2-((4-methyl-6-morpholinoquinazolin-2-yl)amino)quinazolin-4(1H)-one

ID: ALA5282950

Max Phase: Preclinical

Molecular Formula: C21H20N6O2

Molecular Weight: 388.43

Names and Identifiers

Canonical SMILES:  Cc1nc(Nc2nc(=O)c3ccccc3[nH]2)nc2ccc(N3CCOCC3)cc12

Standard InChI:  InChI=1S/C21H20N6O2/c1-13-16-12-14(27-8-10-29-11-9-27)6-7-18(16)24-20(22-13)26-21-23-17-5-3-2-4-15(17)19(28)25-21/h2-7,12H,8-11H2,1H3,(H2,22,23,24,25,26,28)

Standard InChI Key:  RHLXJCVXIPYTGM-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 29 33  0  0  0  0  0  0  0  0999 V2000
   -4.2798   -0.2055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5653    0.2070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8509   -0.2055    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8509   -1.0305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5653   -1.4431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2798   -1.0305    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1366    0.2068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1364    1.0316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4239    1.4421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7094    1.0296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7078    0.2089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4193   -0.2072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0014    1.4396    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7103    1.0307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7136    0.2142    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0067   -0.2015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4245    1.4431    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1388    1.0307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8532    1.4429    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5650    1.0311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5650    0.2061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8550   -0.2055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1388    0.2024    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2775    1.4419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9923    1.0295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9941    0.2086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2826   -0.2079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0067   -1.0262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8550   -1.0302    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  3  2  1  0
  4  3  1  0
  5  4  1  0
  7  3  1  0
  8  7  2  0
  9  8  1  0
 10  9  2  0
 11 10  1  0
  7 12  1  0
 12 11  2  0
 10 13  1  0
 14 13  2  0
 15 14  1  0
 16 15  2  0
 11 16  1  0
 14 17  1  0
 17 18  1  0
 19 18  1  0
 20 19  1  0
 21 20  2  0
 22 21  1  0
 23 22  1  0
 18 23  2  0
 20 24  1  0
 25 24  2  0
 26 25  1  0
 27 26  2  0
 21 27  1  0
 16 28  1  0
 22 29  2  0
  1  6  1  0
  6  5  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5282950

   ---

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: 388.43

Molecular Weight (Monoisotopic): 388.1648

AlogP: 2.75

#Rotatable Bonds: 3

Polar Surface Area: 96.03

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.50

CX Basic pKa: 2.59

CX LogP: 3.35

CX LogD: 3.35

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.56

Np Likeness Score: -1.58

References

1. Dong J, Cheng XD, Zhang WD, Qin JJ..  (2021)  Recent Update on Development of Small-Molecule STAT3 Inhibitors for Cancer Therapy: From Phosphorylation Inhibition to Protein Degradation.,  64  (13.0): [PMID:34170703] [10.1021/acs.jmedchem.1c00629]

Source

Source(1):

• Scientific Literature