4-(1,2,3,6-Tetrahydro-pyridin-4-yl)-benzene-1,2-diol

ID: ALA105897

PubChem CID: 557589

Max Phase: Preclinical

Molecular Formula: C11H13NO2

Molecular Weight: 191.23

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Oc1ccc(C2=CCNCC2)cc1O

Standard InChI:  InChI=1S/C11H13NO2/c13-10-2-1-9(7-11(10)14)8-3-5-12-6-4-8/h1-3,7,12-14H,4-6H2

Standard InChI Key:  AKKRSTJTLDPQNP-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 14 15  0  0  0  0  0  0  0  0999 V2000
    2.1214    1.7089    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5504    2.5339    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5504   -2.4161    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5504    0.0589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5504   -0.7661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8359    1.2964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8359    0.4714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5504    1.7089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2648    0.4714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2648    1.2964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8359   -1.1786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2648   -1.1786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8359   -2.0036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2648   -2.0036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  6  1  0
  2  8  1  0
  3 13  1  0
  3 14  1  0
  4  5  1  0
  4  7  1  0
  4  9  2  0
  5 11  2  0
  5 12  1  0
  6  7  2  0
  6  8  1  0
  8 10  2  0
  9 10  1  0
 11 13  1  0
 12 14  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA105897

   4-(1,2,3,6-Tetrahydropyridin-4-yl)benzene-1,2-diol

2. Alternative Forms:

   

   ALA105897

   4-(1,2,3,6-Tetrahydropyridin-4-yl)benzene-1,2-diol hydrochloride

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: 191.23

Molecular Weight (Monoisotopic): 191.0946

AlogP: 1.47

#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: 9.78

CX Basic pKa: 9.06

CX LogP: 0.53

CX LogD: -0.74

Aromatic Rings: 1

Heavy Atoms: 14

QED Weighted: 0.59

Np Likeness Score: 1.09

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