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

ID: ALA4532200

PubChem CID: 155546330

Max Phase: Preclinical

Molecular Formula: C23H24FN7O

Molecular Weight: 433.49

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=c1c2c(F)cccc2nc([C@@H]2CCCN2c2ncnc3[nH]cnc23)n1C1CCCCC1

Standard InChI:  InChI=1S/C23H24FN7O/c24-15-8-4-9-16-18(15)23(32)31(14-6-2-1-3-7-14)21(29-16)17-10-5-11-30(17)22-19-20(26-12-25-19)27-13-28-22/h4,8-9,12-14,17H,1-3,5-7,10-11H2,(H,25,26,27,28)/t17-/m0/s1

Standard InChI Key:  NWBAYSZRNWNCJO-KRWDZBQOSA-N

Molfile:  

 
     RDKit          2D

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   35.3305   -7.6882    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.1060   -7.9621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6067   -7.3088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.1360   -6.6307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   31.7948   -5.6378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7936   -6.4614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5058   -6.8704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5040   -5.2248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2167   -5.6342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2156   -6.4589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9259   -6.8680    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.6419   -6.4609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6431   -5.6362    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.9282   -5.2184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9282   -4.3971    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.6192   -8.0935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9124   -7.6710    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.1974   -8.0757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1888   -8.8973    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.6131   -8.9097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0709  -10.1091    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.8804  -10.1972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2128   -9.4543    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.8969   -9.3028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5016   -4.4035    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   35.3510   -5.2273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0600   -5.6405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.7658   -5.2352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.7700   -4.4173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0621   -4.0064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3501   -4.4134    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
 27 32  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4532200

   ---

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: 433.49

Molecular Weight (Monoisotopic): 433.2026

AlogP: 4.05

#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: 3.83

CX LogP: 3.66

CX LogD: 3.66

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.52

Np Likeness Score: -0.95

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