ID: ALA4545014

Max Phase: Preclinical

Molecular Formula: C21H19ClF2N2O4

Molecular Weight: 436.84

Molecule Type: Unknown

Representations

Canonical SMILES:  COc1cc(N(CC2CC2)c2cc(Cl)c(F)cc2F)cnc1C(=O)[C@H]1C[C@@H]1C(=O)O

Standard InChI:  InChI=1S/C21H19ClF2N2O4/c1-30-18-4-11(8-25-19(18)20(27)12-5-13(12)21(28)29)26(9-10-2-3-10)17-6-14(22)15(23)7-16(17)24/h4,6-8,10,12-13H,2-3,5,9H2,1H3,(H,28,29)/t12-,13-/m0/s1

Standard InChI Key:  DYCFLMITMCVXQM-STQMWFEESA-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: 436.84

Molecular Weight (Monoisotopic): 436.1001

AlogP: 4.47

#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: 3.47

CX Basic pKa: 2.45

CX LogP: 3.49

CX LogD: 0.45

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.49

Np Likeness Score: -0.94

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