4-methoxy-2-[(4-methylpiperazin-1-yl)methyl]phenol

ID: ALA5207343

PubChem CID: 782286

Max Phase: Preclinical

Molecular Formula: C13H20N2O2

Molecular Weight: 236.31

Names and Identifiers

Canonical SMILES:  COc1ccc(O)c(CN2CCN(C)CC2)c1

Standard InChI:  InChI=1S/C13H20N2O2/c1-14-5-7-15(8-6-14)10-11-9-12(17-2)3-4-13(11)16/h3-4,9,16H,5-8,10H2,1-2H3

Standard InChI Key:  AHHPNWCOAPGCGA-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 17 18  0  0  0  0  0  0  0  0999 V2000
   -2.4998    0.2058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7852    0.6181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0733    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0733   -0.6189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7833   -1.0307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4998   -0.6226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3586   -1.0315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3559   -0.6189    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3559    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0705    0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7852    0.2061    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7852   -0.6189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0706   -1.0315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7833   -1.8559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4998    0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7852    1.4433    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4998    1.8559    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
  6  5  2  0
  4  7  1  0
  7  8  1  0
  9  8  1  0
 10  9  1  0
 11 10  1  0
 12 11  1  0
 13 12  1  0
  8 13  1  0
  5 14  1  0
 11 15  1  0
  2 16  1  0
 16 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5207343

   Cambridge id 5418772

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: 236.31

Molecular Weight (Monoisotopic): 236.1525

AlogP: 1.15

#Rotatable Bonds: 3

Polar Surface Area: 35.94

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.19

CX Basic pKa: 7.89

CX LogP: 1.02

CX LogD: 0.64

Aromatic Rings: 1

Heavy Atoms: 17

QED Weighted: 0.85

Np Likeness Score: -0.77

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