2-[{1-(tert-Butyl)-5-(4-trifluoromethylphenyl)-1H-pyrazol-3-yl}methyl]-2,3-dihydrobenzo[d]isothiazole 1,1-dioxide

ID: ALA4088881

PubChem CID: 137643468

Max Phase: Preclinical

Molecular Formula: C22H22F3N3O2S

Molecular Weight: 449.50

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)(C)n1nc(CN2Cc3ccccc3S2(=O)=O)cc1-c1ccc(C(F)(F)F)cc1

Standard InChI:  InChI=1S/C22H22F3N3O2S/c1-21(2,3)28-19(15-8-10-17(11-9-15)22(23,24)25)12-18(26-28)14-27-13-16-6-4-5-7-20(16)31(27,29)30/h4-12H,13-14H2,1-3H3

Standard InChI Key:  DONWHLQEHLBABR-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   18.0112  -10.3387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8041  -10.5481    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
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   14.4783  -10.0581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8869  -10.7658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3091   -6.6571    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   12.7880   -7.3201    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.3025   -7.9754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   16.5608   -8.7374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2812   -9.1308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2954   -9.9454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5972  -10.3714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8810   -9.9783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0215   -6.2501    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.9808   -5.9071    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.7717  -10.4651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0285  -11.1562    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
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  8 16  1  0
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  5 30  1  0
 25  2  1  0
  2 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4088881

   ---

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: 449.50

Molecular Weight (Monoisotopic): 449.1385

AlogP: 5.03

#Rotatable Bonds: 3

Polar Surface Area: 55.20

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.91

CX Basic pKa: 1.48

CX LogP: 4.51

CX LogD: 4.51

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.56

Np Likeness Score: -1.15

References

1. Hong JR, Choi YJ, Keum G, Nam G..  (2017)  Synthesis and diabetic neuropathic pain-alleviating effects of 2N-(pyrazol-3-yl)methylbenzo[d]isothiazole-1,1-dioxide derivatives.,  25  (17): [PMID:28720324] [10.1016/j.bmc.2017.07.008]

Source

Source(1):

• Scientific Literature