ID: ALA4563433

Max Phase: Preclinical

Molecular Formula: C24H23FN2O4

Molecular Weight: 422.46

Molecule Type: Unknown

Representations

Canonical SMILES:  CCCN(c1cnc(C(=O)[C@H]2C[C@@H]2C(=O)O)c(OC)c1)c1ccc(F)c2ccccc12

Standard InChI:  InChI=1S/C24H23FN2O4/c1-3-10-27(20-9-8-19(25)15-6-4-5-7-16(15)20)14-11-21(31-2)22(26-13-14)23(28)17-12-18(17)24(29)30/h4-9,11,13,17-18H,3,10,12H2,1-2H3,(H,29,30)/t17-,18-/m0/s1

Standard InChI Key:  HGKWECAKFLBHFW-ROUUACIJSA-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: 422.46

Molecular Weight (Monoisotopic): 422.1642

AlogP: 4.83

#Rotatable Bonds: 8

Polar Surface Area: 79.73

Molecular Species: ACID

HBA: 5

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 3.51

CX Basic pKa: 2.47

CX LogP: 3.85

CX LogD: 0.80

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.52

Np Likeness Score: -0.75

References

1. Munck Af Rosenschöld M, Johannesson P, Nikitidis A, Tyrchan C, Chang HF, Rönn R, Chapman D, Ullah V, Nikitidis G, Glader P, Käck H, Bonn B, Wågberg F, Björkstrand E, Andersson U, Swedin L, Rohman M, Andreasson T, Bergström EL, Jiang F, Zhou XH, Lundqvist AJ, Malmberg A, Ek M, Gordon E, Pettersen A, Ripa L, Davis AM..  (2019)  Discovery of the Oral Leukotriene C4 Synthase Inhibitor (1S,2S)-2-({5-[(5-Chloro-2,4-difluorophenyl)(2-fluoro-2-methylpropyl)amino]-3-methoxypyrazin-2-yl}carbonyl)cyclopropanecarboxylic Acid (AZD9898) as a New Treatment for Asthma.,  62  (17): [PMID:31415176] [10.1021/acs.jmedchem.9b00555]

Source

Source(1):

• Scientific Literature