4-Piperidin-4-yl-benzene-1,2-diol

ID: ALA110602

PubChem CID: 545826

Max Phase: Preclinical

Molecular Formula: C11H15NO2

Molecular Weight: 193.25

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Oc1ccc(C2CCNCC2)cc1O

Standard InChI:  InChI=1S/C11H15NO2/c13-10-2-1-9(7-11(10)14)8-3-5-12-6-4-8/h1-2,7-8,12-14H,3-6H2

Standard InChI Key:  WTVAFIJPKJHBBC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 14 15  0  0  0  0  0  0  0  0999 V2000
    0.0792   -1.2792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6000   -0.9792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6000   -0.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0792   -0.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0750   -3.0750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4375   -0.9792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4375   -0.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0792   -1.8792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1167   -0.0667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0750    0.5250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4458   -2.7667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5917   -2.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4458   -2.1750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6000   -2.1750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  7  1  0
  5 12  1  0
  6  1  1  0
  7  6  2  0
  8  1  1  0
  9  3  1  0
 10  4  1  0
 11 13  1  0
 12 14  1  0
 13  8  1  0
 14  8  1  0
 11  5  1  0
  3  4  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA110602

   Hexahydropyridine, 4-[4,5-dihydroxyphenyl]-

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: 193.25

Molecular Weight (Monoisotopic): 193.1103

AlogP: 1.56

#Rotatable Bonds: 1

Polar Surface Area: 52.49

Molecular Species: BASE

HBA: 3

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.20

CX Basic pKa: 9.35

CX LogP: 0.60

CX LogD: -1.01

Aromatic Rings: 1

Heavy Atoms: 14

QED Weighted: 0.59

Np Likeness Score: 0.81

References

1. Gessner W, Brossi A, Shen R, Abell CW..  (1985)  Synthesis and dihydropteridine reductase inhibitory effects of potential metabolites of the neurotoxin 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine.,  28  (3): [PMID:3871859] [10.1021/jm00381a009]

Source

Source(1):

• Scientific Literature