5,7-Dichloro-3-phenyl-1H-quinazoline-2,4-dione

ID: ALA77362

PubChem CID: 10040850

Max Phase: Preclinical

Molecular Formula: C14H8Cl2N2O2

Molecular Weight: 307.14

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=c1[nH]c2cc(Cl)cc(Cl)c2c(=O)n1-c1ccccc1

Standard InChI:  InChI=1S/C14H8Cl2N2O2/c15-8-6-10(16)12-11(7-8)17-14(20)18(13(12)19)9-4-2-1-3-5-9/h1-7H,(H,17,20)

Standard InChI Key:  SEFAZKVWQRDGAL-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
    2.2167    0.0958    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2167   -0.7375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4917    0.5208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7792    0.0958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4917   -1.1500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7750   -0.7375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0625    0.5083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0625   -1.1417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6500    0.0958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9292    0.5083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9292   -1.1542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4917    1.3458    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6500   -0.7292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0542    1.3333    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.3708   -1.1417    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.6417    0.0875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9292    1.3250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6417    1.7375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3542    0.4958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3625    1.3250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  1  1  0
  4  3  1  0
  5  2  1  0
  6  4  1  0
  7  4  2  0
  8  6  2  0
  9  7  1  0
 10  1  1  0
 11  2  2  0
 12  3  2  0
 13  9  2  0
 14  7  1  0
 15 13  1  0
 16 10  2  0
 17 10  1  0
 18 17  2  0
 19 16  1  0
 20 18  1  0
  5  6  1  0
 19 20  2  0
 13  8  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA77362

   5,7-dichloro-3-phenyl-1H-quinazoline-2,4-dione

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 307.14

Molecular Weight (Monoisotopic): 305.9963

AlogP: 2.99

#Rotatable Bonds: 1

Polar Surface Area: 54.86

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.22

CX Basic pKa: ┄

CX LogP: 3.84

CX LogD: 3.84

Aromatic Rings: 3

Heavy Atoms: 20

QED Weighted: 0.75

Np Likeness Score: -1.30

References

1. Colotta V, Catarzi D, Varano F, Calabri FR, Filacchioni G, Costagli C, Galli A..  (2004)  3-hydroxy-quinazoline-2,4-dione as a useful scaffold to obtain selective Gly/NMDA and AMPA receptor antagonists.,  14  (9): [PMID:15081038] [10.1016/j.bmcl.2004.01.109]

Source

Source(1):

• Scientific Literature