4-amino-7-(1H-indol-5-yl)quinazoline-6-carboxamide

ID: ALA5219275

PubChem CID: 168299663

Max Phase: Preclinical

Molecular Formula: C17H13N5O

Molecular Weight: 303.32

Names and Identifiers

Canonical SMILES:  NC(=O)c1cc2c(N)ncnc2cc1-c1ccc2[nH]ccc2c1

Standard InChI:  InChI=1S/C17H13N5O/c18-16-13-6-12(17(19)23)11(7-15(13)21-8-22-16)9-1-2-14-10(5-9)3-4-20-14/h1-8,20H,(H2,19,23)(H2,18,21,22)

Standard InChI Key:  ZNXAYEGOHFOKMR-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 26  0  0  0  0  0  0  0  0999 V2000
    0.2754    0.6195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9900    1.0318    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   -0.6193    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    0.6195    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 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6475   -1.6998    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1313   -1.0365    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:

   

   ALA5219275

   ---

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: 303.32

Molecular Weight (Monoisotopic): 303.1120

AlogP: 2.46

#Rotatable Bonds: 2

Polar Surface Area: 110.68

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.45

CX LogP: 1.79

CX LogD: 1.79

Aromatic Rings: 4

Heavy Atoms: 23

QED Weighted: 0.53

Np Likeness Score: -0.47

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