ID: ALA4062760

Max Phase: Preclinical

Molecular Formula: C27H24F3N3O5S

Molecular Weight: 559.57

Molecule Type: Small molecule

Representations

Canonical SMILES:  O=C(O)c1ccc2nc(N3CCC(OCc4c(-c5ccccc5OC(F)(F)F)noc4C4CC4)CC3)sc2c1

Standard InChI:  InChI=1S/C27H24F3N3O5S/c28-27(29,30)37-21-4-2-1-3-18(21)23-19(24(38-32-23)15-5-6-15)14-36-17-9-11-33(12-10-17)26-31-20-8-7-16(25(34)35)13-22(20)39-26/h1-4,7-8,13,15,17H,5-6,9-12,14H2,(H,34,35)

Standard InChI Key:  RPJGOVWDLAWXIW-UHFFFAOYSA-N

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

Properties

Molecular Weight: 559.57

Molecular Weight (Monoisotopic): 559.1389

AlogP: 6.61

#Rotatable Bonds: 8

Polar Surface Area: 97.92

Molecular Species: ACID

HBA: 8

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.63

CX Basic pKa: 2.04

CX LogP: 6.56

CX LogD: 3.36

Aromatic Rings: 4

Heavy Atoms: 39

QED Weighted: 0.26

Np Likeness Score: -1.29

References

1. Tully DC, Rucker PV, Chianelli D, Williams J, Vidal A, Alper PB, Mutnick D, Bursulaya B, Schmeits J, Wu X, Bao D, Zoll J, Kim Y, Groessl T, McNamara P, Seidel HM, Molteni V, Liu B, Phimister A, Joseph SB, Laffitte B..  (2017)  Discovery of Tropifexor (LJN452), a Highly Potent Non-bile Acid FXR Agonist for the Treatment of Cholestatic Liver Diseases and Nonalcoholic Steatohepatitis (NASH).,  60  (24): [PMID:29148806] [10.1021/acs.jmedchem.7b00907]

2. Xu Y..  (2016)  Recent Progress on Bile Acid Receptor Modulators for Treatment of Metabolic Diseases.,  59  (14): [PMID:26878262] [10.1021/acs.jmedchem.5b00342]

Source

Source(1):

• Scientific Literature