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

ID: ALA4165882

PubChem CID: 145953541

Max Phase: Preclinical

Molecular Formula: C26H23ClN2O2S

Molecular Weight: 463.00

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(CSC2=N/C(=C\c3cccc(OCc4ccc(Cl)cc4)c3)C(=O)N2C)cc1

Standard InChI:  InChI=1S/C26H23ClN2O2S/c1-18-6-8-20(9-7-18)17-32-26-28-24(25(30)29(26)2)15-21-4-3-5-23(14-21)31-16-19-10-12-22(27)13-11-19/h3-15H,16-17H2,1-2H3/b24-15-

Standard InChI Key:  NAVNBKFFTKGGPT-IWIPYMOSSA-N

Molfile:  

     RDKit          2D

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   38.9243  -15.9663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   43.3449  -15.3494    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   41.5989  -13.0910    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.4104  -15.2582    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   43.3440  -16.1666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.0513  -16.5760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.0463  -17.3932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.7527  -17.8025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.4618  -17.3946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.4601  -16.5732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   43.2973  -13.6387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.1696  -17.8031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 19 31  1  0
 28 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4165882

   ---

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: 463.00

Molecular Weight (Monoisotopic): 462.1169

AlogP: 6.33

#Rotatable Bonds: 6

Polar Surface Area: 41.90

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 6.93

CX LogD: 6.93

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.40

Np Likeness Score: -1.26

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