6-chloro-2-((R)-3-fluoropyrrolidin-1-yl)-N-(((1S,3S)-1-hydroxy-3-methylcyclohexyl)methyl)quinoline-5-carboxamide

ID: ALA4531148

Chembl Id: CHEMBL4531148

PubChem CID: 118566667

Max Phase: Preclinical

Molecular Formula: C22H27ClFN3O2

Molecular Weight: 419.93

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C[C@H]1CCC[C@@](O)(CNC(=O)c2c(Cl)ccc3nc(N4CC[C@@H](F)C4)ccc23)C1

Standard InChI:  InChI=1S/C22H27ClFN3O2/c1-14-3-2-9-22(29,11-14)13-25-21(28)20-16-4-7-19(27-10-8-15(24)12-27)26-18(16)6-5-17(20)23/h4-7,14-15,29H,2-3,8-13H2,1H3,(H,25,28)/t14-,15+,22-/m0/s1

Standard InChI Key:  TYVVUDSQBIAFBI-KIMHZCHSSA-N

Alternative Forms

1. Parent:

   

   ALA4531148

   6-Chloro-2-(3-(R)-fluoropyrrolidin-1-yl)-quinoline-5-carboxylic acid ((1S,3S)-1-hydroxy-3-methyl-cyclohexylmethyl)-amide

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

Calculated Properties

Molecular Weight: 419.93

Molecular Weight (Monoisotopic): 419.1776

AlogP: 4.11

#Rotatable Bonds: 4

Polar Surface Area: 65.46

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.85

CX Basic pKa: 3.55

CX LogP: 3.98

CX LogD: 3.98

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.78

Np Likeness Score: -1.00

References

1. Xiao Y, Karra S, Goutopoulos A, Morse NT, Zhang S, Dhanabal M, Tian H, Seenisamy J, Jayadevan J, Caldwell R, Potnick J, Bleich M, Chekler E, Sherer B, Sriraman V..  (2019)  Synthesis and SAR development of quinoline analogs as novel P2X7 receptor antagonists.,  29  (13): [PMID:31031055] [10.1016/j.bmcl.2019.04.033]

Source

Source(1):

• Scientific Literature