2,4-Dimethyl-N-(2-(naphthalen-2-yloxy)ethyl)benzenesulfonamide

ID: ALA4521086

PubChem CID: 155542329

Max Phase: Preclinical

Molecular Formula: C20H21NO3S

Molecular Weight: 355.46

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccc(S(=O)(=O)NCCOc2ccc3ccccc3c2)c(C)c1

Standard InChI:  InChI=1S/C20H21NO3S/c1-15-7-10-20(16(2)13-15)25(22,23)21-11-12-24-19-9-8-17-5-3-4-6-18(17)14-19/h3-10,13-14,21H,11-12H2,1-2H3

Standard InChI Key:  VVFIHKUSVGNXSF-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
   34.3839  -20.2399    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.7967  -20.9498    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   35.2051  -20.2374    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.6753  -21.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3830  -20.9539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0907  -21.3625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.5061  -21.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5011  -22.1844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2097  -22.5970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9228  -22.1889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9229  -21.3639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2137  -20.9550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7914  -22.5895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6297  -22.5989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9676  -20.9539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.2599  -21.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5527  -20.9508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5577  -22.5852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2620  -22.1750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8450  -22.1768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8495  -21.3609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1463  -20.9509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4381  -21.3556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4376  -22.1746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1414  -22.5810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  5  1  0
  5  6  1  0
  6  2  1  0
  2  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12  7  1  0
  8 13  1  0
 10 14  1  0
  4 15  1  0
 15 16  1  0
 16 17  2  0
 17 21  1  0
 20 18  1  0
 18 19  2  0
 19 16  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 20  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4521086

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 355.46

Molecular Weight (Monoisotopic): 355.1242

AlogP: 3.81

#Rotatable Bonds: 6

Polar Surface Area: 55.40

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.60

CX Basic pKa: ┄

CX LogP: 4.46

CX LogD: 4.46

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.68

Np Likeness Score: -1.46

References

1. Wang P, Luchowska-Stańska U, van Basten B, Chen H, Liu Z, Wiejak J, Whelan P, Morgan D, Lochhead E, Barker G, Rehmann H, Yarwood SJ, Zhou J..  (2020)  Synthesis and Biochemical Evaluation of Noncyclic Nucleotide Exchange Proteins Directly Activated by cAMP 1 (EPAC1) Regulators.,  63  (10): [PMID:32340447] [10.1021/acs.jmedchem.9b02094]

Source

Source(1):

• Scientific Literature