US8552037, 123

ID: ALA3648369

PubChem CID: 57781258

Max Phase: Preclinical

Molecular Formula: C15H15F3N2O2

Molecular Weight: 312.29

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1nc2ccc3c(c2o1)C(CCNC(=O)C(F)(F)F)CC3

Standard InChI:  InChI=1S/C15H15F3N2O2/c1-8-20-11-5-4-9-2-3-10(12(9)13(11)22-8)6-7-19-14(21)15(16,17)18/h4-5,10H,2-3,6-7H2,1H3,(H,19,21)

Standard InChI Key:  JWIMNHBXUJNYCZ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
    2.4032   -4.1625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8032   -3.1233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4133   -1.7530    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4133    1.7530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8794    1.4442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8823    2.5608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3509    2.2516    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.3537    3.3681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9811    4.5088    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8224    3.0589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6242    3.9517    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    9.9965    2.8110    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    9.1950    1.9182    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.8032    3.1233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3114    2.9665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3114   -2.9665    0.0000 N   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  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 12 14  1  0
 12 15  1  0
  6 16  1  0
 16 17  1  0
 17 18  1  0
 18  5  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21  4  1  0
 21 22  1  0
 22  2  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA3648369

   2,2,2-Trifluoro-N-[2-(2-methyl-7,8-dihydro-6H-indeno[5,4-d][1,3]oxazol-8-yl)ethyl]acetamide

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: 312.29

Molecular Weight (Monoisotopic): 312.1086

AlogP: 3.23

#Rotatable Bonds: 3

Polar Surface Area: 55.13

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.96

CX Basic pKa: 1.11

CX LogP: 2.59

CX LogD: 2.50

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.95

Np Likeness Score: -0.38

References

1.  (2013)  Tricyclic compound and pharmaceutical use thereof, 

Source

Source(1):

• BindingDB Database