NP-MRD: Showing NP-Card for Citridone D (NP0006675)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2020-12-09 03:37:44 UTC

Updated at

2021-07-15 16:55:28 UTC

NP-MRD ID

NP0006675

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Citridone D

Provided By

NPAtlas

Description

Citridone D belongs to the class of organic compounds known as phenylpyridines. These are polycyclic aromatic compounds containing a benzene ring linked to a pyridine ring through a CC or CN bond. Citridone D is found in Penicillium. Citridone D was first documented in 2006 (PMID: 17139101). Based on a literature review very few articles have been published on Citridone D.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242118293D          

 43 47  0  0  0  0            999 V2000
   -4.5325   -1.4597    1.1945 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8316   -0.1844    1.4787 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6846   -0.3399    2.2782 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6584    0.3230    1.6357 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3227    1.3543    0.9271 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2738    0.5190    0.2820 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.2500    1.2705   -0.5326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3209   -0.3464   -0.5147 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7726    0.4733   -1.5253 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3962    0.5418   -1.3776 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5882    1.0810   -2.1673 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8852    1.0271   -1.8119 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3095    0.4325   -0.6420 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6933    0.3850   -0.2809 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2461   -0.7769    0.1984 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5870   -0.7903    0.5387 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3785    0.3316    0.4083 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8220    1.5119   -0.0774 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4914    1.5226   -0.4143 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3222   -0.1164    0.1649 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5899   -0.6827    1.2520 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0250   -0.0604   -0.2043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2082   -0.5653    0.4832 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0955   -2.0066    0.9078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1276   -2.0725    0.3949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4804   -2.0887    2.1311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6166   -1.2425    1.0668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5323    0.5186    1.9780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8584    0.6798    2.2620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4718    2.2436   -0.0259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2304    0.7259   -0.5591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8419    1.4341   -1.5390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7623   -1.2677   -0.8875 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3030    1.5367   -3.0560 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6447    1.4563   -2.4451 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6343   -1.6663    0.3057 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0158   -1.7012    0.9133 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4289    0.3127    0.6773 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4793    2.3660   -0.1629 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0567    2.4505   -0.7954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0721   -2.4109    0.7764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8052   -2.6768    0.4112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3049   -2.0422    1.9971 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  6  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  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
 13 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  1  0  0  0
  6  2  1  0  0  0  0
 23  8  1  0  0  0  0
 23  4  1  0  0  0  0
 22 10  2  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
  2 28  1  1  0  0  0
  4 29  1  1  0  0  0
  7 30  1  0  0  0  0
  7 31  1  0  0  0  0
  7 32  1  0  0  0  0
  8 33  1  6  0  0  0
 11 34  1  0  0  0  0
 12 35  1  0  0  0  0
 15 36  1  0  0  0  0
 16 37  1  0  0  0  0
 17 38  1  0  0  0  0
 18 39  1  0  0  0  0
 19 40  1  0  0  0  0
 24 41  1  0  0  0  0
 24 42  1  0  0  0  0
 24 43  1  0  0  0  0
M  END

     RDKit          3D

 43 47  0  0  0  0  0  0  0  0999 V2000
   -4.5325   -1.4597    1.1945 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8316   -0.1844    1.4787 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6846   -0.3399    2.2782 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6584    0.3230    1.6357 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3227    1.3543    0.9271 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2738    0.5190    0.2820 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.2500    1.2705   -0.5326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3209   -0.3464   -0.5147 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7726    0.4733   -1.5253 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3962    0.5418   -1.3776 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5882    1.0810   -2.1673 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8852    1.0271   -1.8119 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3095    0.4325   -0.6420 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6933    0.3850   -0.2809 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2461   -0.7769    0.1984 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5870   -0.7903    0.5387 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3785    0.3316    0.4083 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8220    1.5119   -0.0774 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4914    1.5226   -0.4143 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3222   -0.1164    0.1649 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5899   -0.6827    1.2520 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0250   -0.0604   -0.2043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2082   -0.5653    0.4832 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0955   -2.0066    0.9078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1276   -2.0725    0.3949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4804   -2.0887    2.1311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6166   -1.2425    1.0668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5323    0.5186    1.9780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8584    0.6798    2.2620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4718    2.2436   -0.0259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2304    0.7259   -0.5591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8419    1.4341   -1.5390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7623   -1.2677   -0.8875 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3030    1.5367   -3.0560 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6447    1.4563   -2.4451 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6343   -1.6663    0.3057 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0158   -1.7012    0.9133 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4289    0.3127    0.6773 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4793    2.3660   -0.1629 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0567    2.4505   -0.7954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0721   -2.4109    0.7764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8052   -2.6768    0.4112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3049   -2.0422    1.9971 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  6
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  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
 13 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  1  0
 23 24  1  1
  6  2  1  0
 23  8  1  0
 23  4  1  0
 22 10  2  0
 19 14  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  2 28  1  1
  4 29  1  1
  7 30  1  0
  7 31  1  0
  7 32  1  0
  8 33  1  6
 11 34  1  0
 12 35  1  0
 15 36  1  0
 16 37  1  0
 17 38  1  0
 18 39  1  0
 19 40  1  0
 24 41  1  0
 24 42  1  0
 24 43  1  0
M  END


  Mrv1652306242118293D          

 43 47  0  0  0  0            999 V2000
   -4.5325   -1.4597    1.1945 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8316   -0.1844    1.4787 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6846   -0.3399    2.2782 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6584    0.3230    1.6357 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3227    1.3543    0.9271 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2738    0.5190    0.2820 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.2500    1.2705   -0.5326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3209   -0.3464   -0.5147 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7726    0.4733   -1.5253 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3962    0.5418   -1.3776 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5882    1.0810   -2.1673 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8852    1.0271   -1.8119 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3095    0.4325   -0.6420 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6933    0.3850   -0.2809 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2461   -0.7769    0.1984 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5870   -0.7903    0.5387 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3785    0.3316    0.4083 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8220    1.5119   -0.0774 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4914    1.5226   -0.4143 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3222   -0.1164    0.1649 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5899   -0.6827    1.2520 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0250   -0.0604   -0.2043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2082   -0.5653    0.4832 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0955   -2.0066    0.9078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1276   -2.0725    0.3949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4804   -2.0887    2.1311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6166   -1.2425    1.0668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5323    0.5186    1.9780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8584    0.6798    2.2620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4718    2.2436   -0.0259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2304    0.7259   -0.5591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8419    1.4341   -1.5390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7623   -1.2677   -0.8875 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3030    1.5367   -3.0560 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6447    1.4563   -2.4451 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6343   -1.6663    0.3057 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0158   -1.7012    0.9133 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4289    0.3127    0.6773 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4793    2.3660   -0.1629 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0567    2.4505   -0.7954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0721   -2.4109    0.7764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8052   -2.6768    0.4112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3049   -2.0422    1.9971 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  6  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  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
 13 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  1  0  0  0
  6  2  1  0  0  0  0
 23  8  1  0  0  0  0
 23  4  1  0  0  0  0
 22 10  2  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
  2 28  1  1  0  0  0
  4 29  1  1  0  0  0
  7 30  1  0  0  0  0
  7 31  1  0  0  0  0
  7 32  1  0  0  0  0
  8 33  1  6  0  0  0
 11 34  1  0  0  0  0
 12 35  1  0  0  0  0
 15 36  1  0  0  0  0
 16 37  1  0  0  0  0
 17 38  1  0  0  0  0
 18 39  1  0  0  0  0
 19 40  1  0  0  0  0
 24 41  1  0  0  0  0
 24 42  1  0  0  0  0
 24 43  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0006675

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]N1C([H])=C(C(=O)C2=C1O[C@]1([H])[C@@]3(O[C@@]([H])(O[C@]3([H])C([H])([H])[H])[C@]21C([H])([H])[H])C([H])([H])[H])C1=C([H])C([H])=C([H])C([H])=C1[H]

> <INCHI_IDENTIFIER>
InChI=1S/C19H19NO4/c1-10-19(3)16-18(2,17(22-10)24-19)13-14(21)12(9-20-15(13)23-16)11-7-5-4-6-8-11/h4-10,16-17H,1-3H3,(H,20,21)/t10-,16+,17-,18-,19-/m1/s1

> <INCHI_KEY>
CDIRTKSHNLUOTQ-NEZXWZPGSA-N

> <FORMULA>
C19H19NO4

> <MOLECULAR_WEIGHT>
325.364

> <EXACT_MASS>
325.131408096

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
43

> <JCHEM_AVERAGE_POLARIZABILITY>
34.470500392627244

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,2R,10S,11R,12R)-2,11,12-trimethyl-5-phenyl-9,13,14-trioxa-7-azatetracyclo[9.2.1.0^{2,10}.0^{3,8}]tetradeca-3(8),5-dien-4-one

> <ALOGPS_LOGP>
2.68

> <JCHEM_LOGP>
2.970533540666667

> <ALOGPS_LOGS>
-3.10

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.633710020530327

> <JCHEM_PKA_STRONGEST_BASIC>
-4.024403153064045

> <JCHEM_POLAR_SURFACE_AREA>
56.79

> <JCHEM_REFRACTIVITY>
96.35979999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.61e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2R,10S,11R,12R)-2,11,12-trimethyl-5-phenyl-9,13,14-trioxa-7-azatetracyclo[9.2.1.0^{2,10}.0^{3,8}]tetradeca-3(8),5-dien-4-one

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 43 47  0  0  0  0  0  0  0  0999 V2000
   -4.5325   -1.4597    1.1945 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8316   -0.1844    1.4787 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6846   -0.3399    2.2782 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6584    0.3230    1.6357 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3227    1.3543    0.9271 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2738    0.5190    0.2820 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.2500    1.2705   -0.5326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3209   -0.3464   -0.5147 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7726    0.4733   -1.5253 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3962    0.5418   -1.3776 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5882    1.0810   -2.1673 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8852    1.0271   -1.8119 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3095    0.4325   -0.6420 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6933    0.3850   -0.2809 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2461   -0.7769    0.1984 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5870   -0.7903    0.5387 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3785    0.3316    0.4083 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8220    1.5119   -0.0774 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4914    1.5226   -0.4143 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3222   -0.1164    0.1649 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5899   -0.6827    1.2520 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0250   -0.0604   -0.2043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2082   -0.5653    0.4832 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0955   -2.0066    0.9078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1276   -2.0725    0.3949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4804   -2.0887    2.1311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6166   -1.2425    1.0668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5323    0.5186    1.9780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8584    0.6798    2.2620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4718    2.2436   -0.0259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2304    0.7259   -0.5591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8419    1.4341   -1.5390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7623   -1.2677   -0.8875 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3030    1.5367   -3.0560 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6447    1.4563   -2.4451 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6343   -1.6663    0.3057 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0158   -1.7012    0.9133 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4289    0.3127    0.6773 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4793    2.3660   -0.1629 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0567    2.4505   -0.7954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0721   -2.4109    0.7764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8052   -2.6768    0.4112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3049   -2.0422    1.9971 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  6
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  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
 13 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  1  0
 23 24  1  1
  6  2  1  0
 23  8  1  0
 23  4  1  0
 22 10  2  0
 19 14  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  2 28  1  1
  4 29  1  1
  7 30  1  0
  7 31  1  0
  7 32  1  0
  8 33  1  6
 11 34  1  0
 12 35  1  0
 15 36  1  0
 16 37  1  0
 17 38  1  0
 18 39  1  0
 19 40  1  0
 24 41  1  0
 24 42  1  0
 24 43  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      -4.532  -1.460   1.194  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.832  -0.184   1.479  0.00  0.00           C+0
HETATM    3  O   UNK     0      -2.685  -0.340   2.278  0.00  0.00           O+0
HETATM    4  C   UNK     0      -1.658   0.323   1.636  0.00  0.00           C+0
HETATM    5  O   UNK     0      -2.323   1.354   0.927  0.00  0.00           O+0
HETATM    6  C   UNK     0      -3.274   0.519   0.282  0.00  0.00           C+0
HETATM    7  C   UNK     0      -4.250   1.270  -0.533  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.321  -0.346  -0.515  0.00  0.00           C+0
HETATM    9  O   UNK     0      -1.773   0.473  -1.525  0.00  0.00           O+0
HETATM   10  C   UNK     0      -0.396   0.542  -1.378  0.00  0.00           C+0
HETATM   11  N   UNK     0       0.588   1.081  -2.167  0.00  0.00           N+0
HETATM   12  C   UNK     0       1.885   1.027  -1.812  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.309   0.433  -0.642  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.693   0.385  -0.281  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.246  -0.777   0.198  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.587  -0.790   0.539  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.378   0.332   0.408  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.822   1.512  -0.077  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.491   1.523  -0.414  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.322  -0.116   0.165  0.00  0.00           C+0
HETATM   21  O   UNK     0       1.590  -0.683   1.252  0.00  0.00           O+0
HETATM   22  C   UNK     0      -0.025  -0.060  -0.204  0.00  0.00           C+0
HETATM   23  C   UNK     0      -1.208  -0.565   0.483  0.00  0.00           C+0
HETATM   24  C   UNK     0      -1.095  -2.007   0.908  0.00  0.00           C+0
HETATM   25  H   UNK     0      -4.128  -2.072   0.395  0.00  0.00           H+0
HETATM   26  H   UNK     0      -4.480  -2.089   2.131  0.00  0.00           H+0
HETATM   27  H   UNK     0      -5.617  -1.242   1.067  0.00  0.00           H+0
HETATM   28  H   UNK     0      -4.532   0.519   1.978  0.00  0.00           H+0
HETATM   29  H   UNK     0      -0.858   0.680   2.262  0.00  0.00           H+0
HETATM   30  H   UNK     0      -4.472   2.244  -0.026  0.00  0.00           H+0
HETATM   31  H   UNK     0      -5.230   0.726  -0.559  0.00  0.00           H+0
HETATM   32  H   UNK     0      -3.842   1.434  -1.539  0.00  0.00           H+0
HETATM   33  H   UNK     0      -2.762  -1.268  -0.888  0.00  0.00           H+0
HETATM   34  H   UNK     0       0.303   1.537  -3.056  0.00  0.00           H+0
HETATM   35  H   UNK     0       2.645   1.456  -2.445  0.00  0.00           H+0
HETATM   36  H   UNK     0       3.634  -1.666   0.306  0.00  0.00           H+0
HETATM   37  H   UNK     0       6.016  -1.701   0.913  0.00  0.00           H+0
HETATM   38  H   UNK     0       7.429   0.313   0.677  0.00  0.00           H+0
HETATM   39  H   UNK     0       6.479   2.366  -0.163  0.00  0.00           H+0
HETATM   40  H   UNK     0       4.057   2.450  -0.795  0.00  0.00           H+0
HETATM   41  H   UNK     0      -0.072  -2.411   0.776  0.00  0.00           H+0
HETATM   42  H   UNK     0      -1.805  -2.677   0.411  0.00  0.00           H+0
HETATM   43  H   UNK     0      -1.305  -2.042   1.997  0.00  0.00           H+0
CONECT    1    2   25   26   27                                             
CONECT    2    1    3    6   28                                             
CONECT    3    2    4                                                       
CONECT    4    3    5   23   29                                             
CONECT    5    4    6                                                       
CONECT    6    5    7    8    2                                             
CONECT    7    6   30   31   32                                             
CONECT    8    6    9   23   33                                             
CONECT    9    8   10                                                       
CONECT   10    9   11   22                                                  
CONECT   11   10   12   34                                                  
CONECT   12   11   13   35                                                  
CONECT   13   12   14   20                                                  
CONECT   14   13   15   19                                                  
CONECT   15   14   16   36                                                  
CONECT   16   15   17   37                                                  
CONECT   17   16   18   38                                                  
CONECT   18   17   19   39                                                  
CONECT   19   18   14   40                                                  
CONECT   20   13   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23   10                                                  
CONECT   23   22   24    8    4                                             
CONECT   24   23   41   42   43                                             
CONECT   25    1                                                            
CONECT   26    1                                                            
CONECT   27    1                                                            
CONECT   28    2                                                            
CONECT   29    4                                                            
CONECT   30    7                                                            
CONECT   31    7                                                            
CONECT   32    7                                                            
CONECT   33    8                                                            
CONECT   34   11                                                            
CONECT   35   12                                                            
CONECT   36   15                                                            
CONECT   37   16                                                            
CONECT   38   17                                                            
CONECT   39   18                                                            
CONECT   40   19                                                            
CONECT   41   24                                                            
CONECT   42   24                                                            
CONECT   43   24                                                            
MASTER        0    0    0    0    0    0    0    0   43    0   94    0
END

RDKit          3D

43 47  0  0  0  0  0  0  0  0999 V2000
   -4.5325   -1.4597    1.1945 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8316   -0.1844    1.4787 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6846   -0.3399    2.2782 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6584    0.3230    1.6357 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3227    1.3543    0.9271 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2738    0.5190    0.2820 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.2500    1.2705   -0.5326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3209   -0.3464   -0.5147 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7726    0.4733   -1.5253 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3962    0.5418   -1.3776 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5882    1.0810   -2.1673 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8852    1.0271   -1.8119 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3095    0.4325   -0.6420 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6933    0.3850   -0.2809 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2461   -0.7769    0.1984 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5870   -0.7903    0.5387 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3785    0.3316    0.4083 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8220    1.5119   -0.0774 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4914    1.5226   -0.4143 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3222   -0.1164    0.1649 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5899   -0.6827    1.2520 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0250   -0.0604   -0.2043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2082   -0.5653    0.4832 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0955   -2.0066    0.9078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1276   -2.0725    0.3949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4804   -2.0887    2.1311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6166   -1.2425    1.0668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5323    0.5186    1.9780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8584    0.6798    2.2620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4718    2.2436   -0.0259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2304    0.7259   -0.5591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8419    1.4341   -1.5390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7623   -1.2677   -0.8875 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3030    1.5367   -3.0560 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6447    1.4563   -2.4451 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6343   -1.6663    0.3057 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0158   -1.7012    0.9133 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4289    0.3127    0.6773 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4793    2.3660   -0.1629 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0567    2.4505   -0.7954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0721   -2.4109    0.7764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8052   -2.6768    0.4112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3049   -2.0422    1.9971 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  6
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  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
 13 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  1  0
 23 24  1  1
  6  2  1  0
 23  8  1  0
 23  4  1  0
 22 10  2  0
 19 14  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  2 28  1  1
  4 29  1  1
  7 30  1  0
  7 31  1  0
  7 32  1  0
  8 33  1  6
 11 34  1  0
 12 35  1  0
 15 36  1  0
 16 37  1  0
 17 38  1  0
 18 39  1  0
 19 40  1  0
 24 41  1  0
 24 42  1  0
 24 43  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Not Available

Chemical Formula

C₁₉H₁₉NO₄

Average Mass

325.3640 Da

Monoisotopic Mass

325.13141 Da

IUPAC Name

(1R,2R,10S,11R,12R)-2,11,12-trimethyl-5-phenyl-9,13,14-trioxa-7-azatetracyclo[9.2.1.0^{2,10}.0^{3,8}]tetradeca-3(8),5-dien-4-one

Traditional Name

(1R,2R,10S,11R,12R)-2,11,12-trimethyl-5-phenyl-9,13,14-trioxa-7-azatetracyclo[9.2.1.0^{2,10}.0^{3,8}]tetradeca-3(8),5-dien-4-one

CAS Registry Number

Not Available

SMILES

C[C@H]1O[C@@H]2O[C@@]1(C)[C@H]1OC3=C(C(=O)C(=CN3)C3=CC=CC=C3)[C@@]21C

InChI Identifier

InChI=1S/C19H19NO4/c1-10-19(3)16-18(2,17(22-10)24-19)13-14(21)12(9-20-15(13)23-16)11-7-5-4-6-8-11/h4-10,16-17H,1-3H3,(H,20,21)/t10-,16+,17-,18-,19-/m1/s1

InChI Key

CDIRTKSHNLUOTQ-NEZXWZPGSA-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
Penicillium	NPAtlas	17139101

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylpyridines. These are polycyclic aromatic compounds containing a benzene ring linked to a pyridine ring through a CC or CN bond.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyridines and derivatives

Sub Class

Phenylpyridines

Direct Parent

Phenylpyridines

Alternative Parents

Substituents

3-phenylpyridine
Furofuran
Hydroxypyridine
Alkyl aryl ether
Benzenoid
Oxane
Monosaccharide
Monocyclic benzene moiety
Heteroaromatic compound
Tetrahydrofuran
Meta-dioxolane
Oxacycle
Azacycle
Ether
Acetal
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Hydrocarbon derivative
Organooxygen compound
Organonitrogen 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	2.68	ALOGPS
logP	2.97	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	11.63	ChemAxon
pKa (Strongest Basic)	-4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	56.79 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	96.36 m³·mol⁻¹	ChemAxon
Polarizability	34.47 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

NPAtlas ID

NPA012395

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

78437743

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

139586544

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Fukuda T, Sakabe Y, Tomoda H, Omura S: Fungal citridone D having a novel phenylfuropyridine skeleton. Chem Pharm Bull (Tokyo). 2006 Dec;54(12):1659-61. doi: 10.1248/cpb.54.1659. [PubMed:17139101 ]

Showing NP-Card for Citridone D (NP0006675)

MOL for NP0006675 (Citridone D)

3D MOL for NP0006675 (Citridone D)

3D SDF for NP0006675 (Citridone D)

3D-SDF for NP0006675 (Citridone D)

PDB for NP0006675 (Citridone D)

3D PDB for NP0006675 (Citridone D)

SMILES for NP0006675 (Citridone D)

INCHI for NP0006675 (Citridone D)

Structure for NP0006675 (Citridone D)

3D Structure for NP0006675 (Citridone D)