para-Dodecyl-N-phenylbenzenesulfonamide

ID: ALA1685062

PubChem CID: 53324280

Max Phase: Preclinical

Molecular Formula: C24H35NO2S

Molecular Weight: 401.62

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCCCCCCCc1ccc(S(=O)(=O)Nc2ccccc2)cc1

Standard InChI:  InChI=1S/C24H35NO2S/c1-2-3-4-5-6-7-8-9-10-12-15-22-18-20-24(21-19-22)28(26,27)25-23-16-13-11-14-17-23/h11,13-14,16-21,25H,2-10,12,15H2,1H3

Standard InChI Key:  KPBXRVWXUQQTBC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 28 29  0  0  0  0  0  0  0  0999 V2000
   -2.4014   -1.1845    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4332   -0.3601    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1330   -0.7999    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0495   -1.1704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8768   -1.1590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2985   -1.8686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8940   -2.5901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0635   -2.5976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6456   -1.8873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8206   -1.8951    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5764   -1.1923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1752   -1.9137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3510   -1.9218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0690   -1.2107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3412   -0.4900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1640   -0.4854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8940   -1.2174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3007   -1.9352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1257   -1.9418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5324   -2.6596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3573   -2.6663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7641   -3.3840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5890   -3.3907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9958   -4.1085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8207   -4.1151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2274   -4.8329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0524   -4.8396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4591   -5.5574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 13 14  2  0
  7  8  1  0
 14 15  1  0
  4  5  2  0
 15 16  2  0
 16 11  1  0
  8  9  2  0
 14 17  1  0
  9  4  1  0
 17 18  1  0
  1  3  2  0
 18 19  1  0
  9 10  1  0
 19 20  1  0
 10  1  1  0
 20 21  1  0
  5  6  1  0
 21 22  1  0
  1 11  1  0
 22 23  1  0
 23 24  1  0
 11 12  2  0
 24 25  1  0
  6  7  2  0
 25 26  1  0
 12 13  1  0
 26 27  1  0
  2  1  2  0
 27 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1685062

   para-Dodecyl-N-phenylbenzenesulfonamide

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: 401.62

Molecular Weight (Monoisotopic): 401.2389

AlogP: 6.95

#Rotatable Bonds: 14

Polar Surface Area: 46.17

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 8.02

CX Basic pKa: ┄

CX LogP: 7.86

CX LogD: 7.78

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.35

Np Likeness Score: -0.75

References

1. Ahad AM, Zuohe S, Du-Cuny L, Moses SA, Zhou LL, Zhang S, Powis G, Meuillet EJ, Mash EA..  (2011)  Development of sulfonamide AKT PH domain inhibitors.,  19  (6): [PMID:21353784] [10.1016/j.bmc.2011.01.049]

Source

Source(1):

• Scientific Literature