2-(Acetylamino)-2-[4-(ethylsulfonyl)phenyl]-N-[4-(1,1,1,3,3,3-hexafluoro-2-hydroxypropan-2-yl)phenyl]acetamide

ID: ALA4463668

Chembl Id: CHEMBL4463668

PubChem CID: 155530220

Max Phase: Preclinical

Molecular Formula: C21H20F6N2O5S

Molecular Weight: 526.46

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCS(=O)(=O)c1ccc(C(NC(C)=O)C(=O)Nc2ccc(C(O)(C(F)(F)F)C(F)(F)F)cc2)cc1

Standard InChI:  InChI=1S/C21H20F6N2O5S/c1-3-35(33,34)16-10-4-13(5-11-16)17(28-12(2)30)18(31)29-15-8-6-14(7-9-15)19(32,20(22,23)24)21(25,26)27/h4-11,17,32H,3H2,1-2H3,(H,28,30)(H,29,31)

Standard InChI Key:  HJJYGXDBXQAVQG-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4463668

   ---

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: 526.46

Molecular Weight (Monoisotopic): 526.0997

AlogP: 3.61

#Rotatable Bonds: 7

Polar Surface Area: 112.57

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 7.41

CX Basic pKa: ┄

CX LogP: 2.52

CX LogD: 2.22

Aromatic Rings: 2

Heavy Atoms: 35

QED Weighted: 0.48

Np Likeness Score: -1.18

References

1. von Berg S, Xue Y, Collins M, Llinas A, Olsson RI, Halvarsson T, Lindskog M, Malmberg J, Jirholt J, Krutrök N, Ramnegård M, Brännström M, Lundqvist A, Lepistö M, Aagaard A, McPheat J, Hansson EL, Chen R, Xiong Y, Hansson TG, Narjes F..  (2019)  Discovery of Potent and Orally Bioavailable Inverse Agonists of the Retinoic Acid Receptor-Related Orphan Receptor C2.,  10  (6): [PMID:31223457] [10.1021/acsmedchemlett.9b00158]

2. Narjes F, Llinas A, von Berg S, Jirholt J, Lever S, Pehrson R, Collins M, Malmberg A, Svanberg P, Xue Y, Olsson RI, Malmberg J, Hughes G, Hossain N, Grindebacke H, Leffler A, Krutrök N, Bäck E, Ramnegård M, Lepistö M, Thunberg L, Aagaard A, McPheat J, Hansson EL, Chen R, Xiong Y, Hansson TG..  (2021)  AZD0284, a Potent, Selective, and Orally Bioavailable Inverse Agonist of Retinoic Acid Receptor-Related Orphan Receptor C2.,  64  (18.0): [PMID:34464130] [10.1021/acs.jmedchem.1c01197]

Source

Source(1):

• Scientific Literature