5-[[4-[[3-(trifluoromethyl)phenyl]methoxy]-1-piperidyl]methyl]-1H-benzimidazole

ID: ALA5182602

Chembl Id: CHEMBL5182602

PubChem CID: 168279082

Max Phase: Preclinical

Molecular Formula: C21H22F3N3O

Molecular Weight: 389.42

Names and Identifiers

Canonical SMILES:  FC(F)(F)c1cccc(COC2CCN(Cc3ccc4[nH]cnc4c3)CC2)c1

Standard InChI:  InChI=1S/C21H22F3N3O/c22-21(23,24)17-3-1-2-16(10-17)13-28-18-6-8-27(9-7-18)12-15-4-5-19-20(11-15)26-14-25-19/h1-5,10-11,14,18H,6-9,12-13H2,(H,25,26)

Standard InChI Key:  YFPRVZQGLGSZKO-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA5182602

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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: 389.42

Molecular Weight (Monoisotopic): 389.1715

AlogP: 4.76

#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: 8.61

CX LogP: 3.76

CX LogD: 2.53

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.68

Np Likeness Score: -1.49

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