US9079895, 26r

ID: ALA4108274

PubChem CID: 71062790

Max Phase: Preclinical

Molecular Formula: C21H27N3O2

Molecular Weight: 353.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ncccc1OC[C@H]1CN(CCN2CCc3ccccc32)CCO1

Standard InChI:  InChI=1S/C21H27N3O2/c1-17-21(7-4-9-22-17)26-16-19-15-23(13-14-25-19)11-12-24-10-8-18-5-2-3-6-20(18)24/h2-7,9,19H,8,10-16H2,1H3/t19-/m1/s1

Standard InChI Key:  DYMQPSSXRFHPQS-LJQANCHMSA-N

Molfile:  

     RDKit          2D

 26 29  0  0  1  0  0  0  0  0999 V2000
   -4.0286  -14.0025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8549  -14.2522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3916  -15.6789    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9244  -15.9910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0795  -14.8765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3838  -13.4498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8510  -13.1376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3116  -11.7092    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3056  -10.5955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7662   -9.1671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7624   -8.0525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2256   -6.6258    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2234   -5.5086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6890   -4.0818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3114   -2.9665    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8032   -3.1233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4133   -1.7530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6928   -6.3138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6967   -7.4283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2334   -8.8550    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  2  1  0
  7  8  1  0
  8  9  1  0
 10  9  1  6
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 15  1  0
 23 18  1  0
 12 24  1  0
 24 25  1  0
 25 26  1  0
 26 10  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4108274

   (2R)-4-[2-(2,3-dihydroindol-1-yl)ethyl]-2-[(2-methylpyridin-3-yl)oxymethyl]morpholine

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: 353.47

Molecular Weight (Monoisotopic): 353.2103

AlogP: 2.53

#Rotatable Bonds: 6

Polar Surface Area: 37.83

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 6.87

CX LogP: 2.54

CX LogD: 2.43

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.80

Np Likeness Score: -1.21

References

1.  (2015)  Morpholino compounds, uses and methods, 

Source

Source(1):

• BindingDB Database