5-chloro-7-[phenyl(1-piperidyl)methyl]quinolin-8-ol

ID: ALA5201945

Chembl Id: CHEMBL5201945

Cas Number: 315698-09-0

PubChem CID: 4462100

Max Phase: Preclinical

Molecular Formula: C21H21ClN2O

Molecular Weight: 352.87

Names and Identifiers

Canonical SMILES:  Oc1c(C(c2ccccc2)N2CCCCC2)cc(Cl)c2cccnc12

Standard InChI:  InChI=1S/C21H21ClN2O/c22-18-14-17(21(25)19-16(18)10-7-11-23-19)20(15-8-3-1-4-9-15)24-12-5-2-6-13-24/h1,3-4,7-11,14,20,25H,2,5-6,12-13H2

Standard InChI Key:  QBXLCZDIUNZZPZ-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA5201945

   5-Chloro-7-[phenyl(piperidin-1-yl)methyl]quinolin-8-ol

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: 352.87

Molecular Weight (Monoisotopic): 352.1342

AlogP: 5.17

#Rotatable Bonds: 3

Polar Surface Area: 36.36

Molecular Species: BASE

HBA: 3

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 6.95

CX Basic pKa: 9.50

CX LogP: 3.73

CX LogD: 3.65

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.71

Np Likeness Score: -1.08

References

1. Pape VFS, Palkó R, Tóth S, Szabó MJ, Sessler J, Dormán G, Enyedy ÉA, Soós T, Szatmári I, Szakács G..  (2022)  Structure-Activity Relationships of 8-Hydroxyquinoline-Derived Mannich Bases with Tertiary Amines Targeting Multidrug-Resistant Cancer.,  65  (11.0): [PMID:35613553] [10.1021/acs.jmedchem.2c00076]

Source

Source(1):

• Scientific Literature