6-Trifluoromethyl-9H-beta-carboline

ID: ALA78618

Cas Number: 162272-97-1

PubChem CID: 14929458

Max Phase: Preclinical

Molecular Formula: C12H7F3N2

Molecular Weight: 236.20

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  FC(F)(F)c1ccc2[nH]c3cnccc3c2c1

Standard InChI:  InChI=1S/C12H7F3N2/c13-12(14,15)7-1-2-10-9(5-7)8-3-4-16-6-11(8)17-10/h1-6,17H

Standard InChI Key:  DTIBSUIWQIHXOH-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 17 19  0  0  0  0  0  0  0  0999 V2000
    2.8792   -0.6042    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    0.6583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5667    1.7083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2167   -0.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2917    0.6583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5500   -0.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9167    1.2708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1167    1.0958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4167   -0.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9042    0.3125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8625    0.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0667    2.2708    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    0.7042    2.5583    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2958    1.6625    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.3542   -0.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8500    1.2708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6500    1.0958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  4  2  0
  3  8  1  0
  4  1  1  0
  5  6  2  0
  6  1  1  0
  7  2  1  0
  8 11  1  0
  9  4  1  0
 10 15  2  0
 11  9  2  0
 12  3  1  0
 13  3  1  0
 14  3  1  0
 15  6  1  0
 16  5  1  0
 17 10  1  0
  5  2  1  0
 16 17  2  0
  7  8  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA78618

   6-(Trifluoromethyl)-9h-pyrido[3,4-b]indole

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: 236.20

Molecular Weight (Monoisotopic): 236.0561

AlogP: 3.73

#Rotatable Bonds: ┄

Polar Surface Area: 28.68

Molecular Species: NEUTRAL

HBA: 1

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.14

CX Basic pKa: 5.28

CX LogP: 2.75

CX LogD: 2.75

Aromatic Rings: 3

Heavy Atoms: 17

QED Weighted: 0.63

Np Likeness Score: -0.64

References

1. Castro AC, Dang LC, Soucy F, Grenier L, Mazdiyasni H, Hottelet M, Parent L, Pien C, Palombella V, Adams J..  (2003)  Novel IKK inhibitors: beta-carbolines.,  13  (14): [PMID:12824047] [10.1016/s0960-894x(03)00408-6]

Source

Source(1):

• Scientific Literature