3-(3-(difluoromethoxy)benzyl)-6-(1H-pyrazol-4-yl)quinazolin-4(3H)-one

ID: ALA4782250

PubChem CID: 155594130

Max Phase: Preclinical

Molecular Formula: C19H14F2N4O2

Molecular Weight: 368.34

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=c1c2cc(-c3cn[nH]c3)ccc2ncn1Cc1cccc(OC(F)F)c1

Standard InChI:  InChI=1S/C19H14F2N4O2/c20-19(21)27-15-3-1-2-12(6-15)10-25-11-22-17-5-4-13(7-16(17)18(25)26)14-8-23-24-9-14/h1-9,11,19H,10H2,(H,23,24)

Standard InChI Key:  KGYRSLZIPVXBPJ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 27 30  0  0  0  0  0  0  0  0999 V2000
   12.3538   -2.5115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3575   -3.3310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0679   -3.7358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0565   -2.0985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7675   -2.4995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7711   -3.3247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4836   -3.7319    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.1971   -3.3184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1934   -2.4932    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.4763   -2.0815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4715   -1.2643    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.8997   -2.0822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6088   -2.4883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6062   -3.3047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3145   -3.7108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0218   -3.2997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0163   -2.4783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3075   -2.0759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6456   -2.1033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5566   -1.2865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7569   -1.1171    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.3487   -1.8253    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.8961   -2.4322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7212   -2.0648    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.4317   -2.4684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1366   -2.0549    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   19.4374   -3.2856    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
 25 26  1  0
 25 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4782250

   ---

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: 368.34

Molecular Weight (Monoisotopic): 368.1085

AlogP: 3.44

#Rotatable Bonds: 5

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: 4.35

CX LogP: 3.39

CX LogD: 3.39

Aromatic Rings: 4

Heavy Atoms: 27

QED Weighted: 0.59

Np Likeness Score: -1.93

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