[2-(3-Phenethyl-benzofuran-2-yl)-ethyl]-propyl-amine

ID: ALA141547

PubChem CID: 10086554

Max Phase: Preclinical

Molecular Formula: C21H25NO

Molecular Weight: 307.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCNCCc1oc2ccccc2c1CCc1ccccc1

Standard InChI:  InChI=1S/C21H25NO/c1-2-15-22-16-14-21-19(13-12-17-8-4-3-5-9-17)18-10-6-7-11-20(18)23-21/h3-11,22H,2,12-16H2,1H3

Standard InChI Key:  OOTYNTFFQFPCKM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
    3.7000   -1.8542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1792   -1.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6917   -0.5167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9125   -1.6042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9042   -0.7792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9125   -2.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0042   -1.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4917   -3.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4292   -1.1792    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7042   -4.1542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1917   -2.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1917   -0.3667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7167   -1.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2292   -1.3917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1167   -4.7375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4917   -4.3667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9417   -0.9750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4792   -1.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4792   -0.7792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6542   -1.3875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7125   -5.1542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3292   -5.5292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1292   -5.7417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  1  1  0
  5  4  1  0
  6  1  1  0
  7  2  1  0
  8  6  1  0
  9 13  1  0
 10  8  1  0
 11  4  2  0
 12  5  2  0
 13  7  1  0
 14  9  1  0
 15 10  2  0
 16 10  1  0
 17 14  1  0
 18 11  1  0
 19 18  2  0
 20 17  1  0
 21 16  2  0
 22 15  1  0
 23 21  1  0
  3  5  1  0
 12 19  1  0
 22 23  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA141547

   N-[2-[3-(2-phenylethyl)-1-benzofuran-2-yl]ethyl]propan-1-amine

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: 307.44

Molecular Weight (Monoisotopic): 307.1936

AlogP: 4.76

#Rotatable Bonds: 8

Polar Surface Area: 25.17

Molecular Species: BASE

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.85

CX LogP: 5.09

CX LogD: 2.70

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.61

Np Likeness Score: -0.04

References

1. Ecker G, Chiba P, Hitzler M, Schmid D, Visser K, Cordes HP, Csöllei J, Seydel JK, Schaper KJ..  (1996)  Structure-activity relationship studies on benzofuran analogs of propafenone-type modulators of tumor cell multidrug resistance.,  39  (24): [PMID:8941391] [10.1021/jm960384x]

2. Fleischer R, Wiese M..  (2003)  Three-dimensional quantitative structure-activity relationship analysis of propafenone-type multidrug resistance modulators: influence of variable selection on test set predictivity.,  46  (23): [PMID:14584949] [10.1021/jm030876r]

Source

Source(1):

• Scientific Literature