4-[2-(6,7-Dimethoxy-3,4-dihydroisoquinolin-2(1H)-yl)ethoxy]-5,7-dimethoxy-2-(4-propoxyphenyl)quinoline

ID: ALA4175014

Chembl Id: CHEMBL4175014

PubChem CID: 145950443

Max Phase: Preclinical

Molecular Formula: C33H38N2O6

Molecular Weight: 558.68

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCOc1ccc(-c2cc(OCCN3CCc4cc(OC)c(OC)cc4C3)c3c(OC)cc(OC)cc3n2)cc1

Standard InChI:  InChI=1S/C33H38N2O6/c1-6-14-40-25-9-7-22(8-10-25)27-20-32(33-28(34-27)18-26(36-2)19-31(33)39-5)41-15-13-35-12-11-23-16-29(37-3)30(38-4)17-24(23)21-35/h7-10,16-20H,6,11-15,21H2,1-5H3

Standard InChI Key:  YXTIUOGLXGCFRY-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4175014

   ---

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: 558.68

Molecular Weight (Monoisotopic): 558.2730

AlogP: 6.16

#Rotatable Bonds: 12

Polar Surface Area: 71.51

Molecular Species: NEUTRAL

HBA: 8

HBD: ┄

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 7.76

CX LogP: 5.88

CX LogD: 5.34

Aromatic Rings: 4

Heavy Atoms: 41

QED Weighted: 0.20

Np Likeness Score: -0.57

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