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

ID: ALA4440781

PubChem CID: 155514587

Max Phase: Preclinical

Molecular Formula: C21H22FN7O

Molecular Weight: 407.45

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCCn1c([C@@H]2CCCN2c2ncnc3[nH]cnc23)nc2cccc(F)c2c1=O

Standard InChI:  InChI=1S/C21H22FN7O/c1-2-3-9-29-19(27-14-7-4-6-13(22)16(14)21(29)30)15-8-5-10-28(15)20-17-18(24-11-23-17)25-12-26-20/h4,6-7,11-12,15H,2-3,5,8-10H2,1H3,(H,23,24,25,26)/t15-/m0/s1

Standard InChI Key:  UCKUXSKUOVGKMJ-HNNXBMFYSA-N

Molfile:  

 
     RDKit          2D

 30 34  0  0  0  0  0  0  0  0999 V2000
   43.0278   -7.6304    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   43.8033   -7.9043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.3040   -7.2510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.8333   -6.5729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.0482   -6.8105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.4920   -5.5800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.4909   -6.4036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.2031   -6.8126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.2013   -5.1670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.9140   -5.5764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.9129   -6.4011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.6232   -6.8102    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   42.3392   -6.4031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.3403   -5.5784    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.6255   -5.1607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.6255   -4.3393    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   42.3165   -8.0357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.6097   -7.6132    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.8947   -8.0179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.8861   -8.8395    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   42.3104   -8.8520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.7681  -10.0514    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   42.5777  -10.1394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.9101   -9.3965    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.5942   -9.2450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.1988   -4.3457    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   43.0483   -5.1695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.7561   -5.5781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.4637   -5.1694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.1715   -5.5780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  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
 10 15  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 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  1  0
 29 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4440781

   ---

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: 407.45

Molecular Weight (Monoisotopic): 407.1870

AlogP: 3.34

#Rotatable Bonds: 5

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: 3.97

CX LogP: 3.19

CX LogD: 3.19

Aromatic Rings: 4

Heavy Atoms: 30

QED Weighted: 0.55

Np Likeness Score: -1.10

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