N'-(6-chloro-2-{(E)-2-[4-(propan-2-yl)phenyl]ethenyl}quinazolin-4-yl)-N,N-diethylethane-1,2-diamine

ID: ALA4476842

PubChem CID: 121453082

Max Phase: Preclinical

Molecular Formula: C25H31ClN4

Molecular Weight: 423.00

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCN(CC)CCNc1nc(/C=C/c2ccc(C(C)C)cc2)nc2ccc(Cl)cc12

Standard InChI:  InChI=1S/C25H31ClN4/c1-5-30(6-2)16-15-27-25-22-17-21(26)12-13-23(22)28-24(29-25)14-9-19-7-10-20(11-8-19)18(3)4/h7-14,17-18H,5-6,15-16H2,1-4H3,(H,27,28,29)/b14-9+

Standard InChI Key:  AOBLCPKZOSQGBX-NTEUORMPSA-N

Molfile:  

 
     RDKit          2D

 30 32  0  0  0  0  0  0  0  0999 V2000
   28.0011   -6.4245    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.9994   -5.6073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2909   -5.2002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2901   -4.3812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9938   -3.9709    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.7029   -4.3743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4081   -3.9614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1183   -4.3657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8235   -3.9528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5307   -4.3611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2354   -3.9489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2309   -3.1308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5157   -2.7268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8139   -3.1413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7077   -5.1964    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.5815   -3.9759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8764   -4.3848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8752   -5.2043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5833   -5.6133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1672   -5.6123    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   28.7096   -6.8316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4165   -6.4215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9355   -2.7170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6462   -3.1203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9295   -1.8998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1251   -6.8286    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.8319   -6.4186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5405   -6.8257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1267   -7.6458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8353   -8.0530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  3  1  0
  5  4  1  0
  6  5  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14  9  1  0
 15  6  1  0
  2 15  2  0
  4 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19  3  2  0
 18 20  1  0
  1 21  1  0
 21 22  1  0
 12 23  1  0
 23 24  1  0
 23 25  1  0
 22 26  1  0
 26 27  1  0
 27 28  1  0
 26 29  1  0
 29 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4476842

   ---

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: 423.00

Molecular Weight (Monoisotopic): 422.2237

AlogP: 6.33

#Rotatable Bonds: 9

Polar Surface Area: 41.05

Molecular Species: BASE

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 9.29

CX LogP: 7.22

CX LogD: 5.33

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.44

Np Likeness Score: -1.16

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