N-(3-chlorophenyl)-2-[4-(4-oxo-3,4-dihydroquinazolin-2-yl)phenoxy]acetamide

ID: ALA4578017

PubChem CID: 155564817

Max Phase: Preclinical

Molecular Formula: C22H16ClN3O3

Molecular Weight: 405.84

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(COc1ccc(-c2nc3ccccc3c(=O)[nH]2)cc1)Nc1cccc(Cl)c1

Standard InChI:  InChI=1S/C22H16ClN3O3/c23-15-4-3-5-16(12-15)24-20(27)13-29-17-10-8-14(9-11-17)21-25-19-7-2-1-6-18(19)22(28)26-21/h1-12H,13H2,(H,24,27)(H,25,26,28)

Standard InChI Key:  MDHSFSUMZBWHRU-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   25.0055  -19.4186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0043  -20.2381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7124  -20.6471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7106  -19.0097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4192  -19.4150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4180  -20.2402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1281  -20.6515    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.8439  -20.2422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8451  -19.4170    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.1305  -19.0011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5466  -20.6526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5430  -21.4709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2487  -21.8814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9585  -21.4748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9582  -20.6533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2519  -20.2465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1305  -18.1839    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.6656  -21.8844    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.3740  -21.4769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0811  -21.8865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7894  -21.4790    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.0798  -22.7037    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.4965  -21.8886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4926  -22.7049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1989  -23.1145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9082  -22.7069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9068  -21.8855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1999  -21.4796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6136  -21.4755    0.0000 Cl  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
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 11  1  0
  8 11  1  0
 10 17  2  0
 14 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  2  0
 21 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 23  1  0
 27 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4578017

   ---

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: 405.84

Molecular Weight (Monoisotopic): 405.0880

AlogP: 4.26

#Rotatable Bonds: 5

Polar Surface Area: 84.08

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.98

CX Basic pKa: 4.65

CX LogP: 3.99

CX LogD: 3.90

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.52

Np Likeness Score: -1.68

References

1. Sonawane V, Mohd Siddique MU, Jadav SS, Sinha BN, Jayaprakash V, Chaudhuri B..  (2019)  Cink4T, a quinazolinone-based dual inhibitor of Cdk4 and tubulin polymerization, identified via ligand-based virtual screening, for efficient anticancer therapy.,  165  [PMID:30665142] [10.1016/j.ejmech.2019.01.011]

Source

Source(1):

• Scientific Literature