N-(4-((3-Chloro-4-(3-fluorophenoxy)phenyl)amino)quinazolin-6-yl)-2-(dimethylamino)acetamide

ID: ALA4781812

PubChem CID: 162663928

Max Phase: Preclinical

Molecular Formula: C24H21ClFN5O2

Molecular Weight: 465.92

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN(C)CC(=O)Nc1ccc2ncnc(Nc3ccc(Oc4cccc(F)c4)c(Cl)c3)c2c1

Standard InChI:  InChI=1S/C24H21ClFN5O2/c1-31(2)13-23(32)29-16-6-8-21-19(11-16)24(28-14-27-21)30-17-7-9-22(20(25)12-17)33-18-5-3-4-15(26)10-18/h3-12,14H,13H2,1-2H3,(H,29,32)(H,27,28,30)

Standard InChI Key:  YBLSPUQBCOIUTG-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 33 36  0  0  0  0  0  0  0  0999 V2000
   10.1209  -11.1291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4169  -10.7119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1151  -11.9463    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.8309  -10.7251    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.7069  -11.1159    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.9988  -10.7028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6970  -11.9331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6512  -12.3816    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.3611  -11.9776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3670  -11.1604    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.6629  -10.7473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9530  -11.1514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2490  -10.7341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5349  -11.1382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5290  -11.9553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2331  -12.3684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9430  -11.9685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6688   -9.9302    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.3787   -9.5261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0828   -9.9392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7968   -9.5393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8027   -8.7221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0987   -8.3049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3846   -8.7090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5126   -8.3181    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.5185   -7.5009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2326   -7.0969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2384   -6.2797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5344   -5.8666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8203   -6.2707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8144   -7.0878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9483   -5.8798    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   16.5009   -9.9524    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  3  2  0
  1  4  1  0
  5  6  1  0
  5  7  1  0
  2  5  1  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 15  1  0
 15 16  2  0
 16 17  1  0
  8 17  2  0
 12 17  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 19 24  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 26 31  2  0
 25 26  1  0
 28 32  1  0
 22 25  1  0
 21 33  1  0
 18 19  1  0
 11 18  1  0
  4 14  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4781812

   ---

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: 465.92

Molecular Weight (Monoisotopic): 465.1368

AlogP: 5.46

#Rotatable Bonds: 7

Polar Surface Area: 79.38

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.31

CX Basic pKa: 7.14

CX LogP: 4.84

CX LogD: 4.64

Aromatic Rings: 4

Heavy Atoms: 33

QED Weighted: 0.38

Np Likeness Score: -1.86

References

1. Elwaie TA,Abbas SE,Aly EI,George RF,Ali H,Kraiouchkine N,Abdelwahed KS,Fandy TE,El Sayed KA,Abd Elmageed ZY,Ali HI.  (2020)  HER2 Kinase-Targeted Breast Cancer Therapy: Design, Synthesis, and In Vitro and In Vivo Evaluation of Novel Lapatinib Congeners as Selective and Potent HER2 Inhibitors with Favorable Metabolic Stability.,  63  (24.0): [PMID:33314925] [10.1021/acs.jmedchem.0c01647]

Source

Source(1):

• Scientific Literature