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

ID: ALA1822404

Chembl Id: CHEMBL1822404

PubChem CID: 53391952

Max Phase: Preclinical

Molecular Formula: C23H28FN3O2

Molecular Weight: 397.49

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(c1ccc(F)cc1)C1CCN([C@H]2CN(Cc3cccnc3)CC[C@@H]2O)CC1

Standard InChI:  InChI=1S/C23H28FN3O2/c24-20-5-3-18(4-6-20)23(29)19-7-12-27(13-8-19)21-16-26(11-9-22(21)28)15-17-2-1-10-25-14-17/h1-6,10,14,19,21-22,28H,7-9,11-13,15-16H2/t21-,22-/m0/s1

Standard InChI Key:  QCOKHDYSFUWUQK-VXKWHMMOSA-N

Alternative Forms

1. Parent:

   

   ALA1822404

   (4-fluorophenyl)-[1-[(3S,4S)-4-hydroxy-1-(pyridin-3-ylmethyl)piperidin-3-yl]piperidin-4-yl]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: 397.49

Molecular Weight (Monoisotopic): 397.2166

AlogP: 2.75

#Rotatable Bonds: 5

Polar Surface Area: 56.67

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.94

CX LogP: 2.00

CX LogD: 1.36

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.79

Np Likeness Score: -1.03

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