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

ID: ALA4541346

PubChem CID: 145420115

Max Phase: Preclinical

Molecular Formula: C15H18N2O3S

Molecular Weight: 306.39

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cccc(OCCCC(=O)Nc2ncc(C)s2)c1

Standard InChI:  InChI=1S/C15H18N2O3S/c1-11-10-16-15(21-11)17-14(18)7-4-8-20-13-6-3-5-12(9-13)19-2/h3,5-6,9-10H,4,7-8H2,1-2H3,(H,16,17,18)

Standard InChI Key:  CJFYDXIHBYFYFY-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 21 22  0  0  0  0  0  0  0  0999 V2000
    9.3426  -21.4698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3415  -22.2893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0495  -22.6983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7592  -22.2889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7564  -21.4662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0477  -21.0609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6348  -21.0614    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9272  -21.4701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2194  -21.0617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5118  -21.4705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8040  -21.0621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0964  -21.4708    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8038  -20.2449    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3886  -21.0624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3019  -20.2513    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.5025  -20.0816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0940  -20.7895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6411  -21.3965    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1699  -19.3352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4625  -21.0549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1718  -21.4609    0.0000 C   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
 20 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4541346

   ---

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: 306.39

Molecular Weight (Monoisotopic): 306.1038

AlogP: 3.26

#Rotatable Bonds: 7

Polar Surface Area: 60.45

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: 0.52

CX LogP: 3.08

CX LogD: 3.01

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.80

Np Likeness Score: -1.86

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