(S)-2-(1-(9H-purin-6-yl)pyrrolidin-2-yl)-3-cyclobutyl-5-fluoroquinazolin-4(3H)-one

ID: ALA4526482

PubChem CID: 155544223

Max Phase: Preclinical

Molecular Formula: C21H20FN7O

Molecular Weight: 405.44

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=c1c2c(F)cccc2nc([C@@H]2CCCN2c2ncnc3[nH]cnc23)n1C1CCC1

Standard InChI:  InChI=1S/C21H20FN7O/c22-13-6-2-7-14-16(13)21(30)29(12-4-1-5-12)19(27-14)15-8-3-9-28(15)20-17-18(24-10-23-17)25-11-26-20/h2,6-7,10-12,15H,1,3-5,8-9H2,(H,23,24,25,26)/t15-/m0/s1

Standard InChI Key:  ISLWSZCNCHXUKN-HNNXBMFYSA-N

Molfile:  

 
     RDKit          2D

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   20.2038   -8.1932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   19.4487   -7.0994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8925   -5.8689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8914   -6.6925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6036   -7.1015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6018   -5.4559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   18.7397   -6.6921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7409   -5.8673    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.0260   -5.4496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0260   -4.6282    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.7170   -8.3246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0102   -7.9021    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.2952   -8.3068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2866   -9.1284    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.7109   -9.1409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1687  -10.3403    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.9782  -10.4283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3106   -9.6854    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.9947   -9.5339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5993   -4.6346    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   19.4488   -5.4585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2418   -5.6719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4593   -4.8789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6664   -4.6655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 30 27  1  0
 14 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4526482

   ---

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: 405.44

Molecular Weight (Monoisotopic): 405.1713

AlogP: 3.27

#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: 3.94

CX LogP: 2.77

CX LogD: 2.77

Aromatic Rings: 4

Heavy Atoms: 30

QED Weighted: 0.56

Np Likeness Score: -0.98

References

1. Ma X, Fang F, Tao Q, Shen L, Zhong G, Qiao T, Lv X, Li J..  (2019)  Conformationally restricted quinazolone derivatives as PI3Kδ-selective inhibitors: the design, synthesis and biological evaluation.,  10  (3): [PMID:30996859] [10.1039/C8MD00556G]

Source

Source(1):

• Scientific Literature