ID: ALA3739774

Max Phase: Preclinical

Molecular Formula: C30H21F3N4O6

Molecular Weight: 590.51

Molecule Type: Small molecule

Representations

Canonical SMILES:  O=C(c1coc2ccccc2c1=O)N1CCN(C(=O)c2cn(-c3cccc(C(F)(F)F)c3)c3ccc([N+](=O)[O-])cc23)CC1

Standard InChI:  InChI=1S/C30H21F3N4O6/c31-30(32,33)18-4-3-5-19(14-18)36-16-23(22-15-20(37(41)42)8-9-25(22)36)28(39)34-10-12-35(13-11-34)29(40)24-17-43-26-7-2-1-6-21(26)27(24)38/h1-9,14-17H,10-13H2

Standard InChI Key:  OCHPEDYUGORHJB-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: 590.51

Molecular Weight (Monoisotopic): 590.1413

AlogP: 5.26

#Rotatable Bonds: 4

Polar Surface Area: 118.90

Molecular Species: NEUTRAL

HBA: 7

HBD: 0

#RO5 Violations: 2

HBA (Lipinski): 10

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 2

CX Acidic pKa:

CX Basic pKa:

CX LogP: 4.62

CX LogD: 4.62

Aromatic Rings: 5

Heavy Atoms: 43

QED Weighted: 0.21

Np Likeness Score: -1.14

References

1. Papaneophytou C, Alexiou P, Papakyriakou A, Ntougkos E, Tsiliouka K, Maranti A, Liepouri F, Strongilos A, Mettou A, Couladouros E, Eliopoulos E, Douni E, Kollias G, Kontopidis G.  (2015)  Synthesis and biological evaluation of potential small moleculeinhibitors of tumor necrosis factor,  6  (6): [10.1039/C5MD00023H]

2. Rinotas V,Papakyriakou A,Violitzi F,Papaneophytou C,Ouzouni MD,Alexiou P,Strongilos A,Couladouros E,Kontopidis G,Eliopoulos E,Douni E.  (2020)  Discovery of Small-Molecule Inhibitors of Receptor Activator of Nuclear Factor-κB Ligand with a Superior Therapeutic Index.,  63  (20.0): [PMID:32955874] [10.1021/acs.jmedchem.0c01316]

Source

Source(1):

• Scientific Literature