rac-(6-(Benzyloxy)-1-((4-methoxyphenoxy)methyl)-3,4-dihydroisoquinolin-2(1H)-yl)(3-bromophenyl)methanone

ID: ALA2397268

Chembl Id: CHEMBL2397268

PubChem CID: 71746034

Max Phase: Preclinical

Molecular Formula: C31H28BrNO4

Molecular Weight: 558.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(OCC2c3ccc(OCc4ccccc4)cc3CCN2C(=O)c2cccc(Br)c2)cc1

Standard InChI:  InChI=1S/C31H28BrNO4/c1-35-26-10-12-27(13-11-26)37-21-30-29-15-14-28(36-20-22-6-3-2-4-7-22)19-23(29)16-17-33(30)31(34)24-8-5-9-25(32)18-24/h2-15,18-19,30H,16-17,20-21H2,1H3

Standard InChI Key:  JAKRIQWSQWQJHM-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA2397268

   (3-bromophenyl)-[1-[(4-methoxyphenoxy)methyl]-6-phenylmethoxy-3,4-dihydro-1H-isoquinolin-2-yl]methanone

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: 558.47

Molecular Weight (Monoisotopic): 557.1202

AlogP: 6.86

#Rotatable Bonds: 8

Polar Surface Area: 48.00

Molecular Species: NEUTRAL

HBA: 4

HBD: 0

#RO5 Violations: 2

HBA (Lipinski): 5

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 2

CX Acidic pKa:

CX Basic pKa:

CX LogP: 6.92

CX LogD: 6.92

Aromatic Rings: 4

Heavy Atoms: 37

QED Weighted: 0.24

Np Likeness Score: -0.71

References

1. Santangelo Freel RM, Ogden KK, Strong KL, Khatri A, Chepiga KM, Jensen HS, Traynelis SF, Liotta DC..  (2013)  Synthesis and structure activity relationship of tetrahydroisoquinoline-based potentiators of GluN2C and GluN2D containing N-methyl-D-aspartate receptors.,  56  (13): [PMID:23627311] [10.1021/jm400177t]

Source

Source(1):

• Scientific Literature