5-(4-Butyl-phenyl)-2,3-dihydro-imidazo[2,1-a]isoquinoline

ID: ALA80936

PubChem CID: 10266926

Max Phase: Preclinical

Molecular Formula: C21H22N2

Molecular Weight: 302.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCc1ccc(C2=Cc3ccccc3C3=NCCN23)cc1

Standard InChI:  InChI=1S/C21H22N2/c1-2-3-6-16-9-11-17(12-10-16)20-15-18-7-4-5-8-19(18)21-22-13-14-23(20)21/h4-5,7-12,15H,2-3,6,13-14H2,1H3

Standard InChI Key:  ZMIGOTZZXRDXKF-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 26  0  0  0  0  0  0  0  0999 V2000
    2.4917   -2.5667    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9750   -2.8667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5250   -1.9792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0042   -1.6542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4625   -2.5542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9750   -3.4667    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4792   -1.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1250   -1.9792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4167   -2.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4167   -1.4667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0125   -2.8667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0125   -3.4667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0125   -1.4625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0167   -2.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3167   -1.9792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9292   -2.8292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9667   -1.6292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9167   -1.9750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2167   -2.4917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8167   -2.4917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4167   -2.5167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4292   -1.9167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1167   -3.0042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  1  1  0
  4  3  2  0
  5  2  1  0
  6  2  2  0
  7  4  1  0
  8  3  1  0
  9  8  2  0
 10  8  1  0
 11  1  1  0
 12 11  1  0
 13 10  2  0
 14  9  1  0
 15 13  1  0
 16  5  1  0
 17  7  1  0
 18 15  1  0
 19 18  1  0
 20 19  1  0
 21 16  2  0
 22 17  2  0
 23 20  1  0
  6 12  1  0
  5  7  2  0
 14 15  2  0
 22 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA80936

   5-(4-Butylphenyl)-2,3-dihydroimidazo[2,1-a]isoquinoline

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: 302.42

Molecular Weight (Monoisotopic): 302.1783

AlogP: 4.60

#Rotatable Bonds: 4

Polar Surface Area: 15.60

Molecular Species: NEUTRAL

HBA: 2

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.17

CX LogP: 4.91

CX LogD: 4.71

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.81

Np Likeness Score: -0.15

References

1. Houlihan WJ, Munder PG, Handley DA, Cheon SH, Parrino VA..  (1995)  Antitumor activity of 5-aryl-2,3-dihydroimidazo[2,1-a]isoquinolines.,  38  (2): [PMID:7830265] [10.1021/jm00002a004]

Source

Source(1):

• Scientific Literature