(Z)-5-(3-((4-Chlorobenzyl)oxy)benzylidene)-2-(phenethylthio)-3,5-dihydro-4H-imidazole-4-one

ID: ALA4177155

PubChem CID: 145971274

Max Phase: Preclinical

Molecular Formula: C25H21ClN2O2S

Molecular Weight: 448.98

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1NC(SCCc2ccccc2)=N/C1=C\c1cccc(OCc2ccc(Cl)cc2)c1

Standard InChI:  InChI=1S/C25H21ClN2O2S/c26-21-11-9-19(10-12-21)17-30-22-8-4-7-20(15-22)16-23-24(29)28-25(27-23)31-14-13-18-5-2-1-3-6-18/h1-12,15-16H,13-14,17H2,(H,27,28,29)/b23-16-

Standard InChI Key:  FNNVLDAFGWQFDO-KQWNVCNZSA-N

Molfile:  

     RDKit          2D

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    4.0965  -22.5249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.8660  -21.8180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3247  -21.8164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7373  -22.5284    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5586  -22.5286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9637  -23.2412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    9.0128  -21.1034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4941  -21.7597    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.4897  -20.4334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   10.2725  -21.5027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9792  -21.9117    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.2332  -19.6533    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0447  -21.8205    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   10.9783  -22.7289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6855  -23.1383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3937  -22.7305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0991  -23.1415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8068  -22.7344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8081  -21.9163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0959  -21.5071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3911  -21.9166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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 17 20  2  0
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 20 21  1  0
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  6 23  1  0
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 29 30  1  0
 30 31  2  0
 31 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4177155

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 448.98

Molecular Weight (Monoisotopic): 448.1012

AlogP: 5.72

#Rotatable Bonds: 7

Polar Surface Area: 50.69

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.61

CX Basic pKa: ┄

CX LogP: 6.48

CX LogD: 6.48

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.47

Np Likeness Score: -0.99

References

1. Schoeder CT, Kaleta M, Mahardhika AB, Olejarz-Maciej A, Łażewska D, Kieć-Kononowicz K, Müller CE..  (2018)  Structure-activity relationships of imidazothiazinones and analogs as antagonists of the cannabinoid-activated orphan G protein-coupled receptor GPR18.,  155  [PMID:29902723] [10.1016/j.ejmech.2018.05.050]

Source

Source(1):

• Scientific Literature