[2,4-Bis-(4-methoxy-benzoyl)-pyrrol-1-yl]-acetic acid

ID: ALA138065

Chembl Id: CHEMBL138065

Cas Number: 499214-66-3

PubChem CID: 10023480

Max Phase: Preclinical

Molecular Formula: C22H19NO6

Molecular Weight: 393.40

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(C(=O)c2cc(C(=O)c3ccc(OC)cc3)n(CC(=O)O)c2)cc1

Standard InChI:  InChI=1S/C22H19NO6/c1-28-17-7-3-14(4-8-17)21(26)16-11-19(23(12-16)13-20(24)25)22(27)15-5-9-18(29-2)10-6-15/h3-12H,13H2,1-2H3,(H,24,25)

Standard InChI Key:  OOZHFYDENDULFV-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA138065

   2-[2,4-bis(4-methoxybenzoyl)pyrrol-1-yl]acetic 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: 393.40

Molecular Weight (Monoisotopic): 393.1212

AlogP: 3.05

#Rotatable Bonds: 8

Polar Surface Area: 94.83

Molecular Species: ACID

HBA: 6

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 3.15

CX Basic pKa:

CX LogP: 3.28

CX LogD: -0.18

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.59

Np Likeness Score: -0.52

References

1. Nicolaou I, Demopoulos VJ..  (2003)  Substituted pyrrol-1-ylacetic acids that combine aldose reductase enzyme inhibitory activity and ability to prevent the nonenzymatic irreversible modification of proteins from monosaccharides.,  46  (3): [PMID:12540241] [10.1021/jm0209477]

2. Kousaxidis A, Petrou A, Lavrentaki V, Fesatidou M, Nicolaou I, Geronikaki A..  (2020)  Aldose reductase and protein tyrosine phosphatase 1B inhibitors as a promising therapeutic approach for diabetes mellitus.,  207  [PMID:32871344] [10.1016/j.ejmech.2020.112742]

Source

Source(1):

• Scientific Literature