5-(ethoxymethyl)-7-[(4-methyl-1-piperidyl)methyl]quinolin-8-ol

ID: ALA5202771

PubChem CID: 23604740

Max Phase: Preclinical

Molecular Formula: C19H26N2O2

Molecular Weight: 314.43

Names and Identifiers

Canonical SMILES:  CCOCc1cc(CN2CCC(C)CC2)c(O)c2ncccc12

Standard InChI:  InChI=1S/C19H26N2O2/c1-3-23-13-16-11-15(12-21-9-6-14(2)7-10-21)19(22)18-17(16)5-4-8-20-18/h4-5,8,11,14,22H,3,6-7,9-10,12-13H2,1-2H3

Standard InChI Key:  GJXBQGZQUCVILH-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   -0.3558   -0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3558   -1.0315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0658   -1.4432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7822   -1.0352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3588   -1.4441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0734   -1.0315    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0658   -2.2685    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4978   -1.4477    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2155   -1.0335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2173   -0.2092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.0734   -0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7880    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5027   -0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5027   -1.0315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7881   -1.4441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0676    1.0307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2173    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7823    1.4433    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7823    2.2685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4968    2.6810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  3  2  0
  5  4  1  0
  1  6  1  0
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  7  8  1  0
  5  9  1  0
  6 10  1  0
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 12 11  1  0
 13 12  2  0
  1 13  1  0
 14  8  1  0
 15 14  1  0
 16 15  1  0
 17 16  1  0
 18 17  1  0
  8 18  1  0
  2 19  1  0
 16 20  1  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5202771

   5-(Ethoxymethyl)-7-[(4-methylpiperidin-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: 314.43

Molecular Weight (Monoisotopic): 314.1994

AlogP: 3.71

#Rotatable Bonds: 5

Polar Surface Area: 45.59

Molecular Species: BASE

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.43

CX Basic pKa: 10.01

CX LogP: 1.85

CX LogD: 1.59

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.91

Np Likeness Score: -0.84

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