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

ID: ALA5290730

Max Phase: Preclinical

Molecular Formula: C21H29N3OS

Molecular Weight: 371.55

Names and Identifiers

Canonical SMILES:  CCN(CC)c1ccc(/C=C2\C(=O)N(C3CCCCC3)C(=S)N2C)cc1

Standard InChI:  InChI=1S/C21H29N3OS/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/h11-15,18H,4-10H2,1-3H3/b19-15+

Standard InChI Key:  MTAXOQPARRPELE-XDJHFCHBSA-N

Molfile:  

 
     RDKit          2D

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    1.1733    0.8997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8879    1.3123    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    2.1760    0.0064    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    3.4137   -2.1374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5886   -2.1374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1760   -1.4228    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:

   

   ALA5290730

   ---

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: 371.55

Molecular Weight (Monoisotopic): 371.2031

AlogP: 4.27

#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: 5.39

CX LogP: 4.64

CX LogD: 4.63

Aromatic Rings: 1

Heavy Atoms: 26

QED Weighted: 0.57

Np Likeness Score: -0.93

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