4-Phenoxy-N-(5-phenylthiazol-2-yl)butanamide

ID: ALA4548267

PubChem CID: 84330289

Max Phase: Preclinical

Molecular Formula: C19H18N2O2S

Molecular Weight: 338.43

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(CCCOc1ccccc1)Nc1ncc(-c2ccccc2)s1

Standard InChI:  InChI=1S/C19H18N2O2S/c22-18(12-7-13-23-16-10-5-2-6-11-16)21-19-20-14-17(24-19)15-8-3-1-4-9-15/h1-6,8-11,14H,7,12-13H2,(H,20,21,22)

Standard InChI Key:  HJFOPKLKAMIFGZ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
   18.8724   -4.7050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8713   -5.5245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5793   -5.9335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2890   -5.5241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2861   -4.7014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5775   -4.2961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1646   -4.2966    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.4570   -4.7053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7492   -4.2969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0416   -4.7057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3338   -4.2973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6261   -4.7060    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.3336   -3.4801    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.9183   -4.2976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8316   -3.4865    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   13.0323   -3.3168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6238   -4.0247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1708   -4.6317    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.6991   -2.5739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1810   -1.9126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8491   -1.1667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0355   -1.0809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5550   -1.7471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8895   -2.4904    0.0000 C   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
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 19  1  0
 16 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4548267

   4-phenoxy-N-(5-phenyl-1,3-thiazol-2-yl)butanamide

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: 338.43

Molecular Weight (Monoisotopic): 338.1089

AlogP: 4.61

#Rotatable Bonds: 7

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: ┄

CX LogP: 4.24

CX LogD: 4.15

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.64

Np Likeness Score: -1.47

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