(E)-5-(4-(diethylamino)benzylidene)-1-methyl-3-phenyl-2-thioxoimidazolidin-4-one

ID: ALA5269456

Max Phase: Preclinical

Molecular Formula: C21H23N3OS

Molecular Weight: 365.50

Names and Identifiers

Canonical SMILES:  CCN(CC)c1ccc(/C=C2\C(=O)N(c3ccccc3)C(=S)N2C)cc1

Standard InChI:  InChI=1S/C21H23N3OS/c1-4-23(5-2)17-13-11-16(12-14-17)15-19-20(25)24(21(26)22(19)3)18-9-7-6-8-10-18/h6-15H,4-5H2,1-3H3/b19-15+

Standard InChI Key:  GTSMAEYGRDFLDK-XDJHFCHBSA-N

Molfile:  

 
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    1.1733    0.8996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8879    1.3122    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    2.1759    0.0064    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    3.4136   -2.1374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5884   -2.1374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

1. Parent:

   

   ALA5269456

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 365.50

Molecular Weight (Monoisotopic): 365.1562

AlogP: 4.14

#Rotatable Bonds: 5

Polar Surface Area: 26.79

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.38

CX LogP: 4.49

CX LogD: 4.49

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.59

Np Likeness Score: -1.23

References

1. Shim S, Jeong DU, Kim H, Kim CY, Park H, Jin Y, Kim KM, Lee HJ, Kim DH, Bae YS, Choi Y..  (2022)  Discovery of a NADPH oxidase inhibitor, (E)-3-cyclohexyl-5-(4-((2-hydroxyethyl)(methyl)amino)benzylidene)-1-methyl-2-thioxoimidazolidin-4-oneone, as a novel therapeutic for Parkinson's disease.,  244  [PMID:36274279] [10.1016/j.ejmech.2022.114854]

Source

Source(1):

• Scientific Literature