4-(4-(Hydroxymethyl)phenoxy)-N-(5-methylthiazol-2-yl)butanamide

ID: ALA4561296

PubChem CID: 155543343

Max Phase: Preclinical

Molecular Formula: C15H18N2O3S

Molecular Weight: 306.39

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cnc(NC(=O)CCCOc2ccc(CO)cc2)s1

Standard InChI:  InChI=1S/C15H18N2O3S/c1-11-9-16-15(21-11)17-14(19)3-2-8-20-13-6-4-12(10-18)5-7-13/h4-7,9,18H,2-3,8,10H2,1H3,(H,16,17,19)

Standard InChI Key:  KHQUOOYFOSJPFQ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 21 22  0  0  0  0  0  0  0  0999 V2000
   19.0994   -4.3129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0983   -5.1325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8063   -5.5414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5160   -5.1320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5131   -4.3093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8045   -3.9041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3916   -3.9045    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.6840   -4.3133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9762   -3.9048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2686   -4.3136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5608   -3.9052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8531   -4.3139    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.5606   -3.0880    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.1453   -3.9055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0586   -3.0944    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   13.2592   -2.9247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8508   -3.6326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3978   -4.2396    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.9267   -2.1783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2243   -5.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2256   -6.3567    0.0000 O   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
  4 20  1  0
 20 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4561296

   ---

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: 2.74

#Rotatable Bonds: 7

Polar Surface Area: 71.45

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.08

CX Basic pKa: 0.52

CX LogP: 2.48

CX LogD: 2.40

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.77

Np Likeness Score: -1.52

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