Dibenzofuran-4-yl-acetic acid

ID: ALA148272

PubChem CID: 14801626

Max Phase: Preclinical

Molecular Formula: C14H10O3

Molecular Weight: 226.23

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)Cc1cccc2c1oc1ccccc12

Standard InChI:  InChI=1S/C14H10O3/c15-13(16)8-9-4-3-6-11-10-5-1-2-7-12(10)17-14(9)11/h1-7H,8H2,(H,15,16)

Standard InChI Key:  SPOQISQKKLHFEA-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 17 19  0  0  0  0  0  0  0  0999 V2000
    1.8125   -3.9292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3375   -3.6167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3292   -3.0167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2792   -3.6292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2792   -3.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8625   -3.9167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3417   -4.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8667   -4.5167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3500   -5.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8250   -4.5250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8542   -2.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3792   -3.6167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7625   -2.7250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7625   -3.9292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3750   -3.0042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2417   -3.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2417   -3.6292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  2  0
  4  1  1  0
  5  4  1  0
  6  2  1  0
  7  8  1  0
  8  6  1  0
  9  7  2  0
 10  7  1  0
 11  3  1  0
 12  6  2  0
 13  5  2  0
 14  4  2  0
 15 12  1  0
 16 17  2  0
 17 14  1  0
  3  5  1  0
 16 13  1  0
 11 15  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA148272

   2-Dibenzofuran-4-ylacetic acid

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: 226.23

Molecular Weight (Monoisotopic): 226.0630

AlogP: 3.21

#Rotatable Bonds: 2

Polar Surface Area: 50.44

Molecular Species: ACID

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 5.08

CX Basic pKa: ┄

CX LogP: 2.79

CX LogD: 0.49

Aromatic Rings: 3

Heavy Atoms: 17

QED Weighted: 0.73

Np Likeness Score: 0.14

References

1. Rewcastle GW, Atwell GJ, Palmer BD, Boyd PD, Baguley BC, Denny WA..  (1991)  Potential antitumor agents. 62. Structure-activity relationships for tricyclic compounds related to the colon tumor active drug 9-oxo-9H-xanthene-4-acetic acid.,  34  (2): [PMID:1995870] [10.1021/jm00106a003]

Source

Source(1):

• Scientific Literature