(R)-2-(2-fluorophenyl)-3-phenyl-2,3-dihydroquinazolin-4(1H)-one

ID: ALA4092437

PubChem CID: 712064

Max Phase: Preclinical

Molecular Formula: C20H15FN2O

Molecular Weight: 318.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1c2ccccc2N[C@@H](c2ccccc2F)N1c1ccccc1

Standard InChI:  InChI=1S/C20H15FN2O/c21-17-12-6-4-10-15(17)19-22-18-13-7-5-11-16(18)20(24)23(19)14-8-2-1-3-9-14/h1-13,19,22H/t19-/m1/s1

Standard InChI Key:  UMMDFHVNOCVOCD-LJQANCHMSA-N

Molfile:  

     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
    7.7371   -3.4338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7360   -4.2534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4440   -4.6623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4422   -3.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1509   -3.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1497   -4.2554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8598   -4.6667    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.5756   -4.2575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5768   -3.4323    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.8622   -3.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8622   -2.1992    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.2855   -3.0254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9908   -3.4400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6990   -3.0338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7015   -2.2158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9898   -1.8056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2845   -2.2141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2822   -4.6680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2747   -5.4861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9804   -5.8966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6902   -5.4900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6899   -4.6686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9836   -4.2618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5644   -5.8903    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  5 10  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
  9 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 12  1  0
  8 18  1  6
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
 19 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4092437

   (2R)-2-(2-fluorophenyl)-3-phenyl-1,2-dihydroquinazolin-4-one

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 318.35

Molecular Weight (Monoisotopic): 318.1168

AlogP: 4.60

#Rotatable Bonds: 2

Polar Surface Area: 32.34

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.87

CX Basic pKa: ┄

CX LogP: 5.07

CX LogD: 5.07

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.75

Np Likeness Score: -1.03

References

1. Jiang Y, Zhuang C, Chen L, Lu J, Dong G, Miao Z, Zhang W, Li J, Sheng C..  (2017)  Structural Biology-Inspired Discovery of Novel KRAS-PDEδ Inhibitors.,  60  (22): [PMID:28929751] [10.1021/acs.jmedchem.7b01243]

Source

Source(1):

• Scientific Literature