rac-5-(4-bromophenyl)-5-((tetrahydro-2H-pyran-4-yl)methyl)-5H-imidazo[2,1-a]isoindole

ID: ALA1801272

Chembl Id: CHEMBL1801272

PubChem CID: 56676652

Max Phase: Preclinical

Molecular Formula: C22H21BrN2O

Molecular Weight: 409.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Brc1ccc(C2(CC3CCOCC3)c3ccccc3-c3nccn32)cc1

Standard InChI:  InChI=1S/C22H21BrN2O/c23-18-7-5-17(6-8-18)22(15-16-9-13-26-14-10-16)20-4-2-1-3-19(20)21-24-11-12-25(21)22/h1-8,11-12,16H,9-10,13-15H2

Standard InChI Key:  UWCXLWPOSUKSGW-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA1801272

   5-(4-Bromophenyl)-5-(oxan-4-ylmethyl)imidazo[2,1-a]isoindole

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

Calculated Properties

Molecular Weight: 409.33

Molecular Weight (Monoisotopic): 408.0837

AlogP: 5.23

#Rotatable Bonds: 3

Polar Surface Area: 27.05

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 5.64

CX LogP: 4.98

CX LogD: 4.97

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.59

Np Likeness Score: -0.23

References

1. Trotter BW, Nanda KK, Manley PJ, Uebele VN, Condra CL, Gotter AL, Menzel K, Henault M, Stocco R, Renger JJ, Hartman GD, Bilodeau MT..  (2010)  Tricyclic imidazole antagonists of the Neuropeptide S Receptor.,  20  (15): [PMID:20615693] [10.1016/j.bmcl.2010.04.016]

Source

Source(1):

• Scientific Literature