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

ID: ALA5290483

Max Phase: Preclinical

Molecular Formula: C22H31N3O2S

Molecular Weight: 401.58

Names and Identifiers

Canonical SMILES:  CCN(CC)c1ccc(/C=C2\C(=O)N(C3CCCCC3)C(=S)N2C)c(OC)c1

Standard InChI:  InChI=1S/C22H31N3O2S/c1-5-24(6-2)18-13-12-16(20(15-18)27-4)14-19-21(26)25(22(28)23(19)3)17-10-8-7-9-11-17/h12-15,17H,5-11H2,1-4H3/b19-14+

Standard InChI Key:  WYHCWZKPITZWOW-XMHGGMMESA-N

Molfile:  

 
     RDKit          2D

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   -0.2559   -0.1314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9660   -0.5432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6824   -0.1351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3969   -0.5477    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3969   -1.3729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.8879    1.1063    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5066    0.5349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1759   -0.1995    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3516   -0.1072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8879    1.9315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7682   -0.6907    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3037    0.7485    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.5884   -0.9141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4137   -0.9141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8263   -1.6287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4136   -2.3434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5884   -2.3434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1759   -1.6288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8263   -0.5477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1117   -1.7854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9678    1.9308    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6825    2.3434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  2 27  1  0
 27 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5290483

   ---

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: 401.58

Molecular Weight (Monoisotopic): 401.2137

AlogP: 4.27

#Rotatable Bonds: 6

Polar Surface Area: 36.02

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.47

CX LogP: 4.48

CX LogD: 4.48

Aromatic Rings: 1

Heavy Atoms: 28

QED Weighted: 0.53

Np Likeness Score: -0.91

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