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

ID: ALA433839

PubChem CID: 13900480

Max Phase: Preclinical

Molecular Formula: C15H14ClNO

Molecular Weight: 259.74

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Oc1ccc(C2CNCc3ccccc32)cc1Cl

Standard InChI:  InChI=1S/C15H14ClNO/c16-14-7-10(5-6-15(14)18)13-9-17-8-11-3-1-2-4-12(11)13/h1-7,13,17-18H,8-9H2

Standard InChI Key:  DZUIZMCWECFQLM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 18 20  0  0  0  0  0  0  0  0999 V2000
   10.7542   -3.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   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
   11.4750   -3.0042    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
   11.4750   -5.4792    0.0000 N   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   -5.4792    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
   11.4750   -4.6542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1875   -1.7625    0.0000 Cl  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
   10.7542   -0.9417    0.0000 O   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  2  1  0
  4  1  2  0
  5  4  1  0
  6 11  1  0
  7 10  1  0
  8  3  1  0
  9  1  1  0
 10  9  2  0
 11  2  1  0
 12  5  1  0
 13  6  1  0
 14  7  1  0
 15  3  2  0
 16  8  2  0
 17 15  1  0
 18 17  2  0
  5  7  2  0
  8 13  1  0
 18 16  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA433839

   2-Chloro-4-(1,2,3,4-tetrahydroisoquinolin-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: 259.74

Molecular Weight (Monoisotopic): 259.0764

AlogP: 3.28

#Rotatable Bonds: 1

Polar Surface Area: 32.26

Molecular Species: BASE

HBA: 2

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.89

CX Basic pKa: 9.15

CX LogP: 2.30

CX LogD: 1.92

Aromatic Rings: 2

Heavy Atoms: 18

QED Weighted: 0.82

Np Likeness Score: 0.17

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