(S)-1-(3,4-dihydroquinolin-1(2H)-yl)-2-(2-(methylamino)-1-phenylethoxy)ethan-1-one

ID: ALA5272418

Max Phase: Preclinical

Molecular Formula: C20H24N2O2

Molecular Weight: 324.42

Names and Identifiers

Canonical SMILES:  CNC[C@@H](OCC(=O)N1CCCc2ccccc21)c1ccccc1

Standard InChI:  InChI=1S/C20H24N2O2/c1-21-14-19(17-9-3-2-4-10-17)24-15-20(23)22-13-7-11-16-8-5-6-12-18(16)22/h2-6,8-10,12,19,21H,7,11,13-15H2,1H3/t19-/m1/s1

Standard InChI Key:  WJOYDVHWRQOERV-LJQANCHMSA-N

Molfile:  

 
     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
   -2.8573    0.4122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1428    0.8247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4283    0.4122    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4283   -0.4128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1428   -0.8253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8573   -0.4128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7163   -0.8245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7160   -1.6497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4260   -2.0618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1426   -1.6538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7140    0.8246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7140    1.6494    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0002    0.4122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7144    0.8246    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4288    0.4122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1430    0.8246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4288   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1430   -0.8251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1422   -1.6474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4277   -2.0599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7162   -1.6509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7114   -0.8266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1430    1.6494    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8573    2.0618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  3  2  1  0
  4  3  1  0
  5  4  2  0
  1  6  1  0
  6  5  1  0
  4  7  1  0
  8  7  2  0
  9  8  1  0
 10  9  2  0
  5 10  1  0
  3 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  6
 15 17  1  0
 18 17  2  0
 19 18  1  0
 20 19  2  0
 21 20  1  0
 22 21  2  0
 17 22  1  0
 16 23  1  0
 23 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5272418

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 324.42

Molecular Weight (Monoisotopic): 324.1838

AlogP: 2.94

#Rotatable Bonds: 6

Polar Surface Area: 41.57

Molecular Species: BASE

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.05

CX LogP: 2.81

CX LogD: 1.16

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.89

Np Likeness Score: -0.67

References

1. Dickson L, Teall M, Chevalier E, Cheung T, Liwicki GM, Mack S, Stephenson A, White K, Fosbeary R, Harrison DC, Brice NL, Doyle K, Ciccocioppo R, Wu C, Almond S, Patel TR, Mitchell P, Barnes M, Ayscough AP, Dawson LA, Carlton M, Bürli RW..  (2023)  Discovery of CVN636: A Highly Potent, Selective, and CNS Penetrant mGluR₇ Allosteric Agonist.,  14  (4): [PMID:37077399] [10.1021/acsmedchemlett.2c00529]

Source

Source(1):

• Scientific Literature