(2-Chlorophenyl)(1-((4-ethoxyphenoxy)methyl)-6-isopropoxy-3,4-dihydroisoquinolin-2(1H)-yl)methanone

ID: ALA4091508

PubChem CID: 137655557

Max Phase: Preclinical

Molecular Formula: C28H30ClNO4

Molecular Weight: 480.00

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOc1ccc(OCC2c3ccc(OC(C)C)cc3CCN2C(=O)c2ccccc2Cl)cc1

Standard InChI:  InChI=1S/C28H30ClNO4/c1-4-32-21-9-11-22(12-10-21)33-18-27-24-14-13-23(34-19(2)3)17-20(24)15-16-30(27)28(31)25-7-5-6-8-26(25)29/h5-14,17,19,27H,4,15-16,18H2,1-3H3

Standard InChI Key:  BMLZRUBJIOEXEM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   37.6719  -12.6252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6708  -13.4447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.3788  -13.8537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.3770  -12.2163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.0857  -12.6216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   40.5037  -12.6236    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.7930  -12.2100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.2124  -12.2167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.9191  -12.6270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.2144  -11.3995    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   39.7942   -9.7615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.7946   -8.9450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.0863   -8.5356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.3763   -8.9486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.3794   -9.7637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9628  -13.8527    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.2554  -13.4436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.0853   -7.7184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.7924   -7.3089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5473  -13.8516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2560  -12.6264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.7914   -6.4917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.6228  -11.4016    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
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  5  6  1  0
  5 10  1  0
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 25 26  2  0
 26 21  1  0
  2 27  1  0
 27 28  1  0
 24 29  1  0
 29 30  1  0
 28 31  1  0
 28 32  1  0
 30 33  1  0
 18 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4091508

   ---

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: 480.00

Molecular Weight (Monoisotopic): 479.1863

AlogP: 6.34

#Rotatable Bonds: 8

Polar Surface Area: 48.00

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 6.16

CX LogD: 6.16

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.38

Np Likeness Score: -1.00

References

1. Strong KL, Epplin MP, Bacsa J, Butch CJ, Burger PB, Menaldino DS, Traynelis SF, Liotta DC..  (2017)  The Structure-Activity Relationship of a Tetrahydroisoquinoline Class of N-Methyl-d-Aspartate Receptor Modulators that Potentiates GluN2B-Containing N-Methyl-d-Aspartate Receptors.,  60  (13): [PMID:28586221] [10.1021/acs.jmedchem.7b00239]

Source

Source(1):

• Scientific Literature