N-(2,6-difluorobenzyl)-4-((4-oxo-6-(1H-pyrazol-4-yl)quinazolin-3(4H)-yl)methyl)benzamide

ID: ALA4790114

PubChem CID: 155594116

Max Phase: Preclinical

Molecular Formula: C26H19F2N5O2

Molecular Weight: 471.47

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(NCc1c(F)cccc1F)c1ccc(Cn2cnc3ccc(-c4cn[nH]c4)cc3c2=O)cc1

Standard InChI:  InChI=1S/C26H19F2N5O2/c27-22-2-1-3-23(28)21(22)13-29-25(34)17-6-4-16(5-7-17)14-33-15-30-24-9-8-18(10-20(24)26(33)35)19-11-31-32-12-19/h1-12,15H,13-14H2,(H,29,34)(H,31,32)

Standard InChI Key:  RZEDZRWBMRVNNP-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    2.3246  -21.4266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3283  -22.2461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0387  -22.6509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0273  -21.0136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7383  -21.4146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7420  -22.2398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4545  -22.6470    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1679  -22.2335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1642  -21.4083    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4471  -20.9966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4423  -20.1794    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8705  -20.9972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5796  -21.4034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5771  -22.2198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2853  -22.6259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9926  -22.2148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.5274  -20.2016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7278  -20.0321    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3195  -20.7403    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8670  -21.3473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7023  -22.6200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7062  -23.4372    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4080  -22.2080    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.1177  -22.6132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8234  -22.2013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5309  -22.6105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2362  -22.1993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2327  -21.3812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5181  -20.9762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8158  -21.3898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1044  -20.9876    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   11.5324  -23.4277    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
 16 24  1  0
 24 25  2  0
 24 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 33 28  1  0
 33 34  1  0
 29 35  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4790114

   ---

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: 471.47

Molecular Weight (Monoisotopic): 471.1507

AlogP: 4.04

#Rotatable Bonds: 6

Polar Surface Area: 92.67

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.34

CX LogP: 3.71

CX LogD: 3.71

Aromatic Rings: 5

Heavy Atoms: 35

QED Weighted: 0.39

Np Likeness Score: -1.63

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