2-chloro-N-(4-((3-(prop-2-yn-1-yloxy)phenyl)amino)quinazolin-6-yl)acetamide

ID: ALA5094230

PubChem CID: 146451123

Max Phase: Preclinical

Molecular Formula: C19H15ClN4O2

Molecular Weight: 366.81

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C#CCOc1cccc(Nc2ncnc3ccc(NC(=O)CCl)cc23)c1

Standard InChI:  InChI=1S/C19H15ClN4O2/c1-2-8-26-15-5-3-4-13(9-15)24-19-16-10-14(23-18(25)11-20)6-7-17(16)21-12-22-19/h1,3-7,9-10,12H,8,11H2,(H,23,25)(H,21,22,24)

Standard InChI Key:  GUSWAPQBWHGWLI-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
   -1.0687   -1.4428    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3541   -1.0305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3577   -1.4425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3577   -2.2676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3523   -2.6794    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0687   -2.2713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0704   -1.0316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7853   -1.4441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7872   -2.2651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0755   -2.6817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5000   -1.0315    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2146   -1.4441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9292   -1.0315    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2146   -2.2692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9292   -2.6819    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.3541   -0.2054    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0687    0.2071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7835   -0.2052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4956    0.2068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4956    1.0322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7853    1.4441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0687    1.0359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7853    2.2693    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4999    2.6819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2146    2.2693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9292    1.8566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  3  2  0
  5  4  1  0
  1  6  1  0
  6  5  2  0
  3  7  1  0
  8  7  2  0
  9  8  1  0
 10  9  2  0
  4 10  1  0
  8 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
  2 16  1  0
 16 17  1  0
 18 17  2  0
 19 18  1  0
 20 19  2  0
 21 20  1  0
 22 21  2  0
 17 22  1  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  3  0
M  END

Alternative Forms

1. Parent:

   

   ALA5094230

   ---

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: 366.81

Molecular Weight (Monoisotopic): 366.0884

AlogP: 3.56

#Rotatable Bonds: 6

Polar Surface Area: 76.14

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.29

CX Basic pKa: 3.98

CX LogP: 3.30

CX LogD: 3.30

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.51

Np Likeness Score: -1.96

References

1.  (2020)  Novel inhibitors of guanosine monophosphate synthetase as therapeutic agents, 

Source

Source(1):

• Patent Bioactivity Data