(S)-4-((3-((4-methylbenzyl)oxy)piperidin-1-yl)methyl)benzonitrile

ID: ALA5174753

Chembl Id: CHEMBL5174753

PubChem CID: 168276065

Max Phase: Preclinical

Molecular Formula: C21H24N2O

Molecular Weight: 320.44

Names and Identifiers

Canonical SMILES:  Cc1ccc(CO[C@H]2CCCN(Cc3ccc(C#N)cc3)C2)cc1

Standard InChI:  InChI=1S/C21H24N2O/c1-17-4-6-20(7-5-17)16-24-21-3-2-12-23(15-21)14-19-10-8-18(13-22)9-11-19/h4-11,21H,2-3,12,14-16H2,1H3/t21-/m0/s1

Standard InChI Key:  PPZBZJPCFRFDCX-NRFANRHFSA-N

Alternative Forms

1. Parent:

   

   ALA5174753

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 320.44

Molecular Weight (Monoisotopic): 320.1889

AlogP: 4.05

#Rotatable Bonds: 5

Polar Surface Area: 36.26

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.18

CX LogP: 4.43

CX LogD: 3.58

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.83

Np Likeness Score: -1.32

References

1. Tolentino KT, Mashinson V, Vadukoot AK, Hopkins CR..  (2022)  Discovery and characterization of benzyloxy piperidine based dopamine 4 receptor antagonists.,  61  [PMID:35151866] [10.1016/j.bmcl.2022.128615]

2. Tolentino KT, Mashinson V, Sharma MK, Chhonker YS, Murry DJ, Hopkins CR..  (2022)  From dopamine 4 to sigma 1: Synthesis, SAR and biological characterization of a piperidine scaffold of σ1 modulators.,  244  [PMID:36283180] [10.1016/j.ejmech.2022.114840]

Source

Source(1):

• Scientific Literature