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

ID: ALA2172343

PubChem CID: 71458942

Max Phase: Preclinical

Molecular Formula: C19H23NO2

Molecular Weight: 297.40

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(CCN2CCc3cc(OC)ccc3C2)cc1

Standard InChI:  InChI=1S/C19H23NO2/c1-21-18-6-3-15(4-7-18)9-11-20-12-10-16-13-19(22-2)8-5-17(16)14-20/h3-8,13H,9-12,14H2,1-2H3

Standard InChI Key:  YDMQLMAEKUSCKI-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   11.8792  -31.6546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1647  -32.0671    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.1647  -32.8921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8792  -33.3046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5937  -32.8921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3081  -33.3046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0226  -32.8921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0226  -32.0671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3081  -31.6546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5937  -32.0671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4503  -31.6546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7358  -32.0671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0213  -31.6546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0213  -30.8296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3069  -30.4171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5924  -30.8296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5924  -31.6546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3069  -32.0671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8779  -30.4171    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1634  -30.8296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7371  -33.3046    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.4516  -32.8921    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
  7 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2172343

   6-methoxy-2-[2-(4-methoxyphenyl)ethyl]-3,4-dihydro-1H-isoquinoline

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: 297.40

Molecular Weight (Monoisotopic): 297.1729

AlogP: 3.30

#Rotatable Bonds: 5

Polar Surface Area: 21.70

Molecular Species: BASE

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.73

CX LogP: 3.65

CX LogD: 2.31

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.84

Np Likeness Score: -0.69

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