N,N-Dimethyl-2-(4-phenoxybutanamido)thiazole-5-carboxamide

ID: ALA4558058

PubChem CID: 155554505

Max Phase: Preclinical

Molecular Formula: C16H19N3O3S

Molecular Weight: 333.41

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN(C)C(=O)c1cnc(NC(=O)CCCOc2ccccc2)s1

Standard InChI:  InChI=1S/C16H19N3O3S/c1-19(2)15(21)13-11-17-16(23-13)18-14(20)9-6-10-22-12-7-4-3-5-8-12/h3-5,7-8,11H,6,9-10H2,1-2H3,(H,17,18,20)

Standard InChI Key:  AXOCPUKLGUUSDS-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 24  0  0  0  0  0  0  0  0999 V2000
   19.0705  -10.6523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0694  -11.4719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7774  -11.8808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4871  -11.4714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4842  -10.6487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7756  -10.2435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3627  -10.2439    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.6551  -10.6527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9473  -10.2443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2397  -10.6530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5319  -10.2446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8243  -10.6534    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.5317   -9.4274    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.1164  -10.2449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0297   -9.4339    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   13.2304   -9.2642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8219   -9.9720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3689  -10.5791    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.8978   -8.5177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3780   -7.8565    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.0851   -8.4325    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.7525   -7.6860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6049   -9.0937    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
 19 20  2  0
 19 21  1  0
 21 22  1  0
 21 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4558058

   ---

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: 333.41

Molecular Weight (Monoisotopic): 333.1147

AlogP: 2.64

#Rotatable Bonds: 7

Polar Surface Area: 71.53

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.87

CX Basic pKa: ┄

CX LogP: 2.03

CX LogD: 1.91

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.79

Np Likeness Score: -1.93

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