2,8-Dioxo-2,8-dihydropyrano[2,3-f]chromene-3,9-dicarboxylic Acid

ID: ALA4879017

PubChem CID: 154634320

Max Phase: Preclinical

Molecular Formula: C14H6O8

Molecular Weight: 302.19

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(O)c1cc2c(ccc3cc(C(=O)O)c(=O)oc32)oc1=O

Standard InChI:  InChI=1S/C14H6O8/c15-11(16)7-3-5-1-2-9-6(10(5)22-14(7)20)4-8(12(17)18)13(19)21-9/h1-4H,(H,15,16)(H,17,18)

Standard InChI Key:  PLCUPSAHNNURAM-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
    4.5138   -2.6042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2189   -2.1954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2207   -3.8327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5157   -3.4236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8127   -3.8273    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8086   -4.6418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5136   -5.0510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2227   -4.6456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9275   -2.6006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9263   -3.4213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6325   -3.8303    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3444   -3.4233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3456   -2.6026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6349   -2.1891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0994   -5.0478    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0510   -3.8339    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0543   -2.1949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7611   -2.6052    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0563   -1.3777    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5117   -5.8717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8026   -6.2780    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2180   -6.2826    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  4  2  0
  3 10  2  0
  9  2  2  0
  2  1  1  0
  3  4  1  0
  3  8  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  9 10  1  0
  9 14  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
  6 15  2  0
 12 16  2  0
 17 18  1  0
 17 19  2  0
 13 17  1  0
 20 21  1  0
 20 22  2  0
  7 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4879017

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 302.19

Molecular Weight (Monoisotopic): 302.0063

AlogP: 1.30

#Rotatable Bonds: 2

Polar Surface Area: 135.02

Molecular Species: ACID

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 2.15

CX Basic pKa: ┄

CX LogP: 0.77

CX LogD: -6.25

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.53

Np Likeness Score: 0.25

References

1. Wei L, Hou T, Li J, Zhang X, Zhou H, Wang Z, Cheng J, Xiang K, Wang J, Zhao Y, Liang X..  (2021)  Structure-Activity Relationship Studies of Coumarin-like Diacid Derivatives as Human G Protein-Coupled Receptor-35 (hGPR35) Agonists and a Consequent New Design Principle.,  64  (5.0): [PMID:33630609] [10.1021/acs.jmedchem.0c01624]

Source

Source(1):

• Scientific Literature