5-[(2-Chloro-6-fluorophenyl)acetylamino]-3-(4-fluorophenyl)-4-(4-pyrimidinyl)isoxazole

ID: ALA3310142

Chembl Id: CHEMBL3310142

Cas Number: 897644-83-6

PubChem CID: 11626055

Max Phase: Preclinical

Molecular Formula: C21H13ClF2N4O2

Molecular Weight: 426.81

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Cc1c(F)cccc1Cl)Nc1onc(-c2ccc(F)cc2)c1-c1ccncn1

Standard InChI:  InChI=1S/C21H13ClF2N4O2/c22-15-2-1-3-16(24)14(15)10-18(29)27-21-19(17-8-9-25-11-26-17)20(28-30-21)12-4-6-13(23)7-5-12/h1-9,11H,10H2,(H,27,29)

Standard InChI Key:  OHMPXDCOVKOOAN-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3310142

   2-(2-Chloro-6-fluoro-phenyl)-N-(3-(4-fluorophenyl)-4-pyrimidin-4-yl-isoxazol-5-yl)acetamide

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: 426.81

Molecular Weight (Monoisotopic): 426.0695

AlogP: 4.91

#Rotatable Bonds: 5

Polar Surface Area: 80.91

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 7.47

CX Basic pKa: 0.71

CX LogP: 4.53

CX LogD: 4.28

Aromatic Rings: 4

Heavy Atoms: 30

QED Weighted: 0.49

Np Likeness Score: -1.99

References

1. Hasumi K, Sato S, Saito T, Kato JY, Shirota K, Sato J, Suzuki H, Ohta S..  (2014)  Design and synthesis of 5-[(2-chloro-6-fluorophenyl)acetylamino]-3-(4-fluorophenyl)-4-(4-pyrimidinyl)isoxazole (AKP-001), a novel inhibitor of p38 MAP kinase with reduced side effects based on the antedrug concept.,  22  (15): [PMID:24938496] [10.1016/j.bmc.2014.05.045]

Source

Source(1):

• Scientific Literature