5-chloro-N-(4-(4-(1-cyclopropylpiperidin-4-yloxy)-3-methyl-1H-pyrazolo[3,4-d]pyrimidin-6-yl)phenyl)-2-fluorobenzenesulfonamide

ID: ALA5093302

PubChem CID: 86270186

Max Phase: Preclinical

Molecular Formula: C26H26ClFN6O3S

Molecular Weight: 557.05

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1n[nH]c2nc(-c3ccc(NS(=O)(=O)c4cc(Cl)ccc4F)cc3)nc(OC3CCN(C4CC4)CC3)c12

Standard InChI:  InChI=1S/C26H26ClFN6O3S/c1-15-23-25(32-31-15)29-24(30-26(23)37-20-10-12-34(13-11-20)19-7-8-19)16-2-5-18(6-3-16)33-38(35,36)22-14-17(27)4-9-21(22)28/h2-6,9,14,19-20,33H,7-8,10-13H2,1H3,(H,29,30,31,32)

Standard InChI Key:  YJCUOPUYDCNYOE-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   30.9671   -6.7990    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.9817   -6.6937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9806   -7.5169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   36.3109   -6.5237    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.7904   -5.8587    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.3062   -5.1973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1433   -9.9755    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   34.8040   -4.2248    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.0900   -3.8195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.5571   -4.4156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   33.3767   -2.5961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6663   -3.0083    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.6703   -3.8301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3847   -4.2398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   31.1361   -2.6063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
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M  END

Alternative Forms

1. Parent:

   

   ALA5093302

   5-chloro-N-[4-[4-(1-cyclopropylpiperidin-4-yl)oxy-3-methyl-2H-pyrazolo[3,4-d]pyrimidin-6-yl]phenyl]-2-fluorobenzenesulfonamide

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: 557.05

Molecular Weight (Monoisotopic): 556.1460

AlogP: 4.93

#Rotatable Bonds: 7

Polar Surface Area: 113.10

Molecular Species: ACID

HBA: 7

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 6.48

CX Basic pKa: 8.46

CX LogP: 2.94

CX LogD: 3.02

Aromatic Rings: 4

Heavy Atoms: 38

QED Weighted: 0.33

Np Likeness Score: -1.88

References

1. Halland N, Schmidt F, Weiss T, Li Z, Czech J, Saas J, Ding-Pfennigdorff D, Dreyer MK, Strübing C, Nazare M..  (2022)  Rational Design of Highly Potent, Selective, and Bioavailable SGK1 Protein Kinase Inhibitors for the Treatment of Osteoarthritis.,  65  (2.0): [PMID:34931844] [10.1021/acs.jmedchem.1c01601]

Source

Source(1):

• Scientific Literature