5-(1H-Indol-3-yl)-1-(5-methoxy-1H-indol-3-yl)pentane-1,2-dione

ID: ALA3809783

PubChem CID: 127044905

Max Phase: Preclinical

Molecular Formula: C22H20N2O3

Molecular Weight: 360.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc2[nH]cc(C(=O)C(=O)CCCc3c[nH]c4ccccc34)c2c1

Standard InChI:  InChI=1S/C22H20N2O3/c1-27-15-9-10-20-17(11-15)18(13-24-20)22(26)21(25)8-4-5-14-12-23-19-7-3-2-6-16(14)19/h2-3,6-7,9-13,23-24H,4-5,8H2,1H3

Standard InChI Key:  NRIAUEWTAVIVLL-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    2.1812    2.6271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6500    2.9355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1182    4.3614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5870    4.6698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0553    6.0958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3808    3.5211    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4505    2.0415    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7138   -1.2033    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5889    0.0182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7138    1.2033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2917    0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0028    1.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3155    0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3155   -0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0028   -1.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2917   -0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6217    1.4865    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6560    0.8780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8979    6.1371    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5884    5.4002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5241    6.4042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1136    7.7632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4934    9.1333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3975   10.3548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8837   10.1920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5019    8.8037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5997    7.6004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  1  6  2  0
  2  7  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
  8 16  1  0
 11 16  2  0
 17 18  1  0
 13 17  1  0
  1 10  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 19 27  1  0
 22 27  2  0
  5 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3809783

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 360.41

Molecular Weight (Monoisotopic): 360.1474

AlogP: 4.43

#Rotatable Bonds: 7

Polar Surface Area: 74.95

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.80

CX Basic pKa: ┄

CX LogP: 4.58

CX LogD: 4.58

Aromatic Rings: 4

Heavy Atoms: 27

QED Weighted: 0.38

Np Likeness Score: -0.10

References

1. Tantak MP, Gupta V, Nikhil K, Arun V, Singh RP, Jha PN, Shah K, Kumar D..  (2016)  Sequential one-pot synthesis of bis(indolyl)glyoxylamides: Evaluation of antibacterial and anticancer activities.,  26  (13): [PMID:27173802] [10.1016/j.bmcl.2016.04.080]

Source

Source(1):

• Scientific Literature