NP-MRD: Showing NP-Card for grandilodine C (NP0036039)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2021-06-20 19:19:10 UTC

Updated at

2021-06-30 00:07:29 UTC

NP-MRD ID

NP0036039

Secondary Accession Numbers

None

Natural Product Identification

Common Name

grandilodine C

Provided By

JEOL Database JEOL Logo

Description

Grandilodine C belongs to the class of organic compounds known as indolecarboxylic acids. Indolecarboxylic acids are compounds containing a carboxylic acid group linked to an indole. grandilodine C is found in Kopsia grandifolia. grandilodine C was first documented in 2012 (PMID: 22214219). Based on a literature review a small amount of articles have been published on Grandilodine C (PMID: 28838428) (PMID: 26834054).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202121193D          

 48 53  0  0  0  0            999 V2000
    0.9990   -2.9293    1.1974 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2850   -1.9044    0.2447 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4706   -0.8196    0.3186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4361   -0.7235    1.1422 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7289    0.1611   -0.6280 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8107    0.2554   -1.5287 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9354   -0.5478   -1.6473 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8915   -0.2365   -2.6191 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7154    0.8624   -3.4651 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5821    1.6658   -3.3470 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6418    1.3639   -2.3651 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3168    2.0391   -2.1050 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3303    3.5659   -2.2409 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0442    4.2141   -2.3951 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8268    4.4275   -1.1922 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6710    5.5304   -1.1141 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8134    6.4319   -1.9189 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4052    5.4386    0.1470 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0042    4.3114    0.7373 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9685    3.5350   -0.0487 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6862    3.4726    0.7829 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2189    2.2813    0.4968 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1001    1.4209   -0.7422 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5818    1.1303   -0.9586 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5551    2.1537   -0.3730 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7123    1.0510   -2.4539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7043    0.6654   -3.0514 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5893    1.4951   -3.0740 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0126   -3.3198    1.0490 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1254   -2.5515    2.2168 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7106   -3.7446    1.0404 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1144   -1.4044   -1.0095 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7774   -0.8594   -2.7221 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4596    1.0819   -4.2274 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4414    2.4934   -4.0354 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9167    4.0444   -1.4499 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8538    3.8159   -3.1732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8846    5.1989   -2.8539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6805    3.6791   -3.1073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1243    6.1661    0.4771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3869    3.9766    1.6934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1077    4.3996    0.6674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9313    3.4332    1.8544 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2629    2.6213    0.4623 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1789    1.6510    1.3944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8648    0.1362   -0.5967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4373    2.2585   -1.0195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9284    1.7180    0.5660 H   0  0  0  0  0  0  0  0  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 20  1  0  0  0  0
  7  6  2  0  0  0  0
  6  5  1  0  0  0  0
 23  5  1  1  0  0  0
 12 11  1  0  0  0  0
  9  8  2  0  0  0  0
 20 19  1  1  0  0  0
 19 18  2  0  0  0  0
 18 16  1  0  0  0  0
 16 15  1  0  0  0  0
 11 10  2  0  0  0  0
 23 24  1  0  0  0  0
 10  9  1  0  0  0  0
 20 25  1  0  0  0  0
 11  6  1  0  0  0  0
  5  3  1  0  0  0  0
 24 25  1  0  0  0  0
  3  2  1  0  0  0  0
  8  7  1  0  0  0  0
  2  1  1  0  0  0  0
 20 21  1  0  0  0  0
  3  4  2  0  0  0  0
 21 22  1  0  0  0  0
 16 17  2  0  0  0  0
 12 28  1  6  0  0  0
 23 12  1  0  0  0  0
 24 26  1  0  0  0  0
 28 26  1  0  0  0  0
 12 13  1  0  0  0  0
 26 27  2  0  0  0  0
 23 22  1  0  0  0  0
  9 34  1  0  0  0  0
  8 33  1  0  0  0  0
  7 32  1  0  0  0  0
 10 35  1  0  0  0  0
 21 42  1  0  0  0  0
 21 43  1  0  0  0  0
 22 44  1  0  0  0  0
 22 45  1  0  0  0  0
 13 36  1  0  0  0  0
 13 37  1  0  0  0  0
 14 38  1  0  0  0  0
 14 39  1  0  0  0  0
 19 41  1  0  0  0  0
 18 40  1  0  0  0  0
 24 46  1  1  0  0  0
 25 47  1  0  0  0  0
 25 48  1  0  0  0  0
  1 29  1  0  0  0  0
  1 30  1  0  0  0  0
  1 31  1  0  0  0  0
M  END

     RDKit          3D

 48 53  0  0  0  0  0  0  0  0999 V2000
    0.9990   -2.9293    1.1974 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2850   -1.9044    0.2447 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4706   -0.8196    0.3186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4361   -0.7235    1.1422 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7289    0.1611   -0.6280 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8107    0.2554   -1.5287 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9354   -0.5478   -1.6473 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8915   -0.2365   -2.6191 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7154    0.8624   -3.4651 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5821    1.6658   -3.3470 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6418    1.3639   -2.3651 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3168    2.0391   -2.1050 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3303    3.5659   -2.2409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0442    4.2141   -2.3951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8268    4.4275   -1.1922 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6710    5.5304   -1.1141 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8134    6.4319   -1.9189 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4052    5.4386    0.1470 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0042    4.3114    0.7373 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9685    3.5350   -0.0487 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6862    3.4726    0.7829 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2189    2.2813    0.4968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1001    1.4209   -0.7422 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5818    1.1303   -0.9586 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5551    2.1537   -0.3730 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7123    1.0510   -2.4539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7043    0.6654   -3.0514 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5893    1.4951   -3.0740 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0126   -3.3198    1.0490 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1254   -2.5515    2.2168 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7106   -3.7446    1.0404 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1144   -1.4044   -1.0095 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7774   -0.8594   -2.7221 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4596    1.0819   -4.2274 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4414    2.4934   -4.0354 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9167    4.0444   -1.4499 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8538    3.8159   -3.1732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8846    5.1989   -2.8539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6805    3.6791   -3.1073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1243    6.1661    0.4771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3869    3.9766    1.6934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1077    4.3996    0.6674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9313    3.4332    1.8544 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2629    2.6213    0.4623 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1789    1.6510    1.3944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8648    0.1362   -0.5967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4373    2.2585   -1.0195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9284    1.7180    0.5660 H   0  0  0  0  0  0  0  0  0  0  0  0
 13 14  1  0
 14 15  1  0
 15 20  1  0
  7  6  2  0
  6  5  1  0
 23  5  1  1
 12 11  1  0
  9  8  2  0
 20 19  1  1
 19 18  2  0
 18 16  1  0
 16 15  1  0
 11 10  2  0
 23 24  1  0
 10  9  1  0
 20 25  1  0
 11  6  1  0
  5  3  1  0
 24 25  1  0
  3  2  1  0
  8  7  1  0
  2  1  1  0
 20 21  1  0
  3  4  2  0
 21 22  1  0
 16 17  2  0
 12 28  1  6
 23 12  1  0
 24 26  1  0
 28 26  1  0
 12 13  1  0
 26 27  2  0
 23 22  1  0
  9 34  1  0
  8 33  1  0
  7 32  1  0
 10 35  1  0
 21 42  1  0
 21 43  1  0
 22 44  1  0
 22 45  1  0
 13 36  1  0
 13 37  1  0
 14 38  1  0
 14 39  1  0
 19 41  1  0
 18 40  1  0
 24 46  1  1
 25 47  1  0
 25 48  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
M  END


  Mrv1652306202121193D          

 48 53  0  0  0  0            999 V2000
    0.9990   -2.9293    1.1974 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2850   -1.9044    0.2447 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4706   -0.8196    0.3186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4361   -0.7235    1.1422 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7289    0.1611   -0.6280 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8107    0.2554   -1.5287 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9354   -0.5478   -1.6473 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8915   -0.2365   -2.6191 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7154    0.8624   -3.4651 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5821    1.6658   -3.3470 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6418    1.3639   -2.3651 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3168    2.0391   -2.1050 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3303    3.5659   -2.2409 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0442    4.2141   -2.3951 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8268    4.4275   -1.1922 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6710    5.5304   -1.1141 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8134    6.4319   -1.9189 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4052    5.4386    0.1470 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0042    4.3114    0.7373 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9685    3.5350   -0.0487 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6862    3.4726    0.7829 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2189    2.2813    0.4968 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1001    1.4209   -0.7422 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5818    1.1303   -0.9586 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5551    2.1537   -0.3730 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7123    1.0510   -2.4539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7043    0.6654   -3.0514 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5893    1.4951   -3.0740 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0126   -3.3198    1.0490 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1254   -2.5515    2.2168 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7106   -3.7446    1.0404 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1144   -1.4044   -1.0095 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7774   -0.8594   -2.7221 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4596    1.0819   -4.2274 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4414    2.4934   -4.0354 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9167    4.0444   -1.4499 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8538    3.8159   -3.1732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8846    5.1989   -2.8539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6805    3.6791   -3.1073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1243    6.1661    0.4771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3869    3.9766    1.6934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1077    4.3996    0.6674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9313    3.4332    1.8544 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2629    2.6213    0.4623 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1789    1.6510    1.3944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8648    0.1362   -0.5967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4373    2.2585   -1.0195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9284    1.7180    0.5660 H   0  0  0  0  0  0  0  0  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 20  1  0  0  0  0
  7  6  2  0  0  0  0
  6  5  1  0  0  0  0
 23  5  1  1  0  0  0
 12 11  1  0  0  0  0
  9  8  2  0  0  0  0
 20 19  1  1  0  0  0
 19 18  2  0  0  0  0
 18 16  1  0  0  0  0
 16 15  1  0  0  0  0
 11 10  2  0  0  0  0
 23 24  1  0  0  0  0
 10  9  1  0  0  0  0
 20 25  1  0  0  0  0
 11  6  1  0  0  0  0
  5  3  1  0  0  0  0
 24 25  1  0  0  0  0
  3  2  1  0  0  0  0
  8  7  1  0  0  0  0
  2  1  1  0  0  0  0
 20 21  1  0  0  0  0
  3  4  2  0  0  0  0
 21 22  1  0  0  0  0
 16 17  2  0  0  0  0
 12 28  1  6  0  0  0
 23 12  1  0  0  0  0
 24 26  1  0  0  0  0
 28 26  1  0  0  0  0
 12 13  1  0  0  0  0
 26 27  2  0  0  0  0
 23 22  1  0  0  0  0
  9 34  1  0  0  0  0
  8 33  1  0  0  0  0
  7 32  1  0  0  0  0
 10 35  1  0  0  0  0
 21 42  1  0  0  0  0
 21 43  1  0  0  0  0
 22 44  1  0  0  0  0
 22 45  1  0  0  0  0
 13 36  1  0  0  0  0
 13 37  1  0  0  0  0
 14 38  1  0  0  0  0
 14 39  1  0  0  0  0
 19 41  1  0  0  0  0
 18 40  1  0  0  0  0
 24 46  1  1  0  0  0
 25 47  1  0  0  0  0
 25 48  1  0  0  0  0
  1 29  1  0  0  0  0
  1 30  1  0  0  0  0
  1 31  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0036039

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]C1=C([H])[C@]23N(C1=O)C([H])([H])C([H])([H])[C@]14OC(=O)[C@]([H])(C2([H])[H])[C@]1(N(C(=O)OC([H])([H])[H])C1=C([H])C([H])=C([H])C([H])=C41)C([H])([H])C3([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C21H20N2O5/c1-27-18(26)23-15-5-3-2-4-13(15)21-10-11-22-16(24)6-7-19(22)8-9-20(21,23)14(12-19)17(25)28-21/h2-7,14H,8-12H2,1H3/t14-,19+,20+,21+/m0/s1

> <INCHI_KEY>
STACHDUHGOCYFP-RKTMXUFFSA-N

> <FORMULA>
C21H20N2O5

> <MOLECULAR_WEIGHT>
380.4

> <EXACT_MASS>
380.137221752

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
48

> <JCHEM_AVERAGE_POLARIZABILITY>
38.48043270239228

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl (1R,9R,10R,12R)-15,20-dioxo-19-oxa-8,16-diazahexacyclo[8.8.2.2^{9,12}.0^{1,9}.0^{2,7}.0^{12,16}]docosa-2,4,6,13-tetraene-8-carboxylate

> <ALOGPS_LOGP>
1.13

> <JCHEM_LOGP>
1.2469965723333334

> <ALOGPS_LOGS>
-2.43

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-0.10784315996760163

> <JCHEM_POLAR_SURFACE_AREA>
76.15

> <JCHEM_REFRACTIVITY>
97.85279999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.43e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl (1R,9R,10R,12R)-15,20-dioxo-19-oxa-8,16-diazahexacyclo[8.8.2.2^{9,12}.0^{1,9}.0^{2,7}.0^{12,16}]docosa-2,4,6,13-tetraene-8-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 48 53  0  0  0  0  0  0  0  0999 V2000
    0.9990   -2.9293    1.1974 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2850   -1.9044    0.2447 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4706   -0.8196    0.3186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4361   -0.7235    1.1422 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7289    0.1611   -0.6280 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8107    0.2554   -1.5287 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9354   -0.5478   -1.6473 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8915   -0.2365   -2.6191 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7154    0.8624   -3.4651 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5821    1.6658   -3.3470 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6418    1.3639   -2.3651 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3168    2.0391   -2.1050 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3303    3.5659   -2.2409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0442    4.2141   -2.3951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8268    4.4275   -1.1922 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6710    5.5304   -1.1141 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8134    6.4319   -1.9189 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4052    5.4386    0.1470 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0042    4.3114    0.7373 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9685    3.5350   -0.0487 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6862    3.4726    0.7829 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2189    2.2813    0.4968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1001    1.4209   -0.7422 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5818    1.1303   -0.9586 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5551    2.1537   -0.3730 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7123    1.0510   -2.4539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7043    0.6654   -3.0514 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5893    1.4951   -3.0740 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0126   -3.3198    1.0490 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1254   -2.5515    2.2168 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7106   -3.7446    1.0404 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1144   -1.4044   -1.0095 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7774   -0.8594   -2.7221 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4596    1.0819   -4.2274 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4414    2.4934   -4.0354 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9167    4.0444   -1.4499 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8538    3.8159   -3.1732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8846    5.1989   -2.8539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6805    3.6791   -3.1073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1243    6.1661    0.4771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3869    3.9766    1.6934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1077    4.3996    0.6674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9313    3.4332    1.8544 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2629    2.6213    0.4623 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1789    1.6510    1.3944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8648    0.1362   -0.5967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4373    2.2585   -1.0195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9284    1.7180    0.5660 H   0  0  0  0  0  0  0  0  0  0  0  0
 13 14  1  0
 14 15  1  0
 15 20  1  0
  7  6  2  0
  6  5  1  0
 23  5  1  1
 12 11  1  0
  9  8  2  0
 20 19  1  1
 19 18  2  0
 18 16  1  0
 16 15  1  0
 11 10  2  0
 23 24  1  0
 10  9  1  0
 20 25  1  0
 11  6  1  0
  5  3  1  0
 24 25  1  0
  3  2  1  0
  8  7  1  0
  2  1  1  0
 20 21  1  0
  3  4  2  0
 21 22  1  0
 16 17  2  0
 12 28  1  6
 23 12  1  0
 24 26  1  0
 28 26  1  0
 12 13  1  0
 26 27  2  0
 23 22  1  0
  9 34  1  0
  8 33  1  0
  7 32  1  0
 10 35  1  0
 21 42  1  0
 21 43  1  0
 22 44  1  0
 22 45  1  0
 13 36  1  0
 13 37  1  0
 14 38  1  0
 14 39  1  0
 19 41  1  0
 18 40  1  0
 24 46  1  1
 25 47  1  0
 25 48  1  0
  1 29  1  0
  1 30  1  0
  1 31  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       0.999  -2.929   1.197  0.00  0.00           C+0
HETATM    2  O   UNK     0       1.285  -1.904   0.245  0.00  0.00           O+0
HETATM    3  C   UNK     0       0.471  -0.820   0.319  0.00  0.00           C+0
HETATM    4  O   UNK     0      -0.436  -0.724   1.142  0.00  0.00           O+0
HETATM    5  N   UNK     0       0.729   0.161  -0.628  0.00  0.00           N+0
HETATM    6  C   UNK     0       1.811   0.255  -1.529  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.935  -0.548  -1.647  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.892  -0.237  -2.619  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.715   0.862  -3.465  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.582   1.666  -3.347  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.642   1.364  -2.365  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.317   2.039  -2.105  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.330   3.566  -2.241  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.044   4.214  -2.395  0.00  0.00           C+0
HETATM   15  N   UNK     0      -1.827   4.428  -1.192  0.00  0.00           N+0
HETATM   16  C   UNK     0      -2.671   5.530  -1.114  0.00  0.00           C+0
HETATM   17  O   UNK     0      -2.813   6.432  -1.919  0.00  0.00           O+0
HETATM   18  C   UNK     0      -3.405   5.439   0.147  0.00  0.00           C+0
HETATM   19  C   UNK     0      -3.004   4.311   0.737  0.00  0.00           C+0
HETATM   20  C   UNK     0      -1.968   3.535  -0.049  0.00  0.00           C+0
HETATM   21  C   UNK     0      -0.686   3.473   0.783  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.219   2.281   0.497  0.00  0.00           C+0
HETATM   23  C   UNK     0      -0.100   1.421  -0.742  0.00  0.00           C+0
HETATM   24  C   UNK     0      -1.582   1.130  -0.959  0.00  0.00           C+0
HETATM   25  C   UNK     0      -2.555   2.154  -0.373  0.00  0.00           C+0
HETATM   26  C   UNK     0      -1.712   1.051  -2.454  0.00  0.00           C+0
HETATM   27  O   UNK     0      -2.704   0.665  -3.051  0.00  0.00           O+0
HETATM   28  O   UNK     0      -0.589   1.495  -3.074  0.00  0.00           O+0
HETATM   29  H   UNK     0      -0.013  -3.320   1.049  0.00  0.00           H+0
HETATM   30  H   UNK     0       1.125  -2.551   2.217  0.00  0.00           H+0
HETATM   31  H   UNK     0       1.711  -3.745   1.040  0.00  0.00           H+0
HETATM   32  H   UNK     0       3.114  -1.404  -1.010  0.00  0.00           H+0
HETATM   33  H   UNK     0       4.777  -0.859  -2.722  0.00  0.00           H+0
HETATM   34  H   UNK     0       4.460   1.082  -4.227  0.00  0.00           H+0
HETATM   35  H   UNK     0       2.441   2.493  -4.035  0.00  0.00           H+0
HETATM   36  H   UNK     0       0.917   4.044  -1.450  0.00  0.00           H+0
HETATM   37  H   UNK     0       0.854   3.816  -3.173  0.00  0.00           H+0
HETATM   38  H   UNK     0      -0.885   5.199  -2.854  0.00  0.00           H+0
HETATM   39  H   UNK     0      -1.681   3.679  -3.107  0.00  0.00           H+0
HETATM   40  H   UNK     0      -4.124   6.166   0.477  0.00  0.00           H+0
HETATM   41  H   UNK     0      -3.387   3.977   1.693  0.00  0.00           H+0
HETATM   42  H   UNK     0      -0.108   4.400   0.667  0.00  0.00           H+0
HETATM   43  H   UNK     0      -0.931   3.433   1.854  0.00  0.00           H+0
HETATM   44  H   UNK     0       1.263   2.621   0.462  0.00  0.00           H+0
HETATM   45  H   UNK     0       0.179   1.651   1.394  0.00  0.00           H+0
HETATM   46  H   UNK     0      -1.865   0.136  -0.597  0.00  0.00           H+0
HETATM   47  H   UNK     0      -3.437   2.259  -1.020  0.00  0.00           H+0
HETATM   48  H   UNK     0      -2.928   1.718   0.566  0.00  0.00           H+0
CONECT    1    2   29   30   31                                             
CONECT    2    3    1                                                       
CONECT    3    5    2    4                                                  
CONECT    4    3                                                            
CONECT    5    6   23    3                                                  
CONECT    6    7    5   11                                                  
CONECT    7    6    8   32                                                  
CONECT    8    9    7   33                                                  
CONECT    9    8   10   34                                                  
CONECT   10   11    9   35                                                  
CONECT   11   12   10    6                                                  
CONECT   12   11   28   23   13                                             
CONECT   13   14   12   36   37                                             
CONECT   14   13   15   38   39                                             
CONECT   15   14   20   16                                                  
CONECT   16   18   15   17                                                  
CONECT   17   16                                                            
CONECT   18   19   16   40                                                  
CONECT   19   20   18   41                                                  
CONECT   20   15   19   25   21                                             
CONECT   21   20   22   42   43                                             
CONECT   22   21   23   44   45                                             
CONECT   23    5   24   12   22                                             
CONECT   24   23   25   26   46                                             
CONECT   25   20   24   47   48                                             
CONECT   26   24   28   27                                                  
CONECT   27   26                                                            
CONECT   28   12   26                                                       
CONECT   29    1                                                            
CONECT   30    1                                                            
CONECT   31    1                                                            
CONECT   32    7                                                            
CONECT   33    8                                                            
CONECT   34    9                                                            
CONECT   35   10                                                            
CONECT   36   13                                                            
CONECT   37   13                                                            
CONECT   38   14                                                            
CONECT   39   14                                                            
CONECT   40   18                                                            
CONECT   41   19                                                            
CONECT   42   21                                                            
CONECT   43   21                                                            
CONECT   44   22                                                            
CONECT   45   22                                                            
CONECT   46   24                                                            
CONECT   47   25                                                            
CONECT   48   25                                                            
MASTER        0    0    0    0    0    0    0    0   48    0  106    0
END

RDKit          3D

48 53  0  0  0  0  0  0  0  0999 V2000
    0.9990   -2.9293    1.1974 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2850   -1.9044    0.2447 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4706   -0.8196    0.3186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4361   -0.7235    1.1422 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7289    0.1611   -0.6280 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8107    0.2554   -1.5287 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9354   -0.5478   -1.6473 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8915   -0.2365   -2.6191 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7154    0.8624   -3.4651 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5821    1.6658   -3.3470 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6418    1.3639   -2.3651 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3168    2.0391   -2.1050 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3303    3.5659   -2.2409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0442    4.2141   -2.3951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8268    4.4275   -1.1922 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6710    5.5304   -1.1141 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8134    6.4319   -1.9189 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4052    5.4386    0.1470 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0042    4.3114    0.7373 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9685    3.5350   -0.0487 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6862    3.4726    0.7829 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2189    2.2813    0.4968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1001    1.4209   -0.7422 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5818    1.1303   -0.9586 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5551    2.1537   -0.3730 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7123    1.0510   -2.4539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7043    0.6654   -3.0514 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5893    1.4951   -3.0740 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0126   -3.3198    1.0490 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1254   -2.5515    2.2168 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7106   -3.7446    1.0404 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1144   -1.4044   -1.0095 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7774   -0.8594   -2.7221 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4596    1.0819   -4.2274 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4414    2.4934   -4.0354 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9167    4.0444   -1.4499 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8538    3.8159   -3.1732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8846    5.1989   -2.8539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6805    3.6791   -3.1073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1243    6.1661    0.4771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3869    3.9766    1.6934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1077    4.3996    0.6674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9313    3.4332    1.8544 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2629    2.6213    0.4623 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1789    1.6510    1.3944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8648    0.1362   -0.5967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4373    2.2585   -1.0195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9284    1.7180    0.5660 H   0  0  0  0  0  0  0  0  0  0  0  0
 13 14  1  0
 14 15  1  0
 15 20  1  0
  7  6  2  0
  6  5  1  0
 23  5  1  1
 12 11  1  0
  9  8  2  0
 20 19  1  1
 19 18  2  0
 18 16  1  0
 16 15  1  0
 11 10  2  0
 23 24  1  0
 10  9  1  0
 20 25  1  0
 11  6  1  0
  5  3  1  0
 24 25  1  0
  3  2  1  0
  8  7  1  0
  2  1  1  0
 20 21  1  0
  3  4  2  0
 21 22  1  0
 16 17  2  0
 12 28  1  6
 23 12  1  0
 24 26  1  0
 28 26  1  0
 12 13  1  0
 26 27  2  0
 23 22  1  0
  9 34  1  0
  8 33  1  0
  7 32  1  0
 10 35  1  0
 21 42  1  0
 21 43  1  0
 22 44  1  0
 22 45  1  0
 13 36  1  0
 13 37  1  0
 14 38  1  0
 14 39  1  0
 19 41  1  0
 18 40  1  0
 24 46  1  1
 25 47  1  0
 25 48  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₁H₂₀N₂O₅

Average Mass

380.4000 Da

Monoisotopic Mass

380.13722 Da

IUPAC Name

methyl (1R,9R,10R,12R)-15,20-dioxo-19-oxa-8,16-diazahexacyclo[8.8.2.2^{9,12}.0^{1,9}.0^{2,7}.0^{12,16}]docosa-2,4,6,13-tetraene-8-carboxylate

Traditional Name

methyl (1R,9R,10R,12R)-15,20-dioxo-19-oxa-8,16-diazahexacyclo[8.8.2.2^{9,12}.0^{1,9}.0^{2,7}.0^{12,16}]docosa-2,4,6,13-tetraene-8-carboxylate

CAS Registry Number

Not Available

SMILES

[H]C1=C([H])[C@]23N(C1=O)C([H])([H])C([H])([H])[C@]14OC(=O)[C@]([H])(C2([H])[H])[C@]1(N(C(=O)OC([H])([H])[H])C1=C([H])C([H])=C([H])C([H])=C41)C([H])([H])C3([H])[H]

InChI Identifier

InChI=1S/C21H20N2O5/c1-27-18(26)23-15-5-3-2-4-13(15)21-10-11-22-16(24)6-7-19(22)8-9-20(21,23)14(12-19)17(25)28-21/h2-7,14H,8-12H2,1H3/t14-,19+,20+,21+/m0/s1

InChI Key

STACHDUHGOCYFP-RKTMXUFFSA-N

Experimental Spectra

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

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Kopsia grandifolia	JEOL database	Yap, W. -S., et al, J. Nat. Prod. 74, 1309 (2011)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as indolecarboxylic acids. Indolecarboxylic acids are compounds containing a carboxylic acid group linked to an indole.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Indolecarboxylic acids and derivatives

Direct Parent

Indolecarboxylic acids

Alternative Parents

Substituents

Indolecarboxylic acid
Gamma butyrolactone
Benzenoid
Carbamic acid ester
Tetrahydrofuran
Tertiary carboxylic acid amide
Pyrroline
Carboxamide group
Carboxylic acid ester
Lactam
Lactone
Carbonic acid derivative
Carboxylic acid derivative
Oxacycle
Monocarboxylic acid or derivatives
Azacycle
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

indolyl carboxylic acid (CHEBI:68089 )

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	1.13	ALOGPS
logP	1.25	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Basic)	-0.11	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	76.15 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	97.85 m³·mol⁻¹	ChemAxon
Polarizability	38.48 Å³	ChemAxon
Number of Rings	6	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

26630846

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

56662978

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Arai S, Nakajima M, Nishida A: Total Synthesis of Lundurine and Related Alkaloids: Synthetic Approaches and Strategies. Alkaloids Chem Biol. 2017;78:167-204. doi: 10.1016/bs.alkal.2017.01.001. Epub 2017 Feb 28. [PubMed:28838428 ]
Nakajima M, Arai S, Nishida A: Total Syntheses of (+)-Grandilodine C and (+)-Lapidilectine B and Determination of their Absolute Stereochemistry. Angew Chem Int Ed Engl. 2016 Mar 1;55(10):3473-6. doi: 10.1002/anie.201510561. Epub 2016 Feb 2. [PubMed:26834054 ]
Schultz EE, Pujanauski BG, Sarpong R: Synthetic studies toward lapidilectine-type Kopsia alkaloids. Org Lett. 2012 Jan 20;14(2):648-51. doi: 10.1021/ol203302f. Epub 2012 Jan 3. [PubMed:22214219 ]
Yap, W. -S., et al. (2011). Yap, W. -S., et al, J. Nat. Prod. 74, 1309 (2011). J. Nat. Prod..

Showing NP-Card for grandilodine C (NP0036039)

MOL for NP0036039 (grandilodine C)

3D MOL for NP0036039 (grandilodine C)

3D SDF for NP0036039 (grandilodine C)

3D-SDF for NP0036039 (grandilodine C)

PDB for NP0036039 (grandilodine C)

3D PDB for NP0036039 (grandilodine C)

SMILES for NP0036039 (grandilodine C)

INCHI for NP0036039 (grandilodine C)

Structure for NP0036039 (grandilodine C)

3D Structure for NP0036039 (grandilodine C)