4-(3,5-Difluorophenoxy)-N-(5-methylthiazol-2-yl)butanamide

ID: ALA4534433

PubChem CID: 155547004

Max Phase: Preclinical

Molecular Formula: C14H14F2N2O2S

Molecular Weight: 312.34

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cnc(NC(=O)CCCOc2cc(F)cc(F)c2)s1

Standard InChI:  InChI=1S/C14H14F2N2O2S/c1-9-8-17-14(21-9)18-13(19)3-2-4-20-12-6-10(15)5-11(16)7-12/h5-8H,2-4H2,1H3,(H,17,18,19)

Standard InChI Key:  MMDXTRQACINXKM-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 21 22  0  0  0  0  0  0  0  0999 V2000
   20.4944  -17.6686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4933  -18.4882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2013  -18.8971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9110  -18.4877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9081  -17.6650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1995  -17.2598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7866  -17.2602    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.0790  -17.6690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3712  -17.2605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6636  -17.6693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9558  -17.2609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2481  -17.6696    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.9556  -16.4437    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.5403  -17.2612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4536  -16.4502    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   14.6543  -16.2804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2458  -16.9883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7928  -17.5954    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.3217  -15.5340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6143  -17.2538    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   21.2011  -19.7143    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
  3 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4534433

   ---

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: 312.34

Molecular Weight (Monoisotopic): 312.0744

AlogP: 3.53

#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: 3.53

CX LogD: 3.45

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.83

Np Likeness Score: -2.11

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