1-Methyl-5-((3-((S)-phenyl(((R)-quinuclidin-3-yloxy)carbonylamino)methyl)phenoxy)methyl)-1H-pyrazole-3-carboxylic Acid

ID: ALA5203937

Chembl Id: CHEMBL5203937

PubChem CID: 86720830

Max Phase: Preclinical

Molecular Formula: C27H30N4O5

Molecular Weight: 490.56

Names and Identifiers

Canonical SMILES:  Cn1nc(C(=O)O)cc1COc1cccc([C@@H](NC(=O)O[C@H]2CN3CCC2CC3)c2ccccc2)c1

Standard InChI:  InChI=1S/C27H30N4O5/c1-30-21(15-23(29-30)26(32)33)17-35-22-9-5-8-20(14-22)25(19-6-3-2-4-7-19)28-27(34)36-24-16-31-12-10-18(24)11-13-31/h2-9,14-15,18,24-25H,10-13,16-17H2,1H3,(H,28,34)(H,32,33)/t24-,25-/m0/s1

Standard InChI Key:  MNOKODMLZOKTKP-DQEYMECFSA-N

Alternative Forms

1. Parent:

   

   ALA5203937

   1-methyl-5((3-((S)-phenyl((((R)-quinuclidin-3-yloxy)carbonyl)amino)methyl)phenoxy)-methyl)-1H-pyrazole-3-carboxylic acid

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 490.56

Molecular Weight (Monoisotopic): 490.2216

AlogP: 3.61

#Rotatable Bonds: 8

Polar Surface Area: 105.92

Molecular Species: ZWITTERION

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.16

CX Basic pKa: 9.01

CX LogP: 0.92

CX LogD: 0.92

Aromatic Rings: 3

Heavy Atoms: 36

QED Weighted: 0.50

Np Likeness Score: -0.59

References

1. Carzaniga L, Linney ID, Rizzi A, Delcanale M, Schmidt W, Knight CK, Pastore F, Miglietta D, Carnini C, Cesari N, Riccardi B, Mileo V, Venturi L, Moretti E, Blackaby WP, Patacchini R, Accetta A, Biagetti M, Bassani F, Tondelli M, Murgo A, Battipaglia L, Villetti G, Puccini P, Catinella S, Civelli M, Rancati F..  (2022)  Discovery of Clinical Candidate CHF-6366: A Novel Super-soft Dual Pharmacology Muscarinic Antagonist and β₂ Agonist (MABA) for the Inhaled Treatment of Respiratory Diseases.,  65  (15.0): [PMID:35901125] [10.1021/acs.jmedchem.2c00609]

Source

Source(1):

• Scientific Literature