(S)-2-(5-(9H-purin-6-yl)-5-azaspiro[2.4]heptan-6-yl)-5-chloro-3-phenylquinazolin-4(3H)-one

ID: ALA4760138

PubChem CID: 162658310

Max Phase: Preclinical

Molecular Formula: C25H20ClN7O

Molecular Weight: 469.94

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=c1c2c(Cl)cccc2nc([C@@H]2CC3(CC3)CN2c2ncnc3[nH]cnc23)n1-c1ccccc1

Standard InChI:  InChI=1S/C25H20ClN7O/c26-16-7-4-8-17-19(16)24(34)33(15-5-2-1-3-6-15)22(31-17)18-11-25(9-10-25)12-32(18)23-20-21(28-13-27-20)29-14-30-23/h1-8,13-14,18H,9-12H2,(H,27,28,29,30)/t18-/m0/s1

Standard InChI Key:  JMCOBLCEJSXBNG-SFHVURJKSA-N

Molfile:  

 
     RDKit          2D

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    8.0192  -16.0921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.1848  -14.6062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.2991  -13.3700    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    7.4210  -12.9604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.2128  -17.1833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.8288  -17.4790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0006  -18.2788    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3855  -17.9786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7815  -18.5308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.9334  -19.1841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0973  -18.3824    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8875  -13.3802    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
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 33 29  1  0
  7 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4760138

   ---

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: 469.94

Molecular Weight (Monoisotopic): 469.1418

AlogP: 4.44

#Rotatable Bonds: 3

Polar Surface Area: 92.59

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.83

CX Basic pKa: 3.06

CX LogP: 4.26

CX LogD: 4.26

Aromatic Rings: 5

Heavy Atoms: 34

QED Weighted: 0.42

Np Likeness Score: -0.68

References

1. Tao Q,Chen Y,Liang X,Hu Y,Li J,Fang F,Wang H,Meng C,Liang J,Ma X,Gui S.  (2020)  Structurally novel PI3Kδ/γ dual inhibitors characterized by a seven-membered spirocyclic spacer: The SARs investigation and PK evaluation.,  191  [PMID:32078865] [10.1016/j.ejmech.2020.112143]

2. Liu K, Li D, Zheng W, Shi M, Chen Y, Tang M, Yang T, Zhao M, Deng D, Zhang C, Liu J, Yuan X, Yang Z, Chen L..  (2021)  Discovery, Optimization, and Evaluation of Quinazolinone Derivatives with Novel Linkers as Orally Efficacious Phosphoinositide-3-Kinase Delta Inhibitors for Treatment of Inflammatory Diseases.,  64  (13.0): [PMID:34138567] [10.1021/acs.jmedchem.1c00004]

Source

Source(1):

• Scientific Literature