N'-{6-chloro-2-[(E)-2-(4-fluorophenyl)ethenyl]quinazolin-4-yl}-N,N-dimethylpropane-1,3-diamine

ID: ALA4537528

PubChem CID: 90647152

Max Phase: Preclinical

Molecular Formula: C21H22ClFN4

Molecular Weight: 384.89

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN(C)CCCNc1nc(/C=C/c2ccc(F)cc2)nc2ccc(Cl)cc12

Standard InChI:  InChI=1S/C21H22ClFN4/c1-27(2)13-3-12-24-21-18-14-16(22)7-10-19(18)25-20(26-21)11-6-15-4-8-17(23)9-5-15/h4-11,14H,3,12-13H2,1-2H3,(H,24,25,26)/b11-6+

Standard InChI Key:  TXEPPTZQOZBMOB-IZZDOVSWSA-N

Molfile:  

 
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    3.1271  -23.9675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8352  -24.3765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5428  -23.9634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5420  -23.1444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8334  -22.7392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2457  -22.7342    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    6.6600  -22.7246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3702  -23.1289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0754  -22.7160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7805  -23.1235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4853  -22.7113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    8.0638  -21.9037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2530  -25.1877    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9616  -25.5948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9632  -26.4120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4191  -24.3756    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    6.6718  -26.8191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6735  -27.6363    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.3820  -28.0434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9666  -28.0464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1854  -21.4794    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  5  4  1  0
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  2 22  1  0
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 24 26  1  0
 16 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4537528

   N''-{6-chloro-2-[(E)-2-(4-fluorophenyl)vinyl]quinazolin-4-yl}-N,N-dimethylpropane-1,3-diamine

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: 384.89

Molecular Weight (Monoisotopic): 384.1517

AlogP: 4.96

#Rotatable Bonds: 7

Polar Surface Area: 41.05

Molecular Species: BASE

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.40

CX LogP: 5.51

CX LogD: 3.52

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.58

Np Likeness Score: -1.35

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