Di(1H-indol-3-yl)(4-(trifluoromethyl)phenyl)methylium methanesulfonate

ID: ALA4877512

PubChem CID: 164628029

Max Phase: Preclinical

Molecular Formula: C25H19F3N2O3S

Molecular Weight: 389.40

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CS(=O)(=O)[O-].FC(F)(F)c1ccc([C+](c2c[nH]c3ccccc23)c2c[nH]c3ccccc23)cc1

Standard InChI:  InChI=1S/C24H16F3N2.CH4O3S/c25-24(26,27)16-11-9-15(10-12-16)23(19-13-28-21-7-3-1-5-17(19)21)20-14-29-22-8-4-2-6-18(20)22;1-5(2,3)4/h1-14,28-29H;1H3,(H,2,3,4)/q+1;/p-1

Standard InChI Key:  SNUIKUVGJLNROJ-UHFFFAOYSA-M

Molfile:  

     RDKit          2D

 34 37  0  0  0  0  0  0  0  0999 V2000
    3.5316   -7.6200    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.2444   -7.2110    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5299   -6.7985    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7067   -7.6200    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9441   -8.3344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4358   -1.3792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0232   -0.6650    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.6109   -1.3795    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.0456   -6.0834    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2397   -5.9113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1546   -5.0891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9046   -4.7555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1614   -3.9708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9673   -3.7982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5205   -4.4103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2637   -5.1949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.4387   -4.6770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4384   -3.8520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7224   -3.4398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7222   -2.6149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4378   -2.2022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1537   -2.6145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1540   -3.4393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7230   -5.0896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6385   -5.9119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8325   -6.0845    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4199   -5.3689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6138   -5.1968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3565   -4.4123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9093   -3.7999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7153   -3.9721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9727   -4.7565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1517   -0.9646    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  1  3  2  0
  1  4  1  0
  1  5  1  0
  7  6  1  0
  6  8  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
  9 17  1  0
 12 17  1  0
 11 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 19 24  1  0
 18 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 25 33  1  0
 28 33  1  0
 22  6  1  0
  6 34  1  0
M  CHG  2   4  -1  18   1
M  END

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 389.40

Molecular Weight (Monoisotopic): 389.1260

AlogP: 6.69

#Rotatable Bonds: 3

Polar Surface Area: 31.58

Molecular Species: NEUTRAL

HBA: ┄

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 2

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.11

CX LogD: 3.11

Aromatic Rings: 5

Heavy Atoms: 29

QED Weighted: 0.32

Np Likeness Score: -0.40

References

1. Tu X, Chen X, Zhang D, Gao M, Liang J, Bao G, Zhang J, Peng S, Zhang X, Zeng Z, Su Y..  (2021)  Optimization of novel oxidative DIMs as Nur77 modulators of the Nur77-Bcl-2 apoptotic pathway.,  211  [PMID:33279290] [10.1016/j.ejmech.2020.113020]

2. Zhan, Yanyan Y and 22 more authors.  2008-09  Cytosporone B is an agonist for nuclear orphan receptor Nur77.  [PMID:18690216]

Source

Source(1):

• Scientific Literature