SID24272284

ID: ALA1604273

PubChem CID: 1361289

Max Phase: Preclinical

Molecular Formula: C22H17FN2O3

Molecular Weight: 376.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccccc1OCC(=O)Nc1ccc2oc(-c3ccc(F)cc3)nc2c1

Standard InChI:  InChI=1S/C22H17FN2O3/c1-14-4-2-3-5-19(14)27-13-21(26)24-17-10-11-20-18(12-17)25-22(28-20)15-6-8-16(23)9-7-15/h2-12H,13H2,1H3,(H,24,26)

Standard InChI Key:  MHTBSWXRIIHADW-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 28 31  0  0  0  0  0  0  0  0999 V2000
   -2.5996   -0.8511    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.1853   -0.1836    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2568   -1.2636    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8278   -0.4386    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1853   -1.5185    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1134   -1.6761    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9700   -1.2636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9700   -0.4386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7004   -0.8511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1246   -0.8511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6844   -1.6761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3989   -1.2636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6844   -0.0261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3989   -0.4386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5371   -1.5655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5371   -0.1366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8278   -1.2636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3621   -1.5655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3621   -0.1366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7746   -0.8511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9713   -1.6761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5423   -1.6761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6857   -1.2636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9713   -2.5011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4002   -1.6761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6857   -2.9136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4002   -2.5011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6857   -0.4386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 20  1  0
  2  8  1  0
  2  9  1  0
  3 21  1  0
  3 22  1  0
  4 17  2  0
  5  7  1  0
  5  9  2  0
  6 12  1  0
  6 17  1  0
  7  8  2  0
  7 11  1  0
  8 13  1  0
  9 10  1  0
 10 15  2  0
 10 16  1  0
 11 12  2  0
 12 14  1  0
 13 14  2  0
 15 18  1  0
 16 19  2  0
 17 22  1  0
 18 20  2  0
 19 20  1  0
 21 23  2  0
 21 24  1  0
 23 25  1  0
 23 28  1  0
 24 26  2  0
 25 27  2  0
 26 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1604273

   N-[2-(4-fluorophenyl)-1,3-benzoxazol-5-yl]-2-(2-methylphenoxy)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: 376.39

Molecular Weight (Monoisotopic): 376.1223

AlogP: 4.96

#Rotatable Bonds: 5

Polar Surface Area: 64.36

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.33

CX Basic pKa: 0.16

CX LogP: 4.76

CX LogD: 4.76

Aromatic Rings: 4

Heavy Atoms: 28

QED Weighted: 0.53

Np Likeness Score: -2.06

References

1. PubChem BioAssay data set, 

Source

Source(1):

• PubChem BioAssays