6-Bromo-9H-beta-carboline

ID: ALA81169

Cas Number: 59444-69-8

PubChem CID: 162883

Max Phase: Preclinical

Molecular Formula: C11H7BrN2

Molecular Weight: 247.09

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Brc1ccc2[nH]c3cnccc3c2c1

Standard InChI:  InChI=1S/C11H7BrN2/c12-7-1-2-10-9(5-7)8-3-4-13-6-11(8)14-10/h1-6,14H

Standard InChI Key:  DNUXGDOJLQYUTO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 14 16  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
    2.2167   -0.1250    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
    3.2917    0.6583    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
    4.9042    0.3125    0.0000 N   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
    1.1167    1.0958    0.0000 C   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
    0.8625    0.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5667    1.7083    0.0000 Br  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  3  2  0
  3  1  1  0
  4  1  1  0
  5  4  2  0
  6  2  1  0
  7 10  2  0
  8  3  1  0
  9 11  1  0
 10  4  1  0
 11  8  2  0
 12  9  1  0
 13  5  1  0
 14  7  1  0
  5  2  1  0
 14 13  2  0
  6  9  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA81169

   Eudistomin N

Molecule Features

Natural Product: Yes

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: 247.09

Molecular Weight (Monoisotopic): 245.9793

AlogP: 3.48

#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: 2.64

CX LogD: 2.64

Aromatic Rings: 3

Heavy Atoms: 14

QED Weighted: 0.65

Np Likeness Score: -0.23

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