NP-MRD: Showing NP-Card for tert-butyl 3-{[(3s,8as)-2-(tert-butoxycarbonyl)-1,4-dioxo-tetrahydro-3h-pyrrolo[1,2-a]pyrazin-3-yl]methyl}-2-(3-methylbut-2-en-1-yl)indole-1-carboxylate (NP0207190)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-05 03:41:50 UTC

Updated at

2022-09-05 03:41:51 UTC

NP-MRD ID

NP0207190

Secondary Accession Numbers

None

Natural Product Identification

Common Name

tert-butyl 3-{[(3s,8as)-2-(tert-butoxycarbonyl)-1,4-dioxo-tetrahydro-3h-pyrrolo[1,2-a]pyrazin-3-yl]methyl}-2-(3-methylbut-2-en-1-yl)indole-1-carboxylate

Description

CHEMBL3601063 belongs to the class of organic compounds known as indolecarboxylic acids. Indolecarboxylic acids are compounds containing a carboxylic acid group linked to an indole. tert-butyl 3-{[(3s,8as)-2-(tert-butoxycarbonyl)-1,4-dioxo-tetrahydro-3h-pyrrolo[1,2-a]pyrazin-3-yl]methyl}-2-(3-methylbut-2-en-1-yl)indole-1-carboxylate is found in Aspergillus fumigatus. Based on a literature review very few articles have been published on CHEMBL3601063.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309052205412D          

 40 43  0  0  1  0            999 V2000
   -3.7846   -3.4298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3721   -2.7154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7846   -2.0009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5471   -2.7154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1346   -2.0009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3096   -2.0009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8246   -2.6683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0796   -3.4530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5275   -4.0660    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2794   -3.8945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5344   -3.1099    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8315   -4.5076    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6565   -4.5076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9114   -5.2922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2440   -5.7772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5765   -5.2922    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2304   -5.4638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4854   -6.2484    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7825   -4.8507    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5894   -5.0222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1415   -4.4091    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8444   -5.8068    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6514   -5.9783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4583   -6.1499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4798   -6.7853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8229   -5.1714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0400   -2.4134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6745   -2.8259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3889   -2.4134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3889   -1.5884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6745   -1.1759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0400   -1.5884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8246   -1.3335    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0796   -0.5488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5275    0.0643    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8865   -0.3773    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1415    0.4073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3964    1.1919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9261    0.1524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3569    0.6623    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
  2  4  2  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
  9  8  1  1  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 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
 15 16  1  0  0  0  0
 16 12  1  1  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
  9 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 23 26  1  0  0  0  0
  7 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 27 32  1  0  0  0  0
 32 33  1  0  0  0  0
  6 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 34 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 37 39  1  0  0  0  0
 37 40  1  0  0  0  0
M  END

     RDKit          3D

 81 84  0  0  0  0  0  0  0  0999 V2000
   -2.2992   -4.4016   -1.7689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3378   -3.4659   -0.5921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4434   -3.6318    0.3858 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3912   -2.5619   -0.4702 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2612   -1.5491    0.6200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1398   -0.1797    0.0515 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0030    0.3098   -0.5281 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3621   -0.2422   -0.6181 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2791    0.0384    0.5227 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7918   -0.3561    1.8317 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0391    0.4267    2.5409 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1083   -1.6073    2.4008 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5626   -2.3750    3.5278 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5505   -3.7772    2.9367 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5083   -3.7602    1.7574 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1576   -2.4228    1.8923 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.8346   -1.9075    0.7103 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6608   -2.6127    0.0953 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5746   -0.5968    0.2281 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5601    0.0803   -0.5135 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6689   -0.4400   -0.7982 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3360    1.3882   -0.9705 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3004    2.0870   -1.7176 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5693    2.2130   -0.9306 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5475    1.4616   -3.0828 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7461    3.5043   -1.9020 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3273    1.5918   -1.0141 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4202    2.5323   -1.6859 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1424    3.7291   -2.0645 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4578    3.9814   -1.7682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2033    3.0098   -1.0825 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6489    1.8063   -0.6982 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1440    0.7075   -0.0377 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4787    0.6345    0.4386 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9401   -0.3424    1.0539 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3940    1.6826    0.2462 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7098    1.6771    0.6881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3201    3.0176    0.2558 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8445    1.6474    2.1999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5677    0.5992    0.1121 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0054   -4.1148   -2.5487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5558   -5.4041   -1.3968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2789   -4.4219   -2.1733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2355   -2.8853    0.3259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9772   -3.6516    1.4048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8734   -4.6609    0.2646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6051   -2.5218   -1.2357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4546   -1.8202    1.3126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1935   -1.6255    1.2020 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8439    0.1398   -1.5717 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3737   -1.3621   -0.7902 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4938    1.1520    0.5267 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1749   -2.2812    4.4215 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5286   -2.1050    3.7563 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5473   -4.0287    2.5310 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8626   -4.4855    3.7085 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2725   -4.5368    1.9460 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0173   -3.9342    0.7998 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9036   -2.5253    2.7418 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9876    3.2382   -1.0699 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2795    1.4560   -1.3496 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3484    2.0166    0.1351 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5996    1.3405   -3.6424 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1134    0.5097   -2.9543 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2032    2.1370   -3.6511 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6146    3.8807   -0.8476 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5268    4.1323   -2.3620 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8038    3.4823   -2.4764 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4442    2.3511   -1.9249 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4185    4.4954   -2.5963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9776    4.8884   -2.0267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2369    3.2059   -0.8485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6555    3.8084    0.6301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3149    3.1207    0.7574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3831    3.0899   -0.8381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9861    2.1926    2.6366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7718    2.1551    2.4664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8312    0.6047    2.5857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4452    0.5118   -0.9926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6396    0.9262    0.2652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4664   -0.3664    0.6266 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 23 26  1  0
 19 17  1  0
 17 18  2  0
 17 16  1  0
 16 15  1  0
 15 14  1  0
 14 13  1  0
 13 12  1  0
 12 10  1  0
 10 11  2  0
  7 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 32 33  1  0
 33 34  1  0
 34 35  2  0
 34 36  1  0
 36 37  1  0
 37 38  1  0
 37 39  1  0
 37 40  1  0
 33  6  1  0
 10  9  1  0
 32 27  1  0
 12 16  1  0
  1 41  1  0
  1 42  1  0
  1 43  1  0
  3 44  1  0
  3 45  1  0
  3 46  1  0
  4 47  1  0
  5 48  1  0
  5 49  1  0
  8 50  1  0
  8 51  1  0
  9 52  1  1
 24 60  1  0
 24 61  1  0
 24 62  1  0
 25 63  1  0
 25 64  1  0
 25 65  1  0
 26 66  1  0
 26 67  1  0
 26 68  1  0
 16 59  1  1
 15 57  1  0
 15 58  1  0
 14 55  1  0
 14 56  1  0
 13 53  1  0
 13 54  1  0
 28 69  1  0
 29 70  1  0
 30 71  1  0
 31 72  1  0
 38 73  1  0
 38 74  1  0
 38 75  1  0
 39 76  1  0
 39 77  1  0
 39 78  1  0
 40 79  1  0
 40 80  1  0
 40 81  1  0
M  END


  Mrv1652309052205412D          

 40 43  0  0  1  0            999 V2000
   -3.7846   -3.4298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3721   -2.7154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7846   -2.0009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5471   -2.7154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1346   -2.0009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3096   -2.0009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8246   -2.6683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0796   -3.4530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5275   -4.0660    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2794   -3.8945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5344   -3.1099    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8315   -4.5076    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6565   -4.5076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9114   -5.2922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2440   -5.7772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5765   -5.2922    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2304   -5.4638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4854   -6.2484    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7825   -4.8507    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5894   -5.0222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1415   -4.4091    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8444   -5.8068    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6514   -5.9783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4583   -6.1499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4798   -6.7853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8229   -5.1714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0400   -2.4134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6745   -2.8259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3889   -2.4134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3889   -1.5884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6745   -1.1759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0400   -1.5884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8246   -1.3335    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0796   -0.5488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5275    0.0643    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8865   -0.3773    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1415    0.4073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3964    1.1919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9261    0.1524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3569    0.6623    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
  2  4  2  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
  9  8  1  1  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 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
 15 16  1  0  0  0  0
 16 12  1  1  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
  9 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 23 26  1  0  0  0  0
  7 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 27 32  1  0  0  0  0
 32 33  1  0  0  0  0
  6 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 34 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 37 39  1  0  0  0  0
 37 40  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0207190

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)=CCC1=C(C[C@@H]2N(C(=O)OC(C)(C)C)C(=O)[C@@H]3CCCN3C2=O)C2=CC=CC=C2N1C(=O)OC(C)(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C31H41N3O6/c1-19(2)15-16-23-21(20-12-9-10-13-22(20)33(23)28(37)39-30(3,4)5)18-25-26(35)32-17-11-14-24(32)27(36)34(25)29(38)40-31(6,7)8/h9-10,12-13,15,24-25H,11,14,16-18H2,1-8H3/t24-,25-/m0/s1

> <INCHI_KEY>
LCXZJWZQHMZTRX-DQEYMECFSA-N

> <FORMULA>
C31H41N3O6

> <MOLECULAR_WEIGHT>
551.684

> <EXACT_MASS>
551.299536052

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
81

> <JCHEM_AVERAGE_POLARIZABILITY>
60.6386301887368

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
tert-butyl 3-{[(3S,8aS)-2-[(tert-butoxy)carbonyl]-1,4-dioxo-octahydropyrrolo[1,2-a]pyrazin-3-yl]methyl}-2-(3-methylbut-2-en-1-yl)-1H-indole-1-carboxylate

> <JCHEM_LOGP>
5.102295588999999

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
16.860184341350237

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.370625206691216

> <JCHEM_PKA_STRONGEST_BASIC>
-4.969218145463732

> <JCHEM_POLAR_SURFACE_AREA>
98.14999999999999

> <JCHEM_REFRACTIVITY>
151.95830000000007

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
tert-butyl 3-{[(3S,8aS)-2-(tert-butoxycarbonyl)-1,4-dioxo-tetrahydro-3H-pyrrolo[1,2-a]pyrazin-3-yl]methyl}-2-(3-methylbut-2-en-1-yl)indole-1-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 05-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-SEP-22         0                                  
HETATM    1  C   UNK     0      -7.064  -6.402   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -6.294  -5.069   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -7.064  -3.735   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.754  -5.069   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.984  -3.735   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.444  -3.735   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.539  -4.981   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.015  -6.446   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.985  -7.590   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.522  -7.270   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       0.998  -5.805   0.000  0.00  0.00           O+0
HETATM   12  N   UNK     0       1.552  -8.414   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0       3.092  -8.414   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.568  -9.879   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.322 -10.784   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.076  -9.879   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.430 -10.199   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -0.906 -11.664   0.000  0.00  0.00           O+0
HETATM   19  N   UNK     0      -1.461  -9.055   0.000  0.00  0.00           N+0
HETATM   20  C   UNK     0      -2.967  -9.375   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -3.997  -8.230   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      -3.443 -10.839   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      -4.949 -11.160   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -6.456 -11.480   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -4.629 -12.666   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -5.269  -9.653   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -0.075  -4.505   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       1.259  -5.275   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       2.593  -4.505   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       2.593  -2.965   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       1.259  -2.195   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -0.075  -2.965   0.000  0.00  0.00           C+0
HETATM   33  N   UNK     0      -1.539  -2.489   0.000  0.00  0.00           N+0
HETATM   34  C   UNK     0      -2.015  -1.024   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0      -0.985   0.120   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0      -3.522  -0.704   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0      -3.997   0.760   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      -4.473   2.225   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      -5.462   0.284   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      -2.533   1.236   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   33                                                  
CONECT    7    6    8   27                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   19                                                  
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   16                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   12   17                                                  
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17    9   20                                                  
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23                                                       
CONECT   23   22   24   25   26                                             
CONECT   24   23                                                            
CONECT   25   23                                                            
CONECT   26   23                                                            
CONECT   27    7   28   32                                                  
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   27   33                                                  
CONECT   33   32    6   34                                                  
CONECT   34   33   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34   37                                                       
CONECT   37   36   38   39   40                                             
CONECT   38   37                                                            
CONECT   39   37                                                            
CONECT   40   37                                                            
MASTER        0    0    0    0    0    0    0    0   40    0   86    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₁H₄₁N₃O₆

Average Mass

551.6840 Da

Monoisotopic Mass

551.29954 Da

IUPAC Name

tert-butyl 3-{[(3S,8aS)-2-[(tert-butoxy)carbonyl]-1,4-dioxo-octahydropyrrolo[1,2-a]pyrazin-3-yl]methyl}-2-(3-methylbut-2-en-1-yl)-1H-indole-1-carboxylate

Traditional Name

tert-butyl 3-{[(3S,8aS)-2-(tert-butoxycarbonyl)-1,4-dioxo-tetrahydro-3H-pyrrolo[1,2-a]pyrazin-3-yl]methyl}-2-(3-methylbut-2-en-1-yl)indole-1-carboxylate

CAS Registry Number

Not Available

SMILES

CC(C)=CCC1=C(C[C@@H]2N(C(=O)OC(C)(C)C)C(=O)[C@@H]3CCCN3C2=O)C2=CC=CC=C2N1C(=O)OC(C)(C)C

InChI Identifier

InChI=1S/C31H41N3O6/c1-19(2)15-16-23-21(20-12-9-10-13-22(20)33(23)28(37)39-30(3,4)5)18-25-26(35)32-17-11-14-24(32)27(36)34(25)29(38)40-31(6,7)8/h9-10,12-13,15,24-25H,11,14,16-18H2,1-8H3/t24-,25-/m0/s1

InChI Key

LCXZJWZQHMZTRX-DQEYMECFSA-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
Aspergillus fumigatus	LOTUS Database	35616633

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
Alpha-amino acid or derivatives
3-alkylindole
Indole
Piperazine-1-carboxylic acid
Dioxopiperazine
Pyrrole-1-carboxylic acid or derivatives
2,5-dioxopiperazine
N-alkylpiperazine
Benzenoid
1,4-diazinane
Piperazine
Substituted pyrrole
Heteroaromatic compound
Dicarboximide
Carbamic acid ester
Pyrrole
Pyrrolidine
Tertiary carboxylic acid amide
Carbonic acid derivative
Lactam
Carboxamide group
Azacycle
Carboxylic acid derivative
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Organic oxide
Carbonyl group
Hydrocarbon derivative
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	5.1	ChemAxon
pKa (Strongest Acidic)	15.37	ChemAxon
pKa (Strongest Basic)	-5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	98.15 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	151.96 m³·mol⁻¹	ChemAxon
Polarizability	60.64 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	No	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

59000520

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

122184709

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for tert-butyl 3-{[(3s,8as)-2-(tert-butoxycarbonyl)-1,4-dioxo-tetrahydro-3h-pyrrolo[1,2-a]pyrazin-3-yl]methyl}-2-(3-methylbut-2-en-1-yl)indole-1-carboxylate (NP0207190)

MOL for NP0207190 (tert-butyl 3-{[(3s,8as)-2-(tert-butoxycarbonyl)-1,4-dioxo-tetrahydro-3h-pyrrolo[1,2-a]pyrazin-3-yl]methyl}-2-(3-methylbut-2-en-1-yl)indole-1-carboxylate)

3D MOL for NP0207190 (tert-butyl 3-{[(3s,8as)-2-(tert-butoxycarbonyl)-1,4-dioxo-tetrahydro-3h-pyrrolo[1,2-a]pyrazin-3-yl]methyl}-2-(3-methylbut-2-en-1-yl)indole-1-carboxylate)

3D SDF for NP0207190 (tert-butyl 3-{[(3s,8as)-2-(tert-butoxycarbonyl)-1,4-dioxo-tetrahydro-3h-pyrrolo[1,2-a]pyrazin-3-yl]methyl}-2-(3-methylbut-2-en-1-yl)indole-1-carboxylate)

3D-SDF for NP0207190 (tert-butyl 3-{[(3s,8as)-2-(tert-butoxycarbonyl)-1,4-dioxo-tetrahydro-3h-pyrrolo[1,2-a]pyrazin-3-yl]methyl}-2-(3-methylbut-2-en-1-yl)indole-1-carboxylate)

PDB for NP0207190 (tert-butyl 3-{[(3s,8as)-2-(tert-butoxycarbonyl)-1,4-dioxo-tetrahydro-3h-pyrrolo[1,2-a]pyrazin-3-yl]methyl}-2-(3-methylbut-2-en-1-yl)indole-1-carboxylate)

3D PDB for NP0207190 (tert-butyl 3-{[(3s,8as)-2-(tert-butoxycarbonyl)-1,4-dioxo-tetrahydro-3h-pyrrolo[1,2-a]pyrazin-3-yl]methyl}-2-(3-methylbut-2-en-1-yl)indole-1-carboxylate)

SMILES for NP0207190 (tert-butyl 3-{[(3s,8as)-2-(tert-butoxycarbonyl)-1,4-dioxo-tetrahydro-3h-pyrrolo[1,2-a]pyrazin-3-yl]methyl}-2-(3-methylbut-2-en-1-yl)indole-1-carboxylate)

INCHI for NP0207190 (tert-butyl 3-{[(3s,8as)-2-(tert-butoxycarbonyl)-1,4-dioxo-tetrahydro-3h-pyrrolo[1,2-a]pyrazin-3-yl]methyl}-2-(3-methylbut-2-en-1-yl)indole-1-carboxylate)

Structure for NP0207190 (tert-butyl 3-{[(3s,8as)-2-(tert-butoxycarbonyl)-1,4-dioxo-tetrahydro-3h-pyrrolo[1,2-a]pyrazin-3-yl]methyl}-2-(3-methylbut-2-en-1-yl)indole-1-carboxylate)

3D Structure for NP0207190 (tert-butyl 3-{[(3s,8as)-2-(tert-butoxycarbonyl)-1,4-dioxo-tetrahydro-3h-pyrrolo[1,2-a]pyrazin-3-yl]methyl}-2-(3-methylbut-2-en-1-yl)indole-1-carboxylate)