ID: ALA75286

Max Phase: Preclinical

Molecular Formula: C24H34N2O

Molecular Weight: 366.55

Molecule Type: Small molecule

Representations

Synonyms (1): PB-183
Synonyms from Alternative Forms(1):

Canonical SMILES:  COc1cccc2c(CCCN3CCN(C4CCCCC4)CC3)cccc12

Standard InChI:  InChI=1S/C24H34N2O/c1-27-24-14-6-12-22-20(8-5-13-23(22)24)9-7-15-25-16-18-26(19-17-25)21-10-3-2-4-11-21/h5-6,8,12-14,21H,2-4,7,9-11,15-19H2,1H3

Standard InChI Key:  OAXSBEWCGPXYFN-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: 366.55

Molecular Weight (Monoisotopic): 366.2671

AlogP: 4.73

#Rotatable Bonds: 6

Polar Surface Area: 15.71

Molecular Species: BASE

HBA: 3

HBD: 0

#RO5 Violations: 0

HBA (Lipinski): 3

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 9.07

CX LogP: 5.13

CX LogD: 3.46

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.73

Np Likeness Score: -0.75

References

1. Berardi F, Ferorelli S, Abate C, Colabufo NA, Contino M, Perrone R, Tortorella V..  (2004)  4-(tetralin-1-yl)- and 4-(naphthalen-1-yl)alkyl derivatives of 1-cyclohexylpiperazine as sigma receptor ligands with agonist sigma2 activity.,  47  (9): [PMID:15084129] [10.1021/jm031026e]

2. Colabufo NA, Abate C, Contino M, Inglese C, Niso M, Berardi F, Perrone R..  (2008)  PB183, a sigma receptor ligand, as a potential PET probe for the imaging of prostate adenocarcinoma.,  18  (6): [PMID:18276137] [10.1016/j.bmcl.2008.01.109]

3. Mach RH, Zeng C, Hawkins WG..  (2013)  The σ2 receptor: a novel protein for the imaging and treatment of cancer.,  56  (18): [PMID:23734634] [10.1021/jm301545c]

Source

Source(1):

• Scientific Literature