(4S)-N-[4-Chloro-5-(2-hydroxyethoxy)-2-methyl-phenyl]-4-(4-fluorophenyl)-2-oxo-3,4-dihydro-1H-pyridine-5-carboxamide

ID: ALA3741992

Chembl Id: CHEMBL3741992

PubChem CID: 46832336

Max Phase: Preclinical

Molecular Formula: C21H20ClFN2O4

Molecular Weight: 418.85

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(Cl)c(OCCO)cc1NC(=O)C1=CNC(=O)C[C@H]1c1ccc(F)cc1

Standard InChI:  InChI=1S/C21H20ClFN2O4/c1-12-8-17(22)19(29-7-6-26)10-18(12)25-21(28)16-11-24-20(27)9-15(16)13-2-4-14(23)5-3-13/h2-5,8,10-11,15,26H,6-7,9H2,1H3,(H,24,27)(H,25,28)/t15-/m0/s1

Standard InChI Key:  GGNOURYPUNZEOQ-HNNXBMFYSA-N

Alternative Forms

1. Parent:

   

   ALA3741992

   (4S)-N-[4-chloro-5-(2-hydroxyethoxy)-2-methylphenyl]-4-(4-fluorophenyl)-2-oxo-3,4-dihydro-1H-pyridine-5-carboxamide

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: 418.85

Molecular Weight (Monoisotopic): 418.1096

AlogP: 3.28

#Rotatable Bonds: 6

Polar Surface Area: 87.66

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.98

CX Basic pKa: ┄

CX LogP: 2.58

CX LogD: 2.58

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.67

Np Likeness Score: -0.87

References

1. Lopez-Tapia F, Walker KA, Brotherton-Pleiss C, Caroon J, Nitzan D, Lowrie L, Gleason S, Zhao SH, Berger J, Cockayne D, Phippard D, Suttmann R, Fitch WL, Bourdet D, Rege P, Huang X, Broadbent S, Dvorak C, Zhu J, Wagner P, Padilla F, Loe B, Jahangir A, Alker A..  (2015)  Novel Series of Dihydropyridinone P2X7 Receptor Antagonists.,  58  (21): [PMID:26460788] [10.1021/acs.jmedchem.5b00365]

Source

Source(1):

• Scientific Literature