5-(3,6-Dihydro-2H-pyran-4-yl)-N-(5-(2-((dimethylamino)methyl)cyclopropyl)pyridin-3-yl)-2-methoxypyridine-3-sulfonamide

ID: ALA4877995

PubChem CID: 164629188

Max Phase: Preclinical

Molecular Formula: C22H28N4O4S

Molecular Weight: 444.56

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ncc(C2=CCOCC2)cc1S(=O)(=O)Nc1cncc(C2CC2CN(C)C)c1

Standard InChI:  InChI=1S/C22H28N4O4S/c1-26(2)14-18-9-20(18)17-8-19(13-23-11-17)25-31(27,28)21-10-16(12-24-22(21)29-3)15-4-6-30-7-5-15/h4,8,10-13,18,20,25H,5-7,9,14H2,1-3H3

Standard InChI Key:  OEKABMASRCHCJO-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    9.7175  -11.9891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0129  -12.4014    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5895   -9.9638    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5948  -12.4128    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    7.9155   -6.3946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9237   -5.5778    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2169   -5.1652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6350   -5.1756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1128   -9.5262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4082   -9.9384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4131  -10.7556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1266  -11.1605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8312  -10.7442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8263   -9.9270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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 26 31  1  0
  7 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4877995

   ---

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: 444.56

Molecular Weight (Monoisotopic): 444.1831

AlogP: 2.75

#Rotatable Bonds: 8

Polar Surface Area: 93.65

Molecular Species: BASE

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.21

CX Basic pKa: 9.61

CX LogP: -0.17

CX LogD: -0.33

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.67

Np Likeness Score: -0.59

References

1. Down K, Amour A, Anderson NA, Barton N, Campos S, Cannons EP, Clissold C, Convery MA, Coward JJ, Doyle K, Duempelfeld B, Edwards CD, Goldsmith MD, Krause J, Mallett DN, McGonagle GA, Patel VK, Rowedder J, Rowland P, Sharpe A, Sriskantharajah S, Thomas DA, Thomson DW, Uddin S, Hamblin JN, Hessel EM..  (2021)  Discovery of GSK251: A Highly Potent, Highly Selective, Orally Bioavailable Inhibitor of PI3Kδ with a Novel Binding Mode.,  64  (18.0): [PMID:34510892] [10.1021/acs.jmedchem.1c01102]

Source

Source(1):

• Scientific Literature