3-(4-fluoro-3-methoxybenzyl)-6-(1H-pyrazol-4-yl)quinazolin-4(3H)-one

ID: ALA4751285

PubChem CID: 155594059

Max Phase: Preclinical

Molecular Formula: C19H15FN4O2

Molecular Weight: 350.35

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc(Cn2cnc3ccc(-c4cn[nH]c4)cc3c2=O)ccc1F

Standard InChI:  InChI=1S/C19H15FN4O2/c1-26-18-6-12(2-4-16(18)20)10-24-11-21-17-5-3-13(7-15(17)19(24)25)14-8-22-23-9-14/h2-9,11H,10H2,1H3,(H,22,23)

Standard InChI Key:  JMXASZODIJZRQH-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 26 29  0  0  0  0  0  0  0  0999 V2000
    2.5599  -11.0796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5635  -11.8991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2740  -12.3039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2625  -10.6666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9735  -11.0677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9772  -11.8929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6897  -12.3000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4031  -11.8865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3995  -11.0613    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6824  -10.6496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6776   -9.8325    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1058  -10.6503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8149  -11.0564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8123  -11.8728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5206  -12.2789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2279  -11.8678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2224  -11.0464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5136  -10.6440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8517  -10.6714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7627   -9.8546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9630   -9.6852    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5548  -10.3934    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1022  -11.0003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9273  -10.6329    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6378  -11.0366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9375  -12.2730    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  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
  9 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 13  1  0
  1 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 23 19  1  0
 17 24  1  0
 24 25  1  0
 16 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4751285

   ---

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: 350.35

Molecular Weight (Monoisotopic): 350.1179

AlogP: 2.98

#Rotatable Bonds: 4

Polar Surface Area: 72.80

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.33

CX LogP: 2.61

CX LogD: 2.61

Aromatic Rings: 4

Heavy Atoms: 26

QED Weighted: 0.61

Np Likeness Score: -1.67

References

1. Xu G,Gaul MD,Liu Z,DesJarlais RL,Qi J,Wang W,Krosky D,Petrounia I,Milligan CM,Hermans A,Lu HR,Huang DZ,Xu JZ,Spurlino JC.  (2020)  Hit-to-lead optimization and discovery of a potent, and orally bioavailable G protein coupled receptor kinase 2 (GRK2) inhibitor.,  30  (23): [PMID:33038544] [10.1016/j.bmcl.2020.127602]

Source

Source(1):

• Scientific Literature