NP-MRD: Showing NP-Card for 7'-(3,3-dimethyloxirane-2-carbonyl)-1-formyl-2'-hydroxy-1,6-dimethyl-3a-(methylamino)-4,6,7,8,9,9a,10,10a-octahydro-3h-spiro[cyclopenta[b]quinolizine-2,3'-indol]-8-yl butanoate (NP0154636)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-02 11:34:59 UTC

Updated at

2022-09-02 11:34:59 UTC

NP-MRD ID

NP0154636

Secondary Accession Numbers

None

Natural Product Identification

Common Name

7'-(3,3-dimethyloxirane-2-carbonyl)-1-formyl-2'-hydroxy-1,6-dimethyl-3a-(methylamino)-4,6,7,8,9,9a,10,10a-octahydro-3h-spiro[cyclopenta[b]quinolizine-2,3'-indol]-8-yl butanoate

Description

SCHEMBL13918071 belongs to the class of organic compounds known as delta amino acids and derivatives. Delta amino acids and derivatives are compounds containing a carboxylic acid group and an amino group at the C5 carbon atom. 7'-(3,3-dimethyloxirane-2-carbonyl)-1-formyl-2'-hydroxy-1,6-dimethyl-3a-(methylamino)-4,6,7,8,9,9a,10,10a-octahydro-3h-spiro[cyclopenta[b]quinolizine-2,3'-indol]-8-yl butanoate is found in Penicillium waksmanii. Based on a literature review very few articles have been published on SCHEMBL13918071.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309022213352D          

 41 46  0  0  0  0            999 V2000
    1.4574   -1.7576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0395   -1.1729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8369   -1.3847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4189   -0.8000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2036   -0.0036    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2163   -1.0118    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7983   -0.4271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5831    0.3693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1651    0.9540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9498    1.7504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9625    0.7422    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5445    1.3269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3419    1.1151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2110    1.9297    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4402    2.2236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0328    1.5660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6751    1.0482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9690    1.8191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5182    2.5100    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7930    1.7777    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.0083    0.9813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7442    0.6084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4351    1.0593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3901    1.8831    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1710    0.6864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9948    0.7314    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6219   -0.0045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1313   -0.6535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1863   -0.7051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7892   -0.2153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0983   -0.6662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3624   -0.2933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3174    0.5305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3812    0.2774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1785    0.0656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2539   -0.5378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8962   -1.0555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5572    0.3187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9751   -0.2659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1778   -0.0542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5957   -0.6389    0.0000 C   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  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 13 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 22 30  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 21 33  1  0  0  0  0
 17 33  1  0  0  0  0
 17 34  1  0  0  0  0
 34 35  1  0  0  0  0
 34 36  1  0  0  0  0
 36 37  2  0  0  0  0
 34 38  1  0  0  0  0
 13 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 11 40  1  0  0  0  0
 40 41  1  0  0  0  0
  7 41  1  0  0  0  0
M  END

     RDKit          3D

 84 89  0  0  0  0  0  0  0  0999 V2000
    7.4472    3.6994    2.4957 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6454    2.5986    1.8748 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2360    1.2437    2.2007 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4240    0.1645    1.5736 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7123   -1.0517    1.6898 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2851    0.4526    0.8139 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5052   -0.5408    0.2134 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4260   -0.4285   -1.2790 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6955   -1.5896   -1.8626 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5423   -2.8679   -1.8525 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4183   -1.8494   -1.2771 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3964   -1.1151   -1.9365 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0495   -1.4350   -1.3273 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5015   -2.6573   -1.7083 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1154   -3.8858   -1.4616 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9666   -0.3308   -1.7001 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8851   -0.2393   -0.4961 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9839    1.1957   -0.0744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8634    1.9421    0.2720 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2061    1.5079   -0.1132 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0704    0.4582   -0.5240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4398    0.3710   -0.7047 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3068    1.4878   -0.4569 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5558    1.3470   -0.7126 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8969    2.7752    0.0623 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.5654    3.9192   -0.3972 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8904    3.5162    0.8771 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3560    4.2422    2.0814 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2914    2.9918    1.0431 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0135   -0.8373   -1.1376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1993   -1.9041   -1.3711 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8365   -1.8105   -1.1890 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2458   -0.6479   -0.7683 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2036   -0.9804    0.6447 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1460   -0.0779    1.8909 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8704   -2.2390    1.0221 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0153   -2.3429    1.3700 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1777   -1.1101    0.1346 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1046   -2.0488    0.7840 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4532   -1.8225    0.1380 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0823   -0.5955    0.7392 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3044    3.3271    3.0787 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8637    4.3524    1.6802 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8378    4.3626    3.1313 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6092    2.6689    2.2728 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5939    2.6861    0.7736 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2948    1.2157    1.8932 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2149    1.0624    3.3036 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9622   -1.5216    0.4586 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4837   -0.4734   -1.6639 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9628    0.5037   -1.6315 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5260   -1.3696   -2.9467 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7499   -3.2086   -0.8267 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9167   -3.6359   -2.3662 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4454   -2.7417   -2.4722 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4500   -1.2969   -3.0067 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5735   -0.0320   -1.7642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8789   -2.6123   -2.6759 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0479   -4.5368   -2.3912 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2216   -3.9015   -1.3633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3356   -4.5361   -0.6694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4005    0.5852   -1.8981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4645   -0.6482   -2.6220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7111    2.7980   -0.2681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8319    2.9279    0.3088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4506    4.8344    1.8044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0027    3.4544    2.8064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1381    4.8910    2.5399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8213    3.5844    1.8172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2453    1.9575    1.4309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8735    3.0925    0.1016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1078   -0.8991   -1.2793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6608   -2.8435   -1.7094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2649   -2.7255   -1.4028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1697    0.4447    1.9136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1292   -0.7707    2.7577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0048    0.6135    1.9044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2951   -3.1563    0.9893 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6346   -0.0735    0.1789 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7762   -3.0792    0.8319 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2478   -1.7307    1.8634 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0944   -2.6907    0.4708 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6064    0.3472    0.4516 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0580   -0.7310    1.8448 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  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 16  1  0
 16 17  1  0
 17 18  1  1
 18 19  1  0
 18 20  2  0
 20 21  1  0
 21 22  2  0
 22 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 27 29  1  0
 17 34  1  0
 34 35  1  0
 34 36  1  1
 36 37  2  0
 34 38  1  0
 38 39  1  0
 39 40  1  0
 40 41  1  0
 13 14  1  1
 14 15  1  0
 41  7  1  0
 40 11  1  0
 38 13  1  0
 33 17  1  0
 27 25  1  0
 33 21  1  0
  1 42  1  0
  1 43  1  0
  1 44  1  0
  2 45  1  0
  2 46  1  0
  3 47  1  0
  3 48  1  0
  7 49  1  6
  8 50  1  0
  8 51  1  0
  9 52  1  6
 10 53  1  0
 10 54  1  0
 10 55  1  0
 12 56  1  0
 12 57  1  0
 16 62  1  0
 16 63  1  0
 19 64  1  0
 30 72  1  0
 31 73  1  0
 32 74  1  0
 25 65  1  1
 28 66  1  0
 28 67  1  0
 28 68  1  0
 29 69  1  0
 29 70  1  0
 29 71  1  0
 35 75  1  0
 35 76  1  0
 35 77  1  0
 36 78  1  0
 38 79  1  6
 39 80  1  0
 39 81  1  0
 40 82  1  1
 41 83  1  0
 41 84  1  0
 14 58  1  0
 15 59  1  0
 15 60  1  0
 15 61  1  0
M  END


  Mrv1652309022213352D          

 41 46  0  0  0  0            999 V2000
    1.4574   -1.7576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0395   -1.1729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8369   -1.3847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4189   -0.8000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2036   -0.0036    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2163   -1.0118    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7983   -0.4271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5831    0.3693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1651    0.9540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9498    1.7504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9625    0.7422    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5445    1.3269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3419    1.1151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2110    1.9297    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4402    2.2236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0328    1.5660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6751    1.0482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9690    1.8191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5182    2.5100    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7930    1.7777    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.0083    0.9813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7442    0.6084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4351    1.0593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3901    1.8831    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1710    0.6864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9948    0.7314    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6219   -0.0045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1313   -0.6535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1863   -0.7051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7892   -0.2153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0983   -0.6662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3624   -0.2933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3174    0.5305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3812    0.2774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1785    0.0656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2539   -0.5378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8962   -1.0555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5572    0.3187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9751   -0.2659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1778   -0.0542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5957   -0.6389    0.0000 C   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  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 13 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 22 30  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 21 33  1  0  0  0  0
 17 33  1  0  0  0  0
 17 34  1  0  0  0  0
 34 35  1  0  0  0  0
 34 36  1  0  0  0  0
 36 37  2  0  0  0  0
 34 38  1  0  0  0  0
 13 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 11 40  1  0  0  0  0
 40 41  1  0  0  0  0
  7 41  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0154636

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCC(=O)OC1CC(C)N2CC3(CC4(C(O)=NC5=C(C=CC=C45)C(=O)C4OC4(C)C)C(C)(C=O)C3CC2C1)NC

> <INCHI_IDENTIFIER>
InChI=1S/C32H43N3O6/c1-7-9-24(37)40-20-12-18(2)35-16-31(33-6)15-32(30(5,17-36)23(31)14-19(35)13-20)22-11-8-10-21(25(22)34-28(32)39)26(38)27-29(3,4)41-27/h8,10-11,17-20,23,27,33H,7,9,12-16H2,1-6H3,(H,34,39)

> <INCHI_KEY>
SPWNWIUSSBUTEI-UHFFFAOYSA-N

> <FORMULA>
C32H43N3O6

> <MOLECULAR_WEIGHT>
565.711

> <EXACT_MASS>
565.315186117

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
84

> <JCHEM_AVERAGE_POLARIZABILITY>
62.783226286847025

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
7'-(3,3-dimethyloxirane-2-carbonyl)-1-formyl-2'-hydroxy-1,6-dimethyl-3a-(methylamino)-3,3a,4,6,7,8,9,9a,10,10a-decahydro-1H-spiro[cyclopenta[b]quinolizine-2,3'-indole]-8-yl butanoate

> <ALOGPS_LOGP>
3.45

> <JCHEM_LOGP>
0.7408105897061311

> <ALOGPS_LOGS>
-4.45

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
16.252418393279683

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.0647722700385

> <JCHEM_PKA_STRONGEST_BASIC>
9.877672004788188

> <JCHEM_POLAR_SURFACE_AREA>
120.82999999999998

> <JCHEM_REFRACTIVITY>
155.26330000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.02e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
7'-(3,3-dimethyloxirane-2-carbonyl)-1-formyl-2'-hydroxy-1,6-dimethyl-3a-(methylamino)-4,6,7,8,9,9a,10,10a-octahydro-3H-spiro[cyclopenta[b]quinolizine-2,3'-indole]-8-yl butanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 02-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-SEP-22         0                                  
HETATM    1  C   UNK     0       2.721  -3.281   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.807  -2.189   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.295  -2.585   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.382  -1.493   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       5.980  -0.007   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0       7.870  -1.889   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       8.957  -0.797   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.555   0.689   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.642   1.781   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.240   3.267   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0      11.130   1.385   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0      12.216   2.477   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      13.705   2.082   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0      13.461   3.602   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0      12.022   4.151   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      14.995   2.923   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      16.194   1.957   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      16.742   3.396   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      15.901   4.685   0.000  0.00  0.00           O+0
HETATM   20  N   UNK     0      18.280   3.318   0.000  0.00  0.00           N+0
HETATM   21  C   UNK     0      18.682   1.832   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      20.056   1.136   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      21.346   1.977   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      21.262   3.515   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      22.719   1.281   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      24.257   1.365   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      23.561  -0.008   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      24.512  -1.220   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      22.748  -1.316   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      20.140  -0.402   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      18.850  -1.244   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      17.477  -0.548   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      17.392   0.990   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      15.645   0.518   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      17.133   0.122   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      15.407  -1.004   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0      16.606  -1.970   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0      14.107   0.595   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      13.020  -0.496   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      11.532  -0.101   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      10.445  -1.193   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8   41                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   40                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   16   38                                             
CONECT   14   13   15                                                       
CONECT   15   14                                                            
CONECT   16   13   17                                                       
CONECT   17   16   18   33   34                                             
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   22   33                                                  
CONECT   22   21   23   30                                                  
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26   27                                                  
CONECT   26   25   27                                                       
CONECT   27   26   25   28   29                                             
CONECT   28   27                                                            
CONECT   29   27                                                            
CONECT   30   22   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   21   17                                                  
CONECT   34   17   35   36   38                                             
CONECT   35   34                                                            
CONECT   36   34   37                                                       
CONECT   37   36                                                            
CONECT   38   34   13   39                                                  
CONECT   39   38   40                                                       
CONECT   40   39   11   41                                                  
CONECT   41   40    7                                                       
MASTER        0    0    0    0    0    0    0    0   41    0   92    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₂H₄₃N₃O₆

Average Mass

565.7110 Da

Monoisotopic Mass

565.31519 Da

IUPAC Name

7'-(3,3-dimethyloxirane-2-carbonyl)-1-formyl-2'-hydroxy-1,6-dimethyl-3a-(methylamino)-3,3a,4,6,7,8,9,9a,10,10a-decahydro-1H-spiro[cyclopenta[b]quinolizine-2,3'-indole]-8-yl butanoate

Traditional Name

7'-(3,3-dimethyloxirane-2-carbonyl)-1-formyl-2'-hydroxy-1,6-dimethyl-3a-(methylamino)-4,6,7,8,9,9a,10,10a-octahydro-3H-spiro[cyclopenta[b]quinolizine-2,3'-indole]-8-yl butanoate

CAS Registry Number

Not Available

SMILES

CCCC(=O)OC1CC(C)N2CC3(CC4(C(O)=NC5=C(C=CC=C45)C(=O)C4OC4(C)C)C(C)(C=O)C3CC2C1)NC

InChI Identifier

InChI=1S/C32H43N3O6/c1-7-9-24(37)40-20-12-18(2)35-16-31(33-6)15-32(30(5,17-36)23(31)14-19(35)13-20)22-11-8-10-21(25(22)34-28(32)39)26(38)27-29(3,4)41-27/h8,10-11,17-20,23,27,33H,7,9,12-16H2,1-6H3,(H,34,39)

InChI Key

SPWNWIUSSBUTEI-UHFFFAOYSA-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, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, 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 waksmanii	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as delta amino acids and derivatives. Delta amino acids and derivatives are compounds containing a carboxylic acid group and an amino group at the C5 carbon atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Delta amino acids and derivatives

Alternative Parents

Substituents

Delta amino acid or derivatives
Quinolizidine
Quinolizine
Indole or derivatives
Dihydroindole
Aryl alkyl ketone
Aryl ketone
3-aminopiperidine
Fatty acid ester
Aralkylamine
Oxirane carboxylic acid or derivatives
Piperidine
Fatty acyl
Benzenoid
Vinylogous amide
Tertiary amine
Secondary carboxylic acid amide
Tertiary aliphatic amine
Carboxamide group
Carboxylic acid ester
Lactam
Ketone
Secondary amine
Organoheterocyclic compound
Azacycle
Oxacycle
Monocarboxylic acid or derivatives
Dialkyl ether
Secondary aliphatic amine
Oxirane
Ether
Aldehyde
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organic oxygen compound
Organonitrogen compound
Organooxygen compound
Carbonyl group
Organic nitrogen compound
Amine
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	3.45	ALOGPS
logP	0.74	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	4.06	ChemAxon
pKa (Strongest Basic)	9.88	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	120.83 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	155.26 m³·mol⁻¹	ChemAxon
Polarizability	62.78 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	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

9573826

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11398926

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 7'-(3,3-dimethyloxirane-2-carbonyl)-1-formyl-2'-hydroxy-1,6-dimethyl-3a-(methylamino)-4,6,7,8,9,9a,10,10a-octahydro-3h-spiro[cyclopenta[b]quinolizine-2,3'-indol]-8-yl butanoate (NP0154636)

MOL for NP0154636 (7'-(3,3-dimethyloxirane-2-carbonyl)-1-formyl-2'-hydroxy-1,6-dimethyl-3a-(methylamino)-4,6,7,8,9,9a,10,10a-octahydro-3h-spiro[cyclopenta[b]quinolizine-2,3'-indol]-8-yl butanoate)

3D MOL for NP0154636 (7'-(3,3-dimethyloxirane-2-carbonyl)-1-formyl-2'-hydroxy-1,6-dimethyl-3a-(methylamino)-4,6,7,8,9,9a,10,10a-octahydro-3h-spiro[cyclopenta[b]quinolizine-2,3'-indol]-8-yl butanoate)

3D SDF for NP0154636 (7'-(3,3-dimethyloxirane-2-carbonyl)-1-formyl-2'-hydroxy-1,6-dimethyl-3a-(methylamino)-4,6,7,8,9,9a,10,10a-octahydro-3h-spiro[cyclopenta[b]quinolizine-2,3'-indol]-8-yl butanoate)

3D-SDF for NP0154636 (7'-(3,3-dimethyloxirane-2-carbonyl)-1-formyl-2'-hydroxy-1,6-dimethyl-3a-(methylamino)-4,6,7,8,9,9a,10,10a-octahydro-3h-spiro[cyclopenta[b]quinolizine-2,3'-indol]-8-yl butanoate)

PDB for NP0154636 (7'-(3,3-dimethyloxirane-2-carbonyl)-1-formyl-2'-hydroxy-1,6-dimethyl-3a-(methylamino)-4,6,7,8,9,9a,10,10a-octahydro-3h-spiro[cyclopenta[b]quinolizine-2,3'-indol]-8-yl butanoate)

3D PDB for NP0154636 (7'-(3,3-dimethyloxirane-2-carbonyl)-1-formyl-2'-hydroxy-1,6-dimethyl-3a-(methylamino)-4,6,7,8,9,9a,10,10a-octahydro-3h-spiro[cyclopenta[b]quinolizine-2,3'-indol]-8-yl butanoate)

SMILES for NP0154636 (7'-(3,3-dimethyloxirane-2-carbonyl)-1-formyl-2'-hydroxy-1,6-dimethyl-3a-(methylamino)-4,6,7,8,9,9a,10,10a-octahydro-3h-spiro[cyclopenta[b]quinolizine-2,3'-indol]-8-yl butanoate)

INCHI for NP0154636 (7'-(3,3-dimethyloxirane-2-carbonyl)-1-formyl-2'-hydroxy-1,6-dimethyl-3a-(methylamino)-4,6,7,8,9,9a,10,10a-octahydro-3h-spiro[cyclopenta[b]quinolizine-2,3'-indol]-8-yl butanoate)

Structure for NP0154636 (7'-(3,3-dimethyloxirane-2-carbonyl)-1-formyl-2'-hydroxy-1,6-dimethyl-3a-(methylamino)-4,6,7,8,9,9a,10,10a-octahydro-3h-spiro[cyclopenta[b]quinolizine-2,3'-indol]-8-yl butanoate)

3D Structure for NP0154636 (7'-(3,3-dimethyloxirane-2-carbonyl)-1-formyl-2'-hydroxy-1,6-dimethyl-3a-(methylamino)-4,6,7,8,9,9a,10,10a-octahydro-3h-spiro[cyclopenta[b]quinolizine-2,3'-indol]-8-yl butanoate)