3-(3,5-dimethoxyphenyl)-2-(8-hydroxyquinolin-2-yl)thiazolidin-4-one

ID: ALA4758588

PubChem CID: 162657278

Max Phase: Preclinical

Molecular Formula: C20H18N2O4S

Molecular Weight: 382.44

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc(OC)cc(N2C(=O)CSC2c2ccc3cccc(O)c3n2)c1

Standard InChI:  InChI=1S/C20H18N2O4S/c1-25-14-8-13(9-15(10-14)26-2)22-18(24)11-27-20(22)16-7-6-12-4-3-5-17(23)19(12)21-16/h3-10,20,23H,11H2,1-2H3

Standard InChI Key:  BGUPICQZUCROIV-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   27.6540   -2.8047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3620   -3.2137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3603   -1.5763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0689   -1.9816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0696   -2.8006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7782   -3.2076    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.4864   -2.7968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4817   -1.9747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7726   -1.5713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3639   -4.0308    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.1999   -3.1998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2885   -4.0122    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.0885   -4.1790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4943   -3.4696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9451   -2.8646    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   30.6850   -4.5588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9062   -4.3077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3013   -4.8561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4741   -5.6557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2571   -5.9040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8586   -5.3539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4238   -4.9242    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.4330   -6.7021    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.8298   -7.2534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5233   -4.6063    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.9179   -5.1551    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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 26 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4758588

   ---

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: 382.44

Molecular Weight (Monoisotopic): 382.0987

AlogP: 3.74

#Rotatable Bonds: 4

Polar Surface Area: 71.89

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.30

CX Basic pKa: 3.46

CX LogP: 2.95

CX LogD: 2.95

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.74

Np Likeness Score: -0.57

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