N-(6-bromo-2,3,4,9-tetrahydro-1H-carbazol-1-yl)-4-methylbenzenesulfonamide

ID: ALA562610

PubChem CID: 11452858

Max Phase: Preclinical

Molecular Formula: C19H19BrN2O2S

Molecular Weight: 419.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(S(=O)(=O)NC2CCCc3c2[nH]c2ccc(Br)cc32)cc1

Standard InChI:  InChI=1S/C19H19BrN2O2S/c1-12-5-8-14(9-6-12)25(23,24)22-18-4-2-3-15-16-11-13(20)7-10-17(16)21-19(15)18/h5-11,18,21-22H,2-4H2,1H3

Standard InChI Key:  RQJJJEPZUUJDOD-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 28  0  0  0  0  0  0  0  0999 V2000
   11.8769   -9.0786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1319   -9.8633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5799  -10.4764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0700   -8.9071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5179   -9.5202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7729  -10.3048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1054  -10.7897    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.6929   -9.5202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4380  -10.3048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6310  -10.4764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0790   -9.8633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3339   -9.0786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1409   -8.9071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3761  -11.2610    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.4290   -8.4655    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    7.5691  -11.4325    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.7622  -11.6040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3976  -10.6255    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7406  -12.2395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5072  -12.3887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7002  -12.5602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1482  -11.9471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4031  -11.1625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2101  -10.9909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3412  -12.1186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
  3  6  2  0
 10 14  1  0
  6  7  1  0
  1 15  1  0
  7  9  1  0
 14 16  1  0
  8  5  1  0
 16 17  1  0
  8  9  2  0
 16 18  2  0
  1  2  2  0
 16 19  2  0
  5  4  2  0
 17 20  2  0
  4  1  1  0
 20 21  1  0
  5  6  1  0
 21 22  2  0
 22 23  1  0
  2  3  1  0
 23 24  2  0
 24 17  1  0
  8 13  1  0
 22 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA562610

   N-(6-Bromo-2,3,4,9-tetrahydro-1H-carbazol-1-yl)4-methylbenzenesulfonamide

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: 419.34

Molecular Weight (Monoisotopic): 418.0351

AlogP: 4.59

#Rotatable Bonds: 3

Polar Surface Area: 61.96

Molecular Species: NEUTRAL

HBA: 2

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.11

CX Basic pKa: ┄

CX LogP: 4.82

CX LogD: 4.82

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.65

Np Likeness Score: -0.90

References

1. Gudmundsson KS, Boggs SD, Sebahar PR, Richardson LD, Spaltenstein A, Golden P, Sethna PB, Brown KW, Moniri K, Harvey R, Romines KR..  (2009)  Tetrahydrocarbazole amides with potent activity against human papillomaviruses.,  19  (15): [PMID:19556128] [10.1016/j.bmcl.2009.06.001]

Source

Source(1):

• Scientific Literature