2-(3-Oxothiomorpholin-2-yl)-N-[4-(trifluoromethoxy)phenyl]acetamide

ID: ALA4762833

PubChem CID: 162659474

Max Phase: Preclinical

Molecular Formula: C13H13F3N2O3S

Molecular Weight: 334.32

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(CC1SCCNC1=O)Nc1ccc(OC(F)(F)F)cc1

Standard InChI:  InChI=1S/C13H13F3N2O3S/c14-13(15,16)21-9-3-1-8(2-4-9)18-11(19)7-10-12(20)17-5-6-22-10/h1-4,10H,5-7H2,(H,17,20)(H,18,19)

Standard InChI Key:  WLSYGWZGTYQRLQ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 22 23  0  0  0  0  0  0  0  0999 V2000
    1.5930  -19.7331    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.0078  -20.4466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4182  -19.7305    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    7.7199  -19.6127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7199  -20.4383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4329  -20.8490    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.1418  -20.4383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1418  -19.6127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4329  -19.1980    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.0049  -20.8541    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0031  -19.2042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2889  -19.6170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5723  -19.2084    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8580  -19.6211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1421  -19.2092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4325  -19.6213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4344  -20.4477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1519  -20.8603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8628  -20.4416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2913  -20.4424    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7240  -20.8599    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3014  -20.8628    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  5  1  0
  4  9  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  5 10  2  0
  4 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 14  1  0
 12 20  2  0
 17 21  1  0
 21  2  1  0
  2 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4762833

   ---

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: 334.32

Molecular Weight (Monoisotopic): 334.0599

AlogP: 2.15

#Rotatable Bonds: 4

Polar Surface Area: 67.43

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.61

CX Basic pKa: ┄

CX LogP: 2.17

CX LogD: 2.17

Aromatic Rings: 1

Heavy Atoms: 22

QED Weighted: 0.89

Np Likeness Score: -1.32

References

1. Di Fruscia P,Edfeldt F,Shamovsky I,Collie GW,Aagaard A,Barlind L,Börjesson U,Hansson EL,Lewis RJ,Nilsson MK,Öster L,Pemberton J,Ripa L,Storer RI,Käck H.  (2021)  Fragment-Based Discovery of Novel Allosteric MEK1 Binders.,  12  (2): [PMID:33603979] [10.1021/acsmedchemlett.0c00563]

Source

Source(1):

• Scientific Literature