N-{4-[5-(4-fluorophenyl)-3-(2-methoxyethyl)-2-methylsulfanyl-3H-imidazol-4-yl]pyridin-2-yl}acetamide

ID: ALA426183

Chembl Id: CHEMBL426183

PubChem CID: 11304134

Max Phase: Preclinical

Molecular Formula: C20H21FN4O2S

Molecular Weight: 400.48

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COCCn1c(SC)nc(-c2ccc(F)cc2)c1-c1ccnc(NC(C)=O)c1

Standard InChI:  InChI=1S/C20H21FN4O2S/c1-13(26)23-17-12-15(8-9-22-17)19-18(14-4-6-16(21)7-5-14)24-20(28-3)25(19)10-11-27-2/h4-9,12H,10-11H2,1-3H3,(H,22,23,26)

Standard InChI Key:  VNWXBCDASDHBCA-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA426183

   N-{4-[5-(4-fluorophenyl)-3-(2-methoxyethyl)-2-methylsulfanyl-3H-imidazol-4-yl]pyridin-2-yl}acetamide

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: 400.48

Molecular Weight (Monoisotopic): 400.1369

AlogP: 4.08

#Rotatable Bonds: 7

Polar Surface Area: 69.04

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.11

CX Basic pKa: 4.00

CX LogP: 3.70

CX LogD: 3.70

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.61

Np Likeness Score: -1.70

References

1. Laufer SA, Zimmermann W, Ruff KJ..  (2004)  Tetrasubstituted imidazole inhibitors of cytokine release: probing substituents in the N-1 position.,  47  (25): [PMID:15566301] [10.1021/jm0496584]

2. Laufer S, Hauser D, Stegmiller T, Bracht C, Ruff K, Schattel V, Albrecht W, Koch P..  (2010)  Tri- and tetrasubstituted imidazoles as p38α mitogen-activated protein kinase inhibitors.,  20  (22): [PMID:20934337] [10.1016/j.bmcl.2010.09.012]

3. Ahamad S, Bhat SA..  (2022)  The Emerging Landscape of Small-Molecule Therapeutics for the Treatment of Huntington's Disease.,  65  (24.0): [PMID:36490325] [10.1021/acs.jmedchem.2c00799]

Source

Source(1):

• Scientific Literature