7-{[3-(4-(Trifluoromethyl)phenyl)-4,5-dihydro-1,2-oxazol-5-yl]methoxy}-4-methyl-2H-chromen-2-one

ID: ALA4748694

PubChem CID: 162650184

Max Phase: Preclinical

Molecular Formula: C21H16F3NO4

Molecular Weight: 403.36

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cc(=O)oc2cc(OCC3CC(c4ccc(C(F)(F)F)cc4)=NO3)ccc12

Standard InChI:  InChI=1S/C21H16F3NO4/c1-12-8-20(26)28-19-10-15(6-7-17(12)19)27-11-16-9-18(25-29-16)13-2-4-14(5-3-13)21(22,23)24/h2-8,10,16H,9,11H2,1H3

Standard InChI Key:  BZFNGKMYPVQKPK-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 29 32  0  0  0  0  0  0  0  0999 V2000
   28.6430  -28.7379    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   28.8576  -27.9496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0676  -28.1579    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   35.5216  -26.7939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5205  -27.6135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2285  -28.0224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2267  -26.3851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9354  -26.7903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9361  -27.6093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6447  -28.0164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.3529  -27.6056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.3482  -26.7835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6391  -26.3801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6348  -25.5629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.0622  -28.0114    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.8125  -28.0215    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.1051  -27.6123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3970  -28.0204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6542  -27.6897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1069  -28.2966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5150  -29.0046    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.3144  -28.8352    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.2974  -28.2101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9664  -27.4618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1545  -27.3754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6728  -28.0366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0087  -28.7862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8196  -28.8689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5272  -27.2053    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  5  2  0
  5  6  1  0
  6  9  2  0
  8  7  2  0
  7  4  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13  8  1  0
 13 14  1  0
 11 15  2  0
  5 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 18  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 23  1  0
 20 23  1  0
 26  2  1  0
  2 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4748694

   ---

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: 403.36

Molecular Weight (Monoisotopic): 403.1031

AlogP: 4.69

#Rotatable Bonds: 4

Polar Surface Area: 61.03

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.97

CX LogP: 4.55

CX LogD: 4.55

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.59

Np Likeness Score: -0.76

References

1. Lingaraju GS,Balaji KS,Jayarama S,Anil SM,Kiran KR,Sadashiva MP.  (2018)  Synthesis of new coumarin tethered isoxazolines as potential anticancer agents.,  28  (23-24): [PMID:30396758] [10.1016/j.bmcl.2018.10.046]

Source

Source(1):

• Scientific Literature