Diethyl 4-[2-bromo-6-(4-fluorophenyl)imidazo[2,1-b][1,3]thiazol-5-yl]-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate

ID: ALA4524234

PubChem CID: 155520101

Max Phase: Preclinical

Molecular Formula: C24H23BrFN3O4S

Molecular Weight: 548.43

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCOC(=O)C1=C(C)NC(C)=C(C(=O)OCC)C1c1c(-c2ccc(F)cc2)nc2sc(Br)cn12

Standard InChI:  InChI=1S/C24H23BrFN3O4S/c1-5-32-22(30)17-12(3)27-13(4)18(23(31)33-6-2)19(17)21-20(14-7-9-15(26)10-8-14)28-24-29(21)11-16(25)34-24/h7-11,19,27H,5-6H2,1-4H3

Standard InChI Key:  GROKVYHUXHIFAK-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   42.0930  -20.8551    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.8390  -21.6319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.5022  -22.1137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.8295  -23.6779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.2121  -23.6779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   42.5187  -24.8872    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.1278  -23.2776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.9137  -23.2776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.1196  -22.4728    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   43.9137  -22.4728    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.4345  -23.6862    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   44.6071  -23.6862    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   41.1278  -24.8872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   39.7287  -23.2858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   43.1561  -21.6301    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   43.9695  -21.6359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.2264  -20.8640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.5717  -20.3813    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   39.0241  -23.6998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.0113  -23.6962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.0205  -21.6308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.6141  -20.9191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.7964  -20.9177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.3854  -21.6265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.7981  -22.3382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.6144  -22.3362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.5682  -21.6265    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   45.0054  -20.6169    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  1  0
  2  3  2  0
  3 21  1  0
  5  6  1  0
  6  4  1  0
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  8  5  2  0
 20 21  1  0
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 22 23  2  0
 23 24  1  0
 24 20  1  0
 18 25  1  0
 19 26  1  0
  2 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 32 27  1  0
 30 33  1  0
 23 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4524234

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 548.43

Molecular Weight (Monoisotopic): 547.0577

AlogP: 5.33

#Rotatable Bonds: 6

Polar Surface Area: 81.93

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 3.03

CX LogP: 4.36

CX LogD: 4.36

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.42

Np Likeness Score: -1.12

References

1. Leoni A, Frosini M, Locatelli A, Micucci M, Carotenuto C, Durante M, Cosconati S, Budriesi R..  (2019)  4-Imidazo[2,1-b]thiazole-1,4-DHPs and neuroprotection: preliminary study in hits searching.,  169  [PMID:30861492] [10.1016/j.ejmech.2019.02.075]

Source

Source(1):

• Scientific Literature