5-((4-((3,4-difluorobenzyl)oxy)piperidin-1-yl)methyl)-1H-benzo[d]imidazole

ID: ALA5170381

Chembl Id: CHEMBL5170381

PubChem CID: 168270563

Max Phase: Preclinical

Molecular Formula: C20H21F2N3O

Molecular Weight: 357.40

Names and Identifiers

Canonical SMILES:  Fc1ccc(COC2CCN(Cc3ccc4[nH]cnc4c3)CC2)cc1F

Standard InChI:  InChI=1S/C20H21F2N3O/c21-17-3-1-15(9-18(17)22)12-26-16-5-7-25(8-6-16)11-14-2-4-19-20(10-14)24-13-23-19/h1-4,9-10,13,16H,5-8,11-12H2,(H,23,24)

Standard InChI Key:  NMWYMABDXNLKFE-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA5170381

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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: 357.40

Molecular Weight (Monoisotopic): 357.1653

AlogP: 4.02

#Rotatable Bonds: 5

Polar Surface Area: 41.15

Molecular Species: BASE

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.22

CX Basic pKa: 8.60

CX LogP: 3.17

CX LogD: 1.94

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.75

Np Likeness Score: -1.66

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