4-phenyl-6-(quinoline-3-yl)quinazoline

ID: ALA4521863

PubChem CID: 155542800

Max Phase: Preclinical

Molecular Formula: C23H15N3

Molecular Weight: 333.39

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  c1ccc(-c2ncnc3ccc(-c4cnc5ccccc5c4)cc23)cc1

Standard InChI:  InChI=1S/C23H15N3/c1-2-6-16(7-3-1)23-20-13-17(10-11-22(20)25-15-26-23)19-12-18-8-4-5-9-21(18)24-14-19/h1-15H

Standard InChI Key:  TUVDBYMABYAKCP-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 26 30  0  0  0  0  0  0  0  0999 V2000
    5.1984  -16.3779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1972  -17.2045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9114  -17.6171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9096  -15.9654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6244  -16.3743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6252  -17.2004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3399  -17.6110    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.0543  -17.1966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4865  -15.9660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4876  -15.1406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7745  -14.7288    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7763  -16.3779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0626  -15.9697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0580  -15.1426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3406  -14.7349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6273  -15.1530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6359  -15.9833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3539  -16.3873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3342  -15.9604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0502  -16.3706    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.3292  -15.1387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0431  -14.7245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0403  -13.9010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3244  -13.4907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6098  -13.9100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6160  -14.7321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8 20  1  0
 19  5  1  0
  9 10  2  0
 10 11  1  0
 11 14  2  0
 13 12  2  0
 12  9  1  0
  1  9  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 13  1  0
 19 20  2  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 21  1  0
 19 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4521863

   ---

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: 333.39

Molecular Weight (Monoisotopic): 333.1266

AlogP: 5.51

#Rotatable Bonds: 2

Polar Surface Area: 38.67

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 4.05

CX LogP: 5.26

CX LogD: 5.26

Aromatic Rings: 5

Heavy Atoms: 26

QED Weighted: 0.43

Np Likeness Score: -0.86

References

1. Hoegenauer K, Soldermann N, Stauffer F, Furet P, Graveleau N, Smith AB, Hebach C, Hollingworth GJ, Lewis I, Gutmann S, Rummel G, Knapp M, Wolf RM, Blanz J, Feifel R, Burkhart C, Zécri F..  (2016)  Discovery and Pharmacological Characterization of Novel Quinazoline-Based PI3K Delta-Selective Inhibitors.,  7  (8): [PMID:27563400] [10.1021/acsmedchemlett.6b00119]

Source

Source(1):

• Scientific Literature