NP-MRD: Showing NP-Card for 3,3-Bis-(3-indolyl)butan-2-one (NP0004998)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2020-12-09 02:22:18 UTC

Updated at

2021-07-15 16:50:45 UTC

NP-MRD ID

NP0004998

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3,3-Bis-(3-indolyl)butan-2-one

Provided By

NPAtlas

Description

3,3-Bis(1H-indol-3-yl)butan-2-one belongs to the class of organic compounds known as 3-alkylindoles. 3-Alkylindoles are compounds containing an indole moiety that carries an alkyl chain at the 3-position. 3,3-Bis-(3-indolyl)butan-2-one is found in Vibrio parahaemolyticus. Based on a literature review very few articles have been published on 3,3-bis(1H-indol-3-yl)butan-2-one.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242118153D          

 41 44  0  0  0  0            999 V2000
   -0.6430    2.9935    0.9328 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1045    1.7090    0.8951 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6935    1.3726    1.9024 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1111    0.8830   -0.3554 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5833    1.7491   -1.4907 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9641   -0.3035   -0.2599 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6275   -1.6366   -0.4890 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6979   -2.4247   -0.3185 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7550   -1.6673    0.0197 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0721   -1.9418    0.3054 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9744   -0.9538    0.6311 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5455    0.3516    0.6723 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2269    0.6428    0.3881 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3146   -0.3390    0.0608 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3066    0.5115   -0.7063 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0523    0.8402   -1.8131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2567    0.2606   -1.6927 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3377   -0.4381   -0.5504 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3537   -1.1994    0.0355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1992   -1.8302    1.2499 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9646   -1.6665    1.8674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9618   -0.9222    1.3005 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1301   -0.2987    0.0881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1546    3.1893   -0.0298 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1208    3.7924    1.0969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3998    3.0162    1.7481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2108    2.5106   -1.7624 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7597    1.1360   -2.4096 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4689    2.3586   -1.2696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3508   -1.9596   -0.7710 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6933   -3.4721   -0.4355 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3777   -2.9941    0.2626 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0095   -1.2264    0.8495 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1997    1.1730    0.9200 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9152    1.6871    0.4273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6955    1.4720   -2.6426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0324    0.3305   -2.3769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2989   -1.2906   -0.4965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9849   -2.4220    1.7084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8588   -2.1712    2.8265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0233   -0.8220    1.8121 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
  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
  9 10  2  0  0  0  0
 10 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
  4 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  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
 14  6  1  0  0  0  0
 23 15  1  0  0  0  0
 14  9  1  0  0  0  0
 23 18  1  0  0  0  0
  1 24  1  0  0  0  0
  1 25  1  0  0  0  0
  1 26  1  0  0  0  0
  5 27  1  0  0  0  0
  5 28  1  0  0  0  0
  5 29  1  0  0  0  0
  7 30  1  0  0  0  0
  8 31  1  0  0  0  0
 10 32  1  0  0  0  0
 11 33  1  0  0  0  0
 12 34  1  0  0  0  0
 13 35  1  0  0  0  0
 16 36  1  0  0  0  0
 17 37  1  0  0  0  0
 19 38  1  0  0  0  0
 20 39  1  0  0  0  0
 21 40  1  0  0  0  0
 22 41  1  0  0  0  0
M  END

     RDKit          3D

 41 44  0  0  0  0  0  0  0  0999 V2000
   -0.6430    2.9935    0.9328 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1045    1.7090    0.8951 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6935    1.3726    1.9024 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1111    0.8830   -0.3554 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5833    1.7491   -1.4907 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9641   -0.3035   -0.2599 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6275   -1.6366   -0.4890 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6979   -2.4247   -0.3185 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7550   -1.6673    0.0197 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0721   -1.9418    0.3054 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9744   -0.9538    0.6311 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5455    0.3516    0.6723 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2269    0.6428    0.3881 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3146   -0.3390    0.0608 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3066    0.5115   -0.7063 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0523    0.8402   -1.8131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2567    0.2606   -1.6927 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3377   -0.4381   -0.5504 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3537   -1.1994    0.0355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1992   -1.8302    1.2499 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9646   -1.6665    1.8674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9618   -0.9222    1.3005 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1301   -0.2987    0.0881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1546    3.1893   -0.0298 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1208    3.7924    1.0969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3998    3.0162    1.7481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2108    2.5106   -1.7624 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7597    1.1360   -2.4096 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4689    2.3586   -1.2696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3508   -1.9596   -0.7710 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6933   -3.4721   -0.4355 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3777   -2.9941    0.2626 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0095   -1.2264    0.8495 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1997    1.1730    0.9200 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9152    1.6871    0.4273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6955    1.4720   -2.6426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0324    0.3305   -2.3769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2989   -1.2906   -0.4965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9849   -2.4220    1.7084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8588   -2.1712    2.8265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0233   -0.8220    1.8121 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
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
  4 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 14  6  1  0
 23 15  1  0
 14  9  1  0
 23 18  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  5 27  1  0
  5 28  1  0
  5 29  1  0
  7 30  1  0
  8 31  1  0
 10 32  1  0
 11 33  1  0
 12 34  1  0
 13 35  1  0
 16 36  1  0
 17 37  1  0
 19 38  1  0
 20 39  1  0
 21 40  1  0
 22 41  1  0
M  END


  Mrv1652306242118153D          

 41 44  0  0  0  0            999 V2000
   -0.6430    2.9935    0.9328 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1045    1.7090    0.8951 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6935    1.3726    1.9024 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1111    0.8830   -0.3554 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5833    1.7491   -1.4907 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9641   -0.3035   -0.2599 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6275   -1.6366   -0.4890 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6979   -2.4247   -0.3185 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7550   -1.6673    0.0197 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0721   -1.9418    0.3054 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9744   -0.9538    0.6311 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5455    0.3516    0.6723 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2269    0.6428    0.3881 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3146   -0.3390    0.0608 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3066    0.5115   -0.7063 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0523    0.8402   -1.8131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2567    0.2606   -1.6927 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3377   -0.4381   -0.5504 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3537   -1.1994    0.0355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1992   -1.8302    1.2499 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9646   -1.6665    1.8674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9618   -0.9222    1.3005 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1301   -0.2987    0.0881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1546    3.1893   -0.0298 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1208    3.7924    1.0969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3998    3.0162    1.7481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2108    2.5106   -1.7624 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7597    1.1360   -2.4096 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4689    2.3586   -1.2696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3508   -1.9596   -0.7710 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6933   -3.4721   -0.4355 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3777   -2.9941    0.2626 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0095   -1.2264    0.8495 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1997    1.1730    0.9200 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9152    1.6871    0.4273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6955    1.4720   -2.6426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0324    0.3305   -2.3769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2989   -1.2906   -0.4965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9849   -2.4220    1.7084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8588   -2.1712    2.8265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0233   -0.8220    1.8121 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
  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
  9 10  2  0  0  0  0
 10 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
  4 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  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
 14  6  1  0  0  0  0
 23 15  1  0  0  0  0
 14  9  1  0  0  0  0
 23 18  1  0  0  0  0
  1 24  1  0  0  0  0
  1 25  1  0  0  0  0
  1 26  1  0  0  0  0
  5 27  1  0  0  0  0
  5 28  1  0  0  0  0
  5 29  1  0  0  0  0
  7 30  1  0  0  0  0
  8 31  1  0  0  0  0
 10 32  1  0  0  0  0
 11 33  1  0  0  0  0
 12 34  1  0  0  0  0
 13 35  1  0  0  0  0
 16 36  1  0  0  0  0
 17 37  1  0  0  0  0
 19 38  1  0  0  0  0
 20 39  1  0  0  0  0
 21 40  1  0  0  0  0
 22 41  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0004998

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]N1C([H])=C(C2=C([H])C([H])=C([H])C([H])=C12)C(C(=O)C([H])([H])[H])(C1=C([H])N([H])C2=C([H])C([H])=C([H])C([H])=C12)C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C20H18N2O/c1-13(23)20(2,16-11-21-18-9-5-3-7-14(16)18)17-12-22-19-10-6-4-8-15(17)19/h3-12,21-22H,1-2H3

> <INCHI_KEY>
SJAXSVWJQZVKSD-UHFFFAOYSA-N

> <FORMULA>
C20H18N2O

> <MOLECULAR_WEIGHT>
302.377

> <EXACT_MASS>
302.141913208

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
41

> <JCHEM_AVERAGE_POLARIZABILITY>
33.812885265914666

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3,3-bis(1H-indol-3-yl)butan-2-one

> <ALOGPS_LOGP>
4.69

> <JCHEM_LOGP>
4.370948167000001

> <ALOGPS_LOGS>
-5.63

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
16.2102621133565

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.620692245207454

> <JCHEM_PKA_STRONGEST_BASIC>
-7.586534968354586

> <JCHEM_POLAR_SURFACE_AREA>
48.65

> <JCHEM_REFRACTIVITY>
92.13970000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.03e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3,3-bis(1H-indol-3-yl)butan-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 41 44  0  0  0  0  0  0  0  0999 V2000
   -0.6430    2.9935    0.9328 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1045    1.7090    0.8951 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6935    1.3726    1.9024 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1111    0.8830   -0.3554 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5833    1.7491   -1.4907 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9641   -0.3035   -0.2599 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6275   -1.6366   -0.4890 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6979   -2.4247   -0.3185 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7550   -1.6673    0.0197 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0721   -1.9418    0.3054 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9744   -0.9538    0.6311 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5455    0.3516    0.6723 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2269    0.6428    0.3881 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3146   -0.3390    0.0608 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3066    0.5115   -0.7063 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0523    0.8402   -1.8131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2567    0.2606   -1.6927 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3377   -0.4381   -0.5504 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3537   -1.1994    0.0355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1992   -1.8302    1.2499 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9646   -1.6665    1.8674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9618   -0.9222    1.3005 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1301   -0.2987    0.0881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1546    3.1893   -0.0298 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1208    3.7924    1.0969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3998    3.0162    1.7481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2108    2.5106   -1.7624 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7597    1.1360   -2.4096 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4689    2.3586   -1.2696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3508   -1.9596   -0.7710 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6933   -3.4721   -0.4355 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3777   -2.9941    0.2626 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0095   -1.2264    0.8495 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1997    1.1730    0.9200 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9152    1.6871    0.4273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6955    1.4720   -2.6426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0324    0.3305   -2.3769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2989   -1.2906   -0.4965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9849   -2.4220    1.7084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8588   -2.1712    2.8265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0233   -0.8220    1.8121 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
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
  4 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 14  6  1  0
 23 15  1  0
 14  9  1  0
 23 18  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  5 27  1  0
  5 28  1  0
  5 29  1  0
  7 30  1  0
  8 31  1  0
 10 32  1  0
 11 33  1  0
 12 34  1  0
 13 35  1  0
 16 36  1  0
 17 37  1  0
 19 38  1  0
 20 39  1  0
 21 40  1  0
 22 41  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      -0.643   2.994   0.933  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.105   1.709   0.895  0.00  0.00           C+0
HETATM    3  O   UNK     0       0.694   1.373   1.902  0.00  0.00           O+0
HETATM    4  C   UNK     0       0.111   0.883  -0.355  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.583   1.749  -1.491  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.964  -0.304  -0.260  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.628  -1.637  -0.489  0.00  0.00           C+0
HETATM    8  N   UNK     0       1.698  -2.425  -0.319  0.00  0.00           N+0
HETATM    9  C   UNK     0       2.755  -1.667   0.020  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.072  -1.942   0.305  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.974  -0.954   0.631  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.545   0.352   0.672  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.227   0.643   0.388  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.315  -0.339   0.061  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.307   0.511  -0.706  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.052   0.840  -1.813  0.00  0.00           C+0
HETATM   17  N   UNK     0      -3.257   0.261  -1.693  0.00  0.00           N+0
HETATM   18  C   UNK     0      -3.338  -0.438  -0.550  0.00  0.00           C+0
HETATM   19  C   UNK     0      -4.354  -1.199   0.036  0.00  0.00           C+0
HETATM   20  C   UNK     0      -4.199  -1.830   1.250  0.00  0.00           C+0
HETATM   21  C   UNK     0      -2.965  -1.667   1.867  0.00  0.00           C+0
HETATM   22  C   UNK     0      -1.962  -0.922   1.301  0.00  0.00           C+0
HETATM   23  C   UNK     0      -2.130  -0.299   0.088  0.00  0.00           C+0
HETATM   24  H   UNK     0      -1.155   3.189  -0.030  0.00  0.00           H+0
HETATM   25  H   UNK     0       0.121   3.792   1.097  0.00  0.00           H+0
HETATM   26  H   UNK     0      -1.400   3.016   1.748  0.00  0.00           H+0
HETATM   27  H   UNK     0      -0.211   2.511  -1.762  0.00  0.00           H+0
HETATM   28  H   UNK     0       0.760   1.136  -2.410  0.00  0.00           H+0
HETATM   29  H   UNK     0       1.469   2.359  -1.270  0.00  0.00           H+0
HETATM   30  H   UNK     0      -0.351  -1.960  -0.771  0.00  0.00           H+0
HETATM   31  H   UNK     0       1.693  -3.472  -0.436  0.00  0.00           H+0
HETATM   32  H   UNK     0       4.378  -2.994   0.263  0.00  0.00           H+0
HETATM   33  H   UNK     0       6.010  -1.226   0.850  0.00  0.00           H+0
HETATM   34  H   UNK     0       5.200   1.173   0.920  0.00  0.00           H+0
HETATM   35  H   UNK     0       2.915   1.687   0.427  0.00  0.00           H+0
HETATM   36  H   UNK     0      -1.696   1.472  -2.643  0.00  0.00           H+0
HETATM   37  H   UNK     0      -4.032   0.331  -2.377  0.00  0.00           H+0
HETATM   38  H   UNK     0      -5.299  -1.291  -0.497  0.00  0.00           H+0
HETATM   39  H   UNK     0      -4.985  -2.422   1.708  0.00  0.00           H+0
HETATM   40  H   UNK     0      -2.859  -2.171   2.826  0.00  0.00           H+0
HETATM   41  H   UNK     0      -1.023  -0.822   1.812  0.00  0.00           H+0
CONECT    1    2   24   25   26                                             
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5    6   15                                             
CONECT    5    4   27   28   29                                             
CONECT    6    4    7   14                                                  
CONECT    7    6    8   30                                                  
CONECT    8    7    9   31                                                  
CONECT    9    8   10   14                                                  
CONECT   10    9   11   32                                                  
CONECT   11   10   12   33                                                  
CONECT   12   11   13   34                                                  
CONECT   13   12   14   35                                                  
CONECT   14   13    6    9                                                  
CONECT   15    4   16   23                                                  
CONECT   16   15   17   36                                                  
CONECT   17   16   18   37                                                  
CONECT   18   17   19   23                                                  
CONECT   19   18   20   38                                                  
CONECT   20   19   21   39                                                  
CONECT   21   20   22   40                                                  
CONECT   22   21   23   41                                                  
CONECT   23   22   15   18                                                  
CONECT   24    1                                                            
CONECT   25    1                                                            
CONECT   26    1                                                            
CONECT   27    5                                                            
CONECT   28    5                                                            
CONECT   29    5                                                            
CONECT   30    7                                                            
CONECT   31    8                                                            
CONECT   32   10                                                            
CONECT   33   11                                                            
CONECT   34   12                                                            
CONECT   35   13                                                            
CONECT   36   16                                                            
CONECT   37   17                                                            
CONECT   38   19                                                            
CONECT   39   20                                                            
CONECT   40   21                                                            
CONECT   41   22                                                            
MASTER        0    0    0    0    0    0    0    0   41    0   88    0
END

RDKit          3D

41 44  0  0  0  0  0  0  0  0999 V2000
   -0.6430    2.9935    0.9328 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1045    1.7090    0.8951 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6935    1.3726    1.9024 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1111    0.8830   -0.3554 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5833    1.7491   -1.4907 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9641   -0.3035   -0.2599 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6275   -1.6366   -0.4890 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6979   -2.4247   -0.3185 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7550   -1.6673    0.0197 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0721   -1.9418    0.3054 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9744   -0.9538    0.6311 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5455    0.3516    0.6723 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2269    0.6428    0.3881 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3146   -0.3390    0.0608 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3066    0.5115   -0.7063 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0523    0.8402   -1.8131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2567    0.2606   -1.6927 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3377   -0.4381   -0.5504 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3537   -1.1994    0.0355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1992   -1.8302    1.2499 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9646   -1.6665    1.8674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9618   -0.9222    1.3005 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1301   -0.2987    0.0881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1546    3.1893   -0.0298 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1208    3.7924    1.0969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3998    3.0162    1.7481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2108    2.5106   -1.7624 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7597    1.1360   -2.4096 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4689    2.3586   -1.2696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3508   -1.9596   -0.7710 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6933   -3.4721   -0.4355 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3777   -2.9941    0.2626 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0095   -1.2264    0.8495 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1997    1.1730    0.9200 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9152    1.6871    0.4273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6955    1.4720   -2.6426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0324    0.3305   -2.3769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2989   -1.2906   -0.4965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9849   -2.4220    1.7084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8588   -2.1712    2.8265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0233   -0.8220    1.8121 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
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
  4 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 14  6  1  0
 23 15  1  0
 14  9  1  0
 23 18  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  5 27  1  0
  5 28  1  0
  5 29  1  0
  7 30  1  0
  8 31  1  0
 10 32  1  0
 11 33  1  0
 12 34  1  0
 13 35  1  0
 16 36  1  0
 17 37  1  0
 19 38  1  0
 20 39  1  0
 21 40  1  0
 22 41  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Not Available

Chemical Formula

C₂₀H₁₈N₂O

Average Mass

302.3770 Da

Monoisotopic Mass

302.14191 Da

IUPAC Name

3,3-bis(1H-indol-3-yl)butan-2-one

Traditional Name

3,3-bis(1H-indol-3-yl)butan-2-one

CAS Registry Number

Not Available

SMILES

CC(=O)C(C)(C1=CNC2=CC=CC=C12)C1=CNC2=CC=CC=C12

InChI Identifier

InChI=1S/C20H18N2O/c1-13(23)20(2,16-11-21-18-9-5-3-7-14(16)18)17-12-22-19-10-6-4-8-15(17)19/h3-12,21-22H,1-2H3

InChI Key

SJAXSVWJQZVKSD-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, 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
Vibrio parahaemolyticus	NPAtlas	14640534

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 3-alkylindoles. 3-Alkylindoles are compounds containing an indole moiety that carries an alkyl chain at the 3-position.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Indoles

Direct Parent

3-alkylindoles

Alternative Parents

Substituents

3-alkylindole
Benzenoid
Substituted pyrrole
Heteroaromatic compound
Pyrrole
Ketone
Azacycle
Organic nitrogen compound
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
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	4.69	ALOGPS
logP	4.37	ChemAxon
logS	-5.6	ALOGPS
pKa (Strongest Acidic)	15.62	ChemAxon
pKa (Strongest Basic)	-7.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	48.65 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	92.14 m³·mol⁻¹	ChemAxon
Polarizability	33.81 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

NPAtlas ID

NPA017325

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

10223878

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

21597453

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for 3,3-Bis-(3-indolyl)butan-2-one (NP0004998)

MOL for NP0004998 (3,3-Bis-(3-indolyl)butan-2-one)

3D MOL for NP0004998 (3,3-Bis-(3-indolyl)butan-2-one)

3D SDF for NP0004998 (3,3-Bis-(3-indolyl)butan-2-one)

3D-SDF for NP0004998 (3,3-Bis-(3-indolyl)butan-2-one)

PDB for NP0004998 (3,3-Bis-(3-indolyl)butan-2-one)

3D PDB for NP0004998 (3,3-Bis-(3-indolyl)butan-2-one)

SMILES for NP0004998 (3,3-Bis-(3-indolyl)butan-2-one)

INCHI for NP0004998 (3,3-Bis-(3-indolyl)butan-2-one)

Structure for NP0004998 (3,3-Bis-(3-indolyl)butan-2-one)

3D Structure for NP0004998 (3,3-Bis-(3-indolyl)butan-2-one)