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

ID: ALA4089357

PubChem CID: 137642125

Max Phase: Preclinical

Molecular Formula: C28H30ClNO3S

Molecular Weight: 496.07

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C28H30ClNO3S/c1-4-31-23-8-10-24(11-9-23)32-18-27-26-13-12-25(33-19(2)3)17-20(26)14-15-30(27)28(34)21-6-5-7-22(29)16-21/h5-13,16-17,19,27H,4,14-15,18H2,1-3H3

Standard InChI Key:  DNNWKNJHBAJUOL-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   25.0869   -6.7916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   26.5024   -1.8825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   25.7955   -3.1106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3788   -7.1996    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.6714   -6.7905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4538   -5.5628    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   23.6721   -5.9733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9634   -7.1985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5014   -1.0653    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   27.9168   -1.0635    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
 24 32  1  0
 32 33  1  0
 33 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4089357

   ---

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: 496.07

Molecular Weight (Monoisotopic): 495.1635

AlogP: 6.88

#Rotatable Bonds: 8

Polar Surface Area: 30.93

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 7.05

CX LogD: 7.05

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.32

Np Likeness Score: -0.94

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