4,5-dichlorofuran-2-carboxylic acid

ID: ALA511101

Cas Number: 6504-32-1

PubChem CID: 23423218

Max Phase: Preclinical

Molecular Formula: C5H2Cl2O3

Molecular Weight: 180.97

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)c1cc(Cl)c(Cl)o1

Standard InChI:  InChI=1S/C5H2Cl2O3/c6-2-1-3(5(8)9)10-4(2)7/h1H,(H,8,9)

Standard InChI Key:  VTLYSVKHSBKBNC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 10 10  0  0  0  0  0  0  0  0999 V2000
    0.9487    0.7195    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7737    0.7195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0287    1.5041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3612    1.9891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6939    1.5041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2607    0.0503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9251   -0.7034    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0811    0.1364    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0907    1.7591    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.3611    2.8141    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0
  1  2  1  0
  2  3  2  0
  6  7  1  0
  6  8  2  0
  2  6  1  0
  3  4  1  0
  5  9  1  0
  4  5  2  0
  4 10  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA511101

   4,5-Dichloro-furan-2-carboxylic 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: 180.97

Molecular Weight (Monoisotopic): 179.9381

AlogP: 2.28

#Rotatable Bonds: 1

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: 3.10

CX Basic pKa: ┄

CX LogP: 1.61

CX LogD: -1.85

Aromatic Rings: 1

Heavy Atoms: 10

QED Weighted: 0.72

Np Likeness Score: -0.29

References

1. Sparey T, Abeywickrema P, Almond S, Brandon N, Byrne N, Campbell A, Hutson PH, Jacobson M, Jones B, Munshi S, Pascarella D, Pike A, Prasad GS, Sachs N, Sakatis M, Sardana V, Venkatraman S, Young MB..  (2008)  The discovery of fused pyrrole carboxylic acids as novel, potent D-amino acid oxidase (DAO) inhibitors.,  18  (11): [PMID:18455394] [10.1016/j.bmcl.2008.04.020]

Source

Source(1):

• Scientific Literature