4-(4-Chloro-3-methylphenoxy)-2,2-dimethyl-N-(5-methylthiazol-2-yl)butanamide

ID: ALA4541304

PubChem CID: 155551296

Max Phase: Preclinical

Molecular Formula: C17H21ClN2O2S

Molecular Weight: 352.89

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cnc(NC(=O)C(C)(C)CCOc2ccc(Cl)c(C)c2)s1

Standard InChI:  InChI=1S/C17H21ClN2O2S/c1-11-9-13(5-6-14(11)18)22-8-7-17(3,4)15(21)20-16-19-10-12(2)23-16/h5-6,9-10H,7-8H2,1-4H3,(H,19,20,21)

Standard InChI Key:  HTBYEQKGAMSAGA-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 24  0  0  0  0  0  0  0  0999 V2000
   19.6951  -23.2115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2907  -22.5058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8817  -23.2089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0014  -22.0977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5860  -22.0980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8784  -22.5068    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.5858  -21.2808    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.1706  -22.0983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0839  -21.2873    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.2845  -21.1176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8760  -21.8254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4231  -22.4325    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   15.0634  -21.9111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7092  -22.5061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4169  -22.0973    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.1247  -22.5057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1235  -23.3199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8305  -23.7283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5391  -23.3194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5362  -22.4980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8287  -22.0934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8303  -24.5455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2474  -23.7269    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  2  1  0
  2  5  1  0
  5  6  1  0
  5  7  2  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12  8  1  0
 11 13  1  0
  4 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
 18 22  1  0
 19 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4541304

   ---

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: 352.89

Molecular Weight (Monoisotopic): 352.1012

AlogP: 4.85

#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: 8.01

CX Basic pKa: 0.51

CX LogP: 5.46

CX LogD: 5.37

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.81

Np Likeness Score: -1.70

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