N-(5-Chlorothiazol-2-yl)-4-phenoxybutanamide

ID: ALA4559333

PubChem CID: 145420084

Max Phase: Preclinical

Molecular Formula: C13H13ClN2O2S

Molecular Weight: 296.78

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(CCCOc1ccccc1)Nc1ncc(Cl)s1

Standard InChI:  InChI=1S/C13H13ClN2O2S/c14-11-9-15-13(19-11)16-12(17)7-4-8-18-10-5-2-1-3-6-10/h1-3,5-6,9H,4,7-8H2,(H,15,16,17)

Standard InChI Key:  USCYPPPGRYWDHZ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
   43.3634  -22.5883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.3622  -23.4078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.0703  -23.8168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.7799  -23.4073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.7771  -22.5847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.0685  -22.1794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.6556  -22.1799    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   41.9480  -22.5886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.2402  -22.1802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.5325  -22.5890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.8247  -22.1805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.1171  -22.5893    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.8245  -21.3633    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.4093  -22.1809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.3226  -21.3698    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   37.5232  -21.2001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1148  -21.9080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6618  -22.5150    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.1907  -20.4536    0.0000 Cl  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
M  END

Alternative Forms

1. Parent:

   

   ALA4559333

   ---

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: 296.78

Molecular Weight (Monoisotopic): 296.0386

AlogP: 3.59

#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: 7.97

CX Basic pKa: ┄

CX LogP: 3.37

CX LogD: 3.27

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.83

Np Likeness Score: -1.77

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