((3'S,4'S)-1'-benzyl-4'-hydroxy-1,3'-bipiperidin-4-yl)(4-fluorophenyl)methanone

ID: ALA1822403

Chembl Id: CHEMBL1822403

PubChem CID: 53391951

Max Phase: Preclinical

Molecular Formula: C24H29FN2O2

Molecular Weight: 396.51

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(c1ccc(F)cc1)C1CCN([C@H]2CN(Cc3ccccc3)CC[C@@H]2O)CC1

Standard InChI:  InChI=1S/C24H29FN2O2/c25-21-8-6-19(7-9-21)24(29)20-10-14-27(15-11-20)22-17-26(13-12-23(22)28)16-18-4-2-1-3-5-18/h1-9,20,22-23,28H,10-17H2/t22-,23-/m0/s1

Standard InChI Key:  NXKOXFVSZFEZNX-GOTSBHOMSA-N

Alternative Forms

1. Parent:

   

   ALA1822403

   [1-[(3S,4S)-1-benzyl-4-hydroxypiperidin-3-yl]piperidin-4-yl]-(4-fluorophenyl)methanone

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: 396.51

Molecular Weight (Monoisotopic): 396.2213

AlogP: 3.36

#Rotatable Bonds: 5

Polar Surface Area: 43.78

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.16

CX LogP: 3.22

CX LogD: 2.39

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.79

Np Likeness Score: -0.83

References

1. Wang W, Cui J, Lu X, Padakanti PK, Xu J, Parsons SM, Luedtke RR, Rath NP, Tu Z..  (2011)  Synthesis and in vitro biological evaluation of carbonyl group-containing analogues for σ1 receptors.,  54  (15): [PMID:21732626] [10.1021/jm200203f]

Source

Source(1):

• Scientific Literature