(S)-N-(5-Chloro-6-(1-phenylethoxy)-pyridin-3-yl)-2-(4-(ethylsulfonyl)phenyl)acetamide

ID: ALA4175305

Chembl Id: CHEMBL4175305

PubChem CID: 134693870

Max Phase: Preclinical

Molecular Formula: C23H23ClN2O4S

Molecular Weight: 458.97

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCS(=O)(=O)c1ccc(CC(=O)Nc2cnc(O[C@@H](C)c3ccccc3)c(Cl)c2)cc1

Standard InChI:  InChI=1S/C23H23ClN2O4S/c1-3-31(28,29)20-11-9-17(10-12-20)13-22(27)26-19-14-21(24)23(25-15-19)30-16(2)18-7-5-4-6-8-18/h4-12,14-16H,3,13H2,1-2H3,(H,26,27)/t16-/m0/s1

Standard InChI Key:  VMHNMQCWPLURSW-INIZCTEOSA-N

Alternative Forms

1. Parent:

   

   ALA4175305

   ---

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: 458.97

Molecular Weight (Monoisotopic): 458.1067

AlogP: 4.85

#Rotatable Bonds: 8

Polar Surface Area: 85.36

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.48

CX Basic pKa: 1.33

CX LogP: 4.36

CX LogD: 4.36

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.52

Np Likeness Score: -1.87

References

1. Carcache DA, Vulpetti A, Kallen J, Mattes H, Orain D, Stringer R, Vangrevelinghe E, Wolf RM, Kaupmann K, Ottl J, Dawson J, Cooke NG, Hoegenauer K, Billich A, Wagner J, Guntermann C, Hintermann S..  (2018)  Optimizing a Weakly Binding Fragment into a Potent RORγt Inverse Agonist with Efficacy in an in Vivo Inflammation Model.,  61  (15): [PMID:29990434] [10.1021/acs.jmedchem.8b00529]

Source

Source(1):

• Scientific Literature