4-hydroxy-3-(1-piperidylmethyl)benzaldehyde

ID: ALA5201552

Cas Number: 500859-97-2

PubChem CID: 437391

Max Phase: Preclinical

Molecular Formula: C13H17NO2

Molecular Weight: 219.28

Names and Identifiers

Canonical SMILES:  O=Cc1ccc(O)c(CN2CCCCC2)c1

Standard InChI:  InChI=1S/C13H17NO2/c15-10-11-4-5-13(16)12(8-11)9-14-6-2-1-3-7-14/h4-5,8,10,16H,1-3,6-7,9H2

Standard InChI Key:  ANOQAWNFSFYKLF-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 16 17  0  0  0  0  0  0  0  0999 V2000
   -2.1424    0.2058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4278    0.6181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7160    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7160   -0.6189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4260   -1.0307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1424   -0.6226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4260   -1.8559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0013   -1.0315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7132   -0.6189    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7132    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4278    0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1425    0.2061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1425   -0.6189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4279   -1.0315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4278    1.4433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1425    1.8559    0.0000 O   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
  6  5  2  0
  5  7  1  0
  4  8  1  0
  8  9  1  0
 10  9  1  0
 11 10  1  0
 12 11  1  0
 13 12  1  0
 14 13  1  0
  9 14  1  0
  2 15  1  0
 15 16  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA5201552

   4-Hydroxy-3-piperidin-1-ylmethyl-benzaldehyde

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: 219.28

Molecular Weight (Monoisotopic): 219.1259

AlogP: 2.19

#Rotatable Bonds: 3

Polar Surface Area: 40.54

Molecular Species: ZWITTERION

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 6.14

CX Basic pKa: 8.74

CX LogP: 0.80

CX LogD: 0.83

Aromatic Rings: 1

Heavy Atoms: 16

QED Weighted: 0.79

Np Likeness Score: -0.42

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