(S)-(3-(9-ethyl-8-(2-methylpyrimidin-5-yl)-9H-purin-6-yloxy)pyrrolidin-1-yl)(oxazol-4-yl)methanone

ID: ALA4873642

PubChem CID: 90166855

Max Phase: Preclinical

Molecular Formula: C20H20N8O3

Molecular Weight: 420.43

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCn1c(-c2cnc(C)nc2)nc2c(O[C@H]3CCN(C(=O)c4cocn4)C3)ncnc21

Standard InChI:  InChI=1S/C20H20N8O3/c1-3-28-17(13-6-21-12(2)22-7-13)26-16-18(28)23-10-24-19(16)31-14-4-5-27(8-14)20(29)15-9-30-11-25-15/h6-7,9-11,14H,3-5,8H2,1-2H3/t14-/m0/s1

Standard InChI Key:  GTDNUYQEEDHPIM-AWEZNQCLSA-N

Molfile:  

 
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   17.0939  -14.5878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   25.0383  -10.6788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5843  -11.2830    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

1. Parent:

   

   ALA4873642

   9-ethyl-8-(2-methylpyrimidin-5-yl)-6-{[(3S)-1-(1,3-oxazol-4-ylcarbonyl)pyrrolidin-3-yl]oxy}-9H-purine

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: 420.43

Molecular Weight (Monoisotopic): 420.1658

AlogP: 1.89

#Rotatable Bonds: 5

Polar Surface Area: 124.95

Molecular Species: NEUTRAL

HBA: 10

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 11

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 2.72

CX LogP: 0.65

CX LogD: 0.65

Aromatic Rings: 4

Heavy Atoms: 31

QED Weighted: 0.48

Np Likeness Score: -1.22

References

1. Methot JL, Zhou H, McGowan MA, Anthony NJ, Christopher M, Garcia Y, Achab A, Lipford K, Trotter BW, Altman MD, Fradera X, Lesburg CA, Li C, Alves S, Chappell CP, Jain R, Mangado R, Pinheiro E, Williams SMG, Goldenblatt P, Hill A, Shaffer L, Chen D, Tong V, McLeod RL, Lee HH, Yu H, Shah S, Katz JD..  (2021)  Projected Dose Optimization of Amino- and Hydroxypyrrolidine Purine PI3Kδ Immunomodulators.,  64  (8.0): [PMID:33797901] [10.1021/acs.jmedchem.1c00237]

Source

Source(1):

• Scientific Literature