N-(4-fluorobenzyl)-3-((4-oxo-6-(1H-pyrazol-4-yl)quinazolin-3(4H)-yl)methyl)benzamide

ID: ALA4760734

PubChem CID: 155594084

Max Phase: Preclinical

Molecular Formula: C26H20FN5O2

Molecular Weight: 453.48

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(NCc1ccc(F)cc1)c1cccc(Cn2cnc3ccc(-c4cn[nH]c4)cc3c2=O)c1

Standard InChI:  InChI=1S/C26H20FN5O2/c27-22-7-4-17(5-8-22)12-28-25(33)20-3-1-2-18(10-20)15-32-16-29-24-9-6-19(11-23(24)26(32)34)21-13-30-31-14-21/h1-11,13-14,16H,12,15H2,(H,28,33)(H,30,31)

Standard InChI Key:  WCMFMVGWKLJPNE-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   16.2705  -16.6596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2742  -17.4791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9846  -17.8839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9732  -16.2466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6842  -16.6477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6879  -17.4729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4004  -17.8800    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   19.1101  -16.6413    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.3930  -16.2296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3883  -15.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.8164  -16.2303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5255  -16.6365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5230  -17.4529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2313  -17.8589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9385  -17.4478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9331  -16.6264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   14.6737  -15.2652    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.2654  -15.9734    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.8129  -16.5804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6379  -16.2129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6322  -15.3957    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.3484  -16.6166    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.0533  -16.2030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7638  -16.6067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7663  -17.4221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4760  -17.8257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1818  -17.4121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1735  -16.5907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4632  -16.1908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8929  -17.8148    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
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  9 12  1  0
 12 13  1  0
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 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  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
 31 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4760734

   ---

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: 453.48

Molecular Weight (Monoisotopic): 453.1601

AlogP: 3.90

#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: 4.30

CX LogP: 3.57

CX LogD: 3.57

Aromatic Rings: 5

Heavy Atoms: 34

QED Weighted: 0.41

Np Likeness Score: -1.80

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