NP-MRD: Showing NP-Card for PF 1140 (NP0034263)

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Record Information

Version

2.0

Created at

2021-06-20 18:02:33 UTC

Updated at

2021-06-30 00:04:32 UTC

NP-MRD ID

NP0034263

Secondary Accession Numbers

None

Natural Product Identification

Common Name

PF 1140

Provided By

JEOL Database JEOL Logo

Description

PF-1140 belongs to the class of organic compounds known as chromenopyridines. These are aromatic heterocyclic compounds structurally characterized by a pyridine ring fused to a chromene moiety. PF 1140 is found in Penicillium sp. PF 1140 was first documented in 2009 (Silva, E. D., et al.). Based on a literature review very few articles have been published on PF-1140.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202120023D          

 43 45  0  0  0  0            999 V2000
   -0.0493    1.4476    2.1513 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3139    0.5141    0.9893 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3430   -0.5094    1.4949 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7878   -1.4722    0.3946 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7942   -2.4841    0.9441 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5709   -2.1901   -0.1907 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5140   -1.2349   -0.7514 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7356   -2.1269   -1.1105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0288   -0.4316   -2.0049 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3901   -1.2946   -3.1960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0211    0.4829   -2.5120 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8466    1.0879   -1.5980 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7674    2.0296   -2.1958 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6947    2.6258   -1.4376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7594    2.3219   -0.1108 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7914    2.9522    0.6091 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9448    1.4326    0.5551 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1001    1.1575    1.7434 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8642    0.8120   -0.2794 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9250   -0.1902    0.3453 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6322    2.3070    1.8081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6202    0.9197    2.9221 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8544    1.8502    2.6225 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8084    1.1390    0.2341 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2215    0.0180    1.8883 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9159   -1.0747    2.3343 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2931   -0.9042   -0.3954 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6755   -1.9746    1.3477 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3565   -3.0891    1.7455 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1326   -3.1625    0.1538 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8968   -2.8965   -0.9633 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1214   -2.8091    0.5994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1652   -2.5797   -0.2091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5368   -1.5754   -1.6110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4448   -2.9490   -1.7737 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8410    0.1820   -1.7456 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7204   -0.6544   -4.0226 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2129   -1.9698   -2.9492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4497   -1.8788   -3.5852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6891    2.2363   -3.2576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4144    3.3380   -1.8235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6820    2.5443    1.4936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4532   -0.7357    1.1399 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 19  1  0  0  0  0
 12 19  2  0  0  0  0
 13 14  2  0  0  0  0
 13 12  1  0  0  0  0
  7  6  1  0  0  0  0
 20  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  6  1  0  0  0  0
 14 15  1  0  0  0  0
 17 18  2  0  0  0  0
 12 11  1  0  0  0  0
 15 16  1  0  0  0  0
 19 20  1  0  0  0  0
  9 10  1  0  0  0  0
  7  9  1  0  0  0  0
  7  8  1  6  0  0  0
  9 11  1  0  0  0  0
  4  5  1  0  0  0  0
  7 20  1  0  0  0  0
  2  1  1  0  0  0  0
 15 17  1  0  0  0  0
 20 43  1  1  0  0  0
 13 40  1  0  0  0  0
 14 41  1  0  0  0  0
  9 36  1  1  0  0  0
  2 24  1  6  0  0  0
  3 25  1  0  0  0  0
  3 26  1  0  0  0  0
  4 27  1  6  0  0  0
  6 31  1  0  0  0  0
  6 32  1  0  0  0  0
 16 42  1  0  0  0  0
 10 37  1  0  0  0  0
 10 38  1  0  0  0  0
 10 39  1  0  0  0  0
  8 33  1  0  0  0  0
  8 34  1  0  0  0  0
  8 35  1  0  0  0  0
  5 28  1  0  0  0  0
  5 29  1  0  0  0  0
  5 30  1  0  0  0  0
  1 21  1  0  0  0  0
  1 22  1  0  0  0  0
  1 23  1  0  0  0  0
M  END

     RDKit          3D

 43 45  0  0  0  0  0  0  0  0999 V2000
   -0.0493    1.4476    2.1513 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3139    0.5141    0.9893 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3430   -0.5094    1.4949 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7878   -1.4722    0.3946 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7942   -2.4841    0.9441 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5709   -2.1901   -0.1907 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5140   -1.2349   -0.7514 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7356   -2.1269   -1.1105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0288   -0.4316   -2.0049 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3901   -1.2946   -3.1960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0211    0.4829   -2.5120 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8466    1.0879   -1.5980 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7674    2.0296   -2.1958 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6947    2.6258   -1.4376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7594    2.3219   -0.1108 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7914    2.9522    0.6091 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9448    1.4326    0.5551 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1001    1.1575    1.7434 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8642    0.8120   -0.2794 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9250   -0.1902    0.3453 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6322    2.3070    1.8081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6202    0.9197    2.9221 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8544    1.8502    2.6225 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8084    1.1390    0.2341 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2215    0.0180    1.8883 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9159   -1.0747    2.3343 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2931   -0.9042   -0.3954 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6755   -1.9746    1.3477 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3565   -3.0891    1.7455 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1326   -3.1625    0.1538 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8968   -2.8965   -0.9633 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1214   -2.8091    0.5994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1652   -2.5797   -0.2091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5368   -1.5754   -1.6110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4448   -2.9490   -1.7737 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8410    0.1820   -1.7456 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7204   -0.6544   -4.0226 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2129   -1.9698   -2.9492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4497   -1.8788   -3.5852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6891    2.2363   -3.2576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4144    3.3380   -1.8235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6820    2.5443    1.4936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4532   -0.7357    1.1399 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 19  1  0
 12 19  2  0
 13 14  2  0
 13 12  1  0
  7  6  1  0
 20  2  1  0
  2  3  1  0
  3  4  1  0
  4  6  1  0
 14 15  1  0
 17 18  2  0
 12 11  1  0
 15 16  1  0
 19 20  1  0
  9 10  1  0
  7  9  1  0
  7  8  1  6
  9 11  1  0
  4  5  1  0
  7 20  1  0
  2  1  1  0
 15 17  1  0
 20 43  1  1
 13 40  1  0
 14 41  1  0
  9 36  1  1
  2 24  1  6
  3 25  1  0
  3 26  1  0
  4 27  1  6
  6 31  1  0
  6 32  1  0
 16 42  1  0
 10 37  1  0
 10 38  1  0
 10 39  1  0
  8 33  1  0
  8 34  1  0
  8 35  1  0
  5 28  1  0
  5 29  1  0
  5 30  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
M  END


  Mrv1652306202120023D          

 43 45  0  0  0  0            999 V2000
   -0.0493    1.4476    2.1513 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3139    0.5141    0.9893 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3430   -0.5094    1.4949 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7878   -1.4722    0.3946 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7942   -2.4841    0.9441 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5709   -2.1901   -0.1907 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5140   -1.2349   -0.7514 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7356   -2.1269   -1.1105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0288   -0.4316   -2.0049 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3901   -1.2946   -3.1960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0211    0.4829   -2.5120 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8466    1.0879   -1.5980 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7674    2.0296   -2.1958 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6947    2.6258   -1.4376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7594    2.3219   -0.1108 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7914    2.9522    0.6091 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9448    1.4326    0.5551 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1001    1.1575    1.7434 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8642    0.8120   -0.2794 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9250   -0.1902    0.3453 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6322    2.3070    1.8081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6202    0.9197    2.9221 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8544    1.8502    2.6225 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8084    1.1390    0.2341 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2215    0.0180    1.8883 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9159   -1.0747    2.3343 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2931   -0.9042   -0.3954 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6755   -1.9746    1.3477 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3565   -3.0891    1.7455 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1326   -3.1625    0.1538 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8968   -2.8965   -0.9633 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1214   -2.8091    0.5994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1652   -2.5797   -0.2091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5368   -1.5754   -1.6110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4448   -2.9490   -1.7737 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8410    0.1820   -1.7456 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7204   -0.6544   -4.0226 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2129   -1.9698   -2.9492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4497   -1.8788   -3.5852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6891    2.2363   -3.2576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4144    3.3380   -1.8235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6820    2.5443    1.4936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4532   -0.7357    1.1399 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 19  1  0  0  0  0
 12 19  2  0  0  0  0
 13 14  2  0  0  0  0
 13 12  1  0  0  0  0
  7  6  1  0  0  0  0
 20  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  6  1  0  0  0  0
 14 15  1  0  0  0  0
 17 18  2  0  0  0  0
 12 11  1  0  0  0  0
 15 16  1  0  0  0  0
 19 20  1  0  0  0  0
  9 10  1  0  0  0  0
  7  9  1  0  0  0  0
  7  8  1  6  0  0  0
  9 11  1  0  0  0  0
  4  5  1  0  0  0  0
  7 20  1  0  0  0  0
  2  1  1  0  0  0  0
 15 17  1  0  0  0  0
 20 43  1  1  0  0  0
 13 40  1  0  0  0  0
 14 41  1  0  0  0  0
  9 36  1  1  0  0  0
  2 24  1  6  0  0  0
  3 25  1  0  0  0  0
  3 26  1  0  0  0  0
  4 27  1  6  0  0  0
  6 31  1  0  0  0  0
  6 32  1  0  0  0  0
 16 42  1  0  0  0  0
 10 37  1  0  0  0  0
 10 38  1  0  0  0  0
 10 39  1  0  0  0  0
  8 33  1  0  0  0  0
  8 34  1  0  0  0  0
  8 35  1  0  0  0  0
  5 28  1  0  0  0  0
  5 29  1  0  0  0  0
  5 30  1  0  0  0  0
  1 21  1  0  0  0  0
  1 22  1  0  0  0  0
  1 23  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0034263

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]ON1C([H])=C([H])C2=C(C1=O)[C@]1([H])[C@@]([H])(C([H])([H])[H])C([H])([H])[C@@]([H])(C([H])([H])[H])C([H])([H])[C@]1(C([H])([H])[H])[C@]([H])(O2)C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C16H23NO3/c1-9-7-10(2)14-13-12(5-6-17(19)15(13)18)20-11(3)16(14,4)8-9/h5-6,9-11,14,19H,7-8H2,1-4H3/t9-,10+,11-,14+,16-/m1/s1

> <INCHI_KEY>
YXWXVUSGNDTEJY-LRXDAGSUSA-N

> <FORMULA>
C16H23NO3

> <MOLECULAR_WEIGHT>
277.364

> <EXACT_MASS>
277.167793605

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
43

> <JCHEM_AVERAGE_POLARIZABILITY>
30.632555332215293

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(6R,6aS,8R,10S,10aR)-2-hydroxy-6,6a,8,10-tetramethyl-1H,2H,6H,6aH,7H,8H,9H,10H,10aH-isochromeno[4,3-c]pyridin-1-one

> <ALOGPS_LOGP>
3.33

> <JCHEM_LOGP>
2.5400976863333335

> <ALOGPS_LOGS>
-2.98

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.547763893359747

> <JCHEM_PKA_STRONGEST_BASIC>
-4.735105879270566

> <JCHEM_POLAR_SURFACE_AREA>
49.77

> <JCHEM_REFRACTIVITY>
78.01399999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.92e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(6R,6aS,8R,10S,10aR)-2-hydroxy-6,6a,8,10-tetramethyl-6H,7H,8H,9H,10H,10aH-isochromeno[4,3-c]pyridin-1-one

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 43 45  0  0  0  0  0  0  0  0999 V2000
   -0.0493    1.4476    2.1513 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3139    0.5141    0.9893 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3430   -0.5094    1.4949 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7878   -1.4722    0.3946 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7942   -2.4841    0.9441 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5709   -2.1901   -0.1907 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5140   -1.2349   -0.7514 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7356   -2.1269   -1.1105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0288   -0.4316   -2.0049 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3901   -1.2946   -3.1960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0211    0.4829   -2.5120 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8466    1.0879   -1.5980 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7674    2.0296   -2.1958 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6947    2.6258   -1.4376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7594    2.3219   -0.1108 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7914    2.9522    0.6091 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9448    1.4326    0.5551 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1001    1.1575    1.7434 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8642    0.8120   -0.2794 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9250   -0.1902    0.3453 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6322    2.3070    1.8081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6202    0.9197    2.9221 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8544    1.8502    2.6225 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8084    1.1390    0.2341 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2215    0.0180    1.8883 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9159   -1.0747    2.3343 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2931   -0.9042   -0.3954 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6755   -1.9746    1.3477 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3565   -3.0891    1.7455 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1326   -3.1625    0.1538 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8968   -2.8965   -0.9633 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1214   -2.8091    0.5994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1652   -2.5797   -0.2091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5368   -1.5754   -1.6110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4448   -2.9490   -1.7737 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8410    0.1820   -1.7456 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7204   -0.6544   -4.0226 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2129   -1.9698   -2.9492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4497   -1.8788   -3.5852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6891    2.2363   -3.2576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4144    3.3380   -1.8235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6820    2.5443    1.4936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4532   -0.7357    1.1399 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 19  1  0
 12 19  2  0
 13 14  2  0
 13 12  1  0
  7  6  1  0
 20  2  1  0
  2  3  1  0
  3  4  1  0
  4  6  1  0
 14 15  1  0
 17 18  2  0
 12 11  1  0
 15 16  1  0
 19 20  1  0
  9 10  1  0
  7  9  1  0
  7  8  1  6
  9 11  1  0
  4  5  1  0
  7 20  1  0
  2  1  1  0
 15 17  1  0
 20 43  1  1
 13 40  1  0
 14 41  1  0
  9 36  1  1
  2 24  1  6
  3 25  1  0
  3 26  1  0
  4 27  1  6
  6 31  1  0
  6 32  1  0
 16 42  1  0
 10 37  1  0
 10 38  1  0
 10 39  1  0
  8 33  1  0
  8 34  1  0
  8 35  1  0
  5 28  1  0
  5 29  1  0
  5 30  1  0
  1 21  1  0
  1 22  1  0
  1 23  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      -0.049   1.448   2.151  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.314   0.514   0.989  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.343  -0.509   1.495  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.788  -1.472   0.395  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.794  -2.484   0.944  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.571  -2.190  -0.191  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.514  -1.235  -0.751  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.736  -2.127  -1.111  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.029  -0.432  -2.005  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.390  -1.295  -3.196  0.00  0.00           C+0
HETATM   11  O   UNK     0      -1.021   0.483  -2.512  0.00  0.00           O+0
HETATM   12  C   UNK     0      -1.847   1.088  -1.598  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.767   2.030  -2.196  0.00  0.00           C+0
HETATM   14  C   UNK     0      -3.695   2.626  -1.438  0.00  0.00           C+0
HETATM   15  N   UNK     0      -3.759   2.322  -0.111  0.00  0.00           N+0
HETATM   16  O   UNK     0      -4.791   2.952   0.609  0.00  0.00           O+0
HETATM   17  C   UNK     0      -2.945   1.433   0.555  0.00  0.00           C+0
HETATM   18  O   UNK     0      -3.100   1.157   1.743  0.00  0.00           O+0
HETATM   19  C   UNK     0      -1.864   0.812  -0.279  0.00  0.00           C+0
HETATM   20  C   UNK     0      -0.925  -0.190   0.345  0.00  0.00           C+0
HETATM   21  H   UNK     0      -0.632   2.307   1.808  0.00  0.00           H+0
HETATM   22  H   UNK     0      -0.620   0.920   2.922  0.00  0.00           H+0
HETATM   23  H   UNK     0       0.854   1.850   2.623  0.00  0.00           H+0
HETATM   24  H   UNK     0       0.808   1.139   0.234  0.00  0.00           H+0
HETATM   25  H   UNK     0       2.221   0.018   1.888  0.00  0.00           H+0
HETATM   26  H   UNK     0       0.916  -1.075   2.334  0.00  0.00           H+0
HETATM   27  H   UNK     0       2.293  -0.904  -0.395  0.00  0.00           H+0
HETATM   28  H   UNK     0       3.676  -1.975   1.348  0.00  0.00           H+0
HETATM   29  H   UNK     0       2.357  -3.089   1.746  0.00  0.00           H+0
HETATM   30  H   UNK     0       3.133  -3.163   0.154  0.00  0.00           H+0
HETATM   31  H   UNK     0       0.897  -2.897  -0.963  0.00  0.00           H+0
HETATM   32  H   UNK     0       0.121  -2.809   0.599  0.00  0.00           H+0
HETATM   33  H   UNK     0      -2.165  -2.580  -0.209  0.00  0.00           H+0
HETATM   34  H   UNK     0      -2.537  -1.575  -1.611  0.00  0.00           H+0
HETATM   35  H   UNK     0      -1.445  -2.949  -1.774  0.00  0.00           H+0
HETATM   36  H   UNK     0       0.841   0.182  -1.746  0.00  0.00           H+0
HETATM   37  H   UNK     0       0.720  -0.654  -4.023  0.00  0.00           H+0
HETATM   38  H   UNK     0       1.213  -1.970  -2.949  0.00  0.00           H+0
HETATM   39  H   UNK     0      -0.450  -1.879  -3.585  0.00  0.00           H+0
HETATM   40  H   UNK     0      -2.689   2.236  -3.258  0.00  0.00           H+0
HETATM   41  H   UNK     0      -4.414   3.338  -1.823  0.00  0.00           H+0
HETATM   42  H   UNK     0      -4.682   2.544   1.494  0.00  0.00           H+0
HETATM   43  H   UNK     0      -1.453  -0.736   1.140  0.00  0.00           H+0
CONECT    1    2   21   22   23                                             
CONECT    2   20    3    1   24                                             
CONECT    3    2    4   25   26                                             
CONECT    4    3    6    5   27                                             
CONECT    5    4   28   29   30                                             
CONECT    6    7    4   31   32                                             
CONECT    7    6    9    8   20                                             
CONECT    8    7   33   34   35                                             
CONECT    9   10    7   11   36                                             
CONECT   10    9   37   38   39                                             
CONECT   11   12    9                                                       
CONECT   12   19   13   11                                                  
CONECT   13   14   12   40                                                  
CONECT   14   13   15   41                                                  
CONECT   15   14   16   17                                                  
CONECT   16   15   42                                                       
CONECT   17   19   18   15                                                  
CONECT   18   17                                                            
CONECT   19   17   12   20                                                  
CONECT   20    2   19    7   43                                             
CONECT   21    1                                                            
CONECT   22    1                                                            
CONECT   23    1                                                            
CONECT   24    2                                                            
CONECT   25    3                                                            
CONECT   26    3                                                            
CONECT   27    4                                                            
CONECT   28    5                                                            
CONECT   29    5                                                            
CONECT   30    5                                                            
CONECT   31    6                                                            
CONECT   32    6                                                            
CONECT   33    8                                                            
CONECT   34    8                                                            
CONECT   35    8                                                            
CONECT   36    9                                                            
CONECT   37   10                                                            
CONECT   38   10                                                            
CONECT   39   10                                                            
CONECT   40   13                                                            
CONECT   41   14                                                            
CONECT   42   16                                                            
CONECT   43   20                                                            
MASTER        0    0    0    0    0    0    0    0   43    0   90    0
END

RDKit          3D

43 45  0  0  0  0  0  0  0  0999 V2000
   -0.0493    1.4476    2.1513 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3139    0.5141    0.9893 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3430   -0.5094    1.4949 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7878   -1.4722    0.3946 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7942   -2.4841    0.9441 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5709   -2.1901   -0.1907 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5140   -1.2349   -0.7514 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7356   -2.1269   -1.1105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0288   -0.4316   -2.0049 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3901   -1.2946   -3.1960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0211    0.4829   -2.5120 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8466    1.0879   -1.5980 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7674    2.0296   -2.1958 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6947    2.6258   -1.4376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7594    2.3219   -0.1108 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7914    2.9522    0.6091 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9448    1.4326    0.5551 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1001    1.1575    1.7434 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8642    0.8120   -0.2794 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9250   -0.1902    0.3453 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6322    2.3070    1.8081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6202    0.9197    2.9221 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8544    1.8502    2.6225 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8084    1.1390    0.2341 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2215    0.0180    1.8883 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9159   -1.0747    2.3343 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2931   -0.9042   -0.3954 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6755   -1.9746    1.3477 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3565   -3.0891    1.7455 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1326   -3.1625    0.1538 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8968   -2.8965   -0.9633 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1214   -2.8091    0.5994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1652   -2.5797   -0.2091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5368   -1.5754   -1.6110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4448   -2.9490   -1.7737 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8410    0.1820   -1.7456 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7204   -0.6544   -4.0226 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2129   -1.9698   -2.9492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4497   -1.8788   -3.5852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6891    2.2363   -3.2576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4144    3.3380   -1.8235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6820    2.5443    1.4936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4532   -0.7357    1.1399 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 19  1  0
 12 19  2  0
 13 14  2  0
 13 12  1  0
  7  6  1  0
 20  2  1  0
  2  3  1  0
  3  4  1  0
  4  6  1  0
 14 15  1  0
 17 18  2  0
 12 11  1  0
 15 16  1  0
 19 20  1  0
  9 10  1  0
  7  9  1  0
  7  8  1  6
  9 11  1  0
  4  5  1  0
  7 20  1  0
  2  1  1  0
 15 17  1  0
 20 43  1  1
 13 40  1  0
 14 41  1  0
  9 36  1  1
  2 24  1  6
  3 25  1  0
  3 26  1  0
  4 27  1  6
  6 31  1  0
  6 32  1  0
 16 42  1  0
 10 37  1  0
 10 38  1  0
 10 39  1  0
  8 33  1  0
  8 34  1  0
  8 35  1  0
  5 28  1  0
  5 29  1  0
  5 30  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₆H₂₃NO₃

Average Mass

277.3640 Da

Monoisotopic Mass

277.16779 Da

IUPAC Name

(6R,6aS,8R,10S,10aR)-2-hydroxy-6,6a,8,10-tetramethyl-1H,2H,6H,6aH,7H,8H,9H,10H,10aH-isochromeno[4,3-c]pyridin-1-one

Traditional Name

(6R,6aS,8R,10S,10aR)-2-hydroxy-6,6a,8,10-tetramethyl-6H,7H,8H,9H,10H,10aH-isochromeno[4,3-c]pyridin-1-one

CAS Registry Number

Not Available

SMILES

[H]ON1C([H])=C([H])C2=C(C1=O)[C@]1([H])[C@@]([H])(C([H])([H])[H])C([H])([H])[C@@]([H])(C([H])([H])[H])C([H])([H])[C@]1(C([H])([H])[H])[C@]([H])(O2)C([H])([H])[H]

InChI Identifier

InChI=1S/C16H23NO3/c1-9-7-10(2)14-13-12(5-6-17(19)15(13)18)20-11(3)16(14,4)8-9/h5-6,9-11,14,19H,7-8H2,1-4H3/t9-,10+,11-,14+,16-/m1/s1

InChI Key

YXWXVUSGNDTEJY-LRXDAGSUSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Penicillium sp.	JEOL database	Silva, E. D., et al, J. Nat. Prod. 72, 477 (2009)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as chromenopyridines. These are aromatic heterocyclic compounds structurally characterized by a pyridine ring fused to a chromene moiety.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzopyrans

Sub Class

1-benzopyrans

Direct Parent

Chromenopyridines

Alternative Parents

Substituents

Chromenopyridine
Pyranopyridine
Alkyl aryl ether
Pyridinone
Pyridine
Heteroaromatic compound
Vinylogous ester
Lactam
Ether
Azacycle
Oxacycle
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
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	3.33	ALOGPS
logP	2.54	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	6.55	ChemAxon
pKa (Strongest Basic)	-4.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	49.77 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	78.01 m³·mol⁻¹	ChemAxon
Polarizability	30.63 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

9360093

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11185008

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Silva, E. D., et al. (2009). Silva, E. D., et al, J. Nat. Prod. 72, 477 (2009). J. Nat. Prod..

Showing NP-Card for PF 1140 (NP0034263)

MOL for NP0034263 (PF 1140)

3D MOL for NP0034263 (PF 1140)

3D SDF for NP0034263 (PF 1140)

3D-SDF for NP0034263 (PF 1140)

PDB for NP0034263 (PF 1140)

3D PDB for NP0034263 (PF 1140)

SMILES for NP0034263 (PF 1140)

INCHI for NP0034263 (PF 1140)

Structure for NP0034263 (PF 1140)

3D Structure for NP0034263 (PF 1140)