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

ID: ALA80963

PubChem CID: 10378954

Max Phase: Preclinical

Molecular Formula: C17H13ClN2

Molecular Weight: 280.76

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Clc1ccccc1C1=Cc2ccccc2C2=NCCN12

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

Standard InChI Key:  ZMIKNFPFDYACPD-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 23  0  0  0  0  0  0  0  0999 V2000
    2.7667   -2.7167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7375   -3.3000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2250   -3.6042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2542   -2.3917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3667   -2.7167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7042   -3.2875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2250   -4.2042    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7250   -2.6792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6667   -3.2292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2542   -3.6042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2542   -4.2042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6625   -3.8292    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.6625   -2.2000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1750   -3.5667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2125   -2.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2667   -3.2292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2542   -2.1917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6625   -3.2542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6792   -2.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5625   -2.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  1  2  0
  5  1  1  0
  6  8  2  0
  7  3  2  0
  8  4  1  0
  9  5  2  0
 10  2  1  0
 11 10  1  0
 12  9  1  0
 13  5  1  0
 14  6  1  0
 15  8  1  0
 16  9  1  0
 17 13  2  0
 18 19  1  0
 19 15  2  0
 20 17  1  0
  3  6  1  0
  7 11  1  0
 16 20  2  0
 18 14  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA80963

   5-(2-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: 6.90

CX LogP: 3.66

CX LogD: 3.55

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.77

Np Likeness Score: -0.37

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