4-(1-Methyl-piperidin-4-yl)-benzene-1,2-diol

ID: ALA321432

Cas Number: 94427-47-1

PubChem CID: 610035

Max Phase: Preclinical

Molecular Formula: C12H17NO2

Molecular Weight: 207.27

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN1CCC(c2ccc(O)c(O)c2)CC1

Standard InChI:  InChI=1S/C12H17NO2/c1-13-6-4-9(5-7-13)10-2-3-11(14)12(15)8-10/h2-3,8-9,14-15H,4-7H2,1H3

Standard InChI Key:  JKYGPAJMFOJYKA-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 15 16  0  0  0  0  0  0  0  0999 V2000
    0.2292   -3.0750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2375   -1.2792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7542   -0.9792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7542   -0.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2375   -0.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2375   -1.8792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2833   -0.9792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2833   -0.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2833   -2.1750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7542   -2.1750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7542   -2.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2833   -2.7667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2750   -0.0667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2292    0.5250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2292   -3.6750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  6  1  0
  3  2  2  0
  4  3  1  0
  5  8  1  0
  6  9  1  0
  7  2  1  0
  8  7  2  0
  9 12  1  0
 10 11  1  0
 11  1  1  0
 12  1  1  0
 13  4  1  0
 14  5  1  0
 15  1  1  0
 10  6  1  0
  4  5  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA321432

   Hexahydropyridine, 1-methyl-4-[4,5-dihydroxyphenyl]-

Molecule Features

Natural Product: Yes

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: 207.27

Molecular Weight (Monoisotopic): 207.1259

AlogP: 1.91

#Rotatable Bonds: 1

Polar Surface Area: 43.70

Molecular Species: BASE

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.66

CX Basic pKa: 8.80

CX LogP: 1.41

CX LogD: 0.26

Aromatic Rings: 1

Heavy Atoms: 15

QED Weighted: 0.69

Np Likeness Score: 0.32

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