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

ID: ALA5094921

PubChem CID: 86268788

Max Phase: Preclinical

Molecular Formula: C26H28ClFN6O3S

Molecular Weight: 559.07

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C26H28ClFN6O3S/c1-15(2)34-12-10-20(11-13-34)37-26-23-16(3)31-32-25(23)29-24(30-26)17-4-7-19(8-5-17)33-38(35,36)22-14-18(27)6-9-21(22)28/h4-9,14-15,20,33H,10-13H2,1-3H3,(H,29,30,31,32)

Standard InChI Key:  WLPOJBXKCGXWFV-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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 36 38  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5094921

   US9718825, Example 346

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: 559.07

Molecular Weight (Monoisotopic): 558.1616

AlogP: 5.17

#Rotatable Bonds: 7

Polar Surface Area: 113.10

Molecular Species: ZWITTERION

HBA: 7

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 6.48

CX Basic pKa: 8.77

CX LogP: 3.31

CX LogD: 3.25

Aromatic Rings: 4

Heavy Atoms: 38

QED Weighted: 0.32

Np Likeness Score: -2.01

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