5-chloro-2-(3-(trifluoromethyl)phenyl)-2,3-dihydroquinazolin-4(1H)-one

ID: ALA5203878

PubChem CID: 164880771

Max Phase: Preclinical

Molecular Formula: C15H10ClF3N2O

Molecular Weight: 326.70

Names and Identifiers

Canonical SMILES:  O=C1NC(c2cccc(C(F)(F)F)c2)Nc2cccc(Cl)c21

Standard InChI:  InChI=1S/C15H10ClF3N2O/c16-10-5-2-6-11-12(10)14(22)21-13(20-11)8-3-1-4-9(7-8)15(17,18)19/h1-7,13,20H,(H,21,22)

Standard InChI Key:  NVZDEYSWTGQBOV-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   -3.2152   -0.2105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4984   -0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7878   -0.2068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0728   -0.6197    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3577   -0.2068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3577    0.6188    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0728    1.0316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7878    0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5002    1.0309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2152    0.6184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0728    1.8574    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3573   -0.6197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3573   -1.4489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0743   -1.8574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7850   -1.4452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7850   -0.6192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0725   -0.2070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5002    1.8567    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.5001   -0.2064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5001    0.6192    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.2152   -0.6192    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.2152    0.2063    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  8  7  1  0
  3  8  2  0
  8  9  1  0
  9 10  2  0
 10  1  1  0
  7 11  2  0
  5 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 12  2  0
  9 18  1  0
 16 19  1  0
 19 20  1  0
 19 21  1  0
 19 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5203878

   ---

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: 326.70

Molecular Weight (Monoisotopic): 326.0434

AlogP: 4.21

#Rotatable Bonds: 1

Polar Surface Area: 41.13

Molecular Species: NEUTRAL

HBA: 2

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.33

CX Basic pKa: ┄

CX LogP: 4.53

CX LogD: 4.53

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.82

Np Likeness Score: -1.17

References

1. Shishodia S, Nuñez R, Strohmier BP, Bursch KL, Goetz CJ, Olp MD, Jensen DR, Fenske TG, Ordonez-Rubiano SC, Blau ME, Roach MK, Peterson FC, Volkman BF, Dykhuizen EC, Smith BC..  (2022)  Selective and Cell-Active PBRM1 Bromodomain Inhibitors Discovered through NMR Fragment Screening.,  65  (20.0): [PMID:36227159] [10.1021/acs.jmedchem.2c00864]

Source

Source(1):

• Scientific Literature