4-(3-Aminophenoxy)-N-(5-methylthiazol-2-yl)butanamide

ID: ALA4533193

PubChem CID: 155547368

Max Phase: Preclinical

Molecular Formula: C14H17N3O2S

Molecular Weight: 291.38

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cnc(NC(=O)CCCOc2cccc(N)c2)s1

Standard InChI:  InChI=1S/C14H17N3O2S/c1-10-9-16-14(20-10)17-13(18)6-3-7-19-12-5-2-4-11(15)8-12/h2,4-5,8-9H,3,6-7,15H2,1H3,(H,16,17,18)

Standard InChI Key:  SOTLMSCXGWXEGA-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
    9.5614  -27.3140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5602  -28.1335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2683  -28.5425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9779  -28.1330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9751  -27.3104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2665  -26.9051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8536  -26.9055    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1460  -27.3143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4381  -26.9059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7305  -27.3146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0227  -26.9062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3151  -27.3150    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0225  -26.0890    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6073  -26.9066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5206  -26.0955    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.7212  -25.9258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3128  -26.6336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8598  -27.2407    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3887  -25.1793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6813  -26.8991    0.0000 N   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
M  END

Alternative Forms

1. Parent:

   

   ALA4533193

   ---

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: 291.38

Molecular Weight (Monoisotopic): 291.1041

AlogP: 2.83

#Rotatable Bonds: 6

Polar Surface Area: 77.24

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.08

CX Basic pKa: 3.85

CX LogP: 2.41

CX LogD: 2.33

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.63

Np Likeness Score: -2.02

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