6-chloro-2-{(E)-2-[4-(methylsulfonyl)phenyl]ethenyl}quinazolin-4(3H)-one

ID: ALA4475638

PubChem CID: 155538116

Max Phase: Preclinical

Molecular Formula: C17H13ClN2O3S

Molecular Weight: 360.82

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CS(=O)(=O)c1ccc(/C=C/c2nc3ccc(Cl)cc3c(=O)[nH]2)cc1

Standard InChI:  InChI=1S/C17H13ClN2O3S/c1-24(22,23)13-6-2-11(3-7-13)4-9-16-19-15-8-5-12(18)10-14(15)17(21)20-16/h2-10H,1H3,(H,19,20,21)/b9-4+

Standard InChI Key:  JIDWVIWLWCTWPH-RUDMXATFSA-N

Molfile:  

 
     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
   10.1260  -18.2050    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5388  -18.9149    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   10.9472  -18.2025    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8340  -19.3292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8386  -20.1514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1297  -20.5677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4226  -20.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7132  -20.5723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9989  -20.1639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2896  -20.5809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5763  -20.1734    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8685  -20.5878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8693  -21.4109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5819  -21.8180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2943  -21.4072    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5836  -22.6352    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1575  -21.8240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4454  -21.4150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4474  -20.5940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1557  -20.1784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4130  -19.3396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1147  -18.9210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2494  -19.3201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7376  -21.8236    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  2  1  0
  5  4  2  0
  6  5  1  0
  7  6  2  0
  8  7  1  0
  9  8  2  0
 10  9  1  0
 11 10  2  0
 12 11  1  0
 13 12  1  0
 14 13  1  0
 14 15  1  0
 10 15  1  0
 14 16  2  0
 17 13  2  0
 18 17  1  0
 18 19  2  0
 20 19  1  0
 12 20  2  0
 21  7  1  0
 22 21  2  0
  4 22  1  0
  2 23  1  0
 18 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4475638

   ---

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: 360.82

Molecular Weight (Monoisotopic): 360.0335

AlogP: 3.15

#Rotatable Bonds: 3

Polar Surface Area: 79.89

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.92

CX Basic pKa: 4.46

CX LogP: 2.58

CX LogD: 2.58

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.78

Np Likeness Score: -1.26

References

1. Baska F, Sipos A, Őrfi Z, Nemes Z, Dobos J, Szántai-Kis C, Szabó E, Szénási G, Dézsi L, Hamar P, Cserepes MT, Tóvári J, Garamvölgyi R, Krekó M, Őrfi L..  (2019)  Discovery and development of extreme selective inhibitors of the ITD and D835Y mutant FLT3 kinases.,  184  [PMID:31614258] [10.1016/j.ejmech.2019.111710]

Source

Source(1):

• Scientific Literature