4-(3'-Fluorophenyl)methyl-4-azahexacyclo[5.4.1.02,6.03,10.05,9.08,11]dodecan-3-ol

ID: ALA608560

Chembl Id: CHEMBL608560

PubChem CID: 10356463

Max Phase: Preclinical

Molecular Formula: C18H18FNO

Molecular Weight: 283.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  OC12C3C4CC5C6C4C1C6C(C53)N2Cc1cccc(F)c1

Standard InChI:  InChI=1S/C18H18FNO/c19-8-3-1-2-7(4-8)6-20-17-13-9-5-10-12-11(9)14(17)16(12)18(20,21)15(10)13/h1-4,9-17,21H,5-6H2

Standard InChI Key:  DUZFRLZTNIIHKJ-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA608560

   5-[(3-Fluorophenyl)methyl]-5-azahexacyclo[5.4.1.02,6.03,10.04,8.09,12]dodecan-4-ol

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: 283.35

Molecular Weight (Monoisotopic): 283.1372

AlogP: 2.09

#Rotatable Bonds: 2

Polar Surface Area: 23.47

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.79

CX Basic pKa: 6.84

CX LogP: 1.99

CX LogD: 1.88

Aromatic Rings: 1

Heavy Atoms: 21

QED Weighted: 0.90

Np Likeness Score: 0.04

References

1. Banister SD, Moussa IA, Jordan MJ, Coster MJ, Kassiou M..  (2010)  Oxo-bridged isomers of aza-trishomocubane sigma (sigma) receptor ligands: Synthesis, in vitro binding, and molecular modeling.,  20  (1): [PMID:19954972] [10.1016/j.bmcl.2009.11.019]

2. Banister SD, Manoli M, Doddareddy MR, Hibbs DE, Kassiou M..  (2012)  A σ(1) receptor pharmacophore derived from a series of N-substituted 4-azahexacyclo[5.4.1.0(2,6).0(3,10).0(5,9).0(8,11)]dodecan-3-ols (AHDs).,  22  (19): [PMID:22959245] [10.1016/j.bmcl.2012.08.046]

3. Geldenhuys WJ, Novotny N, Malan SF, Van der Schyf CJ..  (2013)  3D-QSAR and docking studies of pentacycloundecylamines at the sigma-1 (σ1) receptor.,  23  (6): [PMID:23414839] [10.1016/j.bmcl.2013.01.069]

4. Banister SD, Manoli M, Barron ML, Werry EL, Kassiou M..  (2013)  N-substituted 8-aminopentacyclo[5.4.0.0(2,6).0(3,10).0(5,9)]undecanes as σ receptor ligands with potential neuroprotective effects.,  21  (19): [PMID:23981939] [10.1016/j.bmc.2013.07.045]

5. Geldenhuys WJ, Yonutas HM, Morris DL, Sullivan PG, Darvesh AS, Leeper TC..  (2016)  Identification of small molecules that bind to the mitochondrial protein mitoNEET.,  26  (21): [PMID:27687671] [10.1016/j.bmcl.2016.09.009]

Source

Source(1):

• Scientific Literature