3-(4-Phenylbutyl)-1,2,3,4,5,6-hexahydro-3-benzazocine

ID: ALA4778291

PubChem CID: 142819228

Max Phase: Preclinical

Molecular Formula: C21H27N

Molecular Weight: 293.45

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  c1ccc(CCCCN2CCCc3ccccc3CC2)cc1

Standard InChI:  InChI=1S/C21H27N/c1-2-9-19(10-3-1)11-6-7-16-22-17-8-14-20-12-4-5-13-21(20)15-18-22/h1-5,9-10,12-13H,6-8,11,14-18H2

Standard InChI Key:  LAWIQXZTFKJSQG-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
    4.7925  -20.5200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7926  -22.4941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6122  -22.4941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1874  -21.9189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1873  -21.0992    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6122  -20.5199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2140  -21.9222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2133  -21.0992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5014  -20.6901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7896  -21.1028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7943  -21.9290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5068  -22.3344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9428  -20.7878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5903  -21.2865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3458  -20.9751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9932  -21.4737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7488  -21.1623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3936  -21.6627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1486  -21.3520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2573  -20.5411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6049  -20.0420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8525  -20.3555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  8  1  1  0
  7  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  1  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12  7  1  0
  5 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4778291

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 293.45

Molecular Weight (Monoisotopic): 293.2143

AlogP: 4.50

#Rotatable Bonds: 5

Polar Surface Area: 3.24

Molecular Species: BASE

HBA: 1

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 1

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 10.15

CX LogP: 5.59

CX LogD: 2.91

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.73

Np Likeness Score: -0.70

References

1. Temme L,Bechthold E,Schreiber JA,Gawaskar S,Schepmann D,Robaa D,Sippl W,Seebohm G,Wünsch B.  (2020)  Negative allosteric modulators of the GluN2B NMDA receptor with phenylethylamine structure embedded in ring-expanded and ring-contracted scaffolds.,  190  [PMID:32070917] [10.1016/j.ejmech.2020.112138]

Source

Source(1):

• Scientific Literature