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

ID: ALA81229

PubChem CID: 21362727

Max Phase: Preclinical

Molecular Formula: C13H10Cl2N2O

Molecular Weight: 281.14

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOc1c(Cl)cc2c3cc[nH]cc-3nc2c1Cl

Standard InChI:  InChI=1S/C13H10Cl2N2O/c1-2-18-13-9(14)5-8-7-3-4-16-6-10(7)17-12(8)11(13)15/h3-6,16H,2H2,1H3

Standard InChI Key:  BPMGVAZIHDNZRC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 18 20  0  0  0  0  0  0  0  0999 V2000
    6.4417   -3.4167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7000   -2.6292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1042   -3.9000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6417   -3.5917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0875   -2.9792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5167   -2.6292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7750   -3.4167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1417   -2.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3417   -2.2000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1292   -2.9792    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3917   -4.3750    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.7917   -1.5875    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.2792   -3.1542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5792   -3.5917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0750   -2.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8750   -2.2000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0292   -3.9375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2250   -4.1125    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
 18 17  1  0
  6  7  1  0
  8  9  2  0
 10 16  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA81229

   6,8-Dichloro-7-ethoxy-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: 281.14

Molecular Weight (Monoisotopic): 280.0170

AlogP: 4.37

#Rotatable Bonds: 2

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: 3.99

CX LogD: 3.99

Aromatic Rings: 1

Heavy Atoms: 18

QED Weighted: 0.76

Np Likeness Score: -0.71

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