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

ID: ALA4783892

PubChem CID: 155594098

Max Phase: Preclinical

Molecular Formula: C19H15FN4O2

Molecular Weight: 350.35

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(Cn2cnc3ccc(-c4cn[nH]c4)cc3c2=O)cc1F

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

Standard InChI Key:  XPVZTNRWSKNLLQ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 26 29  0  0  0  0  0  0  0  0999 V2000
   12.4528  -11.0177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4565  -11.8372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1669  -12.2420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1555  -10.6047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8665  -11.0058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8702  -11.8309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5827  -12.2381    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.2961  -11.8246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2924  -10.9994    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.5753  -10.5877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5706   -9.7705    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.9987  -10.5884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7078  -10.9945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7053  -11.8109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4136  -12.2170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1208  -11.8059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1154  -10.9845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4065  -10.5821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7447  -10.6095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6556   -9.7927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8560   -9.6233    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.4478  -10.3315    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.9952  -10.9384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8202  -10.5710    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   18.8270  -12.2096    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.5327  -11.7977    0.0000 C   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
 25 26  1  0
 16 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4783892

   ---

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: 4.31

CX LogP: 2.61

CX LogD: 2.61

Aromatic Rings: 4

Heavy Atoms: 26

QED Weighted: 0.61

Np Likeness Score: -1.74

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