4-(4'-chlorophenyl)-1-(4'-(4-fluorophenyl)butyl)piperidin-4-ol

ID: ALA1940402

Chembl Id: CHEMBL1940402

PubChem CID: 57403525

Max Phase: Preclinical

Molecular Formula: C21H25ClFNO

Molecular Weight: 361.89

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  OC1(c2ccc(Cl)cc2)CCN(CCCCc2ccc(F)cc2)CC1

Standard InChI:  InChI=1S/C21H25ClFNO/c22-19-8-6-18(7-9-19)21(25)12-15-24(16-13-21)14-2-1-3-17-4-10-20(23)11-5-17/h4-11,25H,1-3,12-16H2

Standard InChI Key:  ZTBBOIYRZHAFIN-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA1940402

   4-(4-Chlorophenyl)-1-[4-(4-fluorophenyl)butyl]piperidin-4-ol

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: 361.89

Molecular Weight (Monoisotopic): 361.1609

AlogP: 4.79

#Rotatable Bonds: 6

Polar Surface Area: 23.47

Molecular Species: BASE

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.96

CX Basic pKa: 9.10

CX LogP: 4.81

CX LogD: 3.11

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.75

Np Likeness Score: -0.83

References

1. Peprah K, Zhu XY, Eyunni SV, Setola V, Roth BL, Ablordeppey SY..  (2012)  Multi-receptor drug design: Haloperidol as a scaffold for the design and synthesis of atypical antipsychotic agents.,  20  (3): [PMID:22245230] [10.1016/j.bmc.2011.12.019]

2. Sampson D, Bricker B, Zhu XY, Peprah K, Lamango NS, Setola V, Roth BL, Ablordeppey SY..  (2014)  Further evaluation of the tropane analogs of haloperidol.,  24  (17): [PMID:25070422] [10.1016/j.bmcl.2014.07.018]

3. Fyfe TJ, Kellam B, Sykes DA, Capuano B, Scammells PJ, Lane JR, Charlton SJ, Mistry SN..  (2019)  Structure-Kinetic Profiling of Haloperidol Analogues at the Human Dopamine D2 Receptor.,  62  (21): [PMID:31580666] [10.1021/acs.jmedchem.9b00864]

Source

Source(1):

• Scientific Literature