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

ID: ALA419472

PubChem CID: 11779704

Max Phase: Preclinical

Molecular Formula: C21H22N2

Molecular Weight: 302.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)(C)c1cccc(C2=Cc3ccccc3C3=NCCN23)c1

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

Standard InChI Key:  GVSJNEVJDKYMFT-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 26  0  0  0  0  0  0  0  0999 V2000
    2.6167   -3.0375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1000   -3.3417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6500   -2.4542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1292   -2.1292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5875   -3.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1000   -3.9417    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6042   -2.4167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2500   -2.4542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5417   -2.9667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1417   -2.9667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4417   -3.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1375   -3.3417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1375   -3.9417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5417   -1.9375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0542   -3.3042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0917   -2.1000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4417   -2.4500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1375   -1.9292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1417   -4.0042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0417   -3.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7417   -4.0042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5417   -2.9917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5542   -2.3875    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  9  1  0
 11 10  1  0
 12  1  1  0
 13 12  1  0
 14  8  1  0
 15  5  1  0
 16  7  1  0
 17 18  1  0
 18 14  2  0
 19 11  1  0
 20 11  1  0
 21 11  1  0
 22 15  2  0
 23 16  2  0
  6 13  1  0
  5  7  2  0
 10 17  2  0
 23 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA419472

   5-(3-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: 7.13

CX LogP: 4.61

CX LogD: 4.42

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.75

Np Likeness Score: -0.50

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