2-[(E)-2-(4-butoxyphenyl)ethenyl]quinazolin-4(3H)-one

ID: ALA4559299

PubChem CID: 135681140

Max Phase: Preclinical

Molecular Formula: C20H20N2O2

Molecular Weight: 320.39

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCCOc1ccc(/C=C/c2nc3ccccc3c(=O)[nH]2)cc1

Standard InChI:  InChI=1S/C20H20N2O2/c1-2-3-14-24-16-11-8-15(9-12-16)10-13-19-21-18-7-5-4-6-17(18)20(23)22-19/h4-13H,2-3,14H2,1H3,(H,21,22,23)/b13-10+

Standard InChI Key:  BDDZIRMHQLTYKG-JLHYYAGUSA-N

Molfile:  

 
     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
   21.7986   -1.8366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7975   -2.6561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2123   -1.8330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5037   -1.4277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2152   -2.6556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5060   -3.0600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5015   -3.8718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2046   -4.2855    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.9139   -3.8812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9200   -3.0632    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.7911   -4.2756    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.6189   -4.2943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3292   -3.8903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0343   -4.3034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0265   -5.1188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7308   -5.5319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4421   -5.1278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4447   -4.3064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7399   -3.8970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1477   -5.5400    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.8575   -5.1350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5631   -5.5473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2729   -5.1423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9785   -5.5545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  6  1  0
  5  3  1  0
  3  4  2  0
  4  1  1  0
  5  6  2  0
  5 10  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  7 11  2  0
  9 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 14  1  0
 17 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4559299

   ---

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: 320.39

Molecular Weight (Monoisotopic): 320.1525

AlogP: 4.27

#Rotatable Bonds: 6

Polar Surface Area: 54.98

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.96

CX Basic pKa: 4.83

CX LogP: 4.30

CX LogD: 4.30

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.69

Np Likeness Score: -0.67

References

1. Mularski J, Malarz K, Pacholczyk M, Musiol R..  (2019)  The p53 stabilizing agent CP-31398 and multi-kinase inhibitors. Designing, synthesizing and screening of styrylquinazoline series.,  163  [PMID:30562697] [10.1016/j.ejmech.2018.12.012]

Source

Source(1):

• Scientific Literature