4-(4-Bromo-3-methylphenyl)-7-(2-chlorophenyl)-5-cyclopropyl-4,7-dihydro-3H-[1,2]oxathiino[6,5-c]pyrazole 2,2-dioxide

ID: ALA4539779

PubChem CID: 155550062

Max Phase: Preclinical

Molecular Formula: C21H18BrClN2O3S

Molecular Weight: 493.81

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cc(C2CS(=O)(=O)Oc3c2c(C2CC2)nn3-c2ccccc2Cl)ccc1Br

Standard InChI:  InChI=1S/C21H18BrClN2O3S/c1-12-10-14(8-9-16(12)22)15-11-29(26,27)28-21-19(15)20(13-6-7-13)24-25(21)18-5-3-2-4-17(18)23/h2-5,8-10,13,15H,6-7,11H2,1H3

Standard InChI Key:  FFKPRPJWNICEBD-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   33.0178  -26.9921    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.4347  -27.7020    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   33.8431  -26.9896    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.7289  -28.1188    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.1477  -28.9401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1477  -28.1188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4383  -29.3446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7290  -28.9401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1222  -29.4899    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.4591  -30.2359    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.2674  -30.1444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3212  -29.3198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0674  -28.5378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2643  -28.3699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7141  -28.9832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9727  -29.7671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7752  -29.9312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8201  -30.7542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8530  -29.3487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8495  -30.1670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5552  -30.5774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2650  -30.1707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2646  -29.3493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5583  -28.9425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0323  -30.7069    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   33.9959  -31.5565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6057  -31.0038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9722  -30.5802    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   36.9720  -28.9401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  8  1  0
  4  2  1  0
  7  5  1  0
  5  6  1  0
  6  2  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11  7  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 12  1  0
  9 12  1  0
 11 18  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 19  1  0
  5 19  1  0
 17 25  1  0
 26 18  1  0
 27 26  1  0
 18 27  1  0
 22 28  1  0
 23 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4539779

   ---

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: 493.81

Molecular Weight (Monoisotopic): 491.9910

AlogP: 5.33

#Rotatable Bonds: 3

Polar Surface Area: 61.19

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 1.32

CX LogP: 5.74

CX LogD: 5.74

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.46

Np Likeness Score: -0.96

References

1. Xu Y, Zhang Z, Jiang X, Chen X, Wang Z, Alsulami H, Qin HL, Tang W..  (2019)  Discovery of δ-sultone-fused pyrazoles for treating Alzheimer's disease: Design, synthesis, biological evaluation and SAR studies.,  181  [PMID:31415981] [10.1016/j.ejmech.2019.111598]

Source

Source(1):

• Scientific Literature