N-(4-(2-fluoro-5-methoxyphenyl)thiazol-2-yl)-2,4-dimethyloxazole-5-carboxamide

ID: ALA4292260

PubChem CID: 145989398

Max Phase: Preclinical

Molecular Formula: C16H14FN3O3S

Molecular Weight: 347.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(F)c(-c2csc(NC(=O)c3oc(C)nc3C)n2)c1

Standard InChI:  InChI=1S/C16H14FN3O3S/c1-8-14(23-9(2)18-8)15(21)20-16-19-13(7-24-16)11-6-10(22-3)4-5-12(11)17/h4-7H,1-3H3,(H,19,20,21)

Standard InChI Key:  RODKOXQUNXAIHJ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
   27.1613  -14.2926    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.9785  -14.2926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2328  -13.5159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5699  -13.0338    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.9111  -13.5159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4580  -14.9543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1338  -13.2637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0104  -13.2645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6169  -13.8121    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.1814  -12.4654    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.3944  -13.5607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0553  -14.0385    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.7171  -13.5591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4656  -12.7815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6484  -12.7805    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   32.4917  -13.8101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6594  -14.6110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4354  -14.8647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0444  -14.3185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8722  -13.5153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0963  -13.2654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9254  -12.4663    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   33.6038  -15.6644    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.9955  -16.2100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  1  2  0
  2  6  1  0
  5  7  1  0
  3  8  1  0
  8  9  1  0
  8 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 11  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
 13 16  1  0
 21 22  1  0
 18 23  1  0
 23 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4292260

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 347.37

Molecular Weight (Monoisotopic): 347.0740

AlogP: 3.81

#Rotatable Bonds: 4

Polar Surface Area: 77.25

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.91

CX Basic pKa: ┄

CX LogP: 2.54

CX LogD: 2.54

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.78

Np Likeness Score: -1.98

References

1. Zhu J, Zhou C, Caflisch A..  (2018)  Structure-based discovery of selective BRPF1 bromodomain inhibitors.,  155  [PMID:29902720] [10.1016/j.ejmech.2018.05.037]

Source

Source(1):

• Scientific Literature