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

ID: ALA4554681

PubChem CID: 155556288

Max Phase: Preclinical

Molecular Formula: C16H19ClN2O2S

Molecular Weight: 338.86

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cnc(N(C)C(=O)CCCOc2ccc(Cl)c(C)c2)s1

Standard InChI:  InChI=1S/C16H19ClN2O2S/c1-11-9-13(6-7-14(11)17)21-8-4-5-15(20)19(3)16-18-10-12(2)22-16/h6-7,9-10H,4-5,8H2,1-3H3

Standard InChI Key:  JHPQZXQCDSBGSL-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 22 23  0  0  0  0  0  0  0  0999 V2000
    7.9458  -27.2278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2382  -27.6366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5304  -27.2281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8228  -27.6369    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5302  -26.4109    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1150  -27.2285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0283  -26.4174    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2289  -26.2477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8204  -26.9556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3674  -27.5626    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.0077  -27.0412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6536  -27.6362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3612  -27.2275    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0690  -27.6359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0679  -28.4501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7749  -28.8584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4834  -28.4496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4806  -27.6282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7731  -27.2235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7747  -29.6756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1918  -28.8571    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.8230  -28.4541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  3  5  2  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10  6  1  0
  9 11  1  0
  1 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
 16 20  1  0
 17 21  1  0
  4 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4554681

   ---

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: 338.86

Molecular Weight (Monoisotopic): 338.0856

AlogP: 4.24

#Rotatable Bonds: 6

Polar Surface Area: 42.43

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 0.43

CX LogP: 4.22

CX LogD: 4.22

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.74

Np Likeness Score: -1.89

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