 21 38  1  6
 23 39  1  0
 23 40  1  0
 23 41  1  0
 24 42  1  0
 24 43  1  0
 24 44  1  0
M  END

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  C   UNK     0      -4.212  -0.931   1.245  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.537   0.316   0.521  0.00  0.00           C+0
HETATM    3  O   UNK     0      -5.408   1.037   0.966  0.00  0.00           O+0
HETATM    4  C   UNK     0      -3.867   0.761  -0.735  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.799  -0.184  -1.151  0.00  0.00           C+0
HETATM    6  O   UNK     0      -3.158  -1.236  -1.724  0.00  0.00           O+0
HETATM    7  N   UNK     0      -1.425   0.108  -0.902  0.00  0.00           N+0
HETATM    8  C   UNK     0      -0.902   1.254  -0.263  0.00  0.00           C+0
HETATM    9  O   UNK     0      -1.481   2.037   0.502  0.00  0.00           O+0
HETATM   10  C   UNK     0       0.518   1.355  -0.687  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.321   1.581   0.522  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.219   2.498   1.539  0.00  0.00           C+0
HETATM   13  N   UNK     0       2.228   2.268   2.441  0.00  0.00           N+0
HETATM   14  C   UNK     0       2.972   1.224   2.025  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.075   0.514   2.447  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.547  -0.555   1.681  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.958  -0.945   0.502  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.831  -0.223   0.066  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.405   0.812   0.847  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.142  -0.548  -1.177  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.877   0.149  -1.451  0.00  0.00           C+0
HETATM   22  C   UNK     0      -0.337  -0.755  -1.277  0.00  0.00           C+0
HETATM   23  C   UNK     0      -0.148  -1.791  -0.213  0.00  0.00           C+0
HETATM   24  C   UNK     0      -0.722  -1.414  -2.604  0.00  0.00           C+0
HETATM   25  H   UNK     0      -5.207  -1.374   1.550  0.00  0.00           H+0
HETATM   26  H   UNK     0      -3.631  -0.741   2.187  0.00  0.00           H+0
HETATM   27  H   UNK     0      -3.697  -1.687   0.646  0.00  0.00           H+0
HETATM   28  H   UNK     0      -4.651   0.734  -1.541  0.00  0.00           H+0
HETATM   29  H   UNK     0      -3.508   1.798  -0.608  0.00  0.00           H+0
HETATM   30  H   UNK     0       0.549   2.249  -1.378  0.00  0.00           H+0
HETATM   31  H   UNK     0       0.494   3.288   1.659  0.00  0.00           H+0
HETATM   32  H   UNK     0       2.432   2.788   3.321  0.00  0.00           H+0
HETATM   33  H   UNK     0       4.541   0.818   3.372  0.00  0.00           H+0
HETATM   34  H   UNK     0       5.414  -1.070   2.064  0.00  0.00           H+0
HETATM   35  H   UNK     0       4.271  -1.750  -0.127  0.00  0.00           H+0
HETATM   36  H   UNK     0       1.995  -1.683  -1.153  0.00  0.00           H+0
HETATM   37  H   UNK     0       2.879  -0.341  -2.015  0.00  0.00           H+0
HETATM   38  H   UNK     0       0.873   0.391  -2.566  0.00  0.00           H+0
HETATM   39  H   UNK     0      -1.163  -2.039   0.198  0.00  0.00           H+0
HETATM   40  H   UNK     0       0.443  -1.372   0.632  0.00  0.00           H+0
HETATM   41  H   UNK     0       0.279  -2.731  -0.619  0.00  0.00           H+0
HETATM   42  H   UNK     0      -1.369  -0.691  -3.134  0.00  0.00           H+0
HETATM   43  H   UNK     0      -1.221  -2.368  -2.367  0.00  0.00           H+0
HETATM   44  H   UNK     0       0.182  -1.550  -3.240  0.00  0.00           H+0
CONECT    1    2   25   26   27                                             
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   28   29                                             
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8   22                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   21   30                                             
CONECT   11   10   12   19                                                  
CONECT   12   11   13   31                                                  
CONECT   13   12   14   32                                                  
CONECT   14   13   15   19                                                  
CONECT   15   14   16   33                                                  
CONECT   16   15   17   34                                                  
CONECT   17   16   18   35                                                  
CONECT   18   17   19   20                                                  
CONECT   19   18   11   14                                                  
CONECT   20   18   21   36   37                                             
CONECT   21   20   22   10   38                                             
CONECT   22   21   23   24    7                                             
CONECT   23   22   39   40   41                                             
CONECT   24   22   42   43   44                                             
CONECT   25    1                                                            
CONECT   26    1                                                            
CONECT   27    1                                                            
CONECT   28    4                                                            
CONECT   29    4                                                            
CONECT   30   10                                                            
CONECT   31   12                                                            
CONECT   32   13                                                            
CONECT   33   15                                                            
CONECT   34   16                                                            
CONECT   35   17                                                            
CONECT   36   20                                                            
CONECT   37   20                                                            
CONECT   38   21                                                            
CONECT   39   23                                                            
CONECT   40   23                                                            
CONECT   41   23                                                            
CONECT   42   24                                                            
CONECT   43   24                                                            
CONECT   44   24                                                            
MASTER        0    0    0    0    0    0    0    0   44    0   94    0
END

RDKit          3D

44 47  0  0  0  0  0  0  0  0999 V2000
   -4.2123   -0.9311    1.2449 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5371    0.3155    0.5206 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4077    1.0372    0.9663 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8667    0.7611   -0.7350 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7990   -0.1836   -1.1513 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1579   -1.2358   -1.7238 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4252    0.1077   -0.9017 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9019    1.2541   -0.2625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4809    2.0368    0.5016 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5178    1.3552   -0.6871 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3207    1.5808    0.5224 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2193    2.4981    1.5386 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2275    2.2681    2.4412 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9716    1.2239    2.0246 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0751    0.5137    2.4472 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5474   -0.5551    1.6809 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9579   -0.9450    0.5024 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8309   -0.2227    0.0664 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4049    0.8119    0.8469 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1417   -0.5480   -1.1772 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8770    0.1490   -1.4512 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3373   -0.7547   -1.2768 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1484   -1.7912   -0.2131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7221   -1.4144   -2.6045 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2065   -1.3742    1.5499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6309   -0.7412    2.1866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6966   -1.6869    0.6457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6506    0.7341   -1.5409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5084    1.7978   -0.6078 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5494    2.2491   -1.3784 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4936    3.2880    1.6590 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4317    2.7884    3.3214 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5407    0.8181    3.3722 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4139   -1.0703    2.0641 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2708   -1.7498   -0.1271 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9946   -1.6826   -1.1534 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8794   -0.3408   -2.0155 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8729    0.3906   -2.5655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1630   -2.0394    0.1981 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4431   -1.3723    0.6320 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2791   -2.7314   -0.6192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3692   -0.6910   -3.1339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2212   -2.3676   -2.3672 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1823   -1.5502   -3.2397 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  1
 22 24  1  0
 22  7  1  0
 21 10  1  0
 19 11  1  0
 19 14  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  4 28  1  0
  4 29  1  0
 10 30  1  6
 12 31  1  0
 13 32  1  0
 15 33  1  0
 16 34  1  0
 17 35  1  0
 20 36  1  0
 20 37  1  0
 21 38  1  6
 23 39  1  0
 23 40  1  0
 23 41  1  0
 24 42  1  0
 24 43  1  0
 24 44  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Not Available

Chemical Formula

C₁₉H₂₀N₂O₃

Average Mass

324.3800 Da

Monoisotopic Mass

324.14739 Da

IUPAC Name

1-[(2R,6R)-5,5-dimethyl-3-oxo-4,13-diazatetracyclo[6.6.1.0^{2,6}.0^{12,15}]pentadeca-1(14),8(15),9,11-tetraen-4-yl]butane-1,3-dione

Traditional Name

1-[(2R,6R)-5,5-dimethyl-3-oxo-4,13-diazatetracyclo[6.6.1.0^{2,6}.0^{12,15}]pentadeca-1(14),8(15),9,11-tetraen-4-yl]butane-1,3-dione

CAS Registry Number

Not Available

SMILES

CC(=O)CC(=O)N1C(=O)[C@@H]2[C@@H](CC3=C4C(NC=C24)=CC=C3)C1(C)C

InChI Identifier

InChI=1S/C19H20N2O3/c1-10(22)7-15(23)21-18(24)17-12-9-20-14-6-4-5-11(16(12)14)8-13(17)19(21,2)3/h4-6,9,13,17,20H,7-8H2,1-3H3/t13-,17+/m1/s1

InChI Key

NHXKXNQOTMRWNZ-DYVFJYSZSA-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 oryzae	NPAtlas	29271645

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as isoindolones. These are aromatic polycyclic compounds that an isoindole bearing a ketone.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Isoindoles and derivatives

Sub Class

Isoindolines

Direct Parent

Isoindolones

Alternative Parents

Substituents

3-alkylindole
Isoindolone
Indole or derivatives
Indole
N-acylpyrrolidine
Benzenoid
1,3-dicarbonyl compound
2-pyrrolidone
Pyrrolidone
Carboxylic acid imide, n-substituted
Heteroaromatic compound
Pyrrolidine
Pyrrole
Dicarboximide
Carboxylic acid imide
Lactam
Ketone
Azacycle
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen 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	2.83	ALOGPS
logP	2.07	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	8.98	ChemAxon
pKa (Strongest Basic)	-7.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	70.24 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	89.64 m³·mol⁻¹	ChemAxon
Polarizability	34.25 Å³	ChemAxon
Number of Rings	4	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

NPA024269

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

60596807

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

139591420

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Asperorydine F (NP0017402)

MOL for NP0017402 (Asperorydine F)

3D MOL for NP0017402 (Asperorydine F)

3D SDF for NP0017402 (Asperorydine F)

3D-SDF for NP0017402 (Asperorydine F)

PDB for NP0017402 (Asperorydine F)

3D PDB for NP0017402 (Asperorydine F)

SMILES for NP0017402 (Asperorydine F)

INCHI for NP0017402 (Asperorydine F)

Structure for NP0017402 (Asperorydine F)

3D Structure for NP0017402 (Asperorydine F)