2-(2-Trifluoromethyl-phenylimino)-5-(2,3-dihydrobenzofuran-5-ylmethylene)-thiazolidin-4-one

ID: ALA3731253

PubChem CID: 135797476

Max Phase: Preclinical

Molecular Formula: C19H13F3N2O2S

Molecular Weight: 390.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1N/C(=N/c2ccccc2C(F)(F)F)S/C1=C\c1ccc2c(c1)CCO2

Standard InChI:  InChI=1S/C19H13F3N2O2S/c20-19(21,22)13-3-1-2-4-14(13)23-18-24-17(25)16(27-18)10-11-5-6-15-12(9-11)7-8-26-15/h1-6,9-10H,7-8H2,(H,23,24,25)/b16-10-

Standard InChI Key:  BLTWRBXFEIHSMD-YBEGLDIGSA-N

Molfile:  

     RDKit          2D

 27 30  0  0  0  0  0  0  0  0999 V2000
   -1.0028   -1.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0028    1.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3155    0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3155   -0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6217    1.4865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9153    0.7255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0380   -0.7567    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5020   -1.0835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2652    0.2078    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2729    1.3327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5274    2.5054    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1003   -2.4572    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2091   -3.6647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7188   -3.4938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8256   -4.6989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4226   -6.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9129   -6.2459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8060   -5.0408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2917    0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2917   -0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7138   -1.2033    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5889    0.0182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7138    1.2033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2971   -5.2120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7754   -6.3125    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0113   -4.2477    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4893   -5.3482    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1 20  2  0
 19  2  2  0
  2  3  1  0
  3  4  2  0
  4  1  1  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10  6  1  0
 10 11  2  0
  8 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 13  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 19  1  0
 18 24  1  0
 24 25  1  0
 24 26  1  0
 24 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3731253

   ---

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: 390.39

Molecular Weight (Monoisotopic): 390.0650

AlogP: 4.53

#Rotatable Bonds: 2

Polar Surface Area: 50.69

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.85

CX Basic pKa: 1.51

CX LogP: 4.67

CX LogD: 4.67

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.77

Np Likeness Score: -1.44

References

1.  (2010)  Chemical compounds, 

Source

Source(1):

• Patent Bioactivity Data