6,8-Dichloro-9H-beta-carboline

ID: ALA78464

PubChem CID: 11075446

Max Phase: Preclinical

Molecular Formula: C11H6Cl2N2

Molecular Weight: 237.09

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Clc1cc(Cl)c2[nH]c3cnccc3c2c1

Standard InChI:  InChI=1S/C11H6Cl2N2/c12-6-3-8-7-1-2-14-5-10(7)15-11(8)9(13)4-6/h1-5,15H

Standard InChI Key:  FMHUTFHLSOWTSV-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 15 17  0  0  0  0  0  0  0  0999 V2000
    2.9417   -1.0500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2792   -0.5667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5375    0.2208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6125   -0.5667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3542    0.2208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4792   -0.7417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9250   -0.1292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9792    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1792    0.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9667   -0.1292    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2292   -1.5250    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.4167   -0.7417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6292    1.2625    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.9125    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7125    0.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  2  0
  4  1  1  0
  5  4  2  0
  6  2  1  0
  7  6  2  0
  8  3  1  0
  9  7  1  0
 10 12  2  0
 11  6  1  0
 12  4  1  0
 13  9  1  0
 14  5  1  0
 15 10  1  0
  5  3  1  0
 15 14  2  0
  8  9  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA78464

   6,8-Dichloro-9H-beta-carboline

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: 237.09

Molecular Weight (Monoisotopic): 235.9908

AlogP: 4.02

#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: 12.06

CX Basic pKa: 5.44

CX LogP: 3.08

CX LogD: 3.08

Aromatic Rings: 3

Heavy Atoms: 15

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]

2. Ikeda R, Kimura T, Tsutsumi T, Tamura S, Sakai N, Konakahara T..  (2012)  Structure-activity relationship in the antitumor activity of 6-, 8- or 6,8-substituted 3-benzylamino-β-carboline derivatives.,  22  (10): [PMID:22520257] [10.1016/j.bmcl.2012.03.077]

Source

Source(1):

• Scientific Literature