NP-MRD: Showing NP-Card for 2,5-bis(1h-indol-3-yl)-3,6-dimethoxy-4-(3-methylbut-2-en-1-yl)phenol (NP0194166)

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Record Information

Version

2.0

Created at

2022-09-04 11:46:53 UTC

Updated at

2022-09-04 11:46:53 UTC

NP-MRD ID

NP0194166

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2,5-bis(1h-indol-3-yl)-3,6-dimethoxy-4-(3-methylbut-2-en-1-yl)phenol

Description

Ochrindole A belongs to the class of organic compounds known as phenylpyrroles. These are polycyclic aromatic compounds containing a benzene ring linked to a pyrrole ring through a CC or CN bond. 2,5-bis(1h-indol-3-yl)-3,6-dimethoxy-4-(3-methylbut-2-en-1-yl)phenol is found in Aspergillus ochraceus. Ochrindole A is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004261511272D          

 34 38  0  0  0  0            999 V2000
   -1.5371   -2.6646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9851   -3.2777    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1781   -3.1062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0768   -2.3215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4752   -1.7084    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838   -2.1500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4358   -2.7631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2428   -2.5916    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7948   -3.2047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1809   -3.5477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7329   -4.1608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4780   -4.9454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0300   -5.5585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7751   -6.3432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8370   -5.3870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3739   -3.7192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1190   -4.5039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6039   -5.1713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1190   -5.8387    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6657   -5.5838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3801   -5.9963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0946   -5.5838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0946   -4.7588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3801   -4.3463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6657   -4.7588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -1.3654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -0.0305    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  7 10  1  0  0  0  0
 10 11  1  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
 13 15  1  0  0  0  0
 10 16  2  0  0  0  0
  3 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 17 25  1  0  0  0  0
 20 25  1  0  0  0  0
  6 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  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
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 26 34  1  0  0  0  0
 29 34  1  0  0  0  0
M  END

     RDKit          3D

 62 66  0  0  0  0  0  0  0  0999 V2000
    0.9440   -3.1326    0.1756 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0095   -1.8696    0.7988 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7083   -0.6975    0.0895 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5472   -0.1586    0.0478 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6899   -0.7680    0.7710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2534   -1.9673    0.1356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3925   -3.1544    0.7268 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9752   -3.3706    2.1285 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9849   -4.3005   -0.0403 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7797    1.0128   -0.6787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1242    1.5558   -0.7030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1199    1.2697   -1.5976 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2255    1.9695   -1.2923 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9750    2.7244   -0.1958 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7264    3.6153    0.5397 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2158    4.2616    1.6343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9141    4.0160    2.0134 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1633    3.1172    1.2675 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6525    2.4643    0.1758 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2611    1.6131   -1.3455 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0017    2.7701   -2.0560 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3901    2.7574   -3.4211 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5145    1.0705   -1.2999 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6028    1.6641   -1.9740 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7643   -0.0839   -0.5897 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1178   -0.6121   -0.5671 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6435   -1.4971   -1.4810 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9148   -1.7197   -1.1081 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2012   -1.0137   -0.0055 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3461   -0.9122    0.7370 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3652   -0.0945    1.8488 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2458    0.6103    2.2060 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0812    0.5196    1.4676 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0725   -0.2975    0.3620 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5772   -3.8917    0.9255 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2673   -3.1032   -0.6915 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9603   -3.4249   -0.1818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3963   -0.9965    1.8159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5379   -0.0330    0.8764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5786   -1.8496   -0.9141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8679   -4.4646    2.3177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8157   -3.0414    2.7955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0285   -2.9078    2.4010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2104   -4.8184   -0.6357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8113   -3.9164   -0.6944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4527   -5.0202    0.6674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9959    0.5648   -2.4312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1307    1.9641   -1.7810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7646    3.7954    0.2176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8297    4.9601    2.1979 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4966    4.5171    2.8727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1233    2.8993    1.5427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1899    1.7622   -3.8940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4806    2.9709   -3.4952 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1449    3.5803   -3.9429 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4563    2.5202   -2.5119 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1240   -1.9340   -2.3452 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5760   -2.3474   -1.6043 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2322   -1.4784    0.4442 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2615    0.0075    2.4612 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2685    1.2553    3.0881 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1779    1.0685    1.7291 H   0  0  0  0  0  0  0  0  0  0  0  0
 22 21  1  0
 21 20  1  0
 20 23  2  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 32 33  1  0
 33 34  2  0
 25  3  2  0
  3  2  1  0
  2  1  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  3
  7  8  1  0
  7  9  1  0
  4 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 10 20  1  0
 19 11  1  0
 34 26  1  0
 19 14  1  0
 34 29  1  0
 22 53  1  0
 22 54  1  0
 22 55  1  0
 24 56  1  0
 27 57  1  0
 28 58  1  0
 30 59  1  0
 31 60  1  0
 32 61  1  0
 33 62  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  5 38  1  0
  5 39  1  0
  6 40  1  0
  8 41  1  0
  8 42  1  0
  8 43  1  0
  9 44  1  0
  9 45  1  0
  9 46  1  0
 12 47  1  0
 13 48  1  0
 15 49  1  0
 16 50  1  0
 17 51  1  0
 18 52  1  0
M  END


  Mrv1533004261511272D          

 34 38  0  0  0  0            999 V2000
   -1.5371   -2.6646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9851   -3.2777    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1781   -3.1062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0768   -2.3215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4752   -1.7084    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838   -2.1500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4358   -2.7631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2428   -2.5916    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7948   -3.2047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1809   -3.5477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7329   -4.1608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4780   -4.9454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0300   -5.5585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7751   -6.3432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8370   -5.3870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3739   -3.7192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1190   -4.5039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6039   -5.1713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1190   -5.8387    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6657   -5.5838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3801   -5.9963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0946   -5.5838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0946   -4.7588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3801   -4.3463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6657   -4.7588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -1.3654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -0.0305    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  7 10  1  0  0  0  0
 10 11  1  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
 13 15  1  0  0  0  0
 10 16  2  0  0  0  0
  3 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 17 25  1  0  0  0  0
 20 25  1  0  0  0  0
  6 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  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
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 26 34  1  0  0  0  0
 29 34  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0194166

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(O)C(C2=CNC3=CC=CC=C23)=C(OC)C(CC=C(C)C)=C1C1=CNC2=CC=CC=C12

> <INCHI_IDENTIFIER>
InChI=1S/C29H28N2O3/c1-17(2)13-14-20-25(21-15-30-23-11-7-5-9-18(21)23)29(34-4)27(32)26(28(20)33-3)22-16-31-24-12-8-6-10-19(22)24/h5-13,15-16,30-32H,14H2,1-4H3

> <INCHI_KEY>
YVQFFNCNPFQQKW-UHFFFAOYSA-N

> <FORMULA>
C29H28N2O3

> <MOLECULAR_WEIGHT>
452.554

> <EXACT_MASS>
452.20999277

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
62

> <JCHEM_AVERAGE_POLARIZABILITY>
50.360340647436146

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2,5-bis(1H-indol-3-yl)-3,6-dimethoxy-4-(3-methylbut-2-en-1-yl)phenol

> <ALOGPS_LOGP>
6.15

> <JCHEM_LOGP>
6.574879672333333

> <ALOGPS_LOGS>
-6.21

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.25329926980221

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.448187461743002

> <JCHEM_PKA_STRONGEST_BASIC>
-4.5790667487912184

> <JCHEM_POLAR_SURFACE_AREA>
70.27

> <JCHEM_REFRACTIVITY>
137.6535

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.80e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2,5-bis(1H-indol-3-yl)-3,6-dimethoxy-4-(3-methylbut-2-en-1-yl)phenol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 26-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-APR-15         0                                  
HETATM    1  C   UNK     0      -2.869  -4.974   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -1.839  -6.118   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -0.333  -5.798   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.143  -4.334   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -0.887  -3.189   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       1.650  -4.013   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.680  -5.158   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       4.187  -4.838   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       5.217  -5.982   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.204  -6.622   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.235  -7.767   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.759  -9.231   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.789 -10.376   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.313 -11.841   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.296 -10.056   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.698  -6.943   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.222  -8.407   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.127  -9.653   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0       0.222 -10.899   0.000  0.00  0.00           N+0
HETATM   20  C   UNK     0      -1.243 -10.423   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -2.576 -11.193   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -3.910 -10.423   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -3.910  -8.883   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -2.576  -8.113   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -1.243  -8.883   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       2.126  -2.549   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       1.220  -1.303   0.000  0.00  0.00           C+0
HETATM   28  N   UNK     0       2.126  -0.057   0.000  0.00  0.00           N+0
HETATM   29  C   UNK     0       3.590  -0.533   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       4.924   0.237   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       6.258  -0.533   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       6.258  -2.073   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       4.924  -2.843   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       3.590  -2.073   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   16                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7   26                                                  
CONECT    7    6    8   10                                                  
CONECT    8    7    9                                                       
CONECT    9    8                                                            
CONECT   10    7   11   16                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13                                                            
CONECT   16   10    3   17                                                  
CONECT   17   16   18   25                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   25                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   17   20                                                  
CONECT   26    6   27   34                                                  
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30   34                                                  
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   26   29                                                  
MASTER        0    0    0    0    0    0    0    0   34    0   76    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₉H₂₈N₂O₃

Average Mass

452.5540 Da

Monoisotopic Mass

452.20999 Da

IUPAC Name

2,5-bis(1H-indol-3-yl)-3,6-dimethoxy-4-(3-methylbut-2-en-1-yl)phenol

Traditional Name

2,5-bis(1H-indol-3-yl)-3,6-dimethoxy-4-(3-methylbut-2-en-1-yl)phenol

CAS Registry Number

Not Available

SMILES

COC1=C(O)C(C2=CNC3=CC=CC=C23)=C(OC)C(CC=C(C)C)=C1C1=CNC2=CC=CC=C12

InChI Identifier

InChI=1S/C29H28N2O3/c1-17(2)13-14-20-25(21-15-30-23-11-7-5-9-18(21)23)29(34-4)27(32)26(28(20)33-3)22-16-31-24-12-8-6-10-19(22)24/h5-13,15-16,30-32H,14H2,1-4H3

InChI Key

YVQFFNCNPFQQKW-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 ochraceus	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylpyrroles. These are polycyclic aromatic compounds containing a benzene ring linked to a pyrrole ring through a CC or CN bond.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyrroles

Sub Class

Substituted pyrroles

Direct Parent

Phenylpyrroles

Alternative Parents

Substituents

3-phenylpyrrole
Methoxyphenol
Dimethoxybenzene
P-dimethoxybenzene
Indole
Indole or derivatives
Anisole
Phenoxy compound
Phenol ether
Methoxybenzene
Phenol
Alkyl aryl ether
Benzenoid
Monocyclic benzene moiety
Heteroaromatic compound
Ether
Azacycle
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Organic nitrogen 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	6.15	ALOGPS
logP	6.57	ChemAxon
logS	-6.2	ALOGPS
pKa (Strongest Acidic)	9.45	ChemAxon
pKa (Strongest Basic)	-4.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	70.27 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	137.65 m³·mol⁻¹	ChemAxon
Polarizability	50.36 Å³	ChemAxon
Number of Rings	5	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

10004010

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 2,5-bis(1h-indol-3-yl)-3,6-dimethoxy-4-(3-methylbut-2-en-1-yl)phenol (NP0194166)

MOL for NP0194166 (2,5-bis(1h-indol-3-yl)-3,6-dimethoxy-4-(3-methylbut-2-en-1-yl)phenol)

3D MOL for NP0194166 (2,5-bis(1h-indol-3-yl)-3,6-dimethoxy-4-(3-methylbut-2-en-1-yl)phenol)

3D SDF for NP0194166 (2,5-bis(1h-indol-3-yl)-3,6-dimethoxy-4-(3-methylbut-2-en-1-yl)phenol)

3D-SDF for NP0194166 (2,5-bis(1h-indol-3-yl)-3,6-dimethoxy-4-(3-methylbut-2-en-1-yl)phenol)

PDB for NP0194166 (2,5-bis(1h-indol-3-yl)-3,6-dimethoxy-4-(3-methylbut-2-en-1-yl)phenol)

3D PDB for NP0194166 (2,5-bis(1h-indol-3-yl)-3,6-dimethoxy-4-(3-methylbut-2-en-1-yl)phenol)

SMILES for NP0194166 (2,5-bis(1h-indol-3-yl)-3,6-dimethoxy-4-(3-methylbut-2-en-1-yl)phenol)

INCHI for NP0194166 (2,5-bis(1h-indol-3-yl)-3,6-dimethoxy-4-(3-methylbut-2-en-1-yl)phenol)

Structure for NP0194166 (2,5-bis(1h-indol-3-yl)-3,6-dimethoxy-4-(3-methylbut-2-en-1-yl)phenol)

3D Structure for NP0194166 (2,5-bis(1h-indol-3-yl)-3,6-dimethoxy-4-(3-methylbut-2-en-1-yl)phenol)