(Z)-5-(3-((4-Chlorobenzyl)oxy)benzylidene)-2,3-dihydroimidazo[2,1-b]thiazol-6(5H)-one

ID: ALA4169314

PubChem CID: 145954409

Max Phase: Preclinical

Molecular Formula: C19H15ClN2O2S

Molecular Weight: 370.86

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1N=C2SCCN2/C1=C\c1cccc(OCc2ccc(Cl)cc2)c1

Standard InChI:  InChI=1S/C19H15ClN2O2S/c20-15-6-4-13(5-7-15)12-24-16-3-1-2-14(10-16)11-17-18(23)21-19-22(17)8-9-25-19/h1-7,10-11H,8-9,12H2/b17-11-

Standard InChI Key:  BURFSVIWOYGDGT-BOPFTXTBSA-N

Molfile:  

     RDKit          2D

 25 28  0  0  0  0  0  0  0  0999 V2000
   16.6038  -22.1192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4233  -22.1204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8302  -21.4118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4229  -20.7057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6002  -20.7085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1929  -21.4136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6516  -21.4120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0641  -22.1239    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.8854  -22.1241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2905  -22.8367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1111  -22.8372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5248  -22.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1079  -21.4107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2887  -21.4136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5183  -20.7016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3396  -20.6990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8165  -20.0289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5987  -20.2787    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.5600  -19.2489    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.3715  -21.4160    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   23.5993  -21.0982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8227  -21.3556    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.8275  -22.1737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6071  -22.4220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0840  -21.7573    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  3  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14  9  1  0
 13 15  1  0
 15 16  2  0
 16 22  1  0
 18 17  1  0
 17 16  1  0
 18 21  2  0
 17 19  2  0
  6 20  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4169314

   ---

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: 370.86

Molecular Weight (Monoisotopic): 370.0543

AlogP: 4.20

#Rotatable Bonds: 4

Polar Surface Area: 41.90

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.06

CX LogD: 4.06

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.76

Np Likeness Score: -1.14

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