{6-[2-(3,5-Dichloropyridin-4-yl)acetyl]-2,3-dimethoxyphenoxy}aceticAcid

ID: ALA3315082

Chembl Id: CHEMBL3315082

PubChem CID: 59187022

Max Phase: Preclinical

Molecular Formula: C17H15Cl2NO6

Molecular Weight: 400.21

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(C(=O)Cc2c(Cl)cncc2Cl)c(OCC(=O)O)c1OC

Standard InChI:  InChI=1S/C17H15Cl2NO6/c1-24-14-4-3-9(16(17(14)25-2)26-8-15(22)23)13(21)5-10-11(18)6-20-7-12(10)19/h3-4,6-7H,5,8H2,1-2H3,(H,22,23)

Standard InChI Key:  BHSKOINIMXXGFJ-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3315082

   2-[6-[2-(3,5-Dichloropyridin-4-yl)acetyl]-2,3-dimethoxyphenoxy]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: 400.21

Molecular Weight (Monoisotopic): 399.0276

AlogP: 3.29

#Rotatable Bonds: 8

Polar Surface Area: 94.95

Molecular Species: ACID

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.00

CX Basic pKa: 1.41

CX LogP: 2.23

CX LogD: -1.12

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.68

Np Likeness Score: -0.29

References

1. Felding J, Sørensen MD, Poulsen TD, Larsen J, Andersson C, Refer P, Engell K, Ladefoged LG, Thormann T, Vinggaard AM, Hegardt P, Søhoel A, Nielsen SF..  (2014)  Discovery and early clinical development of 2-{6-[2-(3,5-dichloro-4-pyridyl)acetyl]-2,3-dimethoxyphenoxy}-N-propylacetamide (LEO 29102), a soft-drug inhibitor of phosphodiesterase 4 for topical treatment of atopic dermatitis.,  57  (14): [PMID:24984230] [10.1021/jm500378a]

Source

Source(1):

• Scientific Literature