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

ID: ALA4754021

PubChem CID: 162654918

Max Phase: Preclinical

Molecular Formula: C20H25N

Molecular Weight: 279.43

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  c1ccc(CCCN2CCCc3ccccc3CC2)cc1

Standard InChI:  InChI=1S/C20H25N/c1-2-8-18(9-3-1)10-6-15-21-16-7-13-19-11-4-5-12-20(19)14-17-21/h1-5,8-9,11-12H,6-7,10,13-17H2

Standard InChI Key:  GDRMBJLFSZXVHD-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
    4.3303  -14.1765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3304  -16.1505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1500  -16.1505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7251  -15.5753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7250  -14.7557    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1500  -14.1764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7518  -15.5787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7511  -14.7557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0391  -14.3465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3274  -14.7593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3320  -15.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0446  -15.9909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4806  -14.4443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1280  -14.9429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8835  -14.6315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5310  -15.1301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4205  -15.9370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0671  -16.4355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8237  -16.1242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9297  -15.3096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2820  -14.8148    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  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4754021

   ---

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: 279.43

Molecular Weight (Monoisotopic): 279.1987

AlogP: 4.11

#Rotatable Bonds: 4

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: 10.22

CX LogP: 5.15

CX LogD: 2.41

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.81

Np Likeness Score: -0.80

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