N-(5-Methylthiazol-2-yl)-4-(3-(trifluoromethyl)phenoxy)butanamide

ID: ALA4555472

PubChem CID: 145420175

Max Phase: Preclinical

Molecular Formula: C15H15F3N2O2S

Molecular Weight: 344.36

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cnc(NC(=O)CCCOc2cccc(C(F)(F)F)c2)s1

Standard InChI:  InChI=1S/C15H15F3N2O2S/c1-10-9-19-14(23-10)20-13(21)6-3-7-22-12-5-2-4-11(8-12)15(16,17)18/h2,4-5,8-9H,3,6-7H2,1H3,(H,19,20,21)

Standard InChI Key:  DRKISSJPJOLXJO-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 24  0  0  0  0  0  0  0  0999 V2000
   43.3180  -10.7968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.3168  -11.6163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.0249  -12.0253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.7345  -11.6159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.7317  -10.7932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.0231  -10.3879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.6102  -10.3884    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   41.9026  -10.7971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.1948  -10.3887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.4871  -10.7975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.7793  -10.3890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.0717  -10.7978    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.7791   -9.5719    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.3639  -10.3894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.2772   -9.5783    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   37.4778   -9.4086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.0694  -10.1165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6164  -10.7235    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.1453   -8.6621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.4379  -10.3819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.1471  -10.7879    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   45.4348   -9.5647    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   46.1424   -9.9673    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  1  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 14  2  0
 16 19  1  0
  5 20  1  0
 20 21  1  0
 20 22  1  0
 20 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4555472

   ---

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: 344.36

Molecular Weight (Monoisotopic): 344.0806

AlogP: 4.27

#Rotatable Bonds: 6

Polar Surface Area: 51.22

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.08

CX Basic pKa: 0.52

CX LogP: 4.12

CX LogD: 4.04

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.80

Np Likeness Score: -2.19

References

1. Nguyen W, Jacobson J, Jarman KE, Jousset Sabroux H, Harty L, McMahon J, Lewin SR, Purcell DF, Sleebs BE..  (2019)  Identification of 5-Substituted 2-Acylaminothiazoles That Activate Tat-Mediated Transcription in HIV-1 Latency Models.,  62  (10): [PMID:30973727] [10.1021/acs.jmedchem.9b00462]

Source

Source(1):

• Scientific Literature