6,7-Dimethoxy-2-[2-(4-methoxyphenyl)ethyl]-1,2,3,4-tetrahydroisoquinoline

ID: ALA2172352

PubChem CID: 57170623

Max Phase: Preclinical

Molecular Formula: C20H25NO3

Molecular Weight: 327.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(CCN2CCc3cc(OC)c(OC)cc3C2)cc1

Standard InChI:  InChI=1S/C20H25NO3/c1-22-18-6-4-15(5-7-18)8-10-21-11-9-16-12-19(23-2)20(24-3)13-17(16)14-21/h4-7,12-13H,8-11,14H2,1-3H3

Standard InChI Key:  CQLWHPMAMUBLNG-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
   11.7555  -32.7889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0410  -33.2014    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.0410  -34.0264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7555  -34.4389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4699  -34.0264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1844  -34.4389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8989  -34.0264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8989  -33.2014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1844  -32.7889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4699  -33.2014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3265  -32.7889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6120  -33.2014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8976  -32.7889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8976  -31.9639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1831  -31.5514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4686  -31.9639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4686  -32.7889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1831  -33.2014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7542  -31.5514    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0397  -31.9639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6133  -32.7889    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.3278  -33.2014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6133  -34.4389    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.3278  -34.0264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  1 10  1  0
  5 10  2  0
 11 12  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 13 18  2  0
 19 20  1  0
 16 19  1  0
 12 13  1  0
  2 11  1  0
 21 22  1  0
  8 21  1  0
 23 24  1  0
  7 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2172352

   Antidepressant agent 5

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: 327.42

Molecular Weight (Monoisotopic): 327.1834

AlogP: 3.31

#Rotatable Bonds: 6

Polar Surface Area: 30.93

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.34

CX LogP: 3.49

CX LogD: 2.51

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.81

Np Likeness Score: -0.51

References

1. Horling A, Müller C, Barthel R, Bracher F, Imming P..  (2012)  A new class of selective and potent 7-dehydrocholesterol reductase inhibitors.,  55  (17): [PMID:22882119] [10.1021/jm3006096]

Source

Source(1):

• Scientific Literature