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

ID: ALA312676

PubChem CID: 21362756

Max Phase: Preclinical

Molecular Formula: C12H10ClN3O2S

Molecular Weight: 295.75

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CS(=O)(=O)Nc1cc(Cl)cc2c3cc[nH]cc-3nc12

Standard InChI:  InChI=1S/C12H10ClN3O2S/c1-19(17,18)16-10-5-7(13)4-9-8-2-3-14-6-11(8)15-12(9)10/h2-6,14,16H,1H3

Standard InChI Key:  KOXXGGWDLJEGBA-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 21  0  0  0  0  0  0  0  0999 V2000
    2.0792   -0.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2250   -1.4500    0.0000 S   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
    2.3375    0.4708    0.0000 C   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
    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
    1.7792    1.0833    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
    0.9792    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
   -0.5833   -1.6292    0.0000 C   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
  2  6  1  0
  3  1  2  0
  4  1  1  0
  5  1  1  0
  6  5  1  0
  7  3  1  0
  8  4  2  0
  9  5  2  0
 10  4  1  0
 11  2  2  0
 12  2  2  0
 13  9  1  0
 14 16  1  0
 15  2  1  0
 16  7  2  0
 17 13  1  0
 18  8  1  0
 19 18  2  0
  8  7  1  0
 10 13  2  0
 14 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA312676

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

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: 295.75

Molecular Weight (Monoisotopic): 295.0182

AlogP: 2.69

#Rotatable Bonds: 2

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: 7.00

CX Basic pKa: 3.84

CX LogP: 1.56

CX LogD: 1.13

Aromatic Rings: 1

Heavy Atoms: 19

QED Weighted: 0.76

Np Likeness Score: -1.32

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