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

ID: ALA79089

PubChem CID: 10065779

Max Phase: Preclinical

Molecular Formula: C21H22N2

Molecular Weight: 302.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)(C)c1ccc(C2=Cc3ccccc3C3=NCCN23)cc1

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

Standard InChI Key:  AOAPRAZBFITKHR-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 26  0  0  0  0  0  0  0  0999 V2000
    2.6417   -2.4667    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1292   -2.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6792   -1.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1667   -1.5625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6167   -2.4542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1292   -3.3750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6292   -1.8542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2792   -1.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0667   -1.8792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4667   -1.8792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5667   -1.3667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5750   -2.4042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1750   -2.4042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1667   -1.3667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1667   -2.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1667   -3.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0792   -2.7375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1167   -1.5292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3750   -2.4000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3667   -1.3542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6667   -1.8792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5667   -2.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5875   -1.8167    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 10  1  0
 10 13  2  0
 11  8  1  0
 12  8  2  0
 13 12  1  0
 14 11  2  0
 15  1  1  0
 16 15  1  0
 17  5  1  0
 18  7  1  0
 19  9  1  0
 20  9  1  0
 21  9  1  0
 22 17  2  0
 23 18  2  0
  6 16  1  0
  5  7  2  0
 14 10  1  0
 23 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA79089

   5-(4-tert-Butyl-phenyl)-2,3-dihydro-imidazo[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: 4.56

#Rotatable Bonds: 1

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: 7.16

CX LogP: 4.61

CX LogD: 4.41

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.75

Np Likeness Score: -0.46

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