N-(6-Chloro-9H-beta-carbolin-8-yl)-benzenesulfonamide

ID: ALA309265

PubChem CID: 44317538

Max Phase: Preclinical

Molecular Formula: C17H12ClN3O2S

Molecular Weight: 357.82

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=S(=O)(Nc1cc(Cl)cc2c1[nH]c1cnccc12)c1ccccc1

Standard InChI:  InChI=1S/C17H12ClN3O2S/c18-11-8-14-13-6-7-19-10-16(13)20-17(14)15(9-11)21-24(22,23)12-4-2-1-3-5-12/h1-10,20-21H

Standard InChI Key:  FYYSYFOJZPFEJJ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
    0.2250   -1.4500    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.0792   -0.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7417   -0.7917    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2792   -0.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3375    0.4708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0292   -1.2750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4125   -0.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1542    0.4708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7250    0.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0042   -0.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4375   -2.2417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5833   -1.6292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7792    1.0833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9792    0.9083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7667    0.1250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2167   -0.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4292    1.5208    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.7125    1.0833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5125    0.9083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1375   -1.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8208   -2.4167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6250   -2.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9458   -1.2042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1875   -1.9917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  4  1  0
  3  2  1  0
  4  6  1  0
  5  2  2  0
  6  1  1  0
  7  3  1  0
  8  5  1  0
  9  4  2  0
 10  1  2  0
 11  1  2  0
 12  1  1  0
 13 14  2  0
 14  9  1  0
 15 16  2  0
 16  7  1  0
 17 14  1  0
 18  8  1  0
 19 18  2  0
 20 12  2  0
 21 12  1  0
 22 21  2  0
 23 20  1  0
 24 22  1  0
 23 24  2  0
  5 13  1  0
  8  7  2  0
 15 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA309265

   N-(6-Chloro-9H-beta-carbolin-8-yl)-benzenesulfonamide

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: 357.82

Molecular Weight (Monoisotopic): 357.0339

AlogP: 4.17

#Rotatable Bonds: 3

Polar Surface Area: 74.85

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.15

CX Basic pKa: 6.28

CX LogP: 2.66

CX LogD: 2.53

Aromatic Rings: 4

Heavy Atoms: 24

QED Weighted: 0.58

Np Likeness Score: -1.21

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