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

ID: ALA4741746

PubChem CID: 162646891

Max Phase: Preclinical

Molecular Formula: C21H20N2O5S

Molecular Weight: 412.47

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc(N2C(=O)CSC2c2ccc3cccc(O)c3n2)cc(OC)c1OC

Standard InChI:  InChI=1S/C21H20N2O5S/c1-26-16-9-13(10-17(27-2)20(16)28-3)23-18(25)11-29-21(23)14-8-7-12-5-4-6-15(24)19(12)22-14/h4-10,21,24H,11H2,1-3H3

Standard InChI Key:  BRPXTEUGCODSGQ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   21.4335  -17.8177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4343  -18.6368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   23.6531  -19.8484    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.4531  -20.0152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8590  -19.3058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3097  -18.7008    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
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   23.2232  -21.1901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7884  -20.7604    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.2343  -22.0419    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.4558  -21.7934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7976  -22.5382    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.1944  -23.0895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8879  -20.4424    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.2825  -20.9913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 19 28  1  0
 28 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4741746

   ---

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: 412.47

Molecular Weight (Monoisotopic): 412.1093

AlogP: 3.74

#Rotatable Bonds: 5

Polar Surface Area: 81.12

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.30

CX Basic pKa: 3.46

CX LogP: 2.79

CX LogD: 2.79

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.68

Np Likeness Score: -0.41

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