2-(Naphthalen-2-yloxy)-N-tosylacetamide

ID: ALA4482950

PubChem CID: 2142170

Max Phase: Preclinical

Molecular Formula: C19H17NO4S

Molecular Weight: 355.42

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccc(S(=O)(=O)NC(=O)COc2ccc3ccccc3c2)cc1

Standard InChI:  InChI=1S/C19H17NO4S/c1-14-6-10-18(11-7-14)25(22,23)20-19(21)13-24-17-9-8-15-4-2-3-5-16(15)12-17/h2-12H,13H2,1H3,(H,20,21)

Standard InChI Key:  VSMRSWRUYZRWGE-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
   21.4987   -8.1843    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.9115   -8.8942    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   22.3199   -8.1818    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.7901   -9.3069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4978   -8.8983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2055   -9.3069    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.6209   -9.3069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6159  -10.1287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3245  -10.5414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0376  -10.1333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0377   -9.3083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3285   -8.8993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0824   -8.8983    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.3746   -9.3069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6675   -8.8952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6725  -10.5296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3768  -10.1193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9598  -10.1212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9643   -9.3053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2611   -8.8952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5529   -9.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5523  -10.1190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2562  -10.5254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4978   -8.0811    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.7445  -10.5433    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
  4 13  1  0
 13 14  1  0
 14 15  2  0
 15 19  1  0
 18 16  1  0
 16 17  2  0
 17 14  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 18  2  0
  5 24  2  0
 10 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4482950

   N-(4-methylphenyl)sulfonyl-2-naphthalen-2-yloxyacetamide

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: 355.42

Molecular Weight (Monoisotopic): 355.0878

AlogP: 3.03

#Rotatable Bonds: 5

Polar Surface Area: 72.47

Molecular Species: ACID

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.93

CX Basic pKa: ┄

CX LogP: 3.59

CX LogD: 2.65

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.76

Np Likeness Score: -1.16

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