2-[(1-4-fluorophenyl)-5-isobutyl-1H-pyrazol-3-yl)methyl]-2,3-dihydrobenzo[d]isothiazole1,1-dioxide

ID: ALA4102649

PubChem CID: 132609278

Max Phase: Preclinical

Molecular Formula: C20H20FN3O2S

Molecular Weight: 385.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)c1cc(CN2Cc3ccccc3S2(=O)=O)nn1-c1ccc(F)cc1

Standard InChI:  InChI=1S/C20H20FN3O2S/c1-14(2)19-11-17(22-24(19)18-9-7-16(21)8-10-18)13-23-12-15-5-3-4-6-20(15)27(23,25)26/h3-11,14H,12-13H2,1-2H3

Standard InChI Key:  WCXMYUBXZAZXTA-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   12.8920   -5.7783    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   13.3614   -6.4481    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.8706   -7.1005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0992   -6.8367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1134   -6.0196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4094   -5.6035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6954   -6.0003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6854   -6.8173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3852   -7.2376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1784   -6.4623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5446   -8.0724    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.3877   -7.2703    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.5752   -7.1763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2324   -7.9160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8347   -8.4690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2614   -8.4718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2771   -9.2872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9904   -9.6821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6921   -9.2619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6767   -8.4424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9634   -8.0475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8272   -9.2873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1169   -9.6902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5299   -9.7029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6060   -5.3815    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.5703   -5.0278    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.4068   -9.6582    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
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  1  5  1  0
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  7  8  2  0
  8  9  1  0
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 19 20  2  0
 20 21  1  0
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 22 23  1  0
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 15 22  1  0
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  1 25  2  0
  1 26  2  0
 19 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4102649

   ---

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: 385.46

Molecular Weight (Monoisotopic): 385.1260

AlogP: 3.84

#Rotatable Bonds: 4

Polar Surface Area: 55.20

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.91

CX Basic pKa: 1.45

CX LogP: 3.90

CX LogD: 3.90

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.69

Np Likeness Score: -1.34

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