(Z)-N-(4-(3-chloro-4-fluorophenylamino)-7-(2-ethoxyethoxy)quinazolin-6-yl)-3-cyanoacryl amide

ID: ALA4557964

PubChem CID: 118900290

Max Phase: Preclinical

Molecular Formula: C22H19ClFN5O3

Molecular Weight: 455.88

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCOCCOc1cc2ncnc(Nc3ccc(F)c(Cl)c3)c2cc1NC(=O)/C=C\C#N

Standard InChI:  InChI=1S/C22H19ClFN5O3/c1-2-31-8-9-32-20-12-18-15(11-19(20)29-21(30)4-3-7-25)22(27-13-26-18)28-14-5-6-17(24)16(23)10-14/h3-6,10-13H,2,8-9H2,1H3,(H,29,30)(H,26,27,28)/b4-3-

Standard InChI Key:  VDVNKXCZSSGTFC-ARJAWSKDSA-N

Molfile:  

 
     RDKit          2D

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    6.5391  -20.3743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.9547  -20.3702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6633  -20.7773    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.3715  -20.3664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3668  -19.5443    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.6577  -19.1409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6534  -18.3238    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8324  -19.1463    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1248  -19.5551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4170  -19.1467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1250  -20.3723    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7094  -19.5554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8311  -20.7823    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    5.1217  -22.8248    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4137  -23.2328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4131  -24.0500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3589  -17.9114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0642  -18.3196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7692  -17.9080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7653  -17.0899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0505  -16.6853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3484  -17.0993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4703  -16.6766    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   11.4789  -18.3132    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.7096  -20.3726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7105  -21.1907    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
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  9 10  2  0
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  1 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 14 16  2  0
  2 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 11 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
 26 29  1  0
 25 30  1  0
 16 31  1  0
 31 32  3  0
M  END

Alternative Forms

1. Parent:

   

   ALA4557964

   ---

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: 455.88

Molecular Weight (Monoisotopic): 455.1160

AlogP: 4.60

#Rotatable Bonds: 9

Polar Surface Area: 109.16

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.36

CX Basic pKa: 4.47

CX LogP: 4.00

CX LogD: 4.00

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.28

Np Likeness Score: -1.61

References

1. Das D, Xie L, Wang J, Xu X, Zhang Z, Shi J, Le X, Hong J..  (2019)  Discovery of new quinazoline derivatives as irreversible dual EGFR/HER2 inhibitors and their anticancer activities - Part 1.,  29  (4): [PMID:30600209] [10.1016/j.bmcl.2018.12.056]

Source

Source(1):

• Scientific Literature