(-)-(1R,2S,5S)-6-Allyl-8-(4-methoxybenzyl)-2-phenoxy-6,8-diazabicyclo[3.2.2]nonane

ID: ALA2021509

PubChem CID: 70685507

Max Phase: Preclinical

Molecular Formula: C25H32N2O2

Molecular Weight: 392.54

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=CCN1C[C@@H]2[C@@H](COc3ccccc3)CC[C@H]1CN2Cc1ccc(OC)cc1

Standard InChI:  InChI=1S/C25H32N2O2/c1-3-15-26-18-25-21(19-29-24-7-5-4-6-8-24)11-12-22(26)17-27(25)16-20-9-13-23(28-2)14-10-20/h3-10,13-14,21-22,25H,1,11-12,15-19H2,2H3/t21-,22+,25-/m1/s1

Standard InChI Key:  KFKIAKKYXSHUCB-OTNCWRBYSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA2021509

   (1S,2S,5S)-8-[(4-methoxyphenyl)methyl]-2-(phenoxymethyl)-6-prop-2-enyl-6,8-diazabicyclo[3.2.2]nonane

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: 392.54

Molecular Weight (Monoisotopic): 392.2464

AlogP: 4.23

#Rotatable Bonds: 8

Polar Surface Area: 24.94

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.57

CX LogP: 4.61

CX LogD: 4.22

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.63

Np Likeness Score: -0.23

References

1. Holl R, Schepmann D, Fröhlich R, Grünert R, Bednarski PJ, Wünsch B..  (2009)  Dancing of the second aromatic residue around the 6,8-diazabicyclo[3.2.2]nonane framework: influence on sigma receptor affinity and cytotoxicity.,  52  (7): [PMID:19243173] [10.1021/jm801522j]

Source

Source(1):

• Scientific Literature