8-Methoxy-4-(2-piperazin-1-ylethoxy)-2-(4-propoxyphenyl)-quinoline

ID: ALA4171241

Chembl Id: CHEMBL4171241

PubChem CID: 145951132

Max Phase: Preclinical

Molecular Formula: C25H31N3O3

Molecular Weight: 421.54

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCOc1ccc(-c2cc(OCCN3CCNCC3)c3cccc(OC)c3n2)cc1

Standard InChI:  InChI=1S/C25H31N3O3/c1-3-16-30-20-9-7-19(8-10-20)22-18-24(31-17-15-28-13-11-26-12-14-28)21-5-4-6-23(29-2)25(21)27-22/h4-10,18,26H,3,11-17H2,1-2H3

Standard InChI Key:  ZUHPYWZPEVNMCG-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4171241

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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: 421.54

Molecular Weight (Monoisotopic): 421.2365

AlogP: 3.98

#Rotatable Bonds: 9

Polar Surface Area: 55.85

Molecular Species: BASE

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.24

CX LogP: 4.05

CX LogD: 2.22

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.56

Np Likeness Score: -0.98

References

1. Felicetti T, Cannalire R, Pietrella D, Latacz G, Lubelska A, Manfroni G, Barreca ML, Massari S, Tabarrini O, Kieć-Kononowicz K, Schindler BD, Kaatz GW, Cecchetti V, Sabatini S..  (2018)  2-Phenylquinoline S. aureus NorA Efflux Pump Inhibitors: Evaluation of the Importance of Methoxy Group Introduction.,  61  (17): [PMID:30067360] [10.1021/acs.jmedchem.8b00791]

2. Nizi MG, Persoons L, Corona A, Felicetti T, Cernicchi G, Massari S, Manfroni G, Vangeel L, Barreca ML, Esposito F, Jochmans D, Milia J, Cecchetti V, Schols D, Neyts J, Tramontano E, Sabatini S, De Jonghe S, Tabarrini O..  (2022)  Discovery of 2-Phenylquinolines with Broad-Spectrum Anti-coronavirus Activity.,  13  (5.0): [PMID:35571875] [10.1021/acsmedchemlett.2c00123]

Source

Source(1):

• Scientific Literature