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

ID: ALA78668

PubChem CID: 10265702

Max Phase: Preclinical

Molecular Formula: C17H13ClN2

Molecular Weight: 280.76

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Clc1ccc(C2=Cc3ccccc3C3=NCCN23)cc1

Standard InChI:  InChI=1S/C17H13ClN2/c18-14-7-5-12(6-8-14)16-11-13-3-1-2-4-15(13)17-19-9-10-20(16)17/h1-8,11H,9-10H2

Standard InChI Key:  KNRZKSWPBFNURY-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 23  0  0  0  0  0  0  0  0999 V2000
    6.8917   -2.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3792   -2.3667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9292   -1.4792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4167   -1.1542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8667   -2.0500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3792   -2.9667    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8792   -1.4417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5292   -1.4792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8250   -1.9917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8167   -0.9625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4167   -2.3667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4167   -2.9667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7167   -1.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4167   -0.9542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4250   -1.9917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3167   -1.4750    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.3292   -2.3292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3667   -1.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8167   -2.0167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8375   -1.4125    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 14  1  0
 14 10  2  0
 15  9  1  0
 16 13  1  0
 17  5  1  0
 18  7  1  0
 19 17  2  0
 20 18  2  0
  6 12  1  0
  5  7  2  0
 15 13  2  0
 20 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA78668

   5-(4-Chloro-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: 280.76

Molecular Weight (Monoisotopic): 280.0767

AlogP: 3.91

#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: 3.66

CX LogD: 3.48

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.77

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