2-(7-bromo-5,6-dimethyl-9-oxo-xanthen-4-yl)acetic acid

ID: ALA5176367

PubChem CID: 24953684

Max Phase: Preclinical

Molecular Formula: C17H13BrO4

Molecular Weight: 361.19

Names and Identifiers

Canonical SMILES:  Cc1c(Br)cc2c(=O)c3cccc(CC(=O)O)c3oc2c1C

Standard InChI:  InChI=1S/C17H13BrO4/c1-8-9(2)16-12(7-13(8)18)15(21)11-5-3-4-10(6-14(19)20)17(11)22-16/h3-5,7H,6H2,1-2H3,(H,19,20)

Standard InChI Key:  LZZNJBQHSUXYER-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   -0.7158    1.0319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0013    1.4444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7130    1.0319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7130    0.2068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0013   -0.2056    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7158    0.2068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0013    2.2691    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4256    1.4426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1404    1.0302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1423    0.2093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4307   -0.2072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4284   -0.2039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1432    0.2084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1451    1.0293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4335    1.4459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4307   -1.0320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1450   -1.4444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1450   -2.2691    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8593   -1.0320    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4284   -1.0287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8575   -0.2039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8593    1.4417    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  3  2  1  0
  4  3  2  0
  5  4  1  0
  1  6  2  0
  6  5  1  0
  2  7  2  0
  3  8  1  0
  9  8  2  0
 10  9  1  0
 11 10  2  0
  4 11  1  0
  6 12  1  0
 13 12  2  0
 14 13  1  0
 15 14  2  0
  1 15  1  0
 11 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 12 20  1  0
 13 21  1  0
 14 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5176367

   2-(7-Bromo-5,6-dimethyl-9-oxoxanthen-4-yl)acetic acid

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: 361.19

Molecular Weight (Monoisotopic): 359.9997

AlogP: 3.95

#Rotatable Bonds: 2

Polar Surface Area: 67.51

Molecular Species: ACID

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.01

CX Basic pKa: ┄

CX LogP: 4.39

CX LogD: 0.92

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.70

Np Likeness Score: 0.36

References

1. Liu Y, Lu X, Qin N, Qiao Y, Xing S, Liu W, Feng F, Liu Z, Sun H..  (2021)  STING, a promising target for small molecular immune modulator: A review.,  211  [PMID:33360799] [10.1016/j.ejmech.2020.113113]

Source

Source(1):

• Scientific Literature