(1-((4-Ethoxyphenoxy)methyl)-6-isopropoxy-3,4-dihydroisoquinolin-2(1H)-yl)(m-tolyl)methanone

ID: ALA4094694

PubChem CID: 137655685

Max Phase: Preclinical

Molecular Formula: C29H33NO4

Molecular Weight: 459.59

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOc1ccc(OCC2c3ccc(OC(C)C)cc3CCN2C(=O)c2cccc(C)c2)cc1

Standard InChI:  InChI=1S/C29H33NO4/c1-5-32-24-9-11-25(12-10-24)33-19-28-27-14-13-26(34-20(2)3)18-22(27)15-16-30(28)29(31)23-8-6-7-21(4)17-23/h6-14,17-18,20,28H,5,15-16,19H2,1-4H3

Standard InChI Key:  BGVDSQWKFSKLNY-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    7.6495  -14.0338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4795   -8.3086    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   15.4319  -12.8061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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  2 27  1  0
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 28 31  1  0
 28 32  1  0
 30 33  1  0
 17 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4094694

   ---

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: 459.59

Molecular Weight (Monoisotopic): 459.2410

AlogP: 6.00

#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: 6.07

CX LogD: 6.07

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.41

Np Likeness Score: -0.97

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