N-[6-[5-(methanesulfonamido)-6-methoxy-3-pyridyl]-1,3-dihydroisobenzofuran-4-yl]-2-morpholinoacetamide

ID: ALA4561692

Chembl Id: CHEMBL4561692

PubChem CID: 134957362

Max Phase: Preclinical

Molecular Formula: C21H26N4O6S

Molecular Weight: 462.53

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ncc(-c2cc3c(c(NC(=O)CN4CCOCC4)c2)COC3)cc1NS(C)(=O)=O

Standard InChI:  InChI=1S/C21H26N4O6S/c1-29-21-19(24-32(2,27)28)9-15(10-22-21)14-7-16-12-31-13-17(16)18(8-14)23-20(26)11-25-3-5-30-6-4-25/h7-10,24H,3-6,11-13H2,1-2H3,(H,23,26)

Standard InChI Key:  INNGAVFDQLSCJJ-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4561692

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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: 462.53

Molecular Weight (Monoisotopic): 462.1573

AlogP: 1.43

#Rotatable Bonds: 7

Polar Surface Area: 119.09

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.78

CX Basic pKa: 5.02

CX LogP: -0.25

CX LogD: -0.38

Aromatic Rings: 2

Heavy Atoms: 32

QED Weighted: 0.63

Np Likeness Score: -1.63

References

1. Henley ZA, Amour A, Barton N, Bantscheff M, Bergamini G, Bertrand SM, Convery M, Down K, Dümpelfeld B, Edwards CD, Grandi P, Gore PM, Keeling S, Livia S, Mallett D, Maxwell A, Price M, Rau C, Reinhard FBM, Rowedder J, Rowland P, Taylor JA, Thomas DA, Hessel EM, Hamblin JN..  (2020)  Optimization of Orally Bioavailable PI3Kδ Inhibitors and Identification of Vps34 as a Key Selectivity Target.,  63  (2): [PMID:31855425] [10.1021/acs.jmedchem.9b01585]

2. Amour A, Barton N, Cooper AW, Inglis G, Jamieson C, Luscombe CN, Morrell J, Peace S, Perez D, Rowland P, Tame CJ, Uddin S, Vitulli G, Wellaway N..  (2016)  Evolution of a Novel, Orally Bioavailable Series of PI3Kδ Inhibitors from an Inhaled Lead for the Treatment of Respiratory Disease.,  59  (15): [PMID:27429068] [10.1021/acs.jmedchem.6b00799]

Source

Source(1):

• Scientific Literature