Dibenzo[1,4]dioxin-1-yl-acetic acid

ID: ALA435675

PubChem CID: 14801624

Max Phase: Preclinical

Molecular Formula: C14H10O4

Molecular Weight: 242.23

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)Cc1cccc2c1Oc1ccccc1O2

Standard InChI:  InChI=1S/C14H10O4/c15-13(16)8-9-4-3-7-12-14(9)18-11-6-2-1-5-10(11)17-12/h1-7H,8H2,(H,15,16)

Standard InChI Key:  JRFQZFIUIAIMCL-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 18 20  0  0  0  0  0  0  0  0999 V2000
    3.3042   -6.5250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8292   -6.2167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3042   -5.3167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8292   -5.6167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7875   -6.2250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3500   -6.5167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7875   -5.6167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8292   -7.4167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3500   -7.1167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8292   -8.0167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3042   -7.1167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3500   -5.3167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8667   -6.2167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8667   -5.6167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2667   -6.5250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2667   -5.3167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7500   -5.6250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7500   -6.2250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  7  1  0
  4  2  2  0
  5  1  1  0
  6  2  1  0
  7  5  1  0
  8  9  1  0
  9  6  1  0
 10  8  2  0
 11  8  1  0
 12  4  1  0
 13  6  2  0
 14 13  1  0
 15  5  2  0
 16  7  2  0
 17 18  2  0
 18 15  1  0
  3  4  1  0
 17 16  1  0
 12 14  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA435675

   2-Dibenzo-p-dioxin-1-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: 242.23

Molecular Weight (Monoisotopic): 242.0579

AlogP: 3.21

#Rotatable Bonds: 2

Polar Surface Area: 55.76

Molecular Species: ACID

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.37

CX Basic pKa: ┄

CX LogP: 2.64

CX LogD: -0.77

Aromatic Rings: 2

Heavy Atoms: 18

QED Weighted: 0.75

Np Likeness Score: 0.53

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