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

ID: ALA309194

PubChem CID: 9993602

Max Phase: Preclinical

Molecular Formula: C18H16N2O

Molecular Weight: 276.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(C2=Cc3ccccc3C3=NCCN23)cc1

Standard InChI:  InChI=1S/C18H16N2O/c1-21-15-8-6-13(7-9-15)17-12-14-4-2-3-5-16(14)18-19-10-11-20(17)18/h2-9,12H,10-11H2,1H3

Standard InChI Key:  UCSNADLMSSLSFX-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 24  0  0  0  0  0  0  0  0999 V2000
    6.8500   -4.3667    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3375   -4.6667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8792   -3.7792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3667   -3.4542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8167   -4.3542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3375   -5.2667    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8375   -3.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4792   -3.7792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7792   -4.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7750   -3.2667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3667   -4.6667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3667   -5.2667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6750   -3.7792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3667   -3.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3792   -4.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2875   -4.6292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2750   -3.7792    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3250   -3.4292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6917   -3.3542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7750   -4.3167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7917   -3.7167    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  5  1  0
 17 13  1  0
 18  7  1  0
 19 17  1  0
 20 16  2  0
 21 18  2  0
 12  6  1  0
  7  5  2  0
 13 15  2  0
 20 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA309194

   5-(4-Methoxy-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: 276.34

Molecular Weight (Monoisotopic): 276.1263

AlogP: 3.27

#Rotatable Bonds: 2

Polar Surface Area: 24.83

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.20

CX LogP: 2.90

CX LogD: 2.69

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.84

Np Likeness Score: -0.22

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