7-(3-acetamidophenyl)-4-aminoquinazoline-6-carboxamide

ID: ALA5218631

PubChem CID: 168298787

Max Phase: Preclinical

Molecular Formula: C17H15N5O2

Molecular Weight: 321.34

Names and Identifiers

Canonical SMILES:  CC(=O)Nc1cccc(-c2cc3ncnc(N)c3cc2C(N)=O)c1

Standard InChI:  InChI=1S/C17H15N5O2/c1-9(23)22-11-4-2-3-10(5-11)12-7-15-14(6-13(12)17(19)24)16(18)21-8-20-15/h2-8H,1H3,(H2,19,24)(H,22,23)(H2,18,20,21)

Standard InChI Key:  APSBNHLAVUNUOP-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
    0.7160    0.6196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4306    1.0319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1425    0.6199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1425   -0.2051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4324   -0.6169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7160   -0.2088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8552    1.0308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5719    0.6183    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5719   -0.2026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8603   -0.6192    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0014    1.0322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7132    0.6196    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0014    1.8574    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8552    1.8560    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0014   -0.6214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0014   -1.4467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7116   -1.8574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4280   -1.4447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4280   -0.6236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7162   -0.2071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1427   -0.2109    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8573   -0.6236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5719   -0.2109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8573   -1.4487    0.0000 O   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
  1 11  1  0
 11 12  1  0
 11 13  2  0
  7 14  1  0
 15  6  1  0
 16 15  2  0
 17 16  1  0
 18 17  2  0
 19 18  1  0
 15 20  1  0
 20 19  2  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA5218631

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 321.34

Molecular Weight (Monoisotopic): 321.1226

AlogP: 1.94

#Rotatable Bonds: 3

Polar Surface Area: 123.99

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.45

CX LogP: 0.93

CX LogD: 0.93

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.68

Np Likeness Score: -0.99

References

1. Misehe M, Klima M, Matoušová M, Chalupská D, Dejmek M, Šála M, Mertlíková-Kaiserová H, Boura E, Nencka R..  (2022)  Structure-based design and modular synthesis of novel PI4K class II inhibitors bearing a 4-aminoquinazoline scaffold.,  76  [PMID:36184029] [10.1016/j.bmcl.2022.129010]

Source

Source(1):

• Scientific Literature