NP-MRD: Showing NP-Card for Convolutindole A (NP0024593)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2021-06-19 16:56:00 UTC

Updated at

2021-06-29 23:49:01 UTC

NP-MRD ID

NP0024593

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Convolutindole A

Provided By

JEOL Database JEOL Logo

Description

Convolutindole A is found in Amathia convoluta. Convolutindole A was first documented in 2002 (Narkowicz, C. K., et al.). Based on a literature review very few articles have been published on convolutindole A.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192118563D          

 38 39  0  0  0  0            999 V2000
    0.8899    0.8640    2.8638 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8346   -0.4598    2.3274 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2576   -0.5903    1.5004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4474   -1.1461    1.9835 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6167   -1.7059    3.7911 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -2.5436   -1.3097    1.1469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4723   -0.9414   -0.2048 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0511   -1.1956   -1.2260 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -1.2692   -0.4153   -0.7490 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8306    0.0525   -2.0516 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6220    0.1158   -3.3314 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4156    1.4290   -3.4625 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1215    1.5638   -4.7522 N   0  0  2  0  0  0  0  0  0  0  0  0
   -3.6040    2.9384   -4.9153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2480    0.6336   -4.8590 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4827    0.4577   -1.8976 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5923    1.2381   -3.2452 Br  0  0  0  0  0  0  0  0  0  0  0  0
    0.8728    0.2110   -0.6171 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1446    0.5171   -0.1107 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9667   -0.6420   -0.2117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1790   -0.2663    0.1304 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9629    1.6195    2.0746 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0217    1.0698    3.4989 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7881    0.9350    3.4844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4654   -1.7302    1.5436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9442    0.0196   -4.1890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2738   -0.7587   -3.3968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1151    1.5420   -2.6242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6968    2.2547   -3.3701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3130    3.2236   -4.1296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0960    3.0619   -5.8867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7671    3.6455   -4.8997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7679    0.7698   -5.8144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9080   -0.4063   -4.8484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9764    0.7716   -4.0520 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9476   -0.3969    0.2053 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1038   -0.9364   -1.2571 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5511   -1.4768    0.3617 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0  0  0  0
 21 18  1  0  0  0  0
  2  1  1  0  0  0  0
  4  5  1  0  0  0  0
  9 21  1  0  0  0  0
  7  8  1  0  0  0  0
  4  6  2  0  0  0  0
 10 11  1  0  0  0  0
 16 10  2  0  0  0  0
 11 12  1  0  0  0  0
  6  7  1  0  0  0  0
 12 13  1  0  0  0  0
  7  9  2  0  0  0  0
 13 14  1  0  0  0  0
 18 16  1  0  0  0  0
 13 15  1  0  0  0  0
 21  3  2  0  0  0  0
 16 17  1  0  0  0  0
  3  4  1  0  0  0  0
 18 19  1  0  0  0  0
 10  9  1  0  0  0  0
 19 20  1  0  0  0  0
  6 25  1  0  0  0  0
  1 22  1  0  0  0  0
  1 23  1  0  0  0  0
  1 24  1  0  0  0  0
 11 26  1  0  0  0  0
 11 27  1  0  0  0  0
 12 28  1  0  0  0  0
 12 29  1  0  0  0  0
 14 30  1  0  0  0  0
 14 31  1  0  0  0  0
 14 32  1  0  0  0  0
 15 33  1  0  0  0  0
 15 34  1  0  0  0  0
 15 35  1  0  0  0  0
 20 36  1  0  0  0  0
 20 37  1  0  0  0  0
 20 38  1  0  0  0  0
M  END

     RDKit          3D

 38 39  0  0  0  0  0  0  0  0999 V2000
    0.8899    0.8640    2.8638 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8346   -0.4598    2.3274 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2576   -0.5903    1.5004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4474   -1.1461    1.9835 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6167   -1.7059    3.7911 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -2.5436   -1.3097    1.1469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4723   -0.9414   -0.2048 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0511   -1.1956   -1.2260 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -1.2692   -0.4153   -0.7490 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8306    0.0525   -2.0516 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6220    0.1158   -3.3314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4156    1.4290   -3.4625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1215    1.5638   -4.7522 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6040    2.9384   -4.9153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2480    0.6336   -4.8590 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4827    0.4577   -1.8976 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5923    1.2381   -3.2452 Br  0  0  0  0  0  0  0  0  0  0  0  0
    0.8728    0.2110   -0.6171 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1446    0.5171   -0.1107 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9667   -0.6420   -0.2117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1790   -0.2663    0.1304 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9629    1.6195    2.0746 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0217    1.0698    3.4989 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7881    0.9350    3.4844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4654   -1.7302    1.5436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9442    0.0196   -4.1890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2738   -0.7587   -3.3968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1151    1.5420   -2.6242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6968    2.2547   -3.3701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3130    3.2236   -4.1296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0960    3.0619   -5.8867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7671    3.6455   -4.8997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7679    0.7698   -5.8144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9080   -0.4063   -4.8484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9764    0.7716   -4.0520 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9476   -0.3969    0.2053 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1038   -0.9364   -1.2571 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5511   -1.4768    0.3617 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0
 21 18  1  0
  2  1  1  0
  4  5  1  0
  9 21  1  0
  7  8  1  0
  4  6  2  0
 10 11  1  0
 16 10  2  0
 11 12  1  0
  6  7  1  0
 12 13  1  0
  7  9  2  0
 13 14  1  0
 18 16  1  0
 13 15  1  0
 21  3  2  0
 16 17  1  0
  3  4  1  0
 18 19  1  0
 10  9  1  0
 19 20  1  0
  6 25  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
 11 26  1  0
 11 27  1  0
 12 28  1  0
 12 29  1  0
 14 30  1  0
 14 31  1  0
 14 32  1  0
 15 33  1  0
 15 34  1  0
 15 35  1  0
 20 36  1  0
 20 37  1  0
 20 38  1  0
M  END


  Mrv1652306192118563D          

 38 39  0  0  0  0            999 V2000
    0.8899    0.8640    2.8638 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8346   -0.4598    2.3274 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2576   -0.5903    1.5004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4474   -1.1461    1.9835 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6167   -1.7059    3.7911 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -2.5436   -1.3097    1.1469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4723   -0.9414   -0.2048 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0511   -1.1956   -1.2260 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -1.2692   -0.4153   -0.7490 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8306    0.0525   -2.0516 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6220    0.1158   -3.3314 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4156    1.4290   -3.4625 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1215    1.5638   -4.7522 N   0  0  2  0  0  0  0  0  0  0  0  0
   -3.6040    2.9384   -4.9153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2480    0.6336   -4.8590 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4827    0.4577   -1.8976 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5923    1.2381   -3.2452 Br  0  0  0  0  0  0  0  0  0  0  0  0
    0.8728    0.2110   -0.6171 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1446    0.5171   -0.1107 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9667   -0.6420   -0.2117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1790   -0.2663    0.1304 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9629    1.6195    2.0746 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0217    1.0698    3.4989 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7881    0.9350    3.4844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4654   -1.7302    1.5436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9442    0.0196   -4.1890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2738   -0.7587   -3.3968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1151    1.5420   -2.6242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6968    2.2547   -3.3701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3130    3.2236   -4.1296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0960    3.0619   -5.8867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7671    3.6455   -4.8997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7679    0.7698   -5.8144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9080   -0.4063   -4.8484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9764    0.7716   -4.0520 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9476   -0.3969    0.2053 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1038   -0.9364   -1.2571 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5511   -1.4768    0.3617 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0  0  0  0
 21 18  1  0  0  0  0
  2  1  1  0  0  0  0
  4  5  1  0  0  0  0
  9 21  1  0  0  0  0
  7  8  1  0  0  0  0
  4  6  2  0  0  0  0
 10 11  1  0  0  0  0
 16 10  2  0  0  0  0
 11 12  1  0  0  0  0
  6  7  1  0  0  0  0
 12 13  1  0  0  0  0
  7  9  2  0  0  0  0
 13 14  1  0  0  0  0
 18 16  1  0  0  0  0
 13 15  1  0  0  0  0
 21  3  2  0  0  0  0
 16 17  1  0  0  0  0
  3  4  1  0  0  0  0
 18 19  1  0  0  0  0
 10  9  1  0  0  0  0
 19 20  1  0  0  0  0
  6 25  1  0  0  0  0
  1 22  1  0  0  0  0
  1 23  1  0  0  0  0
  1 24  1  0  0  0  0
 11 26  1  0  0  0  0
 11 27  1  0  0  0  0
 12 28  1  0  0  0  0
 12 29  1  0  0  0  0
 14 30  1  0  0  0  0
 14 31  1  0  0  0  0
 14 32  1  0  0  0  0
 15 33  1  0  0  0  0
 15 34  1  0  0  0  0
 15 35  1  0  0  0  0
 20 36  1  0  0  0  0
 20 37  1  0  0  0  0
 20 38  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0024593

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]C1=C(Br)C(OC([H])([H])[H])=C2N(OC([H])([H])[H])C(Br)=C(C2=C1Br)C([H])([H])C([H])([H])N(C([H])([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C14H17Br3N2O2/c1-18(2)6-5-8-11-9(15)7-10(16)13(20-3)12(11)19(21-4)14(8)17/h7H,5-6H2,1-4H3

> <INCHI_KEY>
KPTXBOJWIDAMOS-UHFFFAOYSA-N

> <FORMULA>
C14H17Br3N2O2

> <MOLECULAR_WEIGHT>
485.014

> <EXACT_MASS>
481.884017

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
38.48909197193317

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
dimethyl[2-(2,4,6-tribromo-1,7-dimethoxy-1H-indol-3-yl)ethyl]amine

> <ALOGPS_LOGP>
4.59

> <JCHEM_LOGP>
3.8566635623333334

> <ALOGPS_LOGS>
-4.70

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
9.23364447656774

> <JCHEM_POLAR_SURFACE_AREA>
26.63

> <JCHEM_REFRACTIVITY>
97.21340000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.57e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
convolutindole A

> <JCHEM_VEBER_RULE>
1

$$$$

     RDKit          3D

 38 39  0  0  0  0  0  0  0  0999 V2000
    0.8899    0.8640    2.8638 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8346   -0.4598    2.3274 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2576   -0.5903    1.5004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4474   -1.1461    1.9835 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6167   -1.7059    3.7911 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -2.5436   -1.3097    1.1469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4723   -0.9414   -0.2048 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0511   -1.1956   -1.2260 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -1.2692   -0.4153   -0.7490 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8306    0.0525   -2.0516 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6220    0.1158   -3.3314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4156    1.4290   -3.4625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1215    1.5638   -4.7522 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6040    2.9384   -4.9153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2480    0.6336   -4.8590 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4827    0.4577   -1.8976 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5923    1.2381   -3.2452 Br  0  0  0  0  0  0  0  0  0  0  0  0
    0.8728    0.2110   -0.6171 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1446    0.5171   -0.1107 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9667   -0.6420   -0.2117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1790   -0.2663    0.1304 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9629    1.6195    2.0746 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0217    1.0698    3.4989 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7881    0.9350    3.4844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4654   -1.7302    1.5436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9442    0.0196   -4.1890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2738   -0.7587   -3.3968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1151    1.5420   -2.6242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6968    2.2547   -3.3701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3130    3.2236   -4.1296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0960    3.0619   -5.8867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7671    3.6455   -4.8997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7679    0.7698   -5.8144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9080   -0.4063   -4.8484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9764    0.7716   -4.0520 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9476   -0.3969    0.2053 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1038   -0.9364   -1.2571 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5511   -1.4768    0.3617 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0
 21 18  1  0
  2  1  1  0
  4  5  1  0
  9 21  1  0
  7  8  1  0
  4  6  2  0
 10 11  1  0
 16 10  2  0
 11 12  1  0
  6  7  1  0
 12 13  1  0
  7  9  2  0
 13 14  1  0
 18 16  1  0
 13 15  1  0
 21  3  2  0
 16 17  1  0
  3  4  1  0
 18 19  1  0
 10  9  1  0
 19 20  1  0
  6 25  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
 11 26  1  0
 11 27  1  0
 12 28  1  0
 12 29  1  0
 14 30  1  0
 14 31  1  0
 14 32  1  0
 15 33  1  0
 15 34  1  0
 15 35  1  0
 20 36  1  0
 20 37  1  0
 20 38  1  0
M  END

HEADER    PROTEIN                                 19-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JUN-21         0                                  
HETATM    1  C   UNK     0       0.890   0.864   2.864  0.00  0.00           C+0
HETATM    2  O   UNK     0       0.835  -0.460   2.327  0.00  0.00           O+0
HETATM    3  C   UNK     0      -0.258  -0.590   1.500  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.447  -1.146   1.984  0.00  0.00           C+0
HETATM    5 Br   UNK     0      -1.617  -1.706   3.791  0.00  0.00          Br+0
HETATM    6  C   UNK     0      -2.544  -1.310   1.147  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.472  -0.941  -0.205  0.00  0.00           C+0
HETATM    8 Br   UNK     0      -4.051  -1.196  -1.226  0.00  0.00          Br+0
HETATM    9  C   UNK     0      -1.269  -0.415  -0.749  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.831   0.053  -2.052  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.622   0.116  -3.331  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.416   1.429  -3.462  0.00  0.00           C+0
HETATM   13  N   UNK     0      -3.122   1.564  -4.752  0.00  0.00           N+0
HETATM   14  C   UNK     0      -3.604   2.938  -4.915  0.00  0.00           C+0
HETATM   15  C   UNK     0      -4.248   0.634  -4.859  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.483   0.458  -1.898  0.00  0.00           C+0
HETATM   17 Br   UNK     0       1.592   1.238  -3.245  0.00  0.00          Br+0
HETATM   18  N   UNK     0       0.873   0.211  -0.617  0.00  0.00           N+0
HETATM   19  O   UNK     0       2.145   0.517  -0.111  0.00  0.00           O+0
HETATM   20  C   UNK     0       2.967  -0.642  -0.212  0.00  0.00           C+0
HETATM   21  C   UNK     0      -0.179  -0.266   0.130  0.00  0.00           C+0
HETATM   22  H   UNK     0       0.963   1.619   2.075  0.00  0.00           H+0
HETATM   23  H   UNK     0       0.022   1.070   3.499  0.00  0.00           H+0
HETATM   24  H   UNK     0       1.788   0.935   3.484  0.00  0.00           H+0
HETATM   25  H   UNK     0      -3.465  -1.730   1.544  0.00  0.00           H+0
HETATM   26  H   UNK     0      -0.944   0.020  -4.189  0.00  0.00           H+0
HETATM   27  H   UNK     0      -2.274  -0.759  -3.397  0.00  0.00           H+0
HETATM   28  H   UNK     0      -3.115   1.542  -2.624  0.00  0.00           H+0
HETATM   29  H   UNK     0      -1.697   2.255  -3.370  0.00  0.00           H+0
HETATM   30  H   UNK     0      -4.313   3.224  -4.130  0.00  0.00           H+0
HETATM   31  H   UNK     0      -4.096   3.062  -5.887  0.00  0.00           H+0
HETATM   32  H   UNK     0      -2.767   3.646  -4.900  0.00  0.00           H+0
HETATM   33  H   UNK     0      -4.768   0.770  -5.814  0.00  0.00           H+0
HETATM   34  H   UNK     0      -3.908  -0.406  -4.848  0.00  0.00           H+0
HETATM   35  H   UNK     0      -4.976   0.772  -4.052  0.00  0.00           H+0
HETATM   36  H   UNK     0       3.948  -0.397   0.205  0.00  0.00           H+0
HETATM   37  H   UNK     0       3.104  -0.936  -1.257  0.00  0.00           H+0
HETATM   38  H   UNK     0       2.551  -1.477   0.362  0.00  0.00           H+0
CONECT    1    2   22   23   24                                             
CONECT    2    3    1                                                       
CONECT    3    2   21    4                                                  
CONECT    4    5    6    3                                                  
CONECT    5    4                                                            
CONECT    6    4    7   25                                                  
CONECT    7    8    6    9                                                  
CONECT    8    7                                                            
CONECT    9   21    7   10                                                  
CONECT   10   11   16    9                                                  
CONECT   11   10   12   26   27                                             
CONECT   12   11   13   28   29                                             
CONECT   13   12   14   15                                                  
CONECT   14   13   30   31   32                                             
CONECT   15   13   33   34   35                                             
CONECT   16   10   18   17                                                  
CONECT   17   16                                                            
CONECT   18   21   16   19                                                  
CONECT   19   18   20                                                       
CONECT   20   19   36   37   38                                             
CONECT   21   18    9    3                                                  
CONECT   22    1                                                            
CONECT   23    1                                                            
CONECT   24    1                                                            
CONECT   25    6                                                            
CONECT   26   11                                                            
CONECT   27   11                                                            
CONECT   28   12                                                            
CONECT   29   12                                                            
CONECT   30   14                                                            
CONECT   31   14                                                            
CONECT   32   14                                                            
CONECT   33   15                                                            
CONECT   34   15                                                            
CONECT   35   15                                                            
CONECT   36   20                                                            
CONECT   37   20                                                            
CONECT   38   20                                                            
MASTER        0    0    0    0    0    0    0    0   38    0   78    0
END

RDKit          3D

38 39  0  0  0  0  0  0  0  0999 V2000
    0.8899    0.8640    2.8638 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8346   -0.4598    2.3274 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2576   -0.5903    1.5004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4474   -1.1461    1.9835 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6167   -1.7059    3.7911 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -2.5436   -1.3097    1.1469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4723   -0.9414   -0.2048 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0511   -1.1956   -1.2260 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -1.2692   -0.4153   -0.7490 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8306    0.0525   -2.0516 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6220    0.1158   -3.3314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4156    1.4290   -3.4625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1215    1.5638   -4.7522 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6040    2.9384   -4.9153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2480    0.6336   -4.8590 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4827    0.4577   -1.8976 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5923    1.2381   -3.2452 Br  0  0  0  0  0  0  0  0  0  0  0  0
    0.8728    0.2110   -0.6171 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1446    0.5171   -0.1107 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9667   -0.6420   -0.2117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1790   -0.2663    0.1304 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9629    1.6195    2.0746 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0217    1.0698    3.4989 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7881    0.9350    3.4844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4654   -1.7302    1.5436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9442    0.0196   -4.1890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2738   -0.7587   -3.3968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1151    1.5420   -2.6242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6968    2.2547   -3.3701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3130    3.2236   -4.1296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0960    3.0619   -5.8867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7671    3.6455   -4.8997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7679    0.7698   -5.8144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9080   -0.4063   -4.8484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9764    0.7716   -4.0520 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9476   -0.3969    0.2053 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1038   -0.9364   -1.2571 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5511   -1.4768    0.3617 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0
 21 18  1  0
  2  1  1  0
  4  5  1  0
  9 21  1  0
  7  8  1  0
  4  6  2  0
 10 11  1  0
 16 10  2  0
 11 12  1  0
  6  7  1  0
 12 13  1  0
  7  9  2  0
 13 14  1  0
 18 16  1  0
 13 15  1  0
 21  3  2  0
 16 17  1  0
  3  4  1  0
 18 19  1  0
 10  9  1  0
 19 20  1  0
  6 25  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
 11 26  1  0
 11 27  1  0
 12 28  1  0
 12 29  1  0
 14 30  1  0
 14 31  1  0
 14 32  1  0
 15 33  1  0
 15 34  1  0
 15 35  1  0
 20 36  1  0
 20 37  1  0
 20 38  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₄H₁₇Br₃N₂O₂

Average Mass

485.0140 Da

Monoisotopic Mass

481.88402 Da

IUPAC Name

dimethyl[2-(2,4,6-tribromo-1,7-dimethoxy-1H-indol-3-yl)ethyl]amine

Traditional Name

convolutindole A

CAS Registry Number

Not Available

SMILES

[H]C1=C(Br)C(OC([H])([H])[H])=C2N(OC([H])([H])[H])C(Br)=C(C2=C1Br)C([H])([H])C([H])([H])N(C([H])([H])[H])C([H])([H])[H]

InChI Identifier

InChI=1S/C14H17Br3N2O2/c1-18(2)6-5-8-11-9(15)7-10(16)13(20-3)12(11)19(21-4)14(8)17/h7H,5-6H2,1-4H3

InChI Key

KPTXBOJWIDAMOS-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Amathia convoluta	JEOL database	Narkowicz, C. K., et al, J. Nat. Prod. 65, 938 (2002)

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as tryptamines and derivatives. These are compounds containing the tryptamine backbone, which is structurally characterized by an indole ring substituted at the 3-position by an ethanamine.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Tryptamines and derivatives

Direct Parent

Tryptamines and derivatives

Alternative Parents

Substituents

Tryptamine
3-alkylindole
Indole
Anisole
Phenol ether
Alkyl aryl ether
Aralkylamine
Aryl bromide
Aryl halide
Benzenoid
Substituted pyrrole
Heteroaromatic compound
Pyrrole
Tertiary aliphatic amine
Tertiary amine
Azacycle
Ether
Organooxygen compound
Organonitrogen compound
Organobromide
Organohalogen compound
Organic nitrogen compound
Hydrocarbon derivative
Organic oxygen compound
Amine
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	4.59	ALOGPS
logP	3.86	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Basic)	9.23	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	26.63 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	97.21 m³·mol⁻¹	ChemAxon
Polarizability	38.49 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	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

C00026819

Chemspider ID

4481610

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Convolutindole A

METLIN ID

Not Available

PubChem Compound

5324072

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Narkowicz, C. K., et al. (2002). Narkowicz, C. K., et al, J. Nat. Prod. 65, 938 (2002). J. Nat. Prod..

Showing NP-Card for Convolutindole A (NP0024593)

MOL for NP0024593 (Convolutindole A)

3D MOL for NP0024593 (Convolutindole A)

3D SDF for NP0024593 (Convolutindole A)

3D-SDF for NP0024593 (Convolutindole A)

PDB for NP0024593 (Convolutindole A)

3D PDB for NP0024593 (Convolutindole A)

SMILES for NP0024593 (Convolutindole A)

INCHI for NP0024593 (Convolutindole A)

Structure for NP0024593 (Convolutindole A)

3D Structure for NP0024593 (Convolutindole A)