NP-MRD: Showing NP-Card for Tryptoquivaline (NP0003661)

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Record Information

Version

1.0

Created at

2020-12-09 00:51:07 UTC

Updated at

2021-07-15 16:47:02 UTC

NP-MRD ID

NP0003661

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Tryptoquivaline

Provided By

NPAtlas

Description

Tryptoquivaline is found in Aspergillus, Aspergillus clavatus, Aspergillus clavatus (NRRL5890) and Aspergillus fumigatus. It was first documented in 1975 (PMID: 1133368). Based on a literature review very few articles have been published on (1S)-1-{3-[(4'R,9S,9aS)-1-hydroxy-2,2-dimethyl-3,5'-dioxo-1,2,3,9a-tetrahydrospiro[imidazo[1,2-a]indole-9,2'-oxolane]-4'-yl]-4-oxo-3,4-dihydroquinazolin-2-yl}-2-methylpropyl acetate.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242117493D          

 70 75  0  0  0  0            999 V2000
    3.2274   -4.3898    0.0144 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7132   -3.1509    0.6124 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6892   -3.2210    1.3614 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2866   -1.9207    0.4003 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7483   -0.7319    1.0076 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5576    0.3214   -0.0200 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5462    0.5729   -0.9297 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4140    1.5166   -1.8761 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4275    1.7526   -2.7850 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2767    2.7262   -3.7522 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1128    3.4500   -3.7956 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0899    3.2067   -2.8726 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2389    2.2348   -1.9062 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2366    1.9633   -0.9658 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1849    2.6281   -1.0165 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4079    1.0022   -0.0257 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3780    0.7384    0.9209 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4987   -0.4177    0.5878 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8976    0.0811    0.5691 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7670    1.4607    0.2895 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6210    1.8697    0.9566 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3584    2.9741    1.5288 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6192   -0.0437    1.8337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2115    0.0034    3.1627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1752   -0.1446    4.1357 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5117   -0.3352    3.8374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9088   -0.3811    2.5186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9566   -0.2346    1.5107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1060   -0.2515    0.0997 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9072   -0.0818   -1.0398 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1206    0.2710   -0.9755 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0872   -0.3817   -2.2286 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.1647   -1.8544   -2.5308 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4532    0.4700   -3.4151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7351   -0.0935   -1.7554 N   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4507    1.2050   -1.7974 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7807   -0.6282   -0.4149 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.8734   -0.2700    1.9450 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5110    0.9812    2.6907 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1014   -1.3599    2.9988 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2028   -4.7142    0.4300 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4008   -4.2288   -1.0808 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4661   -5.2026    0.0694 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8796   -0.9483    1.6164 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3169    1.1431   -2.6903 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1080    2.8677   -4.4409 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0143    4.2086   -4.5613 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1927    3.7810   -2.9239 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7270    0.6626    1.9744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4578   -1.2661    1.2993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2629   -0.7715   -0.4603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1621    0.1533    3.3438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8854   -0.1120    5.1830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2592   -0.4501    4.6138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9449   -0.5281    2.2484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1921   -2.3803   -1.5422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2973   -2.2169   -3.1228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0941   -2.1242   -3.0584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4450    0.9332   -3.2070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7331    1.3151   -3.4646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4558   -0.1475   -4.3333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7794    1.3339   -2.5356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5960   -1.7081   -0.3476 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8246   -0.1789    1.3938 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7180    0.7379    3.4385 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4363    1.3378    3.1876 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1022    1.7729    2.0034 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1797   -1.5342    3.5892 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4191   -2.3039    2.5426 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8866   -0.9683    3.6752 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
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 19 20  1  6  0  0  0
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 23 24  2  0  0  0  0
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 26 27  1  0  0  0  0
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 30 31  2  0  0  0  0
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 32 33  1  6  0  0  0
 32 34  1  0  0  0  0
 32 35  1  0  0  0  0
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 35 37  1  0  0  0  0
  5 38  1  0  0  0  0
 38 39  1  0  0  0  0
 38 40  1  0  0  0  0
 16  6  1  0  0  0  0
 21 17  1  0  0  0  0
 28 23  1  0  0  0  0
 37 29  1  0  0  0  0
 13  8  1  0  0  0  0
 37 19  1  0  0  0  0
  1 41  1  0  0  0  0
  1 42  1  0  0  0  0
  1 43  1  0  0  0  0
  5 44  1  1  0  0  0
  9 45  1  0  0  0  0
 10 46  1  0  0  0  0
 11 47  1  0  0  0  0
 12 48  1  0  0  0  0
 17 49  1  1  0  0  0
 18 50  1  0  0  0  0
 18 51  1  0  0  0  0
 24 52  1  0  0  0  0
 25 53  1  0  0  0  0
 26 54  1  0  0  0  0
 27 55  1  0  0  0  0
 33 56  1  0  0  0  0
 33 57  1  0  0  0  0
 33 58  1  0  0  0  0
 34 59  1  0  0  0  0
 34 60  1  0  0  0  0
 34 61  1  0  0  0  0
 36 62  1  0  0  0  0
 37 63  1  6  0  0  0
 38 64  1  6  0  0  0
 39 65  1  0  0  0  0
 39 66  1  0  0  0  0
 39 67  1  0  0  0  0
 40 68  1  0  0  0  0
 40 69  1  0  0  0  0
 40 70  1  0  0  0  0
M  END

     RDKit          3D

 70 75  0  0  0  0  0  0  0  0999 V2000
    3.2274   -4.3898    0.0144 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7132   -3.1509    0.6124 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6892   -3.2210    1.3614 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2866   -1.9207    0.4003 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7483   -0.7319    1.0076 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5576    0.3214   -0.0200 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5462    0.5729   -0.9297 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4140    1.5166   -1.8761 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4275    1.7526   -2.7850 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.2389    2.2348   -1.9062 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2366    1.9633   -0.9658 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.3780    0.7384    0.9209 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4987   -0.4177    0.5878 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.2115    0.0034    3.1627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1752   -0.1446    4.1357 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.1080    2.8677   -4.4409 H   0  0  0  0  0  0  0  0  0  0  0  0
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 40 70  1  0
M  END


  Mrv1652306242117493D          

 70 75  0  0  0  0            999 V2000
    3.2274   -4.3898    0.0144 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7132   -3.1509    0.6124 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6892   -3.2210    1.3614 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2866   -1.9207    0.4003 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7483   -0.7319    1.0076 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5576    0.3214   -0.0200 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5462    0.5729   -0.9297 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4140    1.5166   -1.8761 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4275    1.7526   -2.7850 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2767    2.7262   -3.7522 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1128    3.4500   -3.7956 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0899    3.2067   -2.8726 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2389    2.2348   -1.9062 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2366    1.9633   -0.9658 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1849    2.6281   -1.0165 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4079    1.0022   -0.0257 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3780    0.7384    0.9209 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4987   -0.4177    0.5878 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8976    0.0811    0.5691 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7670    1.4607    0.2895 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6210    1.8697    0.9566 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3584    2.9741    1.5288 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6192   -0.0437    1.8337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2115    0.0034    3.1627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1752   -0.1446    4.1357 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5117   -0.3352    3.8374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9088   -0.3811    2.5186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9566   -0.2346    1.5107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1060   -0.2515    0.0997 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9072   -0.0818   -1.0398 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1206    0.2710   -0.9755 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0872   -0.3817   -2.2286 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.1647   -1.8544   -2.5308 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4532    0.4700   -3.4151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7351   -0.0935   -1.7554 N   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4507    1.2050   -1.7974 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7807   -0.6282   -0.4149 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.8734   -0.2700    1.9450 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5110    0.9812    2.6907 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1014   -1.3599    2.9988 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2028   -4.7142    0.4300 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4008   -4.2288   -1.0808 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4661   -5.2026    0.0694 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8796   -0.9483    1.6164 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3169    1.1431   -2.6903 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1080    2.8677   -4.4409 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0143    4.2086   -4.5613 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1927    3.7810   -2.9239 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7270    0.6626    1.9744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4578   -1.2661    1.2993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2629   -0.7715   -0.4603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1621    0.1533    3.3438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8854   -0.1120    5.1830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2592   -0.4501    4.6138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9449   -0.5281    2.2484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1921   -2.3803   -1.5422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2973   -2.2169   -3.1228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0941   -2.1242   -3.0584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4450    0.9332   -3.2070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7331    1.3151   -3.4646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4558   -0.1475   -4.3333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7794    1.3339   -2.5356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5960   -1.7081   -0.3476 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8246   -0.1789    1.3938 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7180    0.7379    3.4385 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4363    1.3378    3.1876 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1022    1.7729    2.0034 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1797   -1.5342    3.5892 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4191   -2.3039    2.5426 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8866   -0.9683    3.6752 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  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
 14 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
 19 20  1  6  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 19 23  1  0  0  0  0
 23 24  2  0  0  0  0
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 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 30 32  1  0  0  0  0
 32 33  1  6  0  0  0
 32 34  1  0  0  0  0
 32 35  1  0  0  0  0
 35 36  1  0  0  0  0
 35 37  1  0  0  0  0
  5 38  1  0  0  0  0
 38 39  1  0  0  0  0
 38 40  1  0  0  0  0
 16  6  1  0  0  0  0
 21 17  1  0  0  0  0
 28 23  1  0  0  0  0
 37 29  1  0  0  0  0
 13  8  1  0  0  0  0
 37 19  1  0  0  0  0
  1 41  1  0  0  0  0
  1 42  1  0  0  0  0
  1 43  1  0  0  0  0
  5 44  1  1  0  0  0
  9 45  1  0  0  0  0
 10 46  1  0  0  0  0
 11 47  1  0  0  0  0
 12 48  1  0  0  0  0
 17 49  1  1  0  0  0
 18 50  1  0  0  0  0
 18 51  1  0  0  0  0
 24 52  1  0  0  0  0
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 27 55  1  0  0  0  0
 33 56  1  0  0  0  0
 33 57  1  0  0  0  0
 33 58  1  0  0  0  0
 34 59  1  0  0  0  0
 34 60  1  0  0  0  0
 34 61  1  0  0  0  0
 36 62  1  0  0  0  0
 37 63  1  6  0  0  0
 38 64  1  6  0  0  0
 39 65  1  0  0  0  0
 39 66  1  0  0  0  0
 39 67  1  0  0  0  0
 40 68  1  0  0  0  0
 40 69  1  0  0  0  0
 40 70  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0003661

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]ON1[C@]2([H])N(C(=O)C1(C([H])([H])[H])C([H])([H])[H])C1=C([H])C([H])=C([H])C([H])=C1[C@]21OC(=O)[C@]([H])(N2C(=O)C3=C([H])C([H])=C([H])C([H])=C3N=C2[C@@]([H])(OC(=O)C([H])([H])[H])C([H])(C([H])([H])[H])C([H])([H])[H])C1([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C29H30N4O7/c1-15(2)22(39-16(3)34)23-30-19-12-8-6-10-17(19)24(35)31(23)21-14-29(40-25(21)36)18-11-7-9-13-20(18)32-26(29)33(38)28(4,5)27(32)37/h6-13,15,21-22,26,38H,14H2,1-5H3/t21-,22+,26+,29+/m1/s1

> <INCHI_KEY>
CYNVLFGDEQQUPE-LDWWEUSWSA-N

> <FORMULA>
C29H30N4O7

> <MOLECULAR_WEIGHT>
546.58

> <EXACT_MASS>
546.211449322

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
70

> <JCHEM_AVERAGE_POLARIZABILITY>
56.654112747068666

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S)-1-{3-[(4'R,9S,9aS)-1-hydroxy-2,2-dimethyl-3,5'-dioxo-1,2,3,9a-tetrahydrospiro[imidazo[1,2-a]indole-9,2'-oxolane]-4'-yl]-4-oxo-3,4-dihydroquinazolin-2-yl}-2-methylpropyl acetate

> <ALOGPS_LOGP>
2.44

> <JCHEM_LOGP>
2.722268284666666

> <ALOGPS_LOGS>
-4.19

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.751657049544775

> <JCHEM_PKA_STRONGEST_BASIC>
1.5918849627725982

> <JCHEM_POLAR_SURFACE_AREA>
129.05

> <JCHEM_REFRACTIVITY>
142.18220000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.52e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S)-1-{3-[(4'R,9S,9aS)-1-hydroxy-2,2-dimethyl-3,5'-dioxo-9aH-spiro[imidazo[1,2-a]indole-9,2'-oxolane]-4'-yl]-4-oxoquinazolin-2-yl}-2-methylpropyl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 70 75  0  0  0  0  0  0  0  0999 V2000
    3.2274   -4.3898    0.0144 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7132   -3.1509    0.6124 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6892   -3.2210    1.3614 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2866   -1.9207    0.4003 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7483   -0.7319    1.0076 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5576    0.3214   -0.0200 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5462    0.5729   -0.9297 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4140    1.5166   -1.8761 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4275    1.7526   -2.7850 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2767    2.7262   -3.7522 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1128    3.4500   -3.7956 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0899    3.2067   -2.8726 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2389    2.2348   -1.9062 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2366    1.9633   -0.9658 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1849    2.6281   -1.0165 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4079    1.0022   -0.0257 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3780    0.7384    0.9209 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4987   -0.4177    0.5878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8976    0.0811    0.5691 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7670    1.4607    0.2895 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6210    1.8697    0.9566 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3584    2.9741    1.5288 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6192   -0.0437    1.8337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2115    0.0034    3.1627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1752   -0.1446    4.1357 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5117   -0.3352    3.8374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9088   -0.3811    2.5186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9566   -0.2346    1.5107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1060   -0.2515    0.0997 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9072   -0.0818   -1.0398 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1206    0.2710   -0.9755 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0872   -0.3817   -2.2286 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.1647   -1.8544   -2.5308 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4532    0.4700   -3.4151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7351   -0.0935   -1.7554 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4507    1.2050   -1.7974 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7807   -0.6282   -0.4149 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.8734   -0.2700    1.9450 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5110    0.9812    2.6907 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1014   -1.3599    2.9988 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2028   -4.7142    0.4300 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4008   -4.2288   -1.0808 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4661   -5.2026    0.0694 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8796   -0.9483    1.6164 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3169    1.1431   -2.6903 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1080    2.8677   -4.4409 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0143    4.2086   -4.5613 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1927    3.7810   -2.9239 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7270    0.6626    1.9744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4578   -1.2661    1.2993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2629   -0.7715   -0.4603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1621    0.1533    3.3438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8854   -0.1120    5.1830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2592   -0.4501    4.6138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9449   -0.5281    2.2484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1921   -2.3803   -1.5422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2973   -2.2169   -3.1228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0941   -2.1242   -3.0584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4450    0.9332   -3.2070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7331    1.3151   -3.4646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4558   -0.1475   -4.3333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7794    1.3339   -2.5356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5960   -1.7081   -0.3476 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8246   -0.1789    1.3938 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7180    0.7379    3.4385 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4363    1.3378    3.1876 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1022    1.7729    2.0034 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1797   -1.5342    3.5892 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4191   -2.3039    2.5426 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8866   -0.9683    3.6752 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  6
 20 21  1  0
 21 22  2  0
 19 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  1  0
 30 31  2  0
 30 32  1  0
 32 33  1  6
 32 34  1  0
 32 35  1  0
 35 36  1  0
 35 37  1  0
  5 38  1  0
 38 39  1  0
 38 40  1  0
 16  6  1  0
 21 17  1  0
 28 23  1  0
 37 29  1  0
 13  8  1  0
 37 19  1  0
  1 41  1  0
  1 42  1  0
  1 43  1  0
  5 44  1  1
  9 45  1  0
 10 46  1  0
 11 47  1  0
 12 48  1  0
 17 49  1  1
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 24 52  1  0
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 33 56  1  0
 33 57  1  0
 33 58  1  0
 34 59  1  0
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 34 61  1  0
 36 62  1  0
 37 63  1  6
 38 64  1  6
 39 65  1  0
 39 66  1  0
 39 67  1  0
 40 68  1  0
 40 69  1  0
 40 70  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       3.227  -4.390   0.014  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.713  -3.151   0.612  0.00  0.00           C+0
HETATM    3  O   UNK     0       1.689  -3.221   1.361  0.00  0.00           O+0
HETATM    4  O   UNK     0       3.287  -1.921   0.400  0.00  0.00           O+0
HETATM    5  C   UNK     0       2.748  -0.732   1.008  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.558   0.321  -0.020  0.00  0.00           C+0
HETATM    7  N   UNK     0       3.546   0.573  -0.930  0.00  0.00           N+0
HETATM    8  C   UNK     0       3.414   1.517  -1.876  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.428   1.753  -2.785  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.277   2.726  -3.752  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.113   3.450  -3.796  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.090   3.207  -2.873  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.239   2.235  -1.906  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.237   1.963  -0.966  0.00  0.00           C+0
HETATM   15  O   UNK     0       0.185   2.628  -1.016  0.00  0.00           O+0
HETATM   16  N   UNK     0       1.408   1.002  -0.026  0.00  0.00           N+0
HETATM   17  C   UNK     0       0.378   0.738   0.921  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.499  -0.418   0.588  0.00  0.00           C+0
HETATM   19  C   UNK     0      -1.898   0.081   0.569  0.00  0.00           C+0
HETATM   20  O   UNK     0      -1.767   1.461   0.290  0.00  0.00           O+0
HETATM   21  C   UNK     0      -0.621   1.870   0.957  0.00  0.00           C+0
HETATM   22  O   UNK     0      -0.358   2.974   1.529  0.00  0.00           O+0
HETATM   23  C   UNK     0      -2.619  -0.044   1.834  0.00  0.00           C+0
HETATM   24  C   UNK     0      -2.212   0.003   3.163  0.00  0.00           C+0
HETATM   25  C   UNK     0      -3.175  -0.145   4.136  0.00  0.00           C+0
HETATM   26  C   UNK     0      -4.512  -0.335   3.837  0.00  0.00           C+0
HETATM   27  C   UNK     0      -4.909  -0.381   2.519  0.00  0.00           C+0
HETATM   28  C   UNK     0      -3.957  -0.235   1.511  0.00  0.00           C+0
HETATM   29  N   UNK     0      -4.106  -0.252   0.100  0.00  0.00           N+0
HETATM   30  C   UNK     0      -4.907  -0.082  -1.040  0.00  0.00           C+0
HETATM   31  O   UNK     0      -6.121   0.271  -0.976  0.00  0.00           O+0
HETATM   32  C   UNK     0      -4.087  -0.382  -2.229  0.00  0.00           C+0
HETATM   33  C   UNK     0      -4.165  -1.854  -2.531  0.00  0.00           C+0
HETATM   34  C   UNK     0      -4.453   0.470  -3.415  0.00  0.00           C+0
HETATM   35  N   UNK     0      -2.735  -0.094  -1.755  0.00  0.00           N+0
HETATM   36  O   UNK     0      -2.451   1.205  -1.797  0.00  0.00           O+0
HETATM   37  C   UNK     0      -2.781  -0.628  -0.415  0.00  0.00           C+0
HETATM   38  C   UNK     0       3.873  -0.270   1.945  0.00  0.00           C+0
HETATM   39  C   UNK     0       3.511   0.981   2.691  0.00  0.00           C+0
HETATM   40  C   UNK     0       4.101  -1.360   2.999  0.00  0.00           C+0
HETATM   41  H   UNK     0       4.203  -4.714   0.430  0.00  0.00           H+0
HETATM   42  H   UNK     0       3.401  -4.229  -1.081  0.00  0.00           H+0
HETATM   43  H   UNK     0       2.466  -5.203   0.069  0.00  0.00           H+0
HETATM   44  H   UNK     0       1.880  -0.948   1.616  0.00  0.00           H+0
HETATM   45  H   UNK     0       5.317   1.143  -2.690  0.00  0.00           H+0
HETATM   46  H   UNK     0       5.108   2.868  -4.441  0.00  0.00           H+0
HETATM   47  H   UNK     0       3.014   4.209  -4.561  0.00  0.00           H+0
HETATM   48  H   UNK     0       1.193   3.781  -2.924  0.00  0.00           H+0
HETATM   49  H   UNK     0       0.727   0.663   1.974  0.00  0.00           H+0
HETATM   50  H   UNK     0      -0.458  -1.266   1.299  0.00  0.00           H+0
HETATM   51  H   UNK     0      -0.263  -0.772  -0.460  0.00  0.00           H+0
HETATM   52  H   UNK     0      -1.162   0.153   3.344  0.00  0.00           H+0
HETATM   53  H   UNK     0      -2.885  -0.112   5.183  0.00  0.00           H+0
HETATM   54  H   UNK     0      -5.259  -0.450   4.614  0.00  0.00           H+0
HETATM   55  H   UNK     0      -5.945  -0.528   2.248  0.00  0.00           H+0
HETATM   56  H   UNK     0      -4.192  -2.380  -1.542  0.00  0.00           H+0
HETATM   57  H   UNK     0      -3.297  -2.217  -3.123  0.00  0.00           H+0
HETATM   58  H   UNK     0      -5.094  -2.124  -3.058  0.00  0.00           H+0
HETATM   59  H   UNK     0      -5.445   0.933  -3.207  0.00  0.00           H+0
HETATM   60  H   UNK     0      -3.733   1.315  -3.465  0.00  0.00           H+0
HETATM   61  H   UNK     0      -4.456  -0.148  -4.333  0.00  0.00           H+0
HETATM   62  H   UNK     0      -1.779   1.334  -2.536  0.00  0.00           H+0
HETATM   63  H   UNK     0      -2.596  -1.708  -0.348  0.00  0.00           H+0
HETATM   64  H   UNK     0       4.825  -0.179   1.394  0.00  0.00           H+0
HETATM   65  H   UNK     0       2.718   0.738   3.438  0.00  0.00           H+0
HETATM   66  H   UNK     0       4.436   1.338   3.188  0.00  0.00           H+0
HETATM   67  H   UNK     0       3.102   1.773   2.003  0.00  0.00           H+0
HETATM   68  H   UNK     0       3.180  -1.534   3.589  0.00  0.00           H+0
HETATM   69  H   UNK     0       4.419  -2.304   2.543  0.00  0.00           H+0
HETATM   70  H   UNK     0       4.887  -0.968   3.675  0.00  0.00           H+0
CONECT    1    2   41   42   43                                             
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   38   44                                             
CONECT    6    5    7   16                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   13                                                  
CONECT    9    8   10   45                                                  
CONECT   10    9   11   46                                                  
CONECT   11   10   12   47                                                  
CONECT   12   11   13   48                                                  
CONECT   13   12   14    8                                                  
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17    6                                                  
CONECT   17   16   18   21   49                                             
CONECT   18   17   19   50   51                                             
CONECT   19   18   20   23   37                                             
CONECT   20   19   21                                                       
CONECT   21   20   22   17                                                  
CONECT   22   21                                                            
CONECT   23   19   24   28                                                  
CONECT   24   23   25   52                                                  
CONECT   25   24   26   53                                                  
CONECT   26   25   27   54                                                  
CONECT   27   26   28   55                                                  
CONECT   28   27   29   23                                                  
CONECT   29   28   30   37                                                  
CONECT   30   29   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30   33   34   35                                             
CONECT   33   32   56   57   58                                             
CONECT   34   32   59   60   61                                             
CONECT   35   32   36   37                                                  
CONECT   36   35   62                                                       
CONECT   37   35   29   19   63                                             
CONECT   38    5   39   40   64                                             
CONECT   39   38   65   66   67                                             
CONECT   40   38   68   69   70                                             
CONECT   41    1                                                            
CONECT   42    1                                                            
CONECT   43    1                                                            
CONECT   44    5                                                            
CONECT   45    9                                                            
CONECT   46   10                                                            
CONECT   47   11                                                            
CONECT   48   12                                                            
CONECT   49   17                                                            
CONECT   50   18                                                            
CONECT   51   18                                                            
CONECT   52   24                                                            
CONECT   53   25                                                            
CONECT   54   26                                                            
CONECT   55   27                                                            
CONECT   56   33                                                            
CONECT   57   33                                                            
CONECT   58   33                                                            
CONECT   59   34                                                            
CONECT   60   34                                                            
CONECT   61   34                                                            
CONECT   62   36                                                            
CONECT   63   37                                                            
CONECT   64   38                                                            
CONECT   65   39                                                            
CONECT   66   39                                                            
CONECT   67   39                                                            
CONECT   68   40                                                            
CONECT   69   40                                                            
CONECT   70   40                                                            
MASTER        0    0    0    0    0    0    0    0   70    0  150    0
END

RDKit          3D

70 75  0  0  0  0  0  0  0  0999 V2000
    3.2274   -4.3898    0.0144 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7132   -3.1509    0.6124 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6892   -3.2210    1.3614 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2866   -1.9207    0.4003 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7483   -0.7319    1.0076 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5576    0.3214   -0.0200 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5462    0.5729   -0.9297 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4140    1.5166   -1.8761 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4275    1.7526   -2.7850 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2767    2.7262   -3.7522 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1128    3.4500   -3.7956 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0899    3.2067   -2.8726 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2389    2.2348   -1.9062 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2366    1.9633   -0.9658 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1849    2.6281   -1.0165 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4079    1.0022   -0.0257 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3780    0.7384    0.9209 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4987   -0.4177    0.5878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8976    0.0811    0.5691 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7670    1.4607    0.2895 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6210    1.8697    0.9566 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3584    2.9741    1.5288 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6192   -0.0437    1.8337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2115    0.0034    3.1627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1752   -0.1446    4.1357 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.9072   -0.0818   -1.0398 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1206    0.2710   -0.9755 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0872   -0.3817   -2.2286 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.1647   -1.8544   -2.5308 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4532    0.4700   -3.4151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7351   -0.0935   -1.7554 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4507    1.2050   -1.7974 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7807   -0.6282   -0.4149 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.8734   -0.2700    1.9450 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5110    0.9812    2.6907 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1014   -1.3599    2.9988 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2028   -4.7142    0.4300 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4008   -4.2288   -1.0808 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4661   -5.2026    0.0694 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8796   -0.9483    1.6164 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3169    1.1431   -2.6903 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1080    2.8677   -4.4409 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0143    4.2086   -4.5613 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1927    3.7810   -2.9239 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7270    0.6626    1.9744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4578   -1.2661    1.2993 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.2973   -2.2169   -3.1228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0941   -2.1242   -3.0584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4450    0.9332   -3.2070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7331    1.3151   -3.4646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4558   -0.1475   -4.3333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7794    1.3339   -2.5356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5960   -1.7081   -0.3476 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8246   -0.1789    1.3938 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7180    0.7379    3.4385 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4363    1.3378    3.1876 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1022    1.7729    2.0034 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1797   -1.5342    3.5892 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4191   -2.3039    2.5426 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8866   -0.9683    3.6752 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  6
 20 21  1  0
 21 22  2  0
 19 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
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 32 33  1  6
 32 34  1  0
 32 35  1  0
 35 36  1  0
 35 37  1  0
  5 38  1  0
 38 39  1  0
 38 40  1  0
 16  6  1  0
 21 17  1  0
 28 23  1  0
 37 29  1  0
 13  8  1  0
 37 19  1  0
  1 41  1  0
  1 42  1  0
  1 43  1  0
  5 44  1  1
  9 45  1  0
 10 46  1  0
 11 47  1  0
 12 48  1  0
 17 49  1  1
 18 50  1  0
 18 51  1  0
 24 52  1  0
 25 53  1  0
 26 54  1  0
 27 55  1  0
 33 56  1  0
 33 57  1  0
 33 58  1  0
 34 59  1  0
 34 60  1  0
 34 61  1  0
 36 62  1  0
 37 63  1  6
 38 64  1  6
 39 65  1  0
 39 66  1  0
 39 67  1  0
 40 68  1  0
 40 69  1  0
 40 70  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
(1S)-1-{3-[(4'r,9S,9as)-1-hydroxy-2,2-dimethyl-3,5'-dioxo-1,2,3,9a-tetrahydrospiro[imidazo[1,2-a]indole-9,2'-oxolane]-4'-yl]-4-oxo-3,4-dihydroquinazolin-2-yl}-2-methylpropyl acetic acid	Generator
Tryproquivaline m (2's-(2'alpha,9'alpha(4R(s)),9'abeta))-isomer	MeSH
Tryproquivaline D (2's-(2'alpha,9'alpha(4R(s)),9'abeta))-isomer	MeSH
Tryproquivaline L (9'r-(9'alpha(r*),9'abeta))-isomer	MeSH
Tryproquivaline m (2's-(2'alpha,9'alpha(4S(s)),9'abeta))-isomer	MeSH
Fumitremorgin C	MeSH
Tryproquivaline L (9'r-(9'alpha(s*),9'abeta))-isomer	MeSH
Tryproquivaline N (2's-(2'alpha,9'alpha(r*),9'abeta))-isomer	MeSH

Chemical Formula

C₂₉H₃₀N₄O₇

Average Mass

546.5800 Da

Monoisotopic Mass

546.21145 Da

IUPAC Name

(1S)-1-{3-[(4'R,9S,9aS)-1-hydroxy-2,2-dimethyl-3,5'-dioxo-1,2,3,9a-tetrahydrospiro[imidazo[1,2-a]indole-9,2'-oxolane]-4'-yl]-4-oxo-3,4-dihydroquinazolin-2-yl}-2-methylpropyl acetate

Traditional Name

(1S)-1-{3-[(4'R,9S,9aS)-1-hydroxy-2,2-dimethyl-3,5'-dioxo-9aH-spiro[imidazo[1,2-a]indole-9,2'-oxolane]-4'-yl]-4-oxoquinazolin-2-yl}-2-methylpropyl acetate

CAS Registry Number

Not Available

SMILES

CC(C)[C@H](OC(C)=O)C1=NC2=CC=CC=C2C(=O)N1[C@@H]1C[C@@]2(OC1=O)[C@@H]1N(O)C(C)(C)C(=O)N1C1=CC=CC=C21

InChI Identifier

InChI=1S/C29H30N4O7/c1-15(2)22(39-16(3)34)23-30-19-12-8-6-10-17(19)24(35)31(23)21-14-29(40-25(21)36)18-11-7-9-13-20(18)32-26(29)33(38)28(4,5)27(32)37/h6-13,15,21-22,26,38H,14H2,1-5H3/t21-,22+,26+,29+/m1/s1

InChI Key

CYNVLFGDEQQUPE-LDWWEUSWSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Aspergillus	-	KNApSAcK
Aspergillus clavatus	NPAtlas	1133368
Aspergillus clavatus (NRRL5890)	Fungi	KNApSAcK
Aspergillus fumigatus	Fungi	KNApSAcK

Chemical Taxonomy

Classification

Not classified

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	2.44	ALOGPS
logP	2.72	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	14.75	ChemAxon
pKa (Strongest Basic)	1.59	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	129.05 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	142.18 m³·mol⁻¹	ChemAxon
Polarizability	56.65 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	No	ChemAxon

External Links

NPAtlas ID

NPA015403

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

97176

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

108075

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Clardy J, Springer JP, Buchi G, Matsuo K, Wightman R: Letter: Tryptoquivaline and tryptoquivalone, two tremorgenic metabolites of aspergillus clavatus. J Am Chem Soc. 1975 Feb 5;97(3):663-5. doi: 10.1021/ja00836a045. [PubMed:1133368 ]

Showing NP-Card for Tryptoquivaline (NP0003661)

MOL for NP0003661 (Tryptoquivaline)

3D MOL for NP0003661 (Tryptoquivaline)

3D SDF for NP0003661 (Tryptoquivaline)

3D-SDF for NP0003661 (Tryptoquivaline)

PDB for NP0003661 (Tryptoquivaline)

3D PDB for NP0003661 (Tryptoquivaline)

SMILES for NP0003661 (Tryptoquivaline)

INCHI for NP0003661 (Tryptoquivaline)

Structure for NP0003661 (Tryptoquivaline)

3D Structure for NP0003661 (Tryptoquivaline)