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

ID: ALA110377

PubChem CID: 604349

Max Phase: Preclinical

Molecular Formula: C11H9NO2

Molecular Weight: 187.20

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Oc1ccc(-c2ccncc2)cc1O

Standard InChI:  InChI=1S/C11H9NO2/c13-10-2-1-9(7-11(10)14)8-3-5-12-6-4-8/h1-7,13-14H

Standard InChI Key:  GQRZBBQWBHAPOX-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 14 15  0  0  0  0  0  0  0  0999 V2000
   -1.0583   -2.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5375   -2.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5375   -1.9292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0583   -1.6292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0625   -4.6292    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5750   -2.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0583   -3.4375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5750   -1.9375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0208   -1.6292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0625   -1.0292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5833   -4.3292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5458   -4.3292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5833   -3.7292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5375   -3.7292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  8  1  0
  5 12  2  0
  6  1  1  0
  7  1  1  0
  8  6  2  0
  9  3  1  0
 10  4  1  0
 11 13  2  0
 12 14  1  0
 13  7  1  0
 14  7  2  0
 11  5  1  0
  3  4  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA110377

   Pyridine, 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: 187.20

Molecular Weight (Monoisotopic): 187.0633

AlogP: 2.16

#Rotatable Bonds: 1

Polar Surface Area: 53.35

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.16

CX Basic pKa: 5.10

CX LogP: 1.80

CX LogD: 1.79

Aromatic Rings: 2

Heavy Atoms: 14

QED Weighted: 0.67

Np Likeness Score: 0.19

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