NP-MRD: Showing NP-Card for 8-hydroxy-10-{[9-hydroxy-2-(2-methylpropyl)-3-oxo-1h,2h,9ah-imidazo[1,2-a]indol-9-yl]methyl}-1,9,12-triazatetracyclo[9.8.0.0²,⁷.0¹³,¹⁸]nonadeca-2,4,6,8,11,13,15,17-octaen-19-one (NP0160132)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-02 18:01:05 UTC

Updated at

2022-09-02 18:01:05 UTC

NP-MRD ID

NP0160132

Secondary Accession Numbers

None

Natural Product Identification

Common Name

8-hydroxy-10-{[9-hydroxy-2-(2-methylpropyl)-3-oxo-1h,2h,9ah-imidazo[1,2-a]indol-9-yl]methyl}-1,9,12-triazatetracyclo[9.8.0.0²,⁷.0¹³,¹⁸]nonadeca-2,4,6,8,11,13,15,17-octaen-19-one

Description

AC1NBBHB belongs to the class of organic compounds known as pyrimidodiazepines. Pyrimidodiazepines are compounds containing a pyrimidoazepine moiety, which consists of a pyrimidine fused to a piperazine ring by a bond. Pyrimidine is 6-membered ring consisting of five carbon atoms and two nitrogen atoms at ring positions 1 and 3. Diazepine is a 7-membered ring consisting of five carbon atoms and two nitrogen centers. 8-hydroxy-10-{[9-hydroxy-2-(2-methylpropyl)-3-oxo-1h,2h,9ah-imidazo[1,2-a]indol-9-yl]methyl}-1,9,12-triazatetracyclo[9.8.0.0²,⁷.0¹³,¹⁸]nonadeca-2,4,6,8,11,13,15,17-octaen-19-one is found in Aspergillus alliaceus. AC1NBBHB is a strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004171513582D          

 40 46  0  0  0  0            999 V2000
    1.7541    4.6835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5635    4.5237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1066    5.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8298    3.7428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6391    3.5830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9856    2.8343    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8047    2.9324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9645    3.7418    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2442    4.1439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1461    4.9630    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7837    3.8399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2589    4.5143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0805    4.4400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4270    3.6912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9518    3.0168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1301    3.0912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5251    2.5303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0127    1.8648    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2085    1.7685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7099    1.1134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5177    1.2809    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1523    0.7538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9026    1.0968    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1359   -0.0711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8977   -0.3877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0044   -1.2058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3493   -1.7072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5875   -1.3906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4808   -0.5725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6803   -0.3729    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2021   -1.0452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5451   -1.7955    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3808   -0.9672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9025   -1.6394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0812   -1.5614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7381   -0.8111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2164   -0.1389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0377   -0.2169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5159    0.4554    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3372    0.3773    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  1  0  0  0  0
  4  5  1  0  0  0  0
  5  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
  5  9  1  0  0  0  0
  9 10  2  0  0  0  0
  8 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 11 16  1  0  0  0  0
 16 17  1  0  0  0  0
  7 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 24 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 31 33  1  0  0  0  0
 33 34  2  0  0  0  0
 34 35  1  0  0  0  0
 35 36  2  0  0  0  0
 36 37  1  0  0  0  0
 37 38  2  0  0  0  0
 33 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  2  0  0  0  0
 20 40  1  0  0  0  0
 30 40  1  0  0  0  0
M  END

     RDKit          3D

 69 75  0  0  0  0  0  0  0  0999 V2000
    2.9774    2.7149    0.8344 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2747    2.1793    1.3255 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3973    3.2052    1.2089 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6314    0.8862    0.6830 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6767   -0.2274    0.9280 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3308   -0.0491    0.4923 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8442   -1.3661    0.2073 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0004   -2.0689   -0.3024 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1487   -1.4529    0.1789 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3218   -1.8444    0.0170 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4059   -3.1252   -1.0921 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9649   -4.3719   -1.4068 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2233   -5.2591   -2.1584 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9571   -4.8771   -2.5689 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4099   -3.6617   -2.2638 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1516   -2.7463   -1.5001 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9459   -1.4074   -1.0045 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6623   -0.5841   -1.9388 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3690   -0.8185   -0.9090 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4170   -1.2425    0.0134 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0334   -1.1195    1.3895 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9439    0.0513    2.2084 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5546   -0.0050    3.3786 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2917    1.4010    1.7594 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5925    2.3994    2.3569 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7860    3.6963    1.9486 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6924    3.9939    0.9256 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4120    2.9879    0.3073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2065    1.7032    0.7345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0438    0.7965    0.0637 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6684   -0.4650   -0.2832 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5630   -1.1903   -0.9515 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7791   -0.7115   -1.2702 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6828   -1.4803   -1.9638 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9383   -0.9585   -2.2836 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2879    0.3143   -1.9160 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3956    1.0904   -1.2244 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1439    0.5625   -0.9088 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2239    1.3285   -0.2129 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5285    2.4713    0.1368 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1254    3.7839    0.5114 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1969    2.6686    1.6307 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5657    2.2086   -0.0577 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2008    2.0006    2.4461 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2218    3.9038    0.3452 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3913    2.7225    1.1006 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4495    3.8531    2.1146 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7740    1.0495   -0.4314 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6356    0.5617    1.0520 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7028   -0.4436    2.0301 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7348    0.4139    1.2313 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4038   -1.8737    1.0848 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9460   -4.6631   -1.0874 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5720   -6.2403   -2.4481 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3641   -5.5646   -3.1594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5668   -3.3275   -2.5624 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0973   -0.5745   -2.7549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2173    0.2968   -0.7350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8368   -0.8006   -1.9455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7032   -2.2900   -0.2512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7973   -1.9847    1.8683 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0947    2.0894    3.1446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2348    4.4956    2.4209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8667    5.0002    0.5804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0418    3.1939   -0.5098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4315   -2.4695   -2.2580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6552   -1.5650   -2.8327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2682    0.7112   -2.1693 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6272    2.0947   -0.9161 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  8 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  6
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 39  1  0
 39 40  2  0
 39 38  1  0
 38 37  2  0
 37 36  1  0
 36 35  2  0
 35 34  1  0
 34 33  2  0
 33 32  1  0
 32 31  2  0
  9  5  1  0
 16 11  1  0
 31 20  1  0
 17  7  1  0
 29 24  1  0
 31 30  1  0
 33 38  1  0
  1 41  1  0
  1 42  1  0
  1 43  1  0
  2 44  1  0
  3 45  1  0
  3 46  1  0
  3 47  1  0
  4 48  1  0
  4 49  1  0
  5 50  1  1
  6 51  1  0
  7 52  1  1
 12 53  1  0
 13 54  1  0
 14 55  1  0
 15 56  1  0
 18 57  1  0
 19 58  1  0
 19 59  1  0
 20 60  1  6
 21 61  1  0
 25 62  1  0
 26 63  1  0
 27 64  1  0
 28 65  1  0
 37 69  1  0
 36 68  1  0
 35 67  1  0
 34 66  1  0
M  END


  Mrv1533004171513582D          

 40 46  0  0  0  0            999 V2000
    1.7541    4.6835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5635    4.5237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1066    5.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8298    3.7428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6391    3.5830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9856    2.8343    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8047    2.9324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9645    3.7418    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2442    4.1439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1461    4.9630    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7837    3.8399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2589    4.5143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0805    4.4400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4270    3.6912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9518    3.0168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1301    3.0912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5251    2.5303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0127    1.8648    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2085    1.7685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7099    1.1134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5177    1.2809    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1523    0.7538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9026    1.0968    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1359   -0.0711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8977   -0.3877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0044   -1.2058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3493   -1.7072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5875   -1.3906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4808   -0.5725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6803   -0.3729    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2021   -1.0452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5451   -1.7955    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3808   -0.9672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9025   -1.6394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0812   -1.5614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7381   -0.8111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2164   -0.1389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0377   -0.2169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5159    0.4554    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3372    0.3773    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  1  0  0  0  0
  4  5  1  0  0  0  0
  5  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
  5  9  1  0  0  0  0
  9 10  2  0  0  0  0
  8 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 11 16  1  0  0  0  0
 16 17  1  0  0  0  0
  7 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 24 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 31 33  1  0  0  0  0
 33 34  2  0  0  0  0
 34 35  1  0  0  0  0
 35 36  2  0  0  0  0
 36 37  1  0  0  0  0
 37 38  2  0  0  0  0
 33 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  2  0  0  0  0
 20 40  1  0  0  0  0
 30 40  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0160132

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)CC1NC2N(C1=O)C1=CC=CC=C1C2(O)CC1NC(=O)C2=CC=CC=C2N2C(=O)C3=CC=CC=C3N=C12

> <INCHI_IDENTIFIER>
InChI=1S/C31H29N5O4/c1-17(2)15-22-29(39)36-25-14-8-5-11-20(25)31(40,30(36)34-22)16-23-26-32-21-12-6-3-9-18(21)28(38)35(26)24-13-7-4-10-19(24)27(37)33-23/h3-14,17,22-23,30,34,40H,15-16H2,1-2H3,(H,33,37)

> <INCHI_KEY>
MGMRIOLWEROPJY-UHFFFAOYSA-N

> <FORMULA>
C31H29N5O4

> <MOLECULAR_WEIGHT>
535.604

> <EXACT_MASS>
535.221954434

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
69

> <JCHEM_AVERAGE_POLARIZABILITY>
57.20580678142288

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
10-{[9-hydroxy-2-(2-methylpropyl)-3-oxo-1H,2H,3H,9H,9aH-imidazolidino[1,2-a]indol-9-yl]methyl}-1,9,12-triazatetracyclo[9.8.0.0²,⁷.0¹³,¹⁸]nonadeca-2,4,6,11,13,15,17-heptaene-8,19-dione

> <ALOGPS_LOGP>
1.90

> <JCHEM_LOGP>
3.1364728833333326

> <ALOGPS_LOGS>
-3.83

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.320473652605411

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.894498494230394

> <JCHEM_PKA_STRONGEST_BASIC>
4.945946833095987

> <JCHEM_POLAR_SURFACE_AREA>
114.34000000000002

> <JCHEM_REFRACTIVITY>
149.6359

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
7.89e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
10-{[9-hydroxy-2-(2-methylpropyl)-3-oxo-1H,2H,9aH-imidazolidino[1,2-a]indol-9-yl]methyl}-1,9,12-triazatetracyclo[9.8.0.0²,⁷.0¹³,¹⁸]nonadeca-2,4,6,11,13,15,17-heptaene-8,19-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-APR-15         0                                  
HETATM    1  C   UNK     0       3.274   8.743   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.785   8.444   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.799   9.603   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.282   6.987   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.793   6.688   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0       7.440   5.291   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0       8.969   5.474   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0       9.267   6.985   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0       7.922   7.735   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       7.739   9.264   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      10.796   7.168   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      11.683   8.427   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      13.217   8.288   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      13.864   6.890   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      12.977   5.631   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      11.443   5.770   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      10.314   4.723   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      11.224   3.481   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       9.722   3.301   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      10.658   2.078   0.000  0.00  0.00           C+0
HETATM   21  N   UNK     0      12.166   2.391   0.000  0.00  0.00           N+0
HETATM   22  C   UNK     0      13.351   1.407   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      14.752   2.047   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      13.320  -0.133   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      14.742  -0.724   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      14.942  -2.251   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      13.719  -3.187   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      12.297  -2.596   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      12.097  -1.069   0.000  0.00  0.00           C+0
HETATM   30  N   UNK     0      10.603  -0.696   0.000  0.00  0.00           N+0
HETATM   31  C   UNK     0       9.711  -1.951   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      10.351  -3.352   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0       8.177  -1.805   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       7.285  -3.060   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       5.752  -2.915   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       5.111  -1.514   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       6.004  -0.259   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       7.537  -0.405   0.000  0.00  0.00           C+0
HETATM   39  N   UNK     0       8.430   0.850   0.000  0.00  0.00           N+0
HETATM   40  C   UNK     0       9.963   0.704   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    9                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   17                                                  
CONECT    8    7    9   11                                                  
CONECT    9    8    5   10                                                  
CONECT   10    9                                                            
CONECT   11    8   12   16                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   11   17                                                  
CONECT   17   16    7   18   19                                             
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19   21   40                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25   29                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   24   30                                                  
CONECT   30   29   31   40                                                  
CONECT   31   30   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31   34   38                                                  
CONECT   34   33   35                                                       
CONECT   35   34   36                                                       
CONECT   36   35   37                                                       
CONECT   37   36   38                                                       
CONECT   38   37   33   39                                                  
CONECT   39   38   40                                                       
CONECT   40   39   20   30                                                  
MASTER        0    0    0    0    0    0    0    0   40    0   92    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₁H₂₉N₅O₄

Average Mass

535.6040 Da

Monoisotopic Mass

535.22195 Da

IUPAC Name

10-{[9-hydroxy-2-(2-methylpropyl)-3-oxo-1H,2H,3H,9H,9aH-imidazolidino[1,2-a]indol-9-yl]methyl}-1,9,12-triazatetracyclo[9.8.0.0²,⁷.0¹³,¹⁸]nonadeca-2,4,6,11,13,15,17-heptaene-8,19-dione

Traditional Name

10-{[9-hydroxy-2-(2-methylpropyl)-3-oxo-1H,2H,9aH-imidazolidino[1,2-a]indol-9-yl]methyl}-1,9,12-triazatetracyclo[9.8.0.0²,⁷.0¹³,¹⁸]nonadeca-2,4,6,11,13,15,17-heptaene-8,19-dione

CAS Registry Number

Not Available

SMILES

CC(C)CC1NC2N(C1=O)C1=CC=CC=C1C2(O)CC1NC(=O)C2=CC=CC=C2N2C(=O)C3=CC=CC=C3N=C12

InChI Identifier

InChI=1S/C31H29N5O4/c1-17(2)15-22-29(39)36-25-14-8-5-11-20(25)31(40,30(36)34-22)16-23-26-32-21-12-6-3-9-18(21)28(38)35(26)24-13-7-4-10-19(24)27(37)33-23/h3-14,17,22-23,30,34,40H,15-16H2,1-2H3,(H,33,37)

InChI Key

MGMRIOLWEROPJY-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
Aspergillus alliaceus	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyrimidodiazepines. Pyrimidodiazepines are compounds containing a pyrimidoazepine moiety, which consists of a pyrimidine fused to a piperazine ring by a bond. Pyrimidine is 6-membered ring consisting of five carbon atoms and two nitrogen atoms at ring positions 1 and 3. Diazepine is a 7-membered ring consisting of five carbon atoms and two nitrogen centers.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyrimidodiazepines

Sub Class

Not Available

Direct Parent

Pyrimidodiazepines

Alternative Parents

Substituents

Benzodiazepine
Pyrimidodiazepine
1,4-benzodiazepine
Alpha-amino acid or derivatives
Quinazoline
Indole or derivatives
Pyrimidone
Imidazolidinone
Pyrimidine
Benzenoid
Imidazolidine
Heteroaromatic compound
Vinylogous amide
Tertiary carboxylic acid amide
Tertiary alcohol
Lactam
Carboxamide group
Secondary carboxylic acid amide
Carboxylic acid derivative
Azacycle
Organic nitrogen compound
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Organic oxide
Alcohol
Carbonyl group
Amine
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	1.9	ALOGPS
logP	3.14	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	12.89	ChemAxon
pKa (Strongest Basic)	4.95	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	114.34 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	149.64 m³·mol⁻¹	ChemAxon
Polarizability	57.21 Å³	ChemAxon
Number of Rings	7	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

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

4490619

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 8-hydroxy-10-{[9-hydroxy-2-(2-methylpropyl)-3-oxo-1h,2h,9ah-imidazo[1,2-a]indol-9-yl]methyl}-1,9,12-triazatetracyclo[9.8.0.0²,⁷.0¹³,¹⁸]nonadeca-2,4,6,8,11,13,15,17-octaen-19-one (NP0160132)

MOL for NP0160132 (8-hydroxy-10-{[9-hydroxy-2-(2-methylpropyl)-3-oxo-1h,2h,9ah-imidazo[1,2-a]indol-9-yl]methyl}-1,9,12-triazatetracyclo[9.8.0.0²,⁷.0¹³,¹⁸]nonadeca-2,4,6,8,11,13,15,17-octaen-19-one)

3D MOL for NP0160132 (8-hydroxy-10-{[9-hydroxy-2-(2-methylpropyl)-3-oxo-1h,2h,9ah-imidazo[1,2-a]indol-9-yl]methyl}-1,9,12-triazatetracyclo[9.8.0.0²,⁷.0¹³,¹⁸]nonadeca-2,4,6,8,11,13,15,17-octaen-19-one)

3D SDF for NP0160132 (8-hydroxy-10-{[9-hydroxy-2-(2-methylpropyl)-3-oxo-1h,2h,9ah-imidazo[1,2-a]indol-9-yl]methyl}-1,9,12-triazatetracyclo[9.8.0.0²,⁷.0¹³,¹⁸]nonadeca-2,4,6,8,11,13,15,17-octaen-19-one)

3D-SDF for NP0160132 (8-hydroxy-10-{[9-hydroxy-2-(2-methylpropyl)-3-oxo-1h,2h,9ah-imidazo[1,2-a]indol-9-yl]methyl}-1,9,12-triazatetracyclo[9.8.0.0²,⁷.0¹³,¹⁸]nonadeca-2,4,6,8,11,13,15,17-octaen-19-one)

PDB for NP0160132 (8-hydroxy-10-{[9-hydroxy-2-(2-methylpropyl)-3-oxo-1h,2h,9ah-imidazo[1,2-a]indol-9-yl]methyl}-1,9,12-triazatetracyclo[9.8.0.0²,⁷.0¹³,¹⁸]nonadeca-2,4,6,8,11,13,15,17-octaen-19-one)

3D PDB for NP0160132 (8-hydroxy-10-{[9-hydroxy-2-(2-methylpropyl)-3-oxo-1h,2h,9ah-imidazo[1,2-a]indol-9-yl]methyl}-1,9,12-triazatetracyclo[9.8.0.0²,⁷.0¹³,¹⁸]nonadeca-2,4,6,8,11,13,15,17-octaen-19-one)

SMILES for NP0160132 (8-hydroxy-10-{[9-hydroxy-2-(2-methylpropyl)-3-oxo-1h,2h,9ah-imidazo[1,2-a]indol-9-yl]methyl}-1,9,12-triazatetracyclo[9.8.0.0²,⁷.0¹³,¹⁸]nonadeca-2,4,6,8,11,13,15,17-octaen-19-one)

INCHI for NP0160132 (8-hydroxy-10-{[9-hydroxy-2-(2-methylpropyl)-3-oxo-1h,2h,9ah-imidazo[1,2-a]indol-9-yl]methyl}-1,9,12-triazatetracyclo[9.8.0.0²,⁷.0¹³,¹⁸]nonadeca-2,4,6,8,11,13,15,17-octaen-19-one)

Structure for NP0160132 (8-hydroxy-10-{[9-hydroxy-2-(2-methylpropyl)-3-oxo-1h,2h,9ah-imidazo[1,2-a]indol-9-yl]methyl}-1,9,12-triazatetracyclo[9.8.0.0²,⁷.0¹³,¹⁸]nonadeca-2,4,6,8,11,13,15,17-octaen-19-one)

3D Structure for NP0160132 (8-hydroxy-10-{[9-hydroxy-2-(2-methylpropyl)-3-oxo-1h,2h,9ah-imidazo[1,2-a]indol-9-yl]methyl}-1,9,12-triazatetracyclo[9.8.0.0²,⁷.0¹³,¹⁸]nonadeca-2,4,6,8,11,13,15,17-octaen-19-one)