(1S,2S)-2-[(5-{(2-Fluoro-2-methylpropyl)[2-fluoro-5-(trifluoromethyl)phenyl]amino}-3-methoxypyrazin-2-yl)carbonyl]cyclopropanecarboxylic acid::US20160326143, 63

ID: ALA3903201

Chembl Id: CHEMBL3903201

PubChem CID: 122670086

Max Phase: Preclinical

Molecular Formula: C21H20F5N3O4

Molecular Weight: 473.40

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1nc(N(CC(C)(C)F)c2cc(C(F)(F)F)ccc2F)cnc1C(=O)[C@H]1C[C@@H]1C(=O)O

Standard InChI:  InChI=1S/C21H20F5N3O4/c1-20(2,23)9-29(14-6-10(21(24,25)26)4-5-13(14)22)15-8-27-16(18(28-15)33-3)17(30)11-7-12(11)19(31)32/h4-6,8,11-12H,7,9H2,1-3H3,(H,31,32)/t11-,12-/m0/s1

Standard InChI Key:  ACQYAZLJSNPFDC-RYUDHWBXSA-N

Alternative Forms

1. Parent:

   

   ALA3903201

   ---

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: 473.40

Molecular Weight (Monoisotopic): 473.1374

AlogP: 4.43

#Rotatable Bonds: 8

Polar Surface Area: 92.62

Molecular Species: ACID

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.03

CX Basic pKa: ┄

CX LogP: 4.10

CX LogD: 0.63

Aromatic Rings: 2

Heavy Atoms: 33

QED Weighted: 0.45

Np Likeness Score: -0.88

References

1.  (2016)  COMPOUNDS AND USES, 

2. 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(2):

• Scientific Literature
• BindingDB Database