(S)-3-benzyl-5-fluoro-2-(1-(2-fluoro-9H-purin-6-yl)pyrrolidin-2-yl)quinazolin-4(3H)-one

ID: ALA4542850

PubChem CID: 155552028

Max Phase: Preclinical

Molecular Formula: C24H19F2N7O

Molecular Weight: 459.46

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=c1c2c(F)cccc2nc([C@@H]2CCCN2c2nc(F)nc3[nH]cnc23)n1Cc1ccccc1

Standard InChI:  InChI=1S/C24H19F2N7O/c25-15-8-4-9-16-18(15)23(34)33(12-14-6-2-1-3-7-14)21(29-16)17-10-5-11-32(17)22-19-20(28-13-27-19)30-24(26)31-22/h1-4,6-9,13,17H,5,10-12H2,(H,27,28,30,31)/t17-/m0/s1

Standard InChI Key:  MFPXQSMMOZMYJR-KRWDZBQOSA-N

Molfile:  

 
     RDKit          2D

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    6.9472  -18.8869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4478  -18.2336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9771  -17.5555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1920  -17.7931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6359  -16.5625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.3451  -16.1495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0579  -16.5589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0567  -17.3837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7670  -17.7928    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4830  -17.3857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4842  -16.5609    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7693  -16.1432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7694  -15.3219    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    5.4542  -19.8345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9120  -21.0339    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7215  -21.1219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0540  -20.3791    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7381  -20.2275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3427  -15.3282    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    6.1922  -16.1521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1921  -15.3349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9008  -14.9303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9010  -14.1139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1928  -13.7045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4827  -14.1176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4860  -14.9327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3348  -18.5851    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
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  5  1  1  0
  6  7  2  0
  7  8  1  0
  8 11  2  0
 10  9  2  0
  9  6  1  0
 10 11  1  0
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 11 12  1  0
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 15 16  2  0
  5 13  1  6
  1 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 21 17  1  0
 21 25  2  0
 25 22  1  0
 22 23  1  0
 23 24  2  0
 24 21  1  0
 20 25  1  0
  9 26  1  0
 14 27  1  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 33 28  1  0
 19 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4542850

   ---

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: 459.46

Molecular Weight (Monoisotopic): 459.1619

AlogP: 3.73

#Rotatable Bonds: 4

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: 9.35

CX Basic pKa: 3.79

CX LogP: 4.21

CX LogD: 4.21

Aromatic Rings: 5

Heavy Atoms: 34

QED Weighted: 0.41

Np Likeness Score: -0.86

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