4-((6-Chloropyridin-2-yl)oxy)-N-(5-methylthiazol-2-yl)butanamide

ID: ALA4547664

PubChem CID: 155553594

Max Phase: Preclinical

Molecular Formula: C13H14ClN3O2S

Molecular Weight: 311.79

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cnc(NC(=O)CCCOc2cccc(Cl)n2)s1

Standard InChI:  InChI=1S/C13H14ClN3O2S/c1-9-8-15-13(20-9)17-11(18)5-3-7-19-12-6-2-4-10(14)16-12/h2,4,6,8H,3,5,7H2,1H3,(H,15,17,18)

Standard InChI Key:  SROWLPUQHKWXGO-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
   18.3258   -3.6943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6182   -4.1031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9104   -3.6947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2027   -4.1034    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.4949   -3.6950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4082   -2.8840    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   14.6088   -2.7142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2004   -3.4221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7474   -4.0292    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.0336   -4.1028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7412   -3.6940    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.4490   -4.1024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4479   -4.9166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1548   -5.3249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8634   -4.9161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8606   -4.0947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1530   -3.6901    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.2763   -1.9678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9102   -2.8775    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.5668   -3.6834    0.0000 Cl  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
 16 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4547664

   ---

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: 311.79

Molecular Weight (Monoisotopic): 311.0495

AlogP: 3.30

#Rotatable Bonds: 6

Polar Surface Area: 64.11

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.08

CX Basic pKa: 0.62

CX LogP: 3.44

CX LogD: 3.36

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.66

Np Likeness Score: -2.26

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