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

ID: ALA4090947

PubChem CID: 137644729

Max Phase: Preclinical

Molecular Formula: C21H23N3O2S

Molecular Weight: 381.50

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)(C)n1nc(CN2Cc3ccccc3S2(=O)=O)cc1-c1ccccc1

Standard InChI:  InChI=1S/C21H23N3O2S/c1-21(2,3)24-19(16-9-5-4-6-10-16)13-18(22-24)15-23-14-17-11-7-8-12-20(17)27(23,25)26/h4-13H,14-15H2,1-3H3

Standard InChI Key:  HGIZKHHGKZZEDS-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   16.2530  -11.0775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4358  -11.0775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8444  -11.7852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2666   -7.6765    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   13.7455   -8.3396    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.2600   -8.9948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4848   -8.7379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4915   -7.9208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7857   -7.5105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0733   -7.9134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0708   -8.7305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7765   -9.1449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5627   -8.3421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4437  -10.2651    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.7825   -9.7796    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.0387   -9.0077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8571   -9.0077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1050   -9.7856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8205  -10.1787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5183   -9.7568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2387  -10.1502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2529  -10.9648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5547  -11.3908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8385  -10.9977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9790   -7.2696    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.9383   -6.9266    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.7293  -11.4845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  4  8  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
  7 12  2  0
  8  9  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 14 18  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 19 24  2  0
 18 19  1  0
 14  2  1  0
 13 16  1  0
  5 13  1  0
  4 25  2  0
  4 26  2  0
  2 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4090947

   ---

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: 381.50

Molecular Weight (Monoisotopic): 381.1511

AlogP: 4.01

#Rotatable Bonds: 3

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: 1.49

CX LogP: 3.63

CX LogD: 3.63

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.69

Np Likeness Score: -0.97

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