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

ID: ALA323998

Cas Number: 90684-16-5

PubChem CID: 185035

Max Phase: Preclinical

Molecular Formula: C12H15NO2

Molecular Weight: 205.26

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN1CC=C(c2ccc(O)c(O)c2)CC1

Standard InChI:  InChI=1S/C12H15NO2/c1-13-6-4-9(5-7-13)10-2-3-11(14)12(15)8-10/h2-4,8,14-15H,5-7H2,1H3

Standard InChI Key:  STKXSZGYJMADCX-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 15 16  0  0  0  0  0  0  0  0999 V2000
   -0.9500   -1.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9500   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4333   -2.1292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9583   -3.0292    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4333   -0.9375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4333   -0.3292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9500   -0.0292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4708   -2.1292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4708   -0.9375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4333   -2.7292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4708   -0.3375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4708   -2.7292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0875   -0.0292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9583    0.5708    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9583   -3.6292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  1  2  0
  4 12  1  0
  5  2  2  0
  6  5  1  0
  7 11  1  0
  8  1  1  0
  9  2  1  0
 10  3  1  0
 11  9  2  0
 12  8  1  0
 13  6  1  0
 14  7  1  0
 15  4  1  0
  4 10  1  0
  6  7  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA323998

   1,2-Benzenediol, 4-(1,2,3,6-tetrahydro-1-methyl-4-pyridinyl)-

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: 205.26

Molecular Weight (Monoisotopic): 205.1103

AlogP: 1.82

#Rotatable Bonds: 1

Polar Surface Area: 43.70

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.30

CX Basic pKa: 8.30

CX LogP: 1.46

CX LogD: 0.74

Aromatic Rings: 1

Heavy Atoms: 15

QED Weighted: 0.69

Np Likeness Score: 0.68

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