ID: ALA3740564

Max Phase: Preclinical

Molecular Formula: C28H23N3O6S

Molecular Weight: 529.57

Molecule Type: Small molecule

Representations

Canonical SMILES:  O=C(NCCCNC(=O)c1cn(S(=O)(=O)c2ccccc2)c2ccccc12)c1coc2ccccc2c1=O

Standard InChI:  InChI=1S/C28H23N3O6S/c32-26-21-12-5-7-14-25(21)37-18-23(26)28(34)30-16-8-15-29-27(33)22-17-31(24-13-6-4-11-20(22)24)38(35,36)19-9-2-1-3-10-19/h1-7,9-14,17-18H,8,15-16H2,(H,29,33)(H,30,34)

Standard InChI Key:  ABJPGJSDWYYXJI-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: 529.57

Molecular Weight (Monoisotopic): 529.1308

AlogP: 3.53

#Rotatable Bonds: 8

Polar Surface Area: 127.48

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa:

CX Basic pKa:

CX LogP: 2.64

CX LogD: 2.64

Aromatic Rings: 5

Heavy Atoms: 38

QED Weighted: 0.30

Np Likeness Score: -0.78

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