methyl 3-(4-methylphenylsulfonamido)benzoate

ID: ALA5189621

Cas Number: 173436-66-3

PubChem CID: 1159052

Product Number: M413672, Order Now?

Max Phase: Preclinical

Molecular Formula: C15H15NO4S

Molecular Weight: 305.36

Names and Identifiers

Canonical SMILES:  COC(=O)c1cccc(NS(=O)(=O)c2ccc(C)cc2)c1

Standard InChI:  InChI=1S/C15H15NO4S/c1-11-6-8-14(9-7-11)21(18,19)16-13-5-3-4-12(10-13)15(17)20-2/h3-10,16H,1-2H3

Standard InChI Key:  CVKBYFCJQSPBOI-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 21 22  0  0  0  0  0  0  0  0999 V2000
   -0.0557   -1.4336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6588   -1.0213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3707   -1.4332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3707   -2.2584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6606   -2.6702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0557   -2.2621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6588   -0.1961    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3734    0.2163    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.3734    1.0416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6589    1.4543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6596    2.2770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3745    2.6898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0863    2.2806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0912    1.4559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3745    3.5150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7703   -2.6747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7703   -3.5150    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4746   -2.2458    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1986   -2.6415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7868   -0.4995    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1986    0.2163    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  3  2  0
  5  4  1  0
  1  6  1  0
  6  5  2  0
  2  7  1  0
  7  8  1  0
  8  9  1  0
 10  9  2  0
 11 10  1  0
 12 11  2  0
 13 12  1  0
 14 13  2  0
  9 14  1  0
 12 15  1  0
 16  6  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
  8 20  2  0
  8 21  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA5189621

   MSAB

Molecule Features

Natural Product: Yes

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 305.36

Molecular Weight (Monoisotopic): 305.0722

AlogP: 2.58

#Rotatable Bonds: 4

Polar Surface Area: 72.47

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.88

CX Basic pKa: ┄

CX LogP: 2.98

CX LogD: 2.87

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.88

Np Likeness Score: -1.55

References

1. McCoy MA, Spicer D, Wells N, Hoogewijs K, Fiedler M, Baud MGJ..  (2022)  Biophysical Survey of Small-Molecule β-Catenin Inhibitors: A Cautionary Tale.,  65  (10.0): [PMID:35581674] [10.1021/acs.jmedchem.2c00228]

2. Phull MS, Jadav SS, Gundla R, Mainkar PS..  (2021)  A perspective on medicinal chemistry approaches towards adenomatous polyposis coli and Wnt signal based colorectal cancer inhibitors.,  212  [PMID:33445154] [10.1016/j.ejmech.2020.113149]

Source

Source(1):

• Scientific Literature