2-(8-hydroxyquinolin-2-yl)-3-(4-isopropylphenyl)thiazolidin-4-one

ID: ALA4764436

PubChem CID: 162662193

Max Phase: Preclinical

Molecular Formula: C21H20N2O2S

Molecular Weight: 364.47

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)c1ccc(N2C(=O)CSC2c2ccc3cccc(O)c3n2)cc1

Standard InChI:  InChI=1S/C21H20N2O2S/c1-13(2)14-6-9-16(10-7-14)23-19(25)12-26-21(23)17-11-8-15-4-3-5-18(24)20(15)22-17/h3-11,13,21,24H,12H2,1-2H3

Standard InChI Key:  RWZUGYJMXZBVTD-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   12.2347   -3.2339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9427   -3.6429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9409   -2.0055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6495   -2.4108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6503   -3.2298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3588   -3.6369    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.0671   -3.2260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0624   -2.4039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3533   -2.0006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9446   -4.4601    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.7805   -3.6291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8691   -4.4414    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.6691   -4.6082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0750   -3.8989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5258   -3.2938    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   15.2657   -4.9881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4868   -4.7370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8820   -5.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0548   -6.0850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8378   -6.3332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4393   -5.7832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0044   -5.3535    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.4504   -6.6350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6719   -6.3865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6245   -7.4334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  8 12  1  0
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 21 22  2  0
 22 17  1  0
 13 17  1  0
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 20 24  1  0
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 24 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4764436

   ---

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: 364.47

Molecular Weight (Monoisotopic): 364.1245

AlogP: 4.84

#Rotatable Bonds: 3

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: 4.51

CX LogD: 4.51

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.72

Np Likeness Score: -0.69

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