(E)-4-(2-(4-Oxo-3,4-dihydroquinazolin-2-yl)vinyl)benzonitrile

ID: ALA5279550

Max Phase: Preclinical

Molecular Formula: C17H11N3O

Molecular Weight: 273.30

Names and Identifiers

Canonical SMILES:  N#Cc1ccc(/C=C/c2nc3ccccc3c(=O)[nH]2)cc1

Standard InChI:  InChI=1S/C17H11N3O/c18-11-13-7-5-12(6-8-13)9-10-16-19-15-4-2-1-3-14(15)17(21)20-16/h1-10H,(H,19,20,21)/b10-9+

Standard InChI Key:  PUDZZLFPSPRZLF-MDZDMXLPSA-N

Molfile:  

 
     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
    1.2824   -2.2271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0035   -1.8262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5751   -1.8073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5833   -0.9782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3044   -0.5689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0117   -0.9972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1267   -0.5584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1184    0.2664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8283    0.6861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5520    0.2772    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2606    0.7023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2523    1.5317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5333    1.9362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8201    1.5156    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5251    2.7610    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9652    1.9494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6852    1.5460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6935    0.7165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9817    0.2905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7181   -2.2389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6761   -2.7922    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  3  1  1  0
  4  3  2  0
  4  5  1  0
  2  6  1  0
  6  5  2  0
  4  7  1  0
  7  8  2  0
  8  9  1  0
 10  9  2  0
 11 10  1  0
 12 11  2  0
 12 13  1  0
  9 14  1  0
 14 13  1  0
 13 15  2  0
 12 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 11 19  1  0
  2 20  1  0
 20 21  3  0
M  END

Alternative Forms

1. Parent:

   

   ALA5279550

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 273.30

Molecular Weight (Monoisotopic): 273.0902

AlogP: 2.97

#Rotatable Bonds: 2

Polar Surface Area: 69.54

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: 4.78

CX LogP: 2.99

CX LogD: 2.99

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.78

Np Likeness Score: -1.02

References

1. Parshuram Satpute D, Shirwadkar U, Kumar Tharalla A, Dattatray Shinde S, Nikhil Vaidya G, Joshi S, Patel Vatsa P, Jain A, Singh AA, Garg R, Mandoli A, Kumar D..  (2023)  Discovery of fluorinated 2‑Styryl 4(3H)-quinazolinone as potential therapeutic hit for oral cancer.,  81  [PMID:36796126] [10.1016/j.bmc.2023.117193]

Source

Source(1):

• Scientific Literature