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

ID: ALA78310

PubChem CID: 10378955

Max Phase: Preclinical

Molecular Formula: C17H13ClN2

Molecular Weight: 280.76

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Clc1cccc(C2=Cc3ccccc3C3=NCCN23)c1

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

Standard InChI Key:  ONPNIDSLTDIICC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 23  0  0  0  0  0  0  0  0999 V2000
    3.7667   -2.7375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2542   -3.0417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8042   -2.1542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2917   -1.8292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7417   -2.7250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2542   -3.6417    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7542   -2.1167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4042   -2.1542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7000   -2.6667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2917   -3.0417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2917   -3.6417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3000   -2.6667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4542   -3.2500    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.6917   -1.6375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2042   -3.0042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2417   -1.8000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2917   -1.6292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5917   -2.1500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6917   -2.6917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7125   -2.0875    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  1  1  0
 11 10  1  0
 12  9  1  0
 13 12  1  0
 14  8  1  0
 15  5  1  0
 16  7  1  0
 17 14  2  0
 18 17  1  0
 19 15  2  0
 20 16  2  0
  6 11  1  0
  5  7  2  0
 12 18  2  0
 20 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA78310

   5-(3-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: 7.09

CX LogP: 3.66

CX LogD: 3.49

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.77

Np Likeness Score: -0.58

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