2-Chloro-5-(2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenol

ID: ALA439932

PubChem CID: 13900482

Max Phase: Preclinical

Molecular Formula: C16H16ClNO

Molecular Weight: 273.76

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN1Cc2ccccc2C(c2ccc(Cl)c(O)c2)C1

Standard InChI:  InChI=1S/C16H16ClNO/c1-18-9-12-4-2-3-5-13(12)14(10-18)11-6-7-15(17)16(19)8-11/h2-8,14,19H,9-10H2,1H3

Standard InChI Key:  MAIGJZBUTOMKGV-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 21  0  0  0  0  0  0  0  0999 V2000
   10.7542   -4.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0417   -4.6542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7542   -3.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4750   -5.4792    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.0417   -5.4792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4750   -3.0042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4750   -4.6542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4750   -2.1792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7542   -5.8917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7625   -1.7667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0417   -3.0042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0417   -2.1792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7542   -0.9417    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   12.1875   -1.7625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1875   -5.8917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3292   -4.2417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3292   -5.8917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6167   -4.6542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6167   -5.4792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  1  1  0
  4  7  1  0
  5  2  1  0
  6  3  2  0
  7  1  1  0
  8  6  1  0
  9  4  1  0
 10 12  1  0
 11  3  1  0
 12 11  2  0
 13 10  1  0
 14  8  1  0
 15  4  1  0
 16  2  2  0
 17  5  2  0
 18 16  1  0
 19 18  2  0
  5  9  1  0
  8 10  2  0
 19 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA439932

   2-chloro-5-(2-methyl-3,4-dihydro-1H-isoquinolin-4-yl)phenol

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: 273.76

Molecular Weight (Monoisotopic): 273.0920

AlogP: 3.62

#Rotatable Bonds: 1

Polar Surface Area: 23.47

Molecular Species: BASE

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.47

CX Basic pKa: 8.86

CX LogP: 2.79

CX LogD: 2.60

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.86

Np Likeness Score: -0.04

References

1. Riggs RM, Nichols DE, Foreman MM, Truex LL..  (1987)  Evaluation of isomeric 4-(chlorohydroxyphenyl)-1,2,3,4-tetrahydroisoquinolines as dopamine D-1 antagonists.,  30  (10): [PMID:3656362] [10.1021/jm00393a033]

Source

Source(1):

• Scientific Literature