N-(4-(3-chloro-4-fluorophenylamino)-7-(2-ethoxyethoxy)quinazolin-6-yl)ethenesulfonamide

ID: ALA4556389

PubChem CID: 129240007

Max Phase: Preclinical

Molecular Formula: C20H20ClFN4O4S

Molecular Weight: 466.92

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=CS(=O)(=O)Nc1cc2c(Nc3ccc(F)c(Cl)c3)ncnc2cc1OCCOCC

Standard InChI:  InChI=1S/C20H20ClFN4O4S/c1-3-29-7-8-30-19-11-17-14(10-18(19)26-31(27,28)4-2)20(24-12-23-17)25-13-5-6-16(22)15(21)9-13/h4-6,9-12,26H,2-3,7-8H2,1H3,(H,23,24,25)

Standard InChI Key:  NVUJXWFGVYLCPH-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 31 33  0  0  0  0  0  0  0  0999 V2000
   20.3431  -10.2974    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.9386   -9.5917    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   19.5297  -10.2948    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.3570   -9.5916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3558  -10.4112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0639  -10.8201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0621   -9.1828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7707   -9.5880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7715  -10.4071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4800  -10.8141    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.1883  -10.4033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1835   -9.5812    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.4744   -9.1778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4701   -8.3606    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.6492   -9.1832    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.2338   -9.1836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5262   -9.5923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6478  -10.8192    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.6472  -11.6364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9391  -12.0444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9385  -12.8616    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.2305  -13.2697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2298  -14.0869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1756   -7.9483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8809   -8.3565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5860   -7.9448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5821   -7.1268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8672   -6.7221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1651   -7.1361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2871   -6.7135    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   26.2956   -8.3500    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  5  2  0
  5  6  1  0
  6  9  2  0
  8  7  2  0
  7  4  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13  8  1  0
 13 14  1  0
  4 15  1  0
 15  2  1  0
  2 16  1  0
 16 17  2  0
  5 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 14 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 24  1  0
 27 30  1  0
 26 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4556389

   ---

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: 466.92

Molecular Weight (Monoisotopic): 466.0878

AlogP: 4.47

#Rotatable Bonds: 10

Polar Surface Area: 102.44

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.77

CX Basic pKa: 4.76

CX LogP: 3.46

CX LogD: 3.33

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.42

Np Likeness Score: -1.78

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