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

ID: ALA312567

PubChem CID: 10063751

Max Phase: Preclinical

Molecular Formula: C19H18N2O2

Molecular Weight: 306.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(C2=Cc3ccccc3C3=NCCN23)cc1OC

Standard InChI:  InChI=1S/C19H18N2O2/c1-22-17-8-7-14(12-18(17)23-2)16-11-13-5-3-4-6-15(13)19-20-9-10-21(16)19/h3-8,11-12H,9-10H2,1-2H3

Standard InChI Key:  MBOMVGGFKXGWMJ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 26  0  0  0  0  0  0  0  0999 V2000
    5.4250   -4.0167    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9125   -4.3167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4542   -3.4375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9417   -3.1125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3917   -4.0042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0542   -3.4375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9125   -4.9250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4125   -3.4042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3542   -3.9542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9542   -3.9542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2500   -3.4292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3500   -2.9167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9417   -2.9167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9417   -4.3167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9417   -4.9250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1042   -4.5292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8500   -3.4292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8625   -4.2875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9000   -3.0792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6875   -4.6875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1500   -3.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3500   -3.9750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3667   -3.3667    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  3  1  0
  7  2  2  0
  8  4  1  0
  9  6  2  0
 10  9  1  0
 11 13  1  0
 12  6  1  0
 13 12  2  0
 14  1  1  0
 15 14  1  0
 16 10  1  0
 17 11  1  0
 18  5  1  0
 19  8  1  0
 20 16  1  0
 21 17  1  0
 22 18  2  0
 23 19  2  0
 15  7  1  0
  8  5  2  0
 11 10  2  0
 22 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA312567

   5-(3,4-Dimethoxy-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: 306.37

Molecular Weight (Monoisotopic): 306.1368

AlogP: 3.28

#Rotatable Bonds: 3

Polar Surface Area: 34.06

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.15

CX LogP: 2.74

CX LogD: 2.55

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.87

Np Likeness Score: -0.08

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