4-amino-7-(1H-benzo[d]imidazol-5-yl)quinazoline-6-carboxamide

ID: ALA5218945

PubChem CID: 168299253

Max Phase: Preclinical

Molecular Formula: C16H12N6O

Molecular Weight: 304.31

Names and Identifiers

Canonical SMILES:  NC(=O)c1cc2c(N)ncnc2cc1-c1ccc2[nH]cnc2c1

Standard InChI:  InChI=1S/C16H12N6O/c17-15-11-4-10(16(18)23)9(5-13(11)20-7-22-15)8-1-2-12-14(3-8)21-6-19-12/h1-7H,(H2,18,23)(H,19,21)(H2,17,20,22)

Standard InChI Key:  WATBHWIEDLGEPQ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 26  0  0  0  0  0  0  0  0999 V2000
    0.2754    0.6196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9900    1.0319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7019    0.6200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7019   -0.2051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9918   -0.6169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2754   -0.2088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4146    1.0309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1313    0.6184    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1313   -0.2026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4197   -0.6192    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4391    1.0322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1538    0.6196    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4391    1.8573    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4146    1.8560    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4391   -0.6214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4391   -1.4467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1523   -1.8573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8687   -1.4446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8687   -0.6235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1569   -0.2070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6500   -0.3713    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6474   -1.6998    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1313   -1.0364    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
  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
 18 22  1  0
 22 23  1  0
 23 21  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA5218945

   ---

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: 304.31

Molecular Weight (Monoisotopic): 304.1073

AlogP: 1.85

#Rotatable Bonds: 2

Polar Surface Area: 123.57

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.07

CX Basic pKa: 5.70

CX LogP: 0.97

CX LogD: 0.97

Aromatic Rings: 4

Heavy Atoms: 23

QED Weighted: 0.52

Np Likeness Score: -0.72

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