ID: ALA3741015

Max Phase: Preclinical

Molecular Formula: C29H27N5O4

Molecular Weight: 509.57

Molecule Type: Small molecule

Representations

Canonical SMILES:  Nc1cccc(-n2cc(C(=O)N3CCN(C(=O)C4COc5ccccc5C4=O)CC3)c3cc(N)ccc32)c1

Standard InChI:  InChI=1S/C29H27N5O4/c30-18-4-3-5-20(14-18)34-16-23(22-15-19(31)8-9-25(22)34)28(36)32-10-12-33(13-11-32)29(37)24-17-38-26-7-2-1-6-21(26)27(24)35/h1-9,14-16,24H,10-13,17,30-31H2

Standard InChI Key:  MCPRZFWCOJUNHZ-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: 509.57

Molecular Weight (Monoisotopic): 509.2063

AlogP: 2.97

#Rotatable Bonds: 3

Polar Surface Area: 123.89

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.58

CX Basic pKa: 4.58

CX LogP: 1.94

CX LogD: 1.94

Aromatic Rings: 4

Heavy Atoms: 38

QED Weighted: 0.32

Np Likeness Score: -0.66

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