2-[1-(2,6-dichlorophenyl)-5-isobutyl-1H-pyrazol-3-yl)methyl]-2,3-dihydrobenzo[d]isothiazole1,1-dioxide

ID: ALA4101068

PubChem CID: 137659143

Max Phase: Preclinical

Molecular Formula: C20H19Cl2N3O2S

Molecular Weight: 436.36

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)c1cc(CN2Cc3ccccc3S2(=O)=O)nn1-c1c(Cl)cccc1Cl

Standard InChI:  InChI=1S/C20H19Cl2N3O2S/c1-13(2)18-10-15(23-25(18)20-16(21)7-5-8-17(20)22)12-24-11-14-6-3-4-9-19(14)28(24,26)27/h3-10,13H,11-12H2,1-2H3

Standard InChI Key:  YNUQQHCPARSOIZ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 28 31  0  0  0  0  0  0  0  0999 V2000
   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
   16.0590  -10.0746    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   16.9479   -7.2305    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  1  5  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  4  9  2  0
  5  6  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 11 15  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 16 21  2  0
 11 16  1  0
 22 23  1  0
 22 24  1  0
 15 22  1  0
 10 13  1  0
  2 10  1  0
  1 25  2  0
  1 26  2  0
 17 27  1  0
 21 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4101068

   ---

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: 436.36

Molecular Weight (Monoisotopic): 435.0575

AlogP: 5.01

#Rotatable Bonds: 4

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: 1.36

CX LogP: 4.96

CX LogD: 4.96

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.58

Np Likeness Score: -1.07

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