6-(4-(Piperidin-1-yl)phenylamino)quinazoline-5,8-dione

ID: ALA4744008

PubChem CID: 130408095

Max Phase: Preclinical

Molecular Formula: C19H18N4O2

Molecular Weight: 334.38

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C1C(Nc2ccc(N3CCCCC3)cc2)=CC(=O)c2ncncc21

Standard InChI:  InChI=1S/C19H18N4O2/c24-17-10-16(19(25)15-11-20-12-21-18(15)17)22-13-4-6-14(7-5-13)23-8-2-1-3-9-23/h4-7,10-12,22H,1-3,8-9H2

Standard InChI Key:  HCVGTEDUAUXVPE-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 28  0  0  0  0  0  0  0  0999 V2000
   14.2251   -3.1408    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.2240   -3.9603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9320   -4.3693    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.9303   -2.7319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6389   -3.1372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6377   -3.9578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3439   -4.3669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0558   -3.9598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0569   -3.1392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3462   -2.7256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3462   -1.9084    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.3416   -5.1841    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.7656   -2.7323    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.4724   -3.1426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4687   -3.9591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1746   -4.3693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8843   -3.9624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8837   -3.1409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1772   -2.7344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5916   -4.3717    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.5878   -5.1933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2910   -5.6026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0015   -5.1982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0044   -4.3801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2967   -3.9663    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
  5 10  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
  7 12  2  0
  9 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 14  1  0
 17 20  1  0
 20 21  1  0
 20 25  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4744008

   ---

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: 334.38

Molecular Weight (Monoisotopic): 334.1430

AlogP: 2.84

#Rotatable Bonds: 3

Polar Surface Area: 75.19

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.66

CX Basic pKa: 6.65

CX LogP: 1.83

CX LogD: 1.76

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.93

Np Likeness Score: -0.57

References

1. Hu S,Sechi M,Singh PK,Dai L,McCann S,Sun D,Ljungman M,Neamati N.  (2020)  A Novel Redox Modulator Induces a GPX4-Mediated Cell Death That Is Dependent on Iron and Reactive Oxygen Species.,  63  (17): [PMID:32809827] [10.1021/acs.jmedchem.0c01016]

Source

Source(1):

• Scientific Literature