N-(5-Methylthiazol-2-yl)-4-((5-(trifluoromethyl)pyridin-3-yl)oxy)butanamide

ID: ALA4538496

PubChem CID: 155549471

Max Phase: Preclinical

Molecular Formula: C14H14F3N3O2S

Molecular Weight: 345.35

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cnc(NC(=O)CCCOc2cncc(C(F)(F)F)c2)s1

Standard InChI:  InChI=1S/C14H14F3N3O2S/c1-9-6-19-13(23-9)20-12(21)3-2-4-22-11-5-10(7-18-8-11)14(15,16)17/h5-8H,2-4H2,1H3,(H,19,20,21)

Standard InChI Key:  KISJZXLRPJGWQL-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 24  0  0  0  0  0  0  0  0999 V2000
    7.5826  -16.3608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8750  -16.7696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1672  -16.3611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4596  -16.7699    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7518  -16.3615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6651  -15.5504    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.8657  -15.3807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4572  -16.0886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0043  -16.6956    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.2904  -16.7692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9980  -16.3605    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7058  -16.7689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7047  -17.5831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4117  -17.9914    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.1202  -17.5826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1174  -16.7612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4099  -16.3565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5331  -14.6342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1670  -15.5440    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.8236  -16.3499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5328  -16.7558    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   11.8205  -15.5327    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   12.5261  -15.9352    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9  5  2  0
  1 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 12  1  0
  7 18  1  0
  3 19  2  0
 16 20  1  0
 20 21  1  0
 20 22  1  0
 20 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4538496

   ---

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: 345.35

Molecular Weight (Monoisotopic): 345.0759

AlogP: 3.66

#Rotatable Bonds: 6

Polar Surface Area: 64.11

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: 3.73

CX LogP: 2.90

CX LogD: 2.82

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.81

Np Likeness Score: -2.12

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