5,5'-((3-carboxy-4-oxocyclohexa-2,5-dienyl)methylene)bis(2-hydroxybenzoic acid)

ID: ALA4439201

Chembl Id: CHEMBL4439201

PubChem CID: 68440

Max Phase: Preclinical

Molecular Formula: C22H16O9

Molecular Weight: 424.36

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(O)C1=CC(C(c2ccc(O)c(C(=O)O)c2)c2ccc(O)c(C(=O)O)c2)C=CC1=O

Standard InChI:  InChI=1S/C22H16O9/c23-16-4-1-10(7-13(16)20(26)27)19(11-2-5-17(24)14(8-11)21(28)29)12-3-6-18(25)15(9-12)22(30)31/h1-10,19,24-25H,(H,26,27)(H,28,29)(H,30,31)

Standard InChI Key:  YETAHXYTPZCNBG-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4439201

   5-[(3-Carboxy-4-hydroxyphenyl)-(3-carboxy-4-oxocyclohexa-2,5-dien-1-yl)methyl]-2-hydroxybenzoic acid

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: 424.36

Molecular Weight (Monoisotopic): 424.0794

AlogP: 2.39

#Rotatable Bonds: 6

Polar Surface Area: 169.43

Molecular Species: ACID

HBA: 6

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 2.13

CX Basic pKa: ┄

CX LogP: 4.37

CX LogD: -8.35

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.44

Np Likeness Score: 0.49

References

1.  (2012)  Entpd5 inhibitors, 

2. Van Meter EN, Onyango JA, Teske KA..  (2020)  A review of currently identified small molecule modulators of microRNA function.,  188  [PMID:31931338] [10.1016/j.ejmech.2019.112008]

Source

Source(2):

• Scientific Literature
• Patent Bioactivity Data