5-chloro-2-(3-methylphenyl)-4H-benzo[d][1,3]oxazin-4-one

ID: ALA5202589

PubChem CID: 164880765

Max Phase: Preclinical

Molecular Formula: C15H10ClNO2

Molecular Weight: 271.70

Names and Identifiers

Canonical SMILES:  Cc1cccc(-c2nc3cccc(Cl)c3c(=O)o2)c1

Standard InChI:  InChI=1S/C15H10ClNO2/c1-9-4-2-5-10(8-9)14-17-12-7-3-6-11(16)13(12)15(18)19-14/h2-8H,1H3

Standard InChI Key:  SNWYBCIUTUUBEJ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 19 21  0  0  0  0  0  0  0  0999 V2000
   -2.8577   -0.2105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1408   -0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4304   -0.2068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7153   -0.6196    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0002   -0.2068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0002    0.6188    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7153    1.0317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4304    0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1427    1.0310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8577    0.6184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7153    1.8573    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7148   -0.6197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7148   -1.4489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4318   -1.8573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1426   -1.4452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1426   -0.6193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4300   -0.2070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1427    1.8566    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.8577   -0.2064    0.0000 C   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  2  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
M  END

Alternative Forms

1. Parent:

   

   ALA5202589

   ---

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: 271.70

Molecular Weight (Monoisotopic): 271.0400

AlogP: 3.82

#Rotatable Bonds: 1

Polar Surface Area: 43.10

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.47

CX LogD: 4.47

Aromatic Rings: 3

Heavy Atoms: 19

QED Weighted: 0.68

Np Likeness Score: -1.32

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