3-((4-((4-Fluorobenzyl)oxy)-3-methylbenzyl)amino)benzoic Acid

ID: ALA4463341

Chembl Id: CHEMBL4463341

PubChem CID: 155529721

Max Phase: Preclinical

Molecular Formula: C22H20FNO3

Molecular Weight: 365.40

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cc(CNc2cccc(C(=O)O)c2)ccc1OCc1ccc(F)cc1

Standard InChI:  InChI=1S/C22H20FNO3/c1-15-11-17(13-24-20-4-2-3-18(12-20)22(25)26)7-10-21(15)27-14-16-5-8-19(23)9-6-16/h2-12,24H,13-14H2,1H3,(H,25,26)

Standard InChI Key:  DDCNGNDFKHLAQY-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4463341

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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: 365.40

Molecular Weight (Monoisotopic): 365.1427

AlogP: 5.02

#Rotatable Bonds: 7

Polar Surface Area: 58.56

Molecular Species: ACID

HBA: 3

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 4.82

CX Basic pKa: 3.38

CX LogP: 4.85

CX LogD: 2.46

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.62

Np Likeness Score: -1.16

References

1. Dou X, Nath D, Shin H, Nurmemmedov E, Bourne PC, Ma JX, Duerfeldt AS..  (2020)  Evolution of a 4-Benzyloxy-benzylamino Chemotype to Provide Efficacious, Potent, and Isoform Selective PPARα Agonists as Leads for Retinal Disorders.,  63  (6): [PMID:32096640] [10.1021/acs.jmedchem.9b01189]

Source

Source(1):

• Scientific Literature