4-((5-Cyanopyridin-3-yl)oxy)-N-(5-methylthiazol-2-yl)butanamide

ID: ALA4555287

PubChem CID: 155556851

Max Phase: Preclinical

Molecular Formula: C14H14N4O2S

Molecular Weight: 302.36

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cnc(NC(=O)CCCOc2cncc(C#N)c2)s1

Standard InChI:  InChI=1S/C14H14N4O2S/c1-10-7-17-14(21-10)18-13(19)3-2-4-20-12-5-11(6-15)8-16-9-12/h5,7-9H,2-4H2,1H3,(H,17,18,19)

Standard InChI Key:  JUTJAVKNYIKTML-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 21 22  0  0  0  0  0  0  0  0999 V2000
   33.0724  -17.2440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3648  -17.6528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6569  -17.2444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9493  -17.6531    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.2415  -17.2447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1548  -16.4336    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   29.3554  -16.2639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9470  -16.9718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4940  -17.5788    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.7802  -17.6525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4878  -17.2437    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.1956  -17.6521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1944  -18.4663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9014  -18.8746    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.6100  -18.4658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6072  -17.6444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8996  -17.2398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0229  -15.5175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6568  -16.4272    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.3092  -17.2330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.0154  -16.8218    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9  5  2  0
  1 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 12  1  0
  7 18  1  0
  3 19  2  0
 20 21  3  0
 16 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4555287

   ---

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: 302.36

Molecular Weight (Monoisotopic): 302.0837

AlogP: 2.52

#Rotatable Bonds: 6

Polar Surface Area: 87.90

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.08

CX Basic pKa: 1.40

CX LogP: 1.88

CX LogD: 1.80

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.83

Np Likeness Score: -2.33

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