ID: ALA4439422

Max Phase: Preclinical

Molecular Formula: C18H14ClNO3

Molecular Weight: 327.77

Molecule Type: Unknown

Representations

Canonical SMILES:  O=C(O)CCc1nc(-c2ccccc2Cl)c(-c2ccccc2)o1

Standard InChI:  InChI=1S/C18H14ClNO3/c19-14-9-5-4-8-13(14)17-18(12-6-2-1-3-7-12)23-15(20-17)10-11-16(21)22/h1-9H,10-11H2,(H,21,22)

Standard InChI Key:  KCXXPIVBPKZWHN-UHFFFAOYSA-N

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

Properties

Molecular Weight: 327.77

Molecular Weight (Monoisotopic): 327.0662

AlogP: 4.68

#Rotatable Bonds: 5

Polar Surface Area: 63.33

Molecular Species: ACID

HBA: 3

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 4.84

CX Basic pKa:

CX LogP: 4.07

CX LogD: 1.55

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.74

Np Likeness Score: -0.55

References

1. Kramer JS, Woltersdorf S, Duflot T, Hiesinger K, Lillich FF, Knöll F, Wittmann SK, Klingler FM, Brunst S, Chaikuad A, Morisseau C, Hammock BD, Buccellati C, Sala A, Rovati GE, Leuillier M, Fraineau S, Rondeaux J, Hernandez-Olmos V, Heering J, Merk D, Pogoryelov D, Steinhilber D, Knapp S, Bellien J, Proschak E..  (2019)  Discovery of the First in Vivo Active Inhibitors of the Soluble Epoxide Hydrolase Phosphatase Domain.,  62  (18): [PMID:31436984] [10.1021/acs.jmedchem.9b00445]

2. Schierle S, Chaikuad A, Lillich FF, Ni X, Woltersdorf S, Schallmayer E, Renelt B, Ronchetti R, Knapp S, Proschak E, Merk D..  (2021)  Oxaprozin Analogues as Selective RXR Agonists with Superior Properties and Pharmacokinetics.,  64  (8.0): [PMID:33793232] [10.1021/acs.jmedchem.1c00235]

Source

Source(1):

• Scientific Literature