5-chloro-7-[(4-ethylpiperazin-1-yl)-(2-pyridyl)methyl]quinolin-8-ol

ID: ALA5200983

Chembl Id: CHEMBL5200983

Cas Number: 622792-38-5

PubChem CID: 4179042

Max Phase: Preclinical

Molecular Formula: C21H23ClN4O

Molecular Weight: 382.90

Names and Identifiers

Canonical SMILES:  CCN1CCN(C(c2ccccn2)c2cc(Cl)c3cccnc3c2O)CC1

Standard InChI:  InChI=1S/C21H23ClN4O/c1-2-25-10-12-26(13-11-25)20(18-7-3-4-8-23-18)16-14-17(22)15-6-5-9-24-19(15)21(16)27/h3-9,14,20,27H,2,10-13H2,1H3

Standard InChI Key:  VVUDRIJJENVYNV-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA5200983

   5-Chloro-7-[(4-ethylpiperazin-1-yl)(pyridin-2-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: 382.90

Molecular Weight (Monoisotopic): 382.1560

AlogP: 3.72

#Rotatable Bonds: 4

Polar Surface Area: 52.49

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 7.89

CX Basic pKa: 7.10

CX LogP: 2.65

CX LogD: 2.77

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.74

Np Likeness Score: -1.43

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