2-(8-hydroxyquinolin-2-yl)-3-(4-(trifluoromethyl)phenyl)thiazolidin-4-one

ID: ALA4795438

PubChem CID: 162672682

Max Phase: Preclinical

Molecular Formula: C19H13F3N2O2S

Molecular Weight: 390.39

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C1CSC(c2ccc3cccc(O)c3n2)N1c1ccc(C(F)(F)F)cc1

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

Standard InChI Key:  BYIZWYFMSVYKJA-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   19.8246   -3.0482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5327   -3.4572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5309   -1.8198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2395   -2.2251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2403   -3.0441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9488   -3.4511    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.6571   -3.0403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6523   -2.2182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9432   -1.8148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5346   -4.2744    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.3705   -3.4433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4591   -4.2557    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.2591   -4.4225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6650   -3.7131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1157   -3.1081    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   22.8556   -4.8023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0768   -4.5512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4720   -5.0996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6448   -5.8992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4278   -6.1475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0292   -5.5974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5944   -5.1677    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.0403   -6.4492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2618   -6.2008    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   21.2144   -7.2477    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   20.4545   -7.0245    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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  8 12  1  0
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 24 26  1  0
 24 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4795438

   ---

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: 390.39

Molecular Weight (Monoisotopic): 390.0650

AlogP: 4.74

#Rotatable Bonds: 2

Polar Surface Area: 53.43

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.30

CX Basic pKa: 3.46

CX LogP: 4.14

CX LogD: 4.14

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.69

Np Likeness Score: -0.94

References

1. Bhat SY,Jagruthi P,Srinivas A,Arifuddin M,Qureshi IA.  (2020)  Synthesis and characterization of quinoline-carbaldehyde derivatives as novel inhibitors for leishmanial methionine aminopeptidase 1.,  186  [PMID:31759728] [10.1016/j.ejmech.2019.111860]

Source

Source(1):

• Scientific Literature