2,2,2-trifluoro-N-(2-(4-oxo-4H-benzo[d][1,3]oxazin-2-yl)phenyl)acetamide

ID: ALA4860304

PubChem CID: 825300

Max Phase: Preclinical

Molecular Formula: C16H9F3N2O3

Molecular Weight: 334.25

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(Nc1ccccc1-c1nc2ccccc2c(=O)o1)C(F)(F)F

Standard InChI:  InChI=1S/C16H9F3N2O3/c17-16(18,19)15(23)21-11-7-3-1-5-9(11)13-20-12-8-4-2-6-10(12)14(22)24-13/h1-8H,(H,21,23)

Standard InChI Key:  OESYATCJAHPFLT-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   19.2442  -16.5248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2430  -17.3521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9578  -17.7650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9560  -16.1120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6714  -16.5212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6702  -17.3496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3831  -17.7625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.1018  -17.3516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1030  -16.5232    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.3854  -16.1056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3855  -15.2806    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.8152  -17.7661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8113  -18.5883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5238  -19.0027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2403  -18.5922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2400  -17.7629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5270  -17.3522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5253  -16.5272    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.2389  -16.1133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2372  -15.2883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9542  -16.5244    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.9508  -14.8744    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   23.5219  -14.8773    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   24.2331  -14.4623    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  5 10  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
  8 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
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  2  0
 20 22  1  0
 20 23  1  0
 20 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4860304

   2,2,2-trifluoro-N-[2-(4-oxo-3,1-benzoxazin-2-yl)phenyl]acetamide

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: 334.25

Molecular Weight (Monoisotopic): 334.0565

AlogP: 3.36

#Rotatable Bonds: 2

Polar Surface Area: 72.20

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.49

CX Basic pKa: ┄

CX LogP: 4.38

CX LogD: 4.38

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.78

Np Likeness Score: -1.23

References

1. Richardson NL, O'Malley LJ, Weissberger D, Tumber A, Schofield CJ, Griffith R, Jones NM, Hunter L..  (2021)  Discovery of neuroprotective agents that inhibit human prolyl hydroxylase PHD2.,  38  [PMID:33862469] [10.1016/j.bmc.2021.116115]

Source

Source(1):

• Scientific Literature