5-chloro-2-(2-chloro-6-fluorophenyl)-2,3-dihydroquinazolin-4(1H)-one

ID: ALA5204703

PubChem CID: 164880750

Max Phase: Preclinical

Molecular Formula: C14H9Cl2FN2O

Molecular Weight: 311.14

Names and Identifiers

Canonical SMILES:  O=C1NC(c2c(F)cccc2Cl)Nc2cccc(Cl)c21

Standard InChI:  InChI=1S/C14H9Cl2FN2O/c15-7-3-1-5-9(17)11(7)13-18-10-6-2-4-8(16)12(10)14(20)19-13/h1-6,13,18H,(H,19,20)

Standard InChI Key:  LRNRPLFSBRYMGJ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
   -2.5001   -0.2083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7833   -0.6166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0727   -0.2046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0727    0.6210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7851    1.0332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5001    0.6206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3577    1.0338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3577    1.8595    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3573    0.6210    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3573   -0.2046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3577   -0.6174    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7851    1.8588    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.0724   -0.6175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7876   -0.2048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5001   -0.6171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5001   -1.4430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7894   -1.8552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0724   -1.4467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7876    0.6208    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    0.3573   -1.8595    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  4  7  1  0
  7  8  2  0
  9  7  1  0
 10  9  1  0
 11 10  1  0
  3 11  1  0
  5 12  1  0
 10 13  1  0
 14 13  2  0
 15 14  1  0
 16 15  2  0
 17 16  1  0
 18 17  2  0
 13 18  1  0
 14 19  1  0
 18 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5204703

   ---

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: 311.14

Molecular Weight (Monoisotopic): 310.0076

AlogP: 3.99

#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: 12.01

CX Basic pKa: ┄

CX LogP: 4.40

CX LogD: 4.40

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.84

Np Likeness Score: -1.01

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