ID: ALA2338351

Max Phase: Preclinical

Molecular Formula: C28H38N4O

Molecular Weight: 446.64

Molecule Type: Small molecule

Representations

Canonical SMILES:  CN1CCc2c(cccc2C(=O)NCC2(N3CCN(c4ccccc4)CC3)CCCCC2)C1

Standard InChI:  InChI=1S/C28H38N4O/c1-30-16-13-25-23(21-30)9-8-12-26(25)27(33)29-22-28(14-6-3-7-15-28)32-19-17-31(18-20-32)24-10-4-2-5-11-24/h2,4-5,8-12H,3,6-7,13-22H2,1H3,(H,29,33)

Standard InChI Key:  DIKKTLPJDURHSW-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: 446.64

Molecular Weight (Monoisotopic): 446.3046

AlogP: 3.93

#Rotatable Bonds: 5

Polar Surface Area: 38.82

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 8.28

CX LogP: 4.51

CX LogD: 3.31

Aromatic Rings: 2

Heavy Atoms: 33

QED Weighted: 0.76

Np Likeness Score: -1.00

References

1. Letavic MA, Lord B, Bischoff F, Hawryluk NA, Pieters S, Rech JC, Sales Z, Velter AI, Ao H, Bonaventure P, Contreras V, Jiang X, Morton KL, Scott B, Wang Q, Wickenden AD, Carruthers NI, Bhattacharya A..  (2013)  Synthesis and Pharmacological Characterization of Two Novel, Brain Penetrating P2X7 Antagonists.,  4  (4): [PMID:24900687] [10.1021/ml400040v]

2. Hopper AT, Juhl M, Hornberg J, Badolo L, Kilburn JP, Thougaard A, Smagin G, Song D, Calice L, Menon V, Dale E, Zhang H, Cajina M, Nattini ME, Gandhi A, Grenon M, Jones K, Khayrullina T, Chandrasena G, Thomsen C, Zorn SH, Brodbeck R, Poda SB, Staal R, Möller T..  (2021)  Synthesis and Characterization of the Novel Rodent-Active and CNS-Penetrant P2X7 Receptor Antagonist Lu AF27139.,  64  (8.0): [PMID:33822617] [10.1021/acs.jmedchem.0c02249]

Source

Source(1):

• Scientific Literature