6,8-Dichloro-7-methoxy-9H-beta-carboline

ID: ALA312651

Cas Number: 361202-37-1

PubChem CID: 21362741

Max Phase: Preclinical

Molecular Formula: C12H8Cl2N2O

Molecular Weight: 267.12

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1c(Cl)cc2c3cc[nH]cc-3nc2c1Cl

Standard InChI:  InChI=1S/C12H8Cl2N2O/c1-17-12-8(13)4-7-6-2-3-15-5-9(6)16-11(7)10(12)14/h2-5,15H,1H3

Standard InChI Key:  CWCVWNBVEOYUAU-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 17 19  0  0  0  0  0  0  0  0999 V2000
    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
    2.9417   -1.0500    0.0000 N   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
    3.3542    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
    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
    0.6292    1.2625    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.1167   -0.3042    0.0000 O   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
    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
   -0.1333   -1.0875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  1  2  0
  4  1  1  0
  5  4  2  0
  6  2  2  0
  7  3  1  0
  8  2  1  0
  9  5  1  0
 10 14  1  0
 11  4  1  0
 12  9  1  0
 13  5  1  0
 14  7  2  0
 15  6  1  0
 16 15  2  0
 17 13  1  0
  6  7  1  0
  8  9  2  0
 10 16  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA312651

   6,8-Dichloro-7-methoxy-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: 267.12

Molecular Weight (Monoisotopic): 266.0014

AlogP: 3.98

#Rotatable Bonds: 1

Polar Surface Area: 37.91

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.70

CX LogP: 3.64

CX LogD: 3.64

Aromatic Rings: 1

Heavy Atoms: 17

QED Weighted: 0.72

Np Likeness Score: -0.50

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